Explore Rye Brook, NY Homes for Sale Between $5,00,000 to $25,000,000
Rye Brook, NY Homes for Sale Between $5,00,000 to $25,000,000 Map Search

Homes for Sale in Rye Brook, NY Between $5,00,000 to $25,000,000

  Advanced Search   Market Reports   Home Value   Connect

Welcome to your dedicated resource for Homes for Sale Between $5,00,000 to $25,000,000 in Rye Brook, NY. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Rye Brook, NY agent, Jeremy Zucker specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $5,00,000 to $25,000,000 below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Rye Brook, NY

Search Rye Brook by Price

All Rye Brook, NY Homes for Sale Between $5,00,000 to $25,000,000

$1,395,000
4 Beds ⋅ 4 Baths ⋅ 1048340 MLS
Welcome to 2 Magnolia Drive, a classic and beautifully maintained Colonial perfectly positioned on a picturesque, tree-lined street in the heart of Rye Brook. Set back from the road with a striking bluestone walkway and durable Hardie Plank siding, this home offers an immediate sense of curb appeal and timeless quality. Inside, the layout is designed for both effortless daily living and large-scale entertaining. The main level greets you with a spacious foyer that flows into a bright living room and a cozy family room anchored by a classic brick gas fireplace. The heart of the home is the expansive eat-in kitchen, updated in 2008, which serves as a natural gathering spot. Practicality is built-in with a mudroom, laundry room, and direct access to the two-car garage, all on the main level. Upstairs, you’ll find four generous bedrooms, each flooded with natural light through large windows. The primary suite features a bathroom updated in 2008, while the additional bathrooms were tastefully refreshed in 2010. In total, the home offers four bedrooms and 3.5 bathrooms, providing plenty of space and a flexible floor plan to suit any lifestyle. The living space extends to the fully legal finished basement, a standout feature that includes a large recreation room, a full bathroom, and a versatile bonus room. Outside, the level yard is anchored by an oversized Trex deck with gas line for a BBQ, perfect for outdoor dining or relaxing in the fresh air. This tech savvy home has modern conveniences like a whole-house generator which provide peace of mind, while the location within the Blind Brook School District offers easy access to Greenwich and the Metro North for a seamless commute. This is a home that has been lovingly updated and meticulously cared for; a true must-see home.

2 Magnolia Drive, Rye Brook
$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
$1,095,000
4 Beds ⋅ 3 Baths ⋅ 1047417 MLS
Nestled on a quiet cul-de-sac in the heart of the Pine Ridge section of Rye Brook, 4 Greenhouse Circle offers a classic 4-bedroom Colonial layout with incredible potential. From the moment you approach the bluestone walkway, you’ll notice the home feels bright and open, providing a fantastic canvas for its next chapter. The main level features a flow designed for easy daily living, a spacious eat-in kitchen serves as a central hub, leading into an impressive great room with soaring cathedral ceilings and a magnificent floor-to-ceiling brick fireplace. A formal living room, dedicated dining room, powder room, and a highly functional mudroom, laundry room and two car garage complete this floor. One of the standout features of this home is the seamless connection to the outdoors. Doors from the main living areas lead directly to a beautiful bluestone patio and a perfectly flat, level lot. It is a rare find that offers plenty of space for outdoor enjoyment. Upstairs, you will find four well-appointed bedrooms and two full bathrooms. This property is a special opportunity to bring your own sense of design to a home with a timeless floor plan in a sought-after Rye Brook location. Close to Pine Ridge and Crawford Parks, Blind Brook School District, bussed to all schools, easy access to metro north train station and sandwiched between Greenwich and Rye. This home is being sold as-is and can become the perfect place to create your dream home.

4 Greenhouse Circle, Rye Brook
$699,500
2 Beds ⋅ 3 Baths ⋅ 1045077 MLS
Come see this fully renovated sunny and spacious townhouse style attached SF home in Rye Brook, a two bedroom home that lives like a three! Enjoy many desirable features built into three levels of comfort - a new eat-in-kitchen, large living room with sliding glass door to patio and yard, large primary bedroom w/cathedral ceilings, three levels, plenty of closets/storage and one car attached garage. Conveniently located near Rye Ridge Shopping Center, restaurants, schools, parks and Metro North Train (Rye). Must see to appreciate.

33 Roanoke 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
$899,000
3 Beds ⋅ 2 Baths ⋅ 1038647 MLS
Welcome to 54 Bowman Avenue! Beautifully maintained all brick Colonial offering timeless charm, abundant natural light, and classic details throughout. Set on .17 acre property with access to two driveways and 1-car detached garage on Osborne Place, a quiet dead-end street. The main level features a welcoming foyer, formal living room with wood-burning fireplace, a sunny family room, an elegant dining room and a modern kitchen with cooktop & double wall oven. A covered deck with fireplace and a private fenced yard offers an extension of your living space. It is the perfect setting for BBQ's. The second level includes a spacious primary bedroom offering a walk-in closet, 3 additional bedrooms and a hall bath. Access to the walk-up is from the primary closet. The finished lower level with radiant heat adds flexibility with a separate entrance, offering a finished bonus space, laundry, utility room and access to the yard. Spacious rooms and handsome oak floors on the first and second levels. 6-zone Gas heating system & 1-zone Central Air Conditioning, Central Vacuum, 18-year old windows. Convenient location close to bus, train, shops and schools. A must see!

54 Bowman Avenue, Rye Brook
$769,000
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
$2,675,000
4 Beds ⋅ 5 Baths ⋅ 1025242 MLS
Experience Modern Living in this Beautifully Remodeled New England-Style Home in the "Award Winning" Blind Brook School District! Designed for elegance and luxury lifestyle on over 5500SF, stepping into a dramatic foyer with wide-plank oak flooring welcomes you directly into a sun-drenched great room, connecting seamlessly to the gourmet chef's kitchen. This sophisticated space features Quartz counters and dramatic waterfall edges, equipped with state-of-the art appliances; Monogram refrigerator, Wolf stove, wine cooler & beverage fridge, Bosch dishwasher, and microwave drawer. Off the kitchen, opens through sliding glass doors to a new Trex deck, ideal for indoor-outdoor entertaining. The great room is anchored by a "dual-sided" stone fireplace, ideal for gatherings. A private main-level en-suite bedroom offers flexible living for multigenerational, visitors, or live-in help integrated with the home's Traditional design. Upstairs, three generously sized bedrooms anchored by a serene primary suite equipped with a natural gas private fireplace and a fully remodeled bath featuring dual vanities, walk-in frameless glass shower, and build-in closets. A separate entertaining lounge adds versatile flex space, perfect for a media room, home office, or 300SF of second living area. Situated on a private circular driveway located minutes from downtown Rye, Greenwich, and 10 minutes to Westchester County Airport. A rare blend of design, function, and luxury. Schedule your private showing today!

38 Lincoln 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
$1,475,000
4 Beds ⋅ 3 Baths ⋅ 1029861 MLS
Lovingly Maintained Family Home First Time on the Market! This Large Bright 4 Bedroom , 3 Bath Central Air Split has all the room you need to enjoy and entertain, wonderful floor plan with 2 Primary Bedrooms! Large 1/2 Acre corner lot on Cul-de-Sac provides privacy, mature trees and landscaping with plenty of room for expansion possibilities. The neighborhood is in itself a quiet green space to walk, ride bikes or listen to the birds. Home is a diamond in the rough...waiting for you to make it shine! We welcome you to visit this home with an open mind and open heart for all it's possible options. Award Winning Blind Brook School District. Close to Schools, town, and major highways. School Star Discount = $1,360 for 2026

27 Meadowlark Road, Rye Brook
Start Your Search

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.