Peekskill Homes under $500,000

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Newest Peekskill Homes under $500,000

$129,900

1 Beds ⋅ 1 Baths ⋅ 1061564 MLS

This inviting residence offers a wonderful combination of comfort, convenience & wooded views. The Living Room features sliders to your private balcony for the perfect place to relax & take in the outdoors. The Dining Area offers a large closet providing exceptional additional storage. The Kitchen features all Brand New appliances & a convenient pantry closet. (hardwood floors throughout) Enjoy community amenities including a Fitness Center & Outdoor Pool for summer relaxation. Additional conveniences include same-floor Laundry, Elevator access, assigned parking & ample visitor parking. Ideally located just 1.9 miles from the Metro-North station for an easy commute to NYC. Discover Peekskill's vibrant downtown filled with wonderful restaurants, charming coffee houses, unique shops & the renowned Paramount Theatre. Take a leisurely stroll along the Hudson River waterfront & soak in the serene river views. Enjoy the perfect blend of convenience, comfort & the vibrant lifestyle Peekskill has to offer!

1 Lakeview Drive Unit ##3A, Peekskill

$399,000

2 Beds ⋅ 2 Baths ⋅ 1053569 MLS

Comfort, convenience, and an amenity-filled lifestyle come together in this 2-bedroom, 2-bath condo at Society Hill II. Bright and welcoming, this beautifully maintained home offers a spacious layout featuring a generous living area, separate formal dining room, private patio overlooking peaceful green surroundings, and convenient in-unit laundry. Both bedrooms offer excellent closet space, including walk-in closets, while assigned parking adds to the ease of everyday living. The AC condenser was replaced in 2023 and the hot water heater in 2022. Society Hill II offers an impressive selection of amenities, including a clubhouse, indoor swimming pool, fitness center, sauna, playground, and indoor basketball and racquetball courts. Residents can also take advantage of a variety of community activities and programs throughout the year. Beautifully maintained grounds and green spaces provide plenty of opportunities to enjoy the outdoors. Perfect for commuters with easy access to Metro-North, major highways, shopping, and dining. Whether you're looking for your first home, downsizing, or simply seeking low-maintenance living with outstanding amenities, this condo offers a wonderful opportunity to enjoy all that Society Hill II has to offer.

26 Edinburgh Drive, Peekskill

$500,000

2 Beds ⋅ 3 Baths ⋅ 1056998 MLS

Completely reimagined, this newly renovated, move-in-ready 2-bedroom, 2.5-bath Society Hill II condo offers 1,600 square feet of versatile living space with the feel of a single-family home. Flooded with natural light and scenic mountain views, every inch features upscale, timeless finishes for low-maintenance living. Entering through a new entry and storm door, gorgeous new hardwood floors lead past the coat closet into an open-concept living and dining area anchored by a striking wood-burning fireplace. Sliding glass doors open to a private stone patio custom-built for grilling and unwinding. The retro-modern kitchen boasts custom red cabinetry with glass-door uppers, sleek black quartz-inspired countertops, a mosaic backsplash, premium stainless steel appliances, a black-and-white checkered floor, and a breakfast bar. The living and dining rooms are beautifully accented and elevated by sophisticated touches throughout, including new crown and baseboard molding, window and sliding glass door blinds, modern light fixtures, fresh vent covers, and updated doors with new hardware. Additional conveniences include under-stair storage, a dedicated laundry area with a mint-condition washer and dryer, and a fully updated powder room with custom stone-based and tile mosaic. Upstairs, a newly upgraded staircase with custom dark cherry treads and white newel posts leads to rich hardwood floors and two sunlit bedrooms. The primary suite, totally remodeled, features new carpet, updated molding, fresh paint, and walk-through closets to a fully renovated en-suite bathroom with contemporary fixtures and custom tilework. The large second bedroom is styled with Snow White paint, black-and-white accent wallpaper, and a double closet. A second updated bathroom conveniently serves the upper level. The sunlit loft with soaring vaulted ceilings offers flexible bonus space for a home office, yoga studio, media lounge, or 3rd bedroom. Enjoy a tranquil community setting with a clubhouse, nearby shopping, and the Jefferson Valley Mall, plus proximity to downtown Peekskill’s breweries, restaurants, waterfront parks, and the Metro-North station for an easy NYC commute. Sophisticated, turn-key, security-equipped, and entirely updated—this is Peekskill living at its absolute finest. Come see the space, take it all in, and see how your heart feels. Welcome home.

5 High Meadow Trail Unit #5, Peekskill

$399,900

1 Beds ⋅ 2 Baths ⋅ 1059760 MLS

Experience living in this beautifully appointed second-floor condo located in the Woods III. Nestled within a private, tree-lined community. The spacious primary suite offers a serene retreat with a full bath, elegant dressing area, and two generous closets. An expansive open-concept layout showcases a seamless flow between the living room, dining area, and kitchen perfect for entertaining, Glass sliders lead to a private deck, ideal for morning coffee or evening relaxation. A versatile den adds flexibility, easily functioning as a guest space or home office, allowing the home to live like a two bedroom. Additional features include in unit washer and dryer, two parking spaces, and access to premium amenities including community pool and tennis courts. Conveniently located near Metro-North, major highways, and shopping. Come view this unit before it is gone,

18 BROOKE HOLLOW Lane, Peekskill

1840 Crompond Road Unit #2-C3, Peekskill

$149,500

1 Beds ⋅ 1 Baths ⋅ 1059036 MLS

Stop throwing money away on rent and step into easy, affordable homeownership with this bright and comfortable 1-bedroom, 1-bathroom co-op located in the desirable Stonegate complex at 1840 Crompond Road. Featuring a smart layout with a well-proportioned living area, a functional kitchen, and a private bedroom with good closet storage, this home offers plenty of space to make your own. Enjoy low-maintenance living where monthly fees typically cover property taxes, heat, hot water, and groundskeeping, keeping your routine simple and predictable. The complex itself provides a quiet, park-like campus feel with great amenities including on-site laundry facilities, picnic areas, and assigned parking. Situated in a prime location convenient to local shopping, dining, parks, and major commuter routes, this is an incredible opportunity for first-time buyers or anyone looking to downsize without compromising convenience. Please note that board approval and financial requirements, including a 20% down payment, apply.

1840 Crompond Road Unit #2-C3, Peekskill

$225,000

1 Baths ⋅ 1056875 MLS

Renovated Unit with an expert eye for detail. Brand New Bath, fixtures are from Anthropology home, Beautiful Kitchen with Granite Counters. Enormous windows that let in lots of natural light and warmth. Condo is brick and mortar construction, 12 foot ceilings, loft, cedar closet upstairs, California closets downstairs, Low Taxes. HOA includes Heat, Water, AC, Snow Plowing, Landscaping. 1 parking spot is included. Open Floor Plan w. Great flow for entertaining. On site laundry rooms, elevators throughout the complex. Well maintained, safe, quite w. Views. Minutes driving to New York Presbyterian Hospital, Hudson River Front, West Point, Train Station- Hudson Line - 1 hour to Grand Central Station several restaurants, coffee shops, fun downtown area, Paramount center for the arts, weekly farmer’s markets and tons of shopping. Close to the riverfront. Beautifully landscaped property, immaculately maintained building. Virtual tour available.

2409 Villa At The Woods, Peekskill

$479,999

3 Beds ⋅ 2 Baths ⋅ 1050642 MLS

A Great Opportunity to Own in Peekskill! If you’ve been looking for a home under $500K with room to make it your own, this 3-bedroom, 1.5-bath attached single-family townhome offers more space than you might expect. Looks can be deceiving—the home is surprisingly spacious inside and offers a three-level layout with plenty of room to live, work and relax. Best of all, there are no monthly HOA fees. One of the biggest-ticket improvements is already taken care of with a brand-new roof and gutters in 2026. Additional recent updates include new stainless-steel kitchen appliances, Andersen windows at the front of the home and a freshly painted exterior, along with a 2021 hot water heater, 2020 washer and 2024 dryer. Inside, the three-level layout offers plenty of possibilities for everyday living, working from home, guests or recreation. The large eat-in kitchen opens through sliding glass doors to a back patio—perfect for morning coffee, casual meals or relaxing dinners outside. The lower level provides an additional 400 sq. ft. of potential recreational space (not included in the total square footage), along with laundry and utilities. A full attic with flooring and electric offers valuable storage, while the 1-car garage and 2-car driveway add everyday convenience. The kitchen and baths offer an opportunity to update over time and create spaces that reflect your own style. With the new roof and several practical improvements already completed, you can focus on personalizing the home at your own pace. Located just minutes from Metro-North, with service to Grand Central/NYC in under an hour, and close to Peekskill’s downtown, restaurants, shops and Hudson River waterfront, this is a wonderful opportunity to own a single-family townhome with more space than meets the eye and make it your own. Schedule your appointment today!

17 Pemart Avenue, Peekskill

$115,000

1 Beds ⋅ 1 Baths ⋅ 1049551 MLS

Discover the potential of this first-floor, one-bedroom garden apartment at The Commons in Peekskill. Featuring an open living and dining area, a spacious bedroom with generous closet space, and a full bath, this unit is ready to be brought back to life and customized to your taste. The price reflects the updates and improvements needed, making it a great opportunity for first-time buyers, downsizers, investors, or anyone looking to create a home of their own. This well-maintained complex offers assigned parking, a common on-site laundry area, additional storage space, a community pool, and beautifully maintained grounds. Conveniently located near Peekskill’s vibrant downtown, Metro-North station, restaurants, shopping, and waterfront parks. The monthly maintenance fee includes taxes, heat, hot water, gas, trash removal, snow removal, and more.

1879 Crompond Road Unit #F6, Peekskill

$149,000

1 Beds ⋅ 1 Baths ⋅ 1050866 MLS

Attention all buyers. Welcome to this ground floor, 1 bedroom unit waiting for you to put your final touch on it. This well proportioned unit features a comfortable layout with great potential and is ready for your creative vision. Whether you are a 1st time home buyer, looking to downsize, or just looking for a great affordable place to live, this is your opportunity. Income restrictions apply along with an application process.

150 Overlook Avenue Unit #1P, Peekskill

$379,999

2 Beds ⋅ 2 Baths ⋅ 1050130 MLS

Welcome to 3 Waterview Estate in Peekskill! This fully renovated, move-in-ready condo offers a bright and modern interior with updates throughout. The brand-new kitchen features white shaker cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances and modern black fixtures. The spacious living area offers new flooring, fresh paint, updated lighting and sliding glass doors leading to a private outdoor patio. Both bathrooms have been beautifully updated with contemporary finishes, and the unit also features in-unit laundry, generously sized bedrooms and excellent closet space, including a walk-in closet. Waterview Estates offers community amenities including an outdoor pool and tennis courts, all while being conveniently located near shopping, dining, transportation and major commuter routes. Nothing to do but move in and enjoy!

3 Waterview Estate, Peekskill

$499,000

3 Beds ⋅ 2 Baths ⋅ 1049619 MLS

Welcome to 10 Field Street, a beautifully renovated 3 bedroom, 2 full baths Victorian Farmhouse in the heart of Peekskill. Originally built in 1900, this charming home blends timeless character with thoughtful modern updates and is truly move-in ready. Step inside to a welcoming foyer that opens to a bright living room, spacious kitchen with eat-in dining area, a full renovated bath, and convenient first-floor laundry, with newer washer and dryer, 2 cooling units and freshly painted throughout. Upstairs, a nice hallway leads to three comfortable bedrooms and a fully renovated full bath with double vanity sink. Enjoy a newer roof for peace of mind and a private backyard, perfect for relaxing, entertaining, gardening, or your morning coffee. Ideally located just a short walk to downtown Peekskill's restaurants, cafes, shops, arts, Paramount Theater and waterfront. Peekskill Metro-North is only 1.4 miles away, about a 5-minute drive, with approx. 1 hour to NYC on the Hudson Line. A wonderful opportunity to own a fully updated home in one of the Hudson Valley's most vibrant and walkable communities.

10 Field Street, Peekskill

$495,000

2 Beds ⋅ 3 Baths ⋅ 1047542 MLS

Set within Society Hill I at Westchester, 9 Redtwig Court offers one of the larger layouts in the community, with the space, flexibility, and convenience buyers look for in a Peekskill townhouse-style condo. This 1,430 sq ft home features 2 bedrooms, 2.5 baths, and a documented den/home office that adds valuable everyday function beyond a traditional two-bedroom layout. The main level offers comfortable living and dining areas with easy access to the expanded rear deck overlooking a wooded stream setting. Upstairs, the den gives the home added flexibility and can work well as a home office, guest space, nursery, fitness area, creative room, or other use based on buyer needs. Additional features include in-unit laundry, attic storage, central air, natural gas heat, one assigned parking space, and additional visitor/unassigned parking within the community. Society Hill offers low-maintenance condominium living in a convenient Peekskill location close to everyday essentials. Shopping, dining, local services, public transportation, Metro-North, Route 6, Bear Mountain Parkway, NewYork-Presbyterian Hudson Valley Hospital, downtown Peekskill, and the Hudson River waterfront are all nearby. Residents may also have access to additional amenities through neighboring Society Hill recreation facilities, subject to current rules, fees, and availability. A strong opportunity to own one of the larger Society Hill I layouts with flexible space, rear deck, wooded stream views, parking, storage, and everyday convenience in Westchester County. Buyer and buyer’s agent to verify all association information. One Assigned Parking, Spot 9 + guest parking.

9 Redtwig Court, Peekskill

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Peekskill Homes under $500,000

Newest Peekskill Homes under $500,000

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