Refine Search
Sort by
$6,790,000
7 Beds 9 Baths ACTIVE Status 24180067 MLS
Cosseted within the gates of the Conyers Farm association with 24hr security, this baronial French Normandy chateau is poised on more than thirteen park-like acres. Hospitality sets the tone from the entrance through the grand foyer to the dual living rooms, an impressive formal dining room for large-scale entertaining and a warmly paneled library. The heart of the home is the luxurious kitchen with butler's pantry, breakfast room and adjoining family room with fireplace. French doors open to the immense terrace, perfect for outdoor dining. A true sanctuary, the primary suite features two bathrooms, two sizable walk-in closets, a dressing room and a romantic sitting room with balcony overlooking the naturally secluded, private backyard. Six additional bedrooms offer abundant space for guests or family. Creating captivating vignettes of multifunctional living, the lower level features a home theater, sitting room with fireplace, full bar with kitchenette, gym, indoor resistance pool and a hot tub. Outside the terrace overlooks beautiful, level lawns and a pool with spa. Peace of mind is the directive for this characterful estate, with its reassuring security in a guard-gated enclave and its luxury leisure amenities.

4 Cowdray Park Dr, North Castle

$6,750,000
5 Beds 7 Baths ACTIVE Status 24182061 MLS
A truly exceptional Greenwich estate combining privacy, sophistication in a coveted backcountry setting. Set on four secluded acres, this classic European-inspired residence offers timeless elegance and exceptional living spaces. The main level features a gourmet chef's kitchen,charming family room with fireplace, formal dining room, dramatic beamed living room with stone fireplace,and double bedroom with full bath. Upstairs are a primary suite and three additional bedrooms. French doors open to wonderful outdoor entertaining space which is adorned by a gunite pool and spa. Formal gardens and expansive grounds complete this spectacular outdoor space. The finished lower level offers a spacious game room with a stone fireplace, extensive office space, with a private entrance.

991 Lake Ave, Greenwich

$6,650,000
6 Beds 6 Baths ACTIVE Status 24186864 MLS
Known as "The Bungalow", this spectacular Tudor-inspired estate set on 43.8 private acres is one of architect Alfredo S.G. Taylor's finest designs. Built in 1908 for a Remington Arms heiress, the home seamlessly blends Gilded Age grandeur with exceptional modern luxury. The dramatic great hall features soaring 40-foot timber ceilings, a monumental stone fireplace, and exquisite fieldstone and half-timber construction. Thoughtfully updated throughout, the home offers a stunning new eat-in chef's kitchen complete with a butler's pantry and premium appliances, including a True glass-door refrigerator, Miele dishwasher, Wolf warming drawers, Sub-Zero wine and beverage refrigerator, and an exceptional custom range with handcrafted hood. The luxurious marble-clad bathrooms have been beautifully renovated with Kohler fixtures, while custom cabinetry, updated electrical systems, and meticulous craftsmanship elevate every space. Spectacular balconies and a wraparound veranda extend from the main living areas, providing breathtaking views across the surrounding landscape. Offering 6 bedrooms, 6 bathrooms, and 6,766 square feet of living space, the estate is set amid lightly wooded grounds with expansive northern vistas. Additional amenities include a guest house, barn, formal gardens, and a picturesque pond. Approached by a winding, newly improved drive, the residence sits atop a private ridge and culminates in a gracious porte-cochere, creating a sense of arrival rarely found.

310 Litchfield Rd, Norfolk

$6,600,000
6 Beds 4 Baths ACTIVE Status 24151590 MLS
Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening to the expansive back yard. This residence combines timeless architectural sophistication with the serene beauty of nature. Leave the world behind as you travel up the winding driveway that sets this home back from the road for ultimate privacy. The exterior is a master class in curb appeal, featuring a three-car garage and a porte cochere, all framed by lush landscaping and your own private pond and a dock. Step through the front door into a soaring cathedral ceiling foyer. As the heart of the home, this space is open to the floor above and finished with exquisite marble flooring, offering a regal welcome to guests. The floor plan is defined by wide-open spaces that flow seamlessly from one room to the next, making it as ideal for grand-scale entertaining as it is for quiet relaxation. With six spacious bedrooms, there is ample room for family, guests. There is also a home office and a sun room both overlooking the Connecticut River. Embrace the river breeze from your choice of outdoor vantage points: This isn't just a home; it's a lifestyle.

11 River Edge Rd, Old Saybrook

$6,595,000
6 Beds 9 Baths ACTIVE Status 24124919 MLS
Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

62 Summersweet Ln, New Canaan

$6,500,000
4 Beds 6 Baths ACTIVE Status 24148400 MLS
"The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to Kent Center with Swyft, Wilson's and great shopping, this exceptional offering provides tranquil escape while remaining close to vibrant shops and renowned award winning restaurants and just 90 minutes from NYC. Step inside and discover a light filled haven with soaring ceilings and curved walls and a stunning view of the waterfall from the Living room, which opens on to a picturesque stone terrace overlooking the babbling brook. A Michael Arad-designed addition of a full bedroom suite complete with office and captivating vistas. A tennis court, gorgeously designed pool and spa, acres of meadows and rolling landscape make this the perfect estate. A natural planted roof, and Deborah Nevins-designed park, gardens, perennial paths. The Stephen Sills designed interior spaces complement the curved walls, glass-covered corridor,

23 Mauwee Brook Rd, Kent

$6,500,000
9 Beds 6 Baths ACTIVE Status 24118083 MLS
Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the "Inn"); a c. 1997 Banquet Building (the "Barn"); a commercial grade greenhouse and 3 additional equipment & storage barns / sheds - all of which are in very good condition. The Cape Cod style residence has 3 bedrooms, 2.5 baths, an open floor plan, cathedral ceilings and a 3 car attached garage. The Inn is a permitted "Historic Country Inn" with 6 bedrooms, 3.5 baths, sleeps up to 12 guests, plus a detached garage with an auxiliary apartment. The Barn is a post & beam style event venue providing approximately 2,000 sq ft of indoor space boasting elegant chandeliers, exposed wooden pillars, heat & A/C, loading dock & prep area for caterers, a stone patio, pergola, large lawn, and pond allow for outdoor activities as well. The approximately 8,000 sq ft hydroponic greenhouse is currently set up and growing hydroponic Bibb lettuce that is being sold to fine grocery stores and food distributors. The property includes a wide array of landscape types & terrain roughly 50% is a mix of open meadow, tree plantations - which has allowed the operation of a 50 acre Christmas tree farm selling

57 Nw Corner Rd, Preston

$6,500,000
ACTIVE Status 24118080 MLS
Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the "Inn"); a c. 1997 Banquet Building (the "Barn"); a commercial grade greenhouse and 3 additional equipment & storage barns / sheds - all of which are in very good condition. The Cape Cod style residence has 3 bedrooms, 2.5 baths, an open floor plan, cathedral ceilings and a 3 car attached garage. The Inn is a permitted "Historic Country Inn" with 6 bedrooms, 3.5 baths, sleeps up to 12 guests, plus a detached garage with an auxiliary apartment. The Barn is a post & beam style event venue providing approximately 2,000 sq ft of indoor space boasting elegant chandeliers, exposed wooden pillars, heat & A/C, loading dock & prep area for caterers, a stone patio, pergola, large lawn, and pond allow for outdoor activities as well. The approximately 8,000 sq ft hydroponic greenhouse is currently set up and growing hydroponic Bibb lettuce that is being sold to fine grocery stores and food distributors. The property includes a wide array of landscape types & terrain roughly 50% is a mix of open meadow, tree plantations - which has allowed the operation of a 50 acre Christmas tree farm selling

57 Nw Corner Rd, Preston

$6,500,000
ACTIVE Status 24121927 MLS
Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the "Inn"); a c. 1997 Banquet Building (the "Barn"); a commercial grade greenhouse and 3 additional equipment & storage barns / sheds - all of which are in very good condition. The Cape Cod style residence has 3 bedrooms, 2.5 baths, an open floor plan, cathedral ceilings and a 3 car attached garage. The Inn is a permitted "Historic Country Inn" with 6 bedrooms, 3.5 baths, sleeps up to 12 guests, plus a detached garage with an auxiliary apartment. The Barn is a post & beam style event venue providing approximately 2,000 sq ft of indoor space boasting elegant chandeliers, exposed wooden pillars, heat & A/C, loading dock & prep area for caterers, a stone patio, pergola, large lawn, and pond allow for outdoor activities as well. The approximately 8,000 sq ft hydroponic greenhouse is currently set up and growing hydroponic Bibb lettuce that is being sold to fine grocery stores and food distributors. The property includes a wide array of landscape types & terrain roughly 50% is a mix of open meadow, tree plantations - which has allowed the operation of a 50 acre Christmas tree farm selling

57 Nw Corner Rd, Preston

$6,499,000
5 Beds 7 Baths ACTIVE Status 24175742 MLS
775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully designed floor plan balances grand entertaining with everyday comfort. Formal living and dining rooms, a private library, and a stunning open-concept kitchen seamlessly connect to the expansive family room with vaulted ceilings. Luxurious accommodations include a private guest suite, an elegant primary retreat with dual walk-in closets and a spa-inspired bath, plus additional ensuite bedrooms and a versatile third-floor bonus level ideal for recreation, guests, or a home office. Outdoors, a large stone patio overlooks meticulously landscaped grounds and a spectacular gunite pool, creating a true private oasis. Extensive upgrades throughout the home and property elevate both style and functionality, offering an exceptional lifestyle in one of Fairfield's most coveted locations. Furnishings available for purchase ~ Negotiable.

775 Sasco Hill Rd, Fairfield

$6,495,000
6 Beds 8 Baths ACTIVE Status 24194674 MLS
Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3-acre, flat property offers a rare combination of privacy and convenience to town. The property features a resort-style, saltwater pool w/spa and automatic safety cover, expansive covered and open-air patios, and a fully equipped outdoor kitchen. There's still space to add a full sized Tennis Court and ADU to create a luxury compound! Built by award-winning Westport Family Homes, this thoughtfully designed 6 bed/8 bath home spans 9,062 square feet on 4 finished floors, showcasing exceptional craftsmanship and attention to detail. Soaring ceilings and an abundance of natural light. Main Level: Gracious Foyer, 2 Powder Rms, Formal Liv/Din Rms, private Office, Designer Kitchen w/Scullery for entertaining. Kitchen opens to large Great Rm w/FP and Outdoor Liv Rm. Second Level: Primary Ste w/FP, 2 walk in closets, spa inspired Bathrm and 4 other Bedrms. Third Level: Playroom w/Bathrm. Lower Level: Walk out to Pool w/ 6th Bedrm, full Bathroom, Family Rm w/Bar, Play/Media Room and large Gym. Full-house generator, oversized 3 car garage w/EV charging capability and room for 3 car lifts. The home is elevator-ready, enhancing convenience and long-term livability. Great for multi generational living. City Water, Natural Gas. This masterfully crafted home has a timeless floor plan and modern design.

5 Baldwin Pl, Westport

$6,495,000
4 Beds 5 Baths ACTIVE Status 24192357 MLS
Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/battery storage, intelligent load management, leak detection w/automatic water shutoff, energy-recovery ventilation, radiant heated floors, singular app-controlled lighting, shades, locks + HVAC. The house can be monitored + adjusted from anywhere in the world and stays powered on stored solar when the grid goes down. Designed by The O'Dell Group across three vertical levels + a panoramic rooftop deck w/gas fireplace, the home opens to Long Island Sound through full-height glazing & connects ground-floor living to a private loggia, heated gunite spa, + landscaped courtyard. Inside, the open kitchen pairs Subzero refrigeration + an integrated appliance package w/a generous island + pantry; the primary suite includes a private balcony + spa-style bath; a fully accessible shower is finished in stone, and a flexible main-level room w/full bath lives as an additional bedroom, home office, or guest suite. Iconic Compo Beach is just a short drive to the Metro-North station and about an hour to Grand Central/Midtown Manhattan. The Westport Project is in a category of its' own; a home engineered to take care of itself, and you, whether you're upstairs, in the city, or on the other side of the world.

16 Westport Ave, Westport

$6,495,000
11 Baths ACTIVE Status 24134112 MLS
Iconic Historic Inn steps from Historic Downtown Mystic. Once-in-a-lifetime opportunity to own this exquisite architectural masterpiece. Meticulous 10,500 Sq Ft Italianate Victorian Hotel-Inn with 8 Bedrooms, 8 Full Bathrooms and 3 Half Bathrooms all nestled on 1.5 manicured acres with private parking lot and porte-cochere. Featuring 3 grand parlors with hand-painted ceilings, full commercial kitchen with stainless steel counters, formal dining room for 30 with French Doors leading out to brick patio for Alfresco Dining. 5 beautiful ornate original fireplaces converted to gas. Serviced by municipal water and sewer. Also includes a registration area, and potential lower-level Speakeasy. Endless possibilities. Perfect for a boutique inn, buyouts, event venue or luxury residence. Zoned for business or private use. Stunning tri-state views from the Belvedere. One of the most historically significant building in Mystic. A very rare investment opportunity in a prime shoreline location. If used as an 8 unit Inn, 6 outdoor events per year under a tent. This property blends History, Luxury and Functionality - ideal as a boutique inn, exclusive event venue, or private residence. Whether hosting small gathering under the stars on your brick patio or welcoming guests through the grand porte cochere, every detail reflects timeless New England elegance. Discover this landmark estate where every visit feels like a dream and just steps to Historic Downtown Mystic!

15 Elm St, Groton

$6,495,000
8 Beds 11 Baths ACTIVE Status 24133886 MLS
Iconic Historic Inn steps from Historic Downtown Mystic. Once-in-a-lifetime opportunity to live in this exquisite architectural masterpiece. Meticulous 10,500 Sq Ft Italianate Victorian with 8 Bedrooms, 8 Full Bathrooms and 3 Half Bathrooms all nestled on 1.49 manicured acres with private parking lot and porte-cochere. Featuring 3 grand parlors with hand-painted ceilings, full commercial kitchen with stainless steel counters, formal dining room for 30 with French Doors leading out to brick patio for Alfresco Dining. 5 beautiful ornate original fireplaces converted to gas. Serviced by municipal water and sewer. Also includes a registration area, and potential lower-level Speakeasy. Endless possibilities. Perfect for a boutique inn, buyouts, or luxury residence. Zoned for business or private use. Stunning tri-state views from the Belvedere. One of the most historically significant building in Mystic. A very rare investment opportunity in a prime shoreline location. This property blends History, Luxury and Functionality - ideal as a boutique inn, or private residence. Whether hosting small gathering under the stars on your brick patio or welcoming guests through the grand porte-chchere, every detail reflects timeless New England elegance. Discover this landmark estate where every minute feels like a dream and just steps to Historic Downtown Mystic!

15 Elm St, Groton

$5,999,999
7 Beds 8 Baths ACTIVE Status 24183173 MLS
Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends. The chef's kitchen serves as the heart of the home with an 11-foot waterfall island, Wolf and Sub-Zero appliances, custom cabinetry and millwork, and full scullery kitchen. Designed with both functionality and flexibility in mind, the home features a first-floor guest suite, expansive bonus room over the three-car garage, dual laundry stations, two wet bars, secondary staircase, 4 fireplaces, walkout basement, and ensuite bedroom accommodations on all four finished levels. Outdoor amenities include a heated 20' x 40' pool, covered outdoor living room with vaulted ceiling and wood-burning fireplace, sunken fire pit, expansive lawn areas, and professional landscaping with mature trees and multiple activity zones. Approximately one mile from Old Mill Beach and minutes to both train stations and town.

13 Edgemarth Hill Rd, Westport

$5,999,000
4 Beds 6 Baths ACTIVE Status 24164271 MLS
A rare opportunity to own a new construction home with Deeded Beach Rights on coveted Nearwater Lane in one of Darien's most desirable coastal neighborhoods. A seamless blend of sophisticated design, modern comfort, and coastal living. Moments from Weed Beach, downtown Darien, commuter rail service, and a Blue Ribbon elementary school. Designed for everyday living and entertaining, the home features soaring 10-12-foot ceilings, open-concept floor plan, and abundant natural light. Andersen A-Series windows, glass railings, refined finishes create bright, elegant living spaces. The bluestone patio provides an inviting outdoor retreat.The flexible layout includes four ensuite bedrooms, a luxurious primary suite featuring a spacious walk-in closet, spa-inspired bath, and private balcony with water views. A first-floor bedroom with private access and a finished lower level with a separate entrance offer versatility for guests, extended family, or a home office.At the heart of the home, a chef's kitchen is anchored by an oversized quartz island and appointed with Sub-Zero, Wolf, Cove, and Kohler fixtures. Additional highlights include second-floor laundry, a detached garage, pre-wired audio and security systems, underground utilities, whole-house generator connection, and modern mechanical systems.An exceptional opportunity to enjoy the convenience of new construction in one of Darien's premier locations. Deeded Noroton Bay Beach rights; buyers to verify.

142 Nearwater Ln, Darien

$5,997,000
6 Beds 9 Baths ACTIVE Status 24179917 MLS
Designed by custom home builder Vita Design, this exciting newly constructed modern residence is a refined architectural statement that balances scale and light, capturing direct 5 Mile River views and a connection to its natural surroundings. Finished across four levels, the home features dramatic 10- and 16-foot ceilings and a main level wrapped in floor-to-ceiling European-style windows filling the interior with natural light, creating seamless indoor-outdoor living. All living spaces are designed for flexibility and function. The kitchen showcases an oversized center island, Leicht mahogany cabinetry, Miele appliances, huge pantry and spacious dining area overlooking the river. The primary suite offers a private retreat with balcony, water views, lux bath and generous closets. All other bedrooms feature en-suite baths with high-end, individual finishes. Lower-level and third-floor bedrooms provide privacy and adaptable use. Outdoor living centers around the covered wrap around patio and heated pool with retractable cover, enhancing the home's resort-like feel. Additional amenities include home automation, mudroom, laundry room, and a fully finished lower level with large recreation / home gym space. An oversized three-car garage completes the home. Minutes to world class Darien, Rowayton, Long Island Sound, and easy access to New York City & New Haven by train or car. Coastal CT at its very best!

14 Five Mile River Rd, Darien

$5,990,000
6 Beds 7 Baths ACTIVE Status 24147970 MLS
New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with generous room sizes, flexible living areas, and seamless indoor-outdoor flow. Additional highlights include a three-car garage and thoughtful design throughout. Conveniently located close to Westport schools, train, beaches, and town amenities, this is a rare opportunity to own a custom home in a coveted setting.

10 Mary Jane Ln, Westport

$5,950,000
6 Beds 6 Baths ACTIVE Status 24155090 MLS
Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich heritage is reflected in its exquisite details, from the enduring beauty of Stony Creek Granite and warm Pecky Cypress woodwork, to the original "porthole" windows in the grand family room. In the formal dining room, a distinctive ribbed ceiling, designed to evoke the overhead of a classic ship's cabin, creates an unforgettable atmosphere for entertaining. The heart of the home features a generous galley kitchen that balances functionality with style, offering abundant cabinetry, expansive counter space, and dining area with plenty of windows making sure no view is missed. Retreat to the second floor to find six spacious bedrooms, each offering its own unique perspective of the water, while the finished third-floor "flex" space serves as an ideal game room or private sanctuary. Spread across two manicured acres, enjoy relaxed seaside living with multiple sun porches, an expansive patio for gatherings, and the rare luxury of a private boat house. Take advantage of the Vineyard Place Association amenities, all while being just a short drive from charming downtown Guilford!

39 Vineyard Pl, Guilford

$5,925,000
6 Beds 9 Baths ACTIVE Status 24163899 MLS
Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of thoughtfully designed living space, including 6 bedrooms and 9 baths. Expansive panoramic windows capture serene water views and fill the home with natural light. A dramatic two-story entry foyer and soaring ceilings create an impressive sense of space. The open-concept kitchen/living room is a true centerpiece, featuring a massive 12-foot island with seating for 6, high-end appliances, dual dishwashers, a wine fridge, an ice maker - ideal for both everyday living and entertaining. Designed for effortless indoor-outdoor living, the home seamlessly connects its interior to exceptional outdoor entertaining areas. The spacious family room features sliders that open directly to the expansive covered patio with retractable screens, an outdoor kitchen, and a relaxing pool and spa. The 3rd floor great room has amazing water views, and features a 1/2 bath and wet bar. Additional highlights include a private office, whole house generator, 2 laundry rooms, sauna, a mudroom, and a charming 'hidden' playroom. A truly turnkey offering, this home embodies the very best of the Stony Point

3 Stony Point W, Westport

$5,900,000
7 Beds 8 Baths ACTIVE Status 24194285 MLS
Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends sophisticated style with effortless everyday living. A stunning custom kitchen appointed with premium Thermador appliances anchors the home, flowing seamlessly into beautifully designed living and entertaining spaces. Superior materials, custom millwork, and bespoke finishes define every room, while 6 ensuite bedrooms in the main residence provide exceptional comfort. Elevator-ready! Walk-up attic offers added possibilities. Outdoors, beautifully landscaped grounds create a private resort setting featuring a spectacular saltwater pool and spa. A separate 550-square-foot guest/pool house/ADU offers ideal accommodations for guests, wellness, or entertaining, while the expansive property provides ample room for a future tennis or sport court. A rare offering in one of Westport's most coveted and prestigious locations, it's just minutes from Westport's bustling downtown, sunny beaches, and award-winning schools. This remarkable estate combines thoughtful design and an unparalleled lifestyle defined by privacy, bespoke design and high-end amenities. Still time to customize. Floor plans available

22 Cavalry Rd, Westport

$5,900,000
4 Beds 4 Baths ACTIVE Status 24165905 MLS
Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy fireplace, floor to ceiling windows and opens to a 750 square foot inviting deck ideal for relaxing, entertaining, soaking in the hot tub, peaceful sunsets or simply taking in the ever-changing river views. A lower level 750 square foot patio overlooks landscaped grounds, gardens and new stone fire pit area. The chef's kitchen is a dream featuring an oversized granite island, high-end stainless-steel appliances, custom cabinetry, wet bar, wine chiller that invites both gourmet cooking and effortless hosting. Designed for comfort, the home offers multiple luxurious bedroom suites each with sweeping views, spa like bathrooms, walk in closets, hardwood floors and high ceilings. It is perfect for an in-law bedroom or an au pair suite. Spacious additional bedrooms with views, entertainment room, private office with views, a loft, 4.5 bathrooms. A 5-car garage provides ample space for cars, outdoor lawn equipment or storage. A luxury lifestyle experience unlike any other on the Connecticut shoreline.

12 Rocky Point Rd, Old Saybrook

$5,895,000
5 Beds 5 Baths ACTIVE Status 24171365 MLS
Quietly iconic. Effortlessly cool. Live large without living complicated. This is the rare waterfront home that offers the lifestyle of a grand estate with the ease of a true lock-and-leave retreat. Set on just over an acre in the private Tokeneke Association it's designed for living well not maintaining endlessly. There are four private bedrooms in the main house and several places to lounge. Escape whenever you choose a weekend, a week, or all the days in between. Paddle over to Rowayton for lunch, entertain under the stars by the fire, or spend an afternoon with a great book by the pool. A private guest cottage with multiple sleep configurations offers family and friends their own retreat while preserving yours. Waterfront homes that live this effortlessly are incredibly rare. A manageable home, beautiful grounds, a dock, freeform pool, an abundant vegetable garden and even a chicken coop, all within the security of Tokeneke including optional home check-ins while you're away. Make coming and going completely carefree, an easy house, an extraordinary life.

13 Edgehill Dr, Darien

$5,895,000
4 Beds 6 Baths ACTIVE Status 24166955 MLS
Set within Compo Mill Cove, a rare private association where homes are accessed only by footbridge and no cars are permitted, this Brooke Girty-designed shingle-style residence offers 5,567 SF of true coastal sanctuary. The footbridge approach immediately separates the home from daily life, delivering a level of seclusion few coastal properties can match. Interiors are warm, considered, and serene: reclaimed French oak floors, a sculptural three-story spiral staircase, and walls of windows framing sweeping Long Island Sound views. The screened porch invites long mornings; the hot tub, slow evenings; the private beach with kayak launch, full days spent entirely on the water. Direct gated access to Sherwood Island State Park extends the sense of refuge across acres of protected shoreline, woodland, and walking trails. Just over an hour from NYC, yet feels worlds removed. A home defined by privacy, quiet, and escape rather than spectacle - an everyday retreat in every season.

46 Compo Mill Cv, Westport

$5,800,000
4 Beds 5 Baths ACTIVE Status 24162051 MLS
Seize the opportunity to own one of New England's most exquisite waterfront properties and discover a lifestyle of coastal elegance. Crafted for those who love to entertain and embrace life by the water, this haven provides the perfect blend of both sophistication and comfort. Nestled with lush, private grounds with meticulous, lush landscaping, a stunning brick patio, and robust sea walls create an idyllic setting. Steeped in history, this cherished waterfront home, built in 1850 by Joseph Smith and once owned by Whaling Captain Billings Burtch, is a rare find. Experience sheer charm throughout, from the main-level fireplace to the expansive master suite featuring a gas fireplace and adjoining deck for serene ambiance overlooking Little Narragansett Bay. Water enthusiasts will appreciate the seasonal floating dock offering easy access to Sandy Point's gentle surf while boasting, for example in mid-July, some 3 ft. 10 in. depth at high tide at the dock and 4 ft. 3 in. at the floating dock perfect for boating to Watch Hill, Montauk, Block Island and beyond. Eligible for mooring for larger boat. This home boasts endless amenities: three full en-suite bedrooms (plus a fantastic third-floor family suite), a number of built-in shelves/cabinets, wine cellar, full-house generator, a sturdy stone foundation, and central AC. This is more than a home, it's a statement of an unparalleled lifestyle.

11 Main St, Stonington

$5,775,000
4 Beds 4 Baths ACTIVE Status 24179508 MLS
Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot, three bedroom compound, completed in 2018, was conceived to inspire creativity, wellness, and a connection to the outdoors. Protected by parkland, Nature Conservancy, and Land Trust preserves, the heart of the home is defined by extensive, floor-to-ceiling glass walls that command uninterrupted, panoramic vistas of the Connecticut River while a scenic jeep road offers direct access to Chapman Creek and the River beyond. A seamless flow connects the breathtaking entertaining and living areas with a variety of outdoor decks and terraces. The estate offers a rare sanctuary designed to fuel both the mind and the body. It features an unparalleled suite of dedicated, professional- grade spaces that defy the ordinary. The Creative Hub: Fulfill your creative inspirations in one of four dedicated studios: a sky-lit art studio, a sky-lit writing/drawing studio, a fabrication studio, and a fully equipped woodworking shop.

89 River Rd, East Haddam

$5,750,000
5 Beds 8 Baths ACTIVE Status 24178699 MLS
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom, 6.2 bath home offers a rare blend of elegance, privacy and natural beauty. The property has multiple serene water features-a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain and picturesque Stony Brook. The stately stone and wood exterior blends seamlessly with the lush surroundings, while inside, an expansive, light-filled layout is ideal both for grand entertaining and quiet retreat. A dramatic wall of windows captures sweeping views of the brook, creating a seamless connection between indoor comfort and the surrounding landscape. The ground floor consists of a gourmet kitchen, large family room with fireplace, dining room with wet bar, living room with fireplace + lounge area with water views, a large entry foyer with stone floors and two powder rooms. Upstairs, a primary bedroom suite with two balconies overlooking the pond and brook, two walk in closets & beautifully appointed bathroom, 4 additional bedrooms each with its own bathroom, a large home office/6th bedroom with fireplace and brook & pond views, a large playroom with full bathroom, windowed home gym, and another family room on the 3rd floor, offering multiple options for relaxation and entertainment. Fully fenced for privacy with automated driveway gates, it has a heated 3 car garage, Crestron lighting system, full house generator, mature landscaping, and a gas grill seamlessly built into the stonework by the pool.

31 Stonybrook Rd, Westport

$5,750,000
4 Beds 5 Baths ACTIVE Status 24177449 MLS
Your new fully custom near beach luxury residence is ready for you now... Introducing "White Birch", a masterfully executed collaboration between Fairfield County's premier Architect, Builder, & Designer, sets a new benchmark for bespoke coastal living and the effortless estate lifestyle. Every detail has been thoughtfully curated, every finish intentionally elevated, every inch built with specific intention and the highest level of craftsmanship. Completed in 2025 with gunite pool, hot tub, full outdoor kitchen, new patio & shower with changing stall - no expense was spared. Inspired by the world's finest hotels & surpassing that quality on 3 floors of living space: sophisticated & timeless rooms designed for quiet family time or large scale entertaining, peaceful reading nooks, 4 ensuite Bedrooms which includes the luxurious Primary w/balcony, fireplace, walk-in closets, and spa-caliber bathroom with soaking tub & steam shower; media/playroom with vaulted ceilings and full bath with sauna. Timeless paneling, rich ceiling details, organic textures & fabrics, and harmonious natural stone accents create an atmosphere of understated refinement and enduring beauty. Engineered with advanced smart home technology, commercial grade WiFi, & soundproof insulation ensures a seamless at-home experience. Set within the multi-million-dollar enclave of Fairfield Beach and just a stone's throw to the expansive LIS shoreline, this irresistible residence embodies the art of living beautiful

69 Birch Rd, Fairfield

$5,650,000
7 Beds 9 Baths ACTIVE Status 24172635 MLS
Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. **Images with exterior are AI Altered. House is complete inside. Exteriors complete 6/15/26.** **See Addendum**

8 Pleasant Valley Ln, Westport

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