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$500,000
3 Beds 3 Baths 24204341 MLS
A Fantastic Opportunity in an Adorable Neighborhood Welcome to a home that offers incredible potential, a great location, and peace of mind with many of the major systems already updated. While this property needs work and updating, the big-ticket items have been taken care of, making this an exciting opportunity for someone looking to build equity and create a home that truly reflects their style. Recent improvements include a 2024 roof, 2024 central air conditioning, 2024 furnace, 2025 oil tank, 2025 garage doors, a 2023 hot water heater, and a brand-new septic system installed in 2026. With so many important mechanical and structural components recently addressed, you can focus your energy on transforming the interior and making the home your own. Nestled in an adorable, established neighborhood surrounded by homes that are significantly more expensive, this property presents a rare opportunity . Whether you're looking for a renovation project or an investment opportunity, the possibilities are here. Bring your vision, your ideas, and your contractor - this one is ready for its next chapter! A few offers have been submitted, please submit highest and best by Friday at 5pm

18 Saint Francis Woods Rd, Madison

$419,900
3 Beds 2 Baths 24203101 MLS
This ranch is what you've been waiting for! Upon entering the front door, you'll be greeted by an abundance of natural light and beautiful hardwood flooring. Continuing through the home, you'll find the dining room and kitchen, featuring updated cabinetry and granite countertops. Down the hall are three generously sized bedrooms and a full bathroom, which has been completely remodeled with an updated vanity. Downstairs, the partially finished basement offers additional living space that's perfect for entertaining, along with a convenient half bathroom and two cedar closets. There is also a large unfinished area housing the mechanicals with plenty of room for additional storage. Situated on .50 acres, this property also features a fully fenced-in backyard. Recent upgrades include the washer and dryer (2022), kitchen updates (2024), walkway (2024), driveway (2022), central air (2024), hot water heater (2025), and roof (2017). Come see this property today!

4 Palmer Rd, North Haven

$439,900
3 Beds 2 Baths 24199826 MLS
Welcome home to 1338 Avon Boulevard, a beautifully updated Cape Cod tucked on a private, tree-lined 0.4-acre lot in sought-after Cheshire. This 3-bedroom, 2-bath retreat blends classic New England charm with thoughtful modern upgrades throughout. Step inside to an open, light-filled living and dining area with gleaming hardwood floors and a statement chandelier, flowing into a chef-inspired kitchen featuring rich blue cabinetry, butcher block countertops, hexagon tile backsplash, and stainless steel appliances. The main level also offers a serene bedroom retreat with a spa-inspired bath: skylights flood the vaulted ceiling with natural light over a dual-vanity counter, matte black fixtures, a glass-enclosed multi-jet shower, and a freestanding soaking tub surrounded by lush greenery. Outside, enjoy your own private oasis. Mature trees and landscaping frame a stone patio built for entertaining, complete with a cozy fire pit seating area. The attached garage adds everyday convenience, while central air and forced-air heat keep you comfortable year-round. Set on a quiet, tree-lined street with easy access to shopping, dining, and commuter routes, this move-in-ready home won't last. Schedule your private showing today!

1338 Avon Blvd, Cheshire

$750,000
3 Beds 4 Baths 24202169 MLS
Welcome to this spectacular Cape Cod home, where timeless charm meets modern updates and breathtaking mountain views. The beautifully renovated chef's kitchen features custom cabinetry, abundant drawers, and thoughtful storage. Enjoy meals while taking in views of the scenic backyard and peaceful surroundings. A standout feature is the newly updated 345 sq. ft. screened porch with attractive flooring and ceiling fans, creating the perfect space for morning coffee, afternoon tea, or evening relaxation overlooking the tranquil koi pond. The flexible floor plan includes a spacious dining room, den, study/music room, and private four-season room. A first-floor full bath, one of four full baths in the home, adds convenience. Additional highlights include three fireplaces (two wood-burning and one gas), three-zone heating, central air, and newer windows throughout. Major improvements completed within the last 16 years include the roof, furnace, central air system, and primary bath, providing peace of mind for years to come. Outside, the impressive grounds offer stunning views and a serene natural setting. Four garages provide exceptional space for vehicles, storage, workshops, and hobbies. Adding to the property's unique appeal is the original barn from the 1957 home, complemented by established gardens and expansive outdoor space. Ideal for artists, gardeners, and hobbyists, this remarkable property offers comfort, versatility, and natural beauty in an exceptional setting.

775 Mountain Rd, Cheshire

$469,900
2 Beds 2 Baths 24203435 MLS
A Rare Listing in Sought-After Settler Woods - Located in the quiet seclusion of the Settlers Woods subdivision, this 0.29 acre treed lot offers a 2 Bedroom, 2 Bath Raised Ranch amidst the sanctuary of woods seen from the Living Room picture window, and the peace of mind of having no structure behind on the adjoining lot. A popular neighborhood for trick or treaters at Halloween, there is a great vibe shared by neighbors. Settlers is conveniently located off of New Haven Avenue, and yet offers seclusion free of traffic, noise and parking congestion. This home features hardwood floors, tiled bath, 54" above ground swimming pool, wood deck, attached single vehicle garage with built-ins, shed, spacious lower-level family room with sliders. 2-zoned heat Several owner improvements including solid wood doors throughout and closet organizers.

49 Ingersol Rd, Milford

$1,895,000
5 Beds 5 Baths 24204259 MLS
Experience the opportunity to build an exceptional new construction home by Olsen Built Homes, ideally located in Orange within the award-winning Amity school district. Offering approximately 4,642 square feet of finished living space, this thoughtfully designed five-bedroom, four-and-a-half-bath residence blends timeless architecture, quality craftsmanship, and a highly functional floor plan. The main level features a dramatic two-story foyer, private study, formal dining room, spacious family room, and a beautifully designed kitchen with a large center island opening to the breakfast area and sunroom. A first-floor guest bedroom with its own full bath offers flexibility for guests, extended family, or a private office. A mudroom and three-car garage complete the main level. Upstairs, the primary suite is designed as a true private retreat, featuring a fireplace, luxurious bath, and 2 walk-in closets. Each additional upstairs bedroom also offers a walk-in closet. Two bedrooms share a Jack-and-Jill bathroom, while the third bedroom features its own private full bath. A conveniently located 2nd fl laundry room completes the upper level. Planned finishes include character white oak flooring, custom frameless cabinetry, Andersen A-Series windows and doors, Hardie Board siding with native fieldstone veneer, Azek exterior trim, and composite decking. Set on a 1.40-acre open lot, this is a rare opportunity to customize a beautifully crafted new home in a highly desirable location.

1025 Field Dr, Orange

$389,000
3 Beds 2 Baths 24203622 MLS
Deceiving from the front and surprisingly spacious inside! This charming 1925 bungalow offers over 2,000 sq. ft. of living space with 3-4 bedrooms, including a flexible room that could easily serve as a home office. A former three-season porch has been thoughtfully converted to year-round living space, adding valuable versatility to the home. The main living areas feature beautiful hardwood floors, with additional hardwood flooring beneath the existing carpeting. Upstairs, you'll find three generously sized bedrooms, each with a walk-in closet, plus a full bathroom on each level. The full walk-out basement provides excellent storage and utility space, along with an oversized two-car garage. Nestled on a quiet cul-de-sac street, this home offers character, space, and versatility in a peaceful setting. Come see for yourself-this home is much larger than it appears from the front!

29 Hillcrest Ter, Meriden

$489,900
3 Beds 2 Baths 24203991 MLS
Set back from the road on a level lot in a friendly, welcoming neighborhood, this charming home combines thoughtful updates, flexible living space, and an exceptionally convenient location. The versatile floor plan can be configured for three or four bedrooms, making it easy to adapt the home to your needs. With a kitchen updated in 2023, a first-floor bathroom updated in 2026, and hardwood floors resurfaced in 2026, the home is move-in ready while still offering an opportunity to add your own finishing touches. In addition, a welcoming living room with a granite fireplace creates a comfortable gathering space, while the large dining room is ideal for entertaining and everyday meals. The large flat lot and spacious deck provide plenty of room for outdoor entertaining, gardening, play, or future possibilities Not to be missed is the extra space and possibilities offered by a detached two-car garage - featuring two additional rooms perfect for a workshop, work out area or simply extra storage. Public water and sewers add everyday convenience, and the 200-amp electrical service was added in 2018 to support modern power demands. Best of all, Short Beach is within walking distance, while shopping is about two minutes away, I-95 is approximately a five-minute drive, and downtown New Haven is about 15 minutes away, for easy commuting. Relax on back deck, or by firepit and take a beautiful walk to waterfront and dining anytime you desire from the amazing opportunity!

206 Alps Rd, Branford

$299,000
3 Beds 1 Baths 24204224 MLS
Charming Colonial with Character, Flexible Space & Great Location! Welcome home to this 3 bedroom Colonial! Step inside to find beautiful hdwd floors & inviting wood pillars that lead into the spacious living room. The adjoining dining room also features hdwd flooring, creating a warm & classic setting for entertaining. The kitchen offers plenty of functionality with a center island & gas range. A separate pantry provides add'l workspace & features its own sink - an ideal prep area, BUT also offering the potential to be converted into a 2nd bathroom! Upstairs, you'll find 3 generously sized bedrooms, all with hdwd floors, along with a full bath. Continue to the walk-up attic, where a heated bonus room provides versatile space for additional living space, plus plenty of storage. The home is equipped with natural gas heat, including a four-year-old furnace & a tankless hot water heater for added efficiency. A convenient workbench area provides the perfect spot for tools, projects & hobbies. Outside, relax on the charming covered front porch or enjoy the privacy of the fenced-in backyard. The two-tier deck is perfect for summer entertaining, grilling, or simply relaxing while overlooking the private yard. A storage shed provides add'l space for lawn equipment & outdoor essentials. Conveniently located near Hubbard Park, shopping, dining & highways, this home combines charm, flexible living space & a wonderful outdoor setting. A great opportunity to make this house your own!

34 Sylvan Ave, Meriden

$284,900
2 Beds 1 Baths 24203565 MLS
This beautiful two-bedroom ranch is perfectly situated on just over a half acre of lovely grounds, creating a wonderful setting for easy and comfortable one-level living. Move-in ready and filled with charm and character, this home is ready to enjoy from day one. Inside, the home is light and bright, offering a newer remodeled eat-in kitchen with lots of cabinet space, a beautifully remodeled full bath, hardwood floors in the bedrooms, and good-sized closets throughout. A rear mudroom with full laundry provides approximately 100 additional square feet of heated space not included in the stated square footage. The large attic offers exciting possibilities for future expansion. Additional highlights include a new roof in 2023 and freshly painted interiors. Wonderful curb appeal, a welcoming front porch, and a spacious outdoor patio add even more to the appeal of this special property. Enjoy quiet mornings or relaxing evenings on the welcoming front porch, another wonderful spot to take in the peaceful setting and beautiful grounds. Enjoy a peaceful setting on a quiet street with no through traffic and plenty of space to relax, garden, entertain, or simply enjoy the outdoors. An affordable opportunity to own a charming home with beautiful grounds and room to grow. Fabulous location with quick access to highways, shopping, Yale, and downtown New Haven. Home to be sold as is.

63 Hunt Ln, East Haven

$425,000
3 Beds 2 Baths 24204012 MLS
Nestled in New Haven's highly desirable neighborhood of Morris Cove, this charming Cape Cod perfectly blends classic character with modern, turn-key updates. Step inside to a bright, open-concept main level flooded with natural light, beautiful hardwood floors and a spacious living room anchored by a cozy wood-burning fireplace. The kitchen has plenty of room for cooking and hosting, featuring butcher block counters, gas cooking, an island and pantry. The Dining room is open to the kitchen for a casual eat-in feel. The laundry is conveniently located in the first floor mudroom, right off the kitchen. Upstairs, the hardwood floors continue throughout three generous bedrooms, including a spacious primary. The beautifully remodeled full bath feels like a spa, complete with custom tile flooring and a tiled shower with a sleek glass surround. The exterior is an entertainer's dream! The level backyard is fully fenced, offering the perfect private oasis for pets, play, and summer BBQs. Additional features include a one-car attached garage, brand new first-floor windows, high-efficiency Anderson replacement windows on the second floor, tankless gas hot water heater(2020) and efficient natural gas heat. Located just minutes from Yale, I-95, the train station, and Tweed Airport. Enjoy the best of New Haven living with easy access to world-class restaurants, theaters, Lighthouse Point Park, Pardee Seawall, and Fort Hale Park. Don't miss this affordable, move-in-ready gem.

75 Meadow View Rd, New Haven

$579,000
2 Beds 2 Baths 24203247 MLS
Direct Housatonic River waterfront living! This beautifully updated home is officially recorded as a 2-bedroom, 2-full-bath residence offering 2,104 total sq. ft. of heated living space, including 1,530 sq. ft. above grade plus 574 heated sq. ft. in the partially finished walk-out lower level. Hardwood floors, a renovated kitchen and bright living spaces welcome you inside. Downstairs, one finished room is currently utilized as additional sleeping space, conveniently located beside a full bath and walk-out, while an adjoining room serves as a podcast/media studio. Officially listed as a 2-bedroom, the flexible lower level offers endless possibilities for guests, office, gym, studio or playroom. Outside, over $100,000 in recent deck, patio and river-facing improvements have transformed the waterfront into an incredible extension of the home. Entertain overlooking the river, enjoy quiet mornings by the water or head down to two private docks for direct Housatonic access. A detached 1-car garage, central air, tankless propane hot water and fully owned, paid-off solar panels with no lease or loan to assume add even more value. Extensively improved inside and out, with two private docks and an impressive 120' of direct Housatonic River frontage, this property makes the most of its exceptional waterfront setting.

5 Roosevelt Dr, Seymour

$1,599,000
5 Beds 4 Baths 24204123 MLS
Nestled on one of the most desirable streets in Orange, this spectacular 4/5-BR, 3.5-bath Colonial offers over-the-top quality & exceptional living spaces. Built in 2003, this home welcomes you with a 2 story tiled foyer & gleaming HW floors that flow throughout. The sun-filled LR is a gathering space with a beautiful wood-burning FP. Across the foyer, the DR showcases custom moldings & tray ceiling. The kitchen offers an abundance of white cabinets, granite counters, center island, gas cooking & an oversized SS refrigerator. The kitchen opens directly into the FR, complete with a gas FP & custom built-ins. A study on the main level provides flexibility as a home office or potential BR. A powder room & 3 season sunroom complete this level. Upstairs, the primary suite features a spacious walk-in closet, en-suite & an adjoining room perfect for a sitting area, office, or fitness space. Three additional BRs share this level along with a bonus room that can easily function as an additional BR. The laundry can be found on this floor as well. A walk-up attic offers potential for future expansion. The walk-out finished LL can be customized to suit your lifestyle, whether as a rec. room, theater, gym, or guest quarters. Step outside & discover a true backyard oasis. A spacious ground level deck overlooks the beautifully landscaped private grounds, while a paver patio surrounds the inground pool. A basketball court & professional landscaping further enhance this extraordinary property

914 Rainbow Trl, Orange

$259,900
3 Beds 2 Baths 24202900 MLS
Discover the possibilities at this charming 3-bedroom, 1.5 bath home with versatile spaces and character throughout. Hardwood flooring lies beneath the existing carpeting, offering an opportunity to reveal the home's original charm. The partially finished basement adds valuable bonus space with a comfortable living area, functional wood stove, bar area, kitchen area, and a wine cellar. Central air and natural gas heat provide year-round comfort, while the 1-car garage with loft and additional carport add useful storage and workspace potential. Set on a corner lot surrounded by hedges, the property features a level rear yard with mature peach, pear, and chestnut trees. A newer patio creates an inviting outdoor area, while the far end of the yard includes a large fenced garden ready to be restored and cultivated. Adjacent to the garden is a substantial shed/coop structure that has been crafted and developed over the years, adding another distinctive feature to this property. With its flexible basement, established landscaping, garden area, and multiple opportunities to personalize, 78 Perkins Avenue offers a property with plenty of potential.

78 Perkins Ave, Waterbury

$529,000
3 Beds 3 Baths 24204160 MLS
Welcome to a home that truly stands out in Hamden's sought-after West Woods neighborhood, where striking architectural details, beautifully renovated spaces, and a peaceful private setting come together. Thoughtfully improved throughout within the past six years, this 3-bedroom, 3-full-bath home offers a fresh, modern feel while maintaining warmth and character. Step inside to an impressive, light-filled living space where soaring vaulted ceilings, exposed beams, and a dramatic floor-to-ceiling fireplace immediately take center stage. The beautifully appointed kitchen is designed for gathering, featuring a generous center island, abundant cabinetry, and an open, inviting layout that flows effortlessly into the surrounding living spaces-perfect for entertaining or relaxed everyday living. Three spacious bedrooms and three full baths offer plenty of room and flexibility, while a dedicated laundry room adds convenience. Outside, an expansive yard surrounded by mature trees creates a peaceful, private backdrop with plenty of room to entertain, garden, play, or simply unwind. Gather around the fire pit on crisp New England evenings and enjoy the tranquility of this special setting. Complete with an attached two-car garage, this West Woods gem offers style, space, and a location that's hard to beat.

51 October Hill Rd, Hamden

$615,000
3 Beds 2 Baths 24204112 MLS
Charming and inviting, this beautifully maintained ranch is set on 1.5+ acres in desirable Woodbridge. The home offers a wonderful blend of classic charm and thoughtful updates, with hardwood floors and an inviting, comfortable feel throughout. The updated kitchen is a standout, featuring gorgeous cabinetry, quartz countertops and a beautiful backsplash. The living room offers a cozy fireplace with wood stove insert, creating a warm and welcoming space to gather and relax. Three bedrooms and two full baths provide a comfortable and versatile layout, while the charming front porch adds an extra touch of character. An attached two-car garage provides plenty of convenience, and the spacious property offers room to enjoy the outdoors in a peaceful setting. Ideally located in sought-after Woodbridge, this is a special home with charm, comfort and plenty to offer.

142 Ford Rd, Woodbridge

$725,000
5 Beds 5 Baths 24201342 MLS
Fabulous oversized Colonial tucked away at the end of a quiet cul-de-sac in southern Cheshire! Lovingly maintained by its original owners since 1997, this home has so much to offer! A welcoming two-story foyer opens to a formal Living Room with French doors leading to a formal Dining Room. The large Eat-in-Kitchen features Corian countertops, island with cooktop, and sliders to the backyard. A generous open-concept Family Room with vaulted ceilings and woodburning fireplace makes the perfect place to relax or entertain. A dedicated home office, Laundry Room and Half Bathroom complete the main level. Upstairs, five generously sized Bedrooms provide exceptional flexibility. The spacious Primary Suite features a Full Bathroom and walk-in closet, while two additional Full Bathrooms conveniently serve the remaining four Bedrooms. The finished lower level takes entertainment to another level with an equipped home theater, wet bar, huge flex space with built-ins, and a Half Bathroom. The park-like, level backyard is your own private oasis boasting a lovely 20 x 40 in-ground pool and an enormous ground-level deck. Updates and amenities include: central air conditioning; public water and sewer; Tesla solar Power Purchase Agreement; roof (2018); 200 amp electrical system; whole house generator; 4 HVAC zones; 2 car attached garage; central vacuum; pool liner (2018); propane line to grill; and underground irrigation system. 80 Autumn Court is the perfect place to call home!

80 Autumn Ct, Cheshire

$200,000
3 Beds 2 Baths 24203932 MLS
Classic Turn-of-the-Century Charm in Waterbury's Boulevard Enclave Welcome to 176 Faber Avenue, a classic 1899 Colonial offering 1,616 square feet of living space. The main level features traditional proportions with a bright living room, dedicated formal dining area, kitchen, and a convenient half bath. Upstairs, find three bedrooms and a full bath. Heated by natural gas forced air to keep utilities manageable. The property includes a full unfinished basement for storage or workshop potential and a ~0.17-acre yard with ample room for outdoor living, garden space, or exploring the addition of a future driveway (subject to town approval). Convenient on-street parking with quick access to Route 8, I-84, bus lines, and neighborhood schools. Sold as-is; bring your vision and make it your own!

176 Faber Ave, Waterbury

$399,999
4 Beds 3 Baths 24204044 MLS
Beautifully renovated 5-bedroom, 3-full-bath Cape offering a flexible layout with plenty of space. Recent improvements include a new roof, new Harvey windows, all-new flooring throughout, newer mechanicals, and a newer water heater. The completely updated main kitchen features quartz countertops, new cabinetry, and a fresh modern design. The finished basement adds tremendous versatility, featuring its own kitchen, the home's fifth bedroom, and a full bathroom-ideal for extended family, guests, a private living area, or additional recreational space. With five bedrooms, three full baths, two kitchen areas, and many of the major improvements already completed, 27 Vernon Street offers exceptional flexibility and is ready for its next owner to move in and enjoy.

27 Vernon St, Hamden

$325,000
3 Beds 1 Baths 24196248 MLS
Discover this beautifully renovated home where everything is new-all you need to do is move in! This inviting property features three spacious bedrooms, a beautifully updated full bathroom, and a thoughtfully designed layout that blends comfort with modern style. The brand-new kitchen showcases contemporary finishes, stainless steel appliances, updated recessed lighting, and new flooring. Additional highlights include newer windows, fresh interior paint, generous living space, and a cozy fireplace-perfect for gathering with family and friends during the holidays. The partially finished lower level offers flexible space for entertaining, recreation, a home office, or relaxation. Outside, enjoy a private backyard and the convenience of a one-car garage. Ideally located near a variety of amenities, shopping areas, and dining options, this turnkey home is ready for its new owner. (More pictures coming soon)

430 Wolcott St, Waterbury

$574,900
3 Beds 3 Baths 24203901 MLS
Welcome to 58 Shadduck Road, a renovated Colonial in one of Middlebury's most desirable locations. This move-in-ready home seamlessly blends timeless charm with modern updates, featuring gleaming hardwood floors and a bright open-concept layout. The main level offers a spacious living room with sliders to a large patio, a dining room, a sun-filled kitchen with center island, and a versatile office or sitting area. The second-floor primary suite serves as a private retreat with a luxurious en-suite bath and walk-in closet. Two additional bedrooms and a full bath complete the upper level. Extensive improvements include a newer roof, windows, siding, driveway, electrical, plumbing, central air, propane heating, generator-ready setup, and updated mechanicals. The full basement provides abundant storage. A rare highlight is the detached 3-car garage, offering endless possibilities for car enthusiasts, hobbyists, or additional living space. With its generous footprint and utilities, it presents an excellent opportunity for a future in-law suite, guest quarters, home office, or workshop. A newer storage shed provides additional space. Situated on a picturesque, level lot bordered by mature trees and a charming brook, the property features a private patio perfect for entertaining. Conveniently located just minutes from Middlebury's town center, shopping, restaurants, major highways, and Routes 8 and I-84, this exceptional home combines privacy, flexibility, and convenience.

58 Shadduck Rd, Middlebury

$759,000
3 Beds 2 Baths 24203702 MLS
Everyone dreams of having a beach house...well, dreams do come true! Located in the private community of Hotchkiss Grove, residents have felt the pull of the sea for generations and homes tend to be passed down. This is an unique opportunity to purchase a stunning 1928 residence that has been thoughtfully reimagined, from top to bottom, perfectly balancing the original vintage look with the clean finishes of today. Turning onto Second Avenue the first thing you see is the private sandy association beach and the shimmering water of Long Island Sound. Nearby is the boat launch, moorings and the association owned peninsula which is used for Hotchkiss Grove Day, weddings and other social events. Located 7 houses from the water, 29 Second Avenue is a true beach house, but with a modern updated feel. The open floor plan incorporating the living room with its gas fireplace, dining room and updated kitchen is perfect for entertaining. There is a first floor bedroom with ensuite that also be can be used as a sitting room or office. Upstairs two additional bedrooms offer a peaceful retreat, sharing a bathroom with a vintage deep soaking clawfoot tub. The outside living area is as comfortable as the inside. With easy access from either the kitchen or sitting room the trek deck (with a doggie door) and outdoor shower leading to a large pavilion covering the stone paver patio. You can invite everyone over to watch "the game" on the outdoor tv while cooking on the grill.

29 Second Ave, Branford

$749,900
5 Beds 4 Baths 24204001 MLS
This well-maintained property offers a unique opportunity for multi-generational living with a separate entrance in-law apartment, rarely found and ready for immediate occupancy. The main home features three bedrooms, a spacious kitchen with appliances, a dining area, and a breakfast bar, all complemented by sliders leading to a gazebo. It also includes a two-car attached garage. The in-law apartment provides private and independent living with two bedrooms, a living room, a large kitchen with a dining area, and sliders opening to a private deck. Custom trim and crown molding are present in both residences. The property boasts a large deck and gazebo in the backyard for outdoor enjoyment. Both homes benefit from separate furnaces and basements, ensuring comfort and privacy for all occupants.This setup presents a perfect opportunity for parents to live nearby while maintaining their own private and comfortable living quarters. Such arrangements are becoming more common, offering a practical solution for families to live together while preserving individual space. Convenient location, close to highway, schools, shopping areas, parks and many conveniences.

1302 Old Waterbury Rd, Southbury

$375,000
3 Beds 3 Baths 24201350 MLS
Sprawling ranch on a cul-de-sac in the heart of Hamden! Many updates and a flexible floorplan make this 3-4 Bedroom house truly special. A welcoming Living Room with fireplace, built-ins, and dining area leads to a remodeled Eat-in-Kitchen with new appliances and skylight. At the back of the house, a huge Family Room features sliders to the yard and a spiral staircase to a home office loft. Three Bedrooms include a Primary with a Half Bathroom. Another large bonus room with private entrance could work as a 4th Bedroom, in-law apartment, or flex space. Outside, a lovely yard with 18' x 18' ground-level deck and storage shed makes the perfect place to garden, relax, or entertain. Updates and amenities include: brand new exterior paint on house and deck (August, 2026); new central air (2025); roof (2019); Anderson thermal windows; brand new carpet in Family Room and Bonus Room. Perfectly located in close proximity to shopping, restaurants, dog park, and playground. Minutes to Yale and downtown New Haven!

22 Robinwood Rd, Hamden

$900,000
4 Beds 3 Baths 24203273 MLS
Welcome to 211 Cooper Hill Road, a magnificent 4-5 bedroom colonial set on 1.43 beautifully landscaped acres in one of Southbury's most coveted cul-de-sac neighborhoods. Freshly painted and better than ever, this home now offers an outdoor living experience to match its refined interior, anchored by a heated saltwater inground pool, hot tub, and a private pool house with its own half bath. Step inside to a welcoming two-story foyer with custom millwork leading to an updated eat-in granite kitchen with stainless appliances, tiled backsplash, large island, custom cabinetry, second sink, and pantry. The adjoining family room features a cathedral ceiling, dual skylights, and a cozy gas fireplace. A private office with French doors, formal dining room, and living room, all with hardwood floors, complete the first level. Upstairs, an interior balcony leads to a luxurious primary suite with walk-in closet, double sink vanity, and soaking jetted tub. Three to four additional bedrooms, including a bonus room easily used as a fifth bedroom, offer flexibility for family or guests. The professionally finished lower level adds roughly 1,400 square feet of living space, featuring a professional home gym and a billiards area, along with abundant storage. Outside, the expansive deck overlooks flat, landscaped acreage framed by stone walls, while the pool, hot tub, and pool house create a true backyard retreat.

211 Cooper Hill Rd, Southbury

$391,000
2 Beds 2 Baths 24203404 MLS
If you've been waiting for a home where location, space, and lifestyle come together, this Middlebury-border gem is one you won't want to miss! Tucked away on a quiet cul-de-sac this special location offers a peaceful, neighborhood feel while keeping you close to shopping and highways. With over 1900 sqft of living space, this home provides plenty of room to spread out. Upper level has a combination LR/DR with outdoor access to a deck and private backyard. Primary bedroom has a great walk-in closet and the 2nd bedroom has two separate closets. Lower-level space includes family room, half bath and space for guest bedroom, office or private retreat. Property card has it as a 2-bedroom home but the flexible lower-level layout has enabled seller to utilize space as a 3rd bedroom retreat. The possibilities are yours to customize to fit your lifestyle. The private backyard creates a wonderful retreat for relaxing, gardening, or enjoying outdoor gatherings. An oversized 2-car garage provides for abundant room for vehicles, storage, hobbies, or a workshop.

67 Crest St, Waterbury

$819,000
4 Beds 3 Baths 24203733 MLS
Welcome to Hunting Ridge Estates! This stunning 2,700 sq. ft. Colonial, built in 2025 and just 14 months young, is located in a desirable 23-home Middlebury subdivision. Offering the ease and feel of new construction, this 4-bedroom, 4-bath home features an open floor plan and hardwood flooring throughout both levels. The bright, stylish kitchen showcases white shaker cabinetry, off-white quartz countertops, stainless steel appliances, a large center island, and walk-in pantry. It opens to the dining area and spacious family room with gas fireplace and sliders to the 17' x 15' rear patio. A formal dining room and flexible main-level bedroom/half bath add versatility. Upstairs, the spacious primary suite is a true retreat, featuring a beautifully finished ensuite with dual quartz-topped vanities, elegant oval sinks, and a 4' x 5' glass-enclosed walk-in shower. The suite includes two walk-in closets, highlighted by an impressive 12' x 14' dream closet/changing room-perfect for anyone who has always wanted exceptional wardrobe space. An upper-level laundry closet and additional full bath with double vanity, granite, tile flooring, and glass-enclosed tub/shower complete the second floor. Enjoy all that Middlebury and the surrounding area have to offer, from parks, trails, recreation, dining, and shopping to convenient access to neighboring communities. Beautifully designed, thoughtfully finished, and ideally situated, this is a home designed for modern living and enjoying life

18 Hunting Ridge Rd, Middlebury

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