luxury houses with pool for sale Ridgefield, United States

Welcome to one of Main Street's most recognizable homes, the iconic & brightly colored Gothic Revival Victorian, built Ca. 1826, offering an exceptionally private & expansive 1.94 acre lot plus a separate 3,684 sf Carriage/Pool House. Working with Peter Coffin, Architect, and the Historic District Commission, the home underwent a meticulous full restoration/renovation, thoughtfully balancing historic preservation with modern luxury updates. Over $10M has been spent in top of the line improvements and designer appointments inside and out. This highly refined residence offers a total of 5,778 sf including 4,546 sf on the 1st & 2nd floors, 303 sf in the finished 3rd floor, plus 929 sf in the lower level. Total 15 rooms, four bedrooms, four full and one half bath, three fireplaces, front and back stairways, plus brick driveway/courtyard leading to the three story carriage/pool house. The ultimate lifestyle "party barn," it features millwork reclaimed from PA mushroom barns; two car garage; two fireplaces; ensuite Bedroom & overflow guest "bunk room"; two full/one half baths; full gym with steam shower/changing room; game room/bar; poker/card room; arcade; 30+ seat movie theater; plus kitchen/great room open to the pool. The resort like entertaining area features a sprawling cut stone patio, custom fireplace with propane assisted starter, waterfalls, built-in outdoor kitchen with grill/sink/fridge, heated, saltwater, gunite pool and spa, custom built pergola, wired for sound/TV, plus expansive back lawn and wooded privacy.

Unprecedented opportunity to purchase two landmark, historic residences, situated side by side on Ridgefield's beloved Main St., which have been developed into an unparalleled lifestyle compound. This once in a lifetime sale includes the treasured Hawley House at 236 Main St. - Ridgefield's oldest home, on its original lot (5) which was built by the proprietors in 1713 for the Rev. Thomas Hawley, first pastor and town clerk. It also includes 250 Main St. - the iconic and brightly colored neighboring Gothic Revival Victorian, built Ca. 1826 by Hawley descendants. Working with Peter Coffin of DCA Architects and the Historic District Commission, the home underwent a meticulous full restoration and renovation, thoughtfully balancing historic preservation with modern luxury updates. Over $10M has been spent in top of the line improvements and designer appointments inside and out. Together, both homes span a pastoral 3.16 acres, juxtaposing sidewalks to vibrant downtown Ridgefield with rear privacy including two magnificent barns. 236 Main's "Red Barn," Ca. 1900 and renovated in 2012 features: 2,015 sf, indoor basketball court, home office with conference room, arts and crafts studio, 1 full and two half baths and two car garage. 250 Main's Pool with Carriage house includes: 3,684 sf, 1-2 bedrooms, two full and one half baths, two fireplaces, two car garage (two Tesla chargers), gym with sauna, game room with bar, poker room, arcade, 30+ seat movie theater, plus kitchen with great room open to the heated, gunite, saltwater pool, spa and outdoor resort oasis.

Striking New England colonial farmhouse to be built by local craftsman, Chris Santini, known for decades for his commitment to quality and excellence. This exceptional new construction home will offer top attention to detail, town water and sewer, plus premier walk to town location on a quiet cul-de-sac with level one acre, sprawling backyard and future pool site. Total 5,017 square feet with 4 bedrooms, 4 full/1 half baths, plus further potential to customize in lower level and walk-up third floor. Total 4,217 square feet on the 1st and 2nd floors, plus additional 800 square feet in finished lower level game/recreation room with full bath. This casually elegant home will offer a covered front porch with standing seam metal roof and bluestone floor; wood clapboard siding with wood shutters and S hooks; CertainTeed architectural shingled asphalt roof; attached three car garage plus covered walkway entry into spacious mudroom with built-in hooks/cubbies and 2 walk-in closets. Custom millwork and moldings throughout; 3.5" oak hardwood floors; two-story foyer; powder room; double coat closets; plus optimal floor plan. The main level features both formal living and dining rooms; butler's pantry with wet bar and wine chiller; private office with French doors to a stone patio; plus chef's kitchen with high end professional stainless steel appliances, quartz counters, center island, walk-in pantry, and breakfast room, wide open to the large family room with stone fireplace plus wall of windows/French sliders to the expansive rear stone patio. The second floor offers the luxe primary suite featuring dressing area with double walk-in closets, plus an elegant private bath with Quartz topped double vanity, soaking tub, and separate frameless shower. There is a second generous ensuite bedroom with private bath; two more bedrooms with Jack & Jill bath; plus convenient upstairs laundry room with sink. So much more: high efficiency propane heat; propane fired tankless instant hot water heater; plus wired for future whole house generator with automatic transfer switch. The walk-up attic with be pre-plumbed for a future full bath. Still time to customize all appointments. Don't miss this opportunity to custom build your dream home, just a short walk to historic downtown Ridgefield for shops, restaurants, park, library, and theaters, plus just 58 miles to Midtown!

Come fall in love. This picturesque 1920s sprawling cottage is on the market for the first time in 38 years. As you enter the 2.94 acre property you feel the magic of things to come. Flowers, mature trees and original rock walls abound. There are grassy areas for running, woods for exploring and a 19' by 38' Gunite pool for relaxing. A bluestone path leads to a welcoming entry located in the oldest part of the house whose size defies initial expectations. Cross the wide board floors to the dining room where large windows bring in natural light and showcase a delightful all season backyard view. The paneled living room with picture window, wood-burning fireplace, built-ins and period hardware exudes a cozy warmth. Just down the hall is one of two potential main level primary suites. This one includes a fireplace and office. Head the other direction to find the kitchen with a breakfast nook which opens to a covered balcony and that spectacular backyard view. Just beyond is the second potential primary bedroom opening to the balcony. The third bedroom and another full bath complete this level. Downstairs find a spacious family room, laundry, den/office and another covered porch as well as the two car garage. And don't miss the two outdoor shower cabanas! Located in the desirable Farmingville area, this home is highly convenient to Ridgefield's shopping, restaurants and cultural activities, schools and commute routes. The Hickories organic farm is down the road. Come see!

This gracious country estate's idyllic setting is the perfect backdrop for large family gatherings and joyous celebrations. For over 40 years, the Rosenthal family has cherished this sprawling sanctuary, creating a legacy of warmth and hospitality that is unmatched. Now the doors are open for a new owner to create timeless memories - whether poolside; sitting by the outdoor fireplace; cooking in the al fresco kitchen; or retreating inside this home's exquisitely refined living spaces. Designed with unwavering attention to detail, this home's sophisticated interior is a testament to timeless elegance, and features six bedrooms, six full and two half baths. Each space has been thoughtfully appointed to accommodate both large-scale events & intimate family moments. The heart of this one of a kind home is not just one, but THREE kitchens - the primary family kitchen, a full-scale catering kitchen, plus the outdoor kitchen. With elegant formal living and dining rooms, plus grand family room complete with full bar, this unique property is always ready for entertaining. Step outside to the most enchanting outdoor oasis showcasing the free form gunite pool with expansive brick terrace, plus full pool bath. The crowning jewel of the property is a magnificent 30' x 40' slate patio, complete with an event tent. Whether it's intimate soirees or grand formal events, this space is perfectly sited to capture panoramic vistas of the property's mature flowering trees, stone walls, and perennial gardens.

4.74 Acres! First time on the market! Acreage reflects only 1 of 2 parcels. 1.84(house)+2.90 acres of pristine, lush property with main house, authentic Post and Beam Barn and in ground Gunite Shoreline pool. Once in a lifetime opportunity to create your weekend getaway, dream vacation compound or year round home to your personal specifications. Rarely does a property with this much character, acreage and pure potential hit the Fairfield County market. One conveyance of 2 contiguous parcels totaling 4.74 acres, on the NY border, in one of Wilton's most coveted neighborhoods, this secluded sanctuary is for visionaries, design enthusiasts, or anyone looking for the ultimate living opportunity. This estate is anchored by 3 incredible features: 1. Main House, a huge, mid-century modern feel, 1-2 Bedroom awaiting your imagination with remarkable potential, excellent bones, spacious proportions and a layout begging for modern transformation. Craft a sleek high-end masterpiece! 2: Majestic Post and Beam Barn w/ loft, steeped in character and limitless utility for entertainment space, convert to guest house or studio, or for your car collection, home fitness center or huge home office! Barn wood from the 1800's. 3. Vintage Shoreline Gunite Pool and grounds perfectly situated between house and barn, surrounded by nature, majestic trees and absolute tranquility. Plenty of room to expand the outdoor living space into an entertainer's paradise. Separate tax on vacant parcel. SOLD AS IS

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.

Designed by Vuko Tashkovich, one of Westchester's defining modernist architects, this home is privately sited on over 3 acres, offering 7,500+ square feet across three finished levels. Artfully refined while retaining the character of its original design, the home is defined by long horizontal lines, cylindrical forms, clerestory windows and walls of glass that connect the interiors to the surrounding landscape. A gallery-like entry introduces expansive, light-filled rooms with built-ins, tile work and exquisitely restored herringbone floors. The spacious living room is anchored by a stone fireplace, custom bookcase wall, and wet bar, with an adjoining sitting area that opens onto the broad outdoor terrace. The dining room with floor-to-ceiling windows and kitchen with attached breakfast room overlook the lush grounds, specimen trees and newly poured gunite pool with spa. Four bedrooms on the upper level include a spacious primary suite with fireplace, bath and private terrace. Additionally, the ease of single-level living is available with a desirable first-floor primary suite option. The finished lower level adds a newly completed gym, full bath and flexible recreation or office space. This private modernist retreat combines architectural character with modern livability. 50 miles to NYC.

This one-of-a-kind 5 bedroom, 5 full bathroom rustic California inspired residence on one of the toniest roads in Pound Ridge sits on 6.5 private acres, complete with a pool, tennis court and treehouse. Situated in a resort like setting, the home's exquisite indoor-outdoor flow and abundant natural materials, you'll feel worlds away, but is just 3 minutes from town and an hour from NYC. Once owned by Ted Sorenson, JFK's speechwriter, the unique estate is ideal as a year-round home, weekend retreat or secluded hideaway with Belgian block and chestnut floors, stone columns (the stone of which was excavated from the site), tongue-in-groove cedar walls, soaring beamed ceilings, 22 skylights and custom windows. Custom stair railings designed by renowned rustic artist, Daniel Mack. Enjoy lavish entertaining in impressive living spaces with floor-to-ceiling fireplace and windows. The rustic dining room seats 16, the masterful kitchen with original copper bar counter, accommodates gatherings of any size. Upper-level primary suite, main-floor two-bedroom suite, home gym, media room, sauna and office with custom desk made of one solid piece of hundreds of years old Baobab tree. The lower level en suite bunk room provides ample accommodations, with private entrance. Resort-like grounds and a bucolic location make this an exceptional country estate. Custom, high level properties like this don't come up very often.

Presenting the historic Landis Gores House, an architectural masterpiece epitomizing post-WWII Modernism. Designed in 1946 by Harvard Five architect Landis Gores for his own family, it stands proudly as one of New Canaan's first Modern homes. Gores was at that time working in association with Philip Johnson. He set his own home on a narrow granite ridge astride a majestic 4-acre wooded lot; the residence brilliantly leavens the glass-walled austerity of the International Style with the natural warmth of Wrightian organic architecture.The 130-foot long, single-story form is defined by sweeping horizontal planes, full-height plate glass walls, grey-stained cypress siding, and by natural stone fireplaces, walls and terracing. Its informal, open plan is divided into three distinct pavilions, anchored by the dramatic central living and dining area featuring a raised roof and tall ceilings. Original exterior lighting design by Richard Kelly enhances the seamless integration between the avant-garde interior and its environment. An expansive rear terrace, added by Gores himself in the 1980s, features circular seating areas and an elegant oval swimming pool.Listed on the National Register of Historic Places in 2002 and held by the Gores family since its inception. The Gores family granted a perpetual preservation easement to the National Trust for Historic Preservation. This iconic property offers a once-in-a-lifetime opportunity to own a foundational piece of architectural history

Welcome to an unparalleled masterpiece of living, nestled within a completely fenced, four-plus-acre private paradise in the very heart of Wilton, Connecticut. This extraordinary estate perfectly balances absolute serene privacy with the effortless convenience of town life. Approached via double-gated entries, the winding driveway unveils a residence meticulously crafted for the epicurean, the entertainer, and the modern visionary. The heart of the home centers around a true chef's kitchen, anchored by a roaring fireplace that radiates warmth and timeless character. Designed for both casual mornings and grand-scale catering, it features premium commercial appliances, a designated coffee bar room for your morning rituals, and endless custom storage to keep the aesthetic flawless. Just off the kitchen, a walk-in wine room awaits your private collection. For seamless entertaining, the formal sitting room features a fully equipped walk-in bar, transitioning beautifully into a stunning screened-in porch and a massive outside deck overlooking the grounds. Offering a total of six luxurious bedrooms, the home's layout is brilliantly engineered for ultimate privacy. The Owner's Suite and Family Quarters are situated in the main expanse of the home, offering opulent retreats with peaceful views of the estate. The Private Guest Wing is a separate, self-contained wing housing two of the six bedrooms - perfect for multi-generational living, long-term guests, or an au pair - offering independent tranquility without disconnecting from the home's central energy. Outside, the estate transforms into a private resort and botanical wonderland. Stunning flower gardens frame the property in ever-changing colors, while dedicated raised beds yield abundant fruits and vegetables. At the center of the outdoor oasis sits a sparkling gunite pool, surrounded by sprawling stone patios. The lower level of the residence features a light-filled walk-out basement, offering immediate access to the lower lawns and pool deck. Stepping away from the main house, a substantial separate barn offers endless possibilities. Currently utilized as a state-of-the-art home gym, this massive secondary structure can easily pivot into an art studio, a collector's car garage, a recording studio, or a detached home office block.

Architecturally Masterful design, inspired by famed architect HR Richardson's classic exteriors is married with a sophisticated, modern interior plan. This unique Redding estate home offers a scenic, private gated 9.54 acres and over 7200SF of modern living. The grand and gracious living room and dining rooms, formerly owned by a classical pianist, were utilized for elegant gatherings and concerts in the area & large enough for a concert grand. Warmed by a mantled fireplace with built-ins, the living area opens to a formal dining area to seat 12 special guests. The elegant foyer greets you with an expertly crafted, freestanding curved stair that leads to the upper floor. Adjacent to the dining room is a stark white kitchen with new quartz counters, an unusual contrast to the warm woods of the white oak floors and family room with stone,raised hearth fireplace. An adjacent Pecan wood study with walls of bookshelves and file drawers; an idea home office. A main level primary suite offers a series of custom closet built-ins & marble bath with shower, double sinks and even a bidet; a private owner retreat. Also, on this level is an excercise room w/whirlpool tub, sauna & full bath. Head up the back stair to the 2nd level w/2 bedroom suites, one serving as an ideal studio, with sink and an additional bedroom with large marble bath. A third bedroom & another full bath. The lower level offers a game room w/wood stove, office & den/ library wall. Inground gunite pool, 3 car garage

Welcome to 3 Old Shop Road, a beautifully updated farmhouse that perfectly captures the essence of relaxed country living in a highly coveted Cross River address. Set on a picturesque, park-like parcel with sweeping lawns and mature trees, this five-bedroom, five-bath residence offers a seamless blend of historic character, modern comfort, and premium amenities. Designed for both effortless entertaining and comfortable daily living, the property features three distinct bluestone patios providing multiple vignettes for outdoor relaxation. The fully fenced backyard includes a completely separate, secure enclosure for the sparkling in-ground gunite pool, creating an ideal and private backdrop for summer enjoyment. Inside, the home retains its timeless farmhouse warmth while embracing contemporary conveniences. The inviting kitchen features custom cabinetry, a functional layout, and ample space for casual dining. The current living room is anchored by a handsome fireplace and flooded with natural light, creating an inviting atmosphere throughout the seasons. Steeped in history, the first-floor guest suite served as the farmhouse's original living room. Today, it offers a peaceful main-level retreat, boasting its own cozy fireplace and elegant French doors that open directly to a private bluestone patio and the beautifully landscaped grounds. Located in one of Westchester County's most desirable communities, 3 Old Shop Road offers the very best of country living with room to relax, entertain, and enjoy.

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sleeping quarters-all just five minutes from the boutiques and bistros of New Canaan's vibrant village center.

Classic Connecticut! Welcome to this spacious 5 bedroom Connecticut home in New Canaan. Stunning pastoral and romantic scenery, stone walls, and stunning heritage trees throughout your private 2 acre property on Cul-de-sac Street. The beautiful and historic Selleck's Chapel is right around the corner. Enjoy your very own post-and-beam detached barn which offers a two-car garage additional flex space, and a loft inside. Inground gunite pool with cabana and patio receive direct sunlight, allowing for fantastic entertaining flow. It's a 7 minute picturesque drive to town on Oenoke Ridge. Brought up to today's standards with new solar panels paid in full, EV charger and a house generator. Guests approach through a circular driveway, with an additional driveway leading to the gorgeous barn for everyday living and mudroom access. This center hall colonial features a gourmet kitchen adjacent to a family room with a fireplace, vaulted ceilings and natural light. Large dining room and living room with wood burning fireplace, lead into an office or bonus room featuring exquisite antique barn floors and vaulted ceilings. 500 ADDITIONAL square feet in lower level! That has a private guest suite with full bath, large laundry room, and playroom or gym. Primary bedroom with ensuite bath on the second floor has balcony overlooking the property grounds perfect for sunsets or morning coffee. 3 additional bedrooms round out the second floor with a shared, renovated bath. Welcome to New Canaan!

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(+4000 SF LL) with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, go 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 MICHIGAN ROAD TO SUMMERSWEET LANE

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. Indulge in the elegance of the timeless formal spaces and meticulous detail throughout the main level, including 20 foot + grand double height reception hall, formal dining room, formal living room, sunroom open to covered terrace retreat and an expansive exec office with bespoke finishes and an ambiance befitting visionary leaders. The open kitchen, perfect for culinary enthusiasts, adjoins an open dining area, family room, butler's pantry and mudroom providing ample space for entertaining and functional everyday living. Ascend to the second level and discover a blissful Primary Suite. Find a spa-like Primary Bath with jetted tub overlooking the treelined grounds and separate oversized shower closet. Complete with sitting area and thoughtfully designed dressing rooms. Separated by a long hall, find 4 generously proportioned ensuite bedrooms, separate laundry room, and dual study nooks to ensure a designated space for productivity. The third level unveils another family/recreation room, ample storage including a cedar closet, and an ensuite bedroom providing a private retreat for any guests or live-in staff. As you venture to the lower level, a world of entertainment awaits. A recreation room offers endless possibilities for leisure and relaxation while an exercise room caters to those seeking an active lifestyle. A media room, full bath, add'l room fitted out for wine cellar and spa room provide convenient access and functionality. 4 Car garage with 13-foot-high ceilings perfect for accommodating extra lifts and additional storage. Surrounded by the splendor of nature and offering an abundance of space, this extraordinary home is a true testament to refined living. MICHIGAN ROAD TO SUMMERSWEET LANE

Timeless charm meets modern comfort on prestigious Deer Hill Avenue. Welcome to this beautifully updated antique home, where period character and modern elegance come together effortlessly. Meticulously maintained for the past 10 years, the home features a new roof and boiler, ensuring peace of mind for years to come. A welcoming, expansive front porch with a swing and new flooring sets an inviting tone as you step inside to a beautifully appointed interior with hardwood floors and classic architectural details. The light-filled living room boasts a gas fireplace, while an elegant formal dining room sits just across the hall—ideal for hosting memorable gatherings. At the heart of the home, the updated kitchen features quartzite countertops, new appliances, and a fabulous walk-in pantry outfitted with glass-front cabinetry. Up the grand staircase, you will find four spacious bedrooms, including three generously sized rooms and a flexible fourth room perfect for a primary closet, dressing room, or quiet study. The partially finished lower level provides versatile extra space for a home gym or office, along with convenient access to the attached one-car garage. Outside, your private backyard retreat awaits! Two-tiered decking surrounds the above-ground pool and hot tub, complemented by a lower patio for additional outdoor entertaining. Adding even more versatility, the detached two-car garage features a finished room above with a separate entrance—ideal for a private home office, creative studio, or dedicated hobby space. Come discover the unmatched appeal of 65 Deer Hill Avenue.

Set in a peaceful Redding setting, 87 Giles Hill Road is a charming Cape with a thoughtful and inviting floor plan and exceptional outdoor spaces designed for both relaxation and entertaining. The home has a warm and welcoming feel, with hardwood floors throughout the main living areas, generous natural light, and a comfortable flow from room to room. Two bedrooms located upstairs offer private retreats separate from the main living spaces. Outside, the property truly shines. A custom heated Gunite pool with spa and waterfall creates a private backyard retreat, while the custom outdoor fireplace provides another inviting gathering space for entertaining or relaxing outdoors. The lower deck grilling area is also conveniently equipped with a direct propane connection. With propane heat, classic Cape character, versatile living spaces, and exceptional outdoor amenities, 87 Giles Hill Road offers a wonderful opportunity to enjoy the privacy, natural beauty, and relaxed lifestyle that make Redding such a special place to call home.

Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a 2014 transformation. The volume of the rooms, soaring ceilings, proportion of the windows and quality of light create a sense of serenity and openness. Stately yet modern, this is a house that can be lived in with comfort and ease. Adjacent to the dining room gallery is a walled garden with a custom pavilion for entertaining. The 52 acres were transformed in collaboration with noted landscape architect Perry Guillot into a private park with a dramatic meandering approach, a great lawn, and woodland trails amongst streams and waterfalls. A 60 x 22 pool and tennis court were also added. At the discrete entrance to the property are twin cottages; a caretaker residence and a gym. Privacy and proximity to NYC and airports along with this caliber of property make this a world class offering and a rarity by any standards.

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated gunite pool and pool house, added in 1991, offer a true retreat setting, complete with a party room, kitchen, bedroom, bath, and sauna for a resort like experience. A rare opportunity to own a private New Canaan estate with exceptional grounds, flexibility of living, and proximity to town.

An elegant Regency-style residence with dramatic architectural presence is positioned in a premier location just moments from the village. Inside, ten-foot ceilings and Palladian windows flood the home with natural light. From the barrel-vaulted living room-a true Grand Salon-to the striking onyx-floored dining room, the interior spaces flow effortlessly to an expansive terrace, creating an unforgettable setting for both grand entertaining and quiet family relaxation. Offering a rare opportunity for luxurious, SINGLE-LEVEL living, the home seamlessly pairs grand scale with absolute privacy. The thoughtfully designed floor plan features a chef's kitchen, a sun-drenched breakfast room, a recreation/playroom, three en-suite bedrooms, and an elegant powder room. Outside, 1.25 acres of sweeping private lawns surround an impressively sized swimming pool, offering a private oasis. This exceptional residence is located in New Canaan, widely considered the most beautifully preserved New England town within one hour of New York City. Renowned for its unique design, the town's vibrant boutiques, fine dining, outstanding schools, and services are clustered in one charming, walkable center, with the residential community radiating outward in quiet, leafy tranquility.

Hidden behind gates and surrounded by 5.5 acres of pristine, rolling lawns, this extraordinary stone manor estate is a masterclass in old-world craftsmanship and cutting-edge modern innovation. Anchored by a separately deeded 2 acre lot with a guest house, the property presents rare flexibility and long-term value, perfectly suited for multi-generational living, guests, or future expansion. Originally constructed in 1927, the residence has been comprehensively reimagined and renovated from the inside out, preserving its architectural integrity while delivering a fully modernized, high-tech smart home experience. With all new systems, infrastructure, and finishes including new HVAC, electrical, plumbing, septic, irrigation, generator, propane tank, fencing, landscaping and all new mechanicals offering the confidence of new construction wrapped in timeless stone. Inside, over 7,000 square feet of refined living space unfolds with remarkable craftsmanship. Radiant heated floors span the first level, complemented by hand-selected reclaimed pumpkin wood, and museum-quality lighting throughout. The heart of the home is a striking new kitchen with soaring ceilings, custom concrete countertops, a bespoke island, and hand-selected bleu chinois tilework that adds depth and character throughout the first floor. Designed to entertain and inspire, the home also features an 800+ bottle wine cellar, a private fitness and training studio, and a beautifully appointed home office/library with wet bar and custom millwork. A separate in-law or guest area above the garage provides additional privacy and versatility. The second level introduces three additional bedrooms, ideal for family and guests, creating a natural balance between shared living and private retreat. The primary suite spans two levels, offering a private sitting room, spa-caliber bath, steam shower, and exquisite finishes including Blue Bahia Brazilian marble. A dedicated upper floor hosts bespoke wardrobe spaces, a secondary lounge; an unparalleled private sanctuary transforms daily living into a luxury retreat experience. Outdoors, the estate delivers resort-level living with lush lawns, complete fencing, a gated entrance, pool, tennis court, and exceptional privacy. Complemented by a four-season green room that blurs the line between indoors and nature. This is more than a home it is a legacy estate, offering timeless beauty, modern infrastructure, and endless opportunity on one of the area's most magnificent properties.

Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Merritt Parkway & 1.6 +/- mi to the convenient school campus & town Center, this home blends the appeal of a tranquil setting with immediate access to all amenities. Introduced from a paved circular drive, this architecturally striking residence makes a memorable impression. The foyer welcomes you to the airy, grand-scale interior which is filled w/sunlight. Upon entering, you will be drawn to the spectacular Great Room w/a 2+ story ceiling & incredible windows that span the full height, bringing exquisite vistas into the home and creating an exceptional backdrop for memorable moments. The octagonal DR is lined w/windows and built-ins. The custom kitchen was recently remodeled w/excellent taste & quality, incl double islands, dual ovens, warming drawer & a lrg breakfast rm w/bar, all opening to the fam rm w/1 of 5 fpls. Incredible office/library w/ herringbone wood floor & fpl. Nearly all main level rooms have French doors to the deck & patio. The flexible layout incl an attached pool house/extra BR w/full bth on the main floor. Upstairs, find 5 exceptional BR suites, beginning with the vast primary that incl an ofc/sitting rm w/fpl, vltd ceil BR w/3 walk-in clsts & lrg marble bth. Finished walk-out LL w/ rec/play rm, full bth & storage. Stunning pool & waterfall spa, level lawns, gardens. 3 car garage.