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382 Pine Brook Road, Bedford
$2,350,000
6 Beds ⋅ 7 Baths ⋅ 1054078 MLS
Set on 3+ acres in Bedford, this spacious colonial offers over 8,000 square feet of living space with 6 bedrooms, generously scaled rooms, high ceilings, oversized windows, hardwood floors, and a flexible floor plan. The home presents an opportunity for the next owner to update and personalize its living spaces to their own vision. Expansive grounds offer privacy, plenty of outdoor space, and room for a pool, subject to applicable approvals. Located in the Bedford Central School District, this home combines impressive scale, acreage, and potential in a desirable setting. Bring your vision to make it your own. ***AGENTS – MUST see confidential remarks and all MLS listing attachments for additional instructions***

382 Pine Brook Road, Bedford

465 Old Post Road, Bedford
$995,000
4 Beds ⋅ 4 Baths ⋅ 1049125 MLS
Introducing Old Post Retreat, a classic brick residence just moments from the heart of historic Bedford Village, where timeless charm meets effortless living. An expansive, high-ceilinged living room creates an impressive gathering space, complemented by a sun-filled eat-in kitchen and formal dining room. The main-level primary suite offers a private retreat with a sitting area, wood-burning fireplace, and en-suite bath, while upstairs features three additional bedrooms and a versatile bonus room. The aptly nicknamed “Slate Room,” complete with its own bathroom, provides an inviting space for guests and effortless poolside entertaining. Beyond, the private backyard unfolds around an in-ground pool and expansive patio, offering a beautiful setting for gatherings, relaxation, and outdoor living. With Bedford Village’s charming boutiques, celebrated restaurants, and beloved Bedford Playhouse just moments away, Old Post Retreat offers a wonderful opportunity to embrace the quintessential Bedford lifestyle.

465 Old Post Road, Bedford

6 Round House Court, Bedford
$3,295,000
5 Beds ⋅ 6 Baths ⋅ 1047494 MLS
Exquisite offering in the Byram Hills School District — Private, Sophisticated, and Unmatched. Set at the end of a quiet cul-de-sac, this exceptional 5-bedroom, 5.5-bathroom home offers over 6,000 square feet of luxurious living, thoughtfully designed to balance grand entertaining spaces with intimate comfort. Every detail — from the gleaming hardwood floors to the beautifully appointed chef’s kitchen with expansive island, custom banquette, double sinks, and top-tier Wolf range — speaks to refined taste and effortless living. The main level features a formal living room, formal dining room, a family room with wood-burning fireplace and access to the back patio, a private home office, and a mudroom with direct entry to the 3-car garage. Upstairs, the expansive primary suite is a true retreat, complete with a spa-inspired bath and dual walk-in closets. Two additional en-suite bedrooms, two more bedrooms sharing a hall bath, a spacious bonus room, and a cozy sitting nook near the back staircase provide flexibility for family and guests alike. The fully finished lower level elevates the living experience, with a dedicated gym, bonus space, wine cellar, and an additional full bathroom — offering something for everyone, whether relaxation or recreation. Step outside to a flat, fenced-in backyard, stylish patio with a full outdoor kitchen and a stunning 20x40 heated gunite pool with built-in spa and lounge area. Perfectly located just 15 minutes to Greenwich, 10 minutes to Armonk, and 10 minutes to Bedford, this home offers a rare blend of privacy, convenience, and prestige.

6 Round House Court, Bedford

149 Brook Farm Road E, Bedford
$1,249,000
4 Beds ⋅ 3 Baths ⋅ 1041403 MLS
Set on 2.07 private acres bordering a peaceful land preserve, this spacious 4-bedroom, 2.5-bath home offers a wonderful blend of comfort, privacy, and indoor-outdoor living in a fabulous neighborhood. Generously sized rooms, fabulous flow, and hardwood floors create a warm and inviting interior. The updated kitchen features quartz countertops, wood cabinetry, and stainless steel appliances and opens to the family room with a wood-burning fireplace, creating a comfortable gathering space. A spacious living room with walls of windows provides access to an expansive deck overlooking the heated Gunite pool—perfect for entertaining, dining al fresco, or simply enjoying the private surroundings. A mini-split A/C system comfortably cools the entire first floor. Numerous improvements include a roof approximately 7 years old, replacement windows throughout, an updated kitchen, a portable generator, and an electric car charger. This special property offers exceptional space and privacy, all within minutes of shops, schools, and parks.

149 Brook Farm Road E, Bedford

183 Hickory Kingdom Road, Bedford
$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

136 Pound Ridge Road, Bedford
$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

66 Pound Ridge Road, Bedford
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 1011862 MLS
The John Kinkel House | Circa 1872 Available publicly for the first time in more than 51 years, The John Kinkel House is a rare opportunity to steward one of Bedford Village’s most historically significant and architecturally distinctive residences. Built circa 1872 and prominently situated within the Bedford Village Historic District, the home is a handsome example of Victorian Second Empire architecture, distinguished by its mansard roof, arched dormers, decorative brackets, molded cornices, and elegant proportions. Set beneath a canopy of mature specimen trees, the residence retains a remarkable collection of original details, including wide-plank floors, period millwork, graceful bay windows, and beautifully scaled rooms illuminated by natural light throughout the day. Generations of thoughtful stewardship have preserved the home’s authenticity, warmth, and enduring sense of place, creating an atmosphere that feels both timeless and deeply connected to Bedford’s past. The property’s provenance is equally compelling. John Adams Kinkel, known locally as “Mr. Bedford,” served the town for nearly seven decades as constable, highway superintendent, park commissioner, and the first chief of the Bedford Fire Department. Later, the home was occupied by acclaimed novelist Sloan Wilson, author of The Man in the Grey Flannel Suit. Beyond the main residence stands an extraordinary detached artist’s studio—an increasingly rare amenity and a defining feature of the property. Bathed in natural light and framed by soaring ceilings, exposed timber structure, and a dramatic lofted workspace, the studio offers an inspiring environment for artists, designers, architects, writers, and creative pursuits of every kind. Moments from the Bedford Village Green yet feeling worlds apart, The John Kinkel House is more than a residence—it is a piece of Bedford’s architectural and cultural legacy. A property of exceptional character, provenance, and rarity, offered publicly for the first time in over half a century.

66 Pound Ridge Road, Bedford

45 Jackson Road, Bedford
$2,375,000
4 Beds ⋅ 6 Baths ⋅ 991078 MLS
Welcome to your private oasis! This four bedroom (lives like a 5) and five and a half bathroom home with pool, patio, and Har-tru tennis court is like having a country club in your own backyard. Renovated and expanded less than ten years ago, this beautiful Bedford property (Byram Hills schools) will allow for time with friends and family or reading a good book on a sunny summer day. When you enter through the front door, you will immediately notice the elegance and warmth of the home. View the manicured grounds from the expansive kitchen/dining area with stairs to the outside. The primary suite with spa-like bathroom is conveniently situated on the first floor. Another bedroom/office is located on the main floor as well as two more bedrooms (all ensuite!) upstairs. A beautiful dining room and living room with built-in cabinetry, as well as a large laundry room and mudroom, round out the first floor. The fully finished lower level (with gym and another full bathroom) also accesses the pool and tennis court. Come see this special property and make everyday feel like a vacation.

45 Jackson Road, Bedford

1 Hemlock Hill Lane, Bedford
$5,350,000
5 Beds ⋅ 8 Baths ⋅ 823025 MLS
An exceptional opportunity to own a newly built, ultra-luxury estate perfectly sited on over ten pristine, private acres—just three minutes from Bedford Village. The house is under construction and is scheduled for completion summer 2026. This chic, sun-drenched Modern Traditional features five 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 triple 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 bar, and lower-level golf simulator. All this is just minutes from Bedford Village—a historic town turned hotspot under an hour from Manhattan.

1 Hemlock Hill Lane, Bedford

325-361 Old Post Road, Bedford
$15,900,000
H6322024 MLS
This is one of the last large tracts of land in the Northern Westchester area. 112 unique acres on Old Post Road in the Town of Bedford. Seven ponds and miles of drivable trails. Multiple access points from four streets Old Post Road, Vinton Avenue, Crusher Road and Greenwich Road. Long ago, quarries were dug and resulted in the limestone lined ponds. The terrain varies with level building areas and some high elevation spots with fantastic views. A combination of 1 and 2 acre zoning across the parcel. Includes the quarter acre lot at 1 Vinton Ave. In addition to the drivable trails there are many more UTV accessible trails around all the ponds and lakes. Potential uses include homes, schools, equestrian, place of worship, philanthropy, or club, to name a few. It's easy to imagine this land as the site of an unrivaled country estate. Less than 2 miles to I-684 and less than 1/2 mile to shopping and restaurants. Only 9 minutes to the Bedford Hill Metro North station for NYC trips. Be sure to click on the virtual tour to view this incredible parcel.

325-361 Old Post Road, Bedford

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.

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