luxury real estate for sale Armonk, United States

Experience the pinnacle of sophisticated living in this stunning residential masterpiece, perfectly situated on 6.27 expansive acres of lush, manicured grounds. Offering a rare blend of grand-scale entertaining spaces and intimate private retreats, this estate is a testament to quality craftsmanship and thoughtful design. The main level welcomes you with an effortless flow, anchored by an open-concept eat-in kitchen designed for the culinary enthusiast. Bathed in natural light, this space transitions seamlessly to the formal living areas, where two of the home's three elegant fireplaces create a warm, inviting ambiance. For added convenience and longevity of lifestyle, the main floor also features a refined home office, second laundry, and a full ensuite guest bedroom, perfect for overnight guests. The second level is a study in comfort, housing the additional four bedrooms, each boasting its own private ensuite bathroom. The primary bedroom suite is a true destination, featuring a cozy gas fireplace for quiet evenings and a spa-like atmosphere that defines luxury. Additional features include an upstairs laundry room and a large recreation area capable of serving as a second study or playroom. The finished lower level is an entertainer's dream, meticulously outfitted to serve every hobby and lifestyle need including a dedicated exercise room to maintain your wellness routine, a stylish wet bar and wine room, and a spacious game room designed for hours of amusement. Step outside to a backyard that rivals a five-star resort. An extensive flat lawn provides a canvas for play, framed by mature privacy screening that ensures total seclusion. The centerpiece is a vast raised bluestone patio overlooking a magnificent saltwater pool and spa. Finished with a shimmering quartz surface, the pool features a tranquil waterfall, while a retractable pool cover offers safety and efficiency at the touch of a button. While tucked away in your private park-like setting, you remain at the center of it all. This estate offers unparalleled proximity to the world-class dining, upscale shopping, and commuting centers of Armonk, Chappaqua, Mt. Kisco, and Bedford. Discover the perfect balance of rural tranquility and sophisticated suburban living. This is more than a home; it is a legacy.

Welcome to this meticulously maintained Colonial home in the heart of Pleasantville, offering modern, youthful style and the warmth of a true community. The light-filled interior is move-in ready, with four generous bedrooms, three full baths, and a convenient powder room designed for everyday living and effortless entertaining. The fully finished lower level expands the home's footprint with a spacious recreation room, dedicated workout space, and a full bath—perfect for guests, movie nights, or unwinding after a long day. Step outside to your own private retreat, where an expansive deck and sparkling pool area create the ultimate setting for summer gatherings and quiet weekends. Set in a neighborhood where Halloween is a tradition not to be missed. This home also falls within the highly regarded Byram Hills School District. A rare opportunity to own a turnkey home in one of Westchester's most sought-after communities.

Set on 4.1 beautifully landscaped acres at the corner of Locust Road and Carpenters Brook, this exceptional Greenwich estate blends timeless elegance, privacy, and resort-style living. A sweeping circular driveway leads to the approximately 8,300-square-foot main residence, surrounded by mature trees, flowering gardens, stone walls, and expansive lawns designed by Wesley Stout Landscape Architects. Sun-filled formal and informal spaces feature coffered ceilings, antique oak floors, a dramatic double-height family room, chef's kitchen, and four fireplaces. The home offers six bedrooms, including a luxurious primary suite with spa-like bath, gym, walk-in closet, and private balcony. The finished lower level includes a wine cellar, home theater, recreation room, craft room, and cabana area. Outdoors, enjoy a heated gunite pool, vine-covered pergola, stone fireplace, multiple entertaining terraces, and a private par-three golf hole. A separate guest house with full bath and private driveway provides flexibility for guests, extended family, or a home office, all conveniently located to town, schools, dining, and transportation.

Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere. Highlights include a Beverly Ellsley gourmet kitchen, cherry library, solarium, and expansive living areas. The primary suite boasts two dressing rooms, spa baths, and a sitting room. A true modern-day ''Great Estate,'' just an hour from NYC.

Vacation at home in this exceptional five bedroom residence, where refined design, resort inspired amenities and the flexibility of optional single level living create an extraordinary lifestyle. Tucked at the end of a quiet cul de sac on a spectacular 3.2 acre private parcel, property abuts conservation land with direct access to scenic nature trails offering tranquility and natural beauty. Designed for both elegant entertaining and everyday comfort, the outdoor living experience is highlighted by a new saltwater pool and spa. The breathtaking new main level primary suite serves as a private sanctuary complete with custom closets. Upstairs four additional bedrooms - including an optional second primary, accompany updated full baths. LL boasts wine lit wine closet, sauna and media room.

Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and informal living spaces, a dramatic entry, private library, expansive kitchen, first-floor guest suite, elevator, and finished walkout lower level with golf simulator, wet bar, wellness gym, and cold plunge. Outdoor amenities include terraced landscaping, stone walls, a 20x40 pool with integrated spa, and a separate pool house with kitchenette, bath, and fireplace. Unique opportunity to customize select finishes and layout while in current stage. Renderings, plans, specifications, and features subject to change. A singular offering for those seeking a generational Greenwich estate with privacy, provenance, and architectural permanence. Merrit to Round Hill Road

Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and informal living spaces, a dramatic entry, private library, expansive kitchen, first-floor guest suite, elevator, and finished walkout lower level with golf simulator, wet bar, wellness gym, and cold plunge. Outdoor amenities include terraced landscaping, stone walls, a 20x40 pool with integrated spa, and a separate pool house with kitchenette, bath, and fireplace. Unique opportunity to customize select finishes and layout while in current stage. Renderings, plans, specifications, and features subject to change. A singular offering for those seeking a generational Greenwich estate with privacy, provenance, and architectural permanence. Merrit to Round Hill Road

Welcome to 10 Crestview Drive, a beautifully updated 1990 colonial that perfectly blends classic elegance with updated modern luxury within the highly sought-after Heritage Court neighborhood. This exceptional property offers the rare combination of an intimate community feel and tremendous, serene privacy, all set on nearly an acre of flat, meticulously manicured grounds. Inside, you will find a bright and spacious layout featuring four well-proportioned bedrooms, all on the same level, and designed for ultimate comfort. The main floor features a three-car garage, mudroom, eat-in-kitchen with easy access to the deck, and backyard beyond, open floor plan, living room, dining room, and office. Also of note, this turnkey gem provides an unparalleled and truly unique opportunity for the next lucky buyers: a rare, one-time option to choose between the Chappaqua or the Byram Hills School District at closing. This is turnkey luxury at its finest!

Welcome to one of Round Hill's most treasured historic properties. Originally established in 1795 as the community's first schoolhouse and later transformed into a picturesque mid-19th century center hall Colonial, this remarkable home is located within the Round Hill Historic District. Perched high on 4.6 fully fenced acres, the property enjoys broad western exposures and magnificent sunsets. The 5-bedroom main residence blends period character with modern comfort and is complemented by a separate garage cottage. Wide plank floors, sweeping lawns, mature landscaping, vegetable and flower gardens, a swimming pool, and enduring architectural details create a quintessential Greenwich country setting and a rare opportunity to own an authentic piece of local history.

Overlooking Wilshire Pond, 35 Wilshire Road is a rare modern backcountry compound set on 5.29 private acres with a true resort-like feel. Designed by noted architect Gerald Schiff, the home offers approx. 7,884 sq ft, 8 total beds & baths, bold entertaining spaces, and dramatic architectural details throughout. Amenities include a natural pool with waterfall and 15+ ft deep diving well, stone pool house with guest suite, tennis court with stadium lighting, expansive sports lawn, renovated gym with floor-to-ceiling windows, 3-car garage and generator. Substantially improved by the current owners, with reimagined landscaping, enhanced living spaces & upgraded systems, this is a one-of-a-kind Greenwich retreat is designed for privacy, recreation and effortless entertaining.

This home is set on 2 level acres in a 4 acres zone with incredible light and potential. The private location is conveniently located to Greenwich's Griff Public Golf Course, Augustine's Farm, Merritt Parkway, 684, Glenville, and Armonk. Create a custom estate with your builder/architect on this special tranquil property. House sold as is.

1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original interior stone walls and soaring ceilings that strike a perfect balance between grand scale and intimate warmth. Anchored by three distinctive hearths, the home is designed for both elegant living and everyday ease. A sun-drenched chef's kitchen showcases a central island, dramatic overhead skylight, and professional-grade appliances. Unique architectural moments—including a circular-skylit Stargazer's Nook—add character and charm, while the versatile five-bedroom layout offers both a magnificent two-story primary wing and a coveted first-floor private suite. Set on more than four exceptionally private acres, the grounds unfold as a true outdoor sanctuary, featuring a beautiful pool and spa (32x20), refined pergola terraces ideal for entertaining, and a private tennis court. From its commanding hilltop position, the estate delivers an unparalleled sense of privacy, security, and timeless elegance. Welcome home!

A truly exceptional Greenwich estate combining privacy, sophistication in a coveted backcountry setting. Set on four secluded acres, this classic European-inspired residence offers timeless elegance and exceptional living spaces. The main level features a gourmet chef's kitchen,charming family room with fireplace, formal dining room, dramatic beamed living room with stone fireplace,and double bedroom with full bath. Upstairs are a primary suite and three additional bedrooms. French doors open to wonderful outdoor entertaining space which is adorned by a gunite pool and spa. Formal gardens and expansive grounds complete this spectacular outdoor space. The finished lower level offers a spacious game room with a stone fireplace, extensive office space, with a private entrance.

Welcome to 20 Robbins Road—perfectly set on a quiet cul-de-sac on a half-acre with a fenced in backyard in one of Westchester’s most desirable communities. Step inside to an inviting living and dining area where oversized windows and a cathedral ceiling with skylight fill the space with natural light. A cut-stone fireplace, recessed lighting, and oak floors create a warm, stylish setting for everyday living and entertaining. At the heart of the home, the spacious chef’s dream eat-in kitchen impresses with cherry wood cabinetry, quartz countertops, skylight, slate tile floors, and premium stainless appliances including a six-burner Viking range, GE Monogram refrigerator, wine cooler and Bosch dishwasher. Sliding doors open to an attractive Trex deck overlooking the serene rear property—perfect for summer dining and weekend gatherings. The main level is completed with three bedrooms, including an oversized primary suite, and an updated hall bath. The primary suite offers a generous walk-in closet with pocket door, ceiling fan, custom cabinetry, a wall of windows for abundant light, and a window seat with additional storage, plus a gorgeous updated en-suite bath. Downstairs, enjoy a spacious recreation/TV room with beadboard trim and sliders to the backyard. A paver walkway leads to a patio designed for effortless outdoor entertainment. A second family room/TV space features built-in custom cabinetry and vinyl floating flooring. The lower level also includes an office/bedroom, laundry area, and an updated bath—ideal for guests, work-from-home, or multi-generational flexibility. Just minutes from vibrant downtown Pleasantville—dining, the Jacob Burns Film Center, schools, library, shopping, farmers market, and community pool—with easy access to the Metro-North train station, Saw Mill River Parkway, and Sprain Brook Parkway.

Stunning new construction nestled in the highly sought-after Rolling Hills section of Thornwood, this exceptional residence offers refined modern living in one of the area's most desirable settings. Bathed in natural light, the home showcases designer finishes, custom statement lighting, and thoughtfully curated details throughout. Designed for both everyday comfort and effortless entertaining, the highly functional layout flows seamlessly between indoor and outdoor spaces. Elegant French doors open to a spacious first-floor office, creating the perfect work-from-home retreat. The formal dining room provides generous space for hosting gatherings, while the expansive outdoor patio offers a tranquil setting ideal for al fresco dining and relaxed entertaining. At the heart of the home, the beautifully appointed chef's kitchen features gold tone accent detailing and connects effortlessly to the inviting living room and adjacent powder room. Every element has been carefully considered to balance style and practicality. Upstairs, four generously sized bedrooms provide exceptional comfort. The luxurious primary suite is a true sanctuary, complete with its own private home office, walk-in closet with built in closet system, and a spa-inspired en-suite bath featuring dual vanities and a whirlpool tub. The second level also includes a fully equipped with two additional full bathrooms, ample closet space, dedicated laundry room, and convenient attic access. A remarkable bonus room with a striking beam ceiling and half bath offers flexible space for recreation, media, or guests, with direct access leading toward the kitchen for added convenience. Adding exceptional versatility, the property also includes a separate Bonus House—ideal for guests, or private workspace—featuring a summer kitchen, full bath, and its own stackable washer and dryer for complete independence and convenience The substantial unfinished basement, featuring a separate exterior entrance, presents endless possibilities—ideal for additional living space, wellness amenities, a home theater, or recreation area. Built with modern efficiency and thoughtful construction standards, this newly completed residence is a seamless opportunity to enjoy turnkey luxury living from day one.

Exciting all new construction by highly regarded local builder, Tavo Development, along with noted architect Teo Siguenza, aiming for a Fall 2026 completion. This refined, 5,712 sq ft Colonial blends classic architecture with sophisticated modern living. The light-filled main level, with 10’ ceilings, offers a seamless open floorplan featuring a chef’s kitchen with island and service pantry, breakfast room with terrace access, formal dining room, private library, and an inviting family room with fireplace. A dramatic two-story entry foyer, generous mudroom with laundry, and attached 3-car garage complete the level. Upstairs, the luxurious primary suite is a true retreat, highlighted by a vaulted ceiling, fireplace, dressing room with island, and a spa-inspired dual bath with soaking tub and oversized shower with separate entries. Three additional ensuite bedrooms and a second laundry provide comfort and functionality. Nearly one acre of usable grounds, with town approved pool site, creates the ideal backdrop for the finest outdoor living. Next to 2026 new build by Tavo, in the Chappaqua school district. Convenient to town, schools, highways, and approximately 50 minutes to NYC. House has a 5 bedroom septic system.

Most walk-to-town homes ask you to compromise on space, privacy, or both. At 14 Crossways, you get all three. Set less than a mile from the Chappaqua station, it combines true walkability with more than 3,100 square feet of well-organized living space on a private, level half-acre. Carefully maintained and thoughtfully improved, it is also a house designed for entertaining. At its center, the kitchen acts as the engine room of the home, anchored by a substantial island and flowing directly into the family room, dining room, and screened porch. Because the porch is accessed from the kitchen, the connection between indoor and outdoor living feels particularly natural and highly practical. From the family room, the house also connects directly to the lower level, allowing the living spaces to expand easily when people spread out. The first floor also includes a dedicated office and a separate guest bedroom with a full bath, positioned to function independently from the main living areas. Upstairs, the nearly 600 square foot primary wing is set apart, offering a true sense of scale and separation, along with a walk-in closet and primary bath. Two additional bedrooms and a full bath are located on the opposite side, creating a balanced and practical second floor. The lower level adds a large recreation room, a powder room, and a custom wine cellar, giving the house a valuable secondary entertaining space that is fully integrated into the overall layout. A rare combination of scale, function, and convenience in the heart of Chappaqua.

Handsome brick Georgian just off Round Hill Road, renovated and expanded in 2010 with pool and spa, set on 2.41 landscaped and private acres. Custom built with exceptional attention to detail, this 5 bedroom, 6,200 +/-sq ft home embodies timeless architecture paired with a floor plan for modern living. A grand double-height reception hall creates a striking first impression, unveiling sun-drenched interiors and beautifully proportioned formal and informal spaces ideal for both entertaining and comfortable everyday living. The eat-in kitchen, accompanied by a butler's pantry, is designed to satisfy the most discerning chef. Paneled library with fireplace for work at home, or relaxation. Primary suite with fireplace and two walk in closets is complemented by four additional ensuite bedrooms. Third floor is flexible space in use as a large gym with spa bathroom. The lower level is fully finished and ready for customization. Completing this exceptional offering is a four-car garage, mudroom and laundry room. Enjoy resort-style outdoor living with pool and spa surrounded by mature plantings and exceptional landscaping providing a true sense of privacy and tranquility.

The truly enchanting waterfront setting of this exceptional in-town 1930 Dutch Colonial is defined by sweeping views, lush landscaping, expansive flat yards and a pristine spring-fed duck pond. Meandering stone pathways guide you through beautifully curated grounds, revealing peaceful gathering spaces and quiet corners perfect for enjoying the storybook scenery. Just off the kitchen, a generous stone patio creates an ideal backdrop for seamless indoor-outdoor entertaining; the front porch is a classic for your rocking chairs and morning coffee. The home blends timeless craftsmanship with modern comfort, featuring a stunning gourmet kitchen, elegant French doors, central air and so much more, thoughtfully designed for effortless everyday living. Perfectly positioned in the heart of the village of Chappaqua, with no need for a car to get to everything, you’re just moments from town, shops, restaurants, and the Metro-North train station, approximately 45 minutes express train to New York City. Located in one of Westchester’s most sought-after communities, Chappaqua is known for its fabulous schools, charming downtown, scenic wooded landscapes, and outstanding quality of life. Taxes with STAR approximately $20,556. A magical home in a setting like this is a rare find, and the ability to enjoy this spectacular quality of life within steps to farmers market, gourmet food shops and restaurants, stores, train and everything you need is a dream come true.

Classic elegance meets modern luxury in this stately 4-bedroom, 5-bathroom Colonial, perfectly positioned on a serene cul-de-sac prime for outdoor enjoyment. A welcoming rocking chair porch introduces the home, where you are greeted by exquisite custom millwork and crisp crown molding throughout. The sophisticated main level features a magnificent stone fireplace in the living room and a second fireplace in the inviting family room. The spectacular chef's kitchen is complemented by a seamless butler's pantry, making grand-scale entertaining effortless. Transition outside to the private back patio, an ideal space for open-air relaxation. The expansive finished lower level is a true standout, thoughtfully designed to maximize recreation and utility. This versatile space comes complete with a dedicated theater/media room, a private wine room, a full bathroom, extensive storage rooms, and pristine mechanical housing. Experience sophisticated Bedford living with high-end finishes and a superb, functional layout.