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Featured Properties

$4,199,000
5 Beds 8 Baths 24082353 MLS
New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island, Thermador appliances, an oversized range, and abundant cabinetry. Surrounded by windows, the sunlit breakfast room flows effortlessly to the kitchen/great room, where a gas fireplace and beamed ceiling create warmth and character and flow out to an huge deck overlooking 1.2 private acres. A first-floor office with full bath offers flexibility for work, guests, or a quiet retreat. Everyday ease continues with a mudroom, half bath with stunning, floating quartz vanity, and an attached two-car garage. Upstairs, the primary suite is a serene escape with vaulted ceilings, a walk-in closet, and a private balcony overlooking the lush and private yard. Three additional en-suite bedrooms each feature custom walk-in closets, blending function with elegance. The partially finished third floor and lower level invite endless possibilities - a home gym, playroom, creative spaces, etc. This home has privacy and space for all and is only minutes from town, shops, the beach, golf, the train and all amenities. A new home for the new year!

20 Marianne Rd, Darien

$4,000,000
4 Beds 5 Baths 24189751 MLS
An icon of American modernism, the celebrated Celanese House presents a rare opportunity to own one of New Canaan's most architecturally significant residences. Designed in 1959 by acclaimed architect Edward Durell Stone, this internationally recognized masterpiece has been admired for decades for its timeless design. Meticulously restored to honor Stone's original vision while embracing contemporary living, the home showcases his signature architectural vocabulary-from the striking lattice facade and sculptural glass roof pyramids to soaring walls of glass that dissolve the boundary between indoors and out. Light becomes an architectural element, filling every space and transforming the home throughout the day. Nearly 5,000 square feet of thoughtfully curated living space blend historic integrity with refined modern luxury. Satin-bleached oak floors, floating walls, museum-quality lighting and a dramatic illuminated glass entry create interiors that feel simultaneously iconic and effortlessly livable. Four bedrooms, four-and-a-half baths and beautifully proportioned entertaining spaces provide exceptional comfort without compromising the purity of the original design. Set on 2.06 private acres along a distinguished road, the landscape complements the architecture with tranquil views and remarkable privacy. More than a residence, the Celanese House is an enduring work of architecture-offering the privilege of becoming the next steward of a true design landmark.

565 Oenoke Rdg, New Canaan

$3,999,999
6 Beds 4 Baths 24128777 MLS
Subdivision Potential! One of the Largest Land Parcels in Bethel - Over 61 Acres! A rare opportunity for investors, developers, and visionaries to own more than 61 acres in the highly sought-after Codfish Hill area. This former farmland, once a thriving homestead, offers a unique combination of development potential and the charm of an existing colonial farmhouse with multiple outbuildings. The property includes an oversized 3-bay garage/barn with a full second level, and a nearly 4,500 sq. ft. farmhouse filled with character and possibility. Inside, you'll find a grand great room with a soaring floor-to-ceiling stone fireplace featuring French doors leading to an expansive deck-perfect for entertaining. The home features 5 bedrooms (potentially 6), 3.5 baths, and 3 stone fireplaces, including a first-floor primary suite with separate office/nursery, its own fireplace and spa-like bath, plus a walk-out lower-level in-law suite with private entrance, stone fireplace, and separate laundry hookups. This is truly a diamond in the rough-whether you're looking to restore the farmhouse to its former glory or envisioning a subdivision project on one of the largest parcels left in Bethel. Opportunities like this are few and far between-don't miss it! Buyer use due diligence in possible subdivision and zoning requirements per town of Bethel. Property is part of an estate and sold as-is and subject to probate approval.

62 Codfish Hill Rd, Bethel

$3,999,000
6 Beds 9 Baths 24173869 MLS
This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two spacious 3-bedroom residences, 3) additionally acquire the north wing to recreate a more complete version of the original mansion for use as an expansive single-family residence, a family compound, or separate residences for rental income. The current 6,716 sq ft home has been thoughtfully restored & offers 6 bedrooms with primary suites on both levels, 7 full baths, and 2 powder rooms. The kitchen opens to a stunning library & informal dining area, complemented by formal living & dining rooms, a family room, office, gym, den, laundry room and 7 fireplaces. At the center of the home, a dramatic three-story 1250 sq foot glass atrium (the 1,250 sq ft is not included in the 6,716 sq ft) - enclosing the 1929 courtyard - creates a year-round living space that brings light & openness into the core of the home. This is estate living with the ease of a managed community. Enjoy beautifully maintained grounds with specimen trees & beautiful plantings. Amenities include: junior Olympic-sized heated pool, pool house, tennis court & separate paddle/pickle courts and more. More info below.

1 Great Elm Dr, Sharon

$3,998,000
5 Beds 6 Baths 24142076 MLS
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill Road's summit, East Hill Farm is a fully realized estate where infrastructure, land, and possibility are complete and in place. The 1798 Thomas Shepard House-museum-quality restoration featuring 5 bedrooms, 5.5 baths, 5 fireplaces, original King's board floors, hand-blown glass windows-awaits your vision for kitchens and baths. Modern additions: radiant heat, elevator, sun-filled library, luminous sunroom overlooking formal gardens and 4-acre spring-fed pond. The 227 acres aren't just land-they're composition. Meadow unfolding to pond positioned where morning & evening light catch it. Mature forest giving way to unbroken views. Trails looping you gently home by blue hour. Stone walls, pool, tennis court, greenhouse. Magnificent 3,550sf hand-hewn barn moved here. Northern land borders State Forest; southern abuts conservation land-permanent privacy. Guest house (6,668sf): 4 residences replete with possibilities-multigenerational living, art studios, writing spaces, media rooms, yoga, creative sanctuary. Cathedral ceilings, fireplaces, soaring light. The quiet money cannot buy: depth of silence settling at dusk, Milky Way stretching clear across valley, no light pollution. Architecture, land, and sky speaking the same language. Where hosting feels like breathing, completely natural. 5 families in 227 years. You'll be 5th. 5 min to dining, 20 min to Great Barrington, 2.5 hrs to Boston/NYC. Complete and irrepla

764 E Hill Rd, New Marlborough

$3,995,000
6 Beds 6 Baths 24198399 MLS
Tucked behind mature landscaping on a beautifully private 1 acre setting, this extraordinary Southport residence is a home that reveals itself slowly, filled with warmth, character, and timeless craftsmanship. Designed for both everyday living and effortless entertaining, the nearly 6,000 SF home offers 6 bedrooms, 5.5 baths, soaring beamed ceilings, reclaimed wood, antique doors, wide-plank floors, and an exceptional collection of gathering spaces. The heart of the home is an inviting chef's kitchen that opens seamlessly to the family room, while the dramatic great room, lined with floor-to-ceiling bookcases and a library ladder, creates a space unlike anything else on the market. A private 1st floor guest suite, elegant library, and luxurious primary suite with fireplace complete the home's thoughtful design. Outside, the property feels more like a private resort than a backyard. Stone terraces surround a spectacular Gunite pool and spa with 3 cascading fountains, complemented by a beautifully appointed pool house, covered outdoor dining beneath a bamboo canopy, built-in grilling area, fire pit, and integrated sound system, creating an unforgettable setting for summer gatherings or quiet evenings at home. Located just minutes from Southport Village, beaches, Metro-North, restaurants, shopping, and top-rated public and private schools, 1061 Cedar Road offers the rare combination of architectural distinction, exceptional privacy, and an effortless Connecticut lifestyle.

1061 Cedar Rd, Fairfield

$3,995,000
5 Beds 8 Baths 24172560 MLS
Escape to a lifestyle that is increasingly rare to find in Fairfield County. Set on 6.37 private acres on a quiet country lane near Easton Center, this custom-built 2022 estate offers the peace and beauty of Vermont with the convenience of Westport and Fairfield just minutes away. Wake to complete privacy, spend the afternoon by the heated pool and spa, stroll through your private gate to Silverman's Farm for fresh produce, baked goods and seasonal apple picking, or explore Easton's miles of hiking trails, fishing spots, equestrian facilities and scenic back roads. Enjoy weekends exploring local farm markets, orchards, family-owned farms and Christmas tree farms, with everything from fresh produce and homemade pies to seasonal festivals and animal farms just minutes from home. Here, you'll enjoy the tranquility of country living without sacrificing convenience. Only 3 minutes to the Merritt Parkway, 9 minutes to the Trumbull Mall, and an easy drive to Fairfield, Westport, beaches, restaurants and train stations. Built by a premier builder as his own family residence, the home features 5 bedrooms, 6 full baths, soaring 20+ ft ceilings, a 2024 HOBI Award-winning Sterling Custom Cabinetry kitchen with Miele prep kitchen, Lutron lighting, 6-zone HVAC, hydro air exchange, steam humidification, pool cabana with full bath, and a 5-car garage. A rare opportunity to enjoy an extraordinary country lifestyle with the quality and sophistication of Westport-level new construction.

27 Old Oak Rd, Easton

$3,950,000
5 Beds 6 Baths 24198712 MLS
Set behind stone walls on nearly 2 acres, this exceptional 5-bedroom home offers over 5,000 SF of refined living in a truly extraordinary setting. A dramatic 2-story foyer w/circular staircase and exquisite herringbone floors sets the tone for elegance throughout. Walls of windows fill the gracious interiors with natural light and frame manicured grounds and lush gardens. The formal living room, w/classic wood-burning fireplace, is complemented by a handsome library w/fireplace and wet bar, while an elegant dining room, detailed w/wainscoting and custom built-ins, sets the stage for memorable gatherings. At the heart of the home, a gourmet kitchen with custom cabinetry and oversized island flows into a sun-drenched family room w/fireplace and a wall of glass opening to the expansive terrace - perfect for indoor/outdoor entertaining. The luxurious primary suite features generous walk-in closets and spa-like bath with dual vanities, soaking tub and radiant-heated floors. Four additional bedrooms each enjoy private baths. A separate wing with bedroom, bath and playroom offers an ideal retreat for guests. Additional amenities include a private vaulted-ceiling office, first-floor gym, mudroom, laundry, two-car garage and generator. Beyond the interiors lies a secluded oasis: a level lawn, tranquil pond and fountain, charming footbridge, and secret garden, w/protected land-trust property beyond. A rare expression of privacy, beauty, space, and enduring distinction

700 Hollow Tree Ridge Rd, Darien

$3,950,000
5 Beds 6 Baths 24192020 MLS
Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled with natural light and captures river views, seamlessly blending the ever-changing beauty of the water with miles of pristine, undeveloped landscape. Whether watching boats glide along the river, bald eagles and ospreys soar overhead, or vibrant sunsets reflect across the water, the connection to nature is simply unrivaled. The luxurious primary suite is a private sanctuary, perfectly positioned to showcase the breathtaking riverfront setting and spectacular sunset views. Inside, three fireplaces create warmth and ambiance, offering intimate gathering spaces for cozy evenings and seasonal get-togethers. This unique Deep River property is conveniently located to Essex Village, which is recognized as one of America's "Best Small Towns" where one can enjoy boutique shopping, restaurants, marinas and quintessential New England charm, all while returning to the peace and privacy of your own waterfront retreat. This stunning property is situated two hours from Boston and New York City, and offers convenient access to airports in New haven, Hartford and Providence.

323 River Rd, Deep River

$3,950,000
4 Beds 6 Baths 24165995 MLS
Welcome to the Hudson Valley Dream Home - Introduced by Hudson Valley Magazine Presented in collaboration with Hudson Valley Magazine as their inaugural "Dream Home", this custom-built modern farmhouse is near completion and offers an extraordinary opportunity to own a Hudson Valley compound where collaborative vision meets architectural excellence. Located only 2 minutes from village of Millerton and set on 14 pristine acres with private ponds and surrounded by protected land, this single-level contemporary farmhouse spans nearly 6,000 square feet of thoughtfully conceived living space. A dramatic vaulted entry foyer leads into a grand Great Room, where living, dining and kitchen converge beneath a soaring ceiling and features a fireplace and walls of glass that frame the bluestone terraces and serene landscape beyond. The four, massive bedroom suites include two equal luxurious primary suites on opposite corners of the home. A large, dedicated media room, private office, 2 half baths and a bonus 2nd-floor wellness studio complete an exceptional floor plan designed for both grand entertaining and quiet, inspired living. With the exterior complete, the buyer has the rare opportunity to collaborate with the builder and the magazine's creative team to finish the interior to their own aesthetic vision. Luxurious fixtures like custom cabinetry, high-end Fisher Paykel appliances and designer details throughout ensure the finished product will be nothing short of remark

42 Hy Vue Ter, Millerton

$3,950,000
8 Beds 10 Baths 24100203 MLS
Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which then leads to the saltwater pool. A main floor guest bedroom suite with its own bathroom is an added convenience and can be a ground floor primary. There are lots of space for grand entertaining in the formal dining room, living room and great room. Plenty of cabinetry and shelves to display your treasures. You can warm yourself by the fireplaces. The master bedroom suite on the upper level has it all, walking closet, fireplace , sunroom and a large bathroom with steam shower and jet tub. 3 additional bedrooms round up the second floor, all with en-suite bathrooms. A separate laundry room is conveniently located on the bedroom level. The 3 floor has a loft and 2 additional bedrooms also with en-suite bathrooms.The lower level is fully finished and is a walk-out to the grounds. It also includes a wine cellar, a gym and a kitchenette. A separate apartement with a patio is located above one of the garage, which house 3 cars. Another garage for 6 cars is an additional outbuilding. Acreage is consisting of 3 separate parcels which are included w/sale.

184 Fern Ave, Litchfield

$3,900,000
3 Beds 3 Baths 24169897 MLS
Overlooking the hills of Lyme, Connecticut, Hilltop Estate combines old world elegance with modern luxury. The fully renovated stone and stucco main house, spacious guest cottage, pool and barn complex are set on nearly 50 acres. Made up of five separate parcels with potential for equestrian pursuits, farm to table living or sellable individually. The barns include a workshop fully convertible to living space, artist studio or entertainment space. Contiguous to the barns is an Alitex greenhouse manufactured in England with its own dedicated, fully equipped potting room. The property is surrounded by manicured gardens, stone walls, privet hedges and mature plantings. The three bedroom, two and one half bath main house exudes historic character with detailed moldings, refined finishes, antique chestnut floors, custom built-in cabinetry, grass cloth wallpaper, hand-hewn exposed beams, multiple fireplaces, decorative painting and light-filled interiors. The gourmet kitchen features two stoves (Wolf and Gaggeneau) and a Sub-Zero refrigerator. Enjoy the outdoor terrace for six months a year; warmed by its stone fireplace and protected by fully retractable roller screens in the summer. The two bedroom en-suite guest cottage complete with a full kitchen provides a luxurious escape for family and friends. Meandering trails throughout the property provide a peaceful hiking experience for enjoyment year-round. The property is equidistant to New York City and Boston.

213 Beaver Brook Rd, Lyme

$3,900,000
4 Beds 3 Baths 24163908 MLS
Welcome to 23 and 24 Echo Drive, New Milford, CT-a timeless gem first introduced to the market by the family who originally built it. Nestled on the shores of Candlewood Lake within the prestigious Birch Groves community, this exquisite residence embodies the classic Adirondack style of the 1930s with its captivating stone and wood construction. Spanning 2,073 square feet, this elegant lake home offers four spacious bedrooms, a three season porch and a storybook living room with an impressive floor to ceiling field stone fireplace, providing ample space for relaxation and entertainment. With western exposure, enjoy breathtaking sunset views from the comfort of your home that seamlessly blend indoor and outdoor living. Lakeside, this home offers a wide expanse of private waterfront over two lots that looks out onto protected land with no homes, a private dock, and a hard to replicate lake side boat garage/shed. Included in this rare offering is 24 Echo, a lot, presenting endless possibilities for expansion of the family compound or a private retreat. Experience the charm of lakeside living with the convenience of modern amenities. This unique opportunity awaits you to create lasting memories in a home that effortlessly blends vintage charm with contemporary elegance. Make this unique and distinguished property yours today. 23 Echo is located on the western (waterfront) side of Echo Drive (0.63 Acres) and 24 Echo is located on the east side of Echo Dr (0.43 Acres)

23 Echo Dr, New Milford

$3,890,000
4 Beds 4 Baths 24148103 MLS
Set on its very own private isle, this extraordinary 4-bedroom, 3.5-bathroom retreat redefines luxury coastal living. Enjoy unmatched privacy and serenity, all just a five-minute boat ride from the idlyllic Stony Creek mainland-a rare balance of peaceful island living with effortless convenience and peace of mind. Family and guests will appreciate the added benefit of a seasonal water taxi, operating hourly in the summertime, ensuring smooth and enjoyable arrivals and departures. Sunlit interiors showcase sweeping, unobstructed water views from nearly every room, while gentle sea breezes drift through a harmonious blend of indoor and outdoor spaces. Elegant living and entertaining rooms spill onto a series of spectacular balconies and terraces, each oriented to capture the ever-changing hues of sunrise and sunset over Long Island Sound. The kitchen, slightly staged with new countertops, offers both style and flexibility-ready for your personal touch to transform it into a culinary haven. This property is brimming with potential: imagine your own vacation escape for spring, summer, and fall, a lucrative VRBO investment, or an unforgettable wedding venue where guests are enveloped in the island's enchanting atmosphere. The primary suite is a world unto itself, boasting its own private balconies, a spa-inspired bath, and vistas that stretch to the horizon. Three additional bedrooms offer comfort and privacy for family and guests alike.

00 Potato Is, Branford

$3,850,000
5 Beds 5 Baths 24181784 MLS
This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the Village. Hidden from the road, it offers a sense of seclusion that is increasingly difficult to find. Rich with period details and timeless architectural character, the 5 bedroom, 4 full and 1 half bath home sits at one of the highest points on Harbor Road, where cooling summer breezes are a welcome feature. The property also includes a classic antique barn, pool, pool house, attached one-car garage, and detached two-car garage, creating a setting ideal for both everyday living and entertaining. While the home presents an exceptional opportunity for renovation and enhancement, its greatest assets cannot be replicated: its setting, scale, history, and location. For the next steward, it offers the chance to reimagine a treasured Southport property while preserving its authenticity and charm. Enjoy a quintessential Southport lifestyle with easy access to the Village, train station, Pequot Yacht Club, and the soon-to-open Southport General Store and Rose Hill Kitchen. Last offered for sale in 1989, opportunities like this rarely come to market. A true Southport gem ready for its next chapter

406 Harbor Rd, Fairfield

$3,795,000
4 Beds 4 Baths 24171986 MLS
Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully renovated, offering flexibility with gracious living and dining rooms, a sun-filled sunroom, cozy family room, and a curated Chef's kitchen with Calacatta marble, bespoke cabinetry, and top-tier appliances. A serene Primary Suite and additional bedrooms upstairs, the home functions perfectly as-is-or as a future guest house or accessory residence with thoughtful modifications. The sweeping land provides ample room for a new main residence set further back on the property, while maintaining the current home for extended family, guests, staff, or as a pool house. Outdoor living is equally compelling, with an expansive covered stone terrace, fire pit, and open meadow-like grounds offering endless possibilities for a pool, tennis court, barn, or gardens. Whether you choose to embrace the home's timeless appeal or create a legacy estate tailored to your vision, this is a unique chance to live comfortably now while building for tomorrow-all in one of Westport's most coveted locations, just minutes to Westport's vibrant downtown with award winning restaurants, premium shopping, beaches, and train.

61 Clapboard Hill Rd, Westport

$3,795,000
4 Beds 5 Baths 24159613 MLS
At the edge of Stonington Harbor, where sailboats move slowly through the water and the village wakes each morning to the rhythm of the tide, 88 Water Street offers a rare opportunity to live directly within one of New England's most beloved coastal communities. This historic home dates to 1840, yet today it feels distinctly current following an extensive renovation completed in 2022. The result is a residence that respects its heritage while embracing the ease and openness expected of modern coastal living. Inside, more than 3,400 square feet of thoughtfully reimagined space unfold across multiple levels, with views of the harbor appearing at nearly every turn. The home's central living spaces flow naturally from one room to the next, creating an environment designed as much for relaxed daily life as it is for hosting friends and family. A spacious kitchen anchors the main level, centered around a generous island and complemented by casual gathering areas that invite conversation long after dinner ends. Nearby living and dining rooms retain the warmth and character expected in a home of this era, anchored by a traditional fireplace that brings a sense of intimacy to the space. Upstairs, the primary suite enjoys its own private outlook toward the water, with direct access to a deck that feels perfectly suited for quiet mornings overlooking the harbor. Additional bedrooms provide comfortable accommodations for family and guests.

88 Water St, Stonington

$3,750,000
3 Beds 4 Baths 24184415 MLS
Welcome to lakefront living at its finest on Candlewood Lake. Set on a private, level waterfront lot with over 450' of shoreline, this exceptional 3-bedroom home, rebuilt in 2006, offers breathtaking panoramic views and more than 6,000 SF of living space in one of the lake's most coveted settings. Designed for comfortable living and entertaining, the spacious main level flows seamlessly from inviting living and family rooms into an open kitchen and dining area. Generously sized rooms throughout provide comfort and flexibility, while every room enjoys stunning water views, creating an extraordinary connection to the lake. The lower level offers additional living space ideal for guests, fitness, hobbies, or entertaining, with direct access to the outdoor living areas and waterfront. Outside, professionally landscaped gardens frame the property and create a beautiful backdrop for lakeside living. Relax on the patios, enjoy the private dock, or simply take in the ever-changing scenery. The level shoreline provides effortless access to the water, a rare and highly sought-after feature on Candlewood Lake. Just 75 miles from Manhattan, this remarkable property offers the perfect balance of peaceful waterfront living and convenient access to New York City. A detached garage with bonus space above provides added flexibility. Located in the sought-after Hollywyle community, this is more than a home-it's a rare opportunity to experience the very best of Candlewood Lake.

1 Oak Dr, New Fairfield

$3,700,000
7 Beds 7 Baths 24173300 MLS
Nestled between the Lower Connecticut River and Long Island Sound, encircled by conservancy, this enchanting compound offers five distinct living environments blending the timeless character of early New England architecture with modern spaces for today's style of living. At the heart of the estate is a beautifully preserved 1787 Cape, with original fireplaces, rich with warmth and history. It is surrounded by formal English boxwood gardens, an intimate outdoor environment for restorative moments. The soaring post-and-beam barn with grand interiors, and a dramatic glass facade overlooking the quad creates an unforgettable setting for romantic and elegant entertaining on both a small and large scale. Two thoughtfully designed cottages provide private, charming and fully independent guest retreats. Reimagined in 2017, the Pool House introduces a modern contrast to the estate's historic soul. It features a full kitchen with double height ceilings, a book-lined great room, and a fully equipped gym, and seamless indoor-outdoor living besides the private Gunite pool, firepit, and alfresco dining areas. "The Greenhouse" offers a magical, foliage-filled glass ambience with softly glowing lights, a pavilion that transforms effortlessly from a refined clubroom into the most romantic of reception spaces. The expansive grounds feature gently cascading streams, a private pond, and generously landscaped gardens that create a truly one-of-a-kind.

155 Joshuatown Rd, Lyme

$3,695,000
4 Beds 5 Baths 24193922 MLS
Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.

110 Judson Rd, Fairfield

$3,690,000
5 Beds 6 Baths 24204600 MLS
Situated on approximately twenty acres and surrounded by Litchfield Land Trust's Prospect Mountain Preserve and the private holdings of the Marshepaug Club, Arcadia stands as one of Litchfield County's premier properties. The current owners are exceptional stewards and have made significant investments in the dwellings, infrastructure, and surrounding landscape. Rarely does a property come to market that includes a fully renovated home, a meticulously restored barn, pastures, meadows, and gardens. The perfect blend of classic Colonial architecture and tasteful, high-quality modern amenities. Highlights include five en-suite bedrooms, a Vermont slate roof, wide-plank oak flooring, a professional chef's kitchen with a Lacanche range, antique beams, and a wellness center with a sauna and gym space. The property features a comprehensive technology package with integrated smart-home systems, advanced connectivity, security, climate, lighting, and irrigation controls. The current owners thoughtfully reimagined the barn complex for entertaining, incorporating a guest suite, party room, wine cellar, catering scullery, workroom, loft, bar, and hot tub within a screened-in porch. Outdoor entertaining spaces abound, with stone patios, gardens, mahogany decking, pergolas and views. The property is minutes from skiing at Mohawk Mt. and Litchfield Land Trust trails. Arcadia represents an exceptional and rare opportunity to enjoy a country lifestyle within two hours of New York City.

287 Prospect Mountain Rd, Litchfield

$3,625,000
5 Beds 5 Baths 24191233 MLS
Tucked away from the road and set above the CT river on over three acres, this amazing waterfront home is also a secluded personal resort, complete with a pool, spa, and private beach. Designed to showcase river views from every vantage point, the home features high ceilings, floor to ceiling windows, and an expansive open-concept floor plan that brings in an abundance of natural light. A living room with a fireplace, formal dining area, and family room all lead out to a large deck, which offers plenty of room for outdoor entertaining or just admiring the scenic waterfront setting. A well-appointed chef's kitchen with a center island and plenty of storage space faces the family room. A first- floor primary bedroom offers an office/sitting area with another fireplace, a generous ensuite bathroom with both a soaking tub and walk-in shower. A spacious laundry/mud room leads from the kitchen to the three-car garage. A sunroom overlooks the pool deck, which includes a gunite in-ground pool, a large patio area, and a fantastic outdoor kitchen with a built-in grill and bar area perfect for al fresco dining. The second-floor landing is open to the first floor below, and has two bedrooms both with ensuite bathrooms, and sitting area. The finished walk-out lower level leads to another patio area overlooking the private beach. A large family room, a full kitchen, two more bedrooms and a full bathroom complete the lower floor, offering plenty of room for visitors.

409 River Rd, Deep River

$3,595,000
7 Beds 6 Baths 24189710 MLS
Exquisite Stonington Estate. Set amidst 10.19 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a picturesque estuary leading to Long Island Sound on the other. Ideally positioned between Boston and New York City, and only minutes to Mystic, Watch Hill and the Mystic Amtrak station, this remarkable estate offers effortless access for both weekend escapes and year-round enjoyment. The best of one-level living with an expansive and luxurious primary suite. The stunning main residence features 4 spacious bedrooms, 3 Full 2 Half beautifully appointed baths, designed with elegant comfort and seamless entertaining in mind. Exceptional interior finishes include a gourmet chef's kitchen with premium Wolf appliances, steam oven, microwave drawer, custom cabinetry, and sophisticated designer details throughout. Complimenting the main residence is a charming 3 Bedroom 1,276 Sq Ft Guest House, along with a spectacular pool and pool house complete with full kitchen, bath, and sauna, and Sports Court. Also - Main House with 3 Br Guest House, Pool with Pool House and Sports Court situated on 10.19 manicured acres and including 11.07 acre building lot are available for $4,459,000. Continued:

455 Stonington Rd, Stonington

$3,595,000
5 Beds 4 Baths 24190330 MLS
Steeped in history and prominently positioned in the heart of Essex Village, the distinguished "Frederick Scholes House" (circa 1890) offers a rare opportunity to own a landmark waterfront estate. Cherished by its current owners for 49 years and nestled on a quiet lane along picturesque Middle Cove, just off the Connecticut River, this property seamlessly blends timeless character with refined living. Set on a .45 private lot, this meticulously maintained antique residence spans approximately 3,769 square feet and captures serene water views from its beautifully landscaped grounds. Despite its central village location, just moments to shops, dining, and marinas, the home offers an exceptional sense of privacy and tranquility. Rich in architectural charm, the home features soaring ceilings, expansive windows, and elegant, light-filled interiors that reflect generations of thoughtful stewardship. Once known as one of the village's grand homes, its legacy continues today as a warm and inviting retreat with sophisticated style and historic integrity. Designed for both everyday living and entertaining, the property includes a spacious three-car garage and generous living areas that honor its past while accommodating modern lifestyles. The grounds unfold toward the water, offering a peaceful backdrop and a true connection to Essex's coastal beauty. This Historic Essex Village waterfront home is a rare offering where heritage, location, and lifestyle converge.

10 Scholes Ln, Essex

$3,550,000
6 Beds 7 Baths 24191286 MLS
In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined luxury across three expansive levels, combining architectural sophistication with a warm sense of livable comfort. The main level flows beautifully and showcases dramatic interiors with large gathering spaces, gourmet kitchen facilities and incredible entertaining capabilities. The main floor primary suite serves as a luxurious private retreat with his and her bathrooms and separate sitting room/office. Upstairs, three additional bedrooms continue the home's commitment to comfort and privacy. The finished lower level extends the home's appeal with numerous recreational spaces and a full bath. Beyond the impressive interiors, the grounds are truly breathtaking. A rhythm of blooming flowers and mature landscaping creates a sense of beauty throughout all four seasons, thoughtfully designed to offer year-round color and serenity. Located on a private cul-de-sac, this home is a true compound-balanced, gracious, and masterfully executed, offering unparalleled living inside and out. Once you have arrived, it will be hard to leave!

9 N Ridge Rd, Westport

$3,500,000
7 Beds 6 Baths 24169503 MLS
This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.

148 North St, Litchfield

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