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6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24192442 MLS

Nestled within the absolute privacy of the 1,700-acre Doolittle Lake Company woods, this beautifully maintained 100-acre estate across two parcels features a magnificent 5,670-square-foot 1780 Center Hall Colonial blending colonial and Art Deco charm. Painstakingly relocated in the 1930s by architect Robert Carrere, the home boasts grand reception rooms with wide red pine floors, two wet bars, and nine wood-burning fireplaces. Authentic 1930s nostalgia is preserved through functioning rotary dial phones and butler bells, while the gourmet kitchen is updated with a fireplace, custom cabinetry with antique glass, and a unique trout-cleaning fish sink on the back porch. The main floor opens to stone-walled perennial gardens and a custom, heated oval gunite pool, complete with a dramatic arched pool house featuring kitchenette, half bath, dressing rooms, and an outdoor shower. Upstairs, the primary suite offers a private sitting area, fireplace, and steam shower alongside three large ensuite bedrooms with fireplaces, and a playroom. A private ensuite studio bedroom sits above the heated three-car garage, offering perfect accommodations for staff or guests.

210 Doolittle Dr, Norfolk

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24187690 MLS

Stunning European-style mini-estate where rolling golf course greens meet breathtaking views of the Long Island Sound. Crafted with a timeless stone exterior, cedar roof, hardwood floors, and exquisite granite surfaces, this home offers an unparalleled lifestyle of privacy and sophistication. The heart of the home is an open-concept layout featuring a soaring 2-story family room with dramatic French doors that open to a backyard oasis. The chef's kitchen is equipped with high-end appliances, custom cabinetry, and a massive center island. The main floor boasts a formal dining room, a dedicated office with built-in bookshelves, and a luxurious primary suite featuring vaulted ceilings, a private screened porch overlooking the golf course, and a spa-like bath with a soaking tub and custom walk-in closet. Upstairs, a stunning balcony looks out to the Sound, leading to 4 generous bedrooms: 2 en-suites and 2 sharing a Jack-and-Jill bath. The lower level is the ultimate entertainment hub, offering 3,000 sq ft of finished space designed as a private club with a state-of-the-art gym, connoisseur's wine room, spacious billiards room, and full bath. Step outside to a private paradise with manicured gardens, a sparkling gunite pool, and a pool house with a full bath. A fully equipped outdoor kitchen makes summer hosting an absolute breeze. Do not miss this rare opportunity to own a resort-style masterpiece.

95 Old Saugatuck Rd, Norwalk

6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24176656 MLS

Rare beachfront opportunity at 40 Pond Rd in Old Lyme featuring two homes on one lot with incredible views of Long Island Sound. This exclusive coastal property includes one beautifully remodeled home and one brand-new construction home nearing completion, offering exceptional flexibility for guests, rental potential, or multi-generational use. Designed with modern coastal living in mind, the new construction features sleek concrete floors, open floor plans, abundant natural light, stylish bathrooms, and seamless indoor-outdoor living. Enjoy breathtaking water views from the expansive beachside deck, perfect for relaxing, entertaining, and taking in the shoreline setting. A private exclusive mooring adds tremendous value for boating enthusiasts, with direct access to the water. A truly unique Long Island Sound beachfront compound combining modern design, luxury finishes, and an unmatched coastal lifestyle 365 days of the year.

40 Pond Rd, Old Lyme

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24116481 MLS

A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable, all while preserving the timeless character of its hand-cut fieldstone construction. Inside, soaring ceilings, a dramatic double staircase, and elegant living and dining spaces create a perfect blend of grandeur and warmth. Five fireplaces anchor inviting gathering areas, while French doors lead to light-filled suites and sweeping terraces overlooking the serene landscape. From its architectural heritage to its meticulous, top-to-bottom reinvention, this residence stands as a true work of art-a rare fusion of history, craftsmanship, and modern sophistication-just minutes from downtown New Canaan. SQ FT REFLECTS TO BE BUILT RENDERINGS 9000 SQ FT+-

760 Valley Rd, New Canaan

$4,199,000

5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 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

$4,195,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24189368 MLS

Enjoy the distinctive coastal lifestyle of Stamford's sought-after Shippan neighborhood in this distinguished Tudor home, offering approximately 6,000 square feet of timeless architectural character, sophisticated modern updates, and a thoughtfully designed 2016 renovation by Granoff Architects. With 5 bedrooms, 3 full and 2 half baths, the home is rich in detail, including original stained glass, oak paneling, unique solid oak arched interior doors, and three wood-burning fireplaces. Custom millwork, a Vermont slate roof, and new Marvin windows throughout further showcase the home's exceptional craftsmanship. Beautifully renovated second-floor bathrooms feature custom cabinetry, marble showers and countertops, and heated floors. In addition to the generous living and entertaining spaces, the home also includes a finished lower level, a third-floor loft with water views (currently used as a home gym), and an attached greenhouse that adds to the home's classic charm. Outside, a 40' x 20' gunite pool and spa, expansive patio, and mature garden create a picturesque private oasis. Beautifully landscaped and exceptionally private, the grounds provide an idyllic backdrop for sun-filled summer days, evenings spent poolside and memorable gatherings with family and friends. An exceptional Shippan offering with remarkable space, character and versatility. ** Also available for purchase with the adjacent lot at 1688 Shippan Avenue (MLS #24189415). Properties may be purchased separately

1716 Shippan Ave, Stamford

$4,100,000

6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24164137 MLS

A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and well-proportioned spaces create an environment that feels both elevated and effortlessly comfortable. At the center of the home, a beautifully designed kitchen opens to expansive living and dining areas, creating a seamless flow for both everyday living and entertaining. The layout flows easily with ample room for work-from-home, multi-generational living, and evolving lifestyle needs. A main-level suite with a full bath provides privacy and versatility-ideal for guests, a dedicated office, or an extended family. Every detail accentuates comfort, function, and understated luxury. A back yard patio with pool abutting a nature preserve offers privacy with open space and the ease of in-town living. Positioned near Nash Pond and close to local nature trails and amenities, the home also offers exceptional convenience-walkable to the Post Road and just minutes to downtown Westport, shopping, dining, and Metro-North train service to New York City. Luxury new construction in Old Hill, Westport, CT-where location, design, and lifestyle align in one of the town's most desirable settings.

48 Woodside Ave, Westport

$4,100,000

5 Beds ⋅ 8 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24148553 MLS

Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room offers a stone fireplace, coffered ceilings with French doors leading to a bluestone terrace, overlooking the gorgeous landscaped property. Gather in the sophisticated formal dining room w/yet another fireplace. The main level graciously accommodates a guest bedroom suite with a full bath, walk-in closet, as well as a study adorned w/Cherrywood & built-ins, leading to a serene blue stone screened-in porch. The main level also has the convenience of 2 powder rooms & a mudroom, as you enter from the 3 car garage. Upstairs, discover the luxurious primary bedroom w/a sitting room, 2 walk-in closets, changing room, & spa-like bathroom w/a claw hydro tub, shower & private balcony access. Additionally, there are 3 more bedrooms each w/a custom full bathroom, along w/a generous bonus room. The fully finished 3rd floor offers versatility with a half bath. Entertain on the lower level, featuring a theater room, gym w/sauna, family room, wine room & powder room. Outside, the meticulously landscaped grounds showcase an inground gunite pool, hot tub, pool house w/a full bathroom overlooking 2 acres.

1 Flower Farm Ln, Westport

$4,050,000

6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24174753 MLS

Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that impresses. Seamless indoor-outdoor living defines the home, with sun-filled interiors, soaring 10-foot ceilings, and an expansive walkout lower level with fireplace, all opening to a resort-style pool, stone patios, fire pit, and covered porch with fireplace, providing an effortless setting for entertaining. Extensive bespoke millwork, six fireplaces, and refined architectural finishes enrich every space. The expansive, level, and private grounds, framed by mature landscaping and abutting the 39-acre Newman Preserve, offer serenity with rare walkability to top-rated schools and 8 minutes to Westport's lively downtown. A spectacular chef's kitchen features Thermador and Wolf appliances, dual islands, 2 dishwashers, walk-in pantry, and a fully equipped butler's pantry with wet bar. The primary suite offers a turreted sitting room, fireplace, and 2 walk-in closets. 6 ensuite bedrooms and a private suite over the garage provide flexibility for guests. Space for elevator! New cedar roof, new boiler, new wine cellar, and other upgrades complete this rare offering in a premier Westport location.

278 North Ave, Westport

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24182872 MLS

This exquisite Frank Lloyd Wright Usonian-inspired lakefront home offers a rare opportunity on the serene shores of Lake Waramaug. Known for its pristine waters, natural beauty, and timeless appeal, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Set in the charming village of New Preston, the to-be-built residence is presented by Viridian Custom Homes and Lindal Cedar Homes, with a masterful design by Aris Georges, a leading authority on Frank Lloyd Wright's design principles. Finishes by Kathleen Goodwin Interiors reflect a sophisticated blend of Connecticut and New York City design sensibilities. This 4-bedroom, 3.5-bath, 3,285 SF home features airy rooms, dramatic ceiling heights, organic materials, broad roof overhangs, abundant natural light, and a seamless connection to the land. Set on 1.85 acres with 500 ft of private waterfront and dock rights, the property offers spectacular westerly views. A rare opportunity to create a modern lakefront retreat that blends architectural elegance, natural beauty, and timeless Wright-inspired design.

31a June Rd, Washington

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24179259 MLS

A rare Shorehame Association lot with unobstructed Long Island Sound sight lines offered as an amazing opportunity to build new or reimagine the existing residence in one of Old Greenwich's most sought after waterfront settings. The .28 acre property sits within a private association that includes sandy beach access, a boat launch ramp for paddle boarding, kayaking and boating and a large communal waterfront lawn. The current home features a large living room with direct Sound views, a formal dining room, a kitchen and family room opening to a stone patio facing Long Island Sound, and a primary bedroom suite with private bath. Three additional bedrooms and full bath occupy the upper level, sharing the same water views. Gas heating, central air conditioning and an attached 2-car garage are in place. A beautiful and serene location in a private waterfront association, Long Island Sound views and steps to Tod's Point - all within minutes of the Old Greenwich train station, Old Greenwich shops and dining and schools.

14 Shorehame Club Rd, Greenwich

6 Beds ⋅ 11 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24154295 MLS

IMAGINE LIVING HERE! Once upon a time, a modest A-frame was perched along Farmington's ridgeline. Now, 61 Ely Road has been transformed into an iconic stone and shingle estate commanding the most spectacular views of the Farmington Valley-stretching 78 miles into New York State. Meticulously built over 5 years (2002-2007), grounds are exquisite w/ graceful circular drive, portico entry, lush landscape & stunning backyard oasis. Step through custom mahogany doors flanked by stained glass, acorn and oak leaf motifs are woven throughout the home. Grand foyer opens to formal living and dining rooms, while phenomenal gourmet kitchen w inset cabinetry, beam ceiling, expansive island, professional six-burner dual-oven range, wall ovens, dual dishwashers, custom pizza oven-has effortlessly hosted 200 guests. Six ensuite bedrooms including a tranquil primary bedroom suite: sitting room, 2 custom walk-in closets, fireplace, private balcony, spa bath w/ Jacuzzi & steam shower. The exquisite office features fireplace, built-ins, and coffered ceiling. Hidden details abound-disappearing doors, gliding storage columns. Lower level offers gym, western saloon, and underground tunnel to the "The Club"-the reborn original A-frame, perfect for July 4th fireworks! Grounds showcase stunning stone walls, multiple patios, unique fish-shaped grotto pool and remarkable 1,800 SF climate-controlled carriage house with kitchen, bath, and six-car capacity. Two hours to NYC and Boston. Extraordinary!

61 Ely Rd, Farmington

$3,999,999

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$3,997,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24151511 MLS

Welcome to Greystone, a masterpiece of modern architecture. Bordered by a protected wildlife area, this 4500 sf smart home offers peace and privacy. The main level features an open living room, dining area and kitchen, den, office, half bath, laundry room and primary bedroom suite. Two ensuite bedrooms and a rooftop deck comprise the upper level. The lower level affords access to the backyard and has finished space for a gym or home office as well as a rough-in for a full bath. The kitchen boasts a 10' x 4' island and large walk-in pantry and is well appointed with Wolf and Sub-Zero appliances. An expansive white limestone wrap-around deck and spacious lawn---with an irrigation system---are perfect for relaxing or entertaining. The attached two-car garage is heated. White oak radiant-heated flooring complements the oak Unilux windows and exterior doors. Interior pocket doors and custom cabinetry continue the sleek contemporary look. Kitchen and bathroom countertops are quartzite, some with waterfall edging. Bathrooms feature limestone floors and unique tadelakt plaster walls. Designed with energy efficiency in mind, Greystone uses a geothermal system for heating and cooling. Smart home technology includes programmable LED lighting, motorized shades, security system, and wiring for audio and AI systems. A whole-house generator connects automatically during power outages.

314 Ferry Rd, Old Lyme

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192999 MLS

BELL ISLAND CONNECTICUT. Experience the best of waterfront living on sought-after Bell Island. Perfectly perched to capture beautiful water views, this exceptional home offers peace of mind and an unmatched coastal lifestyle. Featuring 3 spacious bedrooms, 3 full baths and 1 half bath, the home is designed for both comfortable everyday living and effortless entertaining. The expansive great room with cozy fireplace serves as the heart of the home, while large windows capture the scenic water views. Step outside to two private decks, perfect for enjoying your morning coffee, hosting friends, or taking in spectacular sunsets over the water. Whether you are looking for a year-round residence or the perfect coastal retreat, this Bell Island gem combines timeless charm, generous living spaces, and an enviable location just moments from the shoreline.

14 Rocky Point Rd, Norwalk

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24188747 MLS

Experience exceptional new construction by Build Casa Tua on Halsey Drive. Spanning four finished levels, this home blends timeless architecture with modern luxury. A dramatic double-height foyer opens to sun-filled living spaces with soaring ceilings, wide-plank white oak floors, and walls of glass leading to a covered deck and private fenced backyard. The custom white oak kitchen features Thermador appliances, quartz countertops, bespoke cabinetry, and a walnut wet bar. Five en-suite bedrooms include a luxurious primary suite with vaulted ceilings, heated bath floors, and a steam shower. Ideally located near Riverside Commons, Metro-North, beaches, downtown Old Greenwich, parks, and top-rated schools.

58 Halsey Dr, Greenwich

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24180733 MLS

A rare opportunity to own a classic Shore Colonial in one of Old Greenwich's most sought-after neighborhoods. Set on 0.36 acres and significantly expanded in 2004, this spacious 6 BR 4.5 BA residence offers over 4300 SF of thoughtfully designed living space, blending comfort, functionality, and timeless appeal. A welcoming wraparound porch leads to elegant formal living and dining rooms, a cozy family room, and a bright eat-in kitchen with direct access to a bluestone patio and expansive private backyard, perfect for summer entertaining, outdoor dining, and everyday enjoyment. The second floor features a primary BR with luxurious bath, fireplace, walk-in closet, and private sun deck, along with four more bedrooms and an additional full bath. The third floor offers flexible space for family and guests. The walkout lower level includes a recreation room, exercise area, and another full bath. Ideally located midway between the shops, schools, and train in OG Village and the sandy shores of beautiful Tod's Point Beach. Zoned for Old Greenwich and Eastern Middle Schools.

2 Wahneta Rd, Greenwich

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24177581 MLS

A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-ground Gunite pool. Encompassing 8.03 acres, the property is surrounded by Jack's Brook and a land trust on two sides, providing a serene and secluded environment. The primary residence, meticulously updated, features exquisitely proportioned rooms. It comprises five bedrooms and five full bathrooms and one powder room. A grand living room, complete with a two-story fireplace and windows on three sides, opens to two decks overlooking the rear yard. The spacious formal dining room, equipped with a gas fireplace and soft indirect lighting, is ideal for hosting formal gatherings. The chef's-eat-in kitchen, generously furnished with ample cabinetry, marble countertops, connects to a large deck and a granite patio, facilitating seamless outdoor dining. The primary level's main suite features French doors to the gardens, a luxurious bath, two walk-in closets, and a private sitting room. Three additional ensuite bedrooms complete the main level. The lower level offers a media room, a game room, a bunk room with built-in beds, a spa bath, and a laundry facility. A separate guest cottage provides a cozy retreat with two bedrooms, two bathrooms, a vaulted great room, a kitchenette, a fireplace, and a wrap-around deck. A must see!

47 Squire Rd, Roxbury

5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24172560 MLS

Custom built in 2022 by a top builder for his own family, this exceptional Easton residence offers a level of quality and execution rarely available. Set on 6.37 private acres on a quiet lane near Easton Center, the property combines refined design with a setting that feels more like Vermont countryside than suburban Connecticut. A rear gate provides direct access to Silverman's Farm, known for its market, orchards, and seasonal offerings. The home features 5 bedrooms and 6 full baths, with soaring 20+ foot ceilings in the foyer and great room, creating a dramatic yet inviting sense of scale. The award-winning kitchen (2024 HOBI), crafted by Sterling Custom Cabinetry, is complemented by a fully equipped prep kitchen with Miele appliances, designed for both everyday living and entertaining. Built to a standard well above typical new construction, the home includes a Lutron lighting system, custom LED recessed lighting, 6-zone HVAC, hydro variable-speed air exchange, steam humidification, Cat 6 wiring, and pre-wiring for AV and Sonos throughout. Outdoor living is equally compelling, with an 18x36 heated pool, new spa, and a pool cabana with full bath and changing area. A 5-car garage accommodates collectors or enthusiasts. A rare offering-bringing Westport-level new construction quality to one of Easton's most desirable settings.

27 Old Oak Rd, Easton

6 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24162782 MLS

Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and wildlife lovers alike. The dual shoreline offers the river side with tidal rhythms and sweeping panoramas stretching from Essex Harbor north to Old Lyme across the water, then south toward Long Island Sound. The marsh side along Turtle Creek hums with avian life-majestic Bald Eagles perch in the trees while Herons, Egrets, Osprey, and migrating songbirds create a symphony that changes with the seasons. Two private docks provide endless boating possibilities: launch from the deep-water river dock for open-water adventure, or drift into the tranquil creek for kayaking and wildlife observation. Inside, 5,536 square feet of light-drenched living space unfolds with effortless grace. The architecture celebrates both gathering and solitude-a chef's kitchen designed for culinary artistry flows seamlessly to indoor and outdoor dining areas, while five fireplaces anchor intimate retreats throughout.

41 Watrous Point Rd, Old Saybrook

$3,988,000

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24184587 MLS

Set within The Ridge in Greenfield Hill, Fairfield's gated residential community, this residence has been completely rebuilt and thoughtfully reimagined with the scale and finish of new construction. Spanning over 8,000 sq ft, the home offers four bedrooms and six full and two half baths, with wide plank oak floors, multiple fireplaces, and expansive windows that frame tranquil pond views. A double height foyer with floating staircase introduces sunlit living spaces that move naturally from formal rooms to a chef's kitchen appointed with double Sub-Zero and Wolf appliances, quartzite surfaces, and a built-in bar adjoining the family room, while a main level suite provides flexibility for guests or a private office. Upstairs, the primary suite features vaulted ceilings, a fireplace, walk-in closets, and dual marble baths with heated floors, accompanied by two additional en suite bedrooms and a laundry room. The walkout lower level offers additional living space with a fireplace, kitchenette, wine room, full bath, and flexible areas for guests, work, or recreation. Exterior stonework, a metal roof, terraces with fire pit and built-in grill, smart home technology, generator, and all new systems complete the property, with community amenities including a staffed gatehouse, clubhouse, pool, tennis courts, and private roads minutes from Fairfield and Westport town centers, area beaches, and rail access to NYC!

475 Fence Row Dr, Fairfield

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24186404 MLS

PRIVATELY SITED ON 18 ACRES HIGH ABOVE THE CONNECTICUT RIVER, this extraordinary modern estate is defined as much by its setting as its architecture. A long, private drive creates a remarkable sense of arrival, revealing a residence thoughtfully positioned to capture sweeping river views, changing light, and the quiet beauty of the surrounding landscape. Extraordinary views and dramatic architecture converge in a setting that feels entirely removed-yet remarkably connected to its surroundings. Designed by acclaimed architect Stephen Jacobs with interiors by Andi Pepper, this nearly 7,100SF residence was created with a singular vision: to live within the landscape, not simply look upon it. Here, architecture doesn't compete with nature-it frames it. Inside, soaring spaces, natural stone, warm wood, and walls of glass bring the outdoors into nearly every experience. The dramatic living room is anchored by an 18' natural stone wall and fireplace opposite an equally impressive wall of glass, capturing changing light and river views throughout the day. An open kitchen with high-end appliances and substantial center island flows effortlessly into the dining area with seating for twelve, creating a natural gathering place for both intimate evenings and larger-scale entertaining. The main-level primary suite offers privacy & ease,

274 Joshuatown Rd, Lyme

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24186583 MLS

Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown Darien, the Metro-North train, beaches, and Great Island. Rich in character and craftsmanship, the residence showcases architectural details rarely found today, including soaring 12-foot ceilings, a dramatic circular staircase, five fireplaces, Juliet balconies, vintage servant bells, graceful arches, skylights, and a sun-filled glass solarium. Thoughtfully designed for both grand entertaining and comfortable everyday living, the spacious country kitchen opens to an expansive deck overlooking the surrounding natural landscape. Adding to the property's exceptional appeal, several acres of protected land trust border the rear of the home, preserving a tranquil backdrop and enhancing the estate-like setting. Whether hosting family gatherings, entertaining guests, or simply enjoying the peace and beauty of its surroundings, 15 Wildcat Road offers a unique opportunity to own one of Delafield Island's most distinctive and historic homes.

15 Wildcat Rd, Darien

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24167441 MLS

A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home centers on an expansive primary wing opening directly to a gunite pool, spa, and sweeping bluestone terraces, complemented by a spa-inspired bath, infrared sauna, and steam shower. A fully self-contained guest residence within the home - with its own entrance, kitchenette, living and dining areas, full bath, independent HVAC, and security - lives like a separate private house for extended family, live-in staff, long-term guests, or flexible work-from-home living. Two additional en-suite bedrooms adapt seamlessly as family suites, private offices, wellness spaces, or a gym. Comprehensively renovated in 2026, the residence features a custom rift-cut white oak kitchen anchored by a dramatic 6' x 12' island, designer baths, new flooring, roof, driveway, and extensive stonework. Soaring cathedral ceilings, walls of glass, and skylights flood the home with natural light throughout. Additional highlights include three fireplaces, wet bar, five-zone integrated sound, whole-house generator, oversized four-car garage, and a 5,400+ sq ft lower level with fireplace and wine storage offering exceptional future build-out potential. Two fully usable acres with no wetlands or conservation restrictions, and privacy preserved in perpetuity.

294 E Middle Patent Rd, Greenwich

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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

8 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 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

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24189523 MLS

Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. With more than 7,000 square feet above grade, plus an additional 3,000 square feet on the lower level, this expansive 4-bedroom, 5.5-bath residence provides an incredible canvas to create a home tailored to your vision. Generously proportioned rooms and tall ceilings create a wonderful sense of scale throughout, while a flexible floor plan offers endless possibilities, including the potential for a first-floor in-law or guest suite. The exceptionally spacious lower level provides abundant room for entertaining, relaxing, and recreation. Outdoors, the expansive property is highlighted by a pool and well-appointed pool house featuring a full bath, laundry hookups, and full kitchen with a range and space for a refrigerator-creating a private setting for summer gatherings and relaxation. An attached four-car garage, plus an additional detached two-car garage, provides parking for six cars and even more flexibility. A rare opportunity to enjoy significant acreage, remarkable space, and endless potential in an incredibly convenient Darien location.

222 Brookside Rd, Darien

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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