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$725,000
2 Beds ⋅ 3 Baths ⋅ 1033296 MLS
Welcome to Timber Ridge, one of Mount Kisco's most desirable communities. Nestled in a tranquil wooded setting, this beautifully renovated end-unit townhome offers 2 bedrooms, 2.5 baths, exceptional privacy, and a peaceful side yard ideal for relaxing or enjoying the outdoors. The sun-filled main level features an inviting living room and dining area with a fireplace, a beautifully updated kitchen with quartz countertops, stainless steel appliances, and a convenient powder room. Upstairs, the spacious primary suite includes a renovated en-suite bath, while a generously sized second bedroom and an additional full bath complete the second level. The finished walk-out lower level provides flexible living space, perfect for a family room, home office, gym, or recreation area, and includes an on-demand water feature. New windows and New Roof. An unattached one-car garage offers added convenience and storage. Timber Ridge residents enjoy outstanding amenities including a community pool and tennis courts, all within minutes of Metro-North, the Saw Mill River Parkway, I-684, and the shopping and dining of downtown Mount Kisco. Nearby Leonard Park, nature preserves, and scenic hiking trails provide abundant recreational opportunities, while the highly regarded Bedford Central School District adds to the appeal. Combining stylish updates, a private setting, and an exceptional location, this move-in-ready home offers the perfect balance of comfort, convenience, and lifestyle.

13 Timber Ridge, Mount Kisco
$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
$655,000
2 Beds ⋅ 3 Baths ⋅ 1029242 MLS
Light and bright Durham Model, end unit townhouse located in convenient Guard Hill Manor. 2 bedrooms, 2 1/2 bathrooms. Hardwood floors. Storage in basement, utilities and door out to garage.

1804 Regent Drive, Mount Kisco
$1,425,000
3 Beds ⋅ 2 Baths ⋅ 1024754 MLS
Set on more than 7 private acres, this distinctive woodland retreat offers an in ground pool, walking trails, flexible living space, and a separate cottage ready to be reimagined. Thoughtfully updated while preserving its rustic country character, the home features soapstone countertops, a stainless-steel gas range, a striking travertine stone fireplace, rich wood paneling, custom built-ins, and renovated bathrooms. A newer addition provides versatile space for a bedroom, home office, or gym. Even with its its peaceful and private setting, the property remains remarkably convenient: 7 minutes from Bedford Village, 9 minutes from DeCicco & Sons, 21 minutes from the Mount Kisco train station, and 75 minutes from Midtown Manhattan. Offering privacy, acreage, and accessibility, this is a true country retreat that can be enjoyed as it stands or further customized and expanded.

183 Hickory Kingdom Road, Bedford
$2,785,000
4 Beds ⋅ 6 Baths ⋅ 1026033 MLS
BEDFORD SOPHISTICATE. Impressive and elegant Colonial with perfectly scaled rooms, high ceilings and incredible millwork. Comfortable, yet refined, living space with fine detailing and craftsmanship throughout. Beautifully appointed interior with open layout perfect for today’s lifestyle. Stylish main rooms for formal entertaining. Heart-of-the-home Family Room open to gorgeous Chef’s Kitchen. Elegant Primary Suite with spa Bath. Three additional Bedrooms. Spacious Bonus Room with Guest Room. Lower Level with Recreation Room and Home Theater. Whole house generator. Over five acres, fenced for deer, in one of the area’s finest estate areas. Fabulous screened porch and swimming pool for outdoor entertaining. A great outdoor lifestyle with walking trails down to a pond and stream. Convenient location just minutes from the shops of Katonah, Bedford Village and Bedford Hills. Easy access to Metro-North trains, the Sawmill Parkway and I-684. The perfect offering!

487 Bedford Center Road, Bedford
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 1019874 MLS
Originally built in 1860 as the Samuel Parker House, this extraordinary property has been thoughtfully transformed into a one-of-a-kind luxury live/work compound featuring a main residence, a street-level showroom, and a heated, air-conditioned barn with a private studio above. Set in the heart of Pound Ridge's charming hamlet, directly across from The Inn at Pound Ridge by Jean-Georges, it offers a rare blend of historic character, modern functionality, and exceptional lifestyle appeal. Following a complete, no-compromise 2019 renovation under acclaimed New York interior designer Jenny Wolf of The Huntress, every element, infrastructure, mechanical systems, and all interiors alike - was reimagined to honor the homes history while delivering modern luxury. The result adapts effortlessly to almost any life: full time residence, weekend retreat, designer showroom, creative studio, gallery, or true live/work estate, creating a home that is as functional as it is beautiful. The beautifully finished street-level space offers remarkable flexibility and may continue as an inspiring showroom or seamlessly become part of the residence, creating expansive living and entertaining areas. The private upper-level home is filled with warmth and character, where soaring vaulted beamed ceilings, abundant natural light, and timeless architectural details create an atmosphere of understated elegance. A spacious great room anchors the residence, complemented by a beautifully appointed kitchen with soapstone countertops, a serene primary suite with a walk-in closet, two additional bedrooms, and thoughtfully designed baths that reflect the home's refined aesthetic. Adding to the property's exceptional appeal is a heated and air-conditioned barn offering endless possibilities. With an expansive first level ideal for a showroom, studio, workshop, entertaining, business use, or storage, and a spacious second-level studio or office, it is a rare complement to an already extraordinary offering. Life here extends far beyond the property itself. Spend mornings walking the picturesque hamlet, enjoy world-class dining just steps away at The Inn at Pound Ridge by Jean-Georges, explore nearby hiking trails, nature preserves, and equestrian estates, or simply embrace the quiet beauty and timeless charm that define Pound Ridge. Located within the highly regarded Katonah-Lewisboro School District and just over an hour from Manhattan, this is a rare opportunity to experience a lifestyle where history, design, creativity, and modern luxury exist in perfect harmony. Properties of this caliber rarely come to market. Rich in history, impeccably renovated, and genuinely unlike anything else available today, this is a singular opportunity to own one of Pound Ridge's most distinctive homes.

259 Westchester Avenue, Pound Ridge
$695,000
3 Beds ⋅ 2 Baths ⋅ 1020037 MLS
Welcome to this charming and beautifully maintained 3-bedroom, 2-bath ranch nestled on 1.21 private, wooded acres in desirable Bedford, NY. Offering the ease and convenience of true one-level living, this warm and inviting home features a thoughtfully designed layout, spacious living areas, and a peaceful natural setting that provides the perfect blend of comfort, privacy, and tranquility. The bright and welcoming living room is highlighted by an oversized picture window that fills the space with natural light and showcases views of the picturesque property. The well-appointed eat-in kitchen offers a functional and inviting space for everyday living, while the spacious formal dining room creates an elegant setting for entertaining family and friends. The sun-filled family room provides a cozy retreat overlooking the serene, wooded surroundings. The generous floor plan features two spacious bedrooms with a beautifully renovated hall bathroom, while the private primary suite is thoughtfully positioned on the opposite side of the home for added privacy and includes a stylish en-suite bath. Rich hardwood floors extend throughout the home, adding warmth and timeless character. The full basement offers abundant storage space and exciting potential for future expansion. Outside, enjoy the peaceful beauty of mature trees, lush natural landscaping, and a private backyard oasis perfect for relaxing, gardening, or enjoying the changing seasons. The detached one-car garage provides convenient parking, additional storage, or a versatile workshop space. Ideally located just minutes from charming Bedford Village, highly regarded schools, scenic parks, local shopping, exceptional dining, and major commuting routes, this delightful property offers the rare combination of peaceful country living and everyday convenience. Experience the privacy, charm, and timeless appeal that make Bedford one of Westchester’s most coveted communities.

136 Pound Ridge Road, Bedford
$163,000
1 Beds ⋅ 1 Baths ⋅ 1026490 MLS
Welcome to Tara Close, a well-maintained cooperative community in the heart of Mount Kisco. This spacious Jr. 4 offers over 700 sq. ft. of adaptable living space designed to evolve with your lifestyle. The flexible floor plan allows for a second bedroom, home office, den, formal dining room, or kitchen expansion (subject to approvals), making it easy to customize the space to fit your current and future needs. The unit is in good condition and features generously sized rooms, exceptional closet space, and endless possibilities for creating a layout that works for you. Residents enjoy ample parking for owners and guests, laundry facilities on every floor, and available storage options. Ideally located near the train station, bus lines, major highways, shopping, dining, grocery stores, medical services and everyday conveniences. Mount Kisco offers a unique blend of charming local boutiques, cafe's, and restaurants alongside popular retailers and services. Outdoor enthusiasts will appreciate nearby hiking trails and nature preserves, including Ward Pound Ridge Reservation and Butler Sanctuary. Enjoy the flexibility of a home that can change with you in one of Westchester County's most vibrant and convenient communities.

77 Carpenter Avenue Unit #3B, Mount Kisco
$975,000
1022733 MLS
Located in the heart of Mount Kisco’s vibrant professional corridor, 49 Smith Avenue offers a completely turnkey opportunity for buyers seeking immediate stability and premium asset quality. This impeccably maintained building features a 100% occupancy rate and boasts zero deferred maintenance, freeing the incoming owner from immediate capital expenditures. A standout highlight of this offering is the built-in security of a long-term leaseback. The current owner occupies 50% of the building’s total footprint and will remain in place post-sale, guaranteeing a highly reliable, professional anchor tenant from day one. The remaining half of the building is fully occupied by established tenants, ensuring a diversified and robust cash flow. Beyond its pristine condition and strong financial profile, the property benefits from a highly desirable location. It sits just minutes from downtown Mount Kisco’s medical centers, premier dining, and retail hubs, offering excellent visibility and effortless regional accessibility via nearby major thoroughfares and the Metro-North station. This asset provides a great balance of immediate yield with long-term earning potential.

49 Smith Avenue, Mount Kisco
$2,320,000
4 Beds ⋅ 4 Baths ⋅ 1023671 MLS
Perfectly situated on one of Bedford's quintessential country roads, this exceptional renovated 4-bedroom three-and-a-half bath home offers the ideal combination of privacy, timeless charm, and modern updates. Set on a beautifully landscaped property surrounded by mature trees, you'll enjoy complete tranquility while relaxing by the in-ground pool or entertaining on the expansive wraparound deck. Recently reconstructed retaining walls, seasonal gardens, and a brand-new perimeter fence further enrich the picturesque setting. A dramatic two-story entry welcomes you with a floating staircase and striking fieldstone chimney, creating an unforgettable first impression. Inside, soaring ceilings, abundant natural light and hardwood floors, create a bright and inviting atmosphere further enhanced by the addition of remote-controlled window shades throughout the home . The thoughtfully designed open floor plan is ideal for both everyday living and entertaining. At the heart of the home is the tastefully updated kitchen with door to fabulous wrap around deck. The Kitchen is open to the formal dining room on one side and family room, warmed by a pellet stove, adding comfort and character during the cooler months, on the other side. The flexible floor plan includes a desirable main-level primary suite complete with a fireplace, spa-inspired bath and huge walk-in closet—an ideal retreat for guests or multigenerational living. Upstairs, the luxurious primary suite features a spacious bedroom, spa bath, gym or office, and door to finished attic space for additional storage. Two additional bedrooms, a full bath, and an open balcony overlooking the foyer complete the upper level. Additional highlights include a detached three-car garage with potential for future expansion above, a whole-house propane generator, and a security system for added peace of mind. Offering exceptional privacy in a spectacular Bedford setting, this is country living at its finest. Please note that pictures have been digitally staged.

230 E Middle Patent Road, Bedford
$649,000
2 Beds ⋅ 1 Baths ⋅ 1020682 MLS
Nestled on a picturesque three-quarter-acre in the heart of Bedford Village, this charming country cottage blends historic character with thoughtful modern updates. The two-bedroom, (originally 3) one-bath home features antique wide-plank wood floors, quartz countertops, and an expansive deck overlooking beautifully landscaped gardens. A renovated accessory dwelling unit (ADU) offers exceptional flexibility with a full kitchen and bath. (an additional 282 sq ft.) Legally rentable, it's also ideal as a guest house, private home office or artist's studio. Rich in local history, the property occupies the original site of Bedford's first schoolhouse and sits across from the historic stagecoach stop, offering an opportunity to enjoy the timeless charm of village living. *Note: By appointment only. Please do not enter property unless accompanied by an agent.

189 Pound Ridge Road, Bedford
$179,000
1 Beds ⋅ 1 Baths ⋅ 948666 MLS
Welcome to this beautifully maintained one bedroom garden style co-op in the heart of Mount Kisco offering approximately 800 ft. of comfort living space, this inviting home features hardwood floor, elegant crown molding and spacious bedroom with two closets. The bright functional kitchen is equipped with a gas cooktop, wall oven, microwave, and ample storage while the well designed layout creates a warm and welcoming atmosphere. Set within a well maintained community with on site laundry, parking and lovely landscape grounds this home is ideally located just minutes from Metro North, shopping, restaurants, parks and all that downtown Mount Kisco has to offer. A wonderful opportunity for first time buyer, downsizes, or commuters, seeking convenience, comfortable, and value in a highly desirable location. NOTE: minimum down payment 20% minimum credit score 710. Employment at least one year at the same job (Current)

28 Barker Street Unit #C-2, Mount Kisco
$600,000
4 Beds ⋅ 2 Baths ⋅ 957556 MLS
Charming 1965 Cape Cod offering timeless character and endless potential. This three level home features a traditional layout with well proportional rooms, hardwood floors, and classic architectural details reflective of its era. The main level includes sun filled living room, dining area, kitchen, and comfortable bedrooms or flexible office space. The upper level offer additional bedrooms with sloped ceilings and good closet space. The lower level provides versatile space for storage, utilities or future finishing. Recent improvements include a newly replaced roof and gutters, providing peace of mind and added value. Enhancing its appeal, a scenic pathway runs parallel to the Saw Mill River at the rear of the property ideal for long strolls, fishing, walking your dog, or a peaceful evening surrounded by nature. Being sold as is, this property, presents a prime opportunity for investor, builders, or end users looking to renovate and build equity. Excellent opportunity to maximize ARV in desirable setting.

76 Beverly Road, Mount Kisco
$2,409,990
4 Beds ⋅ 6 Baths ⋅ 1019164 MLS
Antique lovers... A near impossible to find rare gem set on a quiet back road of only a handful of homes - step into the 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, 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. If buyer wishes, property is available furnished (with the exception of a few family heirlooms/antiques) including most furniture, wall art, lighting and televisions. Seller financing available.

35 Old Snake Hill Road, Pound Ridge
$800,000
1017735 MLS
Rare opportunity to acquire four acres on one of Bedford Corners' most premier and coveted roads. Comprised of two tax lots and surrounded by distinguished estates, this exceptional parcel offers privacy, prestige, and long-term value. Raw and unspoiled, the land provides a blank canvas for a thoughtfully designed residence or compound in a location where quality and investment potential are firmly established. An ideal offering for those seeking to create something truly special in one of Bedford's most desirable settings.

10 Sarles Street, Bedford Corners
$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
$750,000
1012881 MLS
Exceptional opportunity to own a well-positioned property in the heart of Mount Kisco. Located in a vibrant and growing community, this property offers excellent accessibility, dedicated parking, and a convenient setting close to shopping, dining, transportation, and local amenities. Mount Kisco is known for its strong community appeal, thriving downtown, cultural attractions, and recreational opportunities. Currently configured as three separate office spaces, the property offers exceptional flexibility and redevelopment potential. Seller indicates that discussions with the town have suggested the possibility of a three-townhome development. A rare opportunity for investors, developers, or end users to acquire a property with multiple potential uses in one of Northern Westchester's most desirable and evolving locations.

239 Lexington Avenue, Mount Kisco
$525,000
1015458 MLS
RARE BUILDING LOT. Ready to go! Private two-acre building lot with completed perc tests for five-bedroom home. Abutting Pound Ridge Conservancy lands, fabulous location across from the Pound Ridge Golf Course. Easy access to Scotts Corners, town park, Stamford shopping and Merritt Parkway.

15A High Ridge Road, Pound Ridge
$1,895,000
5 Beds ⋅ 4 Baths ⋅ 1012163 MLS
STUNNING RENOVATION. Crisp clean lines and sun-filled spaces. Creative re-imagination of a traditional ranch. Bleached oak floors with a matte finish, clean white walls create a fresh living space. Light and airy spaces with walls of windows showcasing property views. Warm and inviting Living Room with fireplace. Formal Dining Room with picture window overlooking the grounds. Absolutely stunning Kitchen with custom cabinetry with mitered Quartz counters, high-end appliances, a center island and doors open to a stone porch for easy indoor-outdoor entertaining. Spacious Family Room with stone fireplace and wet bar. Five Bedrooms include Primary Suite with luxurious Bath. Gym/Yoga Room, Home Office. Two Laundry rooms, one on each level. Oversized 3 car garage with 12 ft Ceilings. Large flagstone terrace with covered dining/seating area. Over two finely landscaped acres with incredible stonework, rolling lawns and flowering perennials. Incredible free-form swimming pool with spa awaiting restoration. Located in the heart of Bedford Corners, just moments from the shops of Bedford Hills, Mount Kisco and Katonah. Easy access to the Sawmill Parkway and the Metro North train.

736 Croton Lake Road, Bedford Corners
$550,000
1010800 MLS
Rare 4+ acre corner parcel in the Town of Bedford offering privacy, natural beauty, and endless possibilities for a custom home. Featuring mature trees, and extensive road frontage, this scenic property provides a unique opportunity to create a private estate in one of Northern Westchester's most sought-after locations. Conveniently located just minutes from downtown Mount Kisco, Metro-North, shopping, dining, and major highways. Located within the highly regarded Bedford Central School District, including Fox Lane Schools.

15 Darlington Road, Bedford
$660,000
1009631 MLS
Rare Commercial property in heart of Commercial district in Mount Kisco. First floor garage with small office area. Second floor contains 3 private offices, common area and full bathroom. Attic for storage. Parking for at least 6 cars. Close to Downtown and Metro North

23 Kiscona Road, Mount Kisco
$539,000
2 Beds ⋅ 2 Baths ⋅ 1009502 MLS
Enjoy easy, low-maintenance living in this beautifully updated top floor 2-bedroom, 2-bath end unit condo, nestled in the sought after 55+ community of Sutton Manor, (where at least one resident must be 55+). The bright open floor plan features sunny tree-top views, freshly painted interiors, new white oak flooring, new lighting fixtures, and designer finishes throughout. The elevated chefs kitchen showcases all new white quartz counter tops, LG stainless steel appliances and open breakfast bar that transitions seamlessly into the living/dining spaces for effortless entertaining. Relax in the spacious primary bedroom featuring an ensuite bath, cozy window nook, and generous walk in closet. The second bedroom with adjacent full bath can easily accommodate guests or serve as a home office. The enclosed in unit 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 no matter the weather, 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. In addition, heat, hot water, & snow removal are also included in the association fees, and the building is equipped with a back up generator. Ideally located near Metro North transit, shopping, restaurants, medical centers, and numerous recreational opportunities, this move-in-ready residence offers the perfect balance of serene comfort and active 55+ living.

314 Sutton Drive Unit #314, Mount Kisco
$699,000
3 Beds ⋅ 2 Baths ⋅ 1008998 MLS
Look no further. Here is your opportunity to own a beautifully renovated home in the sought-after Bedford School District. Set on a quiet country lane adjacent to a sidewalk-lined street leading to town, train, and Bedford Hills Elementary, this sun-filled ranch combines classic charm with modern comfort. The stunning quartz kitchen features a farmhouse sink, stainless steel appliances, abundant natural light, large dining area with a cozy fireplace. The spacious living room offers a bay window and a second fireplace, while three bedrooms, two new bathrooms, and a private office complete the first level. The serene primary suite includes three closets, a door to the backyard, and a luxurious marble and quartz ensuite with dual vanities and a rain pan shower. Updates throughout including new siding, all new doors, trim, cabinetry, lighting, and appliances including washer and dryer, this home blends fresh, move-in-ready living with timeless style. New septic tank and new driveway. Leave the car at home, Bedford Hills Elementary is just 0.4 miles away, and town and Metro North are only 0.8 miles away. Easy highway access, nearby schools, shops, pickleball, tennis, swim, and fitness make this Bedford living at its best.

27 Winding Lane, Bedford Hills
$15,000,000
5 Beds ⋅ 6 Baths ⋅ 1007263 MLS
EASTLAKE. Nearly 39 serene acres offering the ultimate in privacy. Long, gated drive over rushing stream and through manicured grounds. Remarkable estate compound owned for years by renowned fashion designer as a family residence. Impressive architect-designed Stone and Country House positioned to overlook a private eight-acre lake. Striking and sophisticated Contemporary with elements of a Mid-Century Modern. Impressive rooms with natural finishes of fine woods and hand-cut stone. 5500 square feet of airy, loft-like living space positioned to capture views of the water. Beautifully scaled main rooms with vaulted ceilings, finished in warm woods, stone and hardwood floors and walls of glass. Striking Living Room with stone fireplace and vaulted ceiling lit by a modern cupola. Doors to wrap-around porch for fantastic indoor-outdoor living. Open-concept Dining Area also with water view, perfectly scaled for entertaining. Sleek Kitchen designed for the consummate chef. Private Office with conference area and wet bar. Lower Level Family Room for more casual everyday living. Spacious first floor Primary Suite with ample closets and private Bath. Four additional Bedrooms, most with en-suite Baths. Breathtaking grounds amid dramatic rock outcroppings with stone walls and terraces, an incredible array of flowering plantings, rare and specimen trees and rolling lawns down to the water. Fenced garden for flowers and seasonal produce. Lakefront dock, heated Swimming Pool with Pool House and privately sited Tennis Court make for an incredible sporting lifestyle. Separate building complex with a Three-Bedroom, fully equipped Guest House, Garages for six-plus cars and equipment storage. The perfect, peaceful refuge.

164 Eastwoods Road, Pound Ridge
$49,500,000
8 Beds ⋅ 10 Baths ⋅ 000006 MLS
ONE OF NEW YORK'S MOST COVETED ESTATES. Enter a world where timeless elegance meets state-of-the-art luxury. Originally built in 1901 for renowned financier J. Borden Harriman, this legendary estate - historically known as Devonshire, and earlier as Uplands - stands as a rare example of Gilded Age grandeur, reimagined for modern living. Over its long history, the estate has been owned by some of the nation’s most distinguished families, including relatives of the Vanderbilt dynasty and other notable private owners. When it last sold in 2012, it set a record as the highest residential sale in Westchester County history - an extraordinary testament to its significance and stature. Set on more than 100 acres of pristine landscape, the property offers exceptional scale, privacy, and breathtaking natural beauty, all within easy reach of Manhattan. Rolling meadows, sweeping vistas, and picturesque terrain create an unparalleled setting suited for equestrian pursuits, recreation, and refined country living. A substantial expansion is already underway, offering the next steward a rare opportunity to complete the vision, by selecting finishes, materials, and design elements tailored to their unique lifestyle. Architectural highlights include the iconic grand staircase crowned by its attributed original Tiffany stained-glass ceiling, a defining centerpiece of the home. Several accessory buildings include a carriage house, caretaker's cottage, barn with apartment, elegant gated entry and cloister with apartment, and a spectacular 33,000 sq. ft. collector car gallery designed to accommodate more than 66 automobiles. Estates of this magnitude, provenance, and proximity seldom become available. More than a grand residence, this is a legacy property and enduring asset ready to be shaped for generations to come. 2-Acre Zoning. Square Footage is for main house only and does not include outbuildings.

Bedford Corners
$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
$940,000
4 Beds ⋅ 3 Baths ⋅ 1007052 MLS
Private updated retreat within minutes to Scott's Corners, and across the street from Pound Ridge Town Park. Enjoy the wood burning fireplace in the living room, updated kitchen with new appliances, updated baths, and hardwood floors throughout. Easy flow with rooms bathed in natural light and deck off kitchen makes entertaining, or basking in the sun, a breeze. This home sits on 2.81 private acres, with a long driveway and mature trees. For the car and storage fanatics, this home boasts a two car garage on the main house and another three car detached garage on property with the option of 24' ceilings. Perfect for car enthusiasts who want lifts, or mutliple car storage, or to lease out as extra garage space. Recent updates include: New roof 2016, new septic fields 2021, new windows, new driveway, new bib in garage, newly done retaining wall, and freshly painted! Don't miss this hilltop charmer.

186 High Ridge Road, Pound Ridge
$1,195,000
5 Beds ⋅ 4 Baths ⋅ 1007911 MLS
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 elements that define the home's character. Soaring sky-high ceilings create a sense of space and grandeur, while exposed wood beams add warmth and rustic elegance throughout the interior. The thoughtfully designed floor plan maximizes both functionality and flow, accommodating the needs of modern life while maintaining distinct spaces for relaxation and entertainment. Five generously sized bedrooms provide ample accommodation offering comfortable sleeping quarters and tons of natural light. The primary bedroom serves as a true retreat, featuring the tastefully renovated ensuite bathroom (2025) that showcases high-end materials and modern amenities. Three and a half bathrooms throughout the home ensure convenience and privacy for all occupants, with each space thoughtfully appointed. The additional half bathroom provides practical functionality for entertaining and daily use, conveniently located off of the mudroom. The heart of the home encompasses inviting living spaces that seamlessly blend comfort with style. Whether hosting intimate gatherings or large celebrations, the open and airy layout accommodates various entertainment needs while maintaining a sense of warmth and intimacy. The exposed beam details and soaring ceilings create architectural character that distinguishes this property from typical suburban offerings. Boasting nearly 2.25 acres, the outdoor space extends the home's living area seamlessly into the natural environment which provide the canvas for year-round outdoor living experiences. While tucked away on a quite cul-de-sac, the location still offers an enviable combination of small-town charm and NYC accessibility. Just one mile from the charming Pound Ridge Village, residents can explore local shops, restaurants, and tons of community events. Nature enthusiasts will appreciate the proximity to De La Torre Preserve, offering hiking trails, wildlife observation and peaceful spaces for outdoor recreation. New Canaan Metro North located just a short 12 minute drive makes your NYC commute easy, with just a 68 minute express train to Grand Central Station. First time on the market in over 25 years, this truly stunning home is just waiting for its new owners!

22 Peters Lane, Pound Ridge
$95,000
1 Baths ⋅ 1003649 MLS
Move right into this beautifully renovated studio that lives like a one-bedroom. Bright, open, and thoughtfully designed, this turnkey home features large windows, hardwood floors and generous closet space. Available furnished or unfurnished. Enjoy unbeatable convenience with assigned parking, laundry just steps away, and a prime Mount Kisco location. Walk to the Metro-North station with direct service to Manhattan, along with shops, restaurants, cafes, banks, and everyday essentials. Everything you need is right outside your door. The vibrant Mount Kisco community offers parks, a public library, movie theater, community pool, and a lively dining and shopping scene, creating a true live-work-play lifestyle. Board approval required: minimum 700 plus credit score, 20% down payment, and debt-to-income ratio of 33%. A rare opportunity for effortless living in a highly desirable commuter location, schedule your showing today.

35 Stewart Place Unit #204A, Mount Kisco
$3,150,000
5 Beds ⋅ 6 Baths ⋅ 934693 MLS
Beyond private gates in coveted Back Country Bedford, this exceptional estate offers the perfect balance of privacy and convenience—just minutes to Bedford Village, Greenwich, the Merritt Parkway, and I-684. Bordering the protected Mianus River Gorge Preserve, the property enjoys an unparalleled natural setting with beautifully landscaped grounds, cascading waterfall and resort-style Shoreline pool and spa. Elegant yet welcoming interiors feature a stunning finished mahogany dining room, richly appointed cherry-paneled family room, bespoke millwork, and a thoughtfully designed layout for everyday living and entertaining. The chef’s kitchen opens to expansive outdoor terraces, while the luxurious primary suite, first-floor guest suite, wine cellar, media room, heated three-car garage, and whole-house generator complete this extraordinary offering. A rare opportunity for peaceful country living with effortless access to both Bedford and Greenwich. Available for sale or lease.

10 Hopes Farm Lane, Bedford

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