Homes for Sale near Roosevelt Elementary School

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  /24

  $550,000

  • 6 Beds
  • 3 Baths
  • 2,276 Sq Ft

  41 Ellis Place, Ossining, NY 10562

  Legal 2-family opportunity in the heart of Ossining offering exceptional value, versatility, and upside potential. Priced at $550,000, this spacious property features a 5-bedroom, 3 full bath layout plus a separate studio apartment with its own private entrance—ideal for investors or owner-occupants looking to generate rental income. Set on a 7,405 sq ft lot, the home offers approximately 2,276

  

  Paula Esteves

  Century 21 Full Service Realty

  (914) 430-0692

  41 Ellis Place, Ossining, NY 10562
• 

  Explore Roosevelt Elementary School

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  /42

  $799,000

  • 4 Beds
  • 3 Baths
  • 1,368 Sq Ft

  143 N Highland Ave, Ossining, NY 10562

  Legal 3-family home, located in the heart of Ossining. Excellent 1st time buyer opportunity to live in one and rent two other units and parking lot to help pay the mortgage or great investment opportunity for passive income and build equity. Prime location-close to all, easy access to transportation, downtown, and Hudson River waterfront.

  

  Abraham Mathew

  CENTURY 21 DAWNS GOLD

  (914) 867-0383

  143 N Highland Ave, Ossining, NY 10562
• 

  

  

  /35

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  110 Morningside Dr, Ossining, NY 10562

  Welcome Home and discover this charming ranch-style residence nestled in one of Ossining’s most sought-after neighborhoods. Surrounded by nature and set on nearly an acre (0.85 acres) of beautifully landscaped property, this Single Family home offers comfort with 3 beds and 2 baths, lives like 2,000+ sq/ft with finished Basement, 2+ Car Garage, privacy, and timeless appeal.Enjoy a sun-filled

  Luis Morgado HomeSmart Homes & Estates

  110 Morningside Dr, Ossining, NY 10562
• 

  

  

  /44

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 2,443 Sq Ft

  29 Beechwood Way, Briarcliff Manor, NY 10510

  Set in one of Briarcliff Manor's most distinctive communities, this pond-front three-bedroom townhouse offers a rare combination of natural beauty and thoughtful updates. Enjoy peaceful pond views, seasonal views of the Hudson River, and 33 acres of Olmsted-designed grounds with lush gardens and mature landscaping as your backdrop. The recently updated eat-in kitchen anchors the bright main level

  Aurora Banaszek Compass Greater NY, LLC

  29 Beechwood Way, Briarcliff Manor, NY 10510
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  /33

  $939,000

  • 4 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  31 Orchard Rd, Briarcliff Manor, NY 10510

  Welcome to this beautiful split-level residence located in the Chilmark section of Briarcliff Manor. Lives like a ranch while offering the space and layout of a 4-bedroom, 2.5-bath Colonial. The updated kitchen and bathrooms reflect today’s design preferences, and the open floor plan creates a seamless flow for everyday living and entertaining.The spacious kitchen features built-in cabinetry

  James Maurno Berkshire Hathaway HS NY Prop

  31 Orchard Rd, Briarcliff Manor, NY 10510
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  /38

  $1,950,000 Open Sat 2PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 3,096 Sq Ft

  179 River Rd, Briarcliff Manor, NY 10510

  Stately, 4-bedroom Colonial with Hudson River views, ideally set on a level 2/3-acre property with exceptional curb appeal. Located within the desirable walk-to-train Scarborough neighborhood , this home offers a seamless blend of timeless architecture and modern convenience—perfectly suited for today’s Westchester lifestyle. Spanning approximately 3,500 square feet, the residence features

  Betsey Relyea Houlihan Lawrence Inc.

  179 River Rd, Briarcliff Manor, NY 10510
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  /46

  $1,150,000

  • 5 Beds
  • 3 Baths
  • 3,867 Sq Ft

  27 Allapartus Cir, Ossining, NY 10562

  This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning

  Mary Stetson Stetson Real Estate

  27 Allapartus Cir, Ossining, NY 10562
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  /50

  $1,300,000

  • 5 Beds
  • 3.5 Baths
  • 2,780 Sq Ft

  75 Chappaqua Rd, Briarcliff Manor, NY 10510

  Welcome to 75 Chappaqua Road, a total spacious 4,200 sq ft single-family home in Briarcliff Manor, offering generous living space, abundant natural light, and timeless character. The home features a traditional layout with a formal living room, family room, formal dining room, and a convenient main-level bath. The kitchen and adjoining spaces provide a practical flow into the main living areas,

  Bryant Moran YourHomeSold Guaranteed Realty

  75 Chappaqua Rd, Briarcliff Manor, NY 10510
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  /37

  $918,000

  • 3 Beds
  • 2.5 Baths
  • 3,990 Sq Ft

  81 Glendale Rd, Ossining, NY 10562

  Fully Available. Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with

  Helena Macintyre North Country Sothebys Int Rlt

  81 Glendale Rd, Ossining, NY 10562
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  /36

  $1,185,000

  • 3 Beds
  • 2.5 Baths
  • 3,075 Sq Ft

  24 Beechwood Way, Briarcliff Manor, NY 10510

  One of the first Beechwood townhouses to come to market since 2023, this pondfront residence offers a rare opportunity to own within one of the area’s most coveted communities. Set directly on the pond with seasonal Hudson River views, the home pairs natural beauty with everyday convenience. A private outdoor patio overlooking the water creates a true extension of the living space, ideal for

  Alexandra Shaw Corcoran Legends Realty

  24 Beechwood Way, Briarcliff Manor, NY 10510
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  /38

  $1,149,000

  • 4 Beds
  • 3 Baths
  • 2,573 Sq Ft

  27 Ryder Rd, Ossining, NY 10562

  Welcome to this tastefully updated home Dutch Colonial. Beautifully and thoughtfully renovated, the light-filled chef’s kitchen is the true centerpiece, featuring crisp white cabinetry, expansive countertops, generous storage, and seamless flow into the dining and living areas, making it ideal for both daily living and entertaining. The large living room features a lovely wood burning fireplace

  Wendy Holt Houlihan Lawrence Inc.

  27 Ryder Rd, Ossining, NY 10562
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  /31

  $1,989,000

  • 4 Beds
  • 2.5 Baths
  • 3,550 Sq Ft

  41 Croton Dam Rd, Ossining, NY 10562

  Experience refined new construction living at 41 Croton Dam Road, a thoughtfully designed 2026-built single-family residence set on 1.38 acres with Hudson River views. Offering 3,550 square feet of elegant living space, this 4-bedroom, 2.5-bath home blends architectural sophistication with modern functionality. The main level features 10-foot ceilings, dramatic 8-foot front entry doors, custom

  Nicola Santucci Houlihan Lawrence Inc.

  41 Croton Dam Rd, Ossining, NY 10562
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  /42

  $996,000

  • 3 Beds
  • 3 Baths
  • 3,492 Sq Ft

  47 Willow Dr, Briarcliff Manor, NY 10510

  You can’t ask for a more turn-key home! Everything inside has been updated tastefully in the last few years, and the shy 1/2 acre is beautifully landscaped and perfect for entertaining, with a large deck plus back patio and privacy fence in the rear. If you’re looking for a mother-daughter home, or a home office with a separate entrance, this ranch with a walk-out lower level would be perfect for

  Susan Strawgate Code Houlihan Lawrence Inc.

  47 Willow Dr, Briarcliff Manor, NY 10510
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  /6

  $1,899,000

  • 4 Beds
  • 3.5 Baths
  • 2,693 Sq Ft

  94 Somerstown Rd, Ossining, NY 10562

  Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is abrand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first

  David Turner Compass Greater NY, LLC

  94 Somerstown Rd, Ossining, NY 10562
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  /28

  $1,345,000

  • 4 Beds
  • 2.5 Baths
  • 3,592 Sq Ft

  14 Wyche Way, Ossining, NY 10562

  Beautifully updated center hall Colonial, set on a private and professionally landscaped almost one-acre property on a quiet cul-de-sac in one of Ossining’s most desirable neighborhoods. This move-in ready home blends classic architecture with modern upgrades and a highly functional layout designed for today’s lifestyle. The centerpiece of the home is the newly installed Leicht kitchen, featuring

  John Oliveira Douglas Elliman Real Estate

  14 Wyche Way, Ossining, NY 10562
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  /11

  $600,000

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  58 State St, Ossining, NY 10562

  Income-producing duplex in a desirable location! Has 5 bedrooms and two baths total. 3 bedrooms 1 bath in one unit, 2 bedrooms 1 bath in second unit. This well-maintained property offers two units with strong rental history and consistent cash flow. Ideal for investors or owner-occupants looking to offset their mortgage. Features include separate utilities, spacious layouts, and convenient access

  Amarish J. Khan Apollo Real Properties, Inc.

  58 State St, Ossining, NY 10562
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  /22

  $579,000

  • 4 Beds
  • 1 Bath
  • 1,296 Sq Ft

  42 Lee Ave, Ossining, NY 10562

  Look no further! This affordably priced Cape is full of potential and ideally located in a lovely residential neighborhood. Offering 4 bedrooms and endless possibilities, this home is ready for your personal touch and a little TLC to truly shine. Great opportunity for homeowners or investors alike. Being sold “as is.”

  Jason Kerwar William Raveis Real Estate

  42 Lee Ave, Ossining, NY 10562
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  /4

  $189,000

  • Land
  • 16,988 Sq Ft
  • $484,615 per Acre

  76 Hawkes Ave, Ossining, NY 10562

  Approved plans for a large single family home! Vacant land opportunity located at 76 Hawkes Avenue in Ossining. This parcel offers the potential for residential development subject to municipal approvals and zoning requirements. Conveniently situated near local amenities including parks, shopping, dining, and transportation. Enjoy the benefits of being in Westchester County with access to the

  Priscila Rodriguez Real Broker NY LLC

  76 Hawkes Ave, Ossining, NY 10562
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  /19

  $215,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  133 S Highland Ave Unit 5B, Ossining, NY 10562

  Welcome to Highland Terrace, a light-filled, top-floor end unit in a pet-friendly community. This bright and well-maintained two-bedroom apartment features an updated kitchen with granite counters, newer appliances, and a convenient pass-through to the living and dining area. The spacious living room offers plenty of space and great natural light, while both bedrooms include good sized closets. A

  Magdalena Konkola Houlihan Lawrence Inc.

  133 S Highland Ave Unit 5B, Ossining, NY 10562
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  /35

  $849,000

  • 3 Beds
  • 2 Baths
  • 2,292 Sq Ft

  55 Hoags Cross Rd, Ossining, NY 10562

  Welcome to 55 Hoags Cross Rd. in the desirable New Castle area of Ossining. Privately set on a level acre and surrounded by trees and natural landscaping, this property offers a rare sense of quiet seclusion: your own peaceful retreat, just moments from town, commuting routes, and everyday conveniences. This beautifully maintained split-level ranch lives like a 4-bedroom and offers exceptional

  Maryanne Durr Coldwell Banker Realty

  55 Hoags Cross Rd, Ossining, NY 10562
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  /38

  $2,900,000

  • 7 Beds
  • 7 Baths
  • 5,502 Sq Ft

  83 Somerstown Rd, Ossining, NY 10562

  Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  83 Somerstown Rd, Ossining, NY 10562
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  /30

  $425,000

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft

  19 Samstag Ave, Ossining, NY 10562

  This two bedroom one bath bungalow set high above the Hudson with sweeping river views, this property offers a rare opportunity to enjoy the charm, convenience, and lifestyle that define Ossining living. Welcome to 19 Samstag Ave, a home perfectly positioned for those seeking both tranquility and connectivity. Enjoy gorgeous Hudson River vistas and the natural beauty that surrounds this historic

  Angelina Cozza Century 21 Alliance Rlty Group

  19 Samstag Ave, Ossining, NY 10562
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  /50

  $2,995,000

  • 5 Beds
  • 7 Baths
  • 7,931 Sq Ft

  36 Revolutionary Rd, Briarcliff Manor, NY 10510

  There are homes... and then there are places that feel quietly set apart from the world around them.Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally... like a secret meant only for those who understand what true luxury feels like.This is not just a home. This is a legacy

  Elaine Wasserman Houlihan Lawrence Inc.

  36 Revolutionary Rd, Briarcliff Manor, NY 10510
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  /25

  $609,000

  • 2 Beds
  • 2.5 Baths
  • 1,547 Sq Ft

  63 Deerfield Ln Unit 63, Ossining, NY 10562

  Welcome to Deerfield Condominium Complex....A middle unit recently updated. This unit features attached garage, 2 private decks, updated eat-in kitchen, freshly painted and new carpeting. This unit is a tri level home. Perfect for today's buyer. Deerfield Community is close to 9A, Croton on Hudson railroad station, and all that Ossining offers.

  Thomas Burns Coldwell Banker Realty

  63 Deerfield Ln Unit 63, Ossining, NY 10562
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  /32

  $710,000

  • 5 Beds
  • 2 Baths
  • 1,860 Sq Ft

  1 Edward St, Ossining, NY 10562

  Well-maintained two-unit property in the heart of Ossining, fully renovated in 2020 and offering a strong combination of space, convenience, and versatility. The building features a spacious three-bedroom unit over a two-bedroom walk-up, providing an ideal opportunity for owner-occupants or investors. Both units benefit from updated finishes completed during the 2020 renovation, offering modern

  Tana McGuire eXp Realty

  1 Edward St, Ossining, NY 10562
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  /35

  $750,000

  • 4 Beds
  • 2 Baths
  • 2,034 Sq Ft

  15 Marshall Place, Ossining, NY 10562

  Welcome home to a charming two family Dutch Colonial in the Forest Park area of Ossining. Each unit features two bedrooms, full bath, living room, dining room, & kitchen. The first floor unit has access to a full basement with laundry & plenty of storage. The second floor unit also has 2 bedrooms, full bath, living room, dining room & attic space. Hardwood floors, high ceilings & plenty of

  Elizabeth Kamp Kane & Associates

  15 Marshall Place, Ossining, NY 10562
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  /38

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  9 Nicole Cir Unit 8, Ossining, NY 10562

  Offering an open floorplan with sophistication and style filled with designer finishes. This wonderfully maintain unit offers an impressive eat in kitchen with granite counters, stainless steel appliances and rich cabinetry, the dining room flows into the living area complete with fireplace and vaulted ceilings with skylight. The primary bedroom is located on the main level, with vaulted

  Robert Mulvey William Raveis Real Estate

  9 Nicole Cir Unit 8, Ossining, NY 10562
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  /40

  $85,000 Open House 5/30

  • 2 Beds
  • 1 Bath
  • 1,380 Sq Ft

  37 Secor Rd, Ossining, NY 10562

  Welcome to 37 Secor Road. Being sold strictly as-is and as a buy one get one with 39 Secor Road; You cannot pass on this deal! Get this cozy 2-bedroom, 1-bathroom single family home replete with a garage, unfinished basement and unobstructed windows to the Hudson River. This home is priced to be sold as a package with the adjoining Two family home at 39 Secor Road (MLS # 973596 offered @ $675K).

  Monica Cooper THD Homes LLC

  37 Secor Rd, Ossining, NY 10562
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  /16

  $250,000

  • 1 Bed
  • 1 Bath
  • 719 Sq Ft

  135 Main St Unit 302, Ossining, NY 10562

  Discover this charming one-bedroom apartment ideally located in the heart of Ossining, set on a beautiful tree-lined street. This inviting residence offers the perfect blend of comfort, value, and convenience. The apartment features a bright and functional layout, with a well-maintained kitchen and generous living space. Additional storage is no issue, with a large private storage unit located in

  Andreia Cordeiro eXp Realty

  135 Main St Unit 302, Ossining, NY 10562
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  /44

  $649,000

  • 2 Beds
  • 2.5 Baths
  • 1,629 Sq Ft

  56 Hudson Watch Dr, Ossining, NY 10562

  "Quiet comfort, generous light, and the kind of calm you feel the moment you walk through the door." Some homes simply feel different — and this is one of them. A coveted end unit in the distinguished Hudson Watch community, this 1,626-square-foot residence has been thoughtfully curated to offer something increasingly rare: genuine tranquility, without sacrifice. Soaring vaulted ceilings, a

  Heather Bouza Compass Greater NY, LLC

  56 Hudson Watch Dr, Ossining, NY 10562
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  /39

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,286 Sq Ft

  32 Terrace Ave, Ossining, NY 10562

  This charming 3-bedroom, 2-bath home in the Village of Ossining, is a legal 2 family and is currently being used as a single family. Features include a small backyard, a detached 1-car garage, and a convenient location close to shops, transportation, and amenities.

  Jason Kerwar William Raveis Real Estate

  32 Terrace Ave, Ossining, NY 10562
• 

  

  /31

  $649,900

  • 4 Beds
  • 2 Baths
  • 1,706 Sq Ft

  2 Martin Rd, Ossining, NY 10562

  Welcome to this wonderful and thoughtfully updated split-level home, ideally located in the heart of Ossining Village. The main level features gleaming hardwood floors and an abundance of natural light through new insulated windows. The open-concept layout seamlessly connects the living room, dining area, and updated kitchen—creating the perfect flow for both everyday living and entertaining. The

  Maria Vele Keller Williams Realty Partner

  2 Martin Rd, Ossining, NY 10562
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  /42

  $675,000 Open House 5/30

  • 3 Beds
  • 2 Baths
  • 2,110 Sq Ft

  39 Secor Rd, Ossining, NY 10562

  Welcome to 39 Secor Road. Being sold strictly as-is and as a buy one get one with 37 Secor Road (mls#973600, offered @ $85K). You cannot pass on this deal. Get this rare investment opportunity for this two bedroom over 1-bedroom multi- family home that offers street parking or with the purchase of municipal parking pass, tenants can park right behind the building in the municipal lot. This home

  Monica Cooper THD Homes LLC

  39 Secor Rd, Ossining, NY 10562
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  /26

  $223,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  123 S Highland Ave Unit B3, Ossining, NY 10562

  Welcome to Highland Terrace! This spacious 2-bedroom, 1-bath garden-style co-op offers 950 square feet of comfortable living. This first-floor unit features a bright layout with plenty of natural light throughout. Enjoy the convenience of assigned parking and the benefits of a well-maintained community complete with a pool and basketball court.Pet lovers will appreciate that this co-op is

  Taylor Cirillo Howard Hanna Rand Realty

  123 S Highland Ave Unit B3, Ossining, NY 10562
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  /14

  $210,000

  • 2 Beds
  • 1 Bath
  • 951 Sq Ft

  135 Main St Unit 203, Ossining, NY 10562

  Fully available as f 1/7/2026. Exciting 2-bedroom condo in the Village of Ossining! Enjoy the lifestyle of convenience. Walk to train, restaurants, stores, farmers market, festivals, waterfront park, community recreation center, library, and more. Cats and dogs friendly (limit 2 per unit)! As an owner, you can obtain a parking permit for both the village and train station. This property is a part

  Igor Krasnoperov Rising Star Realty

  135 Main St Unit 203, Ossining, NY 10562
• 

  

  /44

  $235,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  127 S Highland Ave Unit B3, Ossining, NY 10562

  Spacious two bedroom light & airy updated END-unit in heart of town offers easy affordable living. Wired for Verizon Fios/Spectrum/Cablevision. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This is a one level first floor unit just a couple of steps up from the front door. Multiple ceiling fans and windows in every room and a/c units

  Jane Rodman Howard Hanna Rand Realty

  127 S Highland Ave Unit B3, Ossining, NY 10562
• 

  

  /38

  $699,000 Open Sat 2PM - 4PM

  • 7 Beds
  • 4 Baths
  • 2,990 Sq Ft

  67 State St, Ossining, NY 10562

  Perfect for investor or end-user. Located in the heart of the village, the structure sits on a 4,356-square-foot lot and offers a classic architectural style characteristic of the historic downtown Ossining area. This multi-family, 2 family with accessory unit ground floor unit. Property features 7 bedrooms and 4 bathrooms.

  Luis Morocho Motivated Access Realty Corp.

  67 State St, Ossining, NY 10562
• 

  

  /31

  $529,000

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  18 2nd Ave, Ossining, NY 10562

  Charm describes this well maintained, sunlit, low maintenance brick ranch with exceptional curb appeal. Freshly painted and truly move in ready, this home is the perfect starter home or ideal condo alternative. Step into a spacious, light filled living room with a cozy fireplace, leading to a formal dining room, perfect for entertaining. The kitchen features granite countertops, newer appliances

  Emelisa Mendoza RE/MAX Town & Country

  18 2nd Ave, Ossining, NY 10562
• 

  

  /36

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  3 Briarcliff Dr S Unit 9, Ossining, NY 10562

  Truly a standout and seldom available opportunity! Presenting a rare and exceptional offering in one of Ossining’s most coveted communities. This impeccably renovated MOVE IN READY 3 bedroom, 2 full bath ground-level END UNIT residence defines effortless luxury and refined living, featuring one of the most spacious layouts sought after by today’s buyers. From the moment you enter, you are greeted

  Lisa DaRos Houlihan Lawrence Inc.

  3 Briarcliff Dr S Unit 9, Ossining, NY 10562
• 

  

  /34

  $850,000

  • 2 Beds
  • 1.5 Baths
  • 690 Sq Ft

  227 Cedar Ln, Ossining, NY 10562

  Step back in time without sacrificing an ounce of comfort in this enchanting, 200-year-old hand-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history and contemporary ease. The interior showcases exceptional craftsmanship, featuring original wide-plank wood floors, a majestic stone fireplace, and a genuine Dutch door. The versatile

  Josephine O'Leary Weir Julia B Fee Sothebys Int. Rlty

  227 Cedar Ln, Ossining, NY 10562

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