5 Bedroom Homes for Sale in Rye, NY

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Welcome to your dedicated resource for 5 bedroom homes for sale in Rye, 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, NY agent, Tierra Stanback specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Rye, NY

$3,150,000

5 Beds ⋅ 5 Baths ⋅ 1062379 MLS

City meets suburbs where train meets the water~ Thoughtfully designed and beautifully crafted, this exceptional new construction 5 BR, 4.1 bath home blends timeless traditional architecture with the finest custom details. From the welcoming mahogany front porch and distinctive copper flashings to the custom built-ins, every element reflects a commitment to quality and enduring style. The inviting, open-concept floor plan seamlessly connects the kitchen and family room, creating a warm and sophisticated setting for everyday living and entertaining. Two fireplaces add character and ambiance, while the spacious primary suite offers a private retreat. Ideally situated in the heart of Rye, this special home offers the ultimate in convenience, with a short walk to all level schools, train, town, restaurants, and shops. A rare opportunity to enjoy the best of Rye living in a newly built home. Special features: White Oak wood floors, Marvin Elevate window package, copper flashing, Quartz countertops, Custom kitchen cabinets w/ true wood dividers and customization, Bosch appliances, large mudroom w/ shiplap, large island seating for 5/6, all closets are custom fitted, generator.

68 Grapal Street, Rye

$3,595,000

5 Beds ⋅ 5 Baths ⋅ 1044867 MLS

Radiating with sophistication and Old World charm, this exceptional brick Georgian Colonial, built in 2005, is beautifully sited on .46 level, perfectly manicured acres in the sought-after Greenhaven neighborhood, just steps from Greenhaven Beach. Timeless architectural details, custom millwork and built-ins blend classic elegance with modern-day living. A dramatic double-story foyer introduces a private office with custom cherry built-ins, elegant formal living room with gas burning fireplace, formal dining room with wood-burning fireplace and French doors to the patio, and a modern chef’s kitchen outfitted with high end appliances, a sun-filled breakfast area opening to the patio and yard. The spectacular Great Room features soaring ceilings, a dramatic brick wood burning fireplace and custom built-in bar with cabinetry and wine refrigerator. A versatile den/guest room with custom Murphy bed and en-suite bath, powder room and mudroom complete the first floor. Upstairs, the gracious primary suite is a private retreat with sitting room, gas fireplace, two walk-in closets and spa-like bath with double vanity, steam shower and Jacuzzi tub. Three additional bedrooms include one en-suite and two sharing a Jack-and-Jill bath. A large laundry room and finished storage/bonus room with skylight and custom built-ins complete the second floor. Outside, the beautifully landscaped, level property features an expansive slate patio and dedicated firepit area, perfect for entertaining, dining and relaxing. Timeless architecture, exceptional craftsmanship and a coveted Greenhaven location make this truly special home a rare find.

65 Greenhaven Road, Rye

$1,999,000

5 Beds ⋅ 2 Baths ⋅ 1014511 MLS

Rare Rye offering: a truly unique multifamily property featuring two separate freestanding homes with frontage on two different streets — 37 Beck Avenue and 38 Wainwright Street. This location creates a one-of-a-kind opportunity where each residence has its own distinct identity, street presence, and sense of independence. Enjoy proximity to one of Westchester’s most iconic waterfront destinations, with beach, pool, boardwalk, recreation, Playland attractions, and nearby natural open space at Edith G. Read Wildlife Sanctuary. Whether used as a primary residence with rental income potential, or a rare investment property in a highly desirable Rye location, this offering is unlike anything else on the market. A special property in a special setting — two homes, two street frontages, one exceptional Rye address.

37 Beck Avenue, Rye

$3,300,000

5 Beds ⋅ 6 Baths ⋅ 1036005 MLS

Nestled in the heart of Rye's coveted Greenhaven waterfront community, with DEEDED RIGHTS TO THE PRIVATE BEACH AND PIER located just steps away - at the end of the street, minutes from Greenwich, this exceptional 5-bedroom, 5.1 bathroom residence offers an extraordinary opportunity to enjoy luxury living in one of Westchester County's most prestigious neighborhoods. Situated on an expansive half acre lot, this lovingly maintained home boasts 3,804 square feet of beautifully designed living space, which does not include the lower level offering an additional 1300 sq ft of endless potential possibilities for recreation, a home gym, media room, guest quarters, or multigenerational living. Built in 1988, the home showcases a timeless brick colonial design with spacious, light-filled rooms, gracious entertaining spaces, and a seamless flow ideal for both everyday living and elegant gatherings. The generous floor plan offers oversized bedrooms, multiple living and entertaining areas with fireplaces. Outside, the level landscaped grounds create a private retreat with plenty of room for outdoor entertaining, or the addition of a pool. Set on over half an acre in the sought-after Greenhaven neighborhood, you'll enjoy a serene residential setting and moments from Milton Harbor, marinas, parks, beaches, and scenic waterfront walks. Residents appreciate Greenhaven's unique waterfront lifestyle while remaining just minutes from downtown Rye's vibrant restaurants, boutique shopping, Metro-North station, award-winning schools, and major highways, providing an effortless commute to Manhattan. House has been updated with new forced air heating system/central air and new H/W heater.

90 Greenhaven Road, Rye

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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.

5 Bedroom Homes for Sale in Rye, NY

All 5 Bedroom Homes for Sale in Rye, NY

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Tierra Stanback