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115 Whippoorwill Road, Armonk
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 1031846 MLS
Beautifully nestled on 3.23 private acres of protected land, directly across from the 12th hole of Whippoorwill Country Club, this 1955 ranch presents an exceptional opportunity to renovate, expand, or build your dream home in the award-winning Byram Hills School District. The three-bedroom home features an open floor plan, an expansive living room featuring a large fireplace with copper hood, a powder room, primary ensuite, dining room, office, sunroom, guest room/den, and two fireplaces. Enjoy spectacular views from most rooms and a walk-out lower level where you are met with a stone terrace, ideal for entertaining. Additional highlights include a two-car garage, circular driveway, mature landscaping, beautiful perennial gardens, and a private setting with great curb appeal.

115 Whippoorwill Road, Armonk
31 Byram Hill Road, Armonk
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 1044681 MLS
Fully renovated home in the Byram Hills School District! This modern contemporary styled home is ready for its new owners. Current Owner has done upgrades for you. Comfortable home, will bring great memories for years to come. The entry has a custom decorative steel door and tile entry way. A Huge family room with wood burning FPL, sets the tone for this charming house. New kitchen with an island and breakfast nook will be the heart of the house. The dining area overlooks the oversized rear deck. Oh, the parties you will have out there! The living room has a vaulted ceiling and a wall of windows, allowing nature to almost be living with you! All of the hardwood floors in the house have just been refinished. On the upper levels you will find a sprawling primary suite along with 2 more beds and a hall bath. The house is exceptionally bright from all the windows and skylights. A 2-car garage, laundry and utility room are located in the lower level. The driveway can fit almost any number of cars from your guests! House has generator, but needs propane tanks installed to operate. Best Value in Armonk! Brand new stove and laundry have just been installed!

31 Byram Hill Road, Armonk
20 Whippoorwill Road E, Armonk
$399,000
1 Baths ⋅ 1040116 MLS
Welcome to effortless luxury living in the heart of Armonk. Located within the iconic Old Armonk School, thoughtfully reimagined into an exclusive collection of luxury condominium residences, this sun-filled studio offers a unique blend of historic character and modern convenience. Vaulted ceilings and oversized windows create an airy, open atmosphere, giving the residence the feel and scale of a much larger home. The thoughtfully renovated closet has been transformed into a spacious California-style closet, while an additional storage closet is conveniently located in the hallway. Laundry is located just one floor below the condo. The residence includes one spacious garage parking space, recently painted and sized to accommodate a large SUV, plus one assigned outdoor parking space. Both the boiler and hot water heater were replaced in July 2026, offering added peace of mind. Ideally situated just steps from the shops, restaurants, and amenities of downtown Armonk, this exceptional residence offers sophisticated, low-maintenance living in one of Westchester’s most desirable locations.

20 Whippoorwill Road E, Armonk
150 Bedford Road, Armonk
$990,000
1 Beds ⋅ 2 Baths ⋅ 979940 MLS
A Gem in Armonk, centrally located in the center of Armonk. There are two structures on the property. Main Building can be used for commercial space. On the second floor with a separate entrance offers a 1 bedroom, eat- in kitchen, living room, full bath. Accessory cottage located on the property offers: Vaulted ceilings, wood-burning stove, kitchenette, Bedroom, Full Bathroom, Large finished loft for storage, level private yard. Ample storage in both buildings. parking for about 10 cars

150 Bedford Road, Armonk
585 Main St Unit #1A, 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.