Refine Search
Sort by
$2,800,000
3 Beds 4 Baths 24176189 MLS Richmond Mews BLDG.
Imagine an exquisite Federal-style townhouse born from an extraordinary collaboration between its owner and an award-winning builder. Imagine sitting on the home's expansive terrace, surrounded by gorgeous gardens and enjoying breathtaking, private views of New Canaan's most picturesque park and pond. Welcome to Richmond Mews. This beautiful three-bedroom, three-bath residence features 9+ foot ceilings and oversized windows that flood the interiors with natural light. Relax in today's highly desirable open-concept family room and gourmet kitchen, while gracious living and dining rooms create an elegant setting for entertaining. Whether working from home, enjoying 4th of July fireworks with friends right from your patio, hosting loved ones after the town's celebrated Memorial Day parade, or devouring your favorite novel, you'll appreciate the home's multiple flexible spaces, including charming library, office, and sitting rooms. The primary suite offers oversized walk-in closets, a luxurious bath, and a private office, while two additional spacious bedrooms provide lovely accommodations for family and guests. And from virtually every room, delight in incomparable park views. Just moments from top restaurants, fine shopping, and the train, this exceptional residence offers the very best of village living in one of New England's prettiest towns.

36 Richmond Hill Rd, New Canaan

$2,800,000
4 Beds 4 Baths 24161499 MLS
A gated entry introduces this stunning Federal-style Colonial, privately set on just over 2-acres. Bathed in natural light, the home is defined by floor-to-ceiling windows, French doors, and skylights that illuminate every space. The flow is exceptional, designed for elegant entertaining and comfortable daily living. A gracious 23-ft foyer leads to a dramatic living room featuring a fireplace, cathedral ceiling, and a striking wall of windows overlooking the gardens. The formal dining room easily accommodates 12 guests. The kitchen and family room combination offers a vaulted ceiling, oversized windows, French doors, and custom cabinetry. A large central island provides ample seating, a built-in banquette and additional gathering space. The primary suite is a private retreat featuring a beautiful marble bath with double vanities, a soaking tub, and a spacious shower. Upstairs, 3 additional bedrooms include one en-suite, along with a hall bath. The 3rd level presents a large unfinished attic, offering excellent potential for a bonus space. The property is truly bucolic, with mature plantings, curated garden areas, and expansive lawns. Outdoor living is enhanced by 2 stone terraces, a pickleball court, and a new heated Gunite pool with a sun shelf, surrounded by an expansive slate patio. Additional features include a generator and storage sheds. Located just 3 miles from downtown New Canaan & Award-Winning Schools, privacy and convenience.

258 Dans Hwy, New Canaan

$2,800,000
3 Beds 4 Baths 24151803 MLS Gramercy Park BLDG.
Welcome to Gramercy Park! Exquisite, boutique enclave of ten luxury residences nestled in the heart of sought-after New Canaan, CT. Private and pristine, Unit 302 offers turn-key living, complete with elevator access & in-unit washer/dryer. This 3 bedroom, 3.1 bath residence features 2,417 sq. ft. of carefully crafted living space centered around a chef kitchen with top-of-the-line SubZero/Wolf appliances, custom cabinetry & marble countertops, with seamless flow into an elegant main living/dining area. Light & bright primary bedroom with spa-like full bath w/marble finishes & generously-sized walk-in closet; 2nd Main Floor Bedroom and Den. Upstairs, 3rd bedroom & Family Room, open to below. A stunning, oversized covered balcony overlooking the serene & tastefully landscaped community garden for year-round outdoor enjoyment, 2 dedicated parking spaces (one covered), ample guest parking and complimentary use of the community clubhouse with outdoor kitchen, seating area and fitness center w/TV & Internet access complete the package. Offering secure entry and 24-hour package room for added peace of mind, Gramercy Park is a modern sanctuary brimming with charm, steps from exceptional dining, bespoke retail shops, parks, and vibrant local events -- all one hour from Manhattan.

302 Gramercy Park, Unit 302, New Canaan

$2,800,000
4 Beds 4 Baths 24130400 MLS
Come see this freshly transformed home on a gorgeous, flat 2.64 acre lot in the heart of Darien. Rooted in history and alive w/possibility, this freshly renewed and effortlessly inviting, 3,411 sf residence welcomes w/antique wide plank floors whispering the past, while a bright, open flow draws you into the present. The formal dining room sets the stage for memorable evenings, while an expansive great room rises w/vaulted ceilings, anchored by a wood burning hearth as sunlight spills through French doors onto a stone patio, uniting the quiet beauty of the outdoors. Nearby, a charming parlor/home office with its own fireplace drifts into a cozy den w/bath, offering space to work or unwind. At the heart of the home, the kitchen shines. New quartz counters and crisp white cabinetry frame a generous butcher block island where meals begin and conversations linger. Here, life unfolds naturally w/gatherings beside a dual-sided fireplace, sharing laughter, stories and simple moments. The adjacent playroom w/half bath completes this ideal setting. Upstairs, 4 bedrooms, 2 full baths, and a thoughtfully placed laundry area create ease for everyday living. Yet it's beyond the walls where this property truly captures the imagination. Step outside to a sweeping, level lawn where possibilities stretch as far as the eye can see. Host a soccer match, cultivate a garden, or wander along your own wooded path. This is more than a home. It's a place to grow, gather and dream bigger with time.

561 Middlesex Rd, Darien

$2,800,000
6 Beds 6 Baths 24124876 MLS
Brand New Home in the Heart of Town. Discover this exceptional 6-bedroom, 5.5-bathroom new construction, thoughtfully crafted with the highest quality materials and meticulous attention to detail. Designed for both comfort and sophistication, this home offers a spacious, open flow ideal for today's lifestyle. Enjoy the prime location - just a short walk to town, trains, shops, and restaurants. Everything you need is right at your doorstep. Backyard offers an oasis...Set on a rare and expansive lot, the home features a huge, private backyard with access to Stony Brook South cul-de-sac. Key Features: 6 generous bedrooms with ample closets & 5.5 bathrooms Bright, airy open-concept living spaces. Chef's kitchen with top-tier finishes. Luxurious primary suite with spa-inspired bath. Superior construction from an experienced, detail-driven local builder. House will be completed October 2025 - Secure your dream home now and be the first to enjoy this rare new construction in one of the most convenient locations.

130 West Ave, Darien

$2,785,000
5 Beds 5 Baths 24162098 MLS
Storybook charm meets modern living in the heart of New Canaan! Ideally located just steps from the YMCA, Waveny Park, top-rated schools, and a short stroll to the vibrant downtown, this exceptionally charming Cape Cod / Colonial-style home offers the lifestyle you've been waiting for. Thoughtfully designed and beautifully maintained, this expansive residence features 5 spacious bedrooms and 4.5 baths, including a rare and highly sought-after dual primary setup with luxurious suites on both the first and second floors -- offering ultimate flexibility, comfort, and privacy. At the heart of the home, a stunningly remodeled kitchen flows seamlessly into the inviting family room, where sweeping green views of the backyard can be enjoyed from the brand new deck -- perfect for everyday living and effortless entertaining. A second oversized family / great room just off the kitchen provides even more space to gather, relax, and host. Designed for today's lifestyle, the home also offers multiple dedicated office spaces, ideal for remote work or creative pursuits. The lower level is a true standout, featuring three expansive finished areas -- perfect for a media room, recreation space, fitness area, or additional office setup. This home checks every box with the coveted trifecta of town water, town sewer, and natural gas.

26 Farm Rd, New Canaan

$2,760,000
4 Beds 4 Baths 24108491 MLS
This Old (New) Smart House! No detail has been overlooked in this beautiful antique home, completely restored with grace and charm at every turn. From the eat-in kitchen with walnut island, soapstone countertops, and authentic English hardware, to the cozy and comfortable layout of the indoor and outdoor spaces, you'll feel right at home here. The family room flows into living and sunroom, with formal dining room, library and powder room on the main floor. Four+ bedrooms plus two offices and 3 baths on the upper levels, all recently refurbished. The wraparound porch and painted latticework is reminiscent of the lovely Charleston/New Orleans charisma that carries through the interiors, with a carefully curated fresh take on historic paint colors, moldings, flooring and decor. The outdoor kitchen with built-in Weber grill and wood-burning fieldstone fireplace, surrounded by Connecticut bluestone patio make for an all-season getaway right outside the back door. The freeform pool and surrounding patio and landscaping make a sunny oasis to soak up the good life!

105 White Oak Shade Rd, New Canaan

$2,755,600
5 Beds 5 Baths 24130476 MLS
This meticulously renovated historic home in downtown Salisbury presents 5 bedrooms and 5 bathrooms, combining timeless charm with modern luxury. Featured in multiple publications, this distinguished Litchfield County residence delivers high ceilings throughout and sophisticated living spaces designed for entertaining. The gracious interior showcases three wood-burning fireplaces warming the dining room, living room, and library. The heart of the home is a stunning open-concept kitchen, anchored by a professional-grade 63 AGA 5-oven range, Sub-Zero refrigerator, and Miele dishwasher. An oversized double mudroom provides excellent storage, while a built-in pass-through bar, large gathering room, and two half baths complete the first floor. Upstairs, the primary suite offers a generous walk-in closet and spa-like ensuite with soaking tub and separate shower. Four additional bedrooms share two full baths, while a light-filled study and cleverly positioned laundry room enhance the second floor's functionality. The professionally landscaped grounds feature perennial gardens, mature trees, and a raised vegetable/cutting garden, all protected by deer fencing. A charming lemonade porch and bluestone terrace provide ideal outdoor living spaces, while a heated gunite pool offers summer recreation. The New England barn accommodates four cars, includes storage rooms and a workshop, plus an upper-level game room.

91 Main St, Salisbury

$2,750,000
4 Beds 5 Baths 24184625 MLS
Tucked away at the end of a coveted cul-de-sac, this storybook expanded Cape blends timeless charm with exceptional craftsmanship and beautiful indoor-outdoor living. Surrounded by spectacular gardens, this special home offers four bedrooms, four full and one half baths, and thoughtfully designed spaces filled with warmth and character. At the heart of the home are inviting living and entertaining spaces, including a gracious living room, elegant dining room, cozy family room, and a sun-drenched sunroom wrapped in glass doors that open to the breathtaking grounds beyond. An office tucked beneath the dormers provides a private and inspiring workspace, while recently added first-floor laundry room adds everyday practicality with built ins, storage and a wine refrigerator. The serene primary suite is a true retreat, featuring a large west-facing deck perfect for enjoying sunset views over the gardens. Every room reflects the quality and care with which this home was built and lovingly maintained. Offering the rare combination of privacy, charm, and an exceptional cul-de-sac location, this is a home that feels both timeless and welcoming from the moment you arrive. Once there, you won't want to leave!

85 Bittersweet Ln, New Canaan

$2,750,000
4 Beds 6 Baths 24171279 MLS
A home that captures you-and doesn't let go. Nestled along the quiet edge of the Neck River, this is one of those rare offerings where design, setting and detail immediately leave an impression. From the moment you arrive, the front porch sets the tone for what unfolds beyond it. Inside, every space feels considered. A true designer's home where nothing is overlooked and nothing is left to chance.The kitchen anchors it all: a chef's workspace that becomes the natural center of the home, where design quality shapes how the space is experienced. The layout is both refined and versatile, offering primary suite options on both the first and second floors, each with tastefully appointed bathrooms. Even the everyday feels elevated. The laundry room is purposefully designed and surprisingly enjoyable. The finished third floor offers a private retreat opening to a balcony overlooking the manicured grounds. Outdoor living is equally compelling. A patio with pergolas, an outdoor kitchen and a striking fireplace creates a setting designed for connection. A heated saltwater Gunite pool sits just beyond, extending the outdoor living experience. Private without feeling remote and elegant without being formal, 85 Garnet Park is more than a home, it's a place to gather, grow, breathe and fully experience the best of Madison's Coastal landscape. Here, the river isn't just a backdrop; it shapes how the home lives, drawing you in from the private dock and carrying a sense of ease throughout.

85 Garnet Park Rd, Madison

$2,750,000
5 Beds 5 Baths 24149905 MLS
Set 250 feet back on a prime 2-acre cul-de-sac, this 4,634 sq ft custom Colonial defines estate-style luxury. A grand columned portico leads to a breathtaking interior featuring a signature circular iron staircase and wide-plank floors. Walls of glass in the main living areas frame lush garden views, while a romantic screened porch and sophisticated library offer elegant spaces for relaxation. The heart of the home flows seamlessly from the gourmet kitchen to a sun-drenched family room with a wet bar. Retreat to the primary sanctuary, complete with a sunrise-view balcony and a boutique-style dressing suite. Enhanced by marble baths, LED lighting, and a private-access au pair suite, this 5-bedroom residence perfectly balances timeless charm with modern flair on a sprawling, level lot built for year-round enjoyment.

148 Ramhorne Rd, New Canaan

$2,750,000
5 Beds 5 Baths 24083192 MLS
This stunning home is designed to impress, offering both style and functionality in a highly desirable location. You're greeted by a sense of timeless elegance and thoughtful craftsmanship. The gourmet kitchen is a chef's dream, featuring custom cabinetry, a well-organized message center, and a butler's pantry. The family room serves as the heart of the home, with a striking stone fireplace as the focal point, complemented by built-ins. A formal living room exudes sophistication, with a custom mantle framing the polished slate fireplace, while the formal dining room offers rich paneling. The office is a true standout, with cathedral ceilings and hand-hewn antique beams. The primary suite is a luxurious retreat, featuring custom cabinetry and a spa-like marble bath. Waterworks faucets and fixtures throughout. A lower level offers a variety of spaces including a playroom, art & crafts area, gym, and cedar-lined bath with steam shower. Outside, a bluestone patio invites you to enjoy the fresh air, while stone walls, a fire pit and a professionally landscaped yard provide a beautiful space. A special offering!

72 Wellesley Dr, New Canaan

$2,750,000
5 Beds 5 Baths 24117341 MLS
Through stone columns along a scenic approach is this first time on market custom-built five bedroom brick house on four private acres. Spacious rooms with 10ft ceilings and detailed mill work on the main floor include a cathedral height family room with dramatic fireplace, a front-to-back living room, a wood paneled office, and a four-season sun room to enjoy the stunning property. The large bonus room with bath and hardwood floors has just been approved as a fifth bedroom and is large enough to be divided into a bedroom and second office, playroom, or sitting room. The custom wood-paneled kitchen overlooking a natural setting has top quality appliances. The property includes a fenced pool, flat lawns on two levels, and a man made pond for skating and fishing. The lower level has a marvelous game room with wet bar, a full bath, a gym, and a large cedar closet. The landscaping is lovely without being high maintenance. A private patio outside the kitchen and family room is convenient to the pool and is the perfect place to grill. The pool has recently been refinished, the driveway refinished, and the pond dredged. Electric on the property is buried.The 3-car garage has high ceilings, good storage and a separate entry pad for each door. Move in and live comfortably or customize this stately home. An amazing opportunity.

650 Laurel Rd, New Canaan

$2,725,000
4 Beds 4 Baths 24161493 MLS
An extensively updated home on a quiet cul-de-sac offers a serene setting, while still conveniently close to the YMCA, public schools and Town center. Step inside this three-level residence and be greeted by an abundance of natural light streaming in through plentiful windows and French doors. The home's open and airy ambiance has a thoughtful design and layout. Four spacious bedrooms and 3.5 modern bathrooms offer ample living space for all. The heart of the home, the award-winning gourmet kitchen combined with the adjoining family room, is an entertainer's dream come true. Fully equipped and designed with functionality in mind the perfect place to create meals with family and friends. Then retreat to the cozy living room with vaulted ceilings to enjoy a book alongside a roaring fire. Flooded with natural light, a finished lower level provides additional space for relaxation, entertainment or exercise. This home truly has it all, including an in-ground heated pool for summer enjoyment plus a 24kW full house generator. The impressive outdoor living space features a great stone terrace and an abundance of French doors for easy indoor-outdoor flow. The expansive backyard is level and adorned with beautiful perennial gardens, charming stone walls and mature trees that provide a sense of privacy and tranquility. Experience the charm of New Canaan living at 34 Horton Lane, a home that combines comfort, style, and convenience.

34 Horton Ln, New Canaan

$2,710,000
5 Beds 4 Baths 24126567 MLS
Located at the end of a quiet, tree lined street in the desirable, scenic Stephen Mather neighborhood, is this gracious 5 bedroom, 3.5 bath home awaiting its new owners. Occupied and loved by the same family for almost 50 years, this beautiful, cul-de-sac property is set on 2 lush, private acres enhanced by spectacular seasonal plantings and natural light, which pours into the house through oversized cottage-style and bay windows. The first floor, accented by custom millwork, offers a formal living room with fireplace and built-in window seat, a lovely dining room featuring French doors which lead out to a patio with pergola and specimen plantings, as well as a spacious kitchen with stainless steel appliances and charming sitting area. A cozy family room with a distinctive keyhole fireplace, and a library/home office with built-ins and wet bar complete the first floor. Upstairs is an elegant primary bedroom with fireplace, walk-in closet and an updated full bath, along with 4 other bedrooms, 2 full baths and a large, generous multipurpose room presenting numerous options of use. An automatic generator provides additional convenience and comfort to this wonderful home. Minutes to Metro North, Merritt Parkway and Ox Ridge Elementary School. Agent related to owner.

23 Maplewood Dr, Darien

$2,705,000
5 Beds 4 Baths 24150178 MLS
Welcome to the heart of Noroton Heights nestled on one of the most sought-after streets in Darien. This incredible neighborhood offers the perfect blend of community, convenience, & everyday amenities just moments from your door! Renovated in 2008 with a significant addition, this home combines timeless charm, curb appeal & plenty of room for any lifestyle. Inside, you'll find 5 beds/ 3.5 baths, tons of natural light, hardwood floors, & recessed lighting throughout. The first floor features a formal living room, dining room, guest bedroom & bath, mudroom & office. The open-concept family room flows seamlessly to the backyard w/ sliding glass doors leading to a stone patio, perfect for indoor/outdoor entertaining. At the center of the home is a chef's kitchen, complete w/ a massive island, high-end stainless-steel appliances, granite counters, custom cabinets & a tile backsplash. Upstairs are 4 add'l beds, including a spacious primary ensuite w/ vaulted ceilings, a walk-in closet & luxurious bath. The property sits on a large, flat, fenced-in lot w/ eastern exposure & beautiful sunsets-ideal for gatherings, outdoor play, or simply relaxing at home. All of this is less than a 10 min walk to the Noroton Train Station (55 mins to GC), Heights Crossing, Darien Commons, offering numerous restaurants, coffee shops, boutique shopping, Equinox, SolidCore, grocery stores & more! Conveniently located near Darien's schools, daycare & beaches-this is Darien living at its finest!

12 Walmsley Rd, Darien

$2,700,000
4 Beds 3 Baths 24190296 MLS
Highest and Best offers are due Monday, July 13th at 12:00 PM. Welcome to your perfect suburban retreat! Thoughtfully renovated throughout, this four-bedroom, three-bathroom home seamlessly blends timeless style with everyday comfort. Inside, you'll find bright, inviting living spaces, a formal dining room, and a beautifully renovated eat-in kitchen with breakfast nook that opens seamlessly to the backyard. Upstairs, the new spacious primary suite features a vaulted ceiling, walk-in closet, office and a gorgeous en-suite bath. Two additional bedrooms, a recently renovated bathroom and a conveniently located laundry room complete the second level. Set on .65 beautifully landscaped acres, the fully fenced backyard is perfect for relaxing or entertaining, with a detached studio that's perfect for a home office or gym, fire pit, large playset, and storage shed for added versatility. Ideally located just minutes from downtown Darien, the train, beaches, parks, and major commuter routes, this turnkey home offers the perfect balance of convenience, privacy, and exceptional indoor-outdoor living.

17 Richmond Dr, Darien

$2,700,000
4 Beds 4 Baths 24182338 MLS
Nestled on a picturesque one-acre property along a quiet street in New Canaan's sought-after Old Studio Road, this lovingly maintained single-owner home is a truly special property filled with warmth, character, and timeless charm. Owned and cherished by the same family since 1965, the home offers the rare combination of an idyllic setting, unbeatable location, and a layout ready to be enjoyed for years to come. The interior includes over 4,000 finished square feet, with 4 bedrooms, 3.5 baths, a sunken family room, heated sunroom, and three separate multipurpose rooms perfect for guests, office space, and study. The home was lovingly maintained and expanded over time. Outside, the stunning flat yard is the heart of the home, perfect for football games, backyard gatherings, bocce ball, or simply enjoying peaceful afternoons surrounded by mature landscaping, vintage berry bushes, and apple trees. Walking distance to town, schools, and Waveny Park, enjoy an unmatched New Canaan lifestyle steps to everyday conveniences and treasured community traditions, including the upcoming annual Fourth of July fireworks. A quick car ride to Metro North train stations and the Merritt Parkway makes this home a commuter's dream. Rarely does an in-town property combine such history with a large, private setting, making this home one to be cherished for generations to come.

39 Old Studio Rd, New Canaan

$2,700,000
5 Beds 7 Baths 24158906 MLS
Located in Weston's prestigious Singing Oaks community, this extensively renovated 5-bedroom Colonial blends timeless architecture with exceptional modern luxury. Thoughtfully reimagined with meticulous craftsmanship, the home showcases sustainably sourced white oak flooring throughout the main and upper levels, extensive custom millwork, and elegant formal spaces including a living room with coffered ceiling and marble fireplace. The stunning gourmet kitchen has been completely redesigned with custom cabinetry, marble countertops, and a suite of premium appliances from Miele, Sub-Zero, Viking, and Wolf, creating a sophisticated centerpiece for both everyday living and entertaining. The inviting family room features a wood-burning fireplace with insert and a stylish dry bar, while the sun-filled all-season sunroom offers new tile flooring and dedicated climate control. Upstairs, the luxurious primary suite serves as a private retreat with fireplace, sitting room, spa-inspired bath, and balcony overlooking the property. Four additional bedrooms are generously sized and all feature beautifully renovated en-suite baths. The finished lower level provides excellent recreation and fitness space, while the walk-up third floor offers substantial storage and future expansion potential. Outside, the private grounds showcase a heated gunite pool with extensive upgrades, new roof, driveway, walkway, and generator, all within one of Weston's most desirable neighborhoods. SEE REMARKS

53 Singing Oaks Dr, Weston

$2,700,000
5 Beds 6 Baths 24153289 MLS
An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or entertaining. Five well appointed bedrooms offer private welcoming guest options. A main level open concept perfectly connects the dining, living and kitchen areas, a purposeful layout that flows beautifully. custom millwork and thoughtful finish details everywhere will not disappoint. The expansive great room is perfect for movie nights, casual get togethers or a quiet evening by the fire. Outside the property transforms into your own private resort. Lush landscaping surrounds a very private bluestone patio with outdoor fireplace for an inviting setting for year-round entertaining. Enjoy the heated saltwater pool and chic pool house with its own bath and outside shower. Meticulously maintained this much admired home offers and exceptional balance of scale, sophistication and warmth in the heart of Madison. (Town field card being adjusted to show correct above grade sf 5837)

37 Lantern Hill Rd, Madison

$2,700,000
4 Beds 3 Baths 24126224 MLS
Don't Miss this Classic Colonial on 2 Acres Near Town - Quiet Cul-de-Sac Location! Set on a serene 2-acre lot on a sought-after cul-de-sac, this lovingly maintained 4-bedroom, 3-bath Classic Colonial offers timeless charm, abundant space, and unbeatable convenience just minutes from town. Inside, you'll find hardwood floors throughout, complemented by elegant granite flooring in the entrance/foyer, kitchen, and dining room-adding a touch of luxury to these central gathering spaces. The gracious formal living room, elegant dining room, and warm, inviting family room are perfect for entertaining or relaxing. The well-appointed kitchen opens to a screened porch that overlooks a flat, level backyard enclosed by long stone walls-providing exceptional privacy and a beautiful setting for outdoor living. There's also plenty of room to add a pool, making this backyard a true oasis with endless possibilities. A dedicated office and a cozy library provide flexible work-from-home options. The spacious bonus room over the 3-car garage is ready to be finished to suit your needs - adding 769 square feet of finished space, increasing the total to 4,898. The full basement offers even more potential for expansion or storage. Other highlights include a whole-house generator, impressive curb appeal, and classic colonial detailing throughout. This is a rare opportunity to own a move-in-ready home with space to grow, custom built by the original and sole owner - in a highly desirable location.

49 Ludlowe Rd, New Canaan

$2,700,000
5 Beds 6 Baths 24093019 MLS
Tranquility awaits down this long paved driveway in Northern Roxbury. Complete privacy with spectacular gardens, pond and orchard surrounded by dramatic rocky outcroppings. This stone and stucco home features large eat-in kitchen, formal dining and living rooms, and a spacious media room. The main floor primary suite includes a fireplace, office space, and large walk in closet. There is an addl guest room on the main level, perfect for nursery or in-laws.3 bedrooms/2 baths on the second level. Lower level game room has full bath and can be used as a 6th bedroom. Gunite heated pool with stone terraces incorporates room for relaxing and dining pool side. 3 car garage has unfinished space above which could be finished to an apartment or studio. Multi zone stereo system. Just 5 minutes to Washington with chic shops, farmer's market and

Roxbury

$2,700,000
6 Beds 4 Baths 24125094 MLS
Perfect location! Five minutes to Darien's train and local shopping area! Experience custom design and vibrant community living in this new luxury residence, meticulously crafted by a seasoned Darien builder. This home showcases exquisite craftsmanship and fine millwork throughout, seamlessly combining timeless sophistication with modern comforts. A dramatic double-height paneled foyer welcomes you inside, leading to a soaring vaulted ceilinged living room, which is anchored by a refined shiplapped gas fireplace. This space opens seamlessly to a spacious stone patio and level yard, creating the perfect setting for elegant indoor-outdoor entertaining. The gourmet kitchen is a true centerpiece, featuring top-of-the-line Thermador appliances, exquisite quartz countertops, custom cabinetry, and a sunlit eating area. The serene primary suite offers a generous walk-in closet and a spa-inspired bath complete with a soaking tub, glass-enclosed shower, and dual-sink vanity. For flexibility, there is an option to use the second floor suite as your primary, which includes its own private balcony. The 3rd floor provides an expansive extra room ready to make your own as a gym or playroom. This residence presents an extraordinary opportunity to own a beautifully conceived new home in a truly coveted setting, where you can look forward to fantastic neighborhood block parties and the convenience of walkability to the Middlesex Club and the top- rated Holmes School!

30 Lake Dr, Darien

$2,695,000
4 Beds 6 Baths 24079005 MLS
Discover an extraordinary opportunity to own your new dream home being meticulously crafted by the esteemed Sturges Bros., Inc. Nestled on Silver Hill, a charming country lane in the desirable south end of Ridgefield, this property offers both elegance and convenience. Set on a level 2 acre park-like site, this 5,000+ sq. ft. classic Center Hall Colonial showcases outstanding craftsmanship and architectural excellence. Designed for both comfort and sophistication, the home features Living Room with fireplace, spacious Dining Room, gourmet kitchen, and Family Room with fireplace and a home office/study- all rooms offering 9 ft. ceilings for an airy, open feel. The Primary Bedroom Suite is a luxurious retreat, complete with spa-like bathroom and peaceful Sitting Room. Each of the three additional bedrooms is thoughtfully designed to ensure comfort and privacy, each featuring its own ensuite bath. A large Playroom adds versatility, offering a myriad of possibilities for its use. The expansive grounds invite endless opportunities for recreation and relaxation. Just minutes away from historic Main Street, with its array of amenities, schools, shopping, and cultural attractions, this exceptional property offers a serene retreat with the convenience of village living.

87 Silver Hill Rd, Ridgefield

$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

$2,675,000
6 Beds 8 Baths 24089807 MLS
Welcome to Peaceable Acres, a gracious turn-of-the-century estate situated on 2.14 picturesque acres in a walk-to-town location. Built in 1906 in the classic French Chateau style by renowned banker Albert Wiggin, this 6BR, 6/2 Bath property has been lovingly restored with an eye to preserve her original elegance. The home is an entertainer's dream with relaxed sophistication at every turn. Prepare to swoon over the chef's kitchen with luxury features, high-end appliances, and double islands flowing into the expansive great room w/fireplace, Palladian windows, and French doors. You'll also find a handsome dining room w/coffered ceiling, gorgeous living room w/stone fireplace, charming sunroom, and rustic wood-paneled study which opens onto a lovely stone patio. Climb the gracefully curving staircase to the refined primary bedroom w/fireplace adjoining a spa-like bath, which boasts a dual shower, soaking tub, and terrace. Additionally, you'll find 5 bedrooms & 4 ensuite baths, laundry room, and office. The magic continues outdoors with a stunning veranda featuring grand columns & wide steps leading to two grassy terraces, all surrounded by magnificent stone walls. The estate-like property with stone pillars & tree-lined circular driveway is expansive w/room for a pool, while a delightful cottage could be reimagined as an art studio or playhouse. Enjoy the exceptional lifestyle this property offers with the heart of Ridgefield's vibrant town center just steps away. Welcome Home!

47 Peaceable St, Ridgefield

$2,669,000
4 Beds 5 Baths 24137815 MLS
Experience refined living.. Built in 2009. BYRAM HILLS SCHOOLS. Custom home with show-stopping gourmet kitchen, luxurious beautifully appointed baths and a resort-style saltwater pool surrounded by Bluestone patio and walkways, mature landscaping. Thoughtfully designed and solidly built, this home features a spacious layout with hardwood floors, custom millwork, and abundant natural light from oversized windows. The main level offers an open, easy flow-perfect for entertaining or everyday living-centered around a double-sided, floor-to-ceiling stone fireplace. The large gourmet kitchen is appointed with a generous island with a nickel farm sink, granite countertops, top-of-the-line appliances, and a substantial 7-inch butcher block. Upstairs features 4 generously sized bedrooms, including a primary suite with Fireplace, a spa like bathroom, 2 custom closets and a sitting area perfect for quiet reading, office or exercise. 3 additional bedrooms on this level include a guest suite with an attached bath. A Unique Office, designed with reclaimed wood, makes it a perfect retreat. This home features a back staircase that leads to the two levels below. Additional highlights include heated three car garage with tall ceilings, gated driveway with stone inlay, lawn sprinklers and whole home generator. Located in a peaceful setting yet close to town, this property offers privacy, space, and comfort - Not To Be Missed. ***AO 12/26/25- CTS

19 Kingdom Ridge Rd, North Castle

$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

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.