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665 Guard Hill Road, Bedford
$5,250,000
5 Beds ⋅ 6 Baths ⋅ 993504 MLS
OVER 20 GUARD HILL ACRES. Remarkable Country Colonial with old-world grace and symmetry. Substantial millwork, herringbone brick fireplaces, Venetian plaster and timeless white marble finishes. Nearly 6400 square feet of exceptionally appointed living space. Center Entrance Hall. Elegant Living Room with Fireplace and built-ins. Library with Fireplace. Formal Dining Room. Butler’s Pantry. Marble Kitchen open to Family Room with Fireplace. Spacious Primary Suite with Fireplace. Four additional Bedrooms. Spacious Bonus Room. Rear terrace for outdoor entertaining. Located in one of Bedford’s finest estate areas convenient to the village. Sparkling Swimming Pool. Tennis Court. A rare opportunity!

665 Guard Hill Road, Bedford
100 Seminary Road, Bedford
$2,959,000
4 Beds ⋅ 3 Baths ⋅ 953753 MLS
A rare Bedford Village gem, never before on the market. This enchanting property exemplifies country living at its finest — set on gorgeous, level land and featuring a four-bedroom main house, a full guest house, and a barn garage/studio with bath. Moments from town, the home sits within a picturesque, fully landscaped setting complete with stone walls, specimen trees, and perennial gardens. Inside, four fireplaces, stunning original wide-plank floors, and custom built-ins lend timeless charm throughout. The chef’s kitchen is equipped with a SubZero refrigerator, five-burner Wolf gas cooktop, and double dishwashers, opening seamlessly to an expansive family room with built-ins and a wood-burning fireplace. The main level also offers a generous dining room, a living room with fireplace, and a first-floor guest suite. Just two minutes to town — and under an hour to New York City. ?

100 Seminary Road, Bedford
19 Millertown Road, Bedford
$3,850,000
3 Beds ⋅ 5 Baths ⋅ 979823 MLS
Set on 4.5 acres in the heart of Bedford, this beautifully designed 6,000 square-foot residence offers sweeping lake views and a heated infinity pool and infinity hot tub, surrounded by peaceful natural scenery. Blending classic Colonial character with modern updates, the home features generous proportions, high ceilings, and sun-filled interiors with a seamless indoor-outdoor flow with an in-ground sprinkler system. The main level includes a spacious living room with a fireplace overlooking the water, a formal dining room with its own fireplace, and a well-appointed kitchen with a seating area—each opening to an expansive terrace ideal for gathering or relaxing. Accommodations include a spacious primary suite with a full bath, an additional en-suite bedroom, a den or office, and a family room with an adjacent bedroom and bath, lives like a 5 bedroom. A flexible bonus room above the garage provides additional space to suit a variety of needs.

19 Millertown Road, Bedford
73 Cedar Hill Road, Bedford
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 971223 MLS
Set on 2 acres of serene landscape, this unique 4-bedroom, 3-bath colonial features primary suites on both the first and second floors, making it a rare find. Upon entering, you'll be greeted by a foyer leading to formal dining and living areas that flow into a bright eat-in kitchen equipped with premium appliances and ample storage. Adjacent to the kitchen is a mudroom and spacious laundry area. The casual living space is enhanced by skylights illuminating the generous family room, complete with a masonry fireplace, built-in bookcases, and sliders for access to a screened-in porch or patio. The first-floor primary suite offers expansive windows for enjoying the natural landscape, a dressing room, and a luxurious ensuite bath with radiant heated floors. The second floor includes another primary suite, two additional bedrooms, a hall bath, and an office. This home boasts updated mechanicals, including a full-house generator with a 500-gallon underground propane tank, a new water filter and pressure tank (installed Jan 2026), a Kinetico water softener (installed Nov 2022), and a Roth 275-gallon double-walled oil storage tank (installed April 2023). Exceptionally maintained, it’s ready for you to move in or personalize it and make it your own. Located in the award-winning Byram Hills School District and close to Bedford Village, Armonk, and Greenwich, CT, this property is a must-see!

73 Cedar Hill Road, Bedford
7 Kingdom Ridge Road, Bedford
$3,750,000
5 Beds ⋅ 6 Baths ⋅ 989766 MLS
7 Kingdom Ridge is an architectural marvel epitomizing modern luxury and showcasing bold, avant-garde design with an open concept that seamlessly merges style and functionality. The approach alone sets the tone. Set behind gates and approached by a long, axial drive, the residence unfolds to a grand courtyard anchored by a central fountain. A stately arrival framed by symmetry and scale, the home makes an immediate impression. Inside, a breathtaking double-height atrium crowned by a barrel-vaulted glass ceiling floods the interiors with natural light. A dramatic twin staircase frames the entry, with oversized gallery walls, leading to expansive living spaces designed for both large-scale entertaining and refined everyday living. The great room, with soaring ceilings and walls of glass, opens directly to the resort-style pool terrace, creating effortless indoor-outdoor flow. The chef’s kitchen is both sleek and functional, featuring custom cabinetry, professional-grade appliances, and an oversized island that seats six . Adjacent dining and lounge spaces offer a sophisticated yet inviting atmosphere, enhanced by rich finishes and curated design elements throughout. Upstairs, the primary suite offers a private retreat of exceptional scale and design. Its spa-like bath centers around a sculptural soaking tub with ceiling-mounted water features and set against an exquisite floral Sicis Italian mosaic backdrop. A spacious dressing room with a center island completes the suite. Three additional bedrooms and two full baths are thoughtfully positioned to provide comfort and privacy. The cabana room and movie theater addition enhances the property’s lifestyle offerings. From the theater, a spiral staircase leads to a dedicated gallery space, complete with its own climate control, ideal for displaying art or collectibles. The outdoor setting is equally impressive, designed as a true extension of the home. A heated vanishing edge pool with integrated spa and waterslide serves as the focal point, surrounded by expansive terraces, a covered dining area, and an outdoor kitchen equipped for effortless entertaining. Other outdoor highlights include a sports court and firepit . The manicured grounds and sculpted pond are framed by mature trees, creating a sense of privacy and tranquility throughout. An exceptional blend of architectural precision, modern luxury, and resort-style amenities, this residence delivers a rare opportunity for elevated living in a truly distinctive setting. All within close proximity to Byram Hills schools, dining, shopping, and convenient access to major commuter routes.

7 Kingdom Ridge Road, Bedford
52 Jefferson Lane, Bedford
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 974409 MLS
In The Farms. Walk to the Memorial Park and pool! Located at end-of-cul-de-sac in the heart of Bedford Village. Established Bedford neighborhood in the village with easy access to shops, theater, restaurants and schools. Immaculate Split-level Colonial with hardwood floors and sun-filled rooms. Beautiful Living Room with fireplace opening to bright Dining Room. Country Kitchen with stainless appliances. Skylit Family Room with doors out to level lawn. Three Bedrooms plus private Office. Large Recreation Room with door to Screened Porch. Large, flat expanse of lawn perfect for backyard games. Central air and whole house generator. A wonderful opportunity and will not last!

52 Jefferson Lane, Bedford
2 Brookwood Road, Bedford
$1,020,000
4 Beds ⋅ 4 Baths ⋅ 984826 MLS
**Endless Potential in Byram Hills School District** Set on two beautiful acres in Bedford, 2 Brookwood Road offers an incredible opportunity to secure a premium property in the highly sought-after Byram Hills School District. **This home is being sold AS IS.** The existing 1960s-era home features over 3,300 square feet of living space and is waiting for your personal touch. It offers incredible versatility: invest in cosmetic updates to move right in and build instant equity, or plan a more extensive renovation to create your customized forever home. The existing floor plan also offers flexibility with two primary suites—one on the upper level and another on the lower level. The lower level provides ample space for recreation, a home office, and various family living arrangements. For buyers or builders with a bigger vision, the expansion potential here is great. The R2A zoning allows for a maximum building footprint of 6,970 square feet. This is a rare chance to get into a top-tier neighborhood and create exactly what you want. Come and explore the possibilities! **Several images are digitally altered with AI for illustrative purposes to show potential finishes and do not represent the current state of the property.**. PLEASE NOTE: Audio Recording Equipment on Premise

2 Brookwood Road, Bedford
11 Hopp Ground Lane, Bedford
$1,169,000
5 Beds ⋅ 3 Baths ⋅ 959209 MLS
Stop the search!!! Nature meets luxury!!! Sun- filled home offering the perfect blend of elegance and comfort, set on a serene and private property and located within the award-winning Bedford Central School District. Features include beautiful oak floors, wall to wall windows, High-end stainless-steel appliance, and elegant Quartz countertops. The mail level offers a convenient washer and dryer, and large bedroom perfect for extended family or an office space. The two fireplaces add warmth and charm. Recent updates include a new HVAC system, newly updated bathrooms, A new Trex deck off the master suite overlooking the private yard. A two-car garage completes this exceptional offering. A rare opportunity to enjoy privacy, modern upgrades, and an unbeatable location just 5 minutes to town.

11 Hopp Ground Lane, Bedford
13 Hissarlik Way, Bedford
$1,980,000
5 Beds ⋅ 4 Baths ⋅ 956058 MLS
Welcome to this expansive 3,900+ square foot home offering an open floor plan tailored for today’s lifestyle. Bathed in natural light and showcasing seamless flow throughout, this stunning residence strikes the perfect balance between generous space and everyday comfort. Featuring 5 well-proportioned bedrooms and 3.1 baths, the home has been meticulously cared for and is truly move-in ready. The thoughtfully designed layout provides ideal spaces for daily living, and flexible work-from-home options. Step outside to a large, flat, fenced, private yard surrounded by nature. Located within the highly sought-after Byram Hills School District, this home also offers a full unfinished basement with endless potential to customize and expand your living space.

13 Hissarlik Way, Bedford
22 Long Meadow Road, Bedford
$3,000,000
4 Beds ⋅ 4 Baths ⋅ 949916 MLS
So classically Bedford. White clapboard colonial on nearly five gated acres of spectacular, private, totally level land with screened porch and beautiful heated pool and spa. The house is full of charm and has three fireplaces, a great office as well as a beamed bonus/media room. There is plenty of storage in the full, unfinished basement. Long Meadow is a picturesque, quiet cul de sac with a perfect location just two minutes to the Village, five minutes to the train and is directly across from Bedford Golf & Tennis. The house was renovated in 2019 and is totally move in ready. Whole house generator.

22 Long Meadow Road, Bedford
4 Cedar Hill Road, Bedford
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 894100 MLS
Spacious, private, and filled with possibility, this split-level contemporary with four bedrooms and four baths offers nearly 5,000 square feet of living space. Built in 1969 and thoughtfully expanded in 2011, it blends generous proportions with a versatile layout. Tucked away on almost four wooded acres, it offers exceptional privacy with all the room you need to live, work, and entertain. The main level is defined by soaring vaulted ceilings, walls of glass, and a striking two-sided fireplace linking the living and dining rooms. The generously sized kitchen flows into both the dining room and screened-in patio, creating a natural connection for everyday living and entertaining. A few steps down, the lower level centers on a welcoming family room with its own fireplace and a well-appointed wet bar. The adjoining spaces on this level offer endless flexibility for a home gym, media room, an additional den or office—all tailored to your lifestyle. The upper level flows beautifully, beginning with a spacious primary suite featuring a jetted tub, oversized tiled shower, and dual walk-in closets. A private guest suite with its own bath and sliders, two additional bedrooms, a hall bath, and a dedicated laundry room complete the accommodations. An expansive open area on this level provides flexible, fun square footage, ideally suited for a game room or creative retreat, along with another open space perfectly suited for a home office. Step outside, and the property truly unfolds—four serene acres of natural beauty invite the creation of the compound you envision. Imagine a pool, a sport court, or simply curated gardens and outdoor living spaces, all framed by complete privacy. Well-proportioned and solidly built, the home is ready for thoughtful updates, allowing you to refine select finishes and details to your own taste. Its rare combination of seclusion and convenience—just minutes from the charm of Bedford Village and the sophistication of Greenwich—makes this an exceptional opportunity to invest in a property with both presence and promise. Welcome home.

4 Cedar Hill Road, Bedford
77 Pound Ridge Road, Bedford
$4,250,000
5 Beds ⋅ 6 Baths ⋅ 924390 MLS
CIRCA 1840’S CARRIAGE HOUSE - Incredible transformation of one of Bedford’s iconic village houses. Spectacular Carriage House with a timeless interior. Perfectly proportioned rooms with reclaimed Vermont barn beams, great ceiling height and period details. Baths finished in marble and most with Perrin & Rowe fittings. Magnificent Living Room with vaulted ceiling and fireplace. Sun-filled Dining Area open to Chef’s Kitchen with marble counters, large working island and top-of-the-line appliances. Choice of Two Offices for working remotely. Family Room with fireplace, built-ins and custom-made reclaimed wood barn door. Private Primary Suite with Dressing Room and opulent Bath. Four additional Bedrooms. Lower Level Recreation Room/Home Gym. Wine Cellar. Whole house Generator. Covered Porch and Grape Arbor overlooking the grounds. Four breathtaking acres of gorgeous, level meadow with spectacular gardens and ancient trees. New Swimming Pool with automatic cover. Charming Teahouse and Pergola at pool’s edge. In historic Bedford Village within walking distance to school, shops and theater. A remarkable offering and just listed!

77 Pound Ridge Road, Bedford
440 Long Ridge Road, Bedford
$4,500,000
4 Beds ⋅ 5 Baths ⋅ 932380 MLS
A storybook country retreat on 12 spectacular acres with two shimmering spring fed ponds, this 1930's waterfront estate blends historic charm with modern luxury. Every room offers sweeping water views, from the open chef's kitchen to the sunlit living areas. The main residence showcases timeless craftsmanship, wide plank white oak floors, hand-hewn beams and custom millwork throughout, paired with thoughtful contemporary updates. Four spacious bedroom suites include a primary retreat with vaulted ceilings and a spa quality Waterworks bath. A 2 bedroom guest cottage (1700 sf) and a 1600 sf pool house with kitchenette, bath, sleeping loft, changing rooms, and a screened porch provide generous space for entertaining. Enjoy resort style amenities with an oversized heated gunite pool, tennis court and two sparkling ponds ideal for swimming, fishing or simply relaxing by the water. Expansive meadows and natural landscaping enhance the property's sense of privacy and tranquility. A rare combination of history, character and modern comfort..this estate is less than an hour from New York City, offering the ultimate country retreat, perfect for gatherings, quiet reflection and unforgettable memories!!!

440 Long Ridge Road, Bedford
29 Captain Theale Road, Bedford
$2,300,000
6 Beds ⋅ 8 Baths ⋅ 950205 MLS
Sleek California Contemporary on 4+ acres at the end of a beautiful street with pool and privacy yet in the heart of it all. This 6 plus bedroom masterpiece was custom built with open floor plan, soaring ceilings, and walls of glass to capture the breathtaking property and views. Top materials and finishes throughout, loads of amenities and meticulously built and maintained by current owners. Ample indoor/outdoor entertaining space/home office options plus comfortable guest quarters. Outdoor oasis of rolling laws, beautiful pool and spa, enormous deck/patio space directly accessible from kitchen and lower level. Incredible lower level that serves as pool house/multi purpose recreation room/guest quarters/home office, gym and more. The perfect blend of modern, "feel good" space, incredible exposure, natural light and beauty plus exceptional balance of privacy, convenience and inherent value.

29 Captain Theale Road, Bedford
21 Hopp Ground Lane, Bedford
$1,374,000
4 Beds ⋅ 3 Baths ⋅ 931366 MLS
Discover a hidden gem moments from the Bedford Village Green's eateries, shops + movie theater, and the serene Mianus River Gorge Preserve. Wonderful as a full-time home or a tranquil country retreat.. This charming home features an in-law apartment with its own separate entrance, kitchen and full bath. The interior offers single-level living: hardwood floors, cozy living room with fireplace, a spacious country kitchen that flows into the great room; primary bed/bath suite and two additional bedrooms and another bathroom. Step outside to an expansive deck, ideal for enjoying nature and hosting gatherings. A fabulous two-level barn structure (to be finished by Buyer after purchase) is well-sited on beautiful level land. Room to add a pool. The finished lower level is separate and adjacent to the in-law apartment. First time on the market in over 50 years. All lovingly maintained. Enjoy living in this peaceful neighborhood, conveniently located near trains, highways, shops, restaurants, hiking and schools. Currently a four-bedroom septic with approval for a six-bedroom septic. Square footage is 1,880 square feet on main level and additional 1,220 plus square feet in lower level.

21 Hopp Ground Lane, Bedford
28 Heron Lake Road, Bedford
$3,650,000
3 Beds ⋅ 4 Baths ⋅ H6305259 MLS
Located between historic Bedford Village and Pound Ridge, New York is 6.1 acres waterfront property on the private 46 acre Blue Heron Lake. This stunning and exclusive property is surrounded on three sides by water and overlooks the 36 acre Morgantheau Preserve. The sun filled 1982 contemporized colonial has 3 family bedrooms and 3.1 bathrooms. Highlights include a first floor Primary suite with bathroom, large walk-in-closet, dressing area and nursery. Walls of windows overlook panoramic views of Blue Heron Lake. Added amenities include a 2 bedroom cottage and a clay tennis court. A private dock provides endless opportunities to swim, canoe, kayak and fish from the privacy of your property! Blue Heron Lake is home to over 120 species of birds, a bird watcher's paradise. Mature specimen trees gives life to a picturesque landscape. 28 Heron Lake Dr offers the ultimate lakefront lifestyle, within 60 minutes of NYC. Minutes to shopping and train. Additional Information: Amenities:Storage,Tennis,ParkingFeatures:2 Car Attached,

28 Heron Lake 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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