Homes for Sale in Bedford School District, Bedford, NY

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Discover an exceptional selection of homes for sale within the highly-regarded Bedford School District in Bedford, NY. This prestigious district encompasses charming hamlets like Bedford Village, Katonah, and Pound Ridge, offering a blend of historic charm and modern amenities. Potential homeowners exploring Bedford School District homes for sale will find a diverse array of properties, from stately colonial residences on sprawling acreage to elegant condominiums and updated family homes. The area is renowned for its excellent educational institutions, picturesque landscapes, and vibrant community life, making homes for sale in this sought-after region a prime choice for those seeking a tranquil yet connected suburban experience.

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Exploring Homes for Sale in Bedford School District

The quest for the perfect property often begins with location, and the Bedford School District stands out as a premier destination for those seeking homes for sale in Westchester County. Renowned for its commitment to academic excellence and a nurturing environment, this district attracts families and individuals looking for more than just a house; they seek a community. The available homes for sale here reflect the diverse preferences of discerning buyers, ranging from sprawling estates to cozy family dwellings.

Why Choose Homes in Bedford School District?

Choosing among the many homes for sale in the Bedford School District means investing in a lifestyle. Beyond the highly-rated schools, residents enjoy proximity to vibrant village centers, serene natural preserves, and a strong sense of community. The real estate market for homes for sale in Bedford, NY, within this district is robust, offering unique opportunities for various budgets and desires. Prospective buyers will find properties that boast not only architectural charm but also generous plots of land, providing privacy and space.

Neighborhoods and Lifestyles within Bedford School District

The Bedford School District is a tapestry of distinct hamlets, each offering its own unique flavor when exploring homes for sale. Understanding these areas is key to finding the ideal property.

Bedford Village Homes for Sale

At the heart of the district lies Bedford Village, known for its historic green, colonial architecture, and upscale boutiques. Homes for sale in Bedford Village often feature grand estates, meticulously maintained antique homes, and elegant new constructions, many on multi-acre parcels. Life here is steeped in tradition, with local events centered around the village green.

Katonah Homes for Sale

Further north, Katonah offers a lively village atmosphere with a walkable downtown featuring art galleries, independent shops, and a Metro-North train station. Homes for sale in Katonah vary from charming Victorian and Craftsman houses near the village center to larger, more contemporary homes nestled on wooded lots. It's a popular choice for those valuing convenience and a strong community vibe.

Pound Ridge Homes for Sale

For those seeking more extensive acreage and a tranquil, rural setting, Pound Ridge presents exceptional homes for sale. Known for its rolling hills, horse properties, and close-knit community feel, properties here often include significant land parcels, allowing for ultimate privacy. The town center, featuring the Pound Ridge Market, provides local amenities in a picturesque environment.

Bedford Hills Homes for Sale

Bedford Hills offers a mix of residential options and commercial convenience, with its own train station and diverse housing stock. Homes for sale in Bedford Hills range from comfortable suburban houses to larger properties on more expansive lots, appealing to a broad spectrum of buyers seeking accessibility coupled with a suburban feel.

Other Enclaves and Rural Homes for Sale

Beyond these main villages, the district includes quieter enclaves and numerous rural properties, often featuring renovated farmhouses or modern homes with stunning natural views. These homes for sale appeal to those desiring ultimate seclusion and direct access to nature, perfect for equestrian enthusiasts or those seeking a peaceful retreat.

Types of Homes for Sale in Bedford, NY

The real estate landscape in the Bedford School District is wonderfully diverse, presenting an array of homes for sale to suit every taste and requirement.

Luxury Estates and Equestrian Properties

Bedford is synonymous with luxury, and a significant portion of homes for sale includes magnificent estates, often set on multiple acres. These properties frequently boast private pools, tennis courts, and sophisticated architectural designs. For horse lovers, equestrian homes for sale, complete with barns, paddocks, and direct access to riding trails, are a distinct feature of the market.

Family Homes and Colonials

Prospective buyers will find numerous classic Colonial-style homes for sale, offering timeless appeal and ample space for families. Alongside these, modern farmhouse designs and various contemporary family homes provide updated amenities and open floor plans, all designed to facilitate comfortable suburban living.

Condos and Townhouses

While known for its larger properties, the Bedford School District also offers a selection of condominiums and townhouses for sale. These provide a lower-maintenance lifestyle option, often featuring community amenities and convenient locations, appealing to empty-nesters or those seeking a lock-and-leave residence.

Historic Homes and Renovated Properties

A charming aspect of the Bedford area is its collection of historic homes for sale, some dating back to the 18th century. Many of these have been meticulously preserved or thoughtfully renovated, blending period details with modern comforts. For buyers seeking character with contemporary functionality, these properties offer a unique opportunity.

The Appeal of Living in the Bedford School District

Beyond the impressive homes for sale, the lifestyle afforded by the Bedford School District is a major draw.

Top-Tier Education and Community

The Bedford Central School District is consistently ranked among the best, providing outstanding educational opportunities from elementary through high school. This commitment to education is a cornerstone of the community, fostering an engaged and supportive environment for families. Numerous local events and volunteer opportunities further enhance the strong community fabric.

Natural Beauty and Outdoor Recreation

Residents of the Bedford School District enjoy unparalleled access to natural beauty. Extensive parks and preserves like Ward Pound Ridge Reservation offer miles of hiking and riding trails, while Muscoot Farm provides a glimpse into local agricultural heritage. These natural amenities significantly enhance the appeal of homes for sale in the region for outdoor enthusiasts.

Cultural and Dining Experiences

The area boasts a rich cultural scene, with venues like the Bedford Playhouse offering film and live events. The charming village centers are home to a variety of farm-to-table restaurants, quaint cafes, and unique shops, providing ample opportunities for leisure and entertainment, all contributing to the desirability of homes for sale here.

Finding Your Ideal Home with Tierra Stanback

Navigating the diverse market of homes for sale in the Bedford School District requires local expertise. Tierra Stanback offers unparalleled insight into the nuances of each hamlet, from the historic charm of Bedford Village to the rural serenity of Pound Ridge. Understanding the specific features and market dynamics of homes for sale in this coveted area is crucial for making an informed decision. With a deep commitment to clients, Tierra Stanback is dedicated to guiding buyers through every step of their property search, ensuring they find a home that perfectly aligns with their aspirations and lifestyle within this exceptional New York community.

Newest Homes for Sale in Bedford School District, Bedford, NY

$849,000

3 Beds ⋅ 3 Baths ⋅ 1062362 MLS

A Private Bedford Retreat with Modern Updates and Timeless Character. Set on approximately 1.1 acres in the heart of Bedford, 168 Pound Ridge Road offers a rare combination of privacy, comfort, and effortless country living. Thoughtfully updated and beautifully maintained, this inviting 3-bedroom, 2.5-bath home provides an ideal setting for both relaxed everyday living and entertaining. From the moment you arrive, the property feels distinctly private and welcoming. Mature landscaping surrounds the home, while the expansive grounds provide plenty of space to enjoy the outdoors. A generous deck extends the living space into the backyard, creating a natural setting for summer gatherings, outdoor dining, morning coffee, and quiet evenings at home. Inside, warm hardwood floors, abundant natural light, and thoughtful updates create a comfortable and sophisticated atmosphere. The renovated kitchen features granite countertops, stainless steel appliances, generous cabinetry, and an open connection to the home’s dining and living areas. A formal dining room provides an elegant space for entertaining, while the inviting family room centers around a wood-burning fireplace. The primary suite offers a peaceful private retreat with an updated en-suite bath and generous closet space. Two additional bedrooms provide flexibility for guests, a home office, or additional living space. The home has been extensively cared for and enhanced with meaningful improvements, including Alside Ascend composite siding, a recently repaved driveway, updated roof and gutters, and other improvements throughout the property. An attached two-car garage adds everyday convenience and valuable storage. Beyond the house, the property captures what makes Bedford so desirable: space, privacy, natural beauty, and a relaxed country lifestyle, while remaining conveniently located near Bedford Village, local shops and restaurants, schools, and major commuter routes. With its private setting, extensive updates, inviting interiors, and exceptional outdoor living, 168 Pound Ridge Road presents a wonderful opportunity to make your home in one of Westchester County’s most sought-after communities.

168 Pound Ridge Road, Bedford

$1,595,000

4 Beds ⋅ 3 Baths ⋅ 1046921 MLS

Offered for the first time by its original owners, this immaculate 4-bedroom Bedford Village contemporary sits on 4 picturesque acres along a sought-after country road, just minutes from town. Lovingly maintained throughout, the house has all hardwood floors, a new AC system, new windows, a rebuilt double tiered deck, a new steam washer/dryer, an epoxy finished garage floor and is freshly painted inside and out. The property is totally private and is centered around a free-form heated saltwater pool that blends seamlessly into the landscape. This home is streaming with natural light and the sunroom is simply magical. The kitchen includes a Subzero refrigerator and a high-end Advantium oven. The basement adds extra space (not included in the square footage) for theater, playroom or gym and also has a 1000 bottle, temperature controlled wine cellar.

76 Pine Brook Road, Bedford

$949,000

5 Beds ⋅ 3 Baths ⋅ 1015457 MLS

Meticulously maintained and filled with classic, timeless appeal, this expansive five-bedroom, two-and-a-half-bath hi-ranch/colonial is secluded near the end of a quiet, tree-lined cul-de-sac in Bedford. The bright interior features an eat-in kitchen opening to a private rear deck, adjacent to a formal dining room that flows seamlessly into a spacious living room. The spacious lower level features an additional bedroom and a flexible bonus room that works well as a home office, gym, or recreational space. A large family room anchored by a cozy fireplace completes the interior, offering direct walk-out access to a secluded stone patio for relaxed daily living, outdoor dining, or morning coffee. Car enthusiasts and hobbyists will be captivated by the state-of-the-art, custom-upgraded two-car garage equipped with durable GarageTek wall systems and flawless, high-grade flooring. Enjoy upper-level central air conditioning and the peace of mind of a whole-house generator. Outside, lush manicured landscaping, a private rear deck, and a scenic wooded backdrop create an idyllic retreat to complete this warm and welcoming home.

56 Holmes Lane, Bedford

$1,638,000

4 Beds ⋅ 4 Baths ⋅ 1052839 MLS

Privately set on 1.2 pristine acres in a desirable community, this beautifully renovated 4-bedroom residence with a den, bonus room, and 4 full baths blends refined design with modern comfort. Impeccably updated throughout, the home features a brand-new kitchen, renovated baths, new flooring, new windows and doors, updated electrical, new heating and central air systems, spray foam attic insulation for enhanced energy efficiency, a new water softener system, sprinkler system, outdoor lighting, and a newly constructed stone patio overlooking the peaceful backyard. Offering 3,500 SqFt above grade plus a 1,327 SqFt finished walk-out lower level, the home provides generous proportions, abundant natural light, and flexible living and entertaining spaces. Smart home features, including a Ring security system, add convenience and peace of mind. Ideally located near major highways, shopping, dining, and approximately 1 mile from Metro-North with service to Manhattan.

10 Tall Pines Lane, Bedford

$1,895,000

1050932 MLS

HISTORIC BEDFORD VILLAGE. Wonderful multi-tenant commercial building in the heart of Bedford Village Historic District, steps from the Village Green. The space offers three first-floor retail spaces with separate entrances and three office spaces on the second floor. Located on a landscaped lot with lawn and bluestone-walk frontage. 14 parking spaces. Incredible opportunity and first time offered in over forty years! TIMELESS ELEGANCE • ENDLESS POSSIBILITIES Live/Work & Investment Potential - Own a truly distinctive piece of history. This beautiful 5328-square-foot (INCLUDES 744 FINISHED 3RD FLOOR STORAGE) property is set on over half an acre of beautifully landscaped grounds, blending timeless architectural charm with remarkable versatility. This property offers an exceptional setting for retail, professional and office space. A rare opportunity to acquire a property with history, elegance, functionality, and investment potential—all in one remarkable setting. Historic charm. Beautiful grounds. Flexible possibilities less than 5 minutes from Bedford Hills train station and seconds from 684!

11-15 Court Road, Bedford

$1,675,000

4 Beds ⋅ 3 Baths ⋅ 1046215 MLS

Welcome to 10 Hickory Lane, a charming 4-bedroom, 3-bath offering a perfect blend of warmth, character, and functional design. Set back from the road behind a private driveway, this inviting residence features thoughtfully maintained outdoor spaces surrounded by lush plantings, multiple entertaining areas, and sunset views. Inside, bright and airy living space awaits. Cathedral ceilings and wooden beams define the living room, anchored by a cozy stone fireplace and framed by wide windows that fill the home with natural light. Beautiful French doors transition seamlessly to a screened-in porch, ideal for indoor-outdoor living. The heart of the home is a spacious, light-filled kitchen, complemented by a dedicated office space bathed in sunlight, and separate wing featuring a large main floor bedroom and full bath.. The primary, and 2 additional bedrooms boast vaulted ceilings, enhancing the sense of open space throughout. Shutters provide custom privacy, while abundant storage options—both inside and outdoors—ensure maximum functionality. Ideally located just five minutes from the heart of Bedford Village, this location offers exceptional convenience for commute and travel throughout Northern Westchester and nearby Fairfield County, including quick access toward Greenwich, Stamford, and New Canaan.

10 Hickory Lane, Bedford

$1,700,000

4 Beds ⋅ 4 Baths ⋅ 1031198 MLS

Custom built in 1987 as a country weekend retreat, this distinctive contemporary has been lovingly maintained by the same family for more than 30 years. Its architecture, generous entertaining spaces and exceptional outdoor amenities reflect the thoughtful craftsmanship of its era, while offering the next owner an opportunity to refresh and reimagine the interiors for today. The outdoor chef’s kitchen, bar, heated Gunite pool and expansive patios are thoughtfully positioned among natural rock outcroppings and lush landscaping on 3 acres. An abundance of privacy, flat usable land and multiple gathering areas create a relaxed country lifestyle designed for gatherings, and enjoying the outdoors. The first-floor layout lends itself to easy living and entertaining. The kitchen with bar seating creates the heart of the home, flowing naturally into the family room with fireplace and solid honey toned built-ins. French doors lead directly to the pool, extending the kitchen and living spaces outdoors. The large solarium, with three sides of glass, provides a wonderful setting for dining while taking in views of the surrounding landscape and pool. The formal dining room, with oversized windows, flows to the formal living room, two steps down and designed as a versatile multi-function space. A substantial fireplace is flanked by French doors opening to the side patio, while oversized windows and a dramatic beamed ceiling enhance the room’s architectural character. The first-floor ensuite primary bedroom is one step down and features two separate doors providing access to the large private rear stone patio, and to the side lawn and pool. Two additional steps down lead to a private office with custom cabinetry. The second floor includes an ensuite bedroom and two additional bedrooms share a full hall bath. The lower level offers multiple storage rooms, a 536 finished SF is currently used as a workout area, and a substantial wine storage room. The heated two-car garage is finished with a custom wall and flooring system. A distinctive property with exceptional outdoor amenities, thoughtful original craftsmanship and tremendous potential. Ideally positioned near the Bedford/Pound Ridge border, the property offers the convenience of Bedford with the relaxed country character of Pound Ridge.

55 Old Logging Road, Bedford

$2,925,000

4 Beds ⋅ 5 Baths ⋅ 1035942 MLS

Welcome home to this wonderful Transitional Design home. This style merges classic, traditional comfort with clean, contemporary lines. This house has 4 bedrooms with 3 full bathrooms and 2 half baths at the end of a cul-de-sac. This brand-new home sits on 3-acres with privacy. Every part of this house has been thoughtfully crafted with designer finishes and attention to detail. As you enter the home there is a large covered front porch. There are 9 feet ceilings throughout the whole house. The oversized kitchen/family room is great for entertaining that has a stone fireplace and 2 entrances to the oversized deck. A large mudroom off the 2-car attached garage adds everyday functionality. A dedicated home office provides the perfect work-from-home setup. Built for comfort and efficiency, the home features spray foam insulation, Hardie board siding, central air, energy efficient systems and an on-demand propane gas water heater. The luxurious primary suite has a walk-in closet that have built-ins and it overlooks the woods. There is also 3 additional bedrooms with 2 full bathrooms. The finished walk-out lower level has 9 ft ceilings with a half bathroom completes the home, offering the perfect balance of privacy, luxury and convenience. The lower level is fully above grade with an abundance of natural light.

86 Old Logging Road, Bedford

$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

$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

$2,195,000

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

$499,000

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

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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.