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5 Bedroom Homes for Sale in Westchester, NY

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

144 Beekman Avenue, Sleepy Hollow
$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

240 Mahopac Avenue, Somers
$1,395,000
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

34 Cedar Street, Sleepy Hollow
$649,000
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. ***1900 Colonial can be easily converted to a 1 Family residence!*** Live here - a great investment & rent out the other unit, This desirable Multi-family home is a great place to Live...Imagine the possibilities. Was updated in past 20 years. Roof redone 15 yrs. Being sold As-is as - it needs some TLC! Unit#2 - Upper floor 2 Bedroom unit has partial River/Bridge views, Pull down Attic with storage: partial standup, Plywood board flooring, 2 windows. Unit#1 is the Main Unit with Hard-Wood Floors Main floor entry into Living Room, Den/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 - Washer/Dryer hook-up. Not Incld: Cooling window units provided by tenants. 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//NO GARAGE - GARAGE IS NEIGHBORS NEXT DOOR!!! Property line is where the rock/path meets the neighbors garage.

34 Cedar Street, Sleepy Hollow

7 Walnut Avenue, Larchmont
$6,950,000
5 Beds ⋅ 6 Baths ⋅ 957595 MLS
Exceptional New Construction Estate in Larchmont Manor! An extraordinary opportunity to acquire a newly built estate residence in one of the Sound Shore’s most prestigious residential enclaves. Crafted by a premier Westchester luxury builder, this refined home reflects timeless coastal design paired with thoughtfully curated modern living spaces, offering an elevated lifestyle defined by comfort, scale, and craftsmanship. The main level unfolds with a welcoming entry foyer that introduces a series of elegant entertaining spaces, including formal living and dining rooms designed for both intimate gatherings and larger occasions. A generously sized family room with fireplace serves as the centerpiece of the home and opens to covered porches and outdoor patios, creating a seamless connection between interior living and the outdoors. The chef’s kitchen is both impressive and highly functional, featuring a substantial center island, butler’s pantry, and a sun filled breakfast area. A well planned mudroom and powder room complete the first floor with everyday practicality. The second level is anchored by a tranquil primary suite offering a private retreat with a spa inspired bath and expansive walk in closets. Additional bedroom suites are thoughtfully laid out, each with its own private ensuite bath, ensuring comfort and privacy throughout. A spacious laundry room and an open upper hall enhance the sense of light, flow, and architectural cohesion. The exterior architecture presents a classic estate profile with distinctive rooflines, and inviting covered outdoor spaces. Professionally landscaped grounds and a two car garage complete the property. Ideally positioned just moments from Manor Park, the waterfront, village shops, dining, Metro North, and award winning schools, this exceptional residence offers refined coastal living only 35 minutes from Manhattan. A rare new construction offering in Larchmont Manor where enduring design and exceptional location come together.

7 Walnut Avenue, Larchmont

16 Lewis Road, Irvington
$1,695,000
5 Beds ⋅ 6 Baths ⋅ 994571 MLS
"VILLA KEEN" - THE GLAMOUR OF A CASTLE MEETS BROADWAY & THE ARTS - Irvington, NY, Circa 1929. Just imagine... Joseph Keen & his wife break ground to build a "Cinderella" castle on a breathtaking 2.43 acre parcel of land, a stone's throw to Halsey Pond, minutes to the Hudson River and a short 30 minute trip from Manhattan. Coming home, meandering through the stately stone pillar entry, the Beech Tree with historic Indian carvings in front of the sweeping stairs tells a story from the 1700's, but that we will save for a rainy day... Fast forward, Lloyd Stratton, president of the Associated Press takes residency, tirelessly typing from the oak library. In the 1960's enters resident Robert Wright, producer of the Carol Burnett Show & other Broadway staples. If you are seeking inspiration beyond your wildest dreams, everything is still in tact today, including the Chesney fireplace mantle, Mackenzie-Childs fixtures and the Schonbek Austrian crystal chandelier... If you are looking to entertain, be our guest, whether you enter through the 15' stained glass gates to your private courtyard, spend your time in the grand dining room suitable for Beauty & the Beast, the Green Room, relaxing poolside, or in the pool house, the choice is yours. Of course your guests or residents will cherish their stay in the turret bedrooms with ornate stained glass windows, or in the private guest quarters with separate entry... Speaking of entertainment, the list of distinguished guests and residents goes on, like Academy award-winning actress Shirley Jones, Tony Award-winning actor Jack Cassidy and their son, multi-platinum recording artist Shaun Cassidy. If only these walls could talk... Well, you may still hear the grand piano resonating in the formal living room by one of the many roaring fires... A perfectly sound structure on a dead end private street, with newer systems & mechanics, a train line to NYC just 5 minutes away and award-winning Irvington Schools, here is your chance to enhance a property that can never be duplicated today. In fact, "Villa Keen" is so special, a replica only exists in California by one of its former owners. Are you ready to live this fairytale fantasy?

16 Lewis Road, Irvington

130 E Cedar Street, Mount Vernon
$1,325,000
5 Beds ⋅ 4 Baths ⋅ 995205 MLS
This stately luxury Mediterranean villa near Bronxville is set high on a private, lushly landscaped large corner property. The flagstone walkway leads to a refined entry door with brass lion-head knocker and into the grand foyer featuring a sweeping curved staircase with distinctive balustrades. Classic center hall layout with all oversized rooms is perfect for entertaining and relaxing. Two sets of leaded-glass double French doors open to the ballroom-sized living room and elegant dining room, both with intricate moldings, gleaming hardwood maple floors and custom fireplace. All walls and ceilings are hand-crafted Venetian plaster. Sun-drenched wood paneled home office or first floor bedroom has new bay window and built-ins. A bath with gold fixtures is also on the first floor. The updated kitchen and butler’s pantry have stunning granite counters, designer backsplash, a custom 40" gas range with six burners, double oven and oversized range hood, breakfast nook and mud room with many closets. Amenities include a lower level in-law apartment with full bath, separate access and expansion possibilities. Upstairs, the huge ensuite primary bedroom has its own private 220 SF terrace, cedar closets, and enormous remodeled bath with marble floor and separate shower room. The walk-out lower level, with rec room, laundry, full bath with shower, and bedroom, accommodates au pair or in-law. The heated, two-plus car garage is below the house, with direct indoor access. Third floor has additional 1,500 SF with cathedral ceiling (not included in house square footage) with space for 6th and 7th bedroom and full bath. New 200-amp service and new electric throughout. Freshly painted, inside and out. Very private yard has fully operable in-ground gunite mini pool that provides a special outdoor oasis. Massive stone walls, terraces, patios, and full property underground sprinkler system. Ludovici red Spanish tile roof is spectacular. Some furnishings included. Short walk to Metro North. NYC commute is 25-minutes from Fleetwood or Bronxville. Shopping in Fleetwood and Bronxville. MOVE-IN READY. Low taxes are before STAR exemption. Great value per square foot.

130 E Cedar Street, Mount Vernon

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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.

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