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Set at the end of a tranquil cul-de-sac, this distinguished 4-bedroom, 6-bath Colonial offers refined elegance, exceptional craftsmanship, and a rare sense of privacy. A dramatic living room welcomes you with coffered ceilings, oversized windows, a sophisticated home theater system, and one of two beautifully appointed fireplaces-creating an ideal setting for both grand-scale entertaining and intimate gatherings. The chef's kitchen serves as the heart of the home, featuring premium stainless steel Thermador appliances and custom cabinetry. A private home office provides a quiet, polished workspace tailored to today's lifestyle. The upper level is anchored by a sumptuous primary suite with dual walk-in closets and a spa-inspired en-suite bath designed for ultimate relaxation. Additional bedrooms are generously proportioned, each complemented by impeccably finished bathrooms. A partially finished basement and attic offer flexible space for a fitness studio, media lounge, or refined guest accommodations. Outdoors, an expansive deck transitions seamlessly to an above-ground pool-ideal for hosting summer soirees or enjoying peaceful moments in the lush, level backyard framed by mature trees. Completing the residence is a rare four-car attached garage. A graceful blend of classic Colonial architecture and modern luxury, this exceptional home presents a rare opportunity to enjoy elevated living in a private, picturesque setting.

4 Beds ⋅ 6 Baths ⋅ 24163973 MLS

Set at the end of a tranquil cul-de-sac, this distinguished 4-bedroom, 6-bath Colonial offers refined elegance, exceptional craftsmanship, and a rare sense of privacy. A dramatic living room welcomes you with coffered ceilings, oversized windows, a sophisticated home theater system, and one of two beautifully appointed fireplaces-creating an ideal setting for both grand-scale entertaining and intimate gatherings. The chef's kitchen serves as the heart of the home, featuring premium stainless steel Thermador appliances and custom cabinetry. A private home office provides a quiet, polished workspace tailored to today's lifestyle. The upper level is anchored by a sumptuous primary suite with dual walk-in closets and a spa-inspired en-suite bath designed for ultimate relaxation. Additional bedrooms are generously proportioned, each complemented by impeccably finished bathrooms. A partially finished basement and attic offer flexible space for a fitness studio, media lounge, or refined guest accommodations. Outdoors, an expansive deck transitions seamlessly to an above-ground pool-ideal for hosting summer soirees or enjoying peaceful moments in the lush, level backyard framed by mature trees. Completing the residence is a rare four-car attached garage. A graceful blend of classic Colonial architecture and modern luxury, this exceptional home presents a rare opportunity to enjoy elevated living in a private, picturesque setting.

23 Aldo Dr, Woodbridge

$1,440,000

Stunning custom-built Colonial set on 2.54 private acres in the highly sought-after Amity School District. This impressive home offers 6,531 sq ft of living space with 5 bedrooms, 4 full baths, 1 half bath, and 4 fireplaces, blending classic elegance with spacious modern living. Designed with generous proportions, every room feels open and bright with high ceilings and abundant natural light. The expansive kitchen flows into a large family room featuring a beautiful stone fireplace with wood-burning insert, perfect for gatherings and entertaining. The home features a private primary bedroom wing with sitting area and large windows, creating a peaceful retreat. Outdoors, enjoy a wraparound deck off the family room that connects to a stone patio off the kitchen, overlooking the large backyard with a custom stone firepit seating area. The property backs up to protected water company land, offering exceptional privacy and scenic surroundings. Additional potential exists in the third floor and walk-out basement with high ceilings and patio access, ideal for future finished space. Accessed by a shared driveway from Peck Hill Rd, this original owner/builder home sits on land once purchased from the Queen of England, adding a unique historical touch. A rare opportunity to own a remarkable estate property just minutes from Yale, downtown New Haven, and major commuting routes.

5 Beds ⋅ 5 Baths ⋅ 24158378 MLS

Stunning custom-built Colonial set on 2.54 private acres in the highly sought-after Amity School District. This impressive home offers 6,531 sq ft of living space with 5 bedrooms, 4 full baths, 1 half bath, and 4 fireplaces, blending classic elegance with spacious modern living. Designed with generous proportions, every room feels open and bright with high ceilings and abundant natural light. The expansive kitchen flows into a large family room featuring a beautiful stone fireplace with wood-burning insert, perfect for gatherings and entertaining. The home features a private primary bedroom wing with sitting area and large windows, creating a peaceful retreat. Outdoors, enjoy a wraparound deck off the family room that connects to a stone patio off the kitchen, overlooking the large backyard with a custom stone firepit seating area. The property backs up to protected water company land, offering exceptional privacy and scenic surroundings. Additional potential exists in the third floor and walk-out basement with high ceilings and patio access, ideal for future finished space. Accessed by a shared driveway from Peck Hill Rd, this original owner/builder home sits on land once purchased from the Queen of England, adding a unique historical touch. A rare opportunity to own a remarkable estate property just minutes from Yale, downtown New Haven, and major commuting routes.

39 Nettleton Dr, Woodbridge

$1,350,000

Experience exceptional craftsmanship and timeless design in this beautifully custom-built home, where every detail has been thoughtfully considered. Soaring ceilings, exposed wood beams, rich hardwood floors, and walls of windows create a warm yet sophisticated atmosphere filled with natural light. At the heart of the home, the chef's kitchen impresses with custom cabinetry, a generous quartz island, premium appliances, a farmhouse sink, and abundant workspace, seamlessly opening to expansive living and dining areas anchored by a stunning floor-to-ceiling stone fireplace. The luxurious primary suite is a private retreat featuring a striking coffered wood ceiling, a spa-inspired bath with a freestanding soaking tub, oversized walk-in shower, dual vanities, and an expansive walk-in closet. Designed for effortless entertaining and everyday living, this remarkable home offers timeless style, exceptional quality, and an unmatched level of comfort.

5 Beds ⋅ 4 Baths ⋅ 24169948 MLS

Experience exceptional craftsmanship and timeless design in this beautifully custom-built home, where every detail has been thoughtfully considered. Soaring ceilings, exposed wood beams, rich hardwood floors, and walls of windows create a warm yet sophisticated atmosphere filled with natural light. At the heart of the home, the chef's kitchen impresses with custom cabinetry, a generous quartz island, premium appliances, a farmhouse sink, and abundant workspace, seamlessly opening to expansive living and dining areas anchored by a stunning floor-to-ceiling stone fireplace. The luxurious primary suite is a private retreat featuring a striking coffered wood ceiling, a spa-inspired bath with a freestanding soaking tub, oversized walk-in shower, dual vanities, and an expansive walk-in closet. Designed for effortless entertaining and everyday living, this remarkable home offers timeless style, exceptional quality, and an unmatched level of comfort.

49 Round Hill Rd, Woodbridge

$1,340,000

Come fall in love with this stunning home perched atop the sought-after Stoddard Hill section of Woodbridge. Tucked away on a quiet cul-de-sac and surrounded by other beautiful homes, this property offers exceptional privacy and a truly serene setting. Custom built in 1996 by renowned builder Marvin Schaefer, this expansive residence features five bedrooms, five full baths, and two half baths-providing plenty of space for both everyday living and entertaining. A grand two-story foyer welcomes you inside, where you'll find Six zones of heat to ensure comfort and efficiency year-round. The dining area flows seamlessly into a generously sized living room, creating an inviting space for gatherings. The spacious main-level primary suite offers convenience and luxury, complete with dual walk-in closets and an elegantly updated en-suite bath. Step outside from the kitchen or family room onto a large deck overlooking your own private resort-like backyard. The impressive 50' x 20' gunite pool is surrounded by bluestone and professionally landscaped grounds. A well-appointed pool house enhances the experience, featuring a refrigerator, dishwasher, on-demand hot water heater, and a full bathroom. The fully fenced backyard provides ample space for entertaining. Unwind in the jet-powered jacuzzi.

5 Beds ⋅ 7 Baths ⋅ 24167054 MLS

Come fall in love with this stunning home perched atop the sought-after Stoddard Hill section of Woodbridge. Tucked away on a quiet cul-de-sac and surrounded by other beautiful homes, this property offers exceptional privacy and a truly serene setting. Custom built in 1996 by renowned builder Marvin Schaefer, this expansive residence features five bedrooms, five full baths, and two half baths-providing plenty of space for both everyday living and entertaining. A grand two-story foyer welcomes you inside, where you'll find Six zones of heat to ensure comfort and efficiency year-round. The dining area flows seamlessly into a generously sized living room, creating an inviting space for gatherings. The spacious main-level primary suite offers convenience and luxury, complete with dual walk-in closets and an elegantly updated en-suite bath. Step outside from the kitchen or family room onto a large deck overlooking your own private resort-like backyard. The impressive 50' x 20' gunite pool is surrounded by bluestone and professionally landscaped grounds. A well-appointed pool house enhances the experience, featuring a refrigerator, dishwasher, on-demand hot water heater, and a full bathroom. The fully fenced backyard provides ample space for entertaining. Unwind in the jet-powered jacuzzi.

14 Cleft Rock Rd, Woodbridge

$1,310,000

Nestled on a quiet stretch of Elderslie Lane in picturesque Woodbridge, Connecticut, this exceptional residence was custom built by renowned craftsman Peter Olsen as his own home, showcasing uncompromising quality and timeless design. A grand marble entry welcomes you with a dramatic circular staircase, setting the tone for the elegance found throughout. Rich cherry hardwood floors flow seamlessly into beautifully appointed living spaces, highlighted by two stunning coffered ceilings and thoughtfully placed balconies that add architectural interest and warmth. The gourmet kitchen is a chef's dream, featuring Sub-Zero refrigeration, Wolf appliances, granite countertops, and custom cherry cabinetry-perfect for both everyday living and entertaining. The family room has a breathtaking floor-to-ceiling stone fireplace, creating a refined yet inviting atmosphere. The first-floor primary suite offers privacy and comfort, complete with a luxurious bathroom retreat. Throughout the home, the design and attention to detail are second to none. Overlooking serene, wooded surroundings, this home offers a rare sense of peace, privacy, and craftsmanship-an extraordinary property in an equally extraordinary setting. Located in an award-winning school district with convenient access to Yale University, downtown New Haven, major highways and shopping!

4 Beds ⋅ 5 Baths ⋅ 24148650 MLS

Nestled on a quiet stretch of Elderslie Lane in picturesque Woodbridge, Connecticut, this exceptional residence was custom built by renowned craftsman Peter Olsen as his own home, showcasing uncompromising quality and timeless design. A grand marble entry welcomes you with a dramatic circular staircase, setting the tone for the elegance found throughout. Rich cherry hardwood floors flow seamlessly into beautifully appointed living spaces, highlighted by two stunning coffered ceilings and thoughtfully placed balconies that add architectural interest and warmth. The gourmet kitchen is a chef's dream, featuring Sub-Zero refrigeration, Wolf appliances, granite countertops, and custom cherry cabinetry-perfect for both everyday living and entertaining. The family room has a breathtaking floor-to-ceiling stone fireplace, creating a refined yet inviting atmosphere. The first-floor primary suite offers privacy and comfort, complete with a luxurious bathroom retreat. Throughout the home, the design and attention to detail are second to none. Overlooking serene, wooded surroundings, this home offers a rare sense of peace, privacy, and craftsmanship-an extraordinary property in an equally extraordinary setting. Located in an award-winning school district with convenient access to Yale University, downtown New Haven, major highways and shopping!

51 Elderslie Ln, Woodbridge

$1,200,000

Welcome to 2 Jeremy Garden Lane - a magnificent, renovated Center Hall Colonial nestled on 1.49 acres on a tranquil cul-de-sac in Woodbridge, CT. This extraordinary 4-bedroom, 4 full and 2 half-bath estate captivates with timeless elegance and thoughtful modern updates. Gleaming dark hardwood floors guide you through the grand foyer to a formal living room, library, dining room, and eat-in country kitchen. The family room with gas fireplace flows into a beautiful sunroom, while a new home office with custom built-in shelving, mudroom, and laundry room complete the main level. The breathtaking primary suite features a sitting room, soaring cathedral ceilings, Palladium window, gas fireplace, walk-in closet, and a spa-inspired ensuite with standalone shower and whirlpool tub. Three additional bedrooms, each with dark hardwood floors and private ensuite baths, offer comfort and privacy for all. The finished lower level is perfect for a playroom or home gym, and the insulated walk-up attic provides exceptional storage. A whole-house generator ensures year-round peace of mind. Step outside to a stunning new stone patio with built-in grill - your personal parklike sanctuary, complete with an adjacent private pond and breathtaking wildlife.

4 Beds ⋅ 6 Baths ⋅ 24181406 MLS

Welcome to 2 Jeremy Garden Lane - a magnificent, renovated Center Hall Colonial nestled on 1.49 acres on a tranquil cul-de-sac in Woodbridge, CT. This extraordinary 4-bedroom, 4 full and 2 half-bath estate captivates with timeless elegance and thoughtful modern updates. Gleaming dark hardwood floors guide you through the grand foyer to a formal living room, library, dining room, and eat-in country kitchen. The family room with gas fireplace flows into a beautiful sunroom, while a new home office with custom built-in shelving, mudroom, and laundry room complete the main level. The breathtaking primary suite features a sitting room, soaring cathedral ceilings, Palladium window, gas fireplace, walk-in closet, and a spa-inspired ensuite with standalone shower and whirlpool tub. Three additional bedrooms, each with dark hardwood floors and private ensuite baths, offer comfort and privacy for all. The finished lower level is perfect for a playroom or home gym, and the insulated walk-up attic provides exceptional storage. A whole-house generator ensures year-round peace of mind. Step outside to a stunning new stone patio with built-in grill - your personal parklike sanctuary, complete with an adjacent private pond and breathtaking wildlife.

2 Jeremy Garden Ln, Woodbridge

$1,199,500

OPEN Houses CANCELLED 7/11 and 7/12. Coastal Luxury with Endless Potential. Welcome to your private sanctuary, a stunning property that blends modern upgrades with exceptional versatility. This home offers the perfect balance of luxury and convenience, making it ideal as either a dream vacation retreat or a year-round residence. Over the last five years, more than $250K has been invested in essential mechanical systems and aesthetic improvements, providing peace of mind for years to come. The main floor radiates sophistication with all-new flooring, paint, walls, ceilings, and lighting. The chef's kitchen shines with a high-end Wolf stove, Sub-Zero refrigerator, Bosch dishwasher, and warming oven. Not withstanding a great wet bar to keep the libations flowing. Recent updates heating system, well system, hot water tank, dual oil tanks, and modern air handlers. Enjoy summer days in your fully heated, 10-foot-deep pool featuring a new liner that is surrounded by warm vibes outdoor firepit. Hookup to the high-speed EV charger. The wall-mounted TVs stay. Location is everything, with convenient access to the Merritt Parkway, I-95, Amtrak Acela service to Manhattan, Boston, and D.C., as well as 10 Min to Metro-North. Enjoy outstanding shopping, dining, entertainment, Yale University, and boating and beaches along Long Island Sound. Amity School District.

5 Beds ⋅ 4 Baths ⋅ 24183890 MLS

OPEN Houses CANCELLED 7/11 and 7/12. Coastal Luxury with Endless Potential. Welcome to your private sanctuary, a stunning property that blends modern upgrades with exceptional versatility. This home offers the perfect balance of luxury and convenience, making it ideal as either a dream vacation retreat or a year-round residence. Over the last five years, more than $250K has been invested in essential mechanical systems and aesthetic improvements, providing peace of mind for years to come. The main floor radiates sophistication with all-new flooring, paint, walls, ceilings, and lighting. The chef's kitchen shines with a high-end Wolf stove, Sub-Zero refrigerator, Bosch dishwasher, and warming oven. Not withstanding a great wet bar to keep the libations flowing. Recent updates heating system, well system, hot water tank, dual oil tanks, and modern air handlers. Enjoy summer days in your fully heated, 10-foot-deep pool featuring a new liner that is surrounded by warm vibes outdoor firepit. Hookup to the high-speed EV charger. The wall-mounted TVs stay. Location is everything, with convenient access to the Merritt Parkway, I-95, Amtrak Acela service to Manhattan, Boston, and D.C., as well as 10 Min to Metro-North. Enjoy outstanding shopping, dining, entertainment, Yale University, and boating and beaches along Long Island Sound. Amity School District.

905 Baldwin Rd, Woodbridge

$1,179,000

This architectural masterpiece, designed and built by Igor Zak, offers over 6,000 sq ft of sophisticated living space nestled in a private 2-acre wooded setting.This unique 4 BR, 4.5 BA home blends luxurious modern design within the natural landscape. A dramatic foyer opens to the grand living room, the centerpiece of this home, showcasing soaring ceilings, an elegant 2-story marble fireplace and expansive windows, filling the interior with natural light and framing gorgeous views of the surrounding property. The modern eat-in kitchen features Corian and granite counters, a new Sub-Zero refrigerator and flows into the formal dining room and adjacent wet bar. The main level also includes 2 sitting areas, attached 2-car garage and private bedroom suite, providing flexibility for guests or multigenerational living. An additional lower-level 1-car garage provides ample parking and storage. Upstairs, an office w built-ins blends into an open gallery with skylights and glass accents. The primary suite features vaulted ceilings, private deck, multiple closets & spa-like bath with dual marble sinks. Two addl. bedrooms & full hall bath complete the 2nd floor. The lower level, with over 1400 sq ft, offers a spacious rec room centered around a large stone fireplace & full bath. Included is an automatic whole-house generator. Outdoor living is impressive with sliders leading to a deck overlooking the heated inground pool with cascading waterfall. Come see this extraordinary home!

4 Beds ⋅ 5 Baths ⋅ 24188100 MLS

This architectural masterpiece, designed and built by Igor Zak, offers over 6,000 sq ft of sophisticated living space nestled in a private 2-acre wooded setting.This unique 4 BR, 4.5 BA home blends luxurious modern design within the natural landscape. A dramatic foyer opens to the grand living room, the centerpiece of this home, showcasing soaring ceilings, an elegant 2-story marble fireplace and expansive windows, filling the interior with natural light and framing gorgeous views of the surrounding property. The modern eat-in kitchen features Corian and granite counters, a new Sub-Zero refrigerator and flows into the formal dining room and adjacent wet bar. The main level also includes 2 sitting areas, attached 2-car garage and private bedroom suite, providing flexibility for guests or multigenerational living. An additional lower-level 1-car garage provides ample parking and storage. Upstairs, an office w built-ins blends into an open gallery with skylights and glass accents. The primary suite features vaulted ceilings, private deck, multiple closets & spa-like bath with dual marble sinks. Two addl. bedrooms & full hall bath complete the 2nd floor. The lower level, with over 1400 sq ft, offers a spacious rec room centered around a large stone fireplace & full bath. Included is an automatic whole-house generator. Outdoor living is impressive with sliders leading to a deck overlooking the heated inground pool with cascading waterfall. Come see this extraordinary home!

25 Milan Rd, Woodbridge

$1,150,000

Stately Georgian Revival built in 2002 on a sprawling 1.49-acre lot. At 5,603 SQ FT with 4 bedrooms and 4.5 baths, this home has so much to offer. A two-story, light-filled foyer leads to the formal living room on the left and the dining room on the right, with a tray ceiling and Brazilian cherry floors. A generously sized family room has a wood-burning fireplace, beautiful crown molding and plenty of windows. A small wet bar area is adjacent with a wine fridge, and storage for refreshments. A very spacious kitchen has cherry cabinets, stainless steel appliances (including double ovens), and granite counters and an island. There is a large area for casual dining, a sliding door to the yard, and access to the garage and laundry room. A private office, remodeled half bath, and a sunroom with vaulted ceilings and custom windows completes the first floor. The second floor is spectacular with 4 large bedrooms, each with an en suite bath. The primary suites feature coffered tray ceilings, a separate dressing or sitting room, and spacious walk-in closets. An unfinished basement has finishing potential! Attached 3-car garage, central air, public connected water, and irrigation. Brand new roof was installed in July 2026. Convenient location a short distance from award winning Woodbridge schools and a short drive to Downtown New Haven & Yale. This house is truly grand!

4 Beds ⋅ 5 Baths ⋅ 24175600 MLS

Stately Georgian Revival built in 2002 on a sprawling 1.49-acre lot. At 5,603 SQ FT with 4 bedrooms and 4.5 baths, this home has so much to offer. A two-story, light-filled foyer leads to the formal living room on the left and the dining room on the right, with a tray ceiling and Brazilian cherry floors. A generously sized family room has a wood-burning fireplace, beautiful crown molding and plenty of windows. A small wet bar area is adjacent with a wine fridge, and storage for refreshments. A very spacious kitchen has cherry cabinets, stainless steel appliances (including double ovens), and granite counters and an island. There is a large area for casual dining, a sliding door to the yard, and access to the garage and laundry room. A private office, remodeled half bath, and a sunroom with vaulted ceilings and custom windows completes the first floor. The second floor is spectacular with 4 large bedrooms, each with an en suite bath. The primary suites feature coffered tray ceilings, a separate dressing or sitting room, and spacious walk-in closets. An unfinished basement has finishing potential! Attached 3-car garage, central air, public connected water, and irrigation. Brand new roof was installed in July 2026. Convenient location a short distance from award winning Woodbridge schools and a short drive to Downtown New Haven & Yale. This house is truly grand!

105 Beecher Rd, Woodbridge

$1,100,000

Grand scale & suburban serenity converge in this commanding Colonial, rising gracefully within one of Woodbridge's most coveted cul-de-sacs. 4,707sf of beautifully curated living begins w/ the light-filled foyer spread beneath a soaring ceiling & sweeping 2nd floor catwalk. Rich HW floors, handsome millwork & beams weave warmth throughout the home including the formal living room, home office, & the dramatic, open-concept family & dining rooms which are anchored by a 2-story chimney w/ cozy wood FPs on either side. Vaulted ceilings, exposed beams w/ ambient up-lighting, & French doors w/ half-round transom windows create a symphony of light & scale. Adjoining the family room is a gazebo-style sunroom that steals the spotlight w/ its panoramic picture windows framing the patio, curated gardens, & resort-resemblant pool w/ spa-a private perennial paradise. The expansive eat-in kitchen pairs performance w/ polish via granite counters, premium appliances, a pantry, breakfast bar, & bay-window dining area warmed by another magnificent stone FP. Upstairs, the primary suite suits royalty w/ its dedicated balcony, towering ceilings, walk-in closet, & luxurious tiled bath. 4 additional BRs provide remarkable space & storage. A main-level laundry hub, 3-car garage, 400-amp underground service, sprinkler system, & many thoughtful updates throughout ensure enduring ease. Minutes to New Haven & set within an award-winning school district, this is not merely a home-it's a lifestyle legacy.

5 Beds ⋅ 4 Baths ⋅ 24161367 MLS

Grand scale & suburban serenity converge in this commanding Colonial, rising gracefully within one of Woodbridge's most coveted cul-de-sacs. 4,707sf of beautifully curated living begins w/ the light-filled foyer spread beneath a soaring ceiling & sweeping 2nd floor catwalk. Rich HW floors, handsome millwork & beams weave warmth throughout the home including the formal living room, home office, & the dramatic, open-concept family & dining rooms which are anchored by a 2-story chimney w/ cozy wood FPs on either side. Vaulted ceilings, exposed beams w/ ambient up-lighting, & French doors w/ half-round transom windows create a symphony of light & scale. Adjoining the family room is a gazebo-style sunroom that steals the spotlight w/ its panoramic picture windows framing the patio, curated gardens, & resort-resemblant pool w/ spa-a private perennial paradise. The expansive eat-in kitchen pairs performance w/ polish via granite counters, premium appliances, a pantry, breakfast bar, & bay-window dining area warmed by another magnificent stone FP. Upstairs, the primary suite suits royalty w/ its dedicated balcony, towering ceilings, walk-in closet, & luxurious tiled bath. 4 additional BRs provide remarkable space & storage. A main-level laundry hub, 3-car garage, 400-amp underground service, sprinkler system, & many thoughtful updates throughout ensure enduring ease. Minutes to New Haven & set within an award-winning school district, this is not merely a home-it's a lifestyle legacy.

56 Penny Ln, Woodbridge

$1,095,000

A rare find!! This renovated 5 bedroom, 3.5 bath, contemporary colonial delivers style, space and luxury on a gorgeous 1.58 acre lot. Step into the breathtaking two story foyer, where sleek porcelain flooring and a dramatic Palladian window set the tone for the light filled, open concept design that flows throughout the home. The newer chef's kitchen is the centerpiece, featuring quartzite countertops, custom cabinetry, a large island, and premium stainless steel appliances. It opens directly to the spectacular family room with gas fireplace, vaulted ceilings, skylights, and access to an oversized deck-an entertainer's dream. You will find gleaming hardwood flooring throughout the house (except foyer and baths). The first floor primary suite offers true luxury with a spa-like bath with a whirlpool tub, stall shower and a spacious walk-in closet. Living room w/vaulted ceiling, dining room, home office/bedroom, powder room & laundry room complete the main level. Upstairs, enjoy three additional bedrooms, a hall bath, and a Jack and Jill bath-perfect for today's lifestyle needs. Additional highlights include a 3 car attached garage, security system, central vacuum, central air, and an on demand propane hot water heater. The expansive, private yard provides endless possibilities for recreation and outdoor enjoyment. All conveniently located near Yale, downtown New Haven, shopping, major highways, and within an award winning school district. This is the home that truly has it all

5 Beds ⋅ 4 Baths ⋅ 24167752 MLS

A rare find!! This renovated 5 bedroom, 3.5 bath, contemporary colonial delivers style, space and luxury on a gorgeous 1.58 acre lot. Step into the breathtaking two story foyer, where sleek porcelain flooring and a dramatic Palladian window set the tone for the light filled, open concept design that flows throughout the home. The newer chef's kitchen is the centerpiece, featuring quartzite countertops, custom cabinetry, a large island, and premium stainless steel appliances. It opens directly to the spectacular family room with gas fireplace, vaulted ceilings, skylights, and access to an oversized deck-an entertainer's dream. You will find gleaming hardwood flooring throughout the house (except foyer and baths). The first floor primary suite offers true luxury with a spa-like bath with a whirlpool tub, stall shower and a spacious walk-in closet. Living room w/vaulted ceiling, dining room, home office/bedroom, powder room & laundry room complete the main level. Upstairs, enjoy three additional bedrooms, a hall bath, and a Jack and Jill bath-perfect for today's lifestyle needs. Additional highlights include a 3 car attached garage, security system, central vacuum, central air, and an on demand propane hot water heater. The expansive, private yard provides endless possibilities for recreation and outdoor enjoyment. All conveniently located near Yale, downtown New Haven, shopping, major highways, and within an award winning school district. This is the home that truly has it all

2 Davis Rd, Woodbridge

$1,050,000

Stunning custom contemporary ranch tucked at the end of a quiet cul-de-sac! This exceptional home offers a true resort style lifestyle. Located on a 2.03 acre professionally landscaped property which is enhanced by a heated gunite pool w/spa, a tennis court and serene views. The lot backs up to over 21 acres of protected land trust property which offers easy access to the town's extensive walking trails. Over the years, the home has been thoughtfully improved and meticulously maintained. Inside, the open floor plan centers around a spectacular light filled great room featuring vaulted ceilings, a striking stone fireplace, gleaming cherry flooring, and a dramatic circular staircase leading to the loft. The custom kitchen impresses with newer tile flooring, granite countertops, high-end stainless steel appliances including a gas Jenn Air cooktop, and a spacious pantry room complete with wet bar, wine refrigerator & abundant cabinetry. The living room elevates entertainment with a large retractable theater/TV screen ideal for movie nights! A stunning hallway leads to the bedroom wing, showcasing a domed ceiling w/custom lighting, extensive millwork, and beautiful built-in's. The primary suite is a retreat of its own, offering cherry flooring, a tray ceiling, retractable blinds & a generous sized sitting/dressing room w/extensive closet space. Other features include a finished rec room/gym & walk-in cedar closet. Close to Yale & downtown New Haven. Award winning school district!!

4 Beds ⋅ 4 Baths ⋅ 24150128 MLS

Stunning custom contemporary ranch tucked at the end of a quiet cul-de-sac! This exceptional home offers a true resort style lifestyle. Located on a 2.03 acre professionally landscaped property which is enhanced by a heated gunite pool w/spa, a tennis court and serene views. The lot backs up to over 21 acres of protected land trust property which offers easy access to the town's extensive walking trails. Over the years, the home has been thoughtfully improved and meticulously maintained. Inside, the open floor plan centers around a spectacular light filled great room featuring vaulted ceilings, a striking stone fireplace, gleaming cherry flooring, and a dramatic circular staircase leading to the loft. The custom kitchen impresses with newer tile flooring, granite countertops, high-end stainless steel appliances including a gas Jenn Air cooktop, and a spacious pantry room complete with wet bar, wine refrigerator & abundant cabinetry. The living room elevates entertainment with a large retractable theater/TV screen ideal for movie nights! A stunning hallway leads to the bedroom wing, showcasing a domed ceiling w/custom lighting, extensive millwork, and beautiful built-in's. The primary suite is a retreat of its own, offering cherry flooring, a tray ceiling, retractable blinds & a generous sized sitting/dressing room w/extensive closet space. Other features include a finished rec room/gym & walk-in cedar closet. Close to Yale & downtown New Haven. Award winning school district!!

5 Mohawk Ln, Woodbridge

$1,037,700

Are you searching for an exceptional, contemporary ranch that is well-maintained, move-in ready, clean and updated that everyone can enjoy immediately? Look no further. Come see this magnificent gem on one of the most desired and quiet streets in Woodbridge. Originally the builder's own home, this fantastic house is set on a private 1.56-acre lot and offers resort-level living inside and out. Designed in a California-inspired style, the home features 4 bedrooms, 3 full baths, and 1 half bath with a spacious, open floorplan ideal for both everyday living and entertaining. Hardwood floors throughout including teak floors in the living/dining room area. The heart of the home is a huge gourmet kitchen that was built by John Lavorgna with a massive statement island, abundant high-end cabinetry, and exceptional storage. Expansive bedrooms are enhanced by custom closets throughout. Three fireplaces-including a dramatic custom stone fireplace-add warmth and architectural interest, while an enclosed porch provides additional year-round living space. Large casement windows throughout the home enhance the elegant flair and flood the home with natural light. The extra-large finished basement offers flexible space for recreation, office, media, or guests.

4 Beds ⋅ 4 Baths ⋅ 24155928 MLS

Are you searching for an exceptional, contemporary ranch that is well-maintained, move-in ready, clean and updated that everyone can enjoy immediately? Look no further. Come see this magnificent gem on one of the most desired and quiet streets in Woodbridge. Originally the builder's own home, this fantastic house is set on a private 1.56-acre lot and offers resort-level living inside and out. Designed in a California-inspired style, the home features 4 bedrooms, 3 full baths, and 1 half bath with a spacious, open floorplan ideal for both everyday living and entertaining. Hardwood floors throughout including teak floors in the living/dining room area. The heart of the home is a huge gourmet kitchen that was built by John Lavorgna with a massive statement island, abundant high-end cabinetry, and exceptional storage. Expansive bedrooms are enhanced by custom closets throughout. Three fireplaces-including a dramatic custom stone fireplace-add warmth and architectural interest, while an enclosed porch provides additional year-round living space. Large casement windows throughout the home enhance the elegant flair and flood the home with natural light. The extra-large finished basement offers flexible space for recreation, office, media, or guests.

69 Forest Glen Dr, Woodbridge

$1,025,000

The Nathaniel Parks House circa 1706. Originally built in Guilford, CT, and painstakingly relocated to Woodbridge in 1934. This 5 Br, 3.5 bath, retains all of its original character, including wide plank floors, hand-hewn beams, and a striking double-leaf entry framed by fluted pillars and a pedimented gable. Thoughtful rear additions, including a gambrel wing with garage, were added during the move. Barn-style garage doors and a welcoming covered breezeway connect the main home to an additional wing. Inside, a fieldstone fireplace serves as the stunning focal point of the living area, complemented by exposed wooden beams that enhance the home's historic charm. The eat-in kitchen opens to a sunlit family room with soaring ceilings, four oversized skylights, and panoramic views overlooking the serene backyard. The primary suite features a full bath with a whirlpool jetted tub. Step outside to a brick patio overlooking 7.7 tranquil acres and a classic barn-perfect for storage. The property also includes an in-ground pool, which has not been opened in some time and presents an opportunity for restoration. Mature trees, lush landscaping, and a private setting create a picturesque environment. Large windows and a spacious layout provide generous natural light. A rare opportunity to own a historic Connecticut home full of character, warmth and elegance, in Woodbridge, close to restaurants, shops and Yale New Haven!

5 Beds ⋅ 4 Baths ⋅ 24150585 MLS

The Nathaniel Parks House circa 1706. Originally built in Guilford, CT, and painstakingly relocated to Woodbridge in 1934. This 5 Br, 3.5 bath, retains all of its original character, including wide plank floors, hand-hewn beams, and a striking double-leaf entry framed by fluted pillars and a pedimented gable. Thoughtful rear additions, including a gambrel wing with garage, were added during the move. Barn-style garage doors and a welcoming covered breezeway connect the main home to an additional wing. Inside, a fieldstone fireplace serves as the stunning focal point of the living area, complemented by exposed wooden beams that enhance the home's historic charm. The eat-in kitchen opens to a sunlit family room with soaring ceilings, four oversized skylights, and panoramic views overlooking the serene backyard. The primary suite features a full bath with a whirlpool jetted tub. Step outside to a brick patio overlooking 7.7 tranquil acres and a classic barn-perfect for storage. The property also includes an in-ground pool, which has not been opened in some time and presents an opportunity for restoration. Mature trees, lush landscaping, and a private setting create a picturesque environment. Large windows and a spacious layout provide generous natural light. A rare opportunity to own a historic Connecticut home full of character, warmth and elegance, in Woodbridge, close to restaurants, shops and Yale New Haven!

71 Beecher Rd, Woodbridge

20 Crestview Incl 24 Crestview Dr Drive, Woodbridge

$1,020,000

Rarely does a MID-CENTURY MODERN home of this caliber become available. Privately nestled among mature trees in an extraordinary lakefront setting, this architecturally significant residence was thoughtfully designed to capture its natural surroundings, offering exceptional privacy, breathtaking views, and seamless indoor-outdoor living. Walls of glass, expansive sliders, and dramatic contemporary windows flood the home with natural light while framing the landscape from nearly every room. The spectacular Living Room, the centerpiece of the home, features soaring vaulted ceilings, a striking floor-to-ceiling brick wood-burning fireplace, and an office alcove ideal for remote work or creative pursuits. Flowing effortlessly from the Living Room, the Dining Room and Family Room create an expansive open-concept living space centered around a state-of-the-art custom kitchen equipped with premium La Cornue, Wolf, and Sub-Zero appliances. True to its mid-century design, each of the three bedrooms enjoys an en-suite bath and direct access to the private grounds, creating a unique connection to the surrounding landscape. This three-zone central air-conditioned home overlooks the beautifully landscaped saltwater gunite pool, recently resurfaced and updated with new mechanical systems, as well as professionally designed, park-like grounds. Fully owned solar panels provide excess electricity to offset winter months electric use to bare minimum.

3 Beds ⋅ 3 Baths ⋅ 24193957 MLS

Rarely does a MID-CENTURY MODERN home of this caliber become available. Privately nestled among mature trees in an extraordinary lakefront setting, this architecturally significant residence was thoughtfully designed to capture its natural surroundings, offering exceptional privacy, breathtaking views, and seamless indoor-outdoor living. Walls of glass, expansive sliders, and dramatic contemporary windows flood the home with natural light while framing the landscape from nearly every room. The spectacular Living Room, the centerpiece of the home, features soaring vaulted ceilings, a striking floor-to-ceiling brick wood-burning fireplace, and an office alcove ideal for remote work or creative pursuits. Flowing effortlessly from the Living Room, the Dining Room and Family Room create an expansive open-concept living space centered around a state-of-the-art custom kitchen equipped with premium La Cornue, Wolf, and Sub-Zero appliances. True to its mid-century design, each of the three bedrooms enjoys an en-suite bath and direct access to the private grounds, creating a unique connection to the surrounding landscape. This three-zone central air-conditioned home overlooks the beautifully landscaped saltwater gunite pool, recently resurfaced and updated with new mechanical systems, as well as professionally designed, park-like grounds. Fully owned solar panels provide excess electricity to offset winter months electric use to bare minimum.

20 Crestview Incl 24 Crestview Dr Drive, Woodbridge

$975,000

Nestled at the end of a double cul-de-sac on one of Woodbridge's most desirable streets, this privately sited home offers exceptional tranquility, beautiful natural surroundings, and an impressive list of recent upgrades. Completed within the last three months, the stunning new kitchen features elegant granite countertops, custom cabinetry, stylish tile flooring, and premium Cafe stainless steel appliances, creating the perfect space for everyday living and entertaining. Major mechanical improvements provide peace of mind, including a brand-new central air conditioning system, heating system, oil tank, hot water heater, and water filtration system. A newly paved driveway is also scheduled for completion soon, further enhancing the home's curb appeal. Designed with flexibility in mind, the thoughtfully planned layout includes a main-level bedroom with a full bath and its own private deck-ideal for multigenerational living or an au pair suite. Three wood-burning fireplaces add warmth and character throughout the home, while three separate heating and cooling zones provide energy-efficient comfort year-round. Expansive windows fill the home with abundant natural light, creating bright and welcoming living spaces. The finished walk-out lower level offers endless possibilities, whether you're envisioning a recreation room, media room, fitness area, hobby space, or the ultimate entertaining retreat. All of this is located in the highly acclaimed A+ Amity school district.

4 Beds ⋅ 5 Baths ⋅ 24188170 MLS

Nestled at the end of a double cul-de-sac on one of Woodbridge's most desirable streets, this privately sited home offers exceptional tranquility, beautiful natural surroundings, and an impressive list of recent upgrades. Completed within the last three months, the stunning new kitchen features elegant granite countertops, custom cabinetry, stylish tile flooring, and premium Cafe stainless steel appliances, creating the perfect space for everyday living and entertaining. Major mechanical improvements provide peace of mind, including a brand-new central air conditioning system, heating system, oil tank, hot water heater, and water filtration system. A newly paved driveway is also scheduled for completion soon, further enhancing the home's curb appeal. Designed with flexibility in mind, the thoughtfully planned layout includes a main-level bedroom with a full bath and its own private deck-ideal for multigenerational living or an au pair suite. Three wood-burning fireplaces add warmth and character throughout the home, while three separate heating and cooling zones provide energy-efficient comfort year-round. Expansive windows fill the home with abundant natural light, creating bright and welcoming living spaces. The finished walk-out lower level offers endless possibilities, whether you're envisioning a recreation room, media room, fitness area, hobby space, or the ultimate entertaining retreat. All of this is located in the highly acclaimed A+ Amity school district.

57 Grouse Ln, Woodbridge

$950,000

Welcome to effortless, modern living in the heart of Woodbridge. This completely renovated ranch-style home was thoughtfully updated in 2023, offering the perfect blend of contemporary design and everyday comfort. Step inside to a sun-filled, open-concept layout, enhanced by a raised, vaulted ceiling in the main living space that adds volume and architectural interest. The stunning, newer kitchen serves as the centerpiece of the home, featuring TONS of counter space and cabinetry. No detail has been overlooked: enjoy peace of mind with an updated roof (2023), solar panels for energy efficiency (2024), updated electrical (2023), new hot water heat pump (2026) and a fully updated HVAC system (2023) providing true turnkey convenience for years to come. Adding to the home's versatility is a private in-law apartment, perfect for multi-generational living, guest accommodations, or potential supplemental income. Set in one of Woodbridge's most desirable communities-known for its top-rated schools and close proximity to downtown New Haven, Yale University and YNHH, this is a fabulous opportunity to own a beautifully updated home in an established neighborhood. If you've been dreaming of farmhouse charm without sacrificing modern comfort, this one checks all the boxes!

5 Beds ⋅ 5 Baths ⋅ 24171306 MLS

Welcome to effortless, modern living in the heart of Woodbridge. This completely renovated ranch-style home was thoughtfully updated in 2023, offering the perfect blend of contemporary design and everyday comfort. Step inside to a sun-filled, open-concept layout, enhanced by a raised, vaulted ceiling in the main living space that adds volume and architectural interest. The stunning, newer kitchen serves as the centerpiece of the home, featuring TONS of counter space and cabinetry. No detail has been overlooked: enjoy peace of mind with an updated roof (2023), solar panels for energy efficiency (2024), updated electrical (2023), new hot water heat pump (2026) and a fully updated HVAC system (2023) providing true turnkey convenience for years to come. Adding to the home's versatility is a private in-law apartment, perfect for multi-generational living, guest accommodations, or potential supplemental income. Set in one of Woodbridge's most desirable communities-known for its top-rated schools and close proximity to downtown New Haven, Yale University and YNHH, this is a fabulous opportunity to own a beautifully updated home in an established neighborhood. If you've been dreaming of farmhouse charm without sacrificing modern comfort, this one checks all the boxes!

5 Spoke Dr, Woodbridge

$945,000

Iconic mid-century modern masterpiece by renowned architect Joseph Stein, set on 3.64 private acres in coveted Woodbridge. A rare work by the celebrated modernist whose designs were featured in Architectural Record, this architecturally significant 5BR/3.5BA ranch exemplifies the principles of the mid-century movement: clean lines, open-concept flow, and a seamless relationship between interior living and the natural landscape. The home's custom fireplace and screen is an original work by sculptor William Reimann - whose work is held in the permanent collections of MoMA and the Whitney Museum of Art - created while he attended Yale under Josef Albers. Soaring natural light, updated kitchen, laundry room, and a private tennis court round out over 2,600 SF of single-level living. Minutes to Yale University, world-renowned Yale New Haven Hospital, and downtown New Haven's dining and culture - just 90 minutes to NYC. A rare opportunity to own a true design landmark in one of Connecticut's most sought-after communities.

5 Beds ⋅ 4 Baths ⋅ 24172704 MLS

Iconic mid-century modern masterpiece by renowned architect Joseph Stein, set on 3.64 private acres in coveted Woodbridge. A rare work by the celebrated modernist whose designs were featured in Architectural Record, this architecturally significant 5BR/3.5BA ranch exemplifies the principles of the mid-century movement: clean lines, open-concept flow, and a seamless relationship between interior living and the natural landscape. The home's custom fireplace and screen is an original work by sculptor William Reimann - whose work is held in the permanent collections of MoMA and the Whitney Museum of Art - created while he attended Yale under Josef Albers. Soaring natural light, updated kitchen, laundry room, and a private tennis court round out over 2,600 SF of single-level living. Minutes to Yale University, world-renowned Yale New Haven Hospital, and downtown New Haven's dining and culture - just 90 minutes to NYC. A rare opportunity to own a true design landmark in one of Connecticut's most sought-after communities.

101 Ansonia Rd, Woodbridge

$930,000

Our Kids Have Flown - now it's your turn to make memories in this beautiful family home! Stay dry & worry-free w/a new roof ('24), new energy-efficient heat pumps ('26), & a Generac standby generator fueled by a new 250-gal propane tank. Plenty of room to spread out: a large primary suite (his & hers walk-in closets), 3 add'l BRs, 2 sunrooms, & 3 flex rms perfect for a playroom, office, gym, or craft rm. A laundry rm & mult. linen closets sit conveniently near the bedrooms. Extensively expanded/renovated '03-'05 & lovingly maintained since, this home feels fresh throughout w/all rms repainted in the last 5 yrs. The kitchen offers ample storage, a walk-in pantry, granite counters, cherry cabinets, a double wall oven, Viking gas range, new DW, & other appliances. Smart-home upgrades since '20 incl. an ADT alarm, Google Nest smoke/CO detectors, myQ garage openers, & Bryant thermostats controlling the 3 heat pumps - monitor it all from your phone! Enter through the 3-car garage into a large mudroom w/mult. closets. Add'l closets & built-ins abound, plus a walk-up attic w/full floor, a backyard shed, & unfinished bsmt. for even more storage. Outdoors doesn't disappoint: a large wrap-around deck offers amazing sunset views & wooded privacy, perfect for relaxing or entertaining. With so many big-ticket items already done, just move in & enjoy for yrs to come!

4 Beds ⋅ 4 Baths ⋅ 24203762 MLS

Our Kids Have Flown - now it's your turn to make memories in this beautiful family home! Stay dry & worry-free w/a new roof ('24), new energy-efficient heat pumps ('26), & a Generac standby generator fueled by a new 250-gal propane tank. Plenty of room to spread out: a large primary suite (his & hers walk-in closets), 3 add'l BRs, 2 sunrooms, & 3 flex rms perfect for a playroom, office, gym, or craft rm. A laundry rm & mult. linen closets sit conveniently near the bedrooms. Extensively expanded/renovated '03-'05 & lovingly maintained since, this home feels fresh throughout w/all rms repainted in the last 5 yrs. The kitchen offers ample storage, a walk-in pantry, granite counters, cherry cabinets, a double wall oven, Viking gas range, new DW, & other appliances. Smart-home upgrades since '20 incl. an ADT alarm, Google Nest smoke/CO detectors, myQ garage openers, & Bryant thermostats controlling the 3 heat pumps - monitor it all from your phone! Enter through the 3-car garage into a large mudroom w/mult. closets. Add'l closets & built-ins abound, plus a walk-up attic w/full floor, a backyard shed, & unfinished bsmt. for even more storage. Outdoors doesn't disappoint: a large wrap-around deck offers amazing sunset views & wooded privacy, perfect for relaxing or entertaining. With so many big-ticket items already done, just move in & enjoy for yrs to come!

168 Peck Hill Rd, Woodbridge

$925,000

Welcome to 53 Rock Hill Road in Woodbridge - privately set back from the end of the cul-de-sac, this stunning contemporary colonial exceeds expectations while radiating warmth and comfort. From the moment you arrive, a gracious two-story foyer creates an open, airy first impression, anchored by warm Saltillo tile that introduces the home's refined aesthetic. Sightlines extend through the interior to a tranquil backyard framed by mature trees and manicured grounds creating a peaceful natural retreat. Expansive windows - many floor-to-ceiling - along with multiple sliding doors invite the outdoors in and bathe the interior in natural sunlight. A dramatic floor-to-vaulted-ceiling fireplace, constructed from natural fieldstone sourced directly from the property, defines the living room and serves as a striking yet intimate focal point suited for both everyday living and entertaining. Ideally positioned between the living room and kitchen, the dining room is bright and welcoming, with sliding doors that open to the wrap-around deck overlooking the park-like setting. Its placement allows for effortless social gatherings while remaining equally comfortable for daily meals.

4 Beds ⋅ 3 Baths ⋅ 24153611 MLS

Welcome to 53 Rock Hill Road in Woodbridge - privately set back from the end of the cul-de-sac, this stunning contemporary colonial exceeds expectations while radiating warmth and comfort. From the moment you arrive, a gracious two-story foyer creates an open, airy first impression, anchored by warm Saltillo tile that introduces the home's refined aesthetic. Sightlines extend through the interior to a tranquil backyard framed by mature trees and manicured grounds creating a peaceful natural retreat. Expansive windows - many floor-to-ceiling - along with multiple sliding doors invite the outdoors in and bathe the interior in natural sunlight. A dramatic floor-to-vaulted-ceiling fireplace, constructed from natural fieldstone sourced directly from the property, defines the living room and serves as a striking yet intimate focal point suited for both everyday living and entertaining. Ideally positioned between the living room and kitchen, the dining room is bright and welcoming, with sliding doors that open to the wrap-around deck overlooking the park-like setting. Its placement allows for effortless social gatherings while remaining equally comfortable for daily meals.

53 Rock Hill Rd, Woodbridge

$915,000

Privately situated on 1.73 acres in Central Woodbridge, is a stunning and comfortable contemporary ranch-style home with 4 bedrooms, 2 full bathrooms, 2 half bathrooms and approximately 4127 sq ft. This home was built in 1968 and designed with an open floor plan that is enhanced by large windows for beautiful natural lighting. From the stylish front entry foyer, the space flows easily down a hallway to a media room (perfect for watching your preferred entertainment) and to the step-down living room w/10ft+ ceilings. The living room has a 2-sided gas fireplace which includes a separate office area with built-in book shelves. The living room steps-up to the formal dining room which has a sliding door to the bluestone terrace for al fresco dining in warmer weather. The dining room leads to a 2nd office area (through French Doors) and to the adjoining kitchen which has a Viking 6 burner gas cooktop, stainless steel refrigerator and dishwasher, granite counters, 2 bay sink, recessed lighting, lots of cabinet storage, and a separate breakfast room. There is also a very spacious family room with a gas fireplace and vaulted ceiling that has sliding doors to the bluestone terrace. Most of the flooring throughout the home is wide-plank wood flooring that was recently installed. The spacious primary bedroom has new large windows, a new door to the terrace, & a beautiful walk-in closet. The primary bathroom has 2 sinks, a shower stall, a sauna, skylights, and a whirlpool tub.

4 Beds ⋅ 4 Baths ⋅ 24153189 MLS

Privately situated on 1.73 acres in Central Woodbridge, is a stunning and comfortable contemporary ranch-style home with 4 bedrooms, 2 full bathrooms, 2 half bathrooms and approximately 4127 sq ft. This home was built in 1968 and designed with an open floor plan that is enhanced by large windows for beautiful natural lighting. From the stylish front entry foyer, the space flows easily down a hallway to a media room (perfect for watching your preferred entertainment) and to the step-down living room w/10ft+ ceilings. The living room has a 2-sided gas fireplace which includes a separate office area with built-in book shelves. The living room steps-up to the formal dining room which has a sliding door to the bluestone terrace for al fresco dining in warmer weather. The dining room leads to a 2nd office area (through French Doors) and to the adjoining kitchen which has a Viking 6 burner gas cooktop, stainless steel refrigerator and dishwasher, granite counters, 2 bay sink, recessed lighting, lots of cabinet storage, and a separate breakfast room. There is also a very spacious family room with a gas fireplace and vaulted ceiling that has sliding doors to the bluestone terrace. Most of the flooring throughout the home is wide-plank wood flooring that was recently installed. The spacious primary bedroom has new large windows, a new door to the terrace, & a beautiful walk-in closet. The primary bathroom has 2 sinks, a shower stall, a sauna, skylights, and a whirlpool tub.

34 Milan Rd, Woodbridge

$909,000

Seller says sell!! Nestled amidst lush, mature plantings, this stately 4-bedroom Colonial exudes timeless elegance and offers exceptional privacy. Discover sun-drenched, spacious rooms adorned with beautiful moldings and trim, a brand-new kitchen, and seamless indoor-outdoor flow. The spectacular backyard retreat is an entertainer's dream, featuring a heated in-ground pool with a pool house and an expansive bluestone patio. With 4 garage bays and ample living space, this remarkable property is a rare find. Add your own choices and upgrades to this uniquely beautiful special property.

4 Beds ⋅ 4 Baths ⋅ 24171939 MLS

Seller says sell!! Nestled amidst lush, mature plantings, this stately 4-bedroom Colonial exudes timeless elegance and offers exceptional privacy. Discover sun-drenched, spacious rooms adorned with beautiful moldings and trim, a brand-new kitchen, and seamless indoor-outdoor flow. The spectacular backyard retreat is an entertainer's dream, featuring a heated in-ground pool with a pool house and an expansive bluestone patio. With 4 garage bays and ample living space, this remarkable property is a rare find. Add your own choices and upgrades to this uniquely beautiful special property.

4 Brook Rd, Woodbridge

$907,500

Come home to this exceptional contemporary residence in the estate area of Woodbridge, set on 1.53 beautifully landscaped acres offering privacy and neighborhood charm, highlighted by a stone wall and a large, open backyard with a new fence installed in 2024. The 2025 remodeled gourmet kitchen features KraftMaid cabinetry, premium Cambria quartz countertops, and Thermador appliances, including a French door refrigerator, double oven and beverage drawers in the coffee bar. A sun-filled breakfast room with vaulted ceilings, skylights, and sliders opens to the expansive deck. The great room showcases cathedral wood-beamed ceilings, built-ins, and a raised hearth slate fireplace, while the formal dining room also offers built-ins and deck access. The first-floor primary suite includes vaulted beamed ceilings, four double closets, and a bath with tub, separate shower, and double vanity. A bedroom, office with built-ins, laundry, mudroom, and half bath complete the main level. Upstairs, two vaulted bedrooms share a Jack-and-Jill bath with walk-in and linen storage. Additional features include central air with recently replaced main floor A/C, zoned systems, security, a detached 4-car garage with new doors (2025), and 1,880 sq ft of unfinished basement space. Updates include roof (2023), exterior paint (2020), and furnace (2016). Ideally located 15 minutes from Yale and 90 minutes to NYC in an award-winning school district, with nearby trails and town amenities.

4 Beds ⋅ 4 Baths ⋅ 24165765 MLS

Come home to this exceptional contemporary residence in the estate area of Woodbridge, set on 1.53 beautifully landscaped acres offering privacy and neighborhood charm, highlighted by a stone wall and a large, open backyard with a new fence installed in 2024. The 2025 remodeled gourmet kitchen features KraftMaid cabinetry, premium Cambria quartz countertops, and Thermador appliances, including a French door refrigerator, double oven and beverage drawers in the coffee bar. A sun-filled breakfast room with vaulted ceilings, skylights, and sliders opens to the expansive deck. The great room showcases cathedral wood-beamed ceilings, built-ins, and a raised hearth slate fireplace, while the formal dining room also offers built-ins and deck access. The first-floor primary suite includes vaulted beamed ceilings, four double closets, and a bath with tub, separate shower, and double vanity. A bedroom, office with built-ins, laundry, mudroom, and half bath complete the main level. Upstairs, two vaulted bedrooms share a Jack-and-Jill bath with walk-in and linen storage. Additional features include central air with recently replaced main floor A/C, zoned systems, security, a detached 4-car garage with new doors (2025), and 1,880 sq ft of unfinished basement space. Updates include roof (2023), exterior paint (2020), and furnace (2016). Ideally located 15 minutes from Yale and 90 minutes to NYC in an award-winning school district, with nearby trails and town amenities.

81 Deer Run Rd, Woodbridge

$900,000

Experience timeless elegance and modern comfort in this classic home, tucked on a quiet cul-de-sac. This 3,400+ sq ft residence blends refined details with contemporary amenities, creating a serene hilltop retreat. Enjoy sunset views from the inviting living room, where rich wood floors and a stately fireplace set the stage for sophisticated gatherings. Entertain in the formal dining room or the heart of the home-a magnificent, sun-filled kitchen with granite countertops, stainless steel appliances, and an oversized breakfast nook. Spacious enough for family and friends, the kitchen is perfect for culinary adventures and leisurely mornings. The family room with exposed beams and the flexible lower level offer space for leisure, creativity, or a home gym. A second suite provides privacy for guests or a home office. Upstairs, the primary bedroom features a walk-in closet and en-suite bath, with two more bedrooms and a full bath for comfort. Step outside to your private oasis: a sparkling in-ground saltwater pool invites relaxation and elegant outdoor entertaining. Gather around the firepit on summer evenings and enjoy the convenience of a two-car garage, mudroom, and generous storage. Add'l land can be cleared to enlarge the backyard. This exceptional home offers classic charm, abundant natural light, and resort-style amenities in a sophisticated, easy-living layout.

4 Beds ⋅ 4 Baths ⋅ 24170242 MLS

Experience timeless elegance and modern comfort in this classic home, tucked on a quiet cul-de-sac. This 3,400+ sq ft residence blends refined details with contemporary amenities, creating a serene hilltop retreat. Enjoy sunset views from the inviting living room, where rich wood floors and a stately fireplace set the stage for sophisticated gatherings. Entertain in the formal dining room or the heart of the home-a magnificent, sun-filled kitchen with granite countertops, stainless steel appliances, and an oversized breakfast nook. Spacious enough for family and friends, the kitchen is perfect for culinary adventures and leisurely mornings. The family room with exposed beams and the flexible lower level offer space for leisure, creativity, or a home gym. A second suite provides privacy for guests or a home office. Upstairs, the primary bedroom features a walk-in closet and en-suite bath, with two more bedrooms and a full bath for comfort. Step outside to your private oasis: a sparkling in-ground saltwater pool invites relaxation and elegant outdoor entertaining. Gather around the firepit on summer evenings and enjoy the convenience of a two-car garage, mudroom, and generous storage. Add'l land can be cleared to enlarge the backyard. This exceptional home offers classic charm, abundant natural light, and resort-style amenities in a sophisticated, easy-living layout.

16 Wolf Tree Dr, Woodbridge

$887,500

This gorgeous, meticulously maintained 4 bedroom, 3.5 bath colonial sits on a level and private 1.49 acre lot. You are welcomed into the house with a stunning 2 story foyer and an inviting, open layout. The heart of the home is the custom chef's kitchen, featuring updated granite countertops, a center island, and high end stainless steel appliances, including a SubZero refrigerator & gas cooktop. The kitchen flows seamlessly into the light-filled family room, highlighted by beautiful custom cherry built-ins that frame the fireplace with its custom woodstove insert. Just off the kitchen, a lovely wood deck offers the perfect setting for indoor/outdoor entertaining. Additional features include: a dining room with an elegant tray ceiling; a convenient back staircase leading to a private en-suite bedroom-ideal for an au-pair, guests, or multi-generational living. The expansive primary suite offers a serene retreat with a sitting room, walk-in closet, and private office. Other features include: a 3 car garage, security system, a fabulous 12' x 20' Kloter Farms shed, a 16' x 16' fire-pit area, and a generator hookup. Both the walk-up attic and basement provide excellent potential for future finished living space. Recent improvements include a new septic tank, newer central air, a new oil tank, and fresh exterior and interior paint. The amazing yard offers ample room for a pool/tennis court, Located in an award winning school district! Convenient access to Yale & downtown New Haven.

4 Beds ⋅ 4 Baths ⋅ 24156130 MLS

This gorgeous, meticulously maintained 4 bedroom, 3.5 bath colonial sits on a level and private 1.49 acre lot. You are welcomed into the house with a stunning 2 story foyer and an inviting, open layout. The heart of the home is the custom chef's kitchen, featuring updated granite countertops, a center island, and high end stainless steel appliances, including a SubZero refrigerator & gas cooktop. The kitchen flows seamlessly into the light-filled family room, highlighted by beautiful custom cherry built-ins that frame the fireplace with its custom woodstove insert. Just off the kitchen, a lovely wood deck offers the perfect setting for indoor/outdoor entertaining. Additional features include: a dining room with an elegant tray ceiling; a convenient back staircase leading to a private en-suite bedroom-ideal for an au-pair, guests, or multi-generational living. The expansive primary suite offers a serene retreat with a sitting room, walk-in closet, and private office. Other features include: a 3 car garage, security system, a fabulous 12' x 20' Kloter Farms shed, a 16' x 16' fire-pit area, and a generator hookup. Both the walk-up attic and basement provide excellent potential for future finished living space. Recent improvements include a new septic tank, newer central air, a new oil tank, and fresh exterior and interior paint. The amazing yard offers ample room for a pool/tennis court, Located in an award winning school district! Convenient access to Yale & downtown New Haven.

149 Ford Rd, Woodbridge

$875,000

Set on 1.7 acres of meticulously maintained gardens in Woodbridge located on Historic Center Road. This distinguished Federal Colonial offers timeless character paired with exceptional everyday living. The main level features a chef's kitchen with an open flow to the family room, leading seamlessly to a bluestone patio, lush gardens, and greenhouse-creating an ideal setting for entertaining and outdoor enjoyment. An oversized dining room, inviting library, and charming three-season porch complete the thoughtfully designed first floor. The second level offers three well-appointed bedrooms and 1.5 baths, while the third floor is dedicated to a spacious primary suite that can also function as an in-law apartment or au pair quarters. A rare opportunity to own a truly one-of-a-kind property just minutes from Yale University and Hospital, Downtown New Haven, shopping, dining, and major interstates.

4 Beds ⋅ 4 Baths ⋅ 24178418 MLS

Set on 1.7 acres of meticulously maintained gardens in Woodbridge located on Historic Center Road. This distinguished Federal Colonial offers timeless character paired with exceptional everyday living. The main level features a chef's kitchen with an open flow to the family room, leading seamlessly to a bluestone patio, lush gardens, and greenhouse-creating an ideal setting for entertaining and outdoor enjoyment. An oversized dining room, inviting library, and charming three-season porch complete the thoughtfully designed first floor. The second level offers three well-appointed bedrooms and 1.5 baths, while the third floor is dedicated to a spacious primary suite that can also function as an in-law apartment or au pair quarters. A rare opportunity to own a truly one-of-a-kind property just minutes from Yale University and Hospital, Downtown New Haven, shopping, dining, and major interstates.

25 Center Rd, Woodbridge

$873,000

A rare offering from the home's original owners, this custom contemporary is tucked on a tranquil cul-de-sac, bordering the 200-acre Elderslie Preserve to provide preferential privacy. This singular, open-concept showpiece offers 3,346sqft of soaring ceilings paired w/ walls of windows that bathe the home in brilliant light & blur the line between indoors & the lush landscape beyond. A bright, welcoming foyer expands effortlessly into a sunken living room crowned by a striking 2-story ceiling & warmed by a sleek pass-through gas FP shared w/ the formal dining room. Chefs will delight at the generously scaled eat-in kitchen outfitted w/ center island, 2 sinks, & professional-grade appliances, including a Viking dual-fuel range w/ grill & hood. Sliders in the kitchen invite entertaining out on the delightful deck overlooking a private, peaceful yard framed by mature trees & soon-to-bloom plantings. The main-level primary suite is a serene sanctuary w/ its own deck, walk-in closet, & spacious bath. A comfortable family room, versatile 2nd BR/office, & full bath w/ laundry complete the main level. Upstairs, an airy loft & open catwalk lead to 3 voluminous BRs, each w/ vaulted ceilings, plus a shared bath. The full lower level, accessible by 2 stairways, offers abundant storage or future finished potential & connects to a 2-car garage w/ room for a sizable workshop. Lovingly maintained by its first caretakers, this distinctive residence radiates pride, polish, & enduring appeal!

5 Beds ⋅ 3 Baths ⋅ 24167168 MLS

A rare offering from the home's original owners, this custom contemporary is tucked on a tranquil cul-de-sac, bordering the 200-acre Elderslie Preserve to provide preferential privacy. This singular, open-concept showpiece offers 3,346sqft of soaring ceilings paired w/ walls of windows that bathe the home in brilliant light & blur the line between indoors & the lush landscape beyond. A bright, welcoming foyer expands effortlessly into a sunken living room crowned by a striking 2-story ceiling & warmed by a sleek pass-through gas FP shared w/ the formal dining room. Chefs will delight at the generously scaled eat-in kitchen outfitted w/ center island, 2 sinks, & professional-grade appliances, including a Viking dual-fuel range w/ grill & hood. Sliders in the kitchen invite entertaining out on the delightful deck overlooking a private, peaceful yard framed by mature trees & soon-to-bloom plantings. The main-level primary suite is a serene sanctuary w/ its own deck, walk-in closet, & spacious bath. A comfortable family room, versatile 2nd BR/office, & full bath w/ laundry complete the main level. Upstairs, an airy loft & open catwalk lead to 3 voluminous BRs, each w/ vaulted ceilings, plus a shared bath. The full lower level, accessible by 2 stairways, offers abundant storage or future finished potential & connects to a 2-car garage w/ room for a sizable workshop. Lovingly maintained by its first caretakers, this distinctive residence radiates pride, polish, & enduring appeal!

54 Rock Hill Rd, Woodbridge

$871,101

Beautiful Contemporary ACORN DECK HOUSE in one of Woodbridge's most sought-after locations within the highly regarded Amity School District. Designed with the craftsmanship and vision that make Deck Houses sought after, this distinctive home blends natural beauty, privacy, and modern living. Featuring exposed post-and-beam construction, soaring cedar ceilings, rich original mahogany trim, skylights, expansive walls of glass, an open floor plan, the home is filled with warmth and light. Set on 2.5 private acres with direct access to the Blue Trail, the setting feels like living among the trees. The spacious eat-in kitchen features granite countertops, stainless steel appliances, a peninsula, and sliders to a deck perfect for entertaining or enjoying the wooded setting. The formal dining room opens to a dramatic living room with fireplace, soaring ceilings, floor-to-ceiling windows that blur the line between indoors and outdoors, and access to an expansive deck ideal for entertaining or relaxing outdoors. The main level includes 3 bedrooms, including a primary suite, and another full bath. The garden level offers a large family room with sliders to a private patio and 2nd fireplace, a spacious library/home office with built-ins, an additional bedroom, bonus room, and third full bath. Field Card lists property as 2 bedrooms and sq footage as 2,290 (property has 1,000 gallon, 3 bedroom approved, septic and 3 bedrooms on main floor. Finished ground level is not below grade.

3 Beds ⋅ 3 Baths ⋅ 24176352 MLS

Beautiful Contemporary ACORN DECK HOUSE in one of Woodbridge's most sought-after locations within the highly regarded Amity School District. Designed with the craftsmanship and vision that make Deck Houses sought after, this distinctive home blends natural beauty, privacy, and modern living. Featuring exposed post-and-beam construction, soaring cedar ceilings, rich original mahogany trim, skylights, expansive walls of glass, an open floor plan, the home is filled with warmth and light. Set on 2.5 private acres with direct access to the Blue Trail, the setting feels like living among the trees. The spacious eat-in kitchen features granite countertops, stainless steel appliances, a peninsula, and sliders to a deck perfect for entertaining or enjoying the wooded setting. The formal dining room opens to a dramatic living room with fireplace, soaring ceilings, floor-to-ceiling windows that blur the line between indoors and outdoors, and access to an expansive deck ideal for entertaining or relaxing outdoors. The main level includes 3 bedrooms, including a primary suite, and another full bath. The garden level offers a large family room with sliders to a private patio and 2nd fireplace, a spacious library/home office with built-ins, an additional bedroom, bonus room, and third full bath. Field Card lists property as 2 bedrooms and sq footage as 2,290 (property has 1,000 gallon, 3 bedroom approved, septic and 3 bedrooms on main floor. Finished ground level is not below grade.

11 Forest Trl, Woodbridge

$849,000

Move-In Ready Magic: Space, Serenity and Award-Winning Schools! Imagine a home that grows with you. One that is right sized and offers a flexible floor plan for how YOU want to live. Not your cookie cutter, this expanded colonial is beautifully sited on a peaceful cul de sac bordered by magnificent town owned woodlands! ~Common Vision designed kitchen opens to a fabulous family room with fireplace and storage for practical every day living. ~For Holidays you will love hosting in your spacious living and dining rooms with beautiful built ins and bonus toy closet! ~Work from Home in your Lavorgna designed main level office with shelving to keep you organized. Main level bedroom and full bath perfect for guests or multi-generational needs. ~Primary Retreat: Primary suite with its own full bath, hydro tub, triple closets and versatile sitting room - ideal for nursery or 2nd home office. Two more bedrooms share a beautiful Lavorgna-renovated full bath. ~Bonus Space: Walk in attic for extra storage. Partially finished walk-out lower level for your gym, playroom or art/yoga studio. ~The Vibe: Peaceful, private and pristine. Walk out to your Deck or Patio where you will unwind and breathe in tranquility of your own sanctuary surrounded by nature! ~The Location: Access the Blue Trail a block away for miles of hiking trails. Close to Amity High School and Town Center. Suburban oasis, spectacular community just minutes to Yale, New Haven and highways. ~Welcome to Wonderful Woodbridge!!~

4 Beds ⋅ 3 Baths ⋅ 24166704 MLS

Move-In Ready Magic: Space, Serenity and Award-Winning Schools! Imagine a home that grows with you. One that is right sized and offers a flexible floor plan for how YOU want to live. Not your cookie cutter, this expanded colonial is beautifully sited on a peaceful cul de sac bordered by magnificent town owned woodlands! ~Common Vision designed kitchen opens to a fabulous family room with fireplace and storage for practical every day living. ~For Holidays you will love hosting in your spacious living and dining rooms with beautiful built ins and bonus toy closet! ~Work from Home in your Lavorgna designed main level office with shelving to keep you organized. Main level bedroom and full bath perfect for guests or multi-generational needs. ~Primary Retreat: Primary suite with its own full bath, hydro tub, triple closets and versatile sitting room - ideal for nursery or 2nd home office. Two more bedrooms share a beautiful Lavorgna-renovated full bath. ~Bonus Space: Walk in attic for extra storage. Partially finished walk-out lower level for your gym, playroom or art/yoga studio. ~The Vibe: Peaceful, private and pristine. Walk out to your Deck or Patio where you will unwind and breathe in tranquility of your own sanctuary surrounded by nature! ~The Location: Access the Blue Trail a block away for miles of hiking trails. Close to Amity High School and Town Center. Suburban oasis, spectacular community just minutes to Yale, New Haven and highways. ~Welcome to Wonderful Woodbridge!!~

12 Sunset Cir, Woodbridge

$835,000

Oversized colonial with a unique layout, gourmet kitchen, and potential in-law setup with over 5,000 sq ft of living space. Privately set at the end of a cul-de-sac on 1.63 acres with an in-ground pool, patio, deck, koi pond, and level yard-great for outdoor living and entertaining. Features 4 bedrooms, 4 full baths, finished lower level, and detached 2-car garage. Main level includes living room with fireplace and custom woodwork, additional sitting room with fireplace, spacious dining area, kitchen with granite counters, hardwood floors, full bath, and laundry. Large family room with bar, sink, dishwasher, and fridge. Upper level includes primary suite, 2 bedrooms, plus separate-entry bedroom with full bath-suited for in-law, office, or guest use. Newer roof and furnace. A must-see in Woodbridge!

4 Beds ⋅ 4 Baths ⋅ 24168181 MLS

Oversized colonial with a unique layout, gourmet kitchen, and potential in-law setup with over 5,000 sq ft of living space. Privately set at the end of a cul-de-sac on 1.63 acres with an in-ground pool, patio, deck, koi pond, and level yard-great for outdoor living and entertaining. Features 4 bedrooms, 4 full baths, finished lower level, and detached 2-car garage. Main level includes living room with fireplace and custom woodwork, additional sitting room with fireplace, spacious dining area, kitchen with granite counters, hardwood floors, full bath, and laundry. Large family room with bar, sink, dishwasher, and fridge. Upper level includes primary suite, 2 bedrooms, plus separate-entry bedroom with full bath-suited for in-law, office, or guest use. Newer roof and furnace. A must-see in Woodbridge!

16 Diana Dr, Woodbridge

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