luxury houses for sale Fairfield County, United States (page 8)

This 4 bedroom,3.5 bath tastefully renovated vintage home has an open floor plan,walls and windows divided light and high ceilings, creating an instant sense of peace and well being. A stone hearth at the entry welcomes you along with with walls of bookshelves and a reading corner. The beamed living room and adjacent sun room overlook a romantic tiered garden and flat lawn. A stone wall frames the dining space with French doors opening onto the garden patio and pergola. The warm polished wood kitchen island featuring a copper bar sink is the centerpiece of a perfect chef's kitchen. Down the hall is the walk out first floor bedroom with full bath, walk in closet and adjacent laundry room. Upstairs an exercise/ gym space is conveniently located outside the primary suite with it's private office, high ceilings, walk in closet, and elegantly kitted bath (soaking tub, double sinks, walk in shower) Two additional generously proportioned bedrooms share a large hall bath. Convenient to charming Scott's Corners and just a few minutes to New Canaan town center, this is a special spot. Swing on the front porch, plant the enclosed garden with vegetables, flowers and herbs. All behind a stone wall on a rural street. This one is just right. All measurements approximate. Towel warmer does not work, requires replacement

Welcome to this beautiful, turn-key end-unit townhome offering effortless living in the highly sought-after Riverturn complex. The inviting main level features gleaming hardwood floors and an open floor plan, including a well-apointed Living Room with gas fireplace and sliders to a private deck, seamlessly flowing into the Dining Room. A granite eat-in Kitchen and convenient Powder Room complete the first floor. Upstairs, the spacious Primary Bedroom showcases a wonderful vaulted ceiling with skylight, hardwood floors, two generous California closets and a Full Bath with a whirlpool tub & separate shower. A second large Bedroom also enjoys hardwood floors and a generous closet along with access to the hall Full Bath, making it perfect for guests or family. The finished, sun-filled loft with skylight provides flexible space for a home office, gym, or additional living area, along with added walk-in storage. The lower-level Family Room offers bright, versatile space and direct access to the laundry area and one-car garage. Enjoy serene surroundings with views of the charming courtyard in front and a peaceful babbling brook backdrop from the deck. Ideally located just minutes from the Merritt Parkway, shopping, dining, Downtown, and Harbor Point, this home truly offers the best of suburban living with convenience at your doorstep.

Welcome to this 2 Family Home with a large two car detached garage and ample parking in the private driveway. Offering 2044 square feet of living space. The Main floor and Upper floor units mirror each other, featuring: two bedrooms, 1 full bath, living room and eat-in-kitchen. Current rent is $1600/month. The finished lower level offers approximately 400 square feet of additional living space (including a pool table, which remains with the sale). Both groups of tenants share the lower level, where the common laundry area is located. Excellent opportunity to own an investment property in Bridgeport. Tenants to convey with the sale. Pool Table in Lower Level to remain with sale.

28 Drewbarrie Lane was designed and built as a forever home, this remarkable Easton property blends thoughtful architecture, exceptional craftsmanship, and energy-conscious design in a way rarely found in today's market. Set on a quiet and private property surrounded by nature, the home was carefully oriented to capture winter sunlight, maximize passive solar heating, and create a bright, inviting living environment throughout the year. From the moment you enter, you'll notice the warmth and comfort that define this home. Thick insulated concrete walls, triple-pane windows, radiant heated floors, and a Scandinavian masonry fireplace work together to create a remarkably stable indoor climate. Sunlight streams through the south-facing windows during the cooler months, while carefully designed roof overhangs help keep the home comfortable throughout summer. The floor plan was intentionally designed for both connection and privacy. Separate bedroom areas allow family members and guests to enjoy their own spaces, while the open kitchen, dining, and gathering areas naturally bring everyone together. For creatives, hobbyists, and entrepreneurs, the property offers exceptional flexibility. The expansive bonus room above the attached three-car garage served as a professional artist's studio, while the dedicated workshop below, with high ceilings and vehicle lift, provides outstanding space for projects, collections, or home-based business needs. Outdoor living is equally impressive. Summers are centered around the in-ground pool, expansive stone patio, pool house, detached storage barn, and additional covered parking structure. Whether hosting intimate family gatherings or celebrations with dozens of guests, the property was designed to accommodate memorable moments with ease. This home was built with extraordinary attention to longevity and performance. Insulated concrete form construction provides strength, sound isolation, energy efficiency, and resistance to pests and weather. Radiant heating systems, high-efficiency mechanicals, extensive insulation, CAT-5 wiring infrastructure, security system wiring, and future-ready utility planning reflect the owner's commitment to thoughtful design and lasting quality. 28 Drewbarrie Lane is more than a house, it is a carefully crafted home designed to be enjoyed in every season.

Welcome to 15 Marion Ave, a beautifully updated 1922 seaside gem in East Norwalk's highly coveted Marvin Beach Association. Offering 4 bedrooms, 3 full baths, and 2,094 sq/ft of meticulously curated living space, this pristine residence seamlessly blends historic coastal charm with premium modern updates. Enjoy the year-round benefits of an active peninsula community surrounded by Long Island Sound and Norwalk Harbor. Relax on the classic covered front porch with sunset harbor views. Inside, warm hardwood floors and thermopane windows create a bright, airy ambiance. The inviting living room features a striking stone fireplace and custom eat-in nook, leading to a dining room with a cheerful wall of windows. The handsomely renovated kitchen boasts Viking and Sub-Zero appliances, marble counters, and a farm sink. A convenient laundry/mudroom steps out to the spacious backyard, terrace, and 1-car garage on private driveway. A versatile main-level 4th bedroom or office with a full bath (door to bath currently closed off) adds great flexibility. Upstairs, the primary suite offers water views, a walk-in closet and a well-appointed bath. Two additional bright bedrooms share an updated hall bath, plus stairway lead to the 3rd-floor playroom or office alternative. Turnkey enjoyment with fun summer gatherings at the associations very own Marvin Beach! PLEASE NOTE - Seller desires closing with post closing occupancy to the end of the year, latest. Transferable flood insurance:$2,475/yr.

Nestled in one of Lower Weston's most desirable locations, this beautifully updated and thoughtfully expanded 5-bedroom, 3.5-bath residence offers the perfect blend of timeless charm and modern living. A bright open floor plan centers around a stunning great room with soaring vaulted ceilings and a dramatic double-sided fireplace that creates a warm connection between the kitchen and family room. The gourmet kitchen includes marble countertops, Wolf, Subzero and Gaggenau appliances and includes a cozy breakfast room and home office. Perfect for entertaining, the home flows seamlessly to a beautiful screened porch and sunny deck overlooking an expansive, level backyard complete with a private, lighted tennis court, providing an exceptional setting for recreation, gatherings, and room for pool. The luxurious primary suite serves as a private retreat, featuring a spectacular spa-inspired bath with soaring ceilings and two spacious walk-in closets. The walk-out lower level provides exceptional flexibility with a finished living area, a bedroom, and full bath that's ideal for guests, an au pair, home office or gym. Set on a picturesque property in a coveted neighborhood surrounded by beautiful homes, 59 September Lane offers privacy and tranquility while remaining just minutes from Weston's top-rated schools, Westport, commuting, shopping and dining. A rare opportunity to enjoy space, comfort, and resort-style amenities in one of Fairfield County's most sought-after communities.

Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits on the site: 5 beds/3.1 baths, 4,324 sq ft renovated in 2013, with abundant light throughout. New elevation certificate and survey marking septic and wetlands. First floor bed/bath and family room are actually up about 6 steps from the first floor, off the kitchen. Mudroom/laundry room and garage are about 6 steps down from the kitchen. Also listed for rent, $16,000 per month, GMLS# 125258

Set across 53 gated acres in Northern Fairfield County, this exceptional estate offers a rare combination of privacy, scale, and natural beauty, just minutes from Ridgefield, approximately ten minutes from Danbury Airport, and within practical reach of New York City. Originally conceived as a country retreat, the property blends historic character with modern comfort in a setting that feels private and serene, yet fully suited to year-round living. Beyond the gates, the grounds unfold across woodland trails, a stone bridge, pond, brook, orchards, gardens, and approximately two miles of groomed paths through the estate's own natural preserve. The landscape has been carefully maintained and offers both beauty and utility, with room for recreation, agriculture, and future enhancements. The residence is rich in character and thoughtfully updated, with six fireplaces, a double-sided chef's kitchen, wine cellar, and a 1,055 SF primary suite with dual baths, dressing room, walk-in closet, private sitting room, and sunroom. Outdoor living is centered around a heated gunite pool, outdoor kitchen, pergola, and gazebo, all positioned to take in sweeping views of the surrounding landscape. A detached barn, detached garage, and expansive acreage create unusual flexibility for equestrian pursuits, agriculture, a guest house, tennis or paddle court, and other future improvements, subject to local approvals.

Positioned along the crest of the hill to capture southern exposure and serene treetop views, this mid-century residence was thoughtfully designed by noted architect Walther Prokosch as his family home. Prokosch is perhaps best known as one of the architects behind the iconic JFK Pan Am Terminal, and his vision is evident throughout this distinctive property. The vaulted living and dining room is wrapped in walls of glass, flooding the interiors with natural light and creating a seamless connection to the surrounding landscape.The updated galley kitchen features modern appliances, a built-in banquet and sliders opening to a bluestone terrace, providing effortless indoor-outdoor living and entertaining. A private first-floor primary suite opens directly to the gardens, while additional first-floor rooms, ideal as bedrooms or home offices, share a full bath. The second floor offers two spacious double bedrooms and an additional full bath, creating a private retreat for family or guests. Mature natural gardens frame the property, enhancing the sense of privacy and tranquility. Set on an oversized .41-acre lot in an R-7 zone and only steps to Old Greenwich's parks, library, train, and village amenities. A rare opportunity to own an architecturally significant Mid-Century Modern home in one of Old Greenwich's most coveted neighborhoods.

Welcome to one of Round Hill's most treasured historic properties. Originally established in 1795 as the community's first schoolhouse and later transformed into a picturesque mid-19th century center hall Colonial, this remarkable home is located within the Round Hill Historic District. Perched high on 4.6 fully fenced acres, the property enjoys broad western exposures and magnificent sunsets. The 5-bedroom main residence blends period character with modern comfort and is complemented by a separate garage cottage. Wide plank floors, sweeping lawns, mature landscaping, vegetable and flower gardens, a swimming pool, and enduring architectural details create a quintessential Greenwich country setting and a rare opportunity to own an authentic piece of local history.

Tucked behind a gated entry in prime Old Hill, this stunning 5-bedroom, 6 & 2 half bathroom home offers a rare blend of elegance, privacy, and natural beauty. The property is surrounded by multiple serene water features—including a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain, and a picturesque brook that winds along the edge of the property. Whether you're relaxing poolside or enjoying the sound of flowing water from the rear stone patio, the setting is nothing short of magical. 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 built-in wet bar, living room with fireplace + lounge area with water views, a large entry foyer with stone floors and two powder rooms. Upstairs, there is a large primary bedroom suite with two balconies overlooking the pond and brook, two walk in closets + a beautifully appointed bathroom, 4 additional bedrooms each with its own bathroom, and a large home office (or optional 6th bedroom) with fireplace and brook + pond views. Additionally, there is a large tv/playroom with full bathroom on the second floor, a home gym, and another tv/family room on the 3rd floor, offering multiple options for relaxation and entertainment. The house has a Crestron lighting system, heated 3 car garage attached to the house by a stately porte cochere, a full house generator, automated driveway gates, fencing around entire property, mature landscaping, and a gas grill seamlessly built into the stonework by the pool. This is a rare opportunity to own a true sanctuary—where thoughtful design, natural beauty, and resort-style amenities converge to create an extraordinary living experience.

Panoramic vistas of Long Island Sound extend from this gated, resort-style estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with spa. Perfect for summer entertaining, the backyard terrace offers a bar with built-in barbecue and a sitting area with firepit by the pool. Beyond the manicured lawn, the 168-ft seawall leads to an 80-ft pier and 20-ft private dock. Secluded outdoor shower with exterior access powder room. Separate 2-bedroom guest cottage with kitchen, laundry and one-car attached garage. Full house generator.

DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive, manicured lawns with desirable western exposure, framed by stone walls, mature trees, and a pool. Completing the estate is a three-bedroom cottage, providing additional flexibility. Ideally serviced by public gas, water, and sewer allowing for ease of development. Perfectly positioned near schools, clubs, houses of worship, and Greenwich Avenue. Lot is 2.02 acres in RA-1. FAR = 11,878+/-

Privately tucked away at the end of a tranquil lane in prestigious Mid-Country Greenwich, this custom-built stone manor is a rare offering of timeless architecture, exceptional craftsmanship, and resort-like amenities. Encompassing more than 11,373 square feet and set upon 3.2 exquisitely landscaped level acres, the estate is surrounded by sweeping lawns, mature specimen plantings, and beautifully curated gardens that create an atmosphere of complete serenity and privacy. Designed for both grand-scale entertaining and comfortable family living, the residence features six bedrooms, eight bathrooms, and elegant interiors defined by high ceilings, abundant natural light, and refined architectural detailing. The main level boasts impressive 11-foot ceilings, gracious formal and informal rooms, a gourmet kitchen and oversized windows framing picturesque views of the grounds, pool, pool house and cottage with kitchen. The second floor, with 10-foot ceilings, is highlighted by an extraordinary primary suite offering a private sitting room, dual spa-inspired bathrooms, and two generous walk-in dressing rooms and a home office. Four additional en-suite bedrooms and a spacious laundry room complete this level. The thoughtfully designed lower level provides exceptional recreational and lifestyle spaces, including a guest bedroom and bathroom, family room, media room, fitness center, powder room, and additional space perfectly suited for the creation of a world-class wine cellar. The estate's outdoor amenities rival those of a private resort. A charming stone pool house with soaring ceilings, a fireplace, inviting living and dining areas, a kitchenette, changing room, and a full bathroom overlooks the spectacular 30' x 60' swimming pool and spa. Completing the compound is a beautifully appointed 1,500-square-foot guest house with two bedrooms, one full and one half bathroom, living room with fireplace, dining area, kitchen, office and an attached two-car garage, providing luxurious accommodations for extended family and guests. Offering an unparalleled combination of privacy, scale, and sophistication in one of Greenwich's most coveted locations, this exceptional estate represents the very best of country estate living just moments from town, schools, and commuter access.

Discover this serene setting in a sought after Old Hill neighborhood. Two thoughtful and beautifully executed additions have made this sprawling 12 room home flow with the versatility to fit today's varied lifestyles. Comfortable open living spaces have been designed with the flexibility to offer multi-generational spaces, a home office or simply to allow for room to grow in the way that pleases you best. The welcoming living room with its broad bay window and formal fireplace provides ample room for your guests and the Baby Grand piano! The custom country kitchen is both practical and beautiful with wide plank wood floors, cherry and glass cabinetry, granite counters and a walk-in pantry. The adjoining family room with it's cathedral ceiling is filled with natural light and includes a fireplace, wet bar and French doors that open to a wraparound deck. The most recent addition is an impressive library with long, tall windows set amid tailored built-ins. An additional exterior entry makes it ideal for home office use while the adjacent full bathroom and closet offers the possibility of a first floor bedroom suite. The informal rear foyer includes access to a laundry area, powder room and extra closets. Just beyond is a 2nd private office or den. Upstairs you'll discover the primary suite with full bathroom and walk-in closet, as well as 4 very spacious additional bedrooms. Unseen value found in the new roof, updated mechanicals and whole house generator!

Set far back from the road, this 2,548 sq ft contemporary raised ranch offers privacy and tranquility within the Mamanasco Lake community, moments from the town center. The property features a low-maintenance, natural landscape with lush gardens and a partially fenced area. The main level boasts an open flow with 9ft-plus ceilings and updated Anderson windows throughout. Dramatic cathedral ceilings elevate the dining room, family room, and the expansive living room, which features a stone fireplace and access to the rear decks and screened porch overlooking protected open space. The kitchen is equipped with newer stainless steel appliances and quartz countertops. A half bath and a spacious primary bedroom suite with a private full bath complete this level. The lower level houses two additional bedrooms and a dedicated office, with sliding glass doors opening toward the peaceful, forested protected land. This level also includes a full bath and direct entry to the garage. The home's bathrooms retain their original configuration, offering a wonderful canvas for future personalization. High end infrastructure includes a full house generator and an electric roof ice dam melting system for absolute peace of mind. Enjoy the quiet beauty of a private, nature filled retreat close to local shopping and dining.

Hidden behind Shorehaven Country Club in a private gated waterfront enclave, 3 Canfield Crossing offers a rare combination of privacy, a naturally protected waterfront setting, and an immersive connection to the water. Unlike many waterfront homes, the views here aren't reserved for a single room. Nearly every space-from the kitchen and living areas to the bedrooms and balconies-captures the ever-changing tides, creating a seamless connection to the surrounding landscape. Completely reimagined in 2024, the home was designed for effortless indoor-outdoor living. A chef's kitchen with custom cabinetry, premium appliances, and a butler's pantry opens to expansive living and dining spaces, while a NanaWall connects the interior to the waterfront terrace and infinity-edge pool beyond. With four finished levels connected by elevator, six ensuite bedrooms, and two separate guest or au pair opportunities, the home offers exceptional flexibility for both everyday living and entertaining. Whether enjoying a quiet morning on the terrace, kayaking or paddleboarding from your backyard, spending the afternoon at nearby Shorehaven Country Club, or dining just minutes away in Westport, Rowayton, or South Norwalk, the lifestyle is as compelling as the setting. This is a waterfront residence where timeless design, exceptional privacy, and an extraordinary connection to the water come together in one of Fairfield County's most distinctive coastal settings.

No more oil deliveries when you move to this geothermally heated and cooled home in a sought-after Farmingville neighborhood! A thoughtful 2011 renovation by BPC Green Builders focused on creating an environmentally sensitive home that makes the most of natural surroundings while decreasing dependency on fossil fuels, earning a Silver LEED certification. With an eye to the space needs of large gatherings, the homeowners created an inviting open layout that flows smoothly from the custom chef's kitchen to great room and family room beyond. A coffered-ceiling living room and stylish dining room add formal touches. Completing the main level is a corner office and stylish powder room. Banks of windows bring the outside in. A focus on blending elegance with practicality continues in the primary suite where a sitting room was transformed into a spectacular walk-in closet. The fully renovated primary bath includes extra storage while a hall bath and 3 more bedrooms complete this level. A semi-finished walkout basement, wood heat, AC and full bath, provides ~ 1000 square feet additional space (not in square feet) for fun, games, and more. Step outside to patios for your firepit and watching the sunset. Sports enthusiasts will be thrilled to find the existing base of a sport court andhockey rink. An air-tight well insulated building envelope provides maximum energy efficiency. Centrally located and close to shopping, schools and entertainment in Connecticut's number one cultural district. Only 60 miles to New York City.

Beautifully picturesque, a long, shared drive leads to the 1920 stone manor sitting high on park-like grounds bordered by 29 acres of wooded conservation land. Renovated and expanded, this warmly inviting residence offers 10,664± square feet with six bedrooms, six full and two half baths, plus eight fireplaces. Above the three-bay detached garage is a renovated two-bedroom, 903-square-foot apartment with full kitchen and laundry. Leafy views from every room overlook the enchanting landscape. There is a pool with spa, fenced vegetable garden and fenced chicken coop. With so many aspects of special distinction, this is a wonderfully unique compound that captures the feel of the English countryside in a tranquil mid-country location. Includes legally permitted medical office.

An approximately 8,000 SF Connecticut Colonial on more than seven acres in mid-country Greenwich, on one of the town's most established addresses. Seven bedrooms, eight fireplaces, a formal dining room, and a slate-tile roof -- a 1923 residence with period character on a scale of grounds increasingly rare in mid-country. A long private drive rises from the road, with the land revealing itself gradually: a nearly one-acre pond at the back of the property, a swimming pool, tennis court, two-bedroom guest cottage, and a detached three-car garage. The amenity stack -- pond, pool, tennis, cottage, garage -- is essentially irreplaceable on a single Greenwich parcel and reflects six decades of stewardship by one family. This is part of the four-parcel Spring Farms at Round Hill assemblage, brought to market for the after sixty years in one family. For buyers also considering renovation, expansion, or longer-term redevelopment, Workshop/APD -- leading architecture and interior design firm -- and Davis Chase Homes are available to design and build on the buyer's timeline. See the full Spring Farms at Round Hill brochure for context on the broader collection: https://issuu.com/workshopapd/docs/rhg_marketing_brochure

Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings, imported natural materials, and superb craftsmanship throughout, while a modern floor plan is designed for both entertaining and daily living. Stone terraces on every level overlook sweeping level lawns. Complete with a separate apartment for guests or staff, 7 garage bays, pool, and bocce court, this is unlike anything else on the market.

Welcome to 41 Peaceable, set on 2.30 acres, a private sanctuary of park-like, professionally landscaped grounds in Ridgefield's Village Center. Tucked behind a canopy of mature trees and stone walls, yet convenient access to Metro-North service from Wilton, New Canaan, Katonah, and Purdys for an easy NYC commute, this is an antique 1920s estate brimming with architectural character. A grand Entry Gallery lined with French doors welcomes you into the magnificent Great Rm, with soaring beamed ceiling and original floor-to-ceiling stone fireplace. The Sunroom, distinguished Library w/custom built-ins, formal Dining Rm with bar, Butler's Pantry give the main floor a gently rambling, deeply livable quality. The chef's kitchen, with quartz countertops, professional-grade appliances, SubZero refrigerator, a large center island, hand crafted from antique oak. The adjacent vaulted Family Room with exposed antique beams, gas fireplace, and wraparound French doors open to the impeccably maintained gardens. The primary suite is a rare find, located entirely on the main level for effortless single-level living; a vaulted coffered-ceiling bedroom with gas fireplace, private patio access, an exceptional dressing room, cedar closet, double pedestal sinks, walk-in shower and soaking tub. Three additional bedroom suites on the upper level each feature sitting/office space, private baths. A 660 sqft separate living space above the garage, complete with bedroom, living room, full kitchen, full bath, and entrance right off the garage, makes this an ideal versatile living space, perfect for guests, a private home office, or extended stay accommodations. Outside, sweeping park-like grounds flow across multiple stone patios which wrap around the home leading to meticulously designed English-style gardens, private and serene, with a heated gunite plunge pool. The home offers a three-car attached garage, full basement for storage, generator, and public water. Perfectly located minutes to downtown Ridgefield, CT's first Cultural District, Prospector Movie Theater, Ridgefield Playhouse, A.C.T. Theater + Aldrich Contemporary Art Museum. Take advantage of top-rated schools, numerous hiking trails and parks, 18 Hole Town Golf Course (minutes from Silver Spring CC), Tennis & Pickle Courts. A truly exceptional offering. Approx. 1 Hour to NYC

Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside’s prestigious Indian Head Association, this storied property occupies the historic grounds of railroad magnate Henry Francis Shoemaker’s former compound—a Gilded Age legacy that later served as the backdrop for the iconic Cedar Cliff Beach Club of the 1920s. The estate bears the name Shoemaker originally gave his villa, ‘Cedar Cliff’—a designation that eventually defined the very road on which it stands today. Elevated high above the flood zone and offering 1,250 +/- feet of direct water frontage, the property unfolds with extraordinary scale and privacy. A sweeping, manicured lawn rolls gracefully toward the shoreline, creating a striking foreground to the panoramic coastal vistas and an exceptional setting for grand-scale entertaining. Each of the eight oversized bedrooms is oriented to capture breathtaking water views, while interiors blend the romance of pre-war craftsmanship with modern refinement—soaring ceilings, intricate millwork, antique wood floors, a three-level elevator and a professional recording studio. The East Wing, constructed in the early 2000s, introduces a new dimension of contemporary luxury, anchored by a sophisticated primary suite and complemented by a custom office, wine cellar, and private theater capable of accommodating up to twenty guests. The grounds rival those of a world-class private resort. A substantial stone pier and deep-water dock provide immediate access to open water, while a seaside tennis court with pergola and lighting offers championship-level play. At the water’s edge, a pool and spa are paired with a fully realized cabana featuring a fitness center, kitchenette, full bathroom and changing rooms. Sculpted into the eastern landscape, a series of stone terraces with a bluestone bar directly overlook Greenwich Cove and the vast protected expanse of Greenwich Point Park. Meticulously maintained and thoughtfully enhanced, the estate includes a newly installed Ludowici terra cotta roof, rebuilt sun decks, custom East Wing windows, and a full-property generator—ensuring seamless comfort and continuity. With access to a private beach and watercraft facilities, and located less than an hour from Manhattan and minutes from Westchester County Airport, the property offers a rare convergence of seclusion, scale, and global accessibility. Cedar Cliff is a singular offering for the most discerning buyer—an incomparable experience of refined luxury, inviting residents and their guests to revel in the natural beauty of one of the finest estates on the East Coast of the United States.

Offering a warm blend of 19th-cent character & modern updts, this 1860 Greek Revival Col showcases truly distinctive features. Despite its expansive 5,358sf, the home feels inviting & intimate, highlighted by rustic design elements incl brick hallways & accents. Orig rich random width pumpkin pine plank flrs recently refin 10' clgs thru-out & 5FPs. Set on 1.22 lvl acres w/specimen trees, this special property offers a peaceful, prvt setting in desirable Westover-just moments from city amenities. The orig residence, believed to be the orig area farmhse, feat a gracious LR & DR both w/FPs, Kit w/access to charming Bkfst Rm, Full Bth & unique brick hallway w/sunlit nooks ideal for reading, gardening & relaxing. An award-winning late 1960s addition recognized for architectural accuracy of design & craftsmnshp, enhances the home w/stunning FR feat a wall of blt-ins & spacious Den-both w/FPs & wonderful windows flooding the space w/natural light. Upstairs you'll find a priv & spacious PBR w/FP & en-suite Full Bth. 4 add'l BRs, 3rd Full Bth w/Laundry, & a framed space ready for an add'l bth, +a bright, airy Bonus Rm. Dramatic walls of floor-to-clg windows overlook the brick patio & beautifully landscaped grounds. The lvl, fenced yard w/mature plantings provides a serene outdoor retreat perfect for relaxation and entertaining. This wonderful home features brand new mech sys incl C/A, Furnace, Wtr Htr, Boiler & Well Purification sys.

A rare offering distinguished by architectural clarity, complete privacy, and a deeply personal design vision, set within one of Fairfield County's most sought-after locations. Jay Manuel, internationally recognized creative director and fashion icon, brings a distinctly refined point of view to his architecturally significant modern residence in Connecticut. Acquired in 2011, the home was thoughtfully completed and refined under his direction into a highly considered lifestyle environment, where design, performance, and atmosphere exist in complete alignment. Set on 2.75 acres of exceptional privacy, the sunlit European modern unfolds as a discreet compound, surrounded by mature landscape and a protected nature preserve. Designed for both intimate living and large-scale entertaining, the property features a heated saltwater pool and spa, multiple terraces, an outdoor kitchen, fire pit, and a tranquil Zen garden. The residence reflects a disciplined approach to modern living, integrating passive solar principles, advanced HVAC, and whole-property connectivity, all seamlessly embedded within its clean architectural language. Interiors are defined by soaring ceilings, walls of glass, and a Poliform kitchen with Miele appliances. A private primary suite with balcony, a dramatic glass mosaic wine cellar, and a separate 800 sf skylit studio for fitness or flexible use further articulates the home's sense of intention and versatility. Rare. Private. Architectural.