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$2,349,000
5 Beds ⋅ 4 Baths ⋅ 1047636 MLS
Welcome home to 16 Edgewood Drive, a truly one-of-a-kind property located in the award-winning Blind Brook School District. Privately set on 1.15 magnificent acres in Rye Brook’s prestigious Hillandale section, this classic 5 Bedroom, 4 Bath Colonial offers 3,900+ square feet of versatile living space. A long, picturesque driveway creates an unforgettable sense of arrival and introduces one of the most exceptional properties in all of Rye Brook. Built in 1938, the home seamlessly blends timeless character and architectural detail with generously proportioned rooms, abundant natural light and the modern layout desired for today’s lifestyle. Outside, the expansive lawns, mature landscaping and premier privacy create an extraordinary oasis for seamless outdoor living and entertaining. Opportunities to own a property of this size, beauty and distinction are exceedingly rare. This is a singular Rye Brook estate that truly cannot be replicated.

16 Edgewood Drive, Rye Brook
$695,000
2 Beds ⋅ 1 Baths ⋅ 1046916 MLS
Welcome to this charming, move-in-ready two bedroom brick Cape. Nestled on a lovely Rye Brook street, this dream home is minutes to the Port Chester Metro-North Station, Rye Ridge Shopping Center, and Port Chester schools. This inviting home offers a wonderful blend of character, comfort and convenience with a spacious backyard and a beautiful deck for outdoor entertaining. This home is not to be missed!

10 Maywood Avenue, Rye Brook
$660,000
2 Beds ⋅ 1 Baths ⋅ 1035795 MLS
Value, versatility, and charm come together in beautiful Rye Brook! This 2-bedroom home "lives like a 3-bedroom" with space for everyone. Enjoy inviting main-floor living complete with a brick fireplace, hardwood floors under carpet, and two bright bedrooms. The standout feature is the full finished walk-up attic—a massive loft space perfect for a custom primary suite or ultimate home office setup. The main level features a delightful eat in retro kitchen with a cooktop, walk-in pantry and direct backyard access. Need even more room? The full walk-out basement adds incredible flexible space of over 800 sq ft for a rec room, media center, and a hobby area. Step outside to enjoy covered front and rear porches overlooking a lovely gathering yard. Unbeatable location close to local dining, top parks, transit, and major highways!

47 Woodland Avenue, Rye Brook
$1,100,000
2 Beds ⋅ 3 Baths ⋅ 1042878 MLS
Effortless Living on the Greens — Doral Greens, Rye Brook. Tucked into one of Westchester's most desirable communities, this move-in ready 2-bedroom, 2.5 bath - first-floor condo offers the ease of one-level living without sacrificing a thing. Both bedrooms are en-suites — ideal for hosting guests or carving out a quiet home office. The eat-in kitchen keeps everyday mornings simple, while the private enclosed deck overlooking lush, manicured golf course grounds is where you'll want to start and end every day. An attached one-car garage adds year-round convenience, and residents enjoy the full Doral Greens lifestyle: clubhouse, pool, and tennis, all just moments from home. The location is second to none — minutes to major highways, shopping, transportation, and Westchester Airport. Everything you need is close by. All you need to do is simply move in and start enjoying it.

138 Doral Greens Drive W, Rye Brook
$739,000
4 Beds ⋅ 2 Baths ⋅ 1037403 MLS
Welcome to this charming 4-bedroom Cape nestled on a peaceful, tree-lined street with no thru traffic. The thoughtfully designed layout offers one bedroom on the first floor, along with eat in kitchen, dining room, comfortable living room, and full bath. The second level features 3 additional bedrooms and convenient half bath, providing plenty of space for family, guest, a home office, or a growing household. Enjoy the best of both worlds- a quiet residential setting with shops, restaurants major highways, and everyday conveniences just minutes away. a wonderful opportunity to make this well-located Cape your own.

24 Maywood Avenue, Rye Brook
$1,400,000
6 Beds ⋅ 4 Baths ⋅ 1030731 MLS
Located on a quiet street on the Rye Brook/Port Chester border, within the Port Chester School District and walking distance to Abendroth Park, this remodeled (2024) four-family home offers investors immediate, stabilized income. All four units are currently occupied on month-to-month leases and individually metered for electric. The building has one heat zone, with the landlord covering heat for three units. Thoughtfully updated throughout with off-street parking, this cash-flowing property is a strong addition to any investment portfolio in a market that continues to favor well-located multi-family assets. Schedule your showing today!

95 Grant Street, Rye Brook
$370,000
1 Beds ⋅ 1 Baths ⋅ 1029438 MLS
Welcome to Rye Ridge condominiums. A highly desirable area.. a place to make your own. Has in-ground community pool., with lifeguard on duty. One assigned parking space and another one allowed on the circle. There is a waitlist for a garage and an additional cost of $65 per month. .Convenient to public transportation, restaurants, and shops.. this home needs updating, so bring your creativity and ideas and make this place your home.

35 Avon Circle Unit #A, Rye Brook
$1,649,000
4 Beds ⋅ 3 Baths ⋅ 1024335 MLS
Welcome home to this beautifully maintained residence offering the perfect blend of space, flexibility, and outdoor living. Featuring 4 spacious bedrooms, 3 full bathrooms, and an attached garage. This home is designed for comfortable everyday living and effortless entertaining. A standout feature is the private-entry lower-level living space, offering incredible flexibility for extended family, guests, a nanny suite, a home office, or potential rental income (subject to local regulations). Step outside to your own backyard retreat, where you will find plenty of room to entertain, relax, and play. Enjoy peaceful mornings with coffee overlooking the gently flowing creek, host unforgettable summer gatherings on the patio, or simply unwind in the serene natural setting that feels like your own private escape. Perfectly situated in the highly desirable Rye Brook community, this home is served by a top-rated public school system from elementary through high school. Also, enjoy the convenience of being within close proximity to Crawford Park and Pine Ridge Park, where Rye Brook residents have access to free tennis courts, sports fields, walking trails, and playgrounds—providing endless opportunities for recreation and outdoor enjoyment. Ideally located just minutes from Greenwich, Rye, and the vibrant village of Port Chester, you will enjoy easy access to award-winning restaurants, boutique shopping, entertainment, and everyday conveniences. Commuters will appreciate the quick access to I-287 and I-95, making travel throughout Westchester, Connecticut, and into New York City effortless. Whether you are looking for flexible living space, a peaceful outdoor oasis, exceptional schools, or an unbeatable location, this remarkable home offers the lifestyle you have been waiting for.

74 Tamarack Road, Rye Brook

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.