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30 Meadowcroft Ln, Greenwich
$14,600,000
6 Beds ⋅ 10 Baths ⋅ 24156495 MLS
Sited on over two acres of private, west-facing land in the heart of Greenwich's coveted Golden Triangle, this architectural modern masterpiece commands attention. Designed in collaboration with renowned architect William D. Earls, this 11,000+ sq ft six-bedroom estate showcases timeless design, masterful craftsmanship, and refined sophistication. Completed in 2018, the residence blends bold contemporary lines with warm, livable elegance. Inside, soaring ceilings, dramatic steel-framed windows, and sunlit open spaces create an extraordinary sense of volume and light. The chef's kitchen is a showpiece, featuring Sub-Zero, Wolf, and Bosch appliances, HR Woodworking custom cabinetry, and bespoke finishes throughout. The luxurious primary suite serves as a serene retreat, featuring a spa-like bath, dual dressing rooms, fireplace, a private terrace, and sweeping sunset views. Expansive walls of glass open to a resort-style backyard with a Groppa saline pool and spa, sculpted gardens designed by Joseph Pajonas Studio and multiple terraces offering the ultimate in indoor-outdoor living and entertaining.

30 Meadowcroft Ln, Greenwich
865 Hollow Tree Ridge Rd, Darien
$13,000,000
5 Beds ⋅ 10 Baths ⋅ 24148914 MLS
Set on 9.4 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, a two-bedroom guest cottage, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house delivers a one-of-a-kind recreational and entertaining experience, featuring an indoor batting cage, two-lane bowling alley, resistance pool, and stylish lounge spaces. This offering is for all three parcels, each with its own address and private entrance, offering rare flexibility, exclusivity, and privacy.

865 Hollow Tree Ridge Rd, Darien
260 Willow St, Fairfield
$12,000,000
7 Beds ⋅ 7 Baths ⋅ 24109531 MLS
Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every space has been curated with an uncompromising attention to detail-from custom millwork to premium finishes-creating an environment that is as functional as it is beautiful. Set on one of the most coveted streets in Southport, this property offers the perfect balance of privacy and proximity. Just a short stroll to the harbor and Long Island Sound, the setting recalls the charm of Nantucket or the Hamptons while retaining the unmistakable character of Southport. The transformation of the entire estate-including the main house, guest house, pool, and pool house-is nothing short of remarkable. The extensive list of upgrades and enhancements is too comprehensive to list here; this is a home that must be seen to be fully appreciated. Experience 260 Willow Street-a residence that invites you to live beautifully, entertain effortlessly, and enjoy the best of coastal village life.

260 Willow St, Fairfield
7 Sandpiper Rd, Westport
$11,895,000
4 Beds ⋅ 6 Baths ⋅ 24167574 MLS
Perched at the point of Saugatuck Island, Seven Sandpiper Road is pure New England perfection. The three story Nantucket style home is meticulously designed by architect Peter Cadoux to soak up the sparkling Long Island Sound views from all angles. The main floor holds the horizon directly at eye level from the open concept living areas - a light and bright gourmet kitchen with island seating, a breakfast nook and butler's pantry leads into the spacious family room with stone fireplace and deck access, but the show stopping sun room wins for best seat in the house where the floor to ceiling windows feel like the bow of a ship. The formal dining room also opens to the deck set for both lounging and grilling. In the primary wing, a breathtaking bedroom looks over the gorgeous grounds and water beyond, while the beautiful his and hers combined bath takes in the south facing Sound view. There are dual walk-in wardrobe closets as well as a second laundry closet. An stunning office rounds out the main floor, while the third floor holds a guest suite/media room with balcony and one of the most spectacular "roof" level decks in all of Westport! On the ground level, there are two bedrooms of generous size, each with their own ensuite bath and custom closets as well as a true library style office. Across the foyer, the cabana kitchenette and bath are conveniently located close to the pool and beach! Peaceful and private, the "backyard" consists of the covered grotto spilling right on

7 Sandpiper Rd, Westport
411 Stanwich Rd, Greenwich
$11,000,000
6 Beds ⋅ 8 Baths ⋅ 24128794 MLS
Welcome to Mead Farm - exquisitely renovated and transformed midcountry Greenwich estate that blends historic character with modern luxury. Set on nearly 6 acres in a 2 acre zone, this 9,189 SF residence offers 6 bedrooms, 6 full and 2 half baths. A recent multi-year renovation by renowned designer Thom Filicia, paired with award-winning landscaping by James Doyle, elevates the property to a rare level of refinement, harmonizing timeless design with modern comfort. Originally built in 1846, the home features wide-plank floors, copper gutters, 7 fireplaces, and a wraparound porch. The rebuilt water tower adds a gym, wine room, full bath, and dramatic double-height office. Outdoors, enjoy gardens, terraces, pool with autocover, pond and a barn with loft and garages - just minutes from town.

411 Stanwich Rd, Greenwich
10 Shorehaven Rd, Norwalk
$10,000,000
5 Beds ⋅ 10 Baths ⋅ 24172989 MLS
Rarely does an opportunity arise to own a home in the coastal enclave of Shorehaven, and 10 Shorehaven Road is a true masterpiece. This Nantucket-inspired estate blends timeless elegance with relaxed coastal charm, offering unmatched luxury and tranquility. Set along the serene waterfront, the lush, landscaped grounds feature a sparkling pool, spa, and private dock-perfect for boating adventures or peaceful moments by the tide. Inside, a grand curved staircase greets you, leading to beautifully appointed spaces. Formal living and dining rooms offer sophistication, while the gourmet chef's kitchen and adjoining family room, with a coffered ceiling, fireplace, and French doors, invite effortless indoor-outdoor living. Five ensuite bedrooms, including the second-floor primary suite provide private retreats. The primary features two spa-like baths and a balcony with breathtaking water views. A custom office with its own balcony and a richly paneled study complete the home's refined interiors. Expansive windows flood the home with natural light, while the veranda, spanning the length of the house, is perfect for entertaining or quiet relaxation. Minutes from Shorehaven Golf Club and local amenities, this property offers the pinnacle of coastal living.

10 Shorehaven Rd, Norwalk
19 Beachside Cmn, Westport
$8,986,000
7 Beds ⋅ 9 Baths ⋅ 24158698 MLS
Like-new custom modern home with open-concept living designed for comfort and entertaining. The main level connects the family room, dining room, office, and chef's kitchen featuring Sub-Zero and Wolf appliances, invisible speakers, quartzite countertops, custom cabinetry, two large islands and multiple sliding glass doors leading to an outdoor oasis. The spacious pantry includes custom shelving, an ice maker, and built-in water dispenser. The primary suite features cathedral ceilings, gas fireplace, a private balcony, expansive walk-in closet, and a spa-inspired bath with radiant heated floors, steam shower, soaking tub, and wet bar with refrigerator. The second level also includes four additional en-suite bedrooms and a spacious laundry room with double washer and dryer and custom cabinetry. The third-floor lounge with wet bar and roof deck provides additional entertaining space along with another bedroom and full bath. The finished lower level offers a great room with wet bar, temperature-controlled wine room, gym, media/playroom, and en-suite guest bedroom. Outdoor spaces feature bluestone patios, a heated covered porch with fireplace, built-in grill, heated Gunite pool and spa and heated walkways. Additional highlights include Savant smart home system, Lutron lighting, whole-home audio, radiant heat, multi-zone HVAC, generator, and three-car garage with electric vehicle charger. Walk to Burying Hill Beach, Greens Farms Academy, and Greens Farms train station.

19 Beachside Cmn, Westport
82 Arrowhead Way, Darien
$8,850,000
5 Beds ⋅ 6 Baths ⋅ 24180009 MLS
(Don't miss the spectacular waterfront video). On the water in the Tokeneke Association, Short Rocks Manor is poised at the very tip of Arrowhead Way, high above Scotts Cove and Long Island Sound. This breathtaking, updated 1925 English-style stone manor sits on 2.11 acres which includes .362 acres of designated OPEN SPACE. The 5,823 square feet of exquisite craftmanship houses five bedrooms - including a private-entrance apartment perfect for guests or family. Up the circular drive, you enter through a private stone rose-filled courtyard into the fabulous foyer with fireplace and step in the soaring two-story great room with floor to ceiling windows of glass that open directly onto your waterfront terrace, with the cove and Sound shimmering beyond. Every principal room has been oriented to capture the water. The primary bedroom suite window wall overlooks the ever-changing beauty of the sea. The kitchen leads to a private patio. Acres of landscaped gardens unfold across multiple levels, a private swimming pool is nestled within its own secluded garden sanctuary, and a whimsical Fairy Path winds upward to a hidden garden perched high above the cove creating a bird and wildlife sanctuary. The separate viewing terrace overlooks the water and your own private dock and is perfect for evening cocktails or simply watching the sun set over Long Island Sound. This home and property are rare. Make it your own.

82 Arrowhead Way, Darien
45 Old Farm Rd, Darien
$8,745,000
5 Beds ⋅ 8 Baths ⋅ 24175610 MLS
Privately set within Darien's Tokeneke School District , 45 Old Farm is a remarkable custom estate by award-winning builder Oliver Wilson. A tree-lined drive framed by natural stone pillars sets the tone for this exceptional property. Inside, every room is thoughtfully composed with striking sight lines and abundant natural light. The chef's kitchen is a true centerpiece, anchored by a dramatic 17-foot honed Calacatta Picasso marble waterfall island, and flows seamlessly into the family room with floor-to-ceiling custom windows and a striking travertine fireplace. The resort-style exterior features a custom 45-foot pool and spa, outdoor kitchen, and fireplace designed for effortless indoor-outdoor living. The upper levels offer five spacious bedrooms, including a serene primary suite with a bespoke dressing room and spa-like bath. A separate private wing offers ideal flexibility as an office or sixth bedroom, complete with a wet bar, full bath, and private terrace. The lower level impresses with soaring 11-foot ceilings, expansive recreation space, wine room, private gym, sauna, full bath, and space for a golf simulator. Defined by timeless design, impeccable craftsmanship, and extraordinary attention to detail, 45 Old Farm Road is THE listing of 2026.

45 Old Farm Rd, Darien
2 Judy Point Ln, Westport
$8,700,000
8 Beds ⋅ 10 Baths ⋅ 24159043 MLS
Set on over 3 private acres with sweeping water views, 2 Judy Point Lane is a remarkable Westport waterfront estate offering approximately 14,000 square feet of living space and a rare compound-style layout. The property consists of two substantial residences connected by a breezeway, creating exceptional flexibility for multi-generational living, extended guests, or a private guest house. Dramatic interiors feature soaring ceilings, expansive windows, and multiple stone fireplaces that frame the natural beauty of the surrounding landscape. Generous living and entertaining spaces flow effortlessly to outdoor terraces and landscaped grounds designed for both relaxation and gathering. The property includes a waterside pool overlooking the water, a private dock for boating, and a gated driveway set among mature plantings that enhance the estate's sense of privacy. Additional amenities include the potential for an indoor pool and spa, offering an opportunity to further elevate the home's resort-like experience. A rare offering combining scale, versatility, and waterfront living in one of Westport's most sought-after coastal settings.

2 Judy Point Ln, Westport
18 Tokeneke Trl, Darien
$8,500,000
7 Beds ⋅ 10 Baths ⋅ 24122386 MLS
This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately combine the best of an elegant and storied past of the original grandeur of its early twentieth century origins with new and soaring modern spaces. They meticulously recreated the splendor of the arches, moldings, windows, light fixtures and even the original sweeping driveway while updating it for the state-of-the-art fine living of today. Round Meadows' totally renovated 19 room home has 7 bedrooms, 7 full baths, including a spectacular primary suite with spa, 3 half baths, library, office and guest suite. Enter through the 2 story foyer with soaring ceilings to the 3 large entertaining rooms, comprised of the living room, sunroom with bar, and an elegant formal dining room with fireplace. The inviting gourmet kitchen is seamlessly connected to a cozy family room with a fireplace which opens onto extensive terraces that overlook acres of manicured lawns and gardens. Add the 3 car garage off a grand mud hall with bath and laundry. Round Meadows honors the past as it pays forward an aspirational essence in the new construction feel, anchored by old world sophistication.

18 Tokeneke Trl, Darien
30 Shipway Rd, Darien
$8,195,000
5 Beds ⋅ 8 Baths ⋅ 24167751 MLS
Your homestead starts here-welcome to 30 Shipway Road, a private waterfront retreat set on 1.49 incredible acres in sought-after Noroton Bay. Designed by renowned architect Chad Nehring, with coastal interiors by Pear Tree Point Design, this 5 bedroom home blends timeless style with modern comfort. Nearly every room takes in sweeping, unobstructed views of the harbor and Long Island Sound, creating a peaceful, picture-perfect setting all year long. The main living spaces flow easily outdoors to a deep water dock, beautiful pool and spa, lush grounds, and gas fire pit - perfect for relaxing or entertaining by the water. The primary suite is a true escape, with vaulted ceilings and its own private balcony overlooking the water-ideal for morning coffee. There's also a two-car attached garage, plus a detached three-car garage with a well-appointed apartment above, great for guests or extended family. A rare opportunity in one of Darien's most desirable waterfront neighborhoods, this home truly captures the best of coastal living.

30 Shipway Rd, Darien
928 West Rd, New Canaan
$8,000,000
7 Beds ⋅ 9 Baths ⋅ 24137474 MLS
Seize a rare opportunity to own a bespoke estate in New Canaan's most coveted Ultra-Prime West Road location. Set on 6.5 private acres, this exceptional new construction by the renowned Woodcrest Homes is a triumph of transitional design, offering clean lines and unrivaled craftsmanship. The residence boasts seven magnificent ensuite bedrooms and a floor plan optimized for a sophisticated modern lifestyle, featuring a chef's kitchen that flows into a family room with elegant coffered ceiling, fireplace and built-ins. The primary sanctuary is a work of art, featuring tray ceiling and a spa-like bath with radiant heat floors-a luxury mirrored in the oversized mudroom. From the paneled library to the four roaring fireplaces and finished third and lower levels, every inch reflects the custom millwork and "stellar reputation" Woodcrest is known for. Outside, the massive acreage serves as a blank canvas with ample room for a pool, pool house, and sports court. With professional designer finishes selected by Tara Coniglio, this isn't just a house-it is a legacy estate tailored to your exact vision. NEW CONSTRUCTION just completed and ready for IMMEDIATE OCCUPANCY.

928 West Rd, New Canaan
189 Shore Rd, Greenwich
$7,950,000
4 Beds ⋅ 4 Baths ⋅ 24157191 MLS
An extraordinary waterfront residence in Old Greenwich, offers a rare opportunity for sophisticated coastal living with spectacular, unobstructed water views from virtually every room. Meticulously redesigned by renowned architect Rick Swann, this exceptional home is defined by dramatic architectural details, soaring ceilings, and an open, light-filled floor plan that seamlessly blends indoor elegance with the serenity of Long Island Sound vistas. First-floor rooms are anchored by expansive walls of glass and French doors that open to a wrap-around deck, the ideal setting for refined entertaining against the backdrop of ever-changing waterfront panoramas. The gourmet kitchen showcases marble countertops, a generous island, and state-of-the-art appliances, reflecting both style and performance. Thoughtfully designed living spaces offer flexibility and grace, with a first-floor den that can serve as a fifth bedroom, private guest suite, or executive office. Each room is elevated by exceptional light and continuous water views, creating an immersive connection to the coastal environment. Set on a premier waterfront parcel with private dock access to Long Island Sound, this distinguished property embodies the ultimate in seaside refinement; a sanctuary of light, luxury, and lifestyle in one of Connecticut's most coveted coastal enclaves.

189 Shore Rd, Greenwich
2 Vista Dr, Greenwich
$7,825,000
24078237 MLS
Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had spent over a year with their architect Charles Hilton to design a home. The prior home has been taken down and there is a plan in place for a new septic system (approved and permitted). This remarkable location is close to downtown Greenwich with restaurants, shops and the train. Truly an amazing property on the water.

2 Vista Dr, Greenwich
7 Indian Head Rd, Greenwich
$7,750,000
6 Beds ⋅ 7 Baths ⋅ 24157865 MLS
Elegantly positioned in the heart of Riverside, just moments from the shoreline, this distinguished 2018 residence embodies refined luxury and sits on over half an acre of beautifully level property. Encompassing more than 8,300 square feet across three impeccably finished levels, the home is framed by professional landscaping and appointed with a heated pool, cold plunge, sauna and built-in gas grill. Designed for both elevated entertaining and effortless daily living, the main level is anchored by an office with custom millwork, a formal living room and sophisticated dining room with a butler's pantry providing the perfect setting for gatherings. A chef's kitchen featuring an expansive island, custom banquet seating, and an open flow to a gracious family room with doors that lead to a covered terrace with fireplace. A beautifully crafted mudroom connects seamlessly to the three car heated garage. Upstairs, the tranquil primary suite serves as a luxurious retreat with dual walk-in closets and a spa-inspired bath, accompanied by four additional well proportioned bedrooms, three baths, and a thoughtfully designed laundry room. The walk out lower level is equally impressive,highlighted by high ceilings and exceptional amenities including a mahogany-paneled wine cellar, expansive recreation room, media room, sixth bedroom with full bath, and a fully equipped gym.

7 Indian Head Rd, Greenwich
319 Bayberry Ln, Westport
$7,750,000
6 Beds ⋅ 8 Baths ⋅ 24136529 MLS
This exceptional Modern estate, originally crafted by Skyview as the builder's own residence, is available in as-new condition and enhanced by inspired customization. Set on 2+/- private acres in Coleytown, adjacent to the Paul Newman-Poses Nature Preserve, the home is approached by a long, gated drive that opens to a motorcourt ideal for grand entertaining. Triple-glazed Klar Studio windows frame the natural surroundings, creating a seamless indoor-outdoor connection. ICF construction, a lifetime Davinci roof & Viessmann boiler with radiant heat throughout ensure enduring quality. Tall ceilings, dramatic glass-lined stairs, curated lighting & a warm minimalist aesthetic define the interiors. The Great Room offers three exposures & the 1st of four fireplaces. The Miele-appointed kitchen features custom cabinetry & a pantry that flows to the dining rm w/illuminated ceil. The fam rm opens to a heated porch w/fireplace; the vast rear skylit porch leads to the pool, summer kitchen & spa. The finished LL now includes a gym, speakeasy-style pub & a kids climbing gym. Epic primary suite. Freshly painted and meticulously maintained throughout, offered in true move-in-ready condition. No new construction compares.

319 Bayberry Ln, Westport
372 Brushy Ridge Rd, New Canaan
$7,650,000
5 Beds ⋅ 6 Baths ⋅ 24165499 MLS
Welcome to 372 Brushy Ridge Road in the picturesque town of New Canaan, CT. A stone-pillared entrance leads you to this magnificent estate, meticulously transformed between 2022 and 2024. This 8,000+ sq ft home strikes a balance that is genuinely difficult to achieve: light-flooded and effortlessly modern, yet layered with warmth and character that only time can give. The four rooms at the heart of this home - the primary bedroom, kitchen, sunroom, and family room - each received transformations of the highest order. In both the primary suite and sunroom, rooflines were lifted to create spaces of extraordinary volume and light. The primary bedroom is a true sanctuary: soaring ceilings, new Marvin windows framing the treetops, an antique Delft-tiled fireplace, and a spa bath of the finest standard. The rebuilt sunroom, with vaulted beamed ceiling and Paris Ceramics heated reclaimed marble tile floor, is simply breathtaking, and the showpiece kitchen looks directly into it, featuring custom cabinetry, honed black granite, a butler's pantry, and Miele coffee station. Antique chandeliers, Ball & Ball hardware, Gracie wallpaper, and hand-scraped oak floors whisper of the home's soul - every finish custom, nothing left to do. Set across 3.5 enchanting acres designed by renowned landscape architect Kathryn Herman, the grounds evoke the quiet romance of the English countryside. A guest cottage and garaging for five complete this singular estate - minutes from town, worlds away.

372 Brushy Ridge Rd, New Canaan
131 Pecksland Rd, Greenwich
$7,526,116
5 Beds ⋅ 8 Baths ⋅ 24165874 MLS
A rare and distinguished offering in mid-country Greenwich, an estate of architectural significance, ready to be reimagined for modern luxury living. The Helen C. Douglas house was designed by the renowned Twachtman Brothers, this timeless brick English country home blends classic elegance with warmth, sophistication and scale. Set on 3.8 acres of beautifully landscaped, private grounds, the property features a pool, pool house, clay tennis court, and a striking allee of chestnut trees. The estate was also featured in the 2014 film ''And So It Goes'' starring Michael Douglas and Diane Keaton. A gracious front-to-back foyer invites you into the home's classic interiors. Formal living and dining rooms are complemented by a wood-paneled library, chef's kitchen, spacious family room and additional entertaining space.

131 Pecksland Rd, Greenwich
55 Calhoun Dr, Greenwich
$7,500,000
6 Beds ⋅ 10 Baths ⋅ 24177074 MLS
Majestic six bedroom manor, completely rebuilt with exceptional quality and craftsmanship, and sited on stunning 1.4 park-like acres in coveted Calhoun Drive Association. This distinguished residence is gracefully elevated to offer sweeping views of expansive lawns, lovely gardens and specimen trees. Impressive, sophisticated interiors throughout offer soaring ceilings, gleaming hardwood floors and sunlit living space. A grand foyer opens to a gracious floor plan of spacious rooms perfect for formal entertaining and casual living. Highlights include an airy sun room, coffered ceiling family room & breakfast room, all opening to a expansive terrace with stunning lawn and garden views. Generous space for a new custom kitchen. Luxurious primary suite features two marble Waterworks bathrooms, walk in closets and a sitting room with access to a private balcony. An additional private guest suite provides enhanced comfort for guests. A welcoming garden level offers a media room, wet bar, wine cellar, gym with full bath and playroom with access to a private outdoor covered terrace. The main residence has a three car garage. There is a charming two story carriage house with storage for two more cars. This stately home, located on a quiet cul-de-sac, is close to downtown Greenwich with fine shopping and dining and transportation to NYC.

55 Calhoun Dr, Greenwich
3 Tanglewood Ln, Westport
$7,300,000
6 Beds ⋅ 7 Baths ⋅ 24064356 MLS
Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning property is situated on a flat, one-plus acre lot in the desirable Old Hill neighborhood of Westport. The location is private yet conveniently close to I-95 and the Merritt Parkway, just minutes from the beach and town. It also borders Earth Place, one of the top family-friendly hiking destinations in Connecticut. This beautiful six-bedroom home has been thoughtfully designed by renowned architect Judith Larson, showcasing impeccable taste throughout. The first level features a designer kitchen, a formal dining room, a spacious great room with a fireplace, and a large office with signature Redcoat oversized windows and doors. On the second level, you'll find five bedrooms, a laundry room, and a secondary office. The lower level includes a playroom, gym, sixth bedroom, and a wine room. The property also boasts a three-car garage, a gunite pool, and a full house generator for added convenience.

3 Tanglewood Ln, Westport
33 Highland Farm Rd, Greenwich
$7,255,000
6 Beds ⋅ 10 Baths ⋅ 24150635 MLS
Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands, and professional-grade appliances, all centered around a custom command station with built-in desk and storage. The kitchen opens seamlessly to a sun-filled family room with bespoke cabinetry, creating the perfect setting for relaxed gatherings. The first floor also features a front-to-back living room, elegant dining room, inviting home office, and private en-suite guest suite.

33 Highland Farm Rd, Greenwich
76 Arrowhead Way, Darien
$7,200,000
5 Beds ⋅ 8 Baths ⋅ 24081666 MLS
Nestled within the highly coveted Tokeneke Association, this custom-designed English country manor embodies understated elegance and timeless craftsmanship. Ideally located near Scott's Cove and featuring a private dock, the five-bedroom residence was created with meticulous attention to detail throughout. An impressive foyer sets the tone, revealing the dining room's classic period charm and a richly paneled hallway that leads to an exquisite private office. The expansive family room, highlighted by soaring ceilings, flows seamlessly into a finely crafted gourmet kitchen, a newly designed mudroom, and a well-appointed guest suite. The second floor is anchored by an oversized primary suite with a custom walk-in closet and spa like bath, complemented by three additional on suite bedrooms and an oversized great room. Impeccably appointed throughout, this exceptional home offers a refined balance of sophistication and comfort, perfectly suited for both elegant entertaining and everyday living.

76 Arrowhead Way, Darien
30 Oenoke Ln, New Canaan
$7,000,000
5 Beds ⋅ 6 Baths ⋅ 24190443 MLS
Designed in 1996 by noted New Canaan modernist architect James Evans, who studied under Louis Kahn and worked with Paul Rudolph, this exceptional California Contemporary reflects a remarkable architect-client relationship spanning nearly four decades. After Evans designed the McKays' 1959 New Canaan mid-century modern residence, they returned to him to create this thoughtfully conceived home for the next chapter of their lives. Gracefully sited on 4.85 organic acres recognized by the Smithsonian's 'Gardens of America', the property is a private sanctuary of mature trees, native plantings, winding paths, a pond, waterfall, and abundant wildlife-yet just a short walk to downtown New Canaan and the train. Designed for elegant entertaining and effortless everyday living, the home offers a first-floor primary suite, elevator to all three levels, expansive sun-filled rooms, multiple office options, and a private two-bedroom guest suite with living room, kitchenette, full bath and separate entrance, while remaining connected to the main second level. Walls of glass blur the line between indoors and out, creating a seamless connection to the extraordinary landscape in every season. A rare opportunity to own a home of architectural significance where timeless design, nature, and modern comfort exist in perfect harmony. First time offered.

30 Oenoke Ln, New Canaan
16 Juniper Rd, Norwalk
$6,950,000
5 Beds ⋅ 5 Baths ⋅ 24156989 MLS
Masterpiece in Rowayton. Originally designed by legendary architect Bruce Beinfield, this exceptional home was expanded by its current owners, who merged two properties to create one of Rowayton's truly one-of-a-kind residences. Pool. Yard. Privacy. Just steps from the beach and a short stroll to town. Tucked behind 30-foot evergreen hedges lies a true sanctuary: a 35-foot gunite pool, outdoor kitchen, bluestone patios, and one of the largest, most private yards in Rowayton. With coveted southern exposure, the backyard and interior are bathed in beautiful natural light from morning to evening. Inside, plaster walls, reclaimed beams, and hand-finished cedar ceilings create warmth and character throughout. The chef's kitchen, featuring a large gas range, dual dishwashers, and striking marble, opens seamlessly to a family room with wood-burning fireplace. Gracious living and dining rooms complete the first floor.Upstairs, the tranquil primary suite features vaulted ceilings, reclaimed beams, a dressing hall with a walk-in closet, and a spa-like bath. Three additional bedrooms include one en-suite and two connected by a beautifully finished Jack-and-Jill bath with marble walls. A light-filled second-floor foyer ties the space together with architectural elegance. The third floor offers exceptional flexibility, including a private office set behind European glass-and-steel doors, an additional sunlit family room with paneled walls and ceiling, and a home gym. A Rowayton unicorn.

16 Juniper Rd, Norwalk
530 Round Hill Rd, Greenwich
$6,900,000
6 Beds ⋅ 7 Baths ⋅ 24165781 MLS
Set on 4.3 picturesque acres along coveted Round Hill Rd, the original main residence of historic Field View Farm is a distinguished pre-war Georgian Colonial of exceptional quality, long associated with one of the area's notable legacy estates. A long sweeping private driveway introduces the stately brick and clapboard home, thoughtfully and comprehensively renovated to today's highest standards. Offering 6 bedrooms and 6.5 and baths, the residence balances timeless architectural elegance with modern comfort. Designed for elevated living, the grounds offer a resort-style pool, a private gym housed in its own standalone structure, and a heated four-stall horse stable offering flexibility for conversion to a guest cottage or ancillary living space. Expansive terraces and multiple French doors frame sweeping views of open fields and a mature evergreen grove. Abutting 8.5 acres of protected Land Trust property, the estate enjoys remarkable privacy, pastoral beauty, and enduring value in one of Greenwich's most prestigious settings.

530 Round Hill Rd, Greenwich
256 Country Club Rd, New Canaan
$6,838,000
5 Beds ⋅ 9 Baths ⋅ 24178654 MLS
Set just four minutes from town on nearly three acres adjacent to protected Land Trust property, this exceptional residence offers the privacy, scale, and tranquility of a country estate without sacrificing convenience. Sprawling lawns, stone walls, and a fully finished pool house with pool accessed through a dramatic hornbeam archway, underscore the property's exceptional outdoor living experience. The entry foyer establishes the home's architectural character, unfolding into a generous front to back gallery anchored by mahogany doors that open directly to the 33 foot covered porch and outdoor terrace. Detailed millwork, oak floors, and beautifully proportioned rooms create a sense of continuity throughout, while French doors across the principal living spaces provide a seamless connection between indoor and outdoor living. The kitchen, family room, and informal dining area are thoughtfully arranged in an open, flowing layout oriented toward the grounds, balancing everyday comfort with effortless entertaining. A well appointed mudroom serves the practical demands of daily life with equal attention to detail. The primary suite is distinguished by soaring 12 foot ceilings and dual walk in closets. Four additional en suite bedrooms, a substantial bonus room, and a third floor guest suite/lounge complete the upper levels. The lower level is finished with a generous recreation space, half bath, media room, and a gaming room that walks out to a private terrace.

256 Country Club Rd, New Canaan
584 West Rd, New Canaan
$6,785,000
7 Beds ⋅ 9 Baths ⋅ 24160210 MLS
Elegant, sun-drenched and sophisticated, this timeless country estate, built by Alex Kaali-Nagy and decorated by Lynn Morgan, offers the ultimate in superior quality construction, luxurious amenities, exceptional millwork, refined architectural details, built-ins galore and a fabulous versatile floor plan for easy living and gracious entertaining. With four fully finished floors, highlights include 7 large ensuite bedrooms with walk-in closets,10 foot ceilings,7 fireplaces, front to back grand entrance hall, elevator, full house generator, slate roof, expansive covered rear porch, bluestone terraces, fabulous chef's eat-in kitchen opening into the family room, handsome library and adjacent home office, wet bar, spectacular second floor playroom, exercise room and so much more. The serene private 4 acre property on coveted West Rd. is equally impressive. The deep play yard is surrounded by majestic trees, beautiful professional landscaping and glorious gardens. There is a fabulous new Gunite heated pool by Shoreline with retractable cover, a charming custom fitted gazebo and an amazing newly restored circa 1790 barn with loft and several garage spaces. In addition, there is courtyard parking for guests and a separate service entrance for convenience. Make this your forever home to love and cherish and build special memories with family and friends. Welcome to 584 West Rd.!

584 West Rd, New Canaan
27 Owenoke Park, Westport
$6,750,000
6 Beds ⋅ 4 Baths ⋅ 24150724 MLS
Welcome to 27 Owenoke Park, a timeless direct waterfront retreat, offering sweeping views where history, nature and Long Island Sound converge. Tucked away from NYC's hustle, yet close enough to commute, Owenoke Park has always been one of Westport's most coveted neighborhoods. Set directly on the Long Island Sound shoreline with over 80' of water frontage, including private access to the tidal beach for boating and swimming, this New England Coastal Gambrel style home offers front-row seats to mesmerizing panoramic sunrises and sunsets, Compo Beach fireworks and beautiful existing gardens. Year-round, you'll marvel at the magnificent sights of birds soaring, fish jumping, and sailors and boaters gliding across the water. Take a stroll to Westport's Compo Beach or Marina to board your yacht at the dock, or paddle around Westport's Longshore Country Club for golf, tennis or sailing lessons. Nestled in a welcoming and picturesque community, you'll enjoy access to top-ranked schools and Westport's vibrant downtown, known for its exceptional dining, shopping and cultural experiences. 27 Owenoke Park isn't just a home-it's a lifestyle defined by natural beauty, a tight-knit community and the endless allure of Long Island Sound. Don't miss this rare opportunity to own a piece of Owenoke Park's legacy.

27 Owenoke Park, Westport
6 Gray Ln, Westport
$6,550,000
5 Beds ⋅ 5 Baths ⋅ 24184591 MLS
Appraisers please take note: closing price does not fully represent offer price. **Sellers request all offers to be submitted by Sunday 6/28 at noon.** A WATERFRONT offering in one of Westport's most coveted enclaves. This beautifully composed estate is gracefully sited on more than two private, tree-lined acres, encompassing sweeping views of Sasco Creek, Southport Beach, and Long Island Sound while preserving an exceptional sense of seclusion. Designed to maximize its remarkable setting, the home captures water views from nearly every room and showcases timeless architectural details including custom millwork, random-width hardwood flooring, three fireplaces, cathedral ceilings, and formal and informal living spaces rarely seen in today's homes. Set amid beautifully landscaped grounds with perennial gardens and expansive entertaining terraces, this private oasis invites alfresco dining beneath breathtaking sunsets and sunrises. The home features five bedrooms including two primary suites, a guest suite, chef's kitchen, great room, sunroom, and more. Located between prestigious Beachside Avenue and historic Southport Village, you are moments from beaches, boutique shopping, acclaimed restaurants, and the enduring charm of Connecticut's Gold Coast. Framed by mature evergreens, flowering dogwoods, mountain laurel, and rhododendron, the property delivers an exceptional combination of privacy, scale, and proximity - just 55 miles from NY

6 Gray Ln, Westport

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