292 houses for sale in Horseshoe Hill, Pound Ridge town Westchester County New York

Turn-key, move in ready modern townhouse located in the heart of downtown New Canaan, this home offers three floors of elegant living with the feel of a single-family residence and the convenience of low-maintenance living. The renovated open floor plan features a state of the art newer chef's kitchen, a breakfast nook, island, and a light-filled living room/dining room with a fireplace. The main floor offers a study or additional bedroom with its own fireplace and large windows. On the second floor, you will find the owner suite featuring- a renovated luxury bathroom with soaking tub, shower, 2 vanities, two walk-in fitted closets-along with two additional bedrooms, a full bath, and a laundry area. The lower level provides nearly 1,000 square feet of additional walk out living space with fireplace large recreation room and a patio. Outside, the walk-out lower level leads to a private patio and yard, offering a quiet oasis which backs up to a Bristow Park Bird Sanctuary and Mead Park.

Welcome to The Lodge! Prepare to be enchanted as you open the antique front door of this unique country treasure that skillfully combines the character of its ca.1855 origins w/the favored amenities and easy one level design for how we want to live today. Historic beginnings are beautifully embodied in the hardwood floors, cathedral ceilings, stone fireplace, wood paneling and casement windows. while the 2-modern baths and unrivaled chef's EIK surpass today's desired amenities. Both the roomy LR and lg formal DR have cathedral ceilings w/high window at the ceiling peak; LR offers stone fpl while DR has wood beams+2-corner cabinets. Skylit FR add'n has triple aspect windows and cleverly designed wall between LR and FR has glass panels for sharing natural light. Custom crafted EIK is perfection for the serious home chef w/splendid La Cornue range, abundant custom cabinetry and storage, soap stone countertops, dbl farm sink, fine appliances+cleverly designed casual dining area w/benches a

Wonderful Lake front contemporary providing for the ultimate in entertaining with spectacular views from the living room, kitchen and family room. The secluded property provides a private sanctuary for the ultimate in privacy. The primary suite has a full bath with tub and separate shower, two walk-in closets a cathedral ceiling and glass sliders to a private deck overlooking the vast lake. The main level has two additional bedrooms. The lower level features an additional bedroom and office/family room with adjacent full bath. The laundry/utility room provides shelving for ample storage. The oversized 2-car garage accommodates two possibly three smaller cars and much storage. Don't miss this opportunity schedule a viewing today

Private New Canaan Oasis: Bespoke Luxury can be found in this modern version of a traditional centerhall colonial in prestigious New Canaan's West School district. This custom-built Lukes Wood estate underwent a spectacular renovation by Award-winning RR Builders, updating the sophisticated main residence to over 7,000 square feet of turnkey luxury. The expansive floor plan boasts 6 generously appointed bedrooms - each featuring an ensuite bath and walk-in closet alongside elegant formal living and dining rooms, a private office, a wine cellar, a butler's pantry, and a finished walk-out lower level with a full bath. At the heart of the home, a fully appointed chef's kitchen with a double island and professional-grade appliances flows into a sun-drenched breakfast room and a magnificent great room, which showcases a floor-to-ceiling stone fireplace, cathedral ceilings, and rustic beams. French doors transition seamlessly to an outdoor sanctuary featuring a 45' x 22' heated gunite pool,

Set on one of North Stamford's most picturesque streets, this classic Center Hall Colonial is ready for its next chapter. With timeless architecture, generous living spaces, and incredible potential, this is a home where imagination can truly take center stage. Featuring 4 bedrooms, 3.5 bathrooms, and a flexible floor plan, the residence is filled with possibilities. A formal dining room creates the perfect setting for gatherings, while two fireplaces add warmth and character throughout. The den and expansive family room provide comfortable spaces for relaxing, working from home, or spending time with family and friends. One of the home's unique features is the potential for a main-level primary suite, offering flexibility for multigenerational living, aging in place, or simply creating a private retreat on the first floor. Upstairs, the existing primary suite includes an ensuite bath and generous proportions. The partially finished lower level adds valuable bonus space for recreation,

Nestled at the end of a private lane off sought after Smith Ridge Road, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and it opens seamlessly into the family room for effortless everyday living. The spacious living room showcases French doors that lead to a breathtaking park-like setting with a built-in outdoor grill and stone fireplace. The first-floor primary suite is approached through a cozy sitting room with a fireplace, creating an intimate and inviting entry. Four beautifully finished bedrooms complete the home, each crafted with thoughtful detail and classic appeal. The expansive bonus room above the garage-complete with a full bathroom and steam shower-offers exceptional versatility, perfect for a home gym, recreation ro

Welcome to 418 Hunting Ridge Road, a beautifully updated 4-bedroom, 4-bath home set on over two private acres in sought-after North Stamford. Designed for both comfort and style, the home features a well-appointed kitchen with custom cabinetry, quartz countertops, and a large center island, complemented by a sun-filled breakfast nook with a bay window overlooking the property. The expansive family room, with cathedral ceilings, a fireplace, and wet bar, creates a striking yet inviting central gathering space. A new TimberTech deck (2025) extends the living area outdoors, overlooking a private, landscaped yard with mature trees and a serene wooded backdrop. The primary suite offers a peaceful retreat with its own fireplace, full bath, and walk-in closet. The finished walk-out lower level adds versatile space for recreation, guests, or a home office. Thoughtful upgrades to systems and interiors, including electrical improvements and a new water heater, reflect consistent ownership care a

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 sl

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 opportu

On the market for the first time in 60 years, this quintessential Connecticut antique awaits its next chapter. Built in 1830 and nestled along scenic Ridgefield Road, this historic gem sits on 2.20 breathtaking, park-like acres. Nature lovers will adore the magnificent gardens, lovingly established years ago by the former owner and her Garden Club friends. Inside, the main house features 7 rooms all oozing with period charm, character, and warmth. Rare wide-plank hardwood floors, exposed beams, classic fireplaces, and custom built-ins showcase the unmatched craftsmanship of a bygone era. The layout includes 3 cozy bedrooms and 1 full and 1 half bath, offering a unique opportunity to preserve history while adding modern touches. Complete with a separate 800 sq ft legal accessory structure on site, this magical estate offers endless potential in a top-rated school district. Don't miss this rare piece of Wilton history!

A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable, all while preserving the timeless character of its hand-cut fieldstone construction. Inside, soaring ceilings, a dramatic double staircase, and elegant living and dining spaces create a perfect blend of grandeur and warmth. Five fireplaces anchor inviting gathering areas, while French doors lead to light-filled suites and sweeping terraces overlooking the serene landscape. From its architectural heritage to its meticulous, top-to-bottom reinvention, this residence stands as a true work of art-a rare fusion of history, craftsmanship, and modern sophistication-just minutes from downtown New Cana

Spacious split level home set on one acre. Enter into the large and welcoming foyer to find large rooms throughout. Starting with an updated kitchen with quartz counters, stainless steel appliances, an abundace of cabinet space and room for a large table. Living room with fireplace and formal dining room. A half bath and laundry room complete the main level. Upper level offers four spacious bedrooms all with hardwood floors. Primary bedroom has a private bath and walk-in closet. The family bathroom serves the three additional bedrooms with double sinks. Huge lower level family room has sliders allowing easy access to the yard. Enjoy the large private yard with both patio and large deck. There is plenty of space left for the kids to play. A two car garage and generator hook up complete this home. This three road enclave offers quiet living while being conveniently located to everything Stamford has to offer

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

Bedford sophisticate. Impressive and elegant Colonial with perfectly scaled rooms, high ceilings and incredible millwork. Comfortable, yet refined, living space with fine detailing and craftsmanship throughout. Beautifully appointed interior with open layout perfect for today’s lifestyle. Stylish main rooms for formal entertaining. Heart-of-the-home Family Room open to gorgeous Chef’s Kitchen. Elegant Primary Suite with spa Bath. Three additional Bedrooms. Spacious Bonus Room with Guest Room. Lower Level with Recreation Room and Home Theater. Thoroughly modern Smart Home with total home automation system, LED lighting, advanced security system and whole-house generator. Over five acres, fenced for deer, in one of the area’s finest estate areas. Fabulous screened porch, terrace and swimming pool for outdoor entertaining. A great outdoor lifestyle with walking trails down to a pond and stream. Convenient location just minutes from the shops of Katonah, Bedford Village and Bedford Hills.

Arts & crafts style. Impressive Arts & Crafts Colonial with handsome stone and shingle facade. Custom built in 2005 with meticulously detailed spaces. Large and formal rooms with high ceilings, large and formal rooms, Brazilian cherry floors, substantial moldings. 5085 square feet with designed for entertaining and comfortable everyday living. Portico-covered main entrance opening to the two-story Entrance Hall with vaulted ceiling finished in Mahogany. Sun-filled Living Room with fireplace. Perfectly proportioned Dining Room with raised paneling. Chef’s Kitchen, designed by Bilotta, with Breakfast Area. Family Room with stone fireplace and high ceiling with wood finish. Private Primary Suite with fireplace, two Walk-in Closets and luxurious Bath. Three additional Bedrooms all with private Baths. Lower Level Recreation Room with full Bath. Covered Porch and Mahogany deck for easy outdoor entertaining. Near the Westchester Wilderness Walk and the Zofnass Family Preserve, over two quiet

Nestled on a picturesque road in the heart of South Salem, this beautifully maintained 4-bedroom, 3-full-bath home offers the perfect balance of privacy, comfort, and convenience. Lovingly cared for by only its second owner, this exceptional home has been thoughtfully updated over the years while maintaining its warmth and charm. Set amid mature woodlands, the hilltop retreat offers a peaceful backdrop with exceptional privacy while remaining just minutes from everything you need. Designed for both everyday living and entertaining, the light-filled interior features a spacious, flowing layout with oversized windows that fill the home with natural light. The inviting living room is anchored by a cozy fireplace, creating the perfect gathering space, while the generous living areas seamlessly connect to an expansive oversized deck for effortless indoor-outdoor living. Whether hosting friends and family or enjoying a quiet morning surrounded by nature, the outdoor spaces are equally inviti

FrogPond Estate is a modern Scandinavian masterpiece unlike anything New Canaan has ever seen. An architecturally rare achievement set on 2.25 pristine, private acres, moments from the train and village. Spanning 11,836 plus square feet of sleek, sun-drenched living space, this 7-bedroom, nine-and-a-half-bath residence is defined by its 12-foot ceilings, bespoke millwork, and designer lighting. Details that elevate every room into something memorable. Four thoughtfully placed laundry rooms, multiple fireplaces, and a fully custom build throughout speak to a level of intentionality rarely found at any price point. At the heart of the main level, a gourmet kitchen with double islands anchors an open floor plan crafted for both quiet daily living and effortless large-scale entertaining. Walls of glass dissolve the boundary between inside and out, opening to covered porches and private balconies that complete the estate's serene, Scandinavian sensibility. A separate 1,190 sq. Ft. guest cot

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 be

Welcome to this exceptional, like-new 4 bedroom, 3.5 bath residence set on two serene, wooded acres in sought-after Armonk. Thoughtfully reimagined from top to bottom, this home offers a seamless blend of modern design and effortless living, with all new sheetrock, siding, windows, roof, wood floors, kitchen, baths, mechanicals and more! A dramatic two story entry introduces sunlit interiors and refined finishes throughout. The stunning chef-inspired kitchen features striking two tone cabinetry, quartz countertops, an oversized island, eat-in-kitchen and curated open shelving, flowing beautifully into an expansive living area designed for entertaining and everyday comfort. Sliding glass doors open to a sophisticated, oversized deck with sleek cable railings, creating a perfect setting for outdoor dining and relaxation amid a tranquil natural backdrop. The main level is completed by an elegant dining room, inviting living room with gas fireplace, powder room, and laundry. Upstairs, the

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

Nestled in a desirable South Salem lakefront enclave, this masterfully renovated Craftsman-style residence represents a rare opportunity for the discerning buyer. Spanning 1,852 square feet, the three-bedroom, two-and-a-half-bath home has been thoroughly reimagined, artfully balancing timeless charm with upscale refinement. The heart of the home is a chef-caliber kitchen equipped with stone countertops and premium stainless steel appliances. Modern comfort is ensured through thoughtful upgrades, including energy-efficient windows, radiant heated floors, and a comprehensive full-house generator. The home is sited on a level, beautifully landscaped private 1.05 acre which was the result of combining aprroximately 2 half acre building parcels. A subdivision is doable. Beyond the property lines, residents enjoy exclusive access to the pristine Truesdale lake, perfect for non-motorized water sports and tranquil outdoor recreation. Designed with a flexible floor plan that accommodates easy s

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 builts ins, bookcases and distinctive wooden doors. Each with its own character and paired with o

Cosseted within the gates of the exclusive Conyers Farm association with 24hr security, this baronial French Normandy chateau is poised on more than thirteen park-like acres. Hospitality sets the tone from the entrance through the grand foyer to the dual living rooms, an impressive formal dining room for large-scale entertaining and a warmly paneled library. The heart of the home is the luxurious kitchen with butler's pantry, breakfast room and adjoining family room with fireplace. French doors open to the immense terrace, perfect for outdoor dining. A true sanctuary, the primary suite features two bathrooms, two sizable walk-in closets, a dressing room and a romantic sitting room with balcony overlooking the naturally secluded, private backyard. Six additional bedrooms offer abundant space for guests or family. Creating captivating vignettes of multifunctional living, the lower level features a home theater, sitting room with fireplace, full bar with kitchenette, gym, indoor resistanc

Welcome to 45 Pine Hill Drive, where modern luxury meets timeless sophistication. This fully renovated 4-bedroom, 4.5-bath residence has been transformed into a true showpiece, offering every amenity for elevated living. Inside, discover a breathtaking open-concept kitchen by Leicht (Germany) with premium electric stainless steel appliances, dual sinks, and a striking oversized island—perfect for both everyday living and entertaining. High ceilings, unique designer chandeliers, and a marble fireplace framed by expansive windows create a dramatic yet inviting ambiance. The primary suite is a private retreat, complete with a serene seating area, walk-in closet, and spa-inspired bath with soaking tub and his-and-hers sinks. The top-floor laundry room ensures effortless convenience, while the fully finished basement boasts a gym, mediau002Frecreation room, full bath, and direct walk-out to a covered patio with speakers and ceiling fans. Outdoors, an entertainer’s dream awaits: a stunning i

Perfect as a year-round residence or a private weekend retreat, this charming home offers comfortable living in a super convenient location. It sits on a quiet country road surrounded by nature, yet it is close to the highway (7 miles to I-684); train (8 miles to Katonah MTA Metro North station with direct trains to Grand Central), schools, and other everyday conveniences. This well-loved home features a contemporary open floor plan on the main level, eat-in-kitchen with access to an expanded deck, spacious dining and living rooms, comfortable family room with a fireplace, 3 large bedrooms (all on the same floor), and incredible multi-use flexible space on a lower level… A serene private setting will make you feel a world away from the hustle and bustle of urban life, and yet you are only a short drive away from Katonah and/or Ridgefield with a variety of shopping and dining options. Looking to get outside? Lewisboro town park is just 1.5 miles down Rt 35 (with swimming pools, baseball