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$5,650,000
6 Beds 7 Baths 935005 MLS
Work is underway! An exceptional opportunity to own a newly built, ultra-luxury estate perfectly sited on over five pristine, private acres—just three minutes from Bedford Village. This chic, sun-drenched Modern Traditional features six ensuite bedrooms, a covered terrace, and a sparkling heated Shoreline pool and spa. The home is part of Hemlock Hills, an exclusive enclave of seven custom residences, showcasing masterful construction by award-winning luxury builders Simone Development. Privacy is assured in perpetuity, as Hemlock Hills adjoins the protected open land of the Rockefeller Preserve. This spectacular new build blends the best of comfort, convenience, and cutting-edge amenities—while giving buyers the opportunity to custom-design the finishes in their dream living space. Every inch reflects exceptional craftsmanship, from immaculate white oak floors and oversized, high-end Marvin windows to dramatic double sets of French doors and exquisite stonework. Impeccable infrastructure and precision engineering are a Simone signature—even the mechanical room is a marvel. Designed for effortless living and entertaining, the open floor plan enhances flow and blurs the line between indoors and out. The kitchen, with ten-foot ceilings, is a showstopper—anchored by a Wolf range, Sub-Zero refrigerator, custom cabinetry, and a dedicated coffee bar. From here, the layout sweeps through the dining room and great room to a covered veranda —heaven for year-round gatherings. The foyer offers a panoramic front-to-back introduction to the home, including views. Upstairs, the primary suite is a retreat with a spa-worthy bath featuring custom cabinetry, an oversized shower, soaking tub and massive dual walk in closets. A three-car garage, with separate heating and AC, boasts a durable epoxy floor and an EV charging outlet. Buyers can opt for personalized upgrades such as a custom cabana, outdoor kitchen and bar, and lower-level golf simulator. All this is just minutes from Bedford Village.

2 Hemlock Hill Lane, Bedford

$3,000,000
4 Beds 5 Baths 1031626 MLS
A gracious approach sets the stage for this exceptional Colonial, beautifully sited atop two landscaped acres in the heart of Bedford Corners. A welcoming portico leads to grand double entry doors that open to a dramatic two-story foyer, where a sweeping staircase and abundant natural light create an impressive first impression. Spanning 6,938 square feet, the home offers four generously sized bedrooms, 4.5 bathrooms, formal and informal living spaces, two wood-burning fireplaces, and a thoughtfully designed layout for both everyday living and entertaining. Upstairs, the spacious primary suite features dual walk-in closets and a beautifully renovated marble bath with a freestanding soaking tub. The additional oversized bedrooms provide generous accommodations for family and guests, while the fully finished lower level extends the living space with a recreation area, home office, gym, wine room, and abundant storage. Outside, a saltwater Gunite pool is surrounded by expansive lawns and mature landscaping, creating a private setting for entertaining and relaxation. Located just minutes from the heart of Bedford, this exceptional property offers the perfect balance of privacy, comfort, and convenience.

218 McLain Street, Bedford Corners

$1,650,000
3 Beds 4 Baths 1026460 MLS
Tucked in the heart of Bedford Village, this picture-perfect, fully renovated home offers true turnkey living in one of the area’s most sought-after locations. With 4 bedrooms (3-bedroom septic) and 3.1 baths, the house has been meticulously updated, leaving nothing to do but move right in. Highlights include a new roof, a new chef’s kitchen, a primary suite with radiant heated spa bath, a home office, a mudroom, fresh paint throughout, and gorgeous refinished wide-plank floors. Outside, enjoy a bluestone terrace and pergola, a side deck, and professionally landscaped grounds with an updated irrigation system. Set on a quiet cul-de-sac, the home offers total privacy while remaining just a short walk to cafes, restaurants, shops, the Bedford Playhouse, the library, and the park. Low maintenance, low taxes and 100% carefree living!

10 Homestead Lane, Bedford

$1,499,000
5 Beds 4 Baths 1024318 MLS
Beautifully renovated split-level home with a charming front porch in the heart of extremely sought after Captain Merritt's Hill Neighborhood, just minutes to town, Metro-North, shops, and restaurants. Offering over 4,000 square feet of living space, this spacious home features five bedrooms, including a primary suite, multiple home office/work areas, and a flexible floor plan ideal for extended family, guests, or a live-in nanny. The main level offers an easy flow with a living room, dining room with French doors, family room, and open eat-in kitchen. The second level features three bedrooms, a hall bath, and the primary suite, while the third level includes a private office, built-in study area, oversized bedroom or second primary suite, full bath, and walk-in closet. The walk-out lower level offers a mudroom, playroom, laundry room, pantry, powder room, and abundant storage. Set on nearly one-half acre of level, fenced property with plenty of room for outdoor entertaining, recreation, or a future pool. Attached two-car garage. The current owners have done many upgrades over the last few years: Roof (1 year); Two new AC Compressors; New Stone Patio and Trex Decking (1 year); New Sprinkler System (1 year); Landscape Lighting (1 year); Updated Electrical Panel (2 years); New hi-hat lighting (2 years); New Second Floor Bathroom (1 year).

51 Croton Avenue, Mount Kisco

$2,409,990
4 Beds 6 Baths 1019164 MLS
Antique lovers... A near impossible to find rare gem set on a small quiet back road of only a handful of homes - step into the timeless charm of the landmarked Sarles-Bode house, a quintessential c.1750 home in Pound Ridge, NY. This is a rare offering where timeless character and everyday livability come together in the main house, guest house, gunite pool and extensive outdoor entertainment areas. Layered with history, the original 18th-century main residence, later expanded in both the 19th and 20th centuries, retain its original charm throughout a complete and careful top to bottom renovation (2023-2026) This remarkable property showcases beautifully preserved wide plank flooring and hand hewn beams throughout the interior. The exterior is complemented by extensive dry stone walls, exceptional stonework patios, and amazing rock outcroppings. All rooms offer their own charm, highlighted by built ins, bookcases and distinctive wooden doors- each with its own character and paired with original materials that create a true sense of history. The living room features a wood-burning fireplace and built-ins, while the dining room offers a second fireplace. The primary bedroom sits privately at the back of the main residence featuring his and her baths, a huge lounge area and amazing sunset views. The large 2 story guest cottage is private from the main house yet easily accessible to the pool and property featuring 2 full baths, a great room downstairs and oversized guest bedroom upstairs. Set on over 2 beautiful, private professionally landscaped acres, this one of a kind cherished residence seamlessly blends historic character with the modern-day comforts of today. Seller Financing Available. Property is available fully furnished (with the exception of a few family heirlooms/antiques) including most furniture, wall art, lighting and televisions.

35 Old Snake Hill Road, Pound Ridge

$5,495,000
5 Beds 7 Baths 1010043 MLS
Rockridge is an extraordinary hilltop estate situated on one of the highest elevations in all of Bedford. Offering 25-mile panoramic vistas across The Hudson Valley to The Palisades of New York, the property is quite simply stunning. Gated, fenced, and accessed by a quarter-mile long driveway, the residence is perfectly sited on over 11 acres of spectacular rolling land. The house centers on a brand-new award winning Leicht kitchen. The great room with a massive stone fireplace is under an exposed beam and cathedral ceiling. The first floor primary suite is a private wing and includes separate walk-in dressing rooms and partner bathrooms. A wonderful outdoor salt-water pool shimmers amid pristine stone terraces ideally scaled for coffee, cocktails, dining and large scale entertaining. Separate from the main estate are a two-bedroom guest house, an apple and pear orchard and a raised bed vegetable garden. This is a rare and incredible opportunity to live the dream at your own private oasis just 30 miles from Midtown Manhattan.

20 Meeting House Road, Bedford Corners

$539,000
2 Beds 2 Baths 1009502 MLS
Welcome home to this pristine top floor 2-bedroom, 2-bath end unit condo, nestled in the vibrant 55+ community of Sutton Manor, (where at least one resident must be 55+). The open layout features sunny tree-top views, freshly painted interiors, new white oak flooring, updated baths and designer finishes throughout. Enjoy easy meal prep in the elevated chefs kitchen with all new white quartz counter tops, LG stainless steel appliances and open breakfast bar that transitions seamlessly into the living/dining spaces for effortless gatherings and entertaining. Relax in the spacious primary bedroom featuring a generous walk in closet, ensuite bath and a cozy window nook. The second bedroom with adjacent bath can easily accommodate guests or serve as a home office. The enclosed multi function washer and dryer further enhances the comfort and convenience of this special offering. Residents of the building enjoy direct elevator access to their assigned indoor garage space, use of the community room that features a full kitchen with dining room, living area, outdoor patio with seating, separate fitness room, and additional outdoor parking. Heat, hot water, water, snow removal, and trash are included in the association fees, while the building is equipped with a back-up generator. Ideally located near Metro North, shopping, restaurants, medical facilities and a multitude of recreational opportunities render this an opportunity not to be missed!

314 Sutton Drive Unit #314, Mount Kisco

$1,198,000
3 Beds 3 Baths 1007115 MLS
Nestled on two private acres, The Owl’s Nest is a striking 3-bedroom, 2-bath mid-century modern chalet that blends architectural character, privacy, and modern convenience. Surrounded by nature, the home feels like a secluded retreat while remaining easily accessible to nearby towns and commuting routes. The heart of the home is a dramatic living room with soaring 18-foot ceilings and wall-to-wall windows that flood the space with natural light and bring the outdoors in. Warm wood tones, clean lines, and custom doors reflect the timeless appeal of mid-century design, while wraparound, treehouse-like decks create a seamless indoor-outdoor living experience. Outside, the property features a pool, landscape lighting, and a traditional wood-fired sauna, creating a private oasis perfect for entertaining or quiet evenings under the stars. The home also includes upgraded systems throughout, including a modern boiler, water pump, smart home controls, and a full-house Kohler generator for year-round peace of mind. Conveniently located with easy access to the Merritt Parkway and Interstate 684, The Owl’s Nest is just 15 minutes from the train station in Stamford, with additional nearby access in Mount Kisco and Bedford Hills for convenient travel to New York City and beyond. More than a home, The Owl’s Nest is a private sanctuary with timeless design, modern comforts, and an extraordinary connection to nature.

380 Long Ridge Road, Pound Ridge

$2,750,000
4 Beds 5 Baths 993992 MLS
Cozy-chic country Colonial thoughtfully reimagined from top to bottom by an award-winning international designer. Many details reflect quality materials and a highly curated aesthetic. The heart of the home is a bespoke chef's kitchen anchored by striking Viola Fantastico marble, a deVOL English sink, professional-grade ILVE range, Waterworks fixtures, Apparatus lighting, custom Vermont oak cabinetry, and radiant-heated Belgium bluestone floors. French doors lead to a large deck overlooking level lawns and stone walls. Designed for both entertaining and comfortable daily living, the main level offers exceptional flow through the living room with marble fireplace, formal dining room, expansive great room with stone fireplace, and a sun-filled conservatory. Retreat to the primary suite with a lounge, dedicated office, window seat nooks, and a spa-inspired bath with Waterworks fixtures and a Penhaglion soaking tub. Three more bedrooms, one that can be used as a second primary, round out the second level. The finished walkout lower level adds an additional 1,737 square feet of flexible recreation, fitness, or work space. The property abuts more than 70 acres of protected watershed land, offering an exceptional sense of privacy and tranquility. Set on a quiet country lane, yet just moments from the shops, restaurants, hiking trails and amenities in Scotts Corners and New Canaan -- including the New Canaan train. One hour to Manhattan.

240 Eastwoods Road, Pound Ridge

$2,350,000
4 Beds 4 Baths 984642 MLS
Steeped in history and timeless elegance, this exceptional circa-1800 Hiram Halle Colonial is set on four beautifully landscaped acres. Rich in period character, the home showcases signature Hiram Halle windows, hand-hewn wide-plank antique floors, distinctive pillow ceilings, and multiple wood-burning fireplaces throughout its gracious living spaces. A sun-filled living room, elegant dining room, expansive sunroom, and cherry-paneled library create an atmosphere of warmth and sophistication. The heart of the home is a chef’s kitchen featuring a large center island, custom coffee bar, gas fireplace, and inviting breakfast area with doors opening to the patios and gardens. The second level offers four spacious bedrooms, three full baths, and a dedicated laundry room, blending historic charm with modern convenience. Outside, the estate unfolds into a private retreat with a Gunite pool, mature trees, lush gardens, and exquisite plantings. A classic barn with a fireplace-enhanced upper level offers exceptional flex space with endless possibilities, such as a yoga studio, artist's studio, home office, wellness sanctuary, or gathering space! A rare offering, this remarkable property seamlessly combines historic significance, exceptional craftsmanship, and an extraordinary lifestyle setting.

516 Pound Ridge Road, Bedford

$2,599,000
5 Beds 7 Baths 976870 MLS
Step into a slice of Mediterranean paradise at 105 Cross Pond Road, where timeless elegance meets modern luxury. This breathtaking villa, inspired by classic European architecture, boasts over 6,000 square feet of refined living space on 5.+ meticulously landscaped acres. From the iconic red clay roof to the graceful stucco and stately arches, this property exudes sophistication at every turn. Key Features That Will Steal Your Heart: Mediterranean Charm: The distinctive architectural elements create an enchanting, old-world aesthetic. Expansive Interiors: Multiple fireplaces, private terraces, and oversized balconies invite seamless indoor-outdoor living. Private Waterfront Oasis: Your very own lagoon offers tranquil views, waterside relaxation, and kayaking adventures just steps away. Luxurious Finishes Throughout: Marble and natural stone details bring warmth and elegance to every room. Nature’s Playground: Over 5+ acres of pristine grounds, complete with a private island, provide endless opportunities for outdoor entertaining and peaceful solitude. Inside the Villa: From the moment you enter, the grand scale and thoughtful design captivate. Open-concept spaces flow effortlessly, perfect for everything from quiet evenings to hosting grand gatherings. Marble and stone finishes elevate the interiors, while fireplaces add cozy charm. Step outside onto expansive terraces and balconies to savor al fresco dining or watch the sunset over your serene property. The home also offers flexible spaces ideal for a chef’s kitchen, wine room, home gym, or a luxurious primary suite. Unbeatable Location for a Coveted Lifestyle: Nestled on prestigious Cross Pond Road in Pound Ridge, this estate combines privacy with accessibility. It’s part of the highly regarded Bedford Central School District and offers convenient access to I-684, Saw Mill Parkway, and Metro-North stations for an effortless commute to Manhattan. Nature lovers will adore the proximity to Ward Pound Ridge Reservation for hiking, camping, and fishing, while the charming nearby towns of Katonah, Bedford, and Stamford, CT, provide boutique shopping, fine dining, and cultural experiences. For wine enthusiasts, local vineyards and specialty shops await to help you curate the perfect collection. A Once-in-a-Lifetime Opportunity: 105 Cross Pond Road isn’t just a home—it’s an experience. Whether you’re savoring lakeside mornings, hosting elegant, or simply enjoying the serene beauty of your surroundings, this estate offers a lifestyle of unparalleled luxury and tranquility. Don’t miss your chance to make this extraordinary retreat your own.

105 Cross Pond Road, Pound Ridge

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.