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$899,000
4 Beds ⋅ 3 Baths ⋅ 1027151 MLS
Don't miss this opportunity to own a charming owner occupied only two family home full of character, situated on a beautiful corner lot with a welcoming front porch, great curb appeal, and a detached 2 car garage. This sun filled home features oversized windows, high ceilings, hardwood floors, original wood doors, thick floor moldings, and high hats throughout both units, blending timeless character with modern updates. The main level offers an updated kitchen with granite countertops, stainless steel appliances, a gas Viking stove, laundry, and access to a private backyard. The oversized primary bedroom features elegant arch and tray ceilings. The walk out basement includes a finished recreation room and plenty of storage. The second floor apartment features an updated kitchen, three bedrooms, two full bathrooms, and access to a finished attic with a wainscoted ceiling, providing excellent income potential or additional living space. Conveniently located just 0.5 miles from the Ossining train station and close to downtown restaurants, shops, the farmers market, parks, schools, and major highways. A fantastic opportunity for homeowners and investors alike!

20 Waller Avenue, Ossining
$625,000
4 Beds ⋅ 3 Baths ⋅ 1027201 MLS
Legal two-family Colonial tucked away on large cul-de-sac adjacent to Ossining's historic Sparta community. Originally built as a two-family (not a conversion), the home offers a practical layout with separate living spaces. The first floor apartment features 1 bedroom and 1 full bath, while the upper apartment spans the 2nd and 3rd floors with 3 bedrooms and 1.5 baths. The upper apartment can be accessed by either: 1) A private exterior staircase. 2) A shared enclosed stairwell with its own exterior entrance and separate lockable doors to each apartment. Whether you're looking for an owner-occupied property with rental income or a solid investment opportunity, this home offers flexibility and strong potential. Conveniently located just around the corner from Sparta Park, .5 miles from the Arcadian Shopping Center and .8 miles from the Scarborough Train Station for an easy commute to Manhattan.

20 Riverview Court, Ossining
$750,000
3 Beds ⋅ 2 Baths ⋅ 1021208 MLS
Welcome to 39 Secor Road. Being sold strictly as-is and as a buy one get one with 37 Secor Road ( offered @ $85K CASH ONLY). 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 boasts unobstructed windows of the Hudson River views from both units and the windows in the basement. Priced to be sold as a package with the adjoining Single-family home at 37 Secor road. These two homes are on one deed with two separate tax lots, but they are adjoined with ONE furnace and one oil tank. The single-family home is being sold for cash only while a buyer can obtain financing for the two-bedroom multi-family home. This is an amazing opportunity for a first time or veteran investor. Both units are being sold strictly AS IS but boast two new rooves. The unfinished basement extends the length of both homes. Street parking for the multi-family home, but there is a municipal lot located behind the homes. They are a short distance to the Ossining training station and down-town Ossining alike. Both homes have access to basements. Unfinished basements have windows and exterior access if a buyer would like

39 Secor Road, Ossining
$705,000
4 Beds ⋅ 2 Baths ⋅ 1011605 MLS
Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room, kitchen, dining room and large bright 4 season sun sunroom. The full, unfinished basement features two laundry stations, one for each unit plus plenty of storage. Additional features include oak hardwood floors, stucco walls & solid wood trim. The shared backyard features a large hardwood deck for outdoor entertaining. Ample driveway and off-street parking. This home is very well-maintained. Apartments may enjoy some updating, but the bones of this beautiful property are excellent. Enjoy this incredible location featuring a short walk to the Arcadian Shopping, the Scarborough-on-Hudson train station to GCS, and the Hudson River Front. It doesn't get better than this! Taxes don't reflect STAR savings of $1,591 if qualified.

321 Spring Street, Ossining
$699,000
5 Beds ⋅ 2 Baths ⋅ 1013271 MLS
FULLY AVAILABLE as of 7-7-2026. 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 second floor unit that is ready for immediate occupancy over a two-bedroom unit, providing an ideal opportunity for owner-occupants or investors. Both units benefit from updated finishes completed during the 2020 renovation, offering modern functionality while maintaining a practical layout. The second floor unit has a back enclosed porch with access to a fenced in back yard. The property is located within one mile of two Metro-North Hudson Line train stations, providing convenient access for commuters. Ideally situated close to local shops, parks, schools, major highways, and public transportation, this property offers excellent accessibility and everyday convenience. A solid option for those seeking a turnkey multi-family home in a well-connected Westchester location.

1 Edward Street, Ossining
$500,000
3 Beds ⋅ 3 Baths ⋅ 1005194 MLS
Welcome to this beautiful triplex. Taxes do not reflect STAR. It’s a short distance to the Metro North train station and downtown Ossining with it’s restaurants, shops and Farmer’s Market. 3rd floor unit is occupied and can only be shown when the tenant is present for pre-arranged appointments. There is a cistern behind the house with stones on top of it. Please do not disturb it. The garage was probably originally a stable. The water main and sewer lines were replaced in 2025

237 Spring Street, Ossining
$1,600,000
11 Beds ⋅ 9 Baths ⋅ 1008123 MLS
Rare multi-residence property offering exceptional flexibility, income potential, and a picturesque setting on beautifully landscaped grounds with scenic views of a shared pond. Nestled among mature trees and expansive lawns, this unique offering features three separate residential structures situated on one parcel, creating an outstanding opportunity for investors, owner-occupants, multi-generational living arrangements, or those seeking additional rental income. The centerpiece of the property is a stately Center Hall Colonial featuring 4 bedrooms, 4 bathrooms, a finished walkout lower level with recreation room and summer kitchen, and a wraparound porch and patio overlooking the tranquil pond. Enjoy peaceful water views, fishing, canoeing, and the natural beauty of this remarkable setting right from your backyard. A second building offers two residential units. The lower level is configured as a 1-bedroom, 1-bathroom apartment with patio access and pond views. The upper level has been taken down to the studs and presents a value-add opportunity to complete a spacious 2-bedroom, 1-bathroom unit to your specifications. The third building is a two-family residence featuring a spacious 4-bedroom, 2.5-bathroom main unit with porch, plus an additional 1-bedroom, 1-bathroom apartment. Additional highlights include a detached garage, parking for 10+ vehicles, extensive stonework, mature landscaping, and a truly park-like setting surrounding the shared pond. A rare opportunity to own a versatile property with multiple income streams and exceptional outdoor amenities in a highly desirable setting.

120 Spring Valley Road, Ossining
$699,000
7 Beds ⋅ 4 Baths ⋅ 993813 MLS
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.

67 State Street, Ossining
$550,000
6 Beds ⋅ 3 Baths ⋅ 991931 MLS
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 sq ft of living space with classic architectural charm including a mansard-style roof, covered front porch, and original details throughout. The property features multiple living areas, generous room sizes, and flexible layout options to accommodate extended living or rental configurations. Interior spaces offer a blend of character and opportunity. Bright rooms with hardwood floors, large windows, and high ceilings provide great natural light. Kitchens and baths are functional with room for updates, making this a strong value-add opportunity. Separate living quarters allow for privacy between units, enhancing rental appeal. The exterior offers a large private driveway with ample off-street parking, a rare find in this area, along with a spacious backyard and patio area—perfect for outdoor use, entertaining, or future improvements. A detached structure and additional outdoor space provide even more potential. Located on a quiet residential street, the property is just minutes from downtown Ossining, shops, restaurants, parks, and the Hudson River waterfront. Commuters will appreciate easy access to Metro-North, offering a convenient commute to NYC. The area continues to see strong demand due to proximity to major employment hubs including White Plains, Tarrytown, and Stamford. With comparable multi-family properties in Ossining selling significantly higher, this property presents a compelling opportunity to build equity and maximize returns. Whether you are looking to invest, renovate, or live in one unit while renting the other, this is a property with strong income potential and long-term growth. A rare chance to own a legal 2-family with a separate studio in a sought-after Westchester location.

41 Ellis Place, Ossining
$699,000
3 Beds ⋅ 2 Baths ⋅ 985026 MLS
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.

32 Terrace Avenue, Ossining
$585,000
3 Beds ⋅ 1 Baths ⋅ 978657 MLS
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 to transportation, shopping, and major highways. A rare opportunity to own a turnkey investment in a growing market.

58 State Street, Ossining
$750,000
4 Beds ⋅ 2 Baths ⋅ 967110 MLS
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 natural light throughout house. Newly painted exterior in 2025 with mature trees & plants surrounding the property. Close to shops, buses, school, parks & the Metro North train station is within 1.5 miles. Easy to show & a wonderful opportunity to own a multi family home in Westchester. It can also be a great investment prospect!

15 Marshall Place, Ossining
$799,000
4 Beds ⋅ 2 Baths ⋅ 950694 MLS
Now offered at a compelling new price, 131 Spring Street is a restored brick two-family offering flexibility for owner-occupants or investors. Each unit features bright, connected layouts with updated kitchens and baths, balancing comfort, function, and privacy. The lower unit is configured for owner occupancy with potential to expand to a two-bedroom layout. A full standing-height attic provides additional space for future living area, workspace, or storage. Built with durable materials, including a brick exterior and ceramic tile roof, the home offers reduced long-term maintenance. Outdoor spaces include a front balcony and lower terrace, complemented by established perennial plantings. Ideally located in Ossining, less than a mile from the Metro-North Hudson Line, parks, schools, shops, and dining. Furnishings available as part of the sale. A versatile property with strong fundamentals and meaningful upside, now priced to create immediate opportunity.

131 Spring Street, Ossining
$650,000
2 Beds ⋅ 3 Baths ⋅ 945915 MLS
Two family home for sale. Each apartment is a very large one bedroom apartment. Private driveway and garage parking. Convenient to shopping and services including supermarkets, local shops and eateries, and Bee-Line bus service with access to Ossining Hudson Line train for NYC commuting. This is an unapproved short sale. There are tenants occupying the home so we must provide them with 48 hour notice before showing the home.

12 Broad Avenue, Ossining

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.