Bedford Homes with Detached Parking features

BEACONSFIELD. One of Bedford’s grande dames in the heart of a foremost estate area. Long, gated drive through spectacular grounds to magnificent country setting. Over nine breathtaking acres with park-like grounds, specimen trees and glorious gardens. Distinguished Country Manor circa 1900 with a handsome Stucco facade with slate roof. Elegant living space with a remarkable interior showcasing the finest materials and old-world craftsmanship. Beautifully scaled rooms with fine detailing including Rosewood Mahogany doors and paneling, aged inlaid floors, substantial millwork and eight fireplaces. Formal Entrance Hall with Cloak Room. Impressive and finely appointed Living Room with fireplace. White-washed Pine Library with fireplace. Formal Dining Room with fireplace and Zuber murals. Christopher Peacock Kitchen with Breakfast Room. Graceful staircase reclaimed from an 1800’s Manhattan townhouse. Den and Sitting Room. Private Primary Suite with fireplace, two Dressing Rooms and two Baths. Gym and Music Room. Five additional Bedrooms. Charming One Bedroom Guest House. Swimming Pool and Pool House with additional space for guests. Four-Car Garage. Privately sited Tennis Court and Half Basketball Court. Rolling lawns with your own Putting Green. One of Bedford’s most admired estates.

249 Bedford Center Road, Bedford Hills

$2,350,000

1029454 MLS

Originally built in 1860 as the Samuel Parker House, this extraordinary property has been thoughtfully transformed into a one-of-a-kind luxury live/work compound featuring a main residence, a street-level showroom, and a heated, air-conditioned barn with a private studio above. Set in the heart of Pound Ridge's charming hamlet, directly across from The Inn at Pound Ridge by Jean-Georges, it offers a rare blend of historic character, modern functionality, and exceptional lifestyle appeal. Following a complete, no-compromise 2019 renovation under acclaimed New York interior designer Jenny Wolf of The Huntress, every element, infrastructure, mechanical systems, and all interiors alike - was reimagined to honor the homes history while delivering modern luxury. The result adapts effortlessly to almost any life: full time residence, weekend retreat, designer showroom, creative studio, gallery, or true live/work estate, creating a home that is as functional as it is beautiful. The beautifully finished street-level space offers remarkable flexibility and may continue as an inspiring showroom or seamlessly become part of the residence, creating expansive living and entertaining areas. The private upper-level home is filled with warmth and character, where soaring vaulted beamed ceilings, abundant natural light, and timeless architectural details create an atmosphere of understated elegance. A spacious great room anchors the residence, complemented by a beautifully appointed kitchen with soapstone countertops, a serene primary suite with a walk-in closet, two additional bedrooms, and thoughtfully designed baths that reflect the home's refined aesthetic. Adding to the property's exceptional appeal is a heated and air-conditioned barn offering endless possibilities. With an expansive first level ideal for a showroom, studio, workshop, entertaining, business use, or storage, and a spacious second-level studio or office, it is a rare complement to an already extraordinary offering. Life here extends far beyond the property itself. Spend mornings walking the picturesque hamlet, enjoy world-class dining just steps away at The Inn at Pound Ridge by Jean-Georges, explore nearby hiking trails, nature preserves, and equestrian estates, or simply embrace the quiet beauty and timeless charm that define Pound Ridge. Located within the highly regarded Katonah-Lewisboro School District and just over an hour from Manhattan, this is a rare opportunity to experience a lifestyle where history, design, creativity, and modern luxury exist in perfect harmony. Properties of this caliber rarely come to market. Rich in history, impeccably renovated, and genuinely unlike anything else available today, this is a singular opportunity to own one of Pound Ridge's most distinctive homes.

259 Westchester Avenue, Pound Ridge

$2,350,000

3 Beds ⋅ 3 Baths ⋅ 1019874 MLS

Originally built in 1860 as the Samuel Parker House, this extraordinary property has been thoughtfully transformed into a one-of-a-kind luxury live/work compound featuring a main residence, a street-level showroom, and a heated, air-conditioned barn with a private studio above. Set in the heart of Pound Ridge's charming hamlet, directly across from The Inn at Pound Ridge by Jean-Georges, it offers a rare blend of historic character, modern functionality, and exceptional lifestyle appeal. Following a complete, no-compromise 2019 renovation under acclaimed New York interior designer Jenny Wolf of The Huntress, every element, infrastructure, mechanical systems, and all interiors alike - was reimagined to honor the homes history while delivering modern luxury. The result adapts effortlessly to almost any life: full time residence, weekend retreat, designer showroom, creative studio, gallery, or true live/work estate, creating a home that is as functional as it is beautiful. The beautifully finished street-level space offers remarkable flexibility and may continue as an inspiring showroom or seamlessly become part of the residence, creating expansive living and entertaining areas. The private upper-level home is filled with warmth and character, where soaring vaulted beamed ceilings, abundant natural light, and timeless architectural details create an atmosphere of understated elegance. A spacious great room anchors the residence, complemented by a beautifully appointed kitchen with soapstone countertops, a serene primary suite with a walk-in closet, two additional bedrooms, and thoughtfully designed baths that reflect the home's refined aesthetic. Adding to the property's exceptional appeal is a heated and air-conditioned barn offering endless possibilities. With an expansive first level ideal for a showroom, studio, workshop, entertaining, business use, or storage, and a spacious second-level studio or office, it is a rare complement to an already extraordinary offering. Life here extends far beyond the property itself. Spend mornings walking the picturesque hamlet, enjoy world-class dining just steps away at The Inn at Pound Ridge by Jean-Georges, explore nearby hiking trails, nature preserves, and equestrian estates, or simply embrace the quiet beauty and timeless charm that define Pound Ridge. Located within the highly regarded Katonah-Lewisboro School District and just over an hour from Manhattan, this is a rare opportunity to experience a lifestyle where history, design, creativity, and modern luxury exist in perfect harmony. Properties of this caliber rarely come to market. Rich in history, impeccably renovated, and genuinely unlike anything else available today, this is a singular opportunity to own one of Pound Ridge's most distinctive homes.

259 Westchester Avenue, Pound Ridge

$849,000

3 Beds ⋅ 2 Baths ⋅ 1027725 MLS

Captain Merritt's Hill Colonial - Welcome to this charming 3 bedroom home, picturesquely set on a lovely dead-end street perfect for bike rides, evening strolls, neighborhood games, and enjoying the outdoors. With inviting curb appeal, a beautifully maintained lawn, and a detached two-car garage, this home offers warmth and functionality both inside and out. Inside, re-finished wood floors flow throughout much of the home, creating a warm and inviting atmosphere. The spacious living room is centered around a cozy fireplace, while the formal dining room is ideal for hosting family dinners and holiday celebrations. The eat-in kitchen provides plenty of space for casual meals and everyday living, and the bright sunroom offers the perfect spot to enjoy your morning coffee, unwind with a good book, or take in peaceful views. The expansive backyard is a true highlight, creating a peaceful retreat with exceptional privacy and year-round beauty. Ideally situated just moments from the Village, you'll enjoy easy access to the train, local shops, restaurants, parks, and schools, making everyday living both convenient and connected. Whether you're relaxing on the patio, exploring the nearby trails, or taking advantage of the vibrant downtown amenities, this home offers the perfect blend of classic Colonial charm, outdoor enjoyment, and walkable village living.

13 Washburn Road, Mount Kisco

$725,000

3 Beds ⋅ 2 Baths ⋅ 1020037 MLS

Welcome to this charming 3-bedroom, 2-bath ranch nestled on 1.21 private, wooded acres in desirable Bedford, NY. Offering the ease of one-level living, this well-maintained home features a functional layout and inviting living spaces in a peaceful, natural setting. The bright living room is highlighted by a large picture window and flows seamlessly into the eat-in kitchen. A spacious dining room provides the perfect setting for entertaining, while the sun-filled family room overlooks the tranquil property. Two generously sized bedrooms share a beautifully renovated hall bath, while the private primary suite is thoughtfully situated on the opposite side of the home and features an en-suite bath. Hardwood floors run throughout the home, and the full basement offers abundant storage and future potential. A detached one-car garage provides convenient parking, additional storage, or space for a workshop. Surrounded by mature trees and lush natural landscaping, the property offers exceptional privacy while remaining just minutes from Bedford Village, top-rated schools, parks, shopping, dining, and major commuting routes. This is a wonderful opportunity to enjoy the charm, convenience, and natural beauty that make Bedford one of Westchester's most sought-after communities.

136 Pound Ridge Road, Bedford

$999,000

4 Beds ⋅ 3 Baths ⋅ 1015117 MLS

SITUATED IN BEDFORD CORNERS! Welcome to this lovingly updated home at 88 Pines Bridge Road, offering the perfect blend of charm, space, and future potential. Featuring 4 oversized bedrooms plus an additional den ideal for a home office, guest space, or playroom, this home has been thoughtfully maintained and updated for comfortable living. The home boasts beautifully updated bathrooms with stylish finishes and modern touches, creating a warm and inviting feel throughout. Generous room sizes and a flexible layout provide comfort and functionality for today’s lifestyle. A standout feature is the oversized 3-car garage with an additional approximately 1,000 square feet of unfinished space above, presenting an incredible opportunity for future expansion. This space is capable of being connected to the second floor of the home, making it ideal for a potential guest suite, home office, recreation area, studio, or extended living space. With its oversized rooms, updated interiors, and endless possibilities for customization and expansion, this property offers a rare combination of move-in-ready comfort and future value.

88 Pines Bridge Road, Mount Kisco

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 1011933 MLS

Ideally located just moments from downtown Mount Kisco, this charming Colonial multifamily home offers over 3,000 square feet of living space on a beautiful property with endless possibilities. Perfect for investors, owner-occupants, or those seeking a multigenerational living arrangement. The first-floor unit features 2 spacious bedrooms, a large eat-in kitchen, and a generous dining room, creating a comfortable and inviting living space. The second-floor unit offers an additional 2-bedroom layout with abundant natural light and functional living areas. The third floor presents tremendous potential for expansion, storage, workspace, or future customization, subject to local approvals. Outside, the picturesque property provides ample outdoor space and is complemented by a detached 3-car garage, offering excellent parking, storage, or workshop opportunities. Conveniently situated near shops, restaurants, parks, transportation, and all that vibrant downtown Mount Kisco has to offer, this rare multifamily property combines character, flexibility, and future potential in a highly desirable location. Don't miss this unique opportunity to own a versatile income-producing property with room to grow.

51 Grove Street, Mount Kisco

$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

$999,000

4 Beds ⋅ 3 Baths ⋅ 1004197 MLS

Welcome to this lovingly updated home at 88 Pines Bridge Road, offering the perfect blend of charm, space, and future potential. Featuring 4 oversized bedrooms plus an additional den ideal for a home office, guest space, or playroom, this home has been thoughtfully maintained and updated for comfortable living. The home boasts beautifully updated bathrooms with stylish finishes and modern touches, creating a warm and inviting feel throughout. Generous room sizes and a flexible layout provide comfort and functionality for today’s lifestyle. A standout feature is the oversized 3-car garage with an additional approximately 1,000 square feet of unfinished space above, presenting an incredible opportunity for future expansion. This space is capable of being connected to the second floor of the home, making it ideal for a potential guest suite, home office, recreation area, studio, or extended living space. With its oversized rooms, updated interiors, and endless possibilities for customization and expansion, this property offers a rare combination of move-in-ready comfort and future value.

88 Pines Bridge Road, Bedford Corners

$1,250,000

4 Beds ⋅ 4 Baths ⋅ 995768 MLS

Set in the picturesque, highly sought-after Captain Merritt’s Hill neighborhood, this timeless 1915 Victorian blends historic charm with everyday convenience in the heart of Mount Kisco. Offering 4 bedrooms, 2 full baths & 2 1/2 baths, and approximately 3,300 square feet of living space, the home features gracious living areas, high ceilings, original details, and endless potential to create your dream home. The home also offers a dedicated office/den and a lower level that can easily be utilized as a kids’ playroom, recreation space, gym, or additional flexible living area. Situated on a beautiful half-acre property with remarkably low taxes, the home is ideally located just moments from the vibrant village, shops, restaurants, and walkable to Mount Kisco Metro-North Station for an easy NYC commute. Offering exceptional space, character, and location, this home presents an incredible value and a rare opportunity to own a true village Victorian in one of Mount Kisco's most beloved neighborhoods.

54 Hillside Avenue, Mount Kisco

$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

$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

Bedford Homes with Detached Parking features

Newest Bedford Homes with Detached Parking features