Bedford Homes with Original Details Interior features

Welcome to Bedford, NY – a charming community nestled in the picturesque Westchester County. Known for its serene landscapes and rich history, Bedford offers residents a unique blend of rural charm and suburban convenience. The esteemed Bedford Central School District serves as a cornerstone of this vibrant community, providing top-notch education from elementary through high school. With a commitment to academic excellence, innovative programs, and a strong sense of community, the district consistently ranks among the best in the state, making it an attractive option for families seeking quality education.

As you explore the enchanting homes in Bedford, you'll discover a treasure trove of residences that boast original details, each with its own unique character and story. These homes often feature exquisite architectural elements such as intricate moldings, hardwood floors, and grand fireplaces, seamlessly blending classic charm with modern living. Imagine curling up by a roaring fire in a spacious living room adorned with vintage craftsmanship, or entertaining friends in a dining area that echoes the elegance of a bygone era.

Whether you're drawn to the historic allure of a colonial-style home or the rustic charm of a farmhouse, Bedford's real estate market offers a variety of options that cater to diverse tastes. Embrace the opportunity to own a piece of history while enjoying the comforts of contemporary life. With its exceptional schools, beautiful surroundings, and homes that celebrate original details, Bedford is more than just a place to live – it’s a community where memories are made and cherished. Come experience the magic of Bedford, where your dream home awaits!

Newest Bedford Homes with Original Details Interior features

$1,095,000

3 Beds ⋅ 2 Baths ⋅ 1027886 MLS

Few houses in Bedford carry a name as well as their years. The Thomas Hanford Raymond House, has stood on Succabone Road since the earliest days of its township.This turn-of-the-century farmhouse lovingly preserved and restored with unwavering respect for its antique heritage.The front porch features gingerbread fretwork, turned posts, and shallow arches, alongside a center brick chimney and original six-over-six windows. Original clapboard siding, hand-hewn beams, and a red cedar roof (~10 years old) keep the home’s character intact.Inside: 3 bedrooms, 1.1 baths, white pine wide-plank floors throughout, cylinder glass windows, a period hearth, and wrought-iron lift-latch hardware. The kitchen has custom cabinets and maple butcher block counters. Built in 2007, a detached garage/barn was added and serves as a full workshop.The grounds include mature plantings, blooming perennials, a fenced garden, and stone landscape details. This is a house for someone who wants history you can actually live in. Minutes to Bedford Village, riding trails, preserves, and Metro-North —

412 Succabone Road, Bedford Corners

$2,750,000

5 Beds ⋅ 8 Baths ⋅ 1005206 MLS

Set on nearly seven acres in the prime estate area of the bucolic Bedford countryside, this gated country compound offers privacy, charm, and endless possibilities. The setting is absolutely picturesque with rolling lawns lined with stone walls. The main residence was extensively updated in 2020 with a new chef’s kitchen, all new bathrooms, a new roof, and a new HVAC system. The estate extends well beyond the main residence and includes a heated pool, two guest cottages, a four-car garage with a caretaker’s apartment above, an apple orchard, an old greenhouse, and an original storage barn. The property offers opportunities for extended family, guests, staff, or rental options. The square footage noted includes the guest cottages (main residence 5600 sf). This home enjoys complete privacy amid magnificent neighboring estates, yet is under 50 minutes to NYC and less than 10 minutes to train, town, and major highways.

9 Oregon Road, Bedford Corners

$2,409,990

4 Beds ⋅ 6 Baths ⋅ 1019164 MLS

Antique lovers... A near impossible to find rare gem set on a small quiet back road of only a handful of homes - step into the timeless 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, gunite pool 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. Seller Financing Available. Property is available fully furnished (with the exception of a few family heirlooms/antiques) including most furniture, wall art, lighting and televisions.

35 Old Snake Hill Road, Pound Ridge

$155,000

1 Beds ⋅ 1 Baths ⋅ 1010947 MLS

Welcome to Bedford Plaza, where convenience and value come together in the heart of Mount Kisco. This 1-bedroom, 1-bath co-op offers a spacious layout with a generously sized living area, wall air conditioning, and plenty of closet space. Move right in or bring your vision and make it your own. Residents enjoy a variety of amenities, including a swimming pool, BBQ and picnic area, playground, on-site laundry facilities, and beautifully maintained green space. One assigned parking space is included, with additional outdoor and garage parking available through the building, subject to availability and waitlists. Optional gym membership and bike storage are also available. Ideally located just minutes from the Metro-North train station and within walking distance to downtown Mount Kisco's shops, restaurants, cafés, library, movie theater, and everyday conveniences, this home offers an exceptional opportunity to enjoy a vibrant lifestyle in one of Northern Westchester's most desirable communities. An excellent value for first-time buyers, downsizers, or anyone looking to enjoy all that Mount Kisco has to offer.

50 Barker Street Unit #332, Mount Kisco

$2,995,000

6 Beds ⋅ 7 Baths ⋅ 1005901 MLS

Built at the turn of the century, when craftsmanship and architectural integrity were paramount, this majestic Shingle Style Colonial Revival embodies timeless elegance and enduring comfort. Constructed circa 1900, the home was thoughtfully designed for both gracious entertaining and everyday living, with soaring ceilings, multiple fireplaces, and beautifully proportioned rooms throughout. A welcoming front porch sets the tone, while the expansive country kitchen serves as the heart of the home — warm, inviting, and perfectly suited for gatherings large and small. With abundant bedrooms and living spaces, the residence offers exceptional flexibility for family and guests alike. Set amidst 22 acres of serene privacy, the property enjoys the rare balance of peaceful seclusion with convenient access to schools, shops/restaurants and transportation.

254 McLain Street, Bedford Corners

$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

$6,400,000

6 Beds ⋅ 5 Baths ⋅ 992131 MLS

WOLSEY FARM. One of Bedford’s most iconic estate properties—first time offered in nearly 100 years. Remarkable Colonial Estate dating to 1810. Grand main rooms with incredibly preserved period detailing. Stunning interior with graciously proportioned rooms, high ceilings, period millwork, intricate moldings and spectacular quarter-sawn oak floors with black walnut inlays. Impressive Portico supported by massive Corinthian columns. Center Entrance Hall. Living Room with fireplace and doors to covered porch for alfresco entertaining. Formal Dining Room for entertaining. Country Kitchen with breakfast area. Family Room with doors to terrace. Library and Office for working remotely. Six Bedrooms including Primary Suites. Spectacular terrace and covered porch for alfresco entertaining. Heated Pool with Spa. Over eighteen spectacular acres with incredible trees and flowering plantings in the heart of Bedford. Gate House with fireplace-the ideal artists’s or writer’s studio. Two Bedroom Guest Cottage. Second “Superintendent’s” Cottage with two Bedrooms. Numerous barns and farm buildings including large Chicken Coop. Six fenced paddocks, an orchard, a spring-fed pond and open meadows. A once in a lifetime opportunity!

345 McLain Street, Bedford Hills

$4,125,000

5 Beds ⋅ 5 Baths ⋅ 987844 MLS

Refined and timeless, this gracious residence has been meticulously preserved and maintained for over a century. Approached by a gated, tree-lined gravel drive, the house is a distinguished example of early 20th-century Georgian architecture, offering exceptional privacy and a profound sense of tranquility. Set on over five acres in the heart of Bedford Hills, surrounded by majestic specimen trees and beautifully curated perennial gardens, the property embodies the essence of a classic country estate. Amenities include a heated pool, an enchanting guest cottage, a greenhouse, a caretaker’s residence, a detached two-car garage, and dedicated maintenance buildings. Inside, the house reflects the signature elegance and proportion associated with Delano & Aldrich; high ceilings, expansive openings between principal rooms, and refined architectural detailing create a seamless flow for both formal entertaining and relaxed living. Fireplaces anchor the generously scaled living and dining rooms, while framed-glass French doors open to a grand sunroom. This light-filled space extends to a stone terrace overlooking the gardens—ideal for summer gatherings or sunlit winter afternoons. The kitchen, complemented by an adjoining sitting room, offers an inviting setting for intimate meals and everyday living. Upstairs, the primary suite provides a serene retreat, complete with its own fireplace and a luxurious ensuite bath designed for quiet indulgence. A former sleeping porch has been thoughtfully reimagined as a charming playroom with adjoining guest quarters, accompanied by an additional spacious bedroom and hall bath. Each bedroom features its own distinctive fireplace and enjoys picturesque garden views through large casement windows. The third floor offers two substantial bedrooms, a classic bath, and a skylit artist’s studio filled with natural light, along with an adjoining atelier and generous storage. More land available.

328 McLain Street, Bedford Hills

$4,900,000

6 Beds ⋅ 6 Baths ⋅ 978126 MLS

Buxton Pond Farm, tucked quietly along a country Lane just minutes from the train, shops and schools of Bedford Hills, is a rare offering. Set on 11 pastoral acres surrounded by historic stone walls with sweeping lawns, mature trees, established gardens that grow food and flowers, and open pastures for animals, this beautiful farm offers a lifestyle rooted in nature, security, and sustainable living. At the heart of the property stands a graciously preserved Colonial residence, rich in character and warmth with 6 bedrooms, 5 full bathrooms, 1 powder room, wide-board pine floors and original fireplaces. The grounds are a sanctuary of their own. The main home is complemented by a remarkable collection of historic outbuildings including a barn with a two bedroom residence for staff, guests or extended family, a greenhouse, an antique chicken house, a pond, and a stunning pool, creating a true compound designed for gathering, growing, and generational living. This enchanting estate captures the essence of Bedford's timeless beauty, where sweeping open lawns and distinguished Colonial architecture come together to create an unparalleled sanctuary of elegance and tranquility, all just minutes from the 87-acre Buxton Gorge Preserve. A legacy property of enduring grace, just 40 miles from Manhattan.

161 Buxton Road, Bedford Hills

$2,599,000

5 Beds ⋅ 7 Baths ⋅ 976870 MLS

Step into a slice of Mediterranean paradise at 105 Cross Pond Road, where timeless elegance meets modern luxury. This breathtaking villa, inspired by classic European architecture, boasts over 6,000 square feet of refined living space on 5.+ meticulously landscaped acres. From the iconic red clay roof to the graceful stucco and stately arches, this property exudes sophistication at every turn. Key Features That Will Steal Your Heart: Mediterranean Charm: The distinctive architectural elements create an enchanting, old-world aesthetic. Expansive Interiors: Multiple fireplaces, private terraces, and oversized balconies invite seamless indoor-outdoor living. Private Waterfront Oasis: Your very own lagoon offers tranquil views, waterside relaxation, and kayaking adventures just steps away. Luxurious Finishes Throughout: Marble and natural stone details bring warmth and elegance to every room. Nature’s Playground: Over 5+ acres of pristine grounds, complete with a private island, provide endless opportunities for outdoor entertaining and peaceful solitude. Inside the Villa: From the moment you enter, the grand scale and thoughtful design captivate. Open-concept spaces flow effortlessly, perfect for everything from quiet evenings to hosting grand gatherings. Marble and stone finishes elevate the interiors, while fireplaces add cozy charm. Step outside onto expansive terraces and balconies to savor al fresco dining or watch the sunset over your serene property. The home also offers flexible spaces ideal for a chef’s kitchen, wine room, home gym, or a luxurious primary suite. Unbeatable Location for a Coveted Lifestyle: Nestled on prestigious Cross Pond Road in Pound Ridge, this estate combines privacy with accessibility. It’s part of the highly regarded Bedford Central School District and offers convenient access to I-684, Saw Mill Parkway, and Metro-North stations for an effortless commute to Manhattan. Nature lovers will adore the proximity to Ward Pound Ridge Reservation for hiking, camping, and fishing, while the charming nearby towns of Katonah, Bedford, and Stamford, CT, provide boutique shopping, fine dining, and cultural experiences. For wine enthusiasts, local vineyards and specialty shops await to help you curate the perfect collection. A Once-in-a-Lifetime Opportunity: 105 Cross Pond Road isn’t just a home—it’s an experience. Whether you’re savoring lakeside mornings, hosting elegant, or simply enjoying the serene beauty of your surroundings, this estate offers a lifestyle of unparalleled luxury and tranquility. Don’t miss your chance to make this extraordinary retreat your own.

105 Cross Pond Road, Pound Ridge

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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.