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$1,860,000
3 Beds ⋅ 3 Baths ⋅ 1009019 MLS
Built in 1962 in the spirit of Usonia, this exceptional mid-century modern residence is being offered for the first time by its original owners. Designed through a unique collaboration with renowned architect Edgar Tafel, Frank Lloyd Wright's longtime apprentice, the home showcases soaring lofted ceilings, a dramatic custom walnut architectural ceiling feature, striking stone accents, and a stunning floor-to-ceiling stone fireplace. Privately set on 2.3 acres on a quiet dead-end road, this architectural gem offers 3 bedrooms, 3 full baths including a primary ensuite, a den, a finished walk-out lower level and expansive decking. An attached two-car garage with a bonus of a separate car barn with additional space for 6 cars, ideal as an artist's studio, workshop, or creative retreat. A rare opportunity to own an architecturally significant home that beautifully honors the principles of mid-century modern design while preserving the vision of its original owners. A truly special offering where architectural history and timeless design come together. Home as art.

12 Tallwoods Road, Armonk
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 1012440 MLS
Enjoy the best of Westchester living with a Pleasantville address in the highly sought-after Byram Hills School District. Just minutes from the Pleasantville Farmers Market, Jacob Burns Film Center, downtown Armonk, Chappaqua shopping, dining, and Metro-North, this beautifully updated ranch offers the perfect blend of convenience, privacy, and one-level living. The open-concept floor plan features hardwood floors, a stone fireplace, and a renovated eat-in kitchen with granite countertops, stainless steel appliances, custom cabinetry, and built-in seating. A stunning great room/tv room with 12-foot beamed ceilings, skylights, and sliding doors opens to an expansive deck, creating seamless indoor-outdoor living. The resort-style backyard is a private retreat with a heated saltwater pool (2021), new hot tub (2025), and mature landscaping. The primary suite offers a walk-in closet, radiant heated bath floors, and peaceful woodland views. Additional bedrooms, updated baths, a home office/library, laundry area, and a finished lower-level recreation space provide flexibility for today's lifestyle. Complete with a two-car attached garage and easy access to major commuting routes and the Pleasantville Metro-North station, this exceptional home delivers luxury, comfort, and convenience in one of Northern Westchester's most desirable locations.

15 Deerfield Lane S, Pleasantville
$949,000
3 Beds ⋅ 3 Baths ⋅ 1000711 MLS
Set up on a hill in the Byram Hills Central School District, this warm and inviting three-bedroom raised ranch immediately feels like home. The front living room windows overlook a peaceful pond, while the kitchen windows and deck enjoy views of the private, rustic backyard. The walkout lower level leads to a fire pit area, with a few steps up to a level lawn complete with a swing set. Privately set back on a quiet cul-de-sac street, this home offers a wonderful sense of comfort, charm, and privacy.

8 Woodland Road, Bedford
$1,588,000
3 Beds ⋅ 3 Baths ⋅ 992717 MLS
Experience luxury living at Enclave at Armonk by Toll Brothers, an exclusive collection of elegant townhomes in Westchester County. This Walters Farmhouse offers a sought-after first-floor primary suite, private home office, dramatic two-story great room with a wood-burning fireplace, and a patio for effortless indoor-outdoor living. The unfinished lower level is pre-plumbed for a future bath, providing additional flexibility. Best of all, you'll have the opportunity to personalize your interior finishes at the award-winning Toll Brothers Design Studio. Move-in ready for Early Summer 2027, with low-maintenance living and an exceptional location near shopping, dining, commuter routes, and nature preserves.

38 Fieldstone Knoll Unit #66, Armonk
$945,000
3 Beds ⋅ 3 Baths ⋅ 986172 MLS
Welcome to 15 Maryland Avenue, a beautifully renovated home offering the perfect blend of modern comfort and timeless style, ideally located in the heart of Armonk within the highly regarded Byram Hills School District. Set back from the road, this charming 3-bedroom residence offers a sense of privacy with a fully usable, level backyard and a detached two-car garage. Thoughtfully redesigned in 2019, the home features today’s most desirable amenities, including a top-of-the-line GE appliance package, hardwood flooring throughout, and a functional layout designed for everyday living and effortless entertaining. A welcoming entry foyer with a custom built-in bench and coat closet sets the tone for both style and convenience. The living room, anchored by a stone wood-burning fireplace, is warm and inviting, enhanced by large windows and recessed lighting that fill the space with natural light. The sun-filled formal dining room is elegantly framed with detailed molding and classic wainscoting, and flows seamlessly into the gourmet kitchen, perfect for hosting gatherings. The kitchen is truly the heart of the home, featuring custom wood cabinetry, stone countertops, an oversized stainless steel sink beneath a window, a storage closet, and a beautifully designed peninsula that provides the ideal setting for casual dining, morning coffee, or a full meal. Just off the kitchen, a stylish powder room adorned with wainscoting and an additional closet offer convenience and thoughtful design. One of the home’s most sought-after features is the main-level owner’s suite, offering comfort and ease. This serene retreat features hardwood flooring, two large windows, and a private hallway leading to a well-appointed bathroom with a glass-enclosed shower, built-in bench, large vanity, and elegant finishes. Upstairs, an elegant staircase leads to two additional bedrooms and a full bathroom, providing flexible space for guests, or a home office. The outdoor space is equally appealing, with a stone patio designed for easy entertaining and seamless indoor-outdoor flow, accessed directly from the kitchen. The private backyard offers plenty of room to relax, play, or host gatherings. Located just minutes from downtown Armonk Square, you’ll enjoy convenient access to local shops, restaurants, and a supermarket, along with close proximity to major roadways and Westchester County Airport. A wonderful opportunity to enjoy turnkey living in one of Westchester’s most sought-after communities.

15 Maryland Avenue, Armonk
$1,055,000
2 Beds ⋅ 3 Baths ⋅ 982366 MLS
585 Main Street, Armonk, NY Unit 1A | 2BR / 2.5BA | 1,800 SF Live at The Byram, a brand-new luxury condominium in a modern elevator building with full-service amenities. 55+ community Step inside to a bright, open layout anchored by a gas fireplace, flowing seamlessly to an oversized living/dinning area - perfect for entertaining. The kitchen is designed for both style and function, featuring premium Viking appliances, a six-burner range, and a pot filler for effortless cooking. Master ensuite has dual walk-in closet and spectacular large bathroom. Second bedroom included spacious walk-in closet and ensuite bathroom. Apartment has total of 2 full bathrooms and one half. Suite includes an in-unit laundry and central vacuum system. Storage is exceptional, with generous closets and a large private storage unit located in the garage. Amenities include: -Fitness center -Resident community room -Private outdoor patio + landscaped grounds -EV charging stations Beautiful, professionally landscaped grounds create a quiet, country-like setting while remaining just minutes from Armonk’s shops and dining, including DeCicco Market and CVS. Parking & Storage: -1 garage space included #8. -Guest and second car additional parking available. -Private storage unit #3. Pets may be considered Utilities: Owner pays gas, heat, and electric Taxes (2025–2026): -Town & County: $5,219.17 -School: $10,386.61 -Total: $15,605.78 ORIGINAL PRICE $1,195,000 REDUCED TO $1,095,000. Listed subject to errors, omissions change of price and withdrawal without notice.

585 Main St Unit #1A, Armonk

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.