Refine Search
Map
Sort by
$2,850,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24193634 MLS
Nestled at the end of a private lane off sought after Smith Ridge Road, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and it opens seamlessly into the family room for effortless everyday living. The spacious living room showcases French doors that lead to a breathtaking park-like setting with a built-in outdoor grill and stone fireplace. The first-floor primary suite is approached through a cozy sitting room with a fireplace, creating an intimate and inviting entry. Four beautifully finished bedrooms complete the home, each crafted with thoughtful detail and classic appeal. The expansive bonus room above the garage-complete with a full bathroom and steam shower-offers exceptional versatility, perfect for a home gym, recreation room, private office, or guest suite. Brand new septic system!

758 Smith Ridge Rd, New Canaan
$2,850,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24188324 MLS
Spectacular custom estate built by Andy Frank in prestigious Greenfield Hill featuring a rare first-floor primary suite w/fireplace, spacious WIC, luxurious spa bath & vaulted ceiling -- a true standout for convenient main-level living. Set on over 2 magnificent landscaped acres on a double cul-de-sac, this home delivers resort-style living w/exceptional privacy. Outside, an oversized free-form gunite pool w/waterfall anchors spectacular entertaining & relaxing areas, complemented by stone walls, a large stone patio, and lovely deck - and enhanced by beautiful mature plantings & deer fencing. Inside, a dramatic double-height foyer w/marble floor leads into a custom EIK with quartz countertops, an oversized island & pantry that opens seamlessly to the lovely family/living room & idyllic backyard. Another larger family room features a custom bar, pool table, built-ins, and a half bath. Three fireplaces, a first-floor library/office, custom laundry room & two staircases complete the first floor. Upstairs, the second floor offers four large bedrooms & two beautifully full baths. The finished walk-out LLevel is an entertainer's dream, complete w/custom wine cellar, full bath, wet bar, multiple entertaining zones, storage rooms & gym space. Exquisite millwork & detail throughout. This private, spacious setting is a short drive to the train for NY commuters, & to vibrant shops, restaurants & the energy of downtown Fairfield & Westport. Natural gas completes this special property.

73 Foggwood Cir, Fairfield
$2,850,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24177108 MLS
Experience beachfront living at its finest in this exquisitely designed coastal oasis offering over 2,900 square feet of refined luxury. Thoughtfully crafted to maximize breathtaking ocean views, this stunning residence seamlessly blends elegant design with relaxed waterfront living. The gourmet kitchen is a chef's dream, featuring premium Bertazzoni appliances, granite countertops, and a spacious butler's pantry perfect for effortless entertaining. Sun-filled living spaces capture panoramic water views and create an inviting atmosphere throughout the home. Retreat to the spectacular primary suite complete with a luxurious ensuite bath featuring a steam shower, bidet, and spa-like finishes designed for ultimate comfort and relaxation. Step outside to an exceptional outdoor entertainment area where you can host guests, dine al fresco, or simply unwind while enjoying the sights and sounds of the shoreline. This remarkable beachfront property offers the perfect blend of sophistication, comfort, and coastal elegance.

99 Shore Rd, Clinton
$2,850,000
8 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24151632 MLS
Broadview Estate - A masterpiece in colonial revival design -Perched gracefully on the gentle hilltops of Middlebury! The Cameron Clark design is well preserved and displays a high quality of workmanship and materials, as well as the gracious proportions and classically inspired details inherent of the colonial revival. This residence is one of the finest examples of this style. Together the house and related garden cottages, grounds and surrounding landscapes of fields and woodlands, drape across the gentle hilltops of Middlebury with magnificent vistas east, west and north. It constitutes one of the most beautiful and historically significant properties in the area. The estate encompasses the seventeen room main house and three guest cottages: converted stables with unique industrial accents, classic cape, and pool side studio. The main home features magnificently scaled formal and informal settings, exquisite millwork, hardwood floors. Chefs' quality kitchen with sensational marble, large butler's pantry, breakfast nook, informal dining room, 800 bottle temperature controlled wine room complete this area. This opens to the library and raised paneled great room with vaulted ceilings and stone fireplace. Pass by the sweeping free-standing staircase which leads to the second level and enter the formal dining room and living room both with fireplaces adjacent to a mahogany paneled office. The wonderful conservatory overlooking the beautiful gardens, sauna room, two half baths

775 South St, Middlebury
$2,800,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187539 MLS
The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic.

167 Beebe Hill Rd, Canaan
$2,800,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24187347 MLS
Premier direct waterfront living w/ ownership extending to the creek side, miles of sandy beach for endless walks, spectacular water views & a pristine 4 bedroom home - Welcome to 1871/1872 Fairfield Beach Road. Set on a .22, level acre w/ additional creek side parking for convenience. From the moment you arrive, the covered wraparound porch invites you to relax & enjoy the gorgeous water views. Inside, sunlight streams through every room, creating bright, airy spaces that feel both welcoming & peaceful. The main level offers spacious living areas, including an eat-in kitchen w/ an island, dining area & laundry room. The inviting family room features a stone fireplace, while the sunroom showcases unobstructed, panoramic water views. The French door opens to an expansive patio & sandy beach, creating the perfect connection between indoor & outdoor living while providing an amazing setting for entertaining or simply enjoying the beautiful waterfront. The 2nd level features 4 bedrooms, including 2 that capture breathtaking water views, along w/ a hall bath. The 3rd level offers flexible space w/ water views, making it ideal for a home office, studio, reading retreat or added storage. Perfectly positioned this home offers the rare combination of tranquil coastal living w/ convenient access to Fairfield's acclaimed restaurants, boutique shopping, train, parks & schools. From sandy beach walks to sunset gatherings, this is more than a home, it is an exceptional lifestyle.

1871 Fairfield Beach Rd, Fairfield
$2,800,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24168358 MLS
Spectacular contemporary on secluded 3+ acre setting within walking distance of Stonington Village. Beautiful solid hardwoods throughout, with generous windows and sliders that offer beautiful views of the surrounding landscaped gardens, pool/spa, and pond. Superior construction, expertly maintained. A private, idyllic setting with easy access to one of New England's most charming seaside villages.

111 Tipping Rock Rd, Stonington
$2,800,000
15 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24045388 MLS
This unique farm complex is comprised of an equestrian area for 40 horses +, 5 residential houses and more. It has been in operation for over 100 years and is ready for new multi-generation owners to take the reins or for a progressive investor. There is nearly 280 acres of outstanding land, a pond, pastureland, rolling hills, stalls for 40+ horses and much more. There is, also, an outstanding mix of 5 houses that have 22 bedrooms for the families to share. The current owners are using 2 houses and renting 3 other homes. The investor may generate rental income from the farm's 5 residential homes and 1. a Two story 35x50 horse barn, 2.a 35x80 stable with 1.5 story horse stalls. 3 a Barn with double row stalls, 4. a 4-bay garage, etc.. These items may also be considered depreciable property (see your tax advisor). Other sources of income from the farm would include leases for pasture land and equestrian rental of the stable & indoor/outdoor riding, which is currently leased). Potential income may come from establishing a farm stand, growing grapes/ winery, Christmas tree sales, blue berries, and more The State of Connecticut Conservation Restriction requires this property to be 'agriculture in nature' according to development rights the state acquired approximately 70 years ago. both parcel MUST be sold together.

153 Wallingford Rd, Durham
$2,799,999
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24181939 MLS
Welcome to your private coastal sanctuary in the prestigious Sachem Head area of Guilford. This 5,620 sqft estate is a masterclass in luxury living, set on 2.31 wooded waterfront acres. Come up the gated driveway and step inside to discover a home designed for ultimate leisure. The living room features a bespoke custom mural and a stunning aquarium, serving as a mesmerizing feature next to French doors leading to the patio. Entertain effortlessly in your private home theatre, escape to your sauna tucked under the stairs, cook in the gourmet Wolf kitchen, or retreat to the office, where a bookshelf conceals a secret closet. The outdoor experience is unmatched. The custom pool area, equipped with an outdoor kitchen and pizza oven, is a resort-style masterpiece, featuring two integrated hot tubs and a dramatic infinity edge that blurs the line between water and nature. A heated walkway from the first-floor bathroom leads you straight to one of the hot tubs for year-round use. This home is thoughtfully designed for pet owners, featuring a dog door, dog washing station in the garage, and wiring for an electric fence to keep your companions safe. Modern sophistication meets comfort with a 2.5-bay attached garage, a Lutron Homeworks lighting system, a Crestron audio system, and a 2025 security installation. Recent mechanical updates including a 2023 furnace and serviced air handlers, ensure peak efficiency. Experience luxury at 76 Sachem Head Road. Schedule a private showing today.

76 Sachem Head Rd, Guilford
$2,799,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24189715 MLS
Privately nestled in Westport's coveted Old Hill neighborhood, this extraordinary five-bedroom New England residence offers a rare opportunity to own a home where timeless character & modern comfort come together beautifully. Thoughtfully updated while preserving its remarkable architectural details, the residence features sun-filled interiors, beautifully scaled rooms, & an inviting warmth throughout. Original elements reflect the home's storied past, while carefully integrated updates provide exceptional comfort for today's lifestyle. A standout feature is the distinctive pub room with its original wood bar - an unforgettable setting for intimate gatherings, celebrations, or quiet evenings at home. The versatile third level offers endless possibilities as a private guest retreat, second primary suite, or home office. Outside, mature specimen trees, flowering gardens, rolling lawns, and elegant stone terraces create a private retreat that evolves beautifully with the seasons. Completing the property is a charming barn with electricity, water, cable, & convenient parking, offering exceptional flexibility as a studio, workshop, recreation space, or a future vision uniquely tailored to the next owner. Just minutes from downtown Westport, award-winning schools, shopping, restaurants, beaches, & the train, this exceptional property presents a rare opportunity to become the next steward of one of Westport's most treasured homes. A truly special place to call home!

4 Crawford Rd, Westport
$2,799,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24183663 MLS
Welcome to 150 Wildwood Road, an exceptional new construction residence that perfectly blends timeless colonial architecture with modern sophistication. Set on 1.12 private acres in one of Stamford's most sought-after neighborhoods, this 9,349-square-foot masterpiece showcases superior craftsmanship and thoughtful design by a respected local builder known for quality and attention to detail. This modern colonial offers four fully finished levels of luxurious living space, designed for both everyday comfort and elegant entertaining. From the moment you enter, you're greeted by a 2-story foyer, sun-filled open spaces, and exquisite mill work throughout. The main level features a grand foyer, expansive family room/EIK with custom fireplaces, formal dining rm, living room with custom fireplace & a gourmet chef's kitchen with Thermador appliances, custom cabinetry, and a generous center island - all opening to a light-filled breakfast area and spacious family room that lead to the huge deck overlooking backyard. The serene primary suite includes a walkout balcony, huge walk-in closet, and a master bath with massive curbless shower and his and hers sinks. 3 other bedrooms on 2nd floor with private baths. The 2nd fl offers an office space. The finished third floor offers flexible space for a playroom, home gym, or guest suite, while the fully finished walkout ll provides endless possibilities spaces includ. full bath & fireplace. Irrigation system installed. Agent related to owner

150 Wildwood Rd, Stamford
$2,795,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193728 MLS
Nestled in the heart of Historic Downtown Mystic on Captains Row, this stately 4 Bedroom 3 Full Baths, Waterfront c.1837 Greek Revival Colonial, masterfully built by John Gallup is a rare opportunity to own one of Mystic's most distinguished residences with direct waterfront access to the Mystic River from your 14' fixed dock. Rich in architectural heritage yet thoughtfully updated for modern living, this exceptional property combines timeless elegance with an unparalleled coastal lifestyle. Enjoy your newly constructed 14-foot fixed Ipe Dock provides direct boating access to the Mystic River and beyond to Fishers Island Sound, making this an extraordinary offering for boating enthusiasts. Just one block from Mystic's celebrated shops, award-winning restaurants, boutiques, marinas, and vibrant waterfront, the location is simply unmatched. This magnificent residence features 4-5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath, offering flexibility for guests or multigenerational living. Historic character is showcased through wide-plank floors, five fireplaces, gracious entertaining spaces, and beautifully preserved period details, while modern conveniences include central air conditioning, a 200-amp electrical service, a Guardian Series 11kW whole-house generator, System 2000 Energy Kinetics heating system, central alarm system, and an oversized three-car garage. Live a Dream!

23 Gravel St, Groton
$2,795,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24181505 MLS
An extraordinary expression of timeless elegance and refined living, this stunning Nantucket-style residence is set amidst 2.33 acres of meticulously landscaped grounds and enhanced by a spectacular heated gunite pool and spa, beautifully integrated into the property's lush and private surroundings. A grand two-story marble foyer framed by stately columns opens directly into the living room with fireplace, creating a striking first impression and immediate sense of scale and sophistication. The dining room with French doors to the terrace overlooks the resort-inspired outdoor setting, while a richly appointed library with custom built-ins, fireplace, and terrace access provides an elegant retreat. Designed for both everyday living and grand-scale entertaining, the gourmet kitchen serves as the heart of the home, featuring double ovens, two dishwashers, updated appliances, a large center island with breakfast bar, and an expansive dining area. The kitchen flows seamlessly into the dramatic two-story family room anchored by a floor-to-ceiling stone fireplace, while the adjoining sunroom offers additional gathering space with French doors leading directly to the patio, pool, and spa. The primary suite serves as a private sanctuary, with sitting room w/fpl, beautifully renovated bedroom, and spa-inspired bath with radiant heated floors. Four additional bedrooms complete the second level, including two en-suite bedrooms. All baths have been renovated with radiant heated floors.

170 Branchville Rd, Ridgefield
$2,795,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24183141 MLS
Experience timeless elegance in this extraordinary Colonial estate nestled in Westport's coveted Red Coat neighborhood. Offering more than 7,000sf of beautiful living space, plus an additional 2,400sf in the finished lower level, this exceptional residence combines luxury, comfort, and functionality. Featuring 6 spacious bedrooms and 5.2 baths, the home is thoughtfully designed for both everyday living and sophisticated entertaining. The chef's kitchen is equipped with premium Wolf appliances and opens to expansive gathering spaces, while a formal dining room, private office, and game room with a dry bar provide endless opportunities to entertain. The spectacular lower level is a destination of its own, complete with a home theater, recreation room, and an impressive wine cellar for the discerning collector. The luxurious primary suite serves as a private retreat with its own fireplace, spa inspired bath with jacuzzi, private balcony, and elegant finishes. 3 additional en suite bedrooms, separate nanny quarters, and a flexible bonus room offer exceptional versatility. Recently refreshed with new interior and exterior paint, all new heating and cooling systems, and stunning hardwood floors throughout, this home is truly move in ready. A welcoming covered front porch adds classic New England charm, while the private backyard is designed for outdoor enjoyment with a built in grill, spacious patio, and integrated sound system. 3 car garage and an unbeatable location.

25 Hermit Ln, Westport
$2,790,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179672 MLS
Nestled in a tranquil and picturesque setting, this exceptional equestrian facility offers everything a rider could desire, along with a beautiful home to live in. Spanning 21 acres of mostly open land, the property features expansive pastures enclosed by charming 3-board post and rail fencing. Equestrian amenities include a main barn with 8 spacious 12x12 stalls, each with individual water, a heated tack room, wash stall, feed and storage room, a half bath, and laundry facilities. The indoor also has an additional 6 stalls and two, double run-in sheds on the backside of the barn, that could easily be moved to one of the paddocks, if wanted. Above the barn, you'll find a large space perfect for a caretaker's apartment or viewing area and huge hayloft. The property also boasts a 72x160 indoor riding ring connected to the barn with new footing, a new roof and new LED lighting, as well as a 100x200 outdoor ring equipped with ESI footing, providing an ideal environment for year-round training. Six large paddocks and an another 3+ acres that could have additional paddocks added. The charming 4,000 sq. ft. farmhouse-style home, featuring 4 bedrooms and 3.5 bathrooms, overlooks the entire facility. The home is designed for comfort and luxury, with beautiful views from every window. Outside, enjoy an in-ground pool, an one bedroom apartment above the 3-car garage, a patio with a pergola, and breathtaking sunsets. This turnkey equestrian estate is conveniently located, with easy...

5 Mccarthy Rd, Beekman
$2,790,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24161256 MLS
A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail, creating a home that feels both enduring and deeply inviting. More recent expansion and remodeling have sensitively enhanced the home. Sunfilled rooms with vaulted ceilings and handhewn finishes offer a balance of scale, with multiple living spaces that transition seamlessly to the outdoors. The grounds unfold in a series of thoughtfully designed moments including lush perennial gardens, winding paths, quiet terraces, and vibrant seasonal color. At the center is a sparkling, oversized pool with a waterfall spa and a fully outfitted stone pool house, which is an ideal retreat for summer living. A heated 4car stone garage with a finished upper level provides flexible space for a studio, office, or possible guest space. Every corner of the property reveals another place to gather, from sunny patios to shaded areas beneath large awnings, all wrapped in exceptional privacy yet minutes to the energy and amenities of downtown Westport. A home where history, beauty, and modern comfort come together with uncommon harmony.

56 Charcoal Hill Rd, Westport
$2,785,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24167844 MLS
Mid-Century Modern Home with Lake Views | Lakeville, CT - Designed by architect Claude Samton and newly renovated, this true 1960s Mid-Century home pairs original character with modern comfort on Lakeville Lake. Exposed beams, vaulted ceilings, wood walls, and large windows showcase stunning lake views and the surrounding landscape, while the home's distinctive floating metal wood-burning fireplace anchors the open living and dining areas. The main level centers around a new primary bedroom suite with an oversized walk-in closet and luxurious ensuite bath featuring a soaking tub and glass enclosed shower. A second bedroom and full bath complete the first floor's thoughtful layout. Upstairs, two additional bedrooms, a full bath, and an alcove provide flexible space perfect for an office or lounging area. The four-bedroom layout maximizes both privacy and functionality throughout. Outdoor living includes a screened porch, dining terrace, and wood deck with amazing lake views. Set in a private community with direct lake access and shared beach on Lakeville Lake, this Northwest Connecticut retreat sits minutes from Indian Mountain School, Hotchkiss, and the towns of Lakeville, Salisbury, and Millerton.

40 Canterbury Ln, Salisbury
$2,780,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24165375 MLS
Classic Colonial in sought-after Silvermine, set on four acres of protected natural surroundings that offer a rare combination of privacy, beauty, and enduring character. Mature trees, preserved wetlands, and seasonal views create a landscape that feels both expansive and intimately connected to nature, while a conservation easement helps ensure these surroundings remain protected for generations to come. Inside, elegant living spaces and thoughtful design create a home equally suited to quiet enjoyment and effortless entertaining. A two-story entry opens to an oversized formal living room, while the kitchen flows seamlessly into the family room. Two main-level offices offer flexibility for today's lifestyle. The primary bedroom features a spa-like bath with heated floors and dual walk-in closets. Three additional bedrooms include two en-suite baths. A private fifth bedroom with sitting room and full bath is ideal for in-law or au pair. Finished basement and full-house generator complete this exceptional offering.

596 Silvermine Rd, New Canaan
$2,775,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189733 MLS
350 West Lane is an exceptional luxury residence, beautifully reimagined with timeless sophistication in one of Ridgefield's most coveted locations on the Westchester border. Custom built by renowned artisan Larry Leary, this extraordinary home spans over 7,300 SqFt of impeccably crafted living space showcasing classic architecture, exceptional millwork, bespoke cabinetry & curated designer finishes. A dramatic two-story foyer w/sweeping staircase introduces gracious, light-filled interiors designed for elegant entertaining and everyday living. A handsome Library, formal Living & Dining Rms and impressive Great Rm surround the stunning Chef's KIT featuring professional-grade appliances, dual islands, generous pantry space and sun-filled Breakfast Rm overlooking the spectacular private grounds. Luxurious Primary Suite is a private retreat w/fireplace, Sitting Rm, spa-inspired Bath + custom Dressing Rm. Three additional ensuite Bedrooms plus a spacious Bonus Room provide exceptional flexibility. Walk-out Lower Level offers recreation, refreshment bar, fitness studio, full Bath & state-of-the-art Home Theater. Professionally landscaped grounds offer exceptional outdoor living. Plans for a Pool & Pool House/ADU are on file. Ideally located minutes to downtown Ridgefield, New Canaan, Metro-North & approximately one hour to Manhattan.

350 West Ln, Ridgefield
$2,750,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24188087 MLS
Unlock the potential of this diamond in the rough in this PRIME Riverside location! Spacious and sun-filled 4 bedroom home overlooking Binney Park. Living room with fireplace, eat-in-kitchen, large family room adjacent to kitchen. Sun-room overlooks the generous slate patio and fenced-in yard. Three bedrooms on the first floor, with Primary suite on the second floor. Huge family room in the walkout lower level with fireplace and bathroom. Close to everything....schools, train, stores and Perot Library. The plot is .38 of an acre -16,553 square feet- which allows the construction of a new house of 5,269 square feet. R 12 zoning.

58 Arch St, Greenwich
$2,750,000
8 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24186841 MLS
Welcome to your private oasis in prestigious North Stamford - a rare opportunity to purchase a beautifully maintained 10,000+ square foot estate nestled on a flat, landscaped 2-acre parcel. Offering 7 spacious bedrooms, 6 full bathrooms, and 2 half baths, this unique custom built in contemporary ranch impresses with soaring vaulted ceilings, high ceilings throughout, a first-floor en-suite, multiple living areas, and endless flexibility for multigenerational living or extended guests. From the moment you enter, you are greeted with space, elegance, and functionality. This home features two separate areas ideal for in-law suites or au pair quarters, making it perfect for larger families or households seeking privacy and independence under one roof. The thoughtfully designed layout includes generous formal and informal living areas. The home's size and flow make it truly exceptional for hosting - from intimate gatherings to larger events. Step outside to your expansive raised stone patio, surrounded by a beautifully manicured yard offering plenty of room for recreation, play, or relaxation in a peaceful, park-like setting. This is a rare chance to enjoy the scale and serenity of a true estate while remaining minutes from downtown Stamford, premier schools, shops, and commuter routes.

91 Dogwood Ln, Stamford
$2,750,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24169133 MLS
This Unique home was designed by the award winning architect Jack Kemper in Collaboration with a special designer creating a true one-of-a-kind living experience. This home is perched on 4.13 private acres with unobstructed 180-degree sunset views stretching from Hartford to Springfield, 6 Setting Sun Trail is a meticulously loved extraordinary custom estate and true architectural statement located in an incredible gated community. At 7,283 square feet, this one-of-a-kind residence seamlessly blends timeless craftsmanship, modern luxury, and cutting-edge systems to create a home that is as functional as it is breathtaking. A two-story grand entryway foyer welcomes you to this exquisitely warm feeling home with soaring 10-foot ceilings, bespoke coffered and custom architectural ceilings, exquisite millwork by West Hartford Stairs throughout the home, crown molding on the main and upper levels, stained glass accents, built-ins in nearly every room, four fireplaces, Two Wood Burning, two Gas Burning, all with an unmatched level of detail. Oak floors with accent inlay, natural stone tile, and granite and marble countertops further elevate the interior finishes. Designed for both everyday living and grand entertaining, the gourmet chef's kitchen anchors the home with a deluxe appliance package, custom cabinetry, large island, eating area with spectacular views and a butler's pantry located between the Kitchen and Dining Room.

6 Setting Sun Trl, Ellington
$2,750,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24167130 MLS
Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece, appointed with premium appliances, a walk-in pantry, oversized island, and stylish bar. It opens seamlessly to a spacious screened porch with inviting dining and lounge areas. Outdoor living is elevated by an expansive ipe deck that functions as a true open-air great room-ideal for al fresco gatherings. The dining room extends to a charming sunset porch adorned with a pergola and irrigated herb garden. The grounds are equally impressive, with professionally designed landscaping that includes an apple orchard, restored stone walls, and a picturesque pond with cascading waterfall. A striking custom pool features a lap lane, lounging platform, and firepit with integrated stone seating, creating a private resort-like setting. Addl highlights include a 3,000-bottle wine cellar, heated garage, pergola-covered carport, and a newly finished oil-and-stone driveway. Ideally located just minutes from the chic shops & fine dining of Washington and Woodbury. Nearby land trust trails offer plentiful hiking. This turnkey property offers easy access to the very best of Litchfield County! Agent Owner.

220 Painter Hill Rd, Roxbury
$2,750,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24126532 MLS
Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering unmatched privacy and a sense of retreat. The main level features an effortless open flow with a primary suite, living room, dining room with a see-through fireplace, office/study, powder room, and expansive sliding doors that connect seamlessly to the wraparound deck. The fully finished, walk-out lower level offers four additional bedrooms, two full bathrooms, a dedicated laundry room, and storage. This rare architectural gem is not just a home, but an experience in design, nature, and modern living.

44 Benedict Hill Rd, New Canaan
$2,725,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24171728 MLS
Coastal ease meets village convenience at 5 Yarmouth Road. Tucked away on a sought-after street in Bell Island, this 1,748 sq. ft. residence places you at the heart of everything. Enjoy private association parks, beach rights and the luxury of being just steps from the water, while remaining within easy walking distance to Rowayton's vibrant restaurants and shops. Featuring classic hardwood floors and a spacious layout, this 3-bedroom cottage is the ideal retreat for those seeking a low-maintenance lifestyle without compromising on location or charm.

5 Yarmouth Rd, Norwalk
$2,699,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191278 MLS
Welcome to Southport! 42 Anvil Rd is a truly custom home, distinctly different in quality and design from the neighboring Toll Brothers builds. Situated on a quiet cul-de-sac with only six homes and backing up to conservation-protected land, it offers exceptional privacy and a serene setting. Step out back to the elevated Brazilian Ipe deck which provides the perfect space for relaxing mornings and sunset dinners. Savor the quiet! Thoughtful details fill every room, from the handsome custom walnut Kitchen island to the stunning Family Room with soaring cathedral ceilings, plentiful windows and French Doors and unique custom finishes throughout. Work from home in the private Office on the main level with a view of your back yard. On the second level, the spacious Primary Suite features spa-inspired luxury with custom wood accents, while three additional Bedrooms accommodate your family and guests beautifully. Do not miss the extraordinary additional living spaces in the Walkout Lower Level including the 5th Bedroom with ensuite Full Bath, a Recreation Room, heated/cooled Full size Gym with 9+ foot ceilings and a heated/cooled two car Garage. 42 Anvil provides versatile living options with the ultimate thoughtful detail. This home is more than just a house, it is a peaceful sanctuary crafted for those who appreciate bespoke design and quality. Come see for yourself how 42 Anvil Rd redefines living in coveted Southport.

42 Anvil Rd, Fairfield
$2,699,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24141176 MLS
TWO incredible waterside opportunities await! That's right, not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the 2025-'26 & '26-'27 college academic calendar years (1236 is presently rented month-to-month). The home can be your beachside escape for the summer months - or rent it out monthly for additional income! When it's time for you to reside in the homes, create your own compound with a bright and airy house on each side of the water! 1235 has newer bathrooms, kitchen and tankless water heater. All newer windows on the beach-facing side of the home. Newer roof & skylights (2021). Recently painted exterior. Enjoy the incredible views of the Sound from the primary bedroom balcony! Take a dip in the sound and then come back from the beach & rinse off in the outdoor shower! 1236 has newer kitchen windows, re-sanded floors (2023) and has been repainted inside (2023). Hardwood floors throughout both homes (except for kitchen at 1236 (tile)).

1235-1236 Fairfield Beach Rd, Fairfield
$2,695,000
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24193184 MLS
Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring its extraordinary heritage while embracing the finest comforts of modern living. Rich in character and timeless elegance, the home showcases magnificent stone fireplaces, high ceilings, hand-hewn beams, wide-plank chestnut floors, beautifully preserved millwork, designer lighting, Farrow & Ball finishes, exquisitely renovated baths, and countless bespoke details that reflect an uncompromising commitment to craftsmanship. Bathed in natural light, the spectacular living spaces are both spacious and welcoming, with walls of windows framing picturesque views in every season. The exquisite eat-in chef's kitchen and butler's pantry, with high-end appliances, light fixtures and Carrara marble, is magazine worthy! The luxurious primary suite offers a private retreat, while five additional generously scaled and beautifully designed bedrooms, charming balconies, multiple perfect office spaces and a spectacular versatile historic barn create exceptional flexibility and enduring appeal.

89 Chestnut Hill Rd, Wilton
$2,695,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24190949 MLS
Set on one of Darien's most sought-after, multi-million dollar cul-de-sacs, this sprawling wood and brick ranch offers exceptional scale and endless potential for the discerning buyer, renovator, or builder. Positioned on a remarkably private 2.5 acre lot, abutting another 10+ acres of protected wetlands, the setting affords unmatched peace, natural beauty, and exclusivity. The interior boasts a versatile layout. The back of the home features expansive walls of glass, with a fully enclosed glass terrace, which creates a seamless visual connection to the serene, wooded surroundings. Highlights include 3 generously sized bedrooms, 3.5 baths, a sauna, a spacious living room anchored by a beautiful stone fireplace, a formal dining room, and a large eat-in kitchen, with a large breakfast area. Designed with an indoor-outdoor flow in mind, the substantial multi-purpose room anchoring one end of the house, can be used according to any family's needs: a playroom, family room, studio, in-law suite. With its sliding doors that open to the flagstone terrace and the private free-form pool, it shows the flexibility of the design. Whether remodeling, renovating, expanding, or building new, this is a special one-of-a-kind opportunity to create your dream in your new home. Agents please check confidential remarks.

18 Linda Ln, Darien
$2,695,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24188511 MLS
Inviting four-bedroom Tudor enjoys a beautiful, private backyard elevated by bluestone patio and lush, mature plantings on a desirable road near schools, shops and trains. Spacious interior blends exquisite original details with modern amenities including wood floors, four updated full baths and new windows. Welcoming front porch leads into living room with wood stove; dining room, chef's kitchen, with Bertazzoni range, patio access; family room, full bath and wonderful sunroom/office with sliders to patio. Primary suite with dressing room and fabulous bath with tub, shower and balcony; bedroom with loft, bedroom and full hall bath comprise second floor. Lower level provides bedroom suite with own entrance, ideal for au-pair/in-laws, laundry/mudroom and attached garage. *Also available for rent*

46 Valleywood Rd, Greenwich

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.