Bedford School District Homes For Sale

Home | Featured Areas | Bedford School District

About Bedford School District Real Estate

Discover exceptional homes in the prestigious Bedford Central School District, a cornerstone of excellence in Westchester County education. Known for its high-performing schools and diverse programs, Bedford Central offers an ideal setting for families prioritizing top-tier education.

Our curated selection of homes within this esteemed district features elegant designs and spacious layouts, perfect for growing families and discerning homeowners. Many properties boast modern amenities, private outdoor spaces, and proximity to the district's acclaimed schools.

Just an hour from Manhattan, Bedford Central School District provides a perfect blend of suburban tranquility and academic rigor. With its commitment to nurturing well-rounded students, strong community involvement, and beautiful surroundings, homes in this district offer an unparalleled living and learning environment.

Read More +

View All Listings

Your Bedford School District Home Connection

Looking to buy or sell real estate in Bedford School District? Contact us now to find out how we can help you achieve your goals!

Bedford Latest School District Listings

$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

$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

$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

$1,499,000
5 Beds 4 Baths 1000762 MLS
First time on the market from the original owner, 80 Hack Green Road is a rare opportunity to own a timeless and rare in Pound Ridge Tudor-style house, where exceptional craftsmanship, architectural character, and beautifully landscaped grounds come together. Privately set behind a classic stone wall on a rare 2.6 acres of impeccably landscaped, flat level land between Scotts Corners and New Canaan, this distinctive custom brick-and-stucco Tudor is immediately recognizable by its striking rooflines and timeless curb appeal. Built by a professional contractor well beyond standard specifications, this 4,015 sq.f. home offers five bedrooms, three three and half bathroom bathrooms, and timeless character throughout. A sweeping semicircular driveway provides a gracious arrival and generous parking for entertaining. Inside, 13 unique custom stained-glass windows serve as stunning architectural focal points throughout the home. The spacious eat-in kitchen flows seamlessly into the dramatic great room with a soaring 16-foot ceiling, skylights, French doors to the outside, and a custom wet bar. A richly appointed wood-paneled office overlooks the gardens, while the recreation room with a high-efficiency cast-iron wood-burning fireplace offers a warm and inviting gathering space. A whole-house central audio system enhances everyday living and entertaining. The second floor features a spacious primary suite with an updated en-suite bathroom, four additional bedrooms, and an updated hall bathroom. One of the bedrooms, with vaulted ceilings, is currently configured as a spacious den/playroom and can easily be converted back into a bedroom. The finished walk-out lower level with a full bathroom provides flexible recreation and media space, ideal for a home gym, game room, or movie nights. The extraordinary grounds have been cultivated over decades and feature an exceptional collection of mature specimen trees, including Japanese maples, Atlas cedar, Japanese umbrella pine, and weeping evergreens. The expansive, level lawn, with lights and uplighted trees, is a true rarity in Pound Ridge - offering endless opportunities for recreation, sports, relaxation, and outdoor enjoyment, as well as for entertainment. The outdoor patio features rare pink granite cobblestone, handcrafted by Italian masons, overlooking a tranquil koi pond with twin waterfalls. A charming playhouse, professional-grade swing set, half basketball court, and exceptional privacy complete this remarkable property. New above-oil tank, full house generator, updated bathrooms, new GE Cafe refrigerator, new GE Profile induction cooktop, and many more updates throughout. Ideally located just minutes from New Canaan, Grace Farms, Scotts Corners, Pound Ridge amenities, area preserves and parks, St. Luke's School, and the New Canaan train station, this exceptional home offers the perfect balance of peaceful country living and everyday convenience within the Bedford Central School District. Timeless. Refined. Exceptional.

80 Hack Green Road, Pound Ridge

$3,095,000
4 Beds 7 Baths 996255 MLS
A rare offering where extraordinary craftsmanship, uncompromising luxury, and complete privacy converge to create a residence without equal. Hidden behind a gated entrance and framed by magnificent stone walls in prestigious Bedford, this exceptional estate makes an unforgettable first impression long before you arrive at the front door. Step inside and discover a world designed to elevate everyday living—where soaring ceilings, dramatic open spaces, and walls of glass create a breathtaking interplay of natural light and architectural beauty. Every inch of this remarkable home has been masterfully crafted with an unwavering commitment to quality, seamlessly blending timeless sophistication with modern comfort. The main level is designed for both grand-scale entertaining and effortless daily living, featuring expansive gathering spaces, a beautifully renovated chef’s kitchen, and a private guest or in-law suite offering comfort and flexibility for extended stays. Outside, a resort-caliber setting awaits. A spectacular covered terrace is anchored by a grand outdoor fireplace on one end and a built-in grilling station on the other, with generous spaces in between for elegant entertaining or quiet evenings under the stars. Beyond, an extraordinary custom stone infinity-edge pool, separate stone spa, and sweeping terraces create a private sanctuary that feels more like a five-star resort than a private residence. Return indoors to enjoy the private steam sauna and Finnish spa on the main level—bringing a true wellness experience into your daily life. The second floor is dedicated to luxurious private living, highlighted by an exquisite primary suite designed as a personal sanctuary, along with three additional en-suite bedrooms that offer exceptional comfort and privacy for guests. The lower level redefines home entertainment with an experience rivaling premier private clubs—featuring a custom-designed full bar, a state-of-the-art home theater, fitness studio, and expansive recreation spaces ideal for billiards, celebrations, or unforgettable gatherings. For the automobile enthusiast, the heated garage comfortably accommodates six vehicles. Perfectly positioned in Bedford, New York—renowned for its historic charm, estate properties, and timeless appeal—this extraordinary residence offers the ultimate escape from the demands of everyday life while remaining close to exceptional dining, boutique shopping, and equestrian pursuits. This is more than a home—it is a destination, a retreat, and a once-in-a-lifetime opportunity for buyers seeking nothing less than perfection.

68 Quarry Lane, Bedford

$2,425,000
5 Beds 6 Baths 969675 MLS
Some properties simply cannot be recreated. They are collected over centuries. Layer by layer. Story by story. Stone by stone. Set behind towering trees and abutting hundreds of protected acres of the Mianus River Gorge Preserve, this exceptional Bedford estate offers a rare opportunity to own a thoughtfully restored historic property surrounded by natural beauty and privacy. Dating back to 1825, the historic main residence was once part of a larger Long Ridge Road estate and formerly operated as the Wilkenloh Hotel in the early 19th century. Today, the home has been tastefully renovated and refreshed, blending timeless architectural character with modern comfort and functionality. As you enter through two dramatic stone entry boulders, a winding gravel driveway leads to the main residence, separate cottage and expansive grounds featuring rolling lawns, mature trees and historic stone walls. Set on over 5.5 acres, the property offers a peaceful setting with scenic landscape views in every season. Inside the main residence, original wide plank floors, a natural stone fireplace and gracious living spaces showcase craftsmanship rarely found today. Walls of windows and glass doors fill the home with natural light while framing picturesque views of the surrounding property. The open-concept kitchen, dining and family room create an ideal layout for everyday living and entertaining. A covered rocking-chair porch supported by stately pillars overlooks the property and provides a tranquil setting to enjoy the changing seasons of Bedford. Outdoor amenities include a restored 22x44 heated gunite pool with updated mechanicals and an expansive 1,400+ square foot pool house featuring wraparound decking, outdoor fireplace, screened-in entertaining area with fireplace, wet bar, ice machine, full bath, kitchenette and flexible guest or recreation space. The separate cottage offers its own private driveway entrance and features cathedral ceilings, a palladium window, kitchen, full bath, garage, additional flexible-use rooms and extensive storage space, ideal for guests, home office use, or extended living arrangements. Additional highlights include bluestone patios, restored landscape features and a private three-acre trail system suitable for walking, jogging, mountain biking and outdoor recreation. Conveniently located near Bedford, major roadways, shopping, dining and Metro North train access, this unique Westchester County property offers a rare combination of historic character, updated amenities, flexible living space and exceptional natural surroundings. square footage consitst of: 4017sqft of total living space includes 5 bedrooms, 3.5 baths, cottage (independent assessor 834sqft attached documents) includes kitchen, bath, 2 rooms with garage below and separate driveway entrance. Pool house, 2 car garage below, heat pump air, playroom, bath, kitchenette, 3/4 wrap-around deck overlooking pool, screened in stone patio with fireplace (1469 sqft

233 Long Ridge Road, Bedford

$2,795,000
5 Beds 5 Baths 991143 MLS
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.

217 Trinity Pass, Pound Ridge

Start Your Search

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.