5 Bedroom Homes for Sale in Westchester, NY

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Welcome to your dedicated resource for 5 bedroom homes for sale in Westchester, 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 Westchester, 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 Westchester, NY

$1,500,000

5 Beds ⋅ 4 Baths ⋅ 1004633 MLS

Rare Sleepy Hollow 2-Family Double-Duplex with River & Bridge Views.....!! This opportunity in the heart of historic Sleepy Hollow has been impeccably maintained is perfect for smart investors or owner-occupants looking for financial flexibility. Both spacious units are incredibly clean and feature beautifully updated kitchens and bathrooms, allowing you to move right in. A finished lower walkout level with a separate entrance provides excellent bonus space. The property offers unmatched convenience with a massive driveway that parks over 10 cars, plus a large 5-car detached garage. Best of all, the property is commercially zoned including the separate (detached) building at the rear of the lot which can be utilized in many ways—ideal for a private office or retail business or just collect cars! Location is everything, and this home puts you in the center of it all. You are just steps away from the scenic waterfront, Old Croton Aqueduct, and Rockefeller Preserve trails. Walk to local schools, vibrant shops, and dining. Commuters will love the easy trek to the Metro-North train station. With ongoing village redevelopment boosting long-term value, this is an investment you do not want to miss. Having parking on Beekman Ave. is a premium.....and to state it again so you are clear...this (Double Lot) property hosts a total of 15 cars comfortably. 10 Cars in driveway and 5 cars in the garage. Come see for yourself.....

144 Beekman Avenue, Sleepy Hollow

$1,595,000

5 Beds ⋅ 3 Baths ⋅ 1005291 MLS

Welcome to this beautifully maintained 5-bedroom, 3-bathroom single-family home located at 311 Lyncroft Road, offering a perfect blend of comfort, functionality, and timeless style. Featuring stunning white oak flooring throughout, central air, forced air heating, and a cozy gas fireplace, this spacious home is designed for everyday living and effortless entertaining. A welcoming entrance foyer leads into a bright eat-in kitchen complete with granite countertops, breakfast bar, pantry, stainless steel ENERGY STAR qualified appliances, recessed lighting, and a walk-through layout connecting seamlessly to the formal dining room and sunroom. The thoughtfully designed interior includes a desirable first-floor full bathroom, spacious bedrooms, and a primary suite with its own private bathroom and walk-in closet. Additional highlights include attic storage, basement laundry area, chandelier lighting, and generous storage throughout the home. The washer and dryer are approximately two years old, while the hot water tank has also been recently updated within the past few years. Outside, enjoy driveway parking, a garage, and front-yard sprinklers that help maintain the home’s curb appeal year-round. Combining classic charm with practical updates and versatile living space, this home is ready to welcome its next owner. Conveniently located near local shopping, restaurants, parks, schools, and major transportation routes, this home offers easy access to everyday amenities while still providing the comfort of a residential neighborhood setting.

311 Lyncroft Road, New Rochelle

$1,699,000

5 Beds ⋅ 3 Baths ⋅ 1001374 MLS

The home you have been waiting for is on the market! Welcome to this beautifully maintained and thoughtfully updated Raised Ranch style home in the sought after North End of New Rochelle. Set on private .71 acre and surrounded by mature trees and plantings, this home features ideal outdoor spaces for entertaining in a park like setting. The main level offers a large living room and formal dining room with gleaming hardwood floors and sliding doors to a beautiful deck and a large eat in kitchen with granite countertops. Four spacious bedrooms with two beautifully redone full baths both in the master bedroom and in the hallway complete this level. The lower level provides additional living space with a spacious family room with fireplace and sliding doors to large three season room, a bonus room currently used as a billiard room, plus a fifth bedroom and a remodeled full bath perfect for guests or extended family. You will also find a utility room with updated systems, laundry room and access to a two car garage. The possibilities are endless.

40 Hanson Lane, New Rochelle

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 973209 MLS

New Construction! Town of Somers, Somers School District - Set on 2 private acres, this newly constructed home blends quality craftsmanship with clean, modern finishes and a thoughtfully designed layout. Wide-plank 4” white oak hardwood flooring runs throughout the main living spaces, complemented by ceramic tile in all bathrooms. The kitchen features shaker cabinetry, quartz countertops, and a substantial center island, opening to comfortable living and dining areas centered around a sleek electric fireplace and enhanced by detailed trim work, including 2-panel interior doors, custom moldings, and a neutral designer paint palette throughout. Designed for flexibility, the home includes a bonus room or 5th bedroom with a full bath. The primary suite offers a double vanity, tiled shower, and heated floors, creating a functional and comfortable retreat. Built for efficiency and year-round comfort, the home includes spray foam insulation, a high-efficiency 3-zone heat pump system, and central air. Additional highlights include a walkout basement with plumbing in place for a future full bath, 200-amp electrical service, underground utilities, and extensive recessed lighting. The exterior offers strong curb appeal with lifetime architectural shingles, metal roof accents, Andersen 400 Series windows, and board and batten siding. A paver front walkway, rear patio, seeded lawn, and blacktop driveway complete the property. Conveniently located close to shopping, restaurants, schools, and major highways, offering an ideal balance of privacy and accessibility.

240 Mahopac Avenue, Somers

$630,000

5 Beds ⋅ 2 Baths ⋅ 1003574 MLS

This Colonial Style Home Features 5 Bedrooms, 2 Full Baths and Formal Dining Room. The information provided is estimated to the best of our abilities at this time.

355 Union Avenue, Mount Vernon

$849,999

5 Beds ⋅ 4 Baths ⋅ 1003657 MLS

Contracts are out. Welcome home to this AMAZING & GORGEOUS massive single family home that will not last!! The beautiful & immaculate interior of the house was most recently updated in 2023 & is nothing short of splendor. The first floor hosts a bedroom, living room with tray ceilings, a large chef’s kitchen that leads to the In unit laundry area that's right off a large deck that overlooks the picturesque backyard. The 2 upper levels of the house hosts four large bedrooms where each can hold a king sized bed & with a finished, full, walk out basement, all you have to do is literally move in then unpack your bags! The exterior of the property does not fall short at all as its truly an entertainer’s dream, this property sits on 0.13 acres where many happy memories can be made by the deck that leads to the extensive back yard, the fire pit, the bar area, the smores station or the lounge oasis hidden behind the huge 2 car garage. Last but not least the paved driveway can hold up to 6-7 cars, the property has an upgraded electrical system & it is close to all restaurants, shopping & all transportation. Being sold as is. Call to make a private appointment today!

22 Mount Joy, New Rochelle

$700,000

5 Beds ⋅ 4 Baths ⋅ 1003484 MLS

Discover the potential at this ideally located single-family, 5-BR home in the heart of Mount Vernon. Offered strictly As-Is, this property presents a unique opportunity for homeowners, investors, and developers alike. Pending architectural plans are already in place for conversion to a two-family residence, creating exciting possibilities for expanded living or income-producing potential. The property currently has three minor Building Department violations, which may be addressed as part of the proposed two-family conversion process. Buyers are encouraged to perform their own due diligence. Conveniently situated approximately one-quarter mile from Mount Vernon East Station on the Metro-North Railroad, the home offers an easy commute to New York City and surrounding areas. Enjoy close proximity to the vibrant shopping and dining corridors along Gramatan Avenue and Fourth Avenue, featuring a wide variety of retail shops, local businesses, and eateries. Whether you're looking to create a spacious multi-generational home, develop an investment property, or capitalize on the area's strong commuter appeal, this property offers outstanding upside and value.

141 S Fulton Avenue, Mount Vernon

$3,150,000

5 Beds ⋅ 6 Baths ⋅ 934693 MLS

Beyond private gates in coveted Back Country Bedford, this exceptional estate offers the perfect balance of privacy and convenience—just minutes to Bedford Village, Greenwich, the Merritt Parkway, and I-684. Bordering the protected Mianus River Gorge Preserve, the property enjoys an unparalleled natural setting with beautifully landscaped grounds, cascading waterfall and resort-style Shoreline pool and spa. Elegant yet welcoming interiors feature a stunning finished mahogany dining room, richly appointed cherry-paneled family room, bespoke millwork, and a thoughtfully designed layout for everyday living and entertaining. The chef’s kitchen opens to expansive outdoor terraces, while the luxurious primary suite, first-floor guest suite, wine cellar, media room, heated three-car garage, and whole-house generator complete this extraordinary offering. A rare opportunity for peaceful country living with effortless access to both Bedford and Greenwich. Available for sale or lease.

10 Hopes Farm Lane, Bedford

$699,000

5 Beds ⋅ 2 Baths ⋅ 979061 MLS

Location, Location, Location...Own a Piece of New York's Halloween Capital - Sleepy Hollow! Located a few blocks from the Hudson River & all the Awesome sight's that make this Village Special: Historic Sleepy Hollow Cemetery & Old Dutch tours, Headless Horseman Bridge, Washington's Headless Horseman Statue & Haunted Orchards. Live here - a great investment & rent out the other unit, This desirable Multi-family home is the best place to Live...Imagine the possibilities. Was updated in past 20 years. Being sold As-is as - it needs some TLC! Unit#2 - Upper floor 2 Bedroom unit has partial River/Bridge views, Pull down Attic that is excellent storage: partial standup with Plywood board flooring & 2 windows. Unit#1 is the Main Unit with Hard-Wood Floors Main floor entry into Living Room, Den/Home Office, Primary Bedroom w/stairs to back yard & Full Bathroom. Then 1 flight down to Bedroom 2 & 3, with lots of closets (including Hall Cedar closet), Large Eat in Kitchen, Mud room with exit to Back Yard - with Hook up for a Washer/Dryer if desired. Come take a look & walk around the neighborhood - visit the shops, restaurants and Markets including the new Favorite: DeCicco & Sons Market. This is why Zip Code 10591 is So DESIRABLE!!! ***NOTE: NO OFF STREET PARKING - GARAGE IS NEIGHBORS NEXT DOOR!!!

34 Cedar Street, Sleepy Hollow

$825,000

5 Beds ⋅ 4 Baths ⋅ 1002529 MLS

This Beautifully Renovated limestone Brick Townhouse offers a Rare Opportunity to own a Two-Family home in the heart of Mount Vernon. Located just a 5-minute walk to the Metro-North station, City Hall, shopping, and banking, this property combines convenience with modern living. Both unit comes with high-end Washer and Dryer. Featuring soaring 10-foot ceilings and high-end finishes throughout, each unit is equipped with stainless steel appliances, including a stove, refrigerator, dishwasher, and microwave. The First Floor Duplex offers 3 spacious Bedrooms and 3 full Bathrooms, designed to perfection and complemented by elegant hardwood flooring. The Upper Duplex which the owner currently resides features 2 bedrooms, 1 full Bath, and access to an expansive third floor which can be separated into Two very spacious rooms with each having windows Additional highlights include efficient ductless heating and cooling systems, generous living space, and thoughtful updates throughout. A perfect opportunity for homeowners or investors alike. The home also includes separate hot water tanks and utilities for each unit, allowing tenants to pay their own heat and hot water expenses.Schedule your tour today!

203 E Prospect Avenue, Mount Vernon

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 1000762 MLS

First time on the market from the original owner, 80 Hack Green Road is a rare opportunity to own a timeless and rare in Pound Ridge Tudor-style house, where exceptional craftsmanship, architectural character, and beautifully landscaped grounds come together. Privately set behind a classic stone wall on a rare 2.6 acres of impeccably landscaped, flat level land between Scotts Corners and New Canaan, this distinctive custom brick-and-stucco Tudor is immediately recognizable by its striking rooflines and timeless curb appeal. Built by a professional contractor well beyond standard specifications, this 4,015 sq.f. home offers five bedrooms, three three and half bathroom bathrooms, and timeless character throughout. A sweeping semicircular driveway provides a gracious arrival and generous parking for entertaining. Inside, 13 unique custom stained-glass windows serve as stunning architectural focal points throughout the home. The spacious eat-in kitchen flows seamlessly into the dramatic great room with a soaring 16-foot ceiling, skylights, French doors to the outside, and a custom wet bar. A richly appointed wood-paneled office overlooks the gardens, while the recreation room with a high-efficiency cast-iron wood-burning fireplace offers a warm and inviting gathering space. A whole-house central audio system enhances everyday living and entertaining. The second floor features a spacious primary suite with an updated en-suite bathroom, four additional bedrooms, and an updated hall bathroom. One of the bedrooms, with vaulted ceilings, is currently configured as a spacious den/playroom and can easily be converted back into a bedroom. The finished walk-out lower level with a full bathroom provides flexible recreation and media space, ideal for a home gym, game room, or movie nights. The extraordinary grounds have been cultivated over decades and feature an exceptional collection of mature specimen trees, including Japanese maples, Atlas cedar, Japanese umbrella pine, and weeping evergreens. The expansive, level lawn, with lights and uplighted trees, is a true rarity in Pound Ridge - offering endless opportunities for recreation, sports, relaxation, and outdoor enjoyment, as well as for entertainment. The outdoor patio features rare pink granite cobblestone, handcrafted by Italian masons, overlooking a tranquil koi pond with twin waterfalls. A charming playhouse, professional-grade swing set, half basketball court, and exceptional privacy complete this remarkable property. New above-oil tank, full house generator, updated bathrooms, new GE Cafe refrigerator, new GE Profile induction cooktop, and many more updates throughout. Ideally located just minutes from New Canaan, Grace Farms, Scotts Corners, Pound Ridge amenities, area preserves and parks, St. Luke's School, and the New Canaan train station, this exceptional home offers the perfect balance of peaceful country living and everyday convenience within the Bedford Central School District. Timeless. Refined. Exceptional.

80 Hack Green Road, Pound Ridge

$2,549,000

5 Beds ⋅ 4 Baths ⋅ 999117 MLS

True resort-style living with the ultimate in privacy, this exceptional residence is set on nearly one acre of tranquil grounds surrounded by lush landscaping and spectacular stonework throughout. A grand double-height entry foyer welcomes you to this spacious, sun-filled five bedroom, four full bath home, featuring generously sized rooms, including two en-suite bedrooms, and two family rooms. The luxurious primary suite features a large en-suite, walk-in closet, gas fireplace, and a balcony overlooking the property. Meticulously maintained high-end details highlight an effortless flow designed for both everyday living and entertaining. The open kitchen flows seamlessly into the family room with fireplace and stunning atrium, which opens directly to the picturesque grounds, outdoor kitchen, and serene koi pond. The living room with fireplace opens to the dining room, a beautiful four-season sunroom leads to an additional patio and garden setting, creating indoor-outdoor living throughout the home. The expansive heated pool and spa are enveloped by exquisite mature plantings and a charming rock garden path, offering a truly private retreat-like setting. Additional special features include radiant heated floors in the entry foyer, atrium, sunroom, and primary bath, a full-house generator, three fireplaces, three car garage, a very spacious driveway. Fully fenced grounds complete this extraordinary home. All in a very convenient location. A wonderful place to call home!

1 Rock Hill Lane, Scarsdale

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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.