luxury houses for sale Bedford, United States

Hillandale is a once-in-a-lifetime offering—an extraordinary opportunity to own one of the most iconic and expansive estates in the region. Encompassing approximately 268.2 sylvan acres, this landmark property gracefully spans the New York/Connecticut border, offering stunning views over formal gardens, a private lake, and rolling woodlands. Total privacy, historic pedigree, and timeless elegance define every aspect of this extraordinary estate. At its heart stands a majestic European-style stone manor, originally constructed in 1900 and once owned by the Sulzberger family, publishers of The New York Times. The residence has since been expanded and masterfully restored by the current owners, now offering more than 15,000 square feet of refined living space. Exquisite materials—imported antique marble, limestone, onyx, mosaic tile, and stained glass—adorn the interiors, where craftsmanship of a bygone era meets the comforts of modern luxury. The stately manor features eight bedrooms and ten full and four half bathrooms, anchored by grand formal living and dining rooms with intricately carved wood paneling and elegant fireplaces. A gracious library, conservatory, cloakroom, and breakfast room add to the home’s refined flow and character. At the center of the home’s leisure offerings is a spectacular indoor Olympic-sized pool, clad in Italian mosaics, complemented by a second outdoor pool and adjacent pool house—ideal for warm-weather entertaining. The grounds are as captivating as the interiors, with private lakes, formal gardens, wooded trails, and a whimsical hedge maze designed for children. More than five miles of private roads wind through the estate, offering serene views and access to a variety of outdoor amenities, including a tennis court, greenhouse, two horse barns, and four additional guest or staff residences. With its clay-tiled roof, enduring stone construction, and unparalleled sense of scale and privacy, Hillandale is more than an estate—it is a generational legacy. Whether envisioned as a private retreat, equestrian compound, or world-class residence for entertaining on a grand scale, Hillandale stands as a rare jewel in the heart of the tri-state countryside.

Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, an elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC. Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest cottage, a sophisticated two-bedroom, one-bathroom carriage house complete with a heated three-car garage, and a stylish one-bedroom, one-bathroom log cabin pool house overlooking a 20x50 heated saltwater pool. Additionally, luxuriate in a cozy writers cabin, with a majestic fireplace. The compound also has a versatile storage barn with separate private driveway access and a dog kennel. The property is artfully situated amidst majestic oak trees and vibrant flowering shrubs, adorned with professionally landscaped stone terraces, walls, and scenic viewpoints, featuring multiple rose and mixed flower gardens, an organic vegetable garden, and a host of other exquisite amenities. Stroll through this picturesque sanctuary of unmatched serenity - a truly enchanting haven of natural beauty and modern comforts.

'In a Garden'bordered by the East Branch of the Mianus River is situated in North Stamford near the Long Ridge Historic District. Updated & beautifully designed, it offers an ideal downsize or weekend retreat with sweeping gardens, mature plantings, & river frontage. A luxurious first-floor primary suite has 2 baths, and opens to a terrace overlooking the water. Upstairs are guest rooms and an office option. A bright kitchen, formal living & dining rooms, & a reading room all overlook the river and waterfall. A detached studio, two-car garage, whole-house generator, fencing, and gated Belgian-block drive complete this two-acre hideaway. Please see full narrative on ''In A Garden'' in documents

This one-of-a-kind 5 bedroom, 5 full bathroom rustic Adirondack-style residence on one of the toniest roads in Pound Ridge sits on 6.5 private acres, complete with a pool, tennis court and treehouse. Situated in a resort like setting, the home's exquisite indoor-outdoor flow and abundant natural materials, you'll feel worlds away, but is just 3 minutes from town and an hour from NYC. Once owned by Ted Sorenson, JFK's speechwriter, the unique estate is ideal as a year-round home, weekend retreat or secluded hideaway with Belgian block and chestnut floors, stone columns (the stone of which was excavated from the site), tongue-in-groove cedar walls, soaring beamed ceilings, 22 skylights and custom windows. Custom stair railings designed by renowned rustic artist, Daniel Mack. Enjoy lavish entertaining in impressive living spaces with floor-to-ceiling fireplaces and windows. The stunning dining room seats 16, the masterful kitchen with copper counter tops, accommodates gatherings of any size. Upper-level primary suite, main-floor two-bedroom suite is joined by a home gym, media room sauna and office with custom desk made of one solid piece of hundreds of years old Boabab tree. The lower level en suite bunk room provides ample accommodations, with private entrance. Resort-like grounds and a bucolic location make this an exceptional country estate. Bespoke properties like this don't come up very often. This is truly a one-of-a-kind offering.

Perched on a scenic ridge overlooking the bucolic waters of Oriental Lodge Pond, this exceptional contemporary home is a sanctuary for those who crave a connection to the outdoors. Situated on 1.48 acres of verdant private land, the property offers a rare blend of architectural drama and serenity. A spectacular open floor plan on the main level is the signature feature of the home. Stepping inside the home you are greeted by a dramatic sky-lit, 2-story entrance with soaring vaulted ceilings. Large windows throughout the home keep the home bathed in natural light. The living room, dining room, and family room all have cozy wood-burning fireplaces. A stylish kitchen, with a smart -tech double oven, and a sunnybreakfast nook are the hub of the home. The home has 5 bedrooms including one on the main floor with an adjacent bathroom, ideal for a guest or home office. There are 4 bedrooms upstairs, highlighted by the fire-lit primary bedroom, en suite. The lower level offers a special opportunity to finish addition space with over 1,000 square feet of space, including a fireplace, eager for your finishing touches. If you enjoy kayaking or ice skating, the property has direct access to the water and even owns a little slice of the island within the pond. Whether you're hosting a boisterous gathering or enjoying a quiet morning watching the mist rise off the pond, this home offers an unparalleled North Stamford lifestyle. Welcome home.

This architectural gem will captivate with its luxurious, modern design and impress with its meticulous, energy-efficient construction. The award-winning CMG BUILDER of New Canaan CT will craft this home to the German Passive House Institute (PHI) standard, resulting in a visually stunning home that's 80 percent more energy efficient than a typical, code-built residence. Thoughtfully designed to fuse form and function, the expansive living spaces, clean lines, and exquisite modern finishes deliver next level sophistication. South-facing walls of glass will bathe the living space in natural light, while framing breathtaking views that shift with the seasons. Designed for superior air quality and wellness, other key features include strategic shading, airtight construction,and an efficient whole-house energy recovery ventilation system. The absence of fossil fuels, along with highly efficient European windows and doors, enhances energy savings and creates a remarkably quiet and serene living environment. Nestled on a private 2-acre lot on a North Stamford cul-de-sac, this idyllic setting offers a peaceful escape that's within reach of urban conveniences. Since this home is to be built you have the opportunity to collaborate with the builder to select finishes, ensuring a home that's as extraordinary as you are. Your dream home awaits. Images in this listing may have been created or enhanced using virtual staging software and are intended to represent the home to be built.

Discover your ultimate hideaway: a private, gated custom rebuilt 10,000 square foot Colonial nestled on over five majestic acres in Pound Ridge. While the impressive amenities are abundant, it is the serene setting that will truly capture your attention and your heart. Tucked behind a mature landscape, the property offers a retreat filled with quiet, tranquil spots. The grounds are thoughtfully designed for both relaxation and recreation, featuring a pool set off the side of the house and a secluded tennis court in the back. Inside, light floods the glass sunroom off the kitchen, and private decks extend from multiple rooms, including the luxurious primary suite. The heart of the home is the family room, boasting a dramatic, soaring ceiling height and anchored by one of three cozy wood-burning fireplaces. Welcome home!

119 Proprietors Crossing is a breathtaking estate by architect James E. Gearity. Set on four acres, this fully restored six-bedroom home blends timeless elegance with modern function.nnA private drive and grand fountain lead you in to a soaring foyer with a sweeping staircase beneath a dramatic Baccarat chandelier. The parlor, with one of seven fireplaces, flows to a serene terrace. The Blue Room offers a refined retreat, while the study, with a coffered ceiling and secret staircase, connects to the primary suite.nnThe formal dining room glows under another Baccarat chandelier. Adjacent is the chefs kitchen, now complemented by the extended family kitchen in the Great Room featuring an enormous leathered quartz island. This room, with a 35.5-ft vaulted ceiling, boasts integrated high-end speakers as part of a whole-home audio system.nnThe primary suite showcases an 800 sq. ft. dressing room and a gorgeous two level bathroom with freestanding tub. The lower level of the home offers a media room, gym and wine grotto. The outdoor space includes a dining pavilion, outdoor kitchen, and a brand-new pool with spa.nnBuilt for luxury and efficiency, the home has commercial-grade systems, SIP walls, a Welsh slate roof, radiant heat, and 14 temperature zones for your comfort. Additional features include a four car garage and an elevator accessing all levels of the home. This newly restored gem incorporates enhanced functionality for todays buyers, built to last for generations.

119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere. Spacious entertaining areas flow seamlessly to a tranquil terrace. The heart of the home includes a chef's kitchen that opens to a Great Room with a remarkable 35.5-foot vaulted ceiling, centered around a large quartz island with integrated audio. A formal dining room beneath another Baccarat chandelier sets the stage for memorable gatherings. The West wing hosts the primary suite, featuring a cozy retreat and a study with a hidden staircase leading to a gym and an 800-square-foot dressing room. An adjacent Junior Primary Suite has its own entrance and living area. Upstairs, four additional bedrooms include two ensuite and two with a jack-and-jill bath. The finished lower level boasts a media room, fitness center, and wine cellar. Outdoors, curated grounds offer a dining pavilion, outdoor kitchen, and a newly constructed pool and spa, with space for a tennis/pickle-ball court. Engineered for efficiency, the estate features commercial-grade systems, radiant heat, and a rare Welsh slate roof. A four-car garage and an elevator service complete this exceptional offering.

Nestled in the sought-after Dann Farm community, this home offers the perfect blend of graciousness and functionality. The dining room and living room flank the bright front hall with double-height ceilings that capture the natural light and energy of the house. The large eat-in kitchen seamlessly flows into a generously sized family room, complete with a fireplace. The main level also features a fabulous study, multiple outdoor patios, a mudroom, laundry room, powder room, all with amazing views and access to the surrounding property. The second floor features a beautiful primary suite with a sitting room, two large walk-in closets, and an en-suite bath. Rounding out the second floor are two bedrooms serviced by a hall bath and one bedroom with an en-suite bath. Outside, a brand-new 20 x 40 heated pool awaits, perfect for summer days. The unfinished basement with walk-out access is ready for your personal touch. Discover relaxed living of Dann Farm conveniently located close to Scotts Corners and New Canaan Ct!

Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through floor-to-ceiling glass sliders to an expansive deck and a grand family room anchored by a stately fireplace. A sophisticated main level offers a formal dining room, elegant living room, and a bespoke private office with picturesque views of the park-like grounds. Upstairs, the primary suite serves as a sanctuary with a dedicated sitting room and new spa-inspired bath, while a separate private-entry in-law suite provides a secluded fifth bedroom and sitting area for ultimate versatility. The newly finished 1,700-square-foot walk-out lower level elevates entertaining with a massive media/playroom, an additional family room, and potential for a custom wine cellar-all just minutes from the vibrant New Canaan town center, top-tier schools, and the Metro-North train.

Your first impression! A long dramatic driveway welcomes you to an entrance framed by professionally designed landscaping. The peaceful and impressive setting, with an expanded driveway area, provides abundant parking for family and guests. Originally enhanced with thoughtful additions, the home now features a spacious layout, designed for modern living. A bright first-floor office provides ideal work-from-home flexibility, while the enlarged kitchen offers improved flow and functionality for everyday living. Above the garage, a stunning primary suite addition creates a private retreat. This spacious sanctuary includes a beautiful bathroom, generous sleeping area and exceptional closet space-delivering the comfort and style today's buyers seek. Throughout the home, an abundance of skylight fills the interior with natural light, creating a bright and airy atmosphere rarely found in colonial-style homes. The current owners chose to use the original living room as their dining room, but others could easily restore the layout. The finished lower level increases the home's living potential with two additional large rooms each with storage space, a full bath, laundry room, large pantry/storage area and a large cedar closet. The home reflects consistent pride of ownership. Major updates include: Exterior recently (July 2025) stripped to bare wood, sanded, and professionally painted. Updated roofing, exterior shingle and windows. Multiple interior renovations (in docs).

A rare opportunity to create a custom modern retreat in one of North Stamford's most serene settings. Located in a prestigious enclave of fine residences on a quiet cul-de-sac, this stunning to-be-built modern home offers a rare combination of luxury, privacy, and natural beauty. Featuring 4 bedrooms plus loft, 3 baths, and 3,782 sq ft of thoughtfully designed living space, the home is sited on 2 scenic acres with peaceful seasonal reservoir views-ideal as a full-time residence or weekend escape. A charming covered front porch leads to a dramatic two-story foyer and expansive Great Room with fireplace, soaring ceilings, and walls of windows overlooking the landscape. The open chef's kitchen boasts an oversized island, exquisite cabinetry, high-end appliances, and walk-in pantry, connecting seamlessly to a wraparound covered porch designed for great outdoor living. The main-level primary suite offers a spa-like bath, dual walk-in closets, and French doors opening to the porch. A 2nd first-floor bedroom with adjacent full bath provides ideal guest or home office space. Mudroom and laundry room complete the 1st level. Upstairs includes 2 bedrooms, full bath, and bright open loft. Optional finished walkout lower level adds up to 2,260 sf, at add'l cost. Conveniently located near fine dining, shopping, theaters, parks, golf, hiking, beaches, and everything the vibrant City of Stamford offers, easy access to train, airport and Hwys! One hour to NYC! Renderings are representational.

Set on a beautifully scenic 2.35-acre lot on a tranquil circle near Laurel Reservoir, this exceptional property stands as the pinnacle of curb appeal, with a picturesque pond (and private island accessed by a footbridge) leading to the home's grand facade. Completely reimagined and remodeled in 1998 by distinguished architect, Carol Kurth, and renowned builder, Joseph Sisca, the home was awarded the Society of American Registered Architects' Design Award of Merit for superior achievement and professional design excellence. The gracious two-story foyer welcomes visitors into the open concept living and dining rooms. The spacious chef's kitchen, featuring an eat-in breakfast nook with panoramic windows, adjoins an inviting family room with fireplace. Privately positioned on the main level, the primary suite includes a fireplace, private deck, and large bathroom with radiant floor heating. The upper level provides four additional bedrooms; two with ensuite baths and private balconies. The expansive finished lower level adds a rec room with wet bar, gym, workshop, and wine cellar. Beautifully integrated with its natural surroundings, the property offers exceptional privacy, scenic views, and inviting indoor-outdoor living throughout the seasons. The garage is equipped with a Tesla charging station.

A rare and enchanting converted church, reimagined as a beautiful country home set on two private acres in the heart of Pound Ridge. Originally a small chapel where the local community once gathered, the home still retains elements of its early history, including soaring ceilings in the original sanctuary space that create a striking sense of volume and light. In the 1950's, the structure was thoughtfully expanded and transformed into an inviting residence with magnificent antique floorboards throughout that add timeless character and charm. A beautiful sunroom overlooking the back gardens offers a perfect place to relax and take in the peaceful surroundings year round. The grounds are truly magical with mature landscaping and plantings, inviting stone patio, and a stunning pergola draped in wisteria, ideal for outdoor entertaining or quiet afternoons. A heated saltwater pool, surrounded by elegant white fencing enhances the serene setting. Privately gated and set far back from a quiet cup-de-sac road, this exceptional property offers privacy, beauty and a truly special sense of peace!

Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a 2014 transformation. The volume of the rooms, soaring ceilings, proportion of the windows and quality of light create a sense of serenity and openness. Stately yet modern, this is a house that can be lived in with comfort and ease. Adjacent to the dining room gallery is a walled garden with a custom pavilion for entertaining. The 52 acres were transformed in collaboration with noted landscape architect Perry Guillot into a private park with a dramatic meandering approach, a great lawn, and woodland trails amongst streams and waterfalls. A 60 x 22 pool and tennis court were also added. At the discrete entrance to the property are twin cottages; a caretaker residence and a gym. Privacy and proximity to NYC and airports along with this caliber of property make this a world class offering and a rarity by any standards.

GREENWICH'S ''Glass House'' — A Waterfront Wonder! Greenwich address, Stamford taxes & schools. Almost 4,000 sq.ft. of home. Step into a world of magic and light! This dazzling retreat offers shimmering pond views, a private dock for fishing, skating or canoeing for new memories. There is unforgettable architecture that brings nature indoors. Floor-to-ceiling windows flood the space with sunshine and frame spectacular vistas. Enjoy a wraparound deck with three vibrant entertaining zones. Each floor features a bedroom, plus a loft, office, and library. Surrounded by lush landscaping and mature trees, & a vegetable garden. This sun-drenched oasis is a rare gem—peaceful, private, and absolutely stunning. 4 bedroom septic, even though home has 3 bedrooms

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sleeping quarters-all just five minutes from the boutiques and bistros of New Canaan's vibrant village center.

Exquisite custom Georgian manor perfectly situated on over 2 acres of park-like grounds in a gated Association. The manor boasts beautifully proportioned, light-filled rooms with high ceilings, stunning architectural details, and impeccable craftsmanship. Residence offers both sophisticated formal areas and comfortable family spaces, striking a unique balance for easy enjoyment. Magnificently scaled rooms include a mahogany library, and a spectacular Christopher Peacock kitchen with Calcutta marble double islands and an oversized breakfast room. Features include seven en-suite bedrooms, lounge & bar, wine cellar, gym and home theater. Property features stunning verandas overlooking gardens, fountains, terraces, and a pool with spa and waterfall. Square Footage is for 1st and 2nd levels. Lower Level: 2,262.58

'La Gentilhommière' is a unique property in North Stamford, inspired by Château de Givenchy-le-Noble in France. Built 20 years ago, this property exudes an authentic French charm with imported materials gracing its construction. From the stately Pierre de Bourgogne limestone that adorns its exterior to the exquisite 18th-century French elements found within, every detail evokes a sense of timeless elegance. Inside, you'll discover the beauty of Versailles wood parquet flooring and the comfort of double-paned insulated windows, each adorned with brass European-style handles that enhance the estate's allure. The heart of the home showcases a Smallbone kitchen, complete with a La Cornue Château range, while radiant-heated floors and numerous other exceptional features elevate this property to a class of its own. Bordering the Helene Altschul Land Trust, ensuring no adjacent construction, the privacy in this estate is second to none. The property includes 2 newly built guest houses, one pool house featuring a kitchen with a private bathroom, and a studio house with an inspiring view to stimulate the mind. The newly built 12 meter pool is surrounded by amazing landscapes, as the large schist boulders are reminiscent of Central Park. Combining historical aspects that cannot be duplicated, in addition to the modernized renovations, this property will appeal to anybody with its unprecedented versatility. Conveniently close to the Merritt Parkway and Manhattan, it offers a rare opportunity for discerning buyers looking for quick access to the city.

Beautifully rebuilt in 2006, this custom turn-key retreat offers 4 spacious Bedrooms with the flexibility for a 5th, 3 full & 2 half baths, all set on 2.33 acres of private, picturesque grounds; just 1 hour away from NYC. Arrive to curated landscaping surrounded by mature trees and seasonal blooms, including hydrangeas, geraniums, and climbing mandevilla, complemented by bespoke stonework and hand-crafted stepping stone paths. As you step inside, soaring ceilings and gleaming hardwood floors set the tone for the home's expansive, open-concept, anchored by a striking spiral staircase that makes an unforgettable first impression. Natural light pours through French doors, seamlessly connecting indoor and outdoor living. The living room, perfectly positioned off the grand foyer and family room, is filled with natural light and features a second fireplace crafted from premium natural limestone. The Family room is a true centerpiece, featuring vaulted ceilings & a grand wood-burning fireplace. Both warm and inviting, it's the perfect setting for cozy game nights or relaxing with hot chocolate by the fire while watching the snowfall outside. The Chef's Kitchen is both grand and functional, featuring high-end Viking appliances and designed for effortless entertaining, with seamless flow to the Dining and Living rooms and direct access to the outdoor patio, perfect for al fresco dining on a summer night. GPS Friendly.

Discover this distinctive Colonial, gracefully positioned on a quiet cul-de-sac with 2 acres of stunning natural beauty. From the moment you arrive, timeless elegance and thoughtful design welcome you home. Sun-filled grand rooms flow seamlessly throughout. The impressive living room captivates with a fireplace, gleaming hardwood floors, and a wall of windows. The gourmet kitchen is a true showpiece - granite counters, premium stainless appliances, and an oversized island perfect for entertaining. Step through French doors to your private deck and sparkling heated in-ground pool - outdoor living at its absolute finest. The primary suite is a sanctuary of its own - a private wing complete with a fireplace, personal gym, steam shower, jetted tub, and two oversized walk-in closets. Four generous upstairs bedrooms, including an en-suite second primary, accommodate family and guests beautifully. A main-level office and two powder rooms add everyday convenience. The finished lower level offers a mud room playroom, cedar closet, and exceptional storage - ideal for hobbies or a private workspace. A whole-house generator and EV charging hookup deliver the ultimate in modern luxury and peace of mind. Exceptional space. Exquisite details. Extraordinary value. This is the one you've been waiting for.