luxury house for sale South Salem, United States

Framed by a Belgian block-lined gravel driveway, this classic expanded Cape offers timeless curb appeal and a glimpse of the warmth that waits inside. Original charm and thoughtful updates blend effortlessly throughout, with flexible spaces that suit your life today and adapt gracefully as it unfolds. Whether you're starting out, settling in, or simplifying, this is a home ready to welcome your next chapter. Rich hardwood floors and recessed lighting carry through the home, creating a warm, cohesive feel from room to room. At its heart, the crisp white kitchen invites you to gather and savor, anchored by a soft gray center island that extends for casual seating. A polished subway tile backsplash, sleek stainless-steel appliances, and an abundance of storage complete the kitchen opening seamlessly into the living room, where clear sightlines keep everyone connected. A large window fills the space with natural light, and a built-in corner cabinet adds a touch of classic character. Beyond, an expansive dining room sets the stage for holiday meals, game nights, and gatherings you'll treasure for years to come. Discreetly positioned off the kitchen, a well-appointed powder room with laundry provides privacy for guests and convenience for everyday living. Relaxed and inviting, the spacious family room is a welcoming gathering place you'll love returning to again and again. A wall of windows frames views of the yard and tree line beyond, bringing the changing seasons indoors and bathing the room in natural light. Wall-to-wall closets keep everything neatly tucked away, leaving plenty of room to relax and play. Whether it becomes the go-to spot for movie nights or a quiet place to unwind, this is where everyday life settles in comfortably. Set privately on the main level, the primary suite is a serene sanctuary designed for rest and renewal. A fireplace adds ambiance to the bedroom, while an architecturally distinctive barn-style door opens to an impressively sized walk-in closet with room to spare. Just beyond, the spa-inspired en-suite bath offers radiant heated floors, a double vanity, a claw foot tub made for long, relaxing soaks, and a separate multi-jet shower that soothes and revives, creating an everyday escape. With the primary suite on the main level, this home offers ease and comfort at any stage. Upstairs, two generous bedrooms share a full guest bath finished with a striking mosaic tile floor, offering cozy quarters for overnight company, extended stays, or day-to-day living. On the opposite side, a versatile second-floor bonus room enjoys a welcome sense of separation from the bedrooms. Currently used as a home office, it's equally suited to a studio, playroom, or private guest retreat. Life here extends naturally outdoors, with two easy connections from inside. Step from the kitchen onto the covered deck to enjoy your favorite beverage in the fresh air or dine alfresco, sheltered from sun and rain. From there, stairs lead down to a large, picturesque stone patio, the perfect setting for grilling and entertaining. The family room opens directly onto the patio, so guests can drift easily between indoors and out. Beyond, a broad, open lawn stretches toward a park-like tree line, offering a picturesque backdrop for outdoor gatherings, gardening, recreation, or quiet moments surrounded by nature. From summer barbeques to crisp fall evenings, this is outdoor living you'll look forward to throughout the year. The practical details are just as appealing. A two-car garage, sizable unfinished basement, attic, and multiple deep closets provide exceptional storage. Public water and a new 1,500-gallon septic tank. All this, just minutes from Ridgefield's quaint Main Street, with its boutique shops, inviting restaurants, and small-town warmth. Full of character, updated with care, and ready to grow with you, this is a place you'll be proud to call home.

Welcome to 269 West Lane, a beautifully appointed Carriage House built by George G Haven in 1900 and extensively renovated to today's highest standards. Steeped in Ridgefield history and charm, this "grand barn" was originally built for Haven's prize horse Davey and his stablemates, with cost as no object in its construction. Enter the grounds through stone walls and a canopy of mature trees to find a private sanctuary of gardens, terraces and inviting Gunite pool. Formal fenced perenial gardens surround a charming garden cottage. The interior of the home is a wonderland of architectural character. A grand entry foyer boasts soaring ceilings and original brick herringbone flooring. Magnificent double doors lead to the stunning Great Room, with corner raised hearth fireplace and a wall of French doors to the terrace. A chef's kitchen with breakfast bar is accessed through a charming butler's pantry. Step into to a majestic living room, which has also been used as a grand dining room in years past. A first floor ensuite bedroom is perfect for guests or au pair. An artist studio, an added bonus! The rear of the house leads to a spacious inlaw or caretaker apartment, complete with an original horse stall, now a bedroom! Upstairs, the primary bedroom suite with separate sitting room offers a private retreat. Three other bedrooms and two baths complete this level. This special country retreat is located less than a mile from charming Ridgefield center and just 55 miles to NYC!

Fantastic opportunity to own this charming 4-bedroom Colonial tucked away on a peaceful, scenic lot with a babbling brook and plenty of privacy. Just minutes from town, the Wilton border, and Weir Farm National Historical Park. Set back from the road with a spacious yard, ample parking, and a 2-car garage, this home features a classic center hall layout with a fireplace in the family room and great natural flow. The kitchen opens to a large screened-in porch overlooking the backyard and woods-perfect for relaxing or entertaining. Upstairs offers a primary bedroom with vaulted ceilings and cedar closet, plus three additional well-sized bedrooms. Hardwood floors in the majority of the house and parquet flooring and a fireplace. First time on the market in almost 50 years, this home is full of potential and is a blank canvas, waiting for someone to do the cosmetic updates to make it their dream home. The home does have a new propane heating system and a whole house generator. This property really does have unlimited potential and will not last. NEWLY PRICED AND BEING SOLD AS-IS! WHAT A FIND!

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.

Welcome to Brooke Hollow, a private and refined country estate set on over 8.7 acres along one of Pound Ridges most desirable roads. Tucked behind a gated entrance, the property unfolds into a quiet, beautifully composed landscape of rolling lawns, mature plantings, three serene ponds, and wooded walking paths that create a true sense of privacy and permanence.nnThe grounds are thoughtfully designed to enhance both beauty and livability. The three ponds are supported by aerator systems that maintain water quality, circulation, and ecological balance, allowing them to remain vibrant and visually striking year-round. A wireless deer fence system, along with perimeter fencing, helps preserve the integrity of the landscape and plantings, ensuring the setting remains peaceful, natural, and undisturbed. The result is an environment that feels both curated and effortless, offering a true sense of calm and connection to nature.nnOutdoor living is elevated with an infinity-edge saltwater pool and spa positioned to overlook the property, a full tennis court, and multiple outdoor spaces designed for both entertaining and quiet relaxation.nnThe residence, a meticulously maintained stone and shingle Country House, offers over 5,500 square feet of light-filled living space. A two-story entrance hall introduces the home, leading into a series of elegant yet comfortable interiors defined by high ceilings, custom millwork, and walls of windows that bring the outdoors in.nnAt the center of the home, a dramatic great room with a soaring ceiling and fireplace anchors the main living level, flowing seamlessly into a chefs kitchen with a large center island and adjoining breakfast area. Formal living and dining rooms provide a more classic setting, while the overall layout remains open and adaptable for modern living.nnThe home offers four bedrooms, including a first-floor primary suite designed as a true private retreat. The suite features a double-sided fireplace, a spa-like en-suite bath, and custom walk-in closets, along with direct access to the grounds, creating a seamless connection between indoor comfort and the surrounding landscape. Additional spaces include a large playroom, multiple offices, and flexible bonus rooms suited for todays lifestyle.nnA screened porch and expansive rear terrace extend the living spaces outdoors, creating a natural flow for entertaining or quiet evenings overlooking the property.nComplete with a three-car garage and surrounded by preserved land and natural beauty, this is a home that offers both substance and ease.nJust minutes to Katonah, Bedford Village, Ridgefield CT and Metro-North, yet entirely removed, this is Pound Ridge at its best: understated, private, and enduring.

True pride of ownership in this exceptional colonial that has been extensively renovated. Top location on scenic private lane with stone pillared entry and Belgian block apron on 2.88 picturesque acres bordered by open space with mature flowering trees, multiple stone patios, wrap around deck, and future pool site. Elegant with modern open floor plan, this generous home offers 7,289 square feet on 3 finished levels with 17 rooms, 3 car garage, custom millwork, hardwood floors, 5 bedrooms plus spacious bonus room, 4 full and 2 half baths, 3 fireplaces, walk-up attic and expansive finished walk-out lower level. Enjoy the gracious living room with elegant marble fireplace and adjoining private office featuring two sets of exterior French doors; formal dining room with butler's pantry; top of the line remodeled designer kitchen with subway tile backsplash, sleek black granite counters, center island, Thermador prof. appliances, and open to the breakfast room with wall of custom built-ins; family room with cathedral ceiling, stone fireplace and French doors to the deck; plus inviting sun room drenched in natural light. The 2nd floor showcases the elegant primary suite with fireplace and sitting room, luxe remodeled bath and custom walk in closet; 3 additional large bedrooms with ensuite or Jack and Jill baths, plus 32x16 vaulted bonus room with skylight. The sprawling walk-out lower level features media and game rooms plus additional bedroom and full bath, ideal for au-pair or guests. Extensive list of improvements in additional remarks and idyllic location just 58 miles to Midtown

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.

Nestled on one of South Salem's most picturesque country lanes, 78 Old Church Lane offers a beautiful blend of privacy, comfort, and timeless style. Set on 4.6 magical, level acres surrounded by classic architecture and rolling countryside, this beautifully maintained residence is move-in-ready and designed for effortless living. Completely renovated in 2004, the home features sun-filled interiors, rich wood floors, a fabulous fireplace, and an excellent floor plan for everyday living and entertaining. At the heart of the home is a classic Poggenpohl kitchen, as functional and elegant today as when it was first installed, opening seamlessly to inviting gathering spaces filled with natural light. Offering three bedrooms and three-and-a-half baths, the home lives comfortably with generous entertaining areas, excellent indoor flow, and peaceful views of the spacious deck and surrounding property. The expansive grounds provide exceptional privacy and ample room for a pool, creating the opportunity to further enhance this special setting. A rare offering in a coveted South Salem location, 78 Old Church Lane is ready to be enjoyed from day one.

This stunning colonial farmhouse, set back on 2.16 pastoral acres on scenic Spectacle Lane & bordered by open space, is a treasured part of Ridgefield's history. Although expanded over time, the original circa 1790 structure was part of "Ferndale Farm", owned by Arthur W. Northrop from 1890-late 1930's, followed by Henri Doll in the late 1940's (Schlumberger-Doll), and the summer home of Kurt Waldheim while he was UN Secretary General. For over three decades, the current owners have cherished this landmark residence and thoughtfully updated it while preserving all of the period details including the many original wide board floors. A significant expansion/remodel was completed in 2018 by Tom Sturges including new windows, new siding/paint, copper leaders/gutters, wood roof, new appliances, & new HVAC. This gracious home offers 3,776 sf with five Bedroms, three full and two half baths, plus generous rooms for living/entertaining including the 17.5' x 27.5' combination living/dining room with original fireplace, wall of custom built-ins, and French doors to the covered porch; private library w/built-ins; sparkling white kitchen with Stainless Steel appliances open to the sky lit breakfast room with exposed beams and vaulted ceiling; plus a separate den w/walls of glass and French doors to the stone patio, sprawling yard and flowering gardens. Impressive primary suite featuring a luxe spa bath, plus adjoining fifth bedroom or idyllic studio/home office with separate full bath. Top location backing up to Woodcock Nature Preserve!

Nestled amid 4.39 acres of beautifully landscaped, wooded grounds, The Retreat is an exceptional Ridgefield estate where refined living, privacy, and resort-inspired amenities come together. Designed for both grand entertaining and effortless everyday living, the property unfolds through lush gardens, impressive stonework, expansive terraces and patios, and a spectacular gunite pool, creating a serene setting reminiscent of a private luxury resort. The beautifully appointed main residence features a first-floor primary suite, two private offices, three additional bedrooms, a striking brick fireplace, and an elegant kitchen with butler's pantry and laundry. An expansive wraparound deck creates a seamless connection between the interior and surrounding landscape, offering an extraordinary backdrop for entertaining or quiet relaxation. The finished walk-out lower level is an entertainer's dreamscape, complete with a sophisticated full bar, wine cellar, cigar room with dedicated smoke-extraction HVAC, spacious family room, and a luxurious spa bath with steam room and wall jets. A separate cottage adds a legal studio apartment with a private entrance and outdoor sitting area, plus an additional bonus room and half bath above-ideal for guests, extended stays, or a private retreat. A dedicated indoor wellness spa with a hot tub, sauna, and massage area further elevates the experience. Secluded and tranquil, yet moments from Ridgefield's celebrated Main Street

Welcome to this meticulously maintained Colonial set on 3 picturesque acres. A grand entry foyer opens to generously sized living and dining rooms. An expansive eat-in kitchen flows seamlessly into the family room, featuring new cabinetry and premium Thermador appliances. A dramatic floor-to-ceiling stone fireplace anchors the family room, while French doors open to a large deck overlooking the private backyard. The home offers exceptional versatility with a separate in-law suite. Upstairs, the spacious primary suite features a generous bedroom, two walk-in closets, and a private bath. Three additional bedrooms and two full baths provide ample space. A great room with 9-ft ceilings and hardwood floors adds even more flexible living and entertaining space. The basement, formerly used as dedicated workspace, is ready for your finishing touches and includes commercial-grade steel studs, cement siding with factory-applied finish, a Mitsubishi 3-ton HVAC mini-split with Hyper-Heat and two independent evaporators, plus gym-grade rubber flooring. Set on 3+ acre corner lot, this move-in-ready home offers space, privacy and flexibility. Conveniently located near major commuter routes, shopping and restaurants.

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!

Stately colonial home in the highly sought after "Presidential" neighborhood, set back privately on 1.00 level acres with sprawling front and backyard. This elegant home has been extensively updated with new furnace, hot water heater, water filtration systems, newer septic (apprx. 10 years), plus exterior painting just completed. Total 11 rooms and 3,206 sf of living space on three finished levels including large finished lower level, ideal for game room, media room, fitness, or studio. Beautifully appointed with hardwood floors, crown molding, French doors, plus welcoming entry foyer with powder room. The main level offers great light and flow including private office plus formal living room open to the formal dining room for ease of entertaining. The heart of the home is the expansive kitchen with skylight, granite counters, center island with bar overhang, stainless steel appliances, and custom pantry; plus sunny breakfast room with custom built-in display hutch, open to the inviting family room with fieldstone fireplace and French sliders to the bluestone patio and level backyard. The second floor features hardwood floors throughout; spacious primary suite with double closets and private bath; plus three additional bedrooms with shared hall bath featuring bead board wainscot. Top location, just minutes east to Branchville train station and commuting routes, or west to Main Street for shopping, dining, Ballard Park, library, and theaters, plus just 58 miles to Midtown.

The Steinman Sanctuary - once in a lifetime sale of the late, great, Jim Steinman's beloved home in Ridgefield, CT where he lived for nearly 30 years and wrote some of the most recognizable songs in music history including "I'd Do Anything for Love", "Total Eclipse of the Heart", & Celine Dion's "It's All Coming Back to Me Now". When Jim passed in April of 2021, he left behind not only his extraordinary body of musical and theatrical works, but his exceptional custom built home and elaborate music studio with "minstrel gallery" balcony overlook, and "stairway to heaven". From the time Jim acquired the quaint country cottage originally located on the property, it became his personal sanctuary that served to inspire artistic creation and joyful entertaining. Jim commissioned prestigious New England architect, Rob Bramhall, to execute his dramatic vision, and spent over $6M in the construction alone. Jim took great pride in this home, which served as the backdrop to his life and work. Total 6,183 sf plus detached garage with finished loft. Extraordinary primary suite with lux bath and dressing room, plus dramatic 37.5' x 25' studio with second story balcony and private entrance, ideal for artist, recording studio, home office, etc. Picturesque scenic lane in premier southwest Ridgefield, close to the NY border, Mountain Lakes Park with over 1,000 acres of trails, downtown Ridgefield with shops, restaurants, library, theaters, Aldrich Museum, and only 55 miles to Midtown. Sold As-Is.

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.

Welcome to this beautifully appointed contemporary home nestled in Twin Ridge, one of Ridgefield's most desirable and well-established neighborhoods. Offering four bedrooms and 2 full and one half baths, this thoughtfully designed residence blends architectural character, natural illumination, and comfortable living spaces. The main level features three bedrooms and a full bath, along with an updated custom kitchen with an inviting eat-in nook. The vaulted great room and dining area create an impressive venue for hosting, defined by soaring ceilings and expansive glass that frames abundant daylight. Step outside onto the generous deck, accessible from both the kitchen and great room, and enjoy peaceful vistas overlooking a wooded landscape and tranquil pond. Upstairs, the private primary suite features a versatile den, an open loft overlooking the living space below, and a luxurious primary bath with radiant-heated floors. The lower level offers a spacious family room ideal for leisure, accompanied by a convenient half bath. A distinctive contemporary home in a sought-after setting, offering privacy, light, and a wonderful connection to nature. Enjoy all the wonderful activities the Twin Ridge Neighborhood Association has to offer, along with nearby outdoor destinations including Weir Farm National Historical Park, Woodcock Nature Center, and Ridgefield's vibrant downtown Cultural District.

Located moments from Wilton Town Center, this fully reimagined 6-bedroom, 5.2-bath residence blends timeless character with modern luxury. Set on more than two pristine acres with a designated pool site and overlooking the Silvermine River, the home has been extensively renovated, showcasing exceptional craftsmanship and thoughtful design throughout. The interior features 9-foot ceilings, Brazilian cherry floors on the main level, red oak upstairs, and custom millwork. Designer finishes, modern lighting, and integrated smart-home technology complement a spacious layout ideal for entertaining and everyday living. The lower level offers two large rooms, each with walk-out access, a fireplace, a full bath, and an additional room that could serve as a bedroom, providing flexible space for nanny or in-law use, guest quarters, recreation, or a private home office. Bespoke cabinetry, premium fixtures, and top-tier appliances elevate each room. Additional highlights include commercial-grade mechanical systems, a Kohler true full-house 48 KW generator, advanced home technology and security, and a lifetime shingle roof with warranty and copper flashing. Outdoors, refreshed landscaping, mahogany deck and porch, and upgraded hardscaping create a private, inviting setting for gatherings or quiet enjoyment.

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

Where timeless craftsmanship and modern comfort come together on three private acres just minutes from Ridgefield's vibrant town center. A dramatic two-story foyer opens to a stunning great room with wide-board hardwood floors, exposed beams, a striking stone fireplace, and French doors leading to an expansive deck overlooking the property. Designed for entertaining and everyday living, the chef's kitchen features custom white cabinetry, quartz countertops, a large center island, stainless steel appliances, and a spacious dining area with peaceful backyard views. A rare and flexible floor plan offers two primary suites (one on the main level and one upstairs), ideal for guests, multigenerational living, or changing lifestyle needs. Both include walk-in closets and luxurious baths with double quartz vanities. All additional second-floor bedrooms are en-suite. A spacious rec room with a rear staircase to the mudroom provides endless possibilities as a media room, office, studio, playroom, or gym. The unfinished walk-out lower level, complete with a second fireplace, offers exceptional potential for future living space. Set on three scenic acres, this exceptional property balances privacy and convenience just moments from Ridgefield's shopping, dining, and cultural attractions. A home designed to adapt, entertain, and enjoy for years to come.

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 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.

Award winning and architecturally significant residence designed by KieranTimberlake and masterfully built by Prutting & Company, is a rare collectible work of modern architecture. Privately set, high on a knoll, encompassing 19.5 acres of dramatic granite outcroppings, forest and meadows, and bordered on two sides by approximately 40 acres of land conservancy, the home is seamlessly woven into its natural surroundings. A striking composition of glass, zinc-coated copper and stainless steel reflects the changing light and seasons, while soaring ceilings, gallery-like interiors, floating staircases and walls of glass blur the distinction between indoors and out. Designed with geothermal heating, exceptional energy efficiency, custom walnut millwork, an Eggersmann kitchen, a 2,400-bottle wine cellar, outdoor kitchen and professionally engineered media room, every element reflects uncompromising craftsmanship and innovation. Published internationally, this is more than a luxury residence, it is a once-in-a-generation architectural masterpiece offering exceptional privacy, timeless design and enduring legacy.

There are houses that simply have a feeling about them, and this is one of those rare homes. Designed in 1938 by noted architect F. Nelson Breed, this enchanting country home is beautifully sited on three open, picturesque acres along Nod Hill Road, one of Wilton's designated scenic roads. From the moment you arrive, the charm is undeniable. A gracious approach and beautifully landscaped grounds set the tone. Inside, approximately 1,883 square feet is filled with warmth, character and architectural detail, thoughtfully updated while preserving the charm and integrity of the original home. The home offers three bedrooms and two and a half baths, along with additional flexible rooms ideal for a home office, den, studio or guest space. Lovely views of the property and an easy connection to the outdoors enhance the sense of true country living. Open lawns, mature trees and established plantings create a peaceful backdrop. Nearby meadows, trails and adjacent town-protected land further enhance the setting, with Weir Farm National Historical Park just minutes down the road. Ideally located between Wilton and Ridgefield centers, the property offers country living with convenient access to both towns. Branchville Metro-North station is 7 minutes away, South Norwalk station is approximately 20 minutes away, and NYC is an hour by car. Charming, distinctive, and rich in history, this is a rare opportunity to own a truly special home!

Rock House Farm, c.1765. One of Wilton's most treasured historic estates, this extraordinary former dairy farm blends nearly three centuries of history with the comforts of modern living. Originally built by Reuben Olmstead in 1765, expanded in the 1800s, and thoughtfully renovated and enlarged in 1997, the estate has been beautifully preserved for generations. Set on six spectacular acres bordered by 14 acres of permanently protected open space, the property offers exceptional privacy and breathtaking pastoral views. The gracious main residence spans over 6,000 square feet with five bedrooms, five full and one half baths, and seven fireplaces. A charming two-bedroom, two-bath guest cottage with full kitchen, laundry and three fireplaces evokes the charm of the English countryside. Completing the estate is a magnificent four-story red dairy barn, a rare architectural treasure and lasting reminder of the property's rich agricultural heritage. Ancient stone walls, rolling lawns, specimen trees and timeless beauty create one of Fairfield County's most remarkable country estates.