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$2,446,000
4 Beds 4 Baths 24174789 MLS
Step into timeless charm at 21 Fairfield Ave, Darien, where classic farmhouse colonial design meets modern luxury. This fully renovated 4-bedroom home features a stunning white high-end kitchen and baths, complemented by an open-flow layout and oversized triple pane windows that bathe the spaces in natural light. Downstairs, a finished basement offers incredible versatility with an additional bedroom, heated floor full bath, and an expansive playroom-perfect for guests or family needs. Practicality shines with abundant storage and a spacious laundry room. Outside, the large, level fenced yard is a private retreat, complete with a serene pebble seating area under a majestic Japanese maple, a huge garden space, a storage shed, and a modern deck ideal for entertaining or relaxing. Located on a sought-after neighborhood street, this home is as mindful as it is beautiful, boasting eco-friendly, green-rated upgrades. Its prime location puts you just steps from the train, restaurants, and local shops, blending convenience with lifestyle. 21 Fairfield Ave offers the perfect balance of style, function, and location-a home designed to enhance your everyday living.

21 Fairfield Ave, Darien

$2,427,000
4 Beds 6 Baths 24157998 MLS
Welcome to 314 Georgetown Road, an exceptional custom-built residence gracefully set on two acres of beautifully landscaped, park-like grounds. Showcasing striking stonework, refined architectural details, and timeless sophistication, this home offers an elegant blend of classic design and modern comfort. A dramatic two-story foyer, highlighted by a sweeping staircase and elegant chandelier, creates a memorable first impression and introduces the home's light-filled, beautifully proportioned interiors. The gracious living room with fireplace flows seamlessly into the formal dining room, creating an inviting setting equally suited for refined entertaining and intimate gatherings. The gourmet eat-in kitchen is both stylish and functional, appointed with granite countertops, high-end appliances, and a new Sub-Zero refrigerator, along with a well-appointed butler's pantry. A sunlit breakfast area overlooks the private backyard and opens to a stone patio, offering the perfect setting for effortless indoor-outdoor living. The upper level features a luxurious primary suite designed as a serene private retreat, complete with its own fireplace, a spa-inspired bath, and generous his-and-her walk-in closets. Four additional spacious bedrooms, two elegantly designed bathrooms, and a large additional room-ideal for a game room, media room, or additional recreational space-complete the level.

314 Georgetown Rd, Weston

$2,400,500
5 Beds 6 Baths 24159886 MLS
Private yet moments from town, this exceptional five-bedroom Contemporary Craftsman is a masterclass in workmanship, scale, and thoughtful design. A first-floor primary suite and four additional bedrooms offer flexibility for modern living, while exquisite millwork, refined architectural detail, and open floor plan create spaces equally suited to everyday comfort, working from home, recreation, and entertaining. A gourmet kitchen with high-end appliances and large pantry will please discerning cooks, while a breakfast bar and large dining room allows for easy socializing. A spectacular deck serves as a true extension of the home, complete with an outdoor kitchen, gracious dining and lounge areas, and a charming bridge crossing a peaceful stretch of the Five Mile River, leading to a golf chipping area and small, lovely yard. Additional features include soaring ceilings in the main living area, a two-story foyer, bonus room with deck overlooking the putting green, with bar, wine storage and a half bathroom. The third level offers a private office, a kitchenette, ample storage and fifth bedroom and an en-suite full bath lending the space to flexible use - sunlit gym, guest room, whatever suits. One mile from restaurants, shops and Metro-North, 107 Parade Hill offers the convenience of living close to town and the ease of low-maintenance living.

107 Parade Hill Rd, New Canaan

$2,400,000
5 Beds 7 Baths 24187770 MLS
Welcome to an extraordinary custom-built residence tucked away on a beautifully landscaped cul-de-sac lot in the prestigious River Estates subdivision. Backing to serene protected open space at the Ewen Preserve, this exceptional home offers the perfect blend of privacy, elegance & resort-style living. No detail was overlooked & no expense spared in this stunning 5 BR, 6 1/2 bath home, offering over 5,500 sq ft of refined living space, plus an add. 2,500 sq ft of finished walk-out lower level. The main level showcases impeccable craftsmanship & thoughtful design, featuring a state-of-the-art chef's kitchen outfitted with top-of-the-line appliances, granite countertops, oversized island, built-in desk, & an expansive walk-in pantry complete with an additional sink. The kitchen flows seamlessly into a dramatic LR highlighted by a floor-to-ceiling gas stone FP, coffered ceiling & a full wall of sliders that open to the backyard retreat. A formal DR & private den/office complete this level, along with a convenient mudroom laundry, full bath, half bath & integrated sound system. Upstairs, the luxurious primary suite serves as a private sanctuary with dual walk-in closets, a private balcony overlooking protected preserve land, & a spa-like bath featuring a soaking tub & rainfall shower. Two additional BRs offer en-suite baths & walk-in closets, while two more BRs share a beautifully appointed Jack-and-Jill bath. A second laundry area provides added convenience on this level

630 Saint Johns Dr, Orange

$2,400,000
4 Beds 6 Baths 24177199 MLS
Set in the heart of historic Kent village, this exceptional circa-1800 New England Greek Revival Farmhouse marries small-town walkability with eleven-plus acres of true country privacy. This property underwent a meticulous, top-to-bottom restoration from 2016 through 2018, preserving the home's original character while quietly engineering it for modern life - new wall insulation throughout, expanded electrical service with overhead fans and period-correct lighting, refinished antique floors in every room, and five zones of climate control with hydro-air heat. The main level opens to a warm, paneled living room with a fireplace-anchored dining nook - both detailed with custom paneling added during the renovation. A formal dining room and a library with built-in shelves and a limestone fireplace flank the central hall. The adjoining game room - opened up when interior walls and doorways were reconfigured - leads through French doors onto an expansive covered front porch, completely rebuilt with a new copper roof, classical columns, and a stone floor base. A chef's kitchen sits at the heart of the home: a 60-inch Wolf propane range, warming drawers, Viking ice maker, a Shaw farmhouse main sink and prep sink, ROHL faucets, and Rejuvenation hardware are set against Cambria quartz countertops, a ship-lap backsplash, and a custom island with built-in microwave and cabinetry. Step from the kitchen onto the covered stone porch and into the courtyard - designed for al fresco dining

100 N Main St, Kent

$2,400,000
5 Beds 3 Baths 24166322 MLS
Discover this stunning five-bedroom contemporary on a premier quiet New Canaan cul-de-sac- just five minutes from town. Soaring ceilings and expansive glass windows flood the open floor plan with natural light, backed by lush landscaping for total privacy. Step into the dramatic living room anchored by a custom gas fireplace. Move seamlessly to the sunlit dining area and custom wood-paneled kitchen with new appliances, walk-in pantry, and breakfast nook-opening to a patio and enclosed garden and lawn, perfect for effortless entertaining. The first-floor primary retreat boasts a sitting area, spa-like bath, and large walk-in closet. Sip morning coffee or catch sunsets overlooking your own nature preserve from the wraparound deck. Nearby are a private office and guest bedroom. Upstairs: three generous bedrooms and vaulted media room. The light-filled walk-out lower level features gym/exercise space and a rec room ready for a wood-burning stove. Mudroom and storage areas add flexibility. All floors were refinished or replaced. A pristine utility room includes recently installed propane heat, on demand hot water and whole house generator. Fiber optic connected and security system upgraded. The oversized three-car garage with high ceilings and epoxy floors stores bikes and gear easily. Owners shared their inspired property vision images (onsite) planned before their transfer. Don't miss this incredible opportunity.

2 Sleepy Hollow Rd, New Canaan

$2,400,000
4 Beds 3 Baths 24172553 MLS
Waterviews!! Welcome to 8 Seagate Road, a rare opportunity to live in one of Darien's most sought after waterfront communities! Enjoy views of Holly Pond from this custom-built home, offering a terrific layout. The large living room offers built-in cabinetry, a cozy fireplace & leads to the formal dining room, both with beautiful water views! The bright kitchen is nicely sized, with quartz counters, stainless steel appliances & breakfast bar. Adjacent to the kitchen is the family room with vaulted/beamed ceiling & wood burning stove. A den, or home office, as well as a full bathroom completes the1st floor. Upstairs is a fantastic primary bedroom with amazing views of Holly Pond and beyond! There is full bathroom with a tub and separate shower, as well as a walk-in closet. Three additional bedrooms & another full bath complete this floor. A full basement too! Outside at 8 Seagate is a terrific place to be! Enjoy the hot tub on the back patio, or the elevated patio is also a great place for outdoor entertaining, with beautiful views and a bonus storage area below. Finally, The Seagate Association offers its residents a private cove with dock to access Holly Pond. Nearby are the Darien YMCA, Weed Beach, restaurants and shopping. New HVAC August 2025 and new hot water heater April 2026. A wonderful place for your next home! The patio is over an original storage garage that was built in 1949. The home you see today was built in 1987.

8 Seagate Rd, Darien

$2,400,000
4 Beds 3 Baths 24160884 MLS
This gem of a home, in a prime Darien location, is ideal for both entertaining and casual living! As the charming entry sweeps you in, you immediately are surprised by the vaulted ceilings in the spacious living room which is centered around a soaring wood burning fireplace, clad in shiplap and marble. The library serves both as a place to read a book or grab a drink while entertaining in the adjoining family room which is flooded with light and made cozy by a gas fireplace. The dining area is spacious enough for large gatherings and opens to the updated and well-equipped kitchen, with adjacent mudroom and laundry area. Upstairs, the primary suite has a spacious dressing area, an updated bath, and a treasured balcony overlooking the property and providing tranquil sunset views. There are three additional bedrooms, an updated, full bath and the most picturesque, interior balcony where you can grab a moment away. Outside the patio is a favorite gathering spot and overlooks the fully fenced yard with plenty of space to play catch or kick a soccer ball. Getting your steps in, playing fetch with your dog, or simply enjoying the peaceful privacy afforded by Woodland Park Nature Preserve adds to the allure of this home. 1-car garage. Walk to schools, restaurants and the train, this fresh and modern cape is one you shouldn't miss.

86 Middlesex Rd, Darien

$2,395,000
4 Beds 4 Baths 24152838 MLS
Classic charm meets modern living in this updated colonial, set on over an acre with a stunning wood roof, stone walls, and a circular driveway. Entirely new second floor added. Now you have 4+ bedrooms, 4 full baths, and flexible living spaces on both floors. The main level features a spacious living room, den/office, guest suite/office, large playroom, eat-in kitchen, family room with the kitchen, bar room, and formal dining room. Upstairs, the primary suite offers vaulted ceilings, dual walk-in closets, and a marble double shower. You'll find a bedroom/nursery off of the primary suite plus an easy way to make a third bedroom. There is ample yard space to add a pool or party barn. Just minutes from local golf and tennis clubs and easy access to the Allwood neighborhood. Curb appeal, privacy, and possibility - this is the one.

112 Camp Ave, Darien

$2,370,000
28 Beds 28 Baths 24184752 MLS
Incredible investment opportunity to own four adjacent buildings with a total of 19 apartments on Helen ST on massive lot with 30 + parking spaces. The property features one 10 unit apartment building located at 73 Helen that features 7 town house apartments (2 bed 1.5 baths), two (2 bedroom 1 bath ranch apartments) and one (1 bed, 1 bath) ranch style apartment. The portfolio features two two families located at 75 & 77 Helen ST each with two (1 bedroom and 1 bathroom) apartments. The last building is 5 unit building at 83 Helen ST featuring 5 (1 bedroom. 1 bath apartments). The buildings have wonderful long term tenant(s) at below market rents. All apartments have separate utilities. The property has a ton of value add potential.

73-83 Helen St, Hamden

$2,350,000
5 Beds 8 Baths 24162318 MLS
Introducing a remarkable brick estate perched atop Avon Mountain in Avon. Inspired by classic European chateau design, this residence showcases an exceptional blend of globally and locally sourced materials, resulting in one of the area's most distinctive homes. No detail was overlooked in its construction. Highlights include reclaimed brick from Boston's Quincy Market, solid bronze banisters imported from Brazil, Calacatta Gold marble countertops from Italy, custom Korean birch burl wood inlays within cherry cabinetry, solid mahogany doors imported from France, white onyx bath surfaces, and soaring 12-foot ceilings throughout. A dramatic, sky-lit foyer with a sweeping dual staircase sets the tone. The thoughtfully designed floor plan balances grandeur with everyday comfort, featuring an open-concept kitchen, family room, and casual dining area. A 12-zone HVAC system provides individualized climate control for each bedroom. The home offers six bedrooms, incl' three potential primary suites-each with its own private terrace. The main-level primary suite serves as a luxurious retreat. An elevator services all levels, enhancing both accessibility and functionality. Designed for year-round enjoyment, the pool room features a heated saltwater lap pool with French doors opening to a sun-drenched, private deck. Set on a secluded cul-de-sac, the property abuts protected state forest and reservoir land, offering unparalleled privacy.

40 Parsons Way, Avon

$2,350,000
24171712 MLS
Sunsets, Silence, and 20-Mile Views over Steep Rock Preserve One of the rarest offerings in Washington: 80+ acres of open meadow, apple orchard, and wildflower fields perched above Steep Rock Preserve, with uninterrupted -views to the south and west. Set within one of the town's most coveted estate areas, the land moves from level pasture to gentle slope Several approved building sites accommodate everything from a singular country house to a full compound. The setting is defined by what isn't there: no traffic, no neighbors in sight, no light pollution - just long views, birdsong, and the sound of silence. Properties of this scale, character, and location rarely come to market. A foundational opportunity for a legacy estate minutes from the village of Washington Depot, the Mayflower Inn, and the cultural and equestrian life of Litchfield County.

36 Fenn Hill Rd, Washington

$2,325,000
4 Beds 3 Baths 24180738 MLS
Nestled on 2+ beautifully landscaped acres with a spectacular heated in-ground pool, this exceptional Colonial has been completely renovated to the highest standards, offering the perfect blend of timeless elegance & modern luxury. Thoughtfully redesigned inside & out, every major component has been updated, including the roof, siding, windows, mechanical systems, & generator, providing true turnkey living. Designed for both everyday comfort & effortless entertaining, the home features a modern, flowing floor plan w/sun-filled living spaces & seamless transitions throughout. At its heart is a beautifully appointed kitchen that opens to inviting gathering areas and outdoor living spaces, creating the ideal setting for family & friends. The lux primary suite serves as a private retreat, highlighted by a spa-worthy marble bath with sophisticated finishes & timeless appeal. Step outside to your own backyard oasis featuring the impressive heated pool, expansive entertaining patios & professionally designed landscaping providing exceptional beauty and privacy throughout the seasons. Whether hosting large gatherings or enjoying a quiet evening at home, the outdoor living experience is second to none. Car enthusiasts, hobbyists, & collectors will appreciate the custom outfitted oversized 2.5-car garage offering for vehicles, storage, & workspace. Rarely does a home of this quality, condition & setting become available. Simply move in & enjoy the very best of New Canaan Living!

17 Danforth Dr, New Canaan

$2,324,000
4 Beds 5 Baths 24147482 MLS
PRISTINE NEW CONSTRUCTION where thoughtful design meets high end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom home offers the perfect blend of style and comfort. Inside, an open floor plan creates a seamless flow from room to room, anchored by a soaring two-story great room with a stunning gas fireplace. Large oversized doors spill out onto a 580 SF covered deck where the tranquil sound of the Hammonasset River can be heard. The heart of the home is a beautiful kitchen with commercial appliances, quartzite stone countertops and a walk-in pantry. On the main floor, you'll find a spacious primary bedroom suite with its own fireplace, custom walk-in closet, and a luxurious bathroom that feels like your personal spa. Upstairs, a second primary bedroom suite provides ultimate flexibility, complete with its own walk-in closet and an equally impressive bathroom. Custom millwork throughout adds character and warmth, while the outdoor stonework and professional landscaping complemented by ambient lighting turn every glance outside into a moment of appreciation. Tucked below, the amazing walk out basement with a wall of glass and 9' ceilings is ready for future expansion. Walk onto a large granite patio for additional outdoor living. Located minutes to Madison center, beaches, Interstate 95 and the Madison train station, this home seamlessly combines convenience with tranquility. It is more than just a dwelling; it's a testament to a well-envisioned life

132 Summer Hill Rd, Madison

$2,310,000
4 Beds 4 Baths 24175725 MLS
Stunningly updated and remodeled, this exceptional 4 bedroom, 4 full bath home is tucked away on a picturesque 2.18-acre lot in one of Madison's most sought-after beach communities, just 1/2 mile to both East Wharf Beach and the vibrant Madison Village. A rare opportunity to enjoy coastal living with close proximity to town, beaches, dining, and shopping. Talk about a WOW house... this one is sure to delight! Thoughtfully redesigned with gorgeous wide plank wood flooring throughout and light-filled interior spaces, the entry opens to a living room featuring a stone fireplace. The beautifully appointed kitchen is outfitted with high-end appliances including a WOLF 6-burner gas cooktop and double wall ovens, granite countertops, and custom cabinetry. A formal dining room with deck access provides the perfect setting for holiday entertaining. The first-floor master suite offers a peaceful retreat with private deck access, separate sitting/great room with gas fireplace, and walk-in closet. The luxurious primary bath features tile flooring and accent wall, walk-in shower, and relaxing soaking tub. Additional main level highlights include a mudroom/hall w/access to a screened porch and backyard, laundry room, office/bedroom with custom Murphy bed, and attached 2-car garage with EV wiring at both stalls. A private upper-level office and gym area accessed by a back staircase offers flexible living space. Upstairs, you'll find three additional bedrooms, all with access to full baths.

36 Cedar Ln, Madison

$2,300,100
4 Beds 3 Baths 24161019 MLS
Welcome to this beautifully maintained four-bedroom residence in the heart of New Canaan, where timeless New England colonial architecture is thoughtfully paired with modern comfort and refined living. Privately set on a picturesque property, this inviting home offers an ideal balance of entertaining spaces, everyday functionality, and unparalleled convenience. The sun-filled main level is designed for both comfortable living and sophisticated entertaining, featuring a spacious family room, an elegant formal dining room, and a thoughtfully updated kitchen appointed with high-end appliances, expansive counter space, and a breakfast area overlooking the deck and backyard. The first floor office makes working from home a breeze and the handy laundry room located next to the kitchen create even more ease. An inviting living room provides a warm and welcoming retreat, while oversized windows throughout the home bathe each room in natural light. Upstairs, the serene primary suite serves as a private sanctuary, complete with ample California Closets designed space and a beautifully recently renovated ensuite five piece bath. Three additional well-proportioned bedrooms offer exceptional flexibility for family, guests, or a secondary dedicated home office on the upper level. Newly 2026 installed hardwood floors throughout the second level further enhance the home's warmth and sophistication while the refinished first floor hardwood flooring shines.The lower level adds to the home's

463 White Oak Shade Rd, New Canaan

$2,300,000
5 Beds 6 Baths 24179073 MLS
What if your primary residence and your vacation getaway were one and the same? Set on 2.56 private river-fed pond acres in coveted Lower Weston, 8 Wedges Field makes that question feel less like a fantasy and more like a Tuesday. Built by Michael Greenberg with the craft his homes are known for: antique wide plank chestnut floors, hand-hewn beams, custom millwork, soaring ceilings, and windows that pull the landscape inside. Multiple covered porches, a finished lower level with a additional bedroom not officially counted, and a three-car garage with private apartment above round out a rare set of amenities. Step outside and the Saugatuck feeds a private pond with your own dock. Make a fire pit, enjoy a canoe, toes in the heated pool - it's more bucolic than a Bob Ross painting. 5 bedrooms, 7 baths, 6,062 square above ground feet, and a shocking degree of getaway that's commutable from Manhattan.

8 Wedges Fld, Weston

$2,300,000
5 Beds 6 Baths 24174420 MLS
Set on 4 private acres, this fully renovated 5-bedroom, 6-bath home blends modern design with effortless everyday living. From the moment you enter, fresh, sophisticated interiors set the tone for a turnkey lifestyle. The spacious eat-in kitchen with a large center island flows into inviting gathering spaces designed for both daily living and entertaining. The cathedral-ceiling primary suite features a gas fireplace, radiant heated bathroom floors, a walk-in closet, and a luxurious bath. Large secondary bedrooms include one en-suite, while a first-floor bedroom with private bath offers flexibility for guests or a home office. A finished lower level provides space for play, fitness, or work. A generous screened-in porch invites summer dinners and relaxed evenings overlooking the property's beautiful grounds and water views. Outside, sweeping level lawns framed by mature trees create a private, park-like setting with exceptional space for recreation, entertaining, and play. An attached and detached garage offers endless possibilities for storage, a workshop, boat, Airstream storage, or a future party barn. The perfect blend of turnkey living, private surroundings, and exceptional indoor-outdoor spaces.

599 N Wilton Rd, New Canaan

$2,300,000
4 Beds 5 Baths 24175397 MLS
Exceptional contemporary home featuring an open, modern floor plan and 4,550 square feet of finished living space. Situated on a private, gated, and fully fenced two-acre level lot, this residence is located in a highly sought-after, quiet cul-de-sac. The interior boasts an impressive two-story foyer leading to a well-appointed layout. The main level includes a formal dining room, a living room with vaulted ceiling and a fireplace. The updated eat-in kitchen features stainless appliances and adjoins the family room. The home offers four bedrooms, including a spacious primary suite, a large playroom, and multiple dedicated office spaces. The fully finished lower level provides significant versatility, featuring: - A potential fifth bedroom and a study with built-in cabinetry - A full bathroom with a steam shower - A wine cellar, gym, and additional playroom space The property is environmentally conscious and well-maintained, featuring a newer roof with Tesla solar panels, a Tesla charging station, and a backup generator. The park-like grounds and expansive stone patio offer an ideal environment for indoor and outdoor entertaining. The home is conveniently located just steps from reservoir views and a short drive to the village center and the Metro North Train to NYC.

91 Lantern Ridge Rd, New Canaan

$2,300,000
3 Beds 2 Baths 24173951 MLS
Set on 1.66 level, lushly wooded acres along Stony Brook, 6 Blueberry Lane is the rare offering in central Darien: a storied 1950 home beautifully reimagined for today's lifestyle. The bones of a quiet, classic property - generous lot, brook frontage, and a coveted location moments from town, train, and the Sound. Ceilings have been raised throughout, giving the principal living spaces the volume and light buyers expect at this tier - an instant departure from the typical mid-century cottage feel. The heart of the home is a stunning kitchen built for cooks who actually cook. Sub-Zero refrigerator and Wolf oven/range anchor a space tailored for both daily family life & entertaining at scale, w/custom cabinetry, generous prep surfaces, and a layout that flows seamlessly into the adjacent gathering rooms and out to the property. The original wood-burning fireplace remains - one of the few period notes intentionally preserved, and the room you'll instinctively reach for on a cool fall evening. Three bedrooms and two-and-a-half baths are configured for ease and privacy, with the addition of a brand-new powder room solving the single most common gripe buyers have with vintage Darien homes of this size. 1.66 level acres on Stony Brook is an exceedingly rare lot profile in this pocket of Darien w/room for a pool, a sport court or simply privacy & birdsong. Minutes from Darien schools, Metro-North stations, town beaches & downtown. Turnkey!

6 Blueberry Ln, Darien

$2,300,000
5 Beds 3 Baths 24170801 MLS
Tucked into one of New Canaan's most desirable in-town neighborhoods, 33 Village Drive offers the perfect blend of thoughtful renovation, comfortable living, and unbeatable convenience. Recently updated, the home features bright, open living spaces designed for today's lifestyle, with a seamless flow ideal for both everyday living and entertaining. Generous room sizes, updated finishes, and great natural light create a warm and inviting feel throughout. Whether gathering in the main living areas or enjoying quieter moments at home, the layout offers flexibility and ease. The location is hard to beat. Just moments to schools, Waveny Park, the YMCA, and downtown New Canaan, everything you need is right at your fingertips. A turnkey opportunity in a truly special neighborhood.

33 Village Dr, New Canaan

$2,300,000
4 Beds 5 Baths 24167123 MLS
Roxbury Shingle-Style Gem with Sparkling Pool! This grand residence sits off one of Litchfield County's most treasured and bucolic roads amidst boldfaced names - past and present - and backing up to a 60-acre parcel of Roxbury Land Trust. Prepare to be "wowed" by the sun-flooded double height living room, gorgeous eat-in-kitchen, formal dining room, four-season sunroom, wood-paneled library/den, and well-executed rec room. Four oversized bedrooms with ensuite baths, including primary suite options on both the main floor and upstairs. A large outdoor deck which spills onto a native stone terrace with grill and pizza oven; perfect for entertaining friends and family. Partially finished basement with gym and tons of storage. Pristine 20x40 gunite pool and spa added in 2022. Cagenio-wired smart home with mega-speed internet, Wifi covering the interior and exterior patio and pool areas, whole house generator. Many "hidden money" upgrades inside and out, including roof in 2021 (w/ 50-yr transferable warranty), five zone HVAC system with all units replaced 2021-2024, pool and spa in 2022, whole-house generator, mini-splits in the sunroom and gym area, and a comprehensive automation system. In the heart of Litchfield County, convenient to Lake Waramaug, fine dining, farmers markets, town tennis courts and thousands of acres of land trust to explore. 90 minutes to NYC but a world away.

77 Tophet Rd, Roxbury

$2,300,000
5 Beds 6 Baths 24156013 MLS
This beautifully designed residence seamlessly blends timeless charm with modern sophistication, showcasing sun-drenched interiors, inviting fireplaces, and refined architectural details throughout. A secluded stone patio overlooks the sparkling in-ground gunite pool and pool house, all set within a serene, park-like landscape - an idyllic backdrop for both intimate gatherings and grand entertaining. The home's exceptional flow connects the formal living and dining rooms to the newly renovated kitchen, featuring brand new stainless steel appliances, striking quartz countertops, and a sunlit breakfast area. Designed for effortless living, the layout is both elegant and functional. A dramatic family room with soaring cathedral ceiling, wet bar, and impressive stone fireplace offers direct access to the extensive new deck and private yard - a perfect setting for celebrating life year round. The main level primary suite is privately situated in its own wing, complete with spa-inspired bath and dedicated office. A separate wing on the main floor features a remarkable 42 foot media/playroom with custom built-ins and two spacious ensuite bedrooms. Upstairs, two additional bedrooms share a bath and offer abundant storage. Meticulously maintained and thoughtfully updated, this exceptional property is ideally located just minutes from town, train, beaches, and approximately one hour to New York City.

12 Dellwood Rd, Darien

$2,299,000
5 Beds 7 Baths 24165339 MLS
Cast one's eyes upon this special setting and you're instantly reminded of Mark Twain's quote... "Buy land, they're not making it anymore!" Picture perfect, sanctuary view, expansive level lawn, located in the heart of Fairfield. Magnificent new home built by one of the towns most prominent tradesman. Architecturally stunning turreted and stone enhanced Colonial design. Gracious open floor plan incorporating the finest in craftsmanship, integrity, modern amenity and high grade building components. Special features include a Family Rm w/ FP, adjoining Den and dedicated Home Office, Chef's Kitchen w/ all the trimmings, and a luxurious Primary Bedroom Suite w/ Sitting Rm. A finished attic or Third Floor provides a large Bonus Rm, Full Bath, and optional 5th & 6th Bedrooms. The full unfinished basement offers convenient exterior access, ample storage, and potential for more living space. Fairfield is a thriving community enjoying top ranked schools, miles of sandy beaches, and an array of shopping, dining, cultural and recreational resources. The town is proximate to all major employment centers and enjoys easy access to commuter services & major transportation routes. Come discover your perfect lifestyle match!

360 Duck Farm Rd, Fairfield

$2,275,000
4 Beds 3 Baths 24169480 MLS
This is home is exactly where the New Canaan market is right now. Tucked down a private lane, this is the kind of home buyers are looking for-clean, updated, and completely move-in ready. 254 White Oak Shade has just been refreshed with new paint, refinished floors, and thoughtful staging that makes the entire home feel light, bright, and easy. The living spaces are filled with natural light, and the layout works for both everyday living and entertaining without trying too hard. It's a classic New Canaan home with the right updates already done-so you're not walking into a project. The setting is what makes this one stand out. Quiet, private, and surrounded by greenery, yet just minutes to town, the train, and an easy commute. You have quick access to Norwalk for everyday convenience-Costco and Target runs-while still living in New Canaan with top-tier schools and the charm of a true village. Homes like this-updated, well-located, and ready to go-make this a choice you will not want to miss. Deadline for offers is Monday 5/4 @ 5pm

254 White Oak Shade Rd, New Canaan

$2,275,000
5 Beds 6 Baths 24162490 MLS
Come & be dazzled by this Nantucket inspired water-front country estate! Custom craftmanship is the hallmark throughout this 5BR home. A gracious foyer welcomes you & leads you to sunny living room w/ bay window, large dining room w/ custom built-ins & fireplace.The recently remodeled kitchen is a chef's dream w/ 6 burner Wolf Gas range, 8 ft. granite topped center island, a double sub-zero & travertine counter tops. The kitchen is open to the great room w/ fieldstone fireplace & unique Rotunda/Solarium w/ balcony/deck & water views! The1st floor primary bedroom w/ 14ft ceilings offers privacy, 2 walk-in closets, large bath, & french doors leading to lovely, serene porch to enjoy morning coffee, afternoon iced tea or evening glass of wine. Completing the first floor is a large office w/ custom built-ins & fireplace & a light filled sun room/gym overlooking the pristine grounds, as well as a large mudroom, laundry room & 2 half baths. A butterfly staircase will take you to the 2nd floor w/ 4 bedrooms (2 with decks & balcony) & rec & guest room w/ fireplace. The outdoor space is a pure delight w/pillared deck/veranda overlooking 2 beautifully manicured acres w/specimen trees & shrubs leading to large pond & dock for swimming, fishing, ice skating and boating or cooking out by the firepit! Central Air, HW floors, & a new 50 year architectural roof are just a few of the special features of this home. Located just a few miles to Weston school campus & town center. Welcome Home!

41 Singing Oaks Dr, Weston

$2,275,000
5 Beds 5 Baths 24160645 MLS
Wake up overlooking the lake, launch your boat from your private dock, spend the afternoon on the water, and end the evening around the fire pit as the sun sets. Less than two hours from Manhattan, 62 Riverford offers the kind of waterfront retreat that's increasingly difficult to find in Connecticut. This 4.3 acre waterfront estate on the shores of Lake Lillinonah is an idyllic retreat. The land directly across from the property is protected space, ensuring no future builds. A private dock and remote-controlled boat lift provide direct lake access; hot tub, sauna, fire pit, screened porch, & multi-tier deck present a multitude of desirable outdoor settings to choose from. The 5,400 sq ft residence makes an immediate impression with a two-story foyer and a main level that balances openness with defined, functional spaces. The dining room, butler's pantry, and expansive family room connect seamlessly, while a formal living room, private office, and oversized kitchen complete the layout. Upstairs, four bedrooms include a standout primary suite with two walk-in closets, a sitting room, full bath, private deck, and oversized windows capturing the lake. An additional great room offers flexibility as a fifth bedroom, media space, or playroom. The finished walk-out lower level is designed to function as its own destination, featuring a spacious game room, large bar area with sink, full bath, flexible bedroom/office, and plenty of storage.

62 Riverford Rd, Brookfield

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