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5 Wakeman Rd, Darien
$1,620,000
3 Beds ⋅ 3 Baths ⋅ 24120212 MLS
Charming 3-bedroom Darien colonial on quiet cul-de-sac offers 2,064 sf of beautifully appointed living space on a lush 0.52-acre parcel with large rear private patio with a low maintenance setting with tasteful landscaping. Inside the home flows effortlessly, with a spacious living room featuring hardwood floors and a cozy fireplace. The heart of the home - an open kitchen with center island that seamlessly connects to the dining area and sliders that provides easy access to outdoor entertaining. A flexible upstairs Family room is ideal for a home office, playroom or media lounge. Retreat upstairs to the three well-proportioned bedrooms, including a primary suite graced with hardwood floors and ample natural light, and two adult sized secondary bedrooms. Two full baths and a half bath ensure comfort and convenience for family and guests. Practical features include central laundry (off the kitchen), garage with automatic opener, and efficient zoned heating powered by propane and Central AC. The home sits on a quaint street with a level lot yet conveniently close to Goodwives Shopping Center, Trader Joe's, Downtown Darien, and the train - Perfect for daily life or commuting. Located in the sought-after Darien school district (Tokeneke Elementary, Middlesex Middle, and Darien High), this picture-perfect home embodies the ideal blend of elegance, comfort, and convenience. A rare opportunity to move right into a gorgeous home in a wonderful neighborhood!!

5 Wakeman Rd, Darien
78 Deer Hill Dr, Ridgefield
$1,615,000
4 Beds ⋅ 3 Baths ⋅ 24174981 MLS
Set on one of South Ridgefield's most desirable cul-de-sac settings, this classic Connecticut Center Hall Colonial is a timeless residence steeped in charm, character & understated sophistication. Beautifully maintained + thoughtfully updated, the home blends enduring architecture w/today's elevated lifestyle. Rich in architectural detail, highlights include handsome millwork, custom built-ins, French-style doors, 12-over-12 windows & fireplaces throughout. A bespoke Chef's KIT designed for everyday living & effortless entertaining. Custom cabinetry, refined finishes & sunlit Breakfast Nook overlook the property's extraordinary outdoor spaces & manicured grounds. KIT flows seamlessly into the Family Rm featuring exposed wood beams, impressive stone fireplace, built-ins + wonderful sight-lines to the rear yard. Elegant formal Living & Dining Rms offer timeless appeal, while a spacious Home Office/flexible Bonus/Media Room provide exceptional versatility. Upper level features a spacious Primary Suite w/updated Bath + walk-in closet. Three generously sized secondary BR's + an updated Hall Bath. Finished Lower Level for add'l recreation space, Home Gym & Office options. Outdoor living is exceptional w/expansive stone patios, custom hardscaping, outdoor KIT, FP & sweeping lawns designed for entertaining & relaxation. Located just minutes to Downtown Ridgefield-CT's 1st cultural destination. Convenient to Katonah Train for an easy commute. Turn-key & beautifully curated throughout

78 Deer Hill Dr, Ridgefield
365 Toilsome Hill Rd, Fairfield
$1,615,000
4 Beds ⋅ 4 Baths ⋅ 24123685 MLS
Truly One-of-a-Kind. This iconic Fairfield Tudor Revival blends rich architectural heritage with elevated modern luxury. Set on just under an acre, it offers the quiet elegance of a private estate-yet just beyond the drive, sidewalks lead to playgrounds, friendly neighbors, and the charm of a walkable community. Built in stone and stucco with a polychromatic slate roof, copper gutters, and fieldstone details, this home has presence and soul. Inside, original beams, arched doorways, deep sills, wainscoting, three working fireplaces, and a soaring tin ceiling bring warmth and character. Thick stone walls keep it cool in summer, warm in winter, and quiet all year. The reimagined primary suite feels like a five-star spa: radiant stone floors, steam shower, soaking tub, towel warmer, skylight, instant hot water and its own climate zone. All bathrooms and the kitchen feature radiant heat floors. Outside, entertain under the stars with a wood-burning hearth and pizza oven. Full plans available for future kitchen expansion. 10 mins to train, Whole Foods, and just 5 miles to the beach. This is turnkey luxury-timeless, stylish, unforgettable.

365 Toilsome Hill Rd, Fairfield
5 Vona Way, Newtown
$1,614,357
5 Beds ⋅ 6 Baths ⋅ 24130465 MLS
Welcome home to 5 Vona Way, where elegance meets comfort in this exceptional Colonial retreat. Step inside the grand entryway with double circular staircases opening to a breathtaking two-story great room, complete with a fireplace focal point and coffered ceilings. Spanning nearly 5,900 sq. ft. above grade plus just over 2,000 sq. ft. on the finished lower level, this 5-bedroom, 5.5-bath home is designed for both luxury and livability. At the heart of the home, the gourmet chef's kitchen boasts high-end appliances, dual dishwashers, twin beverage centers, a waterfall quartz island, and an oversized walk-in pantry. Hardwood floors and timeless architectural details flow throughout. The grand primary suite offers a private sitting room and dressing area, while upstairs also features an ensuite bedroom and two additional bedrooms with a Jack & Jill bath, all with walk-in closets. A convenient first-floor ensuite bedroom is perfect for guests or extended family. The walk-out lower level is a versatile space, ideal for a gym, wine cellar, home theater, or in-law suite with a full bath. A 5-car garage, including tandem bays, offers plenty of storage and flexibility. Outside, enjoy your own private resort with a heated saltwater pool and custom grotto, the ultimate setting for relaxation and entertaining. Nestled on a quiet cul-de-sac, this home truly has it all.

5 Vona Way, Newtown
705 Weed St Unit 7, New Canaan
$1,611,500
3 Beds ⋅ 3 Baths ⋅ 24158437 MLS ⋅ Stepping Stones BLDG.
A rare opportunity to live in a granite and limestone estate of historic significance, just moments from the heart of downtown New Canaan. Set on three beautifully landscaped acres, Stepping Stones is a distinguished residence of only eight bespoke condominiums, showcasing exceptional period craftsmanship including soaring ceilings, European millwork, and Hope steel windows. This turnkey residence spans two floors and blends timeless architecture with refined updates. Highlights include antique plank floors, a custom Deane kitchen and a gracious south-facing living room with wood-burning fireplace. A recently finished all-season conservatory opens to an expansive private stone terrace, ideal for year-round dining and entertaining. The second floor offers two spacious en-suite bedrooms, including a primary suite with fireplace, dressing area, and generous closets. The third bedroom has been thoughtfully redesigned as a beautiful office. Additional features include in-unit laundry and private storage within the building. Enjoy estate-like grounds with the ease of a professionally managed property, all just minutes to the train, village center, Irwin Park, library, shops, and restaurants. A truly special in-town New Canaan offering.

705 Weed St Unit 7, New Canaan
47 Pine Ridge Rd, Wilton
$1,610,000
4 Beds ⋅ 4 Baths ⋅ 24187681 MLS
Nestled on two private acres in a desirable South Wilton neighborhood, this inviting home offers a rare combination of privacy, comfort and exceptional indoor-outdoor living. At the heart of the home is a dramatic cathedral-ceiling great room that serves as the centerpiece for everyday living and entertaining. Adjacent living spaces flow naturally to a spacious screened porch with a cedar ceiling and an expansive 36-foot cedar deck overlooking the pool, patios, and mature landscaping. Together, these spaces create a private backyard retreat designed for gathering with family and friends, outdoor dining, and relaxing throughout the seasons. The kitchen features stone countertops, quality cabinetry and views of the backyard and pool, keeping the home's most important living spaces connected to the outdoor setting. The primary suite includes an updated bath, while additional bathrooms have been thoughtfully refreshed for modern comfort. A welcoming living room with a wood-burning fireplace and a spacious dining room provide comfortable gathering spaces for family and guests. A walk-out lower level with a full bath has direct access to the backyard and pool area enhancing the home's versatility. Ideal for a recreation room, media, home office, fitness area, or guest space. Surrounded by mature landscaping and set well back from the road, the property offers a sense of privacy while remaining just minutes from Wilton Center, award-winning schools, Metro-North train, I95, Merritt.

47 Pine Ridge Rd, Wilton
321 Lansdowne, Westport
$1,610,000
3 Beds ⋅ 3 Baths ⋅ 24187824 MLS ⋅ Lansdowne BLDG.
Highest and Best by 2 pm July 13, 2026. Rarely available, this true 3-bedroom, 3-full-bath residence is located in the highly desirable gated Lansdowne community in Westport. Designed for comfortable everyday living, the home offers a spacious, light-filled layout with generous room sizes and exceptional flexibility. The eat-in kitchen flows into the dining room, while the expansive living room & sunroom feature sliders to a private patio overlooking tranquil, park-like grounds, creating a seamless indoor-outdoor setting. The den, located off the living room, features a fireplace & wet bar, offering a warm space to relax, read, or unwind. The sought-after first-floor primary suite offers a walk-in closet and an en-suite bath with a double vanity, separate shower, and jetted tub. A generously sized second bedroom with ample closet space, an additional full bath, laundry, and abundant storage complete the main level, providing the ease of one-level living. Upstairs offers a loft ideal for a home office or flex space, a private third bedroom with an en-suite bath, and a spacious walk-in storage room. A detached two-car garage is conveniently located directly in front of the residence. Residents enjoy beautifully maintained grounds, an in-ground pool, tennis and pickleball courts, and a prime Westport location just minutes to downtown, beaches, shopping, dining, and the train station. A rare opportunity in one of Westport's most desirable gated communities.

321 Lansdowne, Westport
183 Range Rd, Wilton
$1,610,000
5 Beds ⋅ 3 Baths ⋅ 24178624 MLS
A note from the owners of 183 Range Road - "Our family has created so many fantastic memories at the Holmes House! The original structure was built c.1860 and is steeped in history & timeless New England charm with stunning features such as the oversized hearth, wide-plank floors, beamed ceilings & an original staircase. The later additions & updates maintain architectural integrity but provide all the modern conveniences. Set on 1.5 acres, the property has many beautiful plantings & an expansive lawn where on many occasions, our children have celebrated with dozens of friends. We've hosted Thanksgiving dinner with 24 guests seated at the table & preparing the meal in our newly renovated chef's kitchen with gas cooking & stainless-steel appliances was pure joy. The large family room is our favorite spot to gather for movies, games & quiet evenings at home. The primary bedroom suite features a full bath & walk-in closet. There are 4 more bedrooms of varying sizes plus 2 additional full baths, an office, mudroom with loads of closet space & a laundry room. Farmers at heart, we built a greenhouse & installed a vegetable garden, chicken coop (love the fresh eggs) & bunny hutch. Nights around the fire pit are the best! The large barn provides workshop or studio possibilities & exceptional storage. Central air services part of the home. Being close to Wilton Center, schools, the train & major routes has been so convenient. We hope you will enjoy the Holmes House as much as we have!

183 Range Rd, Wilton
27 Holbrook Dr, Stamford
$1,610,000
4 Beds ⋅ 5 Baths ⋅ 24160116 MLS
Start with Real Estate Rule #1: Location, Location, Location. Add #2: Great curb appeal, and you've found the perfect introduction to this classic, timeless Center Hall Colonial. Designed for both everyday living and effortless entertaining, the home offers spacious interiors paired with a lovely, level property. And so much more: The gracious front-to-back living room with fireplace provides a warm and inviting gathering space, while the formal dining room comfortably accommodates 12-14 guests for memorable celebrations. A true cook's kitchen is the heart of the home, featuring two sinks, two dishwashers, three ovens including a 6-burner range, plus a full-size refrigerator and full-size freezer-ideal for hosting and daily living alike. The flexible floor plan includes a first-floor bedroom with a private, newly renovated full bath-perfect for guests or multi-generational living-along with a dedicated home office and a bright family room with French doors and skylights that bring the outdoors in. Upstairs, three spacious bedrooms offer generous closet space, while the finished lower level is warm and welcoming with a brand-new full bath, creating the perfect space for recreation, fitness, or additional living. Bathed in beautiful southern exposure, natural light fills the home throughout the day. A rare blend of charm, functionality, and exceptional location.

27 Holbrook Dr, Stamford
88 Overhill Rd, Fairfield
$1,610,000
4 Beds ⋅ 3 Baths ⋅ 24129674 MLS
Please submit highest and best by 5PM Monday, October 6th. Classic Lines. Creative Soul. Located on one of Sasco Hill's most beloved streets, this classic Colonial offers timeless curb appeal and a highly walkable lifestyle. Inside, thoughtful architectural details - arched doorways, original built-ins, and natural light throughout - create a warm, character-rich feel. The main level begins with a gracious sitting room and a window-lined office, both opening into the heart of the home: a crisp, updated kitchen, sunlit dining area, and comfortable family room that flows easily for everyday living. Upstairs, the primary suite offers a quiet retreat with a walk-in dressing area and updated bath, while three additional bedrooms - each with its own unique shape and charm - share a full hall bath. The finished lower level adds flexibility, with dedicated areas for media, play, and fitness. A welcoming front porch, three-car garage, and spacious driveway - perfect for play or overflow parking - round out the property. Just minutes from Southport Village, Fairfield Center, beaches, restaurants, and the train, this is a home that offers both character and convenience in one of the area's most desirable locations.

88 Overhill Rd, Fairfield
10 Hunt St, Norwalk
$1,608,000
3 Beds ⋅ 3 Baths ⋅ 24166664 MLS
Charming and full of character, this three-bedroom, two-and-a-half-bath home offers timeless appeal in an unbeatable Rowayton location. Just a short walk to the train and the heart of the village, enjoy easy access to shops, restaurants, and coastal living. Sun-filled interiors feature inviting living spaces and a functional layout for everyday living and entertaining. The living room has a wood-burning fireplace with several built-ins, and the sun-filled kitchen opens to the family room. A private deck is tucked away and provides the perfect setting for morning coffee or evening dinners. Beautiful perennial gardens. A rare opportunity to own a classic home close to everything Rowayton has to offer. ***Please submit all offers by 5PM Monday, April 20.

10 Hunt St, Norwalk
45 Seminary St, New Canaan
$1,605,290
3 Beds ⋅ 3 Baths ⋅ 24165203 MLS
IN TOWN LIVING! Gracefully set on a charming in-town street, this lovely 3-bedroom, 2.5-bath home offers the perfect blend of character, comfort, and convenience. Filled with natural light, this inviting home showcases timeless appeal, warm and welcoming living spaces, and the flexibility to suit today's lifestyle. The open kitchen with a comfortable sitting area with bay window serves as the heart of the home, seamlessly connecting to the formal dining room and creating an ideal setting for both everyday living and entertaining. The living room, centered around a wood-burning fireplace, creates a cozy and comfortable gathering space. Just beyond, a screened-in porch provides the perfect place to relax or entertain while enjoying seamless indoor-outdoor living. The lovely brick patio and spacious yard further enhance the outdoor experience, offering a beautiful backdrop for al fresco dining, play, or quiet enjoyment. The sun-filled finished third floor adds exceptional versatility, ideal for recreation, a playroom, home office, gym, or guest overflow space. Perfectly positioned in a coveted in-town location, this special home is just moments from New Canaan's vibrant village center, with easy access to shops, restaurants, parks, schools, and the train. A rare opportunity to enjoy the very best of in-town living in one of New Canaan's most desirable settings.

45 Seminary St, New Canaan
63 Oak St, New Canaan
$1,600,000
5 Beds ⋅ 4 Baths ⋅ 24194638 MLS
A rare in-town investment opportunity: this charming side-by-side duplex sits on .21 acres. 63 Oak Street features three bedrooms, updated kitchen and baths, an open floor plan, laundry, storage, private outdoor patio, and a new furnace. 65 Oak Street offers two bedrooms, updated bathrooms and an open floor plan, laundry, and a private patio. Both units offer off street parking. Excellent potential to renovate, reimagine, or build new. Unit 65 is occupied. Advance notice is required for showing Unit 65.

63 Oak St, New Canaan
123 Richmond Hill Rd Unit 21, New Canaan
$1,600,000
2 Beds ⋅ 3 Baths ⋅ 24194602 MLS ⋅ Orchard Hills BLDG.
Experience the perfect blend of townhouse convenience and single-family privacy in this beautifully updated home at Orchard Hills. Boasting an open-concept main floor, the residence features a gourmet kitchen complete with granite countertops, rich hardwood floors, and premium stainless steel appliances. The inviting living room, anchored by a classic marble fireplace, flows seamlessly into the dining area-creating an ideal space for hosting family and friends. Upstairs, you will find two spacious en-suite bedrooms, including a luxurious Primary Suite featuring a brand-new, spa-like bath and custom closet. The bright, walk-out lower level is a versatile haven, offering a family room with custom built-ins, ample space for a quiet home office, and a dedicated laundry room with abundant storage. Swing open the French doors to your private bluestone terrace, perfect for al fresco dining overlooking the manicured grounds. With the complex recently undergoing extensive renovations-including all-new siding, roofs, drainage, and landscaping-this home offers total peace of mind. Enjoy lazy afternoons by the community pool, or take a short, scenic stroll to Mead Park and the world-class dining and shopping in the Village of New Canaan.

123 Richmond Hill Rd Unit 21, New Canaan
1365 King St, Greenwich
$1,600,000
24193650 MLS
This home is set on 2 level acres in a 4 acres zone with incredible light and potential. The private location is conveniently located to Greenwich's Griff Public Golf Course, Augustine's Farm, Merritt Parkway, 684, Glenville, and Armonk. Create a custom estate with your builder/architect on this special tranquil property. House sold as is.

1365 King St, Greenwich
36 Richmond Dr, Darien
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 24129833 MLS
Welcome to 36 Richmond Drive! Tucked into a great Darien neighborhood, this three-bedroom, two-bath ranch is close to everything, bike to Cherry Lawn Park, walk to local shops and restaurants, or hop on the train in minutes. The home sits on a level, corner lot of over half an acre, with stone patios, a built-in grill, and plenty of yard space for play and entertaining. Inside, you'll find a lower level that's perfect for hanging out, with a playroom, bar, and a cozy wood-burning stove. Whether you're ready to update and make it your own, or you're looking for a project with great potential, this home is a terrific opportunity. All in the award-winning Ox Ridge Blue Ribbon School district!

36 Richmond Dr, Darien
52 Center Dr, Greenwich
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 24188202 MLS
Enjoy the summer in this 4 bedroom Old Greenwich home, where character, comfort, and outdoor enjoyment come together. The inviting living room with fireplace creates a warm and welcoming space, while the spacious family room offers additional room to relax and entertain. A lovely formal dining room provides even more space for gatherings. The eat-in kitchen flows to the deck and private fenced backyard, where a heated swimming pool creates your own personal summer oasis. Enjoy afternoons poolside, outdoor dining, and easy entertaining in this tranquil setting. The main level features a generously sized bedroom with its own ensuite bath, offering convenience and one-level living. Upstairs you'll find 3 additional bedrooms, including an ensuite bedroom/second primary + a full hall bath. Updates include a whole house generator, new electrical panel, new boiler (2025), new roof (2019), new pool pump (2026), central a/c, and a new washer and dryer. All in a convenient location near one of Greenwich's beautiful beaches - Tod's Point, great parks, schools, shopping, dining and transportation. A wonderful opportunity to enjoy Old Greenwich and make every day feel like a vacation -- a wonderful place to call home!

52 Center Dr, Greenwich
230 Barberry Rd, Fairfield
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 24159552 MLS
Expanded and renovated Cape in a coveted Southport location on a quiet cul de sac. 230 Barberry Road offers a flexible floor plan with up to 5 bedrooms and 3 full baths, with beautifully updated living space designed for today's lifestyle. The inviting living room features a wood burning fireplace, while the spacious family room offers a gas fireplace for relaxed everyday living. The eat in kitchen opens easily to the main living areas, creating a warm and functional flow for both daily life and entertaining. Thoughtful expansion and improvements over the years add versatility and comfort, with room for guests, home office space, or multigenerational living. Set on a lovely neighborhood property in a sought after Southport setting, this home combines charm, convenience, and modern updates in one desirable package. A rare opportunity to own an expanded home in a prime cul de sac location close to town, train, shopping, and beaches.

230 Barberry Rd, Fairfield
45 Mayapple Rd, Stamford
$1,600,000
6 Beds ⋅ 5 Baths ⋅ 24185506 MLS
Welcome to an exceptional country estate where timeless elegance meets modern luxury. Set on 1.37 beautifully landscaped and private acres, this impeccably renovated 6-bedroom, 3.2 half bath Colonial offers a sophisticated turnkey lifestyle in one of the area's most desirable settings. Thoughtfully redesigned with both comfort and entertaining in mind, the heart of the home is a stunning chef's kitchen featuring granite countertops, premium stainless-steel appliances, gas cooking, a walk-in pantry, expansive center island, and sun-filled dining area. The kitchen flows seamlessly into the inviting family room, anchored by a fireplace and opening to a screened porch overlooking breathtaking natural vistas. Refined living spaces include a dedicated home office, mudroom/laundry suite, and six generously sized bedrooms. The luxurious primary retreat offers its own dedicated heating and cooling zone, a private sitting area, dual walk-in closets, and a spa-inspired bath complete with heated floors, double vanity, oversized glass-enclosed shower, and private water closet. The expansive walk-out lower level is bathed in natural light and designed for exceptional versatility, featuring a spacious family room with fireplace, wet bar, powder room, and a private in-law or guest suite complete with a bedroom, walk-in closet, and ensuite bath.

45 Mayapple Rd, Stamford
75 Norfield Rd, Weston
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 24182006 MLS
Storybook charm and effortless living come together in this beautifully maintained stone-and-shingle ranch, ideally located in the heart of Lower Weston. Set majestically on more than 3 private acres with a sparkling heated pool, mature specimen trees, and sweeping lawns, this special property offers an exceptional blend of tranquility and convenience-just steps from Weston Center, the library, award-winning schools, and only minutes from the Westport line. Lovingly cared for and thoughtfully expanded, the home is filled with natural light and a warm, welcoming ambiance. Expanded by current owners, the flexible floor plan offers 4 bedrooms, 3.5 baths and comfortable living spaces designed for everyday enjoyment and entertaining. At the heart of the home is an inviting kitchen that flows seamlessly into a sunken family room. A charming breakfast area and window-lined sun room capture views of the grounds. A spacious dining room, with its own sitting area and access to the deck, provides the perfect setting for both intimate dinners and larger celebrations. A cozy office offers an ideal work-from-home space, and abundant custom built-ins throughout the home provide exceptional storage and functionality. Completing the offering are a convenient laundry room, central air conditioning, security system, generator, detached barn/three-car garage, and gorgeous outdoor spaces that make the most of this coveted Lower Weston setting.

75 Norfield Rd, Weston
170 Dunnlea Rd, Fairfield
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 24183693 MLS
Nestled in Fairfield's coveted Sturges neighborhood, this exceptional Cape Cod blends timeless charm with the ease of newer construction. Built by Dwell in 2015 and thoughtfully expanded to four bedrooms, 170 Dunnlea Road has been meticulously maintained and beautifully enhanced, offering truly turnkey living in one of Fairfield's most sought-after locations. Sun-filled interiors create a warm and inviting atmosphere, while the flexible floor plan is perfectly suited to today's lifestyle. A desirable first-floor primary suite provides comfort and convenience, complemented by spacious secondary bedrooms and versatile living spaces ideal for a home office, playroom, or guests. The open-concept layout flows effortlessly through the main living areas, creating an ideal setting for both everyday living and entertaining. Outside, a newly added Trek deck, Hardie board exterior siding, and professionally curated landscaping extend the living space outdoors, offering the perfect backdrop for summer gatherings, al fresco dining, morning coffee, or quiet evenings at home. Every detail reflects pride of ownership and thoughtful design. Ideally located near Fairfield's vibrant downtown, beaches, train, shops, restaurants, and top-rated schools, this move-in-ready home offers a rare opportunity to enjoy comfort, style, and convenience in one of Fairfield's most desirable neighborhoods. A truly special offering that is ready to be enjoyed from day one.

170 Dunnlea Rd, Fairfield
90 Calf Pond Ln, Fairfield
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 24179618 MLS
BEST AND FINAL OFFERS DUE MONDAY 6/8/26 BY 8PM Location, Floorplan, Gorgeous yard! Located in one of the most sought after Greenfield Hill cul de sacs. Over-sized windows and high ceilings flood the kitchen, dining area and great room with natural light. Easy entertaining as one room evolves into the next: kitchen opens to Great Room w/ 2-story fireplace to Family Room to Formal Living Room w/ 2nd fireplace. the Kitchen also opens to the Formal Dining Room. Tons of natural light from Floor to ceiling windows, French doors and walls of windows, all showing off the stunning rear yard with plenty of room for a pool and play. A rear hall adds one of two powder rooms, laundry room, mudroom area and access to the 3-car garage. The primary suite + 3 BRS on the 2nd floor. The primary includes sitting area, two walk in closets and spacious luxe bath. The three additional bedrooms are generously sized with double closets and access to full hall bath. A full finished lower level adds a dedicated fitness room, media area and rec area with stairs to main level and 2nd set of stairs to the garage (excellent au pair or inlaw potential). Don't miss plenty of storage in the attic and basement. Enjoy the privacy of a cul de sac, a huge patio looking over mature trees, tons of planting beds and a level football-size rear yard. Minutes from Greenfield center, farmers market, schools, shopping, beaches and all that Fairfield has to offer.

90 Calf Pond Ln, Fairfield
10 Island Dr, Norwalk
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 24173525 MLS
Life on the Sunset Coast. Some addresses are just addresses. This one is a lifestyle. Nestled on the coastal community of Charles Creek, this impeccably maintained ranch is the perfect "right size" home - ideal for those ready to simplify without sacrificing a thing. One level, turnkey, and move-in ready, it's an equally perfect full-time retreat or seasonal escape. Walk to Ludlow Park for tennis, pickleball, basketball, and a playground. Let the dogs run free at historic Taylor Farm Dog Park. And just down the road, Calf Pasture Beach delivers Long Island Sound coastline packed with activity all season - volleyball, sailing, kayaking, paddle boarding, outdoor movies, concerts, and the best seat in the city for 4th of July fireworks. Inside, hardwood floors run throughout. The kitchen features stone countertops, a breakfast bar, and pantry storage. The dining area walks out to a deck complete with a gourmet grill, hot tub, and landscape lighting. A cozy fireplace and built-ins anchor the family room. The spacious primary suite offers a full ensuite bath and excellent closet space. Two-car garage plus driveway parking. Outside, stunning flower gardens surround the meticulously maintained, private fenced yard. Welcome home to Island Drive.

10 Island Dr, Norwalk
38 Lords Hwy E, Weston
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 24177882 MLS
Just pack your bags and move right in to this modernized Colonial that has been meticulously maintained and beautifully updated. With sliders all along the back, natural light abounds bringing the outdoors in to your own peaceful setting, abutting land that can never be developed. Major highlights include a kitchen that no one wants to leave, a butler's pantry with a wet bar, wine cooler and dueling fridge drawers, a family room with cathedral ceiling, built ins and wood burning fireplace for cozy tv watching plus a brand new Primary bath that makes you feel like you're visiting a spa. The lower level boasts room for an in-house gym and space to hang out while playing a game of pool or watching your favorite sports team. The beautiful property is enhanced by multiple gathering areas on the full length deck as well as perennial gardens and a place to enjoy an outdoor fire. And for you dog owners/lovers, you're right around the corner from Weston's new 2 acre off leash dog park. Welcome home!

38 Lords Hwy E, Weston
282 Glen Ridge Rd, Fairfield
$1,600,000
5 Beds ⋅ 5 Baths ⋅ 24177817 MLS
Beautiful Center Hall Colonial in Fairfield's sought after Lake Mohegan neighborhood. This lovingly maintained 5 bedroom, 4 full & 1 half bath home offers the perfect combination of space, functionality & location. A dramatic vaulted entry welcomes you inside where hardwood floors flow throughout the home. The spacious layout includes a home office, formal dining room, expansive family room with wood burning fireplace & a large eat in kitchen featuring a center island with breakfast bar & sliders leading to a spacious Trex deck overlooking the private backyard with beautiful sunset views. A huge versatile bonus room on the main level offers endless possibilities for a playroom, media room, guest space or additional living area. Upstairs, the primary suite features a walk in closet & private bath, while four additional bedrooms include on ensuite. The walk out lower level includes finished space currently used as a home gym, offering flexibility for future buyers to use however best fits their lifestyle, along with access to a 3 car garage. Additional highlights include a convenient second front entrance leading to a mudroom & and ideal location just moments to Lake Mohegan trails, Highwood Park, schools, shopping, dining & commuter routes.

282 Glen Ridge Rd, Fairfield
4 Baywood Ln, Westport
$1,600,000
5 Beds ⋅ 3 Baths ⋅ 24170442 MLS
Tucked away down a private drive on two serene wooded acres, this exceptional mid-century modern deck house offers the perfect blend of architectural character, privacy, and natural beauty. Bathed in tremendous natural light, the home showcases the signature design elements that make deck houses so timeless and sought after, with expansive windows, soaring ceilings, and seamless indoor-outdoor living. The four-bedroom, two-and-a-half-bath layout provides comfortable and flexible living spaces designed to embrace the surrounding landscape. 2 car detached garage to hold all of your extra and outdo0r items! Warm wood tones, open gathering areas, and walls of glass create an inviting atmosphere throughout the home. A spacious deck overlooks the peaceful property, offering the ideal setting for entertaining or quiet relaxation immersed in nature. It feels worlds away while still being conveniently located near all that Westport has to offer. Sold As Is

4 Baywood Ln, Westport
28 East Ln, Darien
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 24176255 MLS
Nestled on a quiet cul-de-sac in a convenient Darien location, this beautifully renovated and expanded Nantucket-style Cape offers timeless charm and exceptional functionality. Set on .46 landscaped acres, the light-filled home features an open-concept kitchen with updated appliances, gas fireplace, and spacious dining area flowing seamlessly into sun-filled living spaces and multiple stone patios designed for effortless indoor-outdoor entertaining. Thoughtfully designed for today's lifestyle, the home includes two potential primary suites, flexible living and work spaces, a spacious walk-out lower level, oversized two-car garage, and beautifully landscaped yard. Ideally located close to schools, town, train, and beaches, this special property combines warmth, character, and modern convenience.

28 East Ln, Darien
45 Lake Dr S, New Fairfield
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 24174135 MLS
Welcome to this beautifully expanded vintage cottage on sought-after Candlewood Isle. Enjoy breathtaking sunrises and lake views from this 4-bedroom, 3.5-bath retreat. The expansive living room is a showstopper with a cathedral ceiling, wood beams, a stone fireplace and a wall of windows that capture serene water views. The custom kitchen boasts granite countertops and shaker style cabinets with a lofted formal dining room that creates a perfect setting for entertaining. The spacious primary bedroom with ensuite bath can also be found on the main level for convenience. The finished lower-level walk-out features two bedrooms with a shared bathroom. The 4th bedroom with a private bath is ideal for guest accommodations or a potential in-law suite with a separate entrance. Outdoors, the beautifully curated stone terraces and garden paths lead to a private cabana and pristine lakefront. Experience all this home has to offer with its timeless charm and modern comforts.

45 Lake Dr S, New Fairfield
128 Black Rock Tpke, Redding
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 24168509 MLS
Set in the heart of charming Redding, Connecticut, this meticulously maintained home offers the perfect blend of New England character, modern efficiency, and everyday convenience. Known for its award-winning schools, scenic walking trails, and peaceful, serene surroundings, Redding provides an exceptional lifestyle-and this property places you right in the center of it all, just minutes to the high school, hiking trails, and major commuting routes (59 miles to Midtown). Privately set back from the road, the home is surrounded by beautiful, thoughtfully designed, low-maintenance landscaping, including mature hydrangeas that frame the outdoor spaces. Outdoor entertaining is enjoyed with the spacious bluestone patio, separate firepit area and outdoor audio system. Ample room for a future pool if desired. Inside, pride of ownership is evident throughout the expansive 4,000 square feet of living space. With custom Cedar entry doors, custom details throughout, and 10-foot ceilings on the main level, every detail is thoughtfully executed. The gourmet eat-in kitchen features an expansive limestone counter, Sub-Zero, Viking, and Bosch appliances, a coffered ceiling, and a wood-burning fireplace. Upstairs, four bedrooms include a spacious primary suite with a drop-dead gorgeous walk-in fitted closet and spa bathroom. The layout could also support an in-law suite

128 Black Rock Tpke, Redding
815 Valley Rd, New Canaan
$1,600,000
3 Beds ⋅ 4 Baths ⋅ 24171336 MLS
Set on 1.53 beautifully landscaped acres on a quiet New Canaan cul-de-sac, this single-level home offers a rare blend of style, functionality, and flexibility in one of Fairfield County's most sought-after towns. The setting alone is worth the visit. Mature trees, lush greenery, and substantial new landscaping create a private retreat, while the heated in-ground pool anchors the backyard as a true summer destination. A circular drive and refined plantings deliver a sense of arrival the moment you turn in. Three en suite bedrooms and a half bath are arranged in a thoughtful, distinctive floor plan. The primary suite is a true retreat, featuring a fireplace, a spa-inspired en suite bath, and direct access to the grounds beyond. A second bedroom with its own en suite, atrium, and adjacent studio space offers exceptional versatility, easily serving as a guest suite with a private entrance, home office, creative retreat, or second bedroom. A third en suite bedroom rounds out the layout. Extensive upgrades are evident throughout: a redesigned kitchen with granite counters and custom built-ins, updated bathrooms, refinished flooring, vaulted ceilings, and a sun-filled living room anchored by a Palladian window. Located in the award-winning New Canaan school district and just minutes from town, the train, and the Merritt Parkway, the home delivers the rare combination of privacy and proximity.

815 Valley Rd, New Canaan

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