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$2,686,000
5 Beds ⋅ 6 Baths ⋅ 24169514 MLS
Tucked along one of Wilton's most coveted cul-de-sacs, 86 Middlebrook Farm Road is a home that truly belongs to its setting-quiet, prestigious, and effortlessly beautiful. Architecturally designed with intention and a refined eye, this residence balances timeless elegance with modern livability. Spanning 12 thoughtfully curated rooms, including 5 bedrooms, 5 full baths, and a powder room, the home offers both sophistication and comfort in equal measure. The heart of the home is a stunning kitchen, where an oversized marble island, two dishwashers, a walk-in pantry, and seamless flow create the perfect backdrop for daily living and entertaining alike. Each space feels purposeful, inviting, and easy to enjoy. Outdoors, the property transforms into a private, parklike retreat, bordered on one side by the Wilton Land Trust and on the other by 48 acres of the Wilton Riding Club. Flat, manicured grounds offers exceptional privacy and tranquility. The gunite pool serves as a sparkling focal point, paired with a sauna and lush landscaping, creating a true backyard escape. With flexible living options, including potential for a second primary suite, and a location just minutes to Wilton Center, top schools, and commuting routes, this home delivers a lifestyle that is both refined and relaxed.

86 Middlebrook Farm Rd, Wilton
$2,652,500
4 Beds ⋅ 3 Baths ⋅ 24163569 MLS
Welcome to this beautifully renovated Colonial in the heart of Darien, where timeless design meets modern luxury. Offering four bedrooms and three full bathrooms across four finished levels, this move-in ready home delivers exceptional space, style, and functionality for today's lifestyle. The home features a bright and airy layout with thoughtfully updated interiors throughout. The stunning renovation seamlessly blends classic architectural charm with high-end finishes, creating inviting living and entertaining spaces on every level. The main floor offers an effortless flow, perfect for both everyday living and hosting, while the upper levels provide well-appointed bedrooms and flexible spaces for work, relaxation, or play. The fully finished lower level adds incredible versatility-ideal for a media room or a gym. Set in a prime, in-town location, this home offers unparalleled convenience. Just moments to the train, top-rated schools, restaurants, shopping, and Darien's beautiful beaches. A rare opportunity to own a turnkey luxury home in one of Darien's most sought-after locations.

7 Walmsley Rd, Darien
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 24180010 MLS
Classic Connecticut Colonial beautifully renovated for today's lifestyle! This pristine 4-bedroom, 3.1-bath home offers an inviting open floor plan centered around a fabulous gourmet kitchen flowing seamlessly into a sun-filled family room with custom built-ins. Elegant entertaining spaces include an oversized dining room and gracious living room with fireplace, while a thoughtfully designed mudroom with custom millwork keeps things organized. Upstairs, the luxurious primary suite features a marble bath and his-and-hers walk-in closets, creating a private retreat, while two additional beautifully updated bathrooms complete the second floor. The finished lower level, filled with natural light from abundant windows, provides flexible space ideal for a playroom, home office, gym, or recreation room. Designed for both everyday living and entertaining, the screened porch and deck offer seamless indoor-outdoor enjoyment overlooking the sweeping flat backyard. Stone walls, perennial gardens, and beautifully landscaped grounds complete this picture-perfect family home, ideally located close to town, schools, Waveny Park, and commuting. ***HIGHEST AND BEST OFFERS BY 5PM 6/15/26***

293 Old Norwalk Rd, New Canaan
$2,650,000
5 Beds ⋅ 6 Baths ⋅ 24165876 MLS
Sophisticated, timeless, and flawlessly reimagined, this 7,600 sq ft transitional Hamptons-style Colonial-Cape delivers luxury living with effortless ease. Offering 18 beautifully scaled rooms - including 5 spacious bedrooms, 6 full baths, and multiple inviting gathering spaces - this home balances grand entertaining with relaxed everyday comfort. Exquisite millwork, sleek transitional finishes, and four fireplaces create warmth throughout, while sunlit formal rooms flow seamlessly into casual living areas. The chef's kitchen with service galley anchors the home and opens naturally to outdoor spaces. Private retreats, work-from-home areas, and a separate in-law apartment with private entrance enhance the home's versatility. The grounds are exceptional - lush landscaping, fieldstone walls, tiered patios, a resort-style pool with spa and waterfall, a heated pool house, and an elevated firepit patio all offer unmatched outdoor living. Tucked up on a quiet cul-de-sac, this property blends true neighborhood charm with the privacy of its own enclave. A premier location, superb craftsmanship, and every modern amenity - this is refined living at its best. Discover the lifestyle awaiting you ... schedule your private tour today. 7,692 SF TOTAL heated living space, per architect.

10 Woodhill Rd, Wilton
$2,650,000
6 Beds ⋅ 7 Baths ⋅ 24158976 MLS
A rare opportunity to own a custom-designed residence by renowned architect Peter Cadoux, nestled on a private cul-de-sac abutting Quarry Head Park/Harrison Smith Preserve providing direct access to nearly 60 acres of hiking and equestrian trails. Additional privacy is provided by a serene sanctuary of forever green space to the west. This extraordinary home combines architectural artistry, thoughtful design, and the finest materials and craftsmanship. The home has been meticulously maintained by a professional property manager. A grand foyer with 20+ ft ceilings, welcomes guests into an atmosphere of understated elegance, framed by exceptional millwork. The main living spaces flow gracefully: a formal dining room adorned with a crystal chandelier and an inviting living room featuring a coffered ceiling and fireplace. A half bath for guests and a private office with built-in wood cabinetry is off to the right. Off the dining room, the butler's pantry featuring a refrigerator and wine cooler make entertaining a breeze. The kitchen is a culinary dream, appointed with Viking and Sub-Zero appliances, double sinks, beautiful quartz countertops and gorgeous custom cabinetry. With ease for entertainment, the kitchen opens to the family room with a well-appointed stone fireplace. Mirroring this focal point, an outdoor fireplace anchors the wrap-around deck, offering seamless indoor-outdoor entertaining.

55 Tanners Dr, Wilton
$2,635,000
5 Beds ⋅ 5 Baths ⋅ 24150447 MLS
Set high on a quiet cul-de-sac, 2 Wahackme Lane is a gracious single family home in New Canaan that offers privacy, space, and a beautiful natural setting. Overlooking rolling greenery and expansive outdoor play areas, this property sits on 2.9 acres and is designed for both everyday living and entertaining. The home features 5 bedrooms, (the 5th bedroom with full bath is on the first floor and is an optional home office) 4 full baths and 2 half, with thoughtful details throughout, including 3 fireplaces and a charming screened porch off the dining room-ideal for summer evenings. The oversized kitchen is the heart of the home, complete with an eat-in area and an adjoining family room. French doors open to a sunny terrace, creating a seamless flow for outdoor dining. Upstairs you will find 4 bedrooms,3 full baths, a convenient laundry room, and an oversized great room, offering flexible space for recreation, homework, or quiet retreat. Perfectly located just minutes from Irwin Park, downtown New Canaan, and West School. This hilltop retreat combines a serene setting with easy access to town amenities, making it an exceptional place to call home.

2 Wahackme Ln, New Canaan
$2,605,000
4 Beds ⋅ 3 Baths ⋅ 24156801 MLS
Welcome to 2 Red Rose Circle - a bright and beautifully maintained Four bedroom, Two full one 1/2 bath Colonial nestled on a quiet cul-de-sac in one of Darien's most sought after neighborhoods. Set on a flat, sunny half acre, this move-in-ready home combines timeless style with comfortable, everyday living. Natural light fills the spacious rooms, creating a warm and welcoming atmosphere throughout. The inviting kitchen opens to a casual dining area and overlooks the expansive backyard-perfect for hosting barbecues, playing catch, or simply relaxing in the sunshine. A flexible first floor layout offers open gathering spaces along with quiet nooks ideal for entertaining or unwinding. Upstairs, you'll find four expansive bedrooms, including a serene primary suite with a private bath. The finished lower level provides additional living space for a playroom, gym, and home office. Don't miss the two car garage which has a place for all your tools and sporting equipment. Enjoy life in a friendly neighborhood close to top rated schools, beaches, parks, and the train-all just minutes away. With its natural light, level yard, and easy flow, this home is the perfect place to settle in, spread out, and make lasting memories in the heart of Darien.

2 Red Rose Cir, Darien
$2,600,000
5 Beds ⋅ 5 Baths ⋅ 24186885 MLS
Welcome to 559 Cheese Spring Rd., a sun-drenched and meticulously maintained 4,300 square-foot center hall colonial - a Connecticut classic that is stylish, pristine and truly move-in ready. The first floor offers a gracious living room, large dining room with fireplace and built-ins, and a sunlit sunroom/playroom with cathedral ceiling which opens onto a lovely outdoor deck. The updated gourmet eat-in kitchen features high end appliances and opens to a spectacular oversized family room with a fireplace and built-ins. A new marble powder room and laundry complete the main level. Upstairs, the expanded primary suite addition features a cathedral ceiling, spa-like marble bath and two walk-in closets. A second en-suite bedroom with a walk-in closet, three additional bedrooms and a full bath round out the second floor. The walk-out lower level offers a spacious playroom with built-ins, full bath, bar area, and dedicated exercise space, with French Doors opening to an inviting bluestone terrace. Set on two private, beautifully landscaped acres, there is a fabulous flat open play yard and a built-in firepit for outdoor gatherings. Exceptional in every way, this is a forever home to enjoy and cherish with family and friends.

559 Cheese Spring Rd, New Canaan
$2,600,000
4 Beds ⋅ 5 Baths ⋅ 24166876 MLS
On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved character with thoughtful updates, including original wide-board pine floors, plaster walls, refurbished Indian shutters, 10 fireplaces, and a chef's kitchen with soapstone counters, La Cornue range, butler's pantry, and built-in banquette. Four bedrooms are joined by a third-floor den currently configured as a 5th bedroom.The primary suite features a 2026 expanded glass-and-tile shower, walk-in dressing room, and cedar closets. Grounds by Michael Trapp include a 44-foot gunite pool, planted rooftop deck with 10-foot spa, tea house, gazebo, gas fire pit, and attached 3-car garage. This is the rare offering where architecture, national history, and daily livability all carry equal weight - a Georgian landmark with Revolutionary War provenance, museum-quality restoration, and a Trapp landscape compound, presented in turnkey condition for its next generation of stewardship.

47 North St, Litchfield
$2,600,000
7 Beds ⋅ 7 Baths ⋅ 24159051 MLS
A luxury estate awaits on 6.7 private acres at the end of a quiet cul-de-sac. This remarkable Avon residence offers more than 10,000 square feet of refined living space designed for both elegant entertaining and everyday comfort. A circular driveway framed by stately pillars welcomes you to the residence, where a dramatic two-story foyer with sweeping staircases introduces the elegant interior. Newly installed hardwood flooring flows throughout the home, enhancing the warmth and continuity of the gracious living spaces. Thoughtfully designed rooms include a distinguished wood-paneled library with fireplace, elegant formal rooms, and expansive gathering areas filled with natural light. At the heart of the home is a beautifully renovated chef's kitchen, featuring premium appliances, custom cabinetry, and a striking cathedral window overlooking the surrounding landscape. The primary suite functions as a private retreat, complete with boutique-style custom dressing rooms and a luxurious bath. Additional bedrooms and living spaces offer flexibility for family and guests. The newly refinished walk-out lower level provides exceptional additional living space, including a recreation area and an additional bedroom ideal for extended guests, a nanny suite, or private accommodations. Outdoors, the property transforms into a resort-inspired setting with expansive stone patios, a stunning in-ground pool, and beautifully landscaped grounds that create remarkable privacy.

59 Lord Davis Ln, Avon
$2,595,000
4 Beds ⋅ 3 Baths ⋅ 24190197 MLS
Welcome to this pristine, move-in-ready 4-bedroom, 3-bath Center Hall Colonial, ideally situated in the highly desirable Hoyt Farm Association. Thoughtfully updated and meticulously maintained, this exceptional home offers a modern floor plan designed for comfortable living and effortless entertaining. The stunning chef's kitchen features top-of-the-line appliances, a granite center island, and hardwood floors, with new sliding glass doors opening onto a mahogany deck overlooking a park-like, level backyard. The gracious family room with a fireplace creates a warm gathering space, while the expansive living room boasts a second fireplace and an oversized picture window. A generous dining room is perfect for hosting family and friends, and a first-floor office makes working from home a pleasure. Upstairs, the luxurious primary suite offers a beautifully updated bath and a spacious walk-in closet, while three additional bedrooms and an updated bathroom provide ample space for family and guests. Hardwood floors extend throughout the home, enhancing its timeless appeal. Outside, lush gardens and mature landscaping create a private backyard retreat on stunning grounds. Ideally located just minutes from town, schools, the train, and major parkways, this beautifully maintained home combines classic Colonial charm with today's modern amenities.

667 Carter St, New Canaan
$2,595,000
4 Beds ⋅ 6 Baths ⋅ 24130047 MLS
Come delight in seeing an exceptional New Canaan residence designed with style, sophistication and sited on a stunning landscaped 2.1 acres in a sought after neighborhood. As soon as you arrive, from the double height foyer welcoming you home to the inviting living room and the great family room, this is your place to relax and entertain with family and friends as you gather around the fireplaces. Come walk the delightful gardens, enjoy the privacy of the mature specimen trees and why not play games across the beautiful lawns. Croquet or soccer anyone? Located on a highly desirable cul-de-sac, the house has a beautiful private spa pool nestled in the gardens. A centrally positioned kitchen with expansive granite counters and island invite you in for conversations and cooking. The handsome paneled library with fireplace and wet bar opens to a spacious terrace, gardens and offers you a retreat for reading, working, and relaxing. Then there is the beautiful first floor Owner's suite as well as a second Primary Suite - take your choice! All bedrooms are ensuite. The Lower Level is flexible for relaxation, work, or play in front of the fireplace. To top it off there is the modern convenience of a garage Electric Vehicle Charger Located minutes to the Village with great shops, nationally ranked schools, library, parks, trains. --

104 Ramhorne Rd, New Canaan
$2,579,900
9 Beds ⋅ 8 Baths ⋅ 24161118 MLS
Set on a private one-acre corner lot, this stately 1900 Georgian Colonial offers over 7,500 sqft of living space, blending timeless architecture with modern updates. Featuring 9 bedrooms, 8.5 baths, and 8 fireplaces, the home showcases exceptional scale and craftsmanship. Inside, you'll find 12-foot ceilings, intricate millwork, leaded glass windows, and custom built-ins that reflect its historic character. A sweeping central staircase anchors the home, with sun-filled formal living and dining areas that open to a full-length veranda overlooking the private grounds and gated pool. The kitchen and bathrooms have been updated, offering modern functionality while preserving the home's original charm. A cozy den with exposed oak beams and a fireplace adds warmth and contrast to the main level. Upstairs, the primary suite includes a fireplace, dressing area, walk-in closet, and balcony with distant views of Long Island Sound. Additional bedrooms and a spacious third-floor living area provide flexibility for guests or extended living. Located in an R-20 zone with possible subdivision potential, this is a rare opportunity to own a distinctive property that combines historic elegance with long-term upside.

26 Shady Ln, Greenwich
$2,575,000
3 Beds ⋅ 4 Baths ⋅ 24157695 MLS ⋅ One Old Church BLDG.
Enjoy effortless living in this centrally located Greenwich end unit townhouse featuring 3 bedrooms and 3.1 baths across three beautifully designed levels. Vaulted ceilings and an open floor plan create a bright, airy feel, with oversized windows filling the home with natural light. The first floor bedroom is beautifully positioned on the main level, offering comfort and convenience with easy access to the home's primary living spaces. Upstairs, two spacious ensuite bedrooms provide privacy and refined comfort, each thoughtfully designed with generous closets and well appointed baths. The lower level offers exceptional additional living space, perfect for a media room, gym, lounge, or recreation area allowing for seamless entertaining and everyday enjoyment. As an end unit, the home benefits from enhanced light and added privacy. A two car garage and a prime in town location close to shops, dining, and the train complete this exceptional offering. Luxury, convenience, and turnkey townhouse living in the heart of Greenwich.

1 Old Church Rd Unit APT 1, Greenwich
$2,552,000
6 Beds ⋅ 6 Baths ⋅ 24185788 MLS
Built by the renowned Kellogg Brothers, this exceptional custom home showcases timeless craftsmanship, architectural elegance, and meticulous attention to detail. A circular driveway leads to a dramatic two-story foyer with Bordeaux-style Brazilian cherry parquet flooring. The gourmet kitchen is appointed with a Sub-Zero refrigerator, Viking six-burner range with griddle, pot filler, warming drawer, two dishwashers, custom cabinetry, walk-in pantry, and sliders opening to the expansive deck. The spectacular great room features soaring ceilings, a fireplace, dramatic two-story windows, extensive custom millwork, refinished hardwood floors, a brass chandelier, and sliders that seamlessly connect to the outdoor living spaces. Additional highlights include a sun-filled living room with fireplace and bow window, elegant dining room with window seat, and a richly paneled office with French doors and access to the screened porch. Outside, enjoy a heated infinity-edge Gunite pool, grotto seating area, mature landscaping, and manicured privet hedges creating an exceptional private oasis. The property also offers direct access to scenic walking trails connecting to 93-acres of the Wilton Land Trust and Harris Smith Preserve. The home offers six bedrooms, including five upstairs and one on the walk-out lower level. The finished lower level features a recreation room with a wood-burning fireplace. Grey Rocks truly depicts luxury, comfort, and timeless design.

88 Grey Rocks Rd, Wilton
$2,500,000
3 Beds ⋅ 6 Baths ⋅ 24195979 MLS ⋅ Kensett BLDG.
Experience refined living in this exceptional custom townhome, ideally situated in Darien's prestigious Kensett community. One of the largest "Willow" floor plans, this immaculate residence offers over 5,200 square feet of thoughtfully designed living space with 3 bedrooms, 5.5 baths, and a private elevator serving all three levels. Crafted for both everyday comfort and elegant entertaining, the home features soaring 10-foot ceilings, rich hardwood floors, a gourmet kitchen with premium finishes, a butler's pantry, private home office, and a spectacular great room that opens through four sets of French doors to an expansive 36-foot deck. The luxurious primary suite is a true retreat, complete with a fireplace, dual walk-in closets, and separate spa-inspired bathrooms. The finished walk-out lower level includes a full bath, abundant storage, and flexible space ideal for guests, recreation, or a potential in-law suite. As the only end-of-cul-de-sac residence in Kensett with this unique layout, it offers exceptional privacy and outdoor living with both an oversized deck and private stone terrace. Residents enjoy resort-style amenities including a clubhouse, heated pool and spa, fitness center, fire pit, walking trails, meadows, and a scenic conservation area. Just minutes from downtown Darien, Metro-North, beaches, shopping, dining, and top-rated schools, this home delivers luxury, convenience, and an unparalleled lifestyle.

57 Kensett Ln Unit 57, Darien
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 24168623 MLS ⋅ Milbank Mead BLDG.
A rare offering in the heart of downtown Greenwich, this 2,500 sq. ft. luxury condominium delivers an exceptional blend of sophistication, privacy and effortless living. Set within a serene, tree-line enclave, the residence offers a refined retreat just moments from Greenwich Avenue. A private elevator from the garage introduces a thoughtfully designed interior where elevated finishes and timeless details define the space. The main level showcases a gracious living room with a gas fireplace and custom built-ins, flowing seamlessly into an expansive dining room designed for elegant entertaining. The chef's kitchen is appointed with high-end appliances, a bespoke breakfast nook, and opens to a private covered terrace overlooking the lush grounds. A powder rooms completes this level. The second floor reveals 2 generously proportioned bedrooms, a full bath and a stunning primary suite featuring a spa-inspired dressing room. A dedicated laundry area enhances everyday convenience. Additional amenities include private garage parking with an electric charging station and abundant storage. Offering the rare combination of tranquility, scale and premier in-town location, this residence of luxury living with the charm of a secluded "treehouse" retreat.

178 Milbank Ave Unit 2, Greenwich
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 24168797 MLS
Beautifully renovated and thoughtfully reimagined, this light-filled 3-bedroom, 2.1-bath residence offers effortless one-floor living on a private and serene 0.72-acre property in central Greenwich. Blending modern updates with timeless appeal, the home is perfectly positioned just moments from top schools, town, and transportation. Sun-drenched interiors feature an open and inviting layout, highlighted by a spacious family room with tranquil garden views and seamless access to an expansive stone patio ideal for indoor-outdoor living and entertaining. The elegant living room, anchored by a fireplace, creates a warm and sophisticated atmosphere, while the formal dining room and updated eat-in kitchen provide the perfect setting for both intimate gatherings and larger-scale entertaining. The gracious primary suite is a true retreat, with windows on three exposures that flood the space with natural light, complemented by a beautifully appointed full bath. Two additional bedrooms offer flexibility for guests, a home office, or creative space, including one with custom built-ins. Privately set yet exceptionally convenient, this property offers close proximity to all amenities. With generous FAR allowing for future expansion, this is a rare opportunity to enjoy move-in-ready living with long-term potential in a coveted location.

64 Hillside Rd, Greenwich
$2,500,000
12 Beds ⋅ 9 Baths ⋅ 24163687 MLS
Exceptional four-unit investment opportunity in one of Stamford's most convenient neighborhoods. This unique two-building package features two established and move in ready units in the front building and two brand new townhomes in the back all fully leased with tenants in place and generating $195,300 in annual gross income. The rear townhomes offer modern finishes, central air conditioning, all new appliances, and two dedicated garage parking spots. With 5,826 square feet of total living space across 12 bedrooms and 9 bathrooms, this property delivers exceptional scale and rental appeal. Investors will appreciate the low annual taxes of just $22,074 and a zoning designation of RMF, supporting long-term income stability. This is a true turnkey asset. Leases are in place, nothing needs to be done simply collect your return from day one with happy tenants in place.

24 Hoyt St, Stamford
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 24154000 MLS
Follow the meandering driveway to Ravenswood. Featured in Architectural Digest (2020), the home was built by design-driven, eco-conscious architects StoneFox, known for contemporary architecture with a strong sense of place. Their approach emphasizes clean, simple design and a sensitive connection to nature and the environment. As you enter, you are struck by the soaring living room ceilings. Large windows pull your eye out to the landscape and the heated gunite pool that sits seamlessly just beyond. The kitchen is anchored by a modern marble island, the centerpiece of the room. Appliances are integrated with custom European bleached white oak cabinetry for a seamless look, finished with Carrara marble. The den is conveniently located on the first floor and features large glass doors to provide privacy when required. A bedroom suite and a powder room complete this level. Climb the solid oak staircase to the second floor to find a modern, light-filled landing large enough to accommodate an office. The spacious primary suite welcomes the outside in with a large picture window that frames the New England forest. Your own private retreat. The primary bath features a large soaking tub that overlooks the property, allowing you to take in the serene, quiet landscape. A double vanity and large marble shower set the tone for this modern sanctuary.

60 Selleck Hill Rd, Salisbury
$2,500,000
4 Beds ⋅ 3 Baths ⋅ 24141648 MLS
Refined Colonial: A 4-Acre Private Sanctuary of Classic Elegance & Modern Luxury. Experience the perfect harmony of timeless Colonial architecture and contemporary luxury in this spacious 4,000+ SF home. Nestled on 4 lush, private acres within the prime, sought-after West Road estate area, this property offers a true sanctuary of nature without sacrificing a moment of modern convenience. Step Inside to Light-Filled Living. The interior flows effortlessly into the heart of the home: a stunningly refreshed chef's kitchen. Reimagined for 2025, this culinary space is designed for both casual living and grand-scale entertaining, featuring: dual islands & sinks: offering maximum prep space and utility.Brand-new quartz countertops, a modern tile backsplash, and a high-end cooktop. Sun-Drenched Breakfast Nook: A windowed corner perfect for peaceful morning coffee.This home has elegant and versatile Living spaces. The home's layout provides both formal and relaxed areas for every occasion: Grand family room: features dramatic vaulted ceilings, custom built-ins, bookshelves, and a cozy fireplace. Formal living room is a sophisticated retreat with a fireplace flanked by elegant built-ins and bookshelves; sliders provide access to the serene back yard. Nature-inspired dining room: Host dinner parties surrounded by floor-to-ceiling windows that perfectly frame the property's natural views.

1038 West Rd, New Canaan
$2,500,000
6 Beds ⋅ 4 Baths ⋅ 24138826 MLS
Experience resort-style living at 88 Starin Drive, a striking architectural estate set on over 4 acres of privacy in Stamford. Designed with dramatic volume and incredible natural light, this sprawling single-level ranch offers more than 5,000 square feet of sophisticated living space framed by walls of glass, soaring ceilings, and seamless indoor-outdoor flow. A spectacular floor-to-ceiling stone fireplace anchors multiple living areas, creating a warm and elegant atmosphere perfect for both grand entertaining and quiet evenings at home. The dining room feels like a gallery with its bold lines and oversized windows, while the expansive kitchen features custom wood cabinetry, granite counters, double sinks, and a sunlit breakfast nook set against a wall of angled glass. The bedroom wing includes spacious rooms filled with natural light, with the serene primary suite offering sliders to the grounds and a spa-style bath with beautiful tilework. The lower level adds even more livable space with a recreation room, fireplace, and walk-out access. Step outside and your private retreat unfolds with an in-ground pool, tennis court, stone patio, and lush landscaped grounds that make every day feel like a getaway. Additional features include ample heating system, central air, underground sprinklers, ample storage, and an ideal location close to parks, golf, and major commuter routes. This rare offering blends luxury, privacy, and timeless design in one extraordinary estate.

88 Starin Dr, Stamford
$2,500,000
3 Beds ⋅ 6 Baths ⋅ 24111140 MLS
French Chateau in Bridgwater. Considered one of the most coveted streets in the surrounding areas. Stone wall with gated entrance. Double height foyer.Atrium living room with wall of French doors and marble fireplace. Sexy bar leads to the library. Open & gourmet kitchen with fireplace and butler's pantry. Formal dining room. First floor primary suite with marble bath and massive walk-in closet. Billiards room and 2 half baths. Upstairs guest rooms are both with en-suite baths. There is a perfect spot for a 4th bedroom ready for your ideas in the lower level or finish off a portion of the barn/garage. Fabulous terrace is accessed from most every room overlooks the lush grounds, Gunite pool with spa, cabana and views. Complete privacy on a coveted & prestigious street with a majestic presence. The lower level with an additional 1/2 bath and 4 car parking spaces. Additional detached garage with 4 additional bays and one oversized for a boat and an upstairs loft that could be finished. The boat launch to Lake Lillinonah is just at the end of the street. Generator. The property has been meticulously maintained and is magical. This is a true, trophy property not to be missed. Quintessential New England at it's best.

370 Northrop St, Bridgewater
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 24101226 MLS
PROMINENT 55-ACRE EQUESTRIAN FACILITY w/PRIMARY 6,000SF RESIDENCE w/2 APARTMENTS! Nestled amid a peaceful countryside, this exceptional horse property presents a rare opportunity to acquire a versatile estate that seamlessly combines elegant residential living w/impressive equestrian facilities. A turnkey sanctuary for those seeking solitude, sophistication, & functionality. A private gated entry welcomes you w/both security & a sense of arrival. A front wrap around porch beckons. Stepping inside, you're greeted by 9' ceilings & hardwood floors lending continuity to the gracious open floor plan. Formal dining room offers elegant space for special occasions. Multiple sliding glass doors accentuate an indoor/outdoor flow. Adjacent living areas provide a cozy retreat for relaxation by the beautiful fireplace, balanced by surrounding built-ins. Kitchen is a central hub w/custom wood cabinetry, generous granite-topped counter space, & breakfast nook. The main level primary bedroom offers a welcoming refuse from long days. Fully remodeled, the primary bath is well-appointed w/whirlpool tub, glass walk-in shower, double vanity, additional closets, & large picture window. Main level continues w/dedicated home office, powder room, laundry room, & access to oversized attached 2-car garage. The owner's residence further expands upstairs to 2 add. sizeable bedrooms serviced by another full bath. The upper level is also home to the first of 2 fully independent apartments. *CONTINUED*

66-86 Bebbington Rd, Ashford
$2,500,000
5 Beds ⋅ 6 Baths ⋅ 24104754 MLS
Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a peaceful koi pond and gentle stream that leads to a stunning waterfall. This sets the tone for the serene lifestyle that awaits. Inside, a massive sunroom offers panoramic vistas of the large, private yard, the creek and L.I.Sound - ideal for morning coffee or relaxing sunsets. Located just a short stroll from both the heart of Madison and a sandy beach. This rare offering blends privacy, charm and convenience - an exceptional opportunity to live the coastal lifestyle you have been dreaming of.

77 E Wharf Rd, Madison
$2,499,000
4 Beds ⋅ 8 Baths ⋅ 24162452 MLS
Custom Catarino-built French Country residence, located on a cul-de-sac in an enclave of fine homes, seamlessly blends rustic charm with modern elegance. Situated high on a knoll to capture unparalleled views of Hartford skyline and the ridges beyond, this 5022 sq ft home, built in 2016, offers a multitude of warm, welcoming spaces, each designed to perfection. The Kitchen and Great Room create an immediate impact - literally take your breath away - with extraordinary architectural design that offer both scale and comfort. A stove hood crafted from natural stone anchors the space, complemented by beams of reclaimed wood overhead, a massive center island with seating for six, and a windowed sitting alcove that calls you to relax with a morning coffee. In the two-story Great Room, oversized custom Andersen windows flood the space with natural light, while a stone gas fireplace adds warmth and a striking focal point. Vibrant sunsets transform the dining room many evenings, casting the space in warm light and color. Working from home is a pleasure in the dedicated office with bump-out bay windows, coffered ceiling, and gas fireplace. A fabulous first floor flex space with attached accessible bath is perfect for guests, playroom or library. On the second level is a magnificent primary bedroom with stunning barrel ceiling, sitting room, French doors opening to sweeping vistas, and a sumptuous ensuite bath with soaking tub, heated floors, and deluxe shower. Three additional

515 Cedar Ridge Dr, Glastonbury
$2,495,000
4 Beds ⋅ 3 Baths ⋅ 24160858 MLS
NEW PRICE. Set back from Middle Beach Rd and sited 25' above sea level (so no flood insurance needed!) with deeded beach rights and views of Long Island Sound is a like-new (completed in 2023) charming 4 bedroom, Cape Cod style home on an unusually large 1.12 acre lot. The open plan's first floor has a cathedral ceiling in the living room with a gas-lit stone fireplace, a dining area, and a fully equipped eat-in kitchen adjacent to a mud room leading to the attached garage. The first floor primary bedroom has a large bathroom and an enormous walk-in closet, the object of many dreams. A den/office and a powder room complete the first floor. The second floor has three spacious bedrooms, a family bathroom and a large room currently used as an art studio but could be a large bright bedroom. There are two porches - one overlooks the water and the other, the back yard. A full, unfinished basement and unfinished space above the garage also offer endless possibilities. Access this special property via Pheasant Drive.

81A 81a Middle Beach Rd, Madison
$2,464,800
6 Beds ⋅ 3 Baths ⋅ 24174054 MLS
Rarely does a portfolio like this come to market. Five multifamily properties at 19, 20, 25, 29 & 33 Landry Street in Bristol offer 22 units on a single dead-end street - a level of concentration that makes management straightforward and cash flow strong from day one. Many units have been renovated, major capital improvements are complete, and select units can be converted from two to three bedrooms for added upside. Off-street parking is available for all units. Bristol's profile as home to ESPN's global headquarters drives consistent rental demand, and its central Connecticut location attracts commuters from Hartford, Waterbury, and New Haven. The result is a tenant-friendly city with durable occupancy and real rent growth potential. Properties to be sold as a package.

29 Landry St, Bristol
$2,460,000
4 Beds ⋅ 5 Baths ⋅ 24158717 MLS
A masterclass in modern luxury, this breathtaking Ridgefield estate has been meticulously reimagined by premier builder Thomas Sturges Construction, achieving a rare balance of architectural brilliance, refined comfort, and energy efficiency, all set against awe-inspiring panoramic 50-mile views of the Hudson River Valley. Completely transformed, the residence unveils a sophisticated open-concept design where wide-plank oak floors, walls of glass and impeccable craftsmanship define every space. The chef's kitchen is a showpiece of form and function with natural stone counters, custom cabinetry and professional-grade Viking appliances seamlessly flowing into a chic dining area and luminous living room anchored by a sleek gas fireplace. The main-level primary suite is a private sanctuary, offering dual walk-in closets and a spa bath worthy of a five-star retreat. Upstairs, two additional ensuite bedrooms showcase exquisite finishes and elevated comfort. The lower level extends the living experience with a full in-law or au pair suite, complete with separate entrance, laundry and a stunning family room framed by stone-accented walls. Outdoor living is redefined with tiered decks, a granite patio, Wagner pool and spa and a romantic gazebo set amid manicured grounds. Great NYC commute. Perfectly sited minutes from Ridgefield's boutique shops, acclaimed dining and cultural attractions. An exceptional residence embodying the pinnacle of modern elegance and timeless craftsmanship!

71 Peaceable Ridge Rd, Ridgefield
$2,454,000
6 Beds ⋅ 6 Baths ⋅ 24167275 MLS
Tucked at the end of a cul-de-sac in one of Wilton's most convenient locations, 8 Maplewood Lane is designed for the way you want to live-easy, active, and connected to nature. With 5-6 bedrooms, a backyard pool, and a rare rear border on a protected nature preserve, this home offers something that's hard to find: lasting privacy with a true "no neighbors behind you" setting. Start your mornings with coffee and birdsong, knowing the view beyond your yard will remain untouched. Spend afternoons poolside, grilling, entertaining, or unwinding after a busy day-this is a property that makes it simple to enjoy summer at home. When the seasons change, the preserve backdrop adds year-round beauty, from fresh spring greens to crisp fall color. Inside, the generous bedroom count creates flexibility for a variety of needs-guest space, work-from-home options, a hobby room, or a dedicated play or fitness area-while still keeping everyone comfortable. And when it's time to head out, you're perfectly placed close to Wilton schools, town amenities, and Rolling Hills Country Club, making everyday errands, activities, and meetups feel effortless. If you've been looking for a home that blends neighborhood convenience, outdoor lifestyle, and enduring privacy, 8 Maplewood Lane is one you'll want to experience in person. 2.75% assumable mortgage until 2028 and 40K credit at closing toward a new roof.

8 Maplewood Ln, Wilton

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