A rare architectural masterpiece by John Howe, famously known as "the pencil in Frank Lloyd Wright's hand" and a key contributor to icons like Fallingwater and the Guggenheim Museum. This stunning estate, designed with the principles of organic architecture, sits on nearly 7 private acres at the end of a cul-de-sac, seamlessly integrating masterful design with nature. Spanning 7,000 sqft, the

Chau Ngo Compass Connecticut, LLC

Historic Canaan Parish Gem! Originally built in 1775, this remarkable property began it's life as a working barn on a local farm in the heart of Canaan Parish. Originally the "hopeful" site of downtown, New Canaan was instead incorporated in 1801 less than a mile down the road. Over the centuries, the house has evolved with grace and character - from private squash court to a warm and inviting

Anne-Lise Brown Brown Harris Stevens

1936 Vintage Colonial Home is sited high on over 6 acres of private land in the estate section of New Canaan located in the West School District. The home features 5 bedrooms and 4 1/2 baths, a gourmet country kitchen, generous sized rooms, and lots of vintage charm. The beautiful professionally landscaped property has seasonal water views of the Laurel Reservoir and includes a pool and spa, a

Jaime Sneddon William Pitt Sotheby's Int'l

Situated on over two acres on one of New Canaan's most coveted cul-de-sacs, this five-bedroom Colonial offers gracious living in a serene west side setting. The home's thoughtful layout provides both formal and casual spaces for daily life & entertaining. The main level features a generous living room with fireplace, formal dining room, and private study. The heart of the home is an expansive

Schuyler Morris Brown Harris Stevens

Nestled at the end of a private lane off the sought-after Smith Ridge Road, this enchanting 1924 Cape exudes unbeatable charm and timeless elegance. Spread across 2.2 lush acres, this beautiful property offers a serene retreat with spacious grounds perfect for relaxation and entertaining. The home features a chef's kitchen equipped with top-notch appliances and quartz countertops that provide

Catherine DiChiara William Raveis Real Estate

Through stone columns along a scenic approach is this first time on market custom-built five bedroom brick house on four private acres. Spacious rooms with 10ft ceilings and detailed mill work on the main floor include a cathedral height family room with dramatic fireplace, a front-to-back living room, a wood paneled office, and a four-season sun room to enjoy the stunning property. The large

Leslie Razook William Pitt Sotheby's Int'l

Experience Architectural History: The Celebrated Celanese House. This is your chance to own a true masterpiece. Designed in 1959 by visionary architect Edward Durell Stone, the Celanese House is one of New Canaan's most celebrated mid-century modern landmarks-an architectural treasure admired by design publications for decades. Stone's signature elements remain unmistakable: the striking lattice

Inger Stringfellow William Pitt Sotheby's Int'l

A MODERN MASTERPIECE - Impressive and dramatic with soaring ceilings, phenomenal light and artistic angles. Impeccably appointed 10,000 square feet with beautifully proportioned rooms—perfect for entertaining on the grand scale. Incredible Atrium Entry. Stunning Living Room with herringbone oak floor, massive stone-faced fireplace and tiger maple built-in with wet bar. Library with Fireplace.

Mary Dowdle Ginnel Real Estate

Welcome to 1421 Oenoke Ridge in the picturesque town of New Canaan, CT. A gated entrance and circular drive lead you to this gorgeous home just minutes from New Canaan's vibrant town center. Expertly crafted by Douglas Carter Architects, and stunningly transformed by its current owner/designer, the more than 10,250-square-foot residence, sited on 2.5 pristine acres, offers a luxurious retreat

John Dunn Compass Connecticut, LLC

Discover unparalleled elegance at 176 Logan Road, a masterfully reimagined 5-bedroom classic colonial set on over 2.5 acres of private land with serene views to Mill river. This exceptional home boasts two full kitchens for ultimate flexibility especially for multi generational living requirements. In 2023, the expansive walk-out lower level was renovated into a luminous in-law suite, featuring a

Mark Pires Coldwell Banker Realty

Just renovated to perfection, this 5BR, 3.5BA classic Connecticut colonial with extra 1900 square feet of finished lower level gives you over 5300 square feet of living area and is situated on a very private much sought-after cul de sac in New Canaan's loveliest areas of 4+ acres estates and properties. This home has it all. Beautiful quartz countertops in your new light filled family kitchen

Becky Munro Brown Harris Stevens

Prime Bedford estate on over 9 acres of open, level land with a small bridge crossing your private pond to enter. The property is private and secluded. The house has a perfect floor plan with gracious formal and family spaces for entertaining inside and out. Wine cellar that will impress the most experienced aficionados. Each bedroom suit has its own private bathroom and Balconies. Plenty of

Vincent Rinaldi Keller Williams Realty Group

Rare Mixed-Use Opportunity. 259 Westchester Avenue is part of Pound Ridge’s rich past. Located in the heart of the historic hamlet, it was the former Samuel Parker house. Built in 1860, this mixed-use building has housed the old Schelling’s Market, as well as the Samuel Parker Café. It currently is home to The Huntress, a high-end design and retail store. Located across the street from Jean

Cristina Civetta Ginnel Real Estate

Fabulous Country Retreat. Absolute serenity! Long drive through scenic woodlands to peaceful privacy. Fabulous high site with glorious sunset views. Beautifully landscaped grounds with an array of fine and flowering plantings, fenced for deer. Free-form Swimming Pool with spa and two waterfalls. Perfectly positioned Tennis Court. Architect-designed Country House with contemporary and traditional

Mary Dowdle Ginnel Real Estate

Modern Elegance Meets Timeless Charm in Prime West Side Location. Welcome to the one you've been waiting for-where location, lifestyle, and luxury converge. Perfectly situated on 2 lush acres in a quiet neighborhood minutes from New Canaan village, this completely reimagined five-bedroom, four and a half bath home is the epitome of turnkey sophistication.Property Highlights include:The new

Hannelore Kaplan William Raveis Real Estate

Stately North Stamford Colonial w/Sweeping Curved Staircase. Completely reconstructed in 2024. New Electrical, Plumbing, Super High Efficiency Heat Pumps HVAC, New Walls, Ceilings, and Hdwd Fls. Stunning Custom Gourmet Kitchen w/Thermidor Appliances, 6ft wide Refrigerator/Freezer, Double Oven, and Cooktop. Butlers Pantry w/Wine Cooler, Large Island, Dining Area, French Doors opening to Large

Larry Davidoff Davidoff Realty Co.

MAGNIFICENT CONTEMPORARY MASTERPIECEA Fully Renovated/Rebuilt Perfectly Scaled Sanctuary with Indoor Swimming Pool & Exquisite Gardens Inspired by Japanese Design, Just 1 Hour From Manhattan Elevated on a gentle rise and approached by a long private drive, this modern classic estate offers complete privacy and tranquility in a serene, wooded setting. Nestled among soaring trees, this

Melissa Marcogliese Compass Greater NY, LLC

Stunning retreat backing onto Ward of Pound Ridge Reservation. Spanning almost 9 acres, with interconnecting trails to both BRLA and Ward this charming colonial is not to be missed. Tall ceilings, and expansive windows highlight the forest below, while bathing rooms in natural light. The primary bedroom in includes a large en-suite, and dreamy walk in closet while the home offers plenty of flex

Jessica Watts Howard Hanna Rand Realty

Welcome to an exquisite retreat in North Stamford, where sophistication & nature harmoniously converge. This magnificent 4-bedroom, 3.5-bath contemporary residence is gracefully positioned on an expansive corner lot. As you enter, you are greeted by soaring ceilings and exquisite wood beams, complemented by a wall of windows that offer breathtaking views of the verdant landscape. The main level

Noelle Iannotta Compass Connecticut, LLC

Exceptional three-bedroom antique Colonial exudes tremendous curb appeal on 1.51 pastoral acres with heated pool, inviting terrace, fenced-in level yard, meadow teeming with native plants surrounding pond in a peaceful country setting across from a horse farm. Enduring charm defines this well maintained, thoughtfully updated 1800 home rich in classic architectural details with wide plank wood

Kathryn Finelli Houlihan Lawrence

Endless possibilities await - restore, rebuild, or reimagine this serene Pound Ridge property and create the lifestyle you’ve been dreaming of. This remarkable 7-acre property, once home to horses and still featuring the remnants of a paddock and two-stall barn, is nestled near the end of a stonewall-lined driveway. The existing two-bedroom, one-bath residence with an unfinished modern addition

Deborah Cuiffo Coldwell Banker Realty

Discover this delightful two-bedroom, one-and-a-half-bath antique farmhouse in North Stamford. Nestled on a flat .39-acre lot, this charming property boasts a rustic barn with garage parking and ample storage, as well as an enchanting antique schoolhouse that adds to its rich historical character. Meticulously maintained and full of unique details, this welcoming home offers the perfect blend of

Christine Saxe Compass Connecticut, LLC

Perfectly sited at the end of a quiet cul-de-sac, this Pound Ridge residence combines timeless charm with modern comfort on two beautifully landscaped acres. Surrounded by specimen plantings, gardens, and mature trees, the property offers exceptional privacy, a large level yard, a stone-lined koi pond, and a stunning slate patio with a fire pit - an ideal setting for entertaining or simply

Adam Hade Compass Greater NY, LLC

Welcome home to 37 East Street, where charm and effortless living come together on a storybook corner lot in the heart of South Salem. Bursting with character and possibility, this picture perfect 2 bedroom, 1 bath home is framed by custom stone walls and surrounded by natural beauty. The updated eat-in kitchen features marble countertops, stainless steel appliances, and open shelving that flows

Brianna Carvalho Compass Greater NY, LLC

Hiram Halle Restoration. Charming Mid-19th Century Antique near the historic hamlet owned by the same family for years. Restored by noted philanthropist Hiram Halle in the 1930’s. Fabulous antique features carefully preserved marrying the past with Halle’s vision. Sun-filled spaces with wide plank floors, period millwork, exposed beams and a signature bow window. Living Room and Dining Room with

Mary Anne Condon Ginnel Real Estate

Nestled in sought-after Pound Ridge, this exceptional 5BR/3.5BTH residence offers an extraordinary blend of sophisticated living and natural tranquility. Spanning over 3,600 sq ft, this home presents an ideal sanctuary for discerning buyers seeking both luxury and comfort in one of Westchester's most coveted locations. Upon entering, you are immediately struck by the dramatic architectural

Marko Milinovich Howard Hanna Rand Realty

Step inside a storybook antique, where time slows and history whispers through every timber. Circa 1740, this North Stamford gem feels less like a house and more like a chapter from New England's past. Wide-plank 18th-century floors polished by generations of footsteps, chestnut beams glowing in the one-of-a-kind kitchen's vaulted ceiling, handcrafted built-ins that balance charm and

Jessica Broomhead Compass Connecticut, LLC

Welcome to this custom-built Contemporary home built by & lived in by the original owner. Offering 3 bedrooms & 2 bath nestled near the end of a cul-de-sac. There are multiple levels of living with balconies & decks surrounding the home. Inside you will be greeted by the new kitchen featuring Bosch appliances, granite counters & a dining area which overlooks nature. The expansive living room with

Michele Rios BHHS Hudson Valley Properties

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

Leslie Razook William Pitt Sotheby's Int'l

Tucked away on a quiet, wooded lane, this contemporary retreat is all about the setting - private, peaceful, and naturally dramatic. Set against a backdrop of exposed rock formations and mature trees, the backyard is a true sanctuary. Whether you're entertaining on the expansive deck, relaxing in the in-ground pool and jacuzzi, or enjoying a quiet morning coffee surrounded by nature, this outdoor

Igor Krasnoperov Rising Star Realty

Stately Shingle Colonial. Impressive and beautifully finished interior with high ceilings, beautiful hardwoods, substantial moldings and two fireplaces. Two-Story Entrance Hall. Formal Living and Dining Rooms for elegant entertaining. Chef’s Kitchen with center island and breakfast area open to spacious Family Room. Library/Office perfect for working remotely. Private Primary Suite with two

Lisa Fitz Ginnel Real Estate

119 Proprietors Crossing is a breathtaking estate by architect James E. Gearity. Set on four acres, this fully restored six-bedroom home blends timeless elegance with modern function. A private drive and grand fountain lead you in to a soaring foyer with a sweeping staircase beneath a dramatic Baccarat chandelier. The parlor, with one of seven fireplaces, flows to a serene terrace. The Blue Room

Ashlei De Souza Serhant Connecticut, LLC

Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest

Dannel Malloy NestSeekers International

Located between historic Bedford Village and Pound Ridge, New York is 6.1 acres waterfront property on the private 46 acre Blue HeronLake. This stunning and exclusive property is surrounded on three sides by water and overlooks the 36 acre Morgantheau Preserve.The sun filled 1982 contemporized colonial has 3 family bedrooms and 3.1 bathrooms. Highlights include a first floor Primary suite

Ghylaine Manning Vincent & Whittemore R.E.

THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, RARE CUSTOM ELEVATOR, SPORTS TENNIS COURT, MEDIA ROOM, HIS & HER SEPARATE BATHS, ALSO INCLUDED ARE SEVERAL PRACTICAL AND FUN AMENITIES THAT GRACE THIS ONE OF A KIND HOME. WITH PRIVACY ON ALL FOUR SIDES THIS HOME PRESENTS ONE OF THE BEST LOTS, SCHOOL SYSTEMS

Susan Morelli Coldwell Banker Realty

BRAND NEW CONSTRUCTION completed 11/1/25. IMMEDIATE OCCUPANCY. THE PHOTOS ARE AUTHENTIC TO THIS HOUSE. The Ultimate Compound! Exceptional new construction by custom home builder, Woodcrest Homes. Ultra-Prime West Road Location on 6.5 flat & dry private acres with room for a Pool, Pool House, Sports Court and Guest House (with special permit application). Seven ensuite bedrooms, transitional style

Jaime Sneddon William Pitt Sotheby's Int'l