Peekskill Real Estate

Welcome to Peekskill, a vibrant city nestled in Westchester County, New York! Known for its rich history, stunning Hudson River views, and thriving arts scene, Peekskill offers a unique blend of small-town charm and urban amenities.

Peekskill boasts a diverse community with a strong sense of pride and community spirit. Residents enjoy a variety of cultural events, art galleries, and local shops and restaurants that give the city its distinct character. The historic downtown area is a hub of activity, with tree-lined streets and beautifully preserved architecture.

Nature lovers will appreciate Peekskill's proximity to the Hudson River, providing ample opportunities for outdoor recreation such as hiking, boating, and picnicking. The city's parks and green spaces offer a peaceful retreat from the hustle and bustle of daily life.

With its convenient location in Westchester County, Peekskill provides easy access to major transportation routes, making it a desirable place to live for commuters and those seeking a peaceful retreat from the city.

Whether you're looking to explore the local arts scene, enjoy outdoor activities, or simply relax in a picturesque setting, Peekskill has something to offer everyone. Come discover all that this charming city has to offer!

Newest Listings in Peekskill

$539,000

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

$450,000

2 Beds ⋅ 3 Baths ⋅ 1048973 MLS

Stylish Townhouse Living in Society Hill II! Beautifully presented 2-bedroom, 2.5-bath townhouse offering a spacious, light-filled layout and a fabulous location. Laminate wood flooring flows throughout, creating a warm and welcoming feel. The first floor features an eat-in kitchen with granite countertops, a large living room with a lovely fireplace, and a dining area with a convenient pass-through to the kitchen. A powder room completes the main level. Upstairs, the spacious primary bedroom offers generous closet space and a private en-suite bath with a walk-in shower. The second bedroom is also en-suite with its own full bath, providing wonderful privacy for family or guests. For added convenience, the laundry with washer and dryer is located on the bedroom level. Step outside to a wonderful oversized private patio—perfect for relaxing, entertaining, or enjoying your morning coffee. Two additional storage closets are conveniently located off the patio. Natural gas heat. Amenities include a clubhouse, pool, fitness center, basketball, and playground. Enjoy all that Society Hill II has to offer in an exceptional location with convenient access to shopping, dining, major roadways, and the Metro-North train station. Spacious, stylish, and ideally located—this townhouse is ready to move in and enjoy!

30 Winchester Avenue, Peekskill

$650,000

3 Beds ⋅ 2 Baths ⋅ 1047884 MLS

Step into a piece of Peekskill history with this beautifully restored 1928 Classic Craftsman Bungalow, thoughtfully preserved to showcase its original character and craftsmanship. Recognized with a Peekskill Historic Preservation Award, the home features original restored windows, cedar shakes, preserved American Chestnut woodwork, restored plaster, and a charming beadboard porch ceiling. The inviting interior offers 3 bedrooms, 1.5 baths, a kitchen nook, formal dining room, mudroom, bonus office/spare room, and partially finished basement. Come spring and summer, the property truly comes alive with gorgeous established gardens filled with hydrangeas, bleeding hearts, and colorful flowering trees and perennials. Enjoy the deck with park views, driveway, and detached one-car garage—all just minutes from the Metro-North train, Hudson River, and downtown Peekskill. A rare opportunity to own a truly special home where historic character, beautiful gardens, and modern convenience come together.

1118 Hudson Avenue, Peekskill

$1,750,000

1041015 MLS

Beautifully restored Victorian seven-family income-producing property in the heart of Peekskill. This impressive three-story multifamily home combines timeless architectural character with extensive modern updates. The interior was fully renovated in 2019, with the exterior also refreshed, offering an attractive, well-maintained investment opportunity. The three-story building features two apartments on each floor, plus an additional basement-level unit with windows, providing a total of seven units. Tenants pay their own utilities, helping maximize the property's income potential. All units are currently on a month-to-month basis, providing flexibility for an investor or owner looking to manage the property strategically. All apartments are equipped with a video intercom system, and additional storage is available in the basement. Ample off-street parking behind the property is shared by the tenants—an important amenity in a multifamily setting. There is also potential to add laundry facilities, creating an additional opportunity for income and tenant convenience.Conveniently located in Peekskill with easy access to Metro-North, shopping, dining, entertainment, parks, and the vibrant downtown area. An excellent opportunity for investors seeking a turnkey multifamily property with additional upside potential.

218 N James Street, Peekskill

$1,100,000

1043378 MLS

Prime Corner-Lot Commercial Opportunity in Peekskill What was once upon a time "Bill's Food Market" can now be your new desired destination. This building is an exceptional commercial warehouse and office opportunity located on the prominent corner of North Broad Street and Howard Street in Peekskill, NY. Currently tenant occupied by an HVAC company, the property offers a highly functional layout with two separate warehouse spaces and centrally located office space. The property features 2 garage accesses, one from both North Broad Street and one on Howard Street, providing excellent accessibility for deliveries, vehicles, equipment, and daily business operations. The warehouses have extremely high ceilings, creating significant flexibility for a variety of commercial uses. The expansive space also presents opportunities to potentially add a second level on one side of the building or install lifts and other equipment depending on the needs of the incoming business.

122 N Broad Street, Peekskill

$699,000

5 Beds ⋅ 2 Baths ⋅ 1047324 MLS

931 2nd Street is a two-family property offering flexibility for both owner-occupants and investors. Each unit provides approximately 900 square feet of living space. The first-floor unit is vacant and features 2 bedrooms, 1 full bath, an eat-in kitchen, living room, and access to the yard, giving a new owner the opportunity for immediate occupancy or to select their own tenant. The second-floor unit features 3 bedrooms, 1 full bath, kitchen, and a private balcony, providing additional outdoor space. Located in the heart of Peekskill, the property offers convenient access to downtown shopping, dining, local amenities, and transportation. With two separate units and a vacant first floor, 931 2nd Street presents an opportunity to live in one unit while generating rental income from the other or add a multifamily property to an investment portfolio. Square footage is approximate; buyers and buyers' agents should independently verify all information.

931 2nd 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

$475,000

1 Beds ⋅ 2 Baths ⋅ 1048039 MLS

Beautifully updated, thoughtfully designed, and truly move-in ready. This spacious garden-level condo in Woods III offers easy one-level living with a flexible floor plan that lives like a two-bedroom. The versatile den provides the perfect space for overnight guests, a home office, or whatever suits your lifestyle. At the heart of the home is a newly renovated kitchen featuring granite countertops, a custom granite backsplash, stainless steel appliances, and a passthrough to the dining area. Hardwood floors, custom-built closets, and abundant storage add both style and function. The oversized primary suite offers two closets, a private dressing area, and a beautifully renovated ensuite bath. A renovated second bath, in-unit laundry, brand-new central AC, ultra-quiet on-demand boiler, and private deck complete the package. All this in a convenient location just minutes from Downtown Peekskill, the waterfront, shopping, dining, and transportation.

25 Villa Drive, Peekskill

$549,000

3 Beds ⋅ 2 Baths ⋅ 1036738 MLS

Welcome to this charming early-1900s Colonial with an inviting front porch, located in Peekskill’s desirable Depew Park neighborhood. Filled with character, this home features three bedrooms, one-and-a-half baths, beautiful hardwood floors, a comfortable living room with a fireplace, a dining room, a home office, and a separate sitting room. A lovely family room just off the kitchen overlooks the backyard, and a convenient side entrance provides direct outdoor access. The unfinished basement houses the utilities and also offers access to the backyard. Additional highlights include a new roof. AN EXCELLENT WALK SCORE OF 94! Enjoy being within walking distance of Depew Park, the public pool, and the Metro-North train station. This sweet and quaint home offers classic charm, generous living space, and an easy commute to New York City.

428 Union Avenue, Peekskill

$380,000

2 Beds ⋅ 1 Baths ⋅ 1043234 MLS

Completely renovated in 2025, this turnkey 2-bedroom ranch offers true single-level living with incredible extra space and updates throughout. The home features a bright, spacious living room, formal dining room, and a brand-new kitchen equipped with stainless steel appliances, including a new refrigerator. Outstanding mechanical upgrades include a brand-new boiler and hot water heater. A major highlight is the 898 sq. ft. finished walk-out basement with two separate entries—ideal for additional storage or versatile use (sq. footage not included in the total home square footage). Freshly painted and move-in ready. Ideally situated close to downtown Peekskill shops, public transit, and easy access to the Bear Mountain State Parkway. Commuter’s dream—approximately 50 minutes to Grand Central via Metro-North! (Taxes listed do not reflect basic STAR exemption savings).

669 N Division Street, Peekskill

$725,000

4 Beds ⋅ 4 Baths ⋅ 1044904 MLS

Welcome to sought-after Forest View in Peekskill! This picture perfect 4-bedroom, 2 full and 2 half-bath tri-level home offers generous living space, soaring ceilings and beautiful indoor-outdoor flow. The entry foyer opens to an oversized living room and dining room featuring high ceilings. Gleaming hardwood flooring on the main and upper levels. The custom kitchen with center island opens to a dramatic family room with soaring ceilings, custom windows, fireplace and double sliding glass doors leading to the composite deck. The perfect spot for relaxing or entertaining. The main level also offers a powder room, laundry and access to the 2-car garage. Upstairs, the primary suite features a spacious private bath with tub and shower. Three additional generously sized bedrooms include one currently designed as a custom dressing room, plus a full hall bath. The lower level expands the living space with an oversized family room featuring a bar, powder room, storage and utility areas. Sliding glass doors open to a custom patio and beautifully landscaped yard with gazebo. Convenient to shopping, vibrant Downtown Peekskill, Metro-North and the Hudson River. Enjoy nearby Depew Park with its pool, tennis and pickleball courts, walking paths and playground, plus boating, kayaking and other activities along the Hudson River. A wonderful opportunity to enjoy space, comfort and a convenient Peekskill lifestyle!

26 Scofield Court, Peekskill

$485,000

2 Beds ⋅ 2 Baths ⋅ 975134 MLS

Fall in love with this charming 2-bedroom, 2-bath Colonial in Peekskill! This inviting home offers a comfortable and functional layout featuring a welcoming living room, dining room, and kitchen with easy access to a fenced-in patio—perfect for entertaining, outdoor dining, or relaxing and enjoying your own private outdoor space. The first-floor hardwood floors have been beautifully refinished, and the entire interior has been freshly painted, creating a bright, refreshed feel throughout. Upstairs, the primary bedroom is complimented by a sun-filled adjoining sitting area, creating a lovely sense of openness and offering flexible space for a reading nook, dressing area, home workspace. A second bedroom and full bath complete the level. Enjoy the best of both worlds with the convenience of city living and easy access to the Hudson Valley’s scenic parks, trails, and outdoor recreation. Ideally located near schools, transportation, shopping, dining, and entertainment, (Paramount Center), this home offers comfort, convenience, and a wonderful opportunity to make it your own. A walk-up attic with easy access adds extra storage.

1133 Orchard Street, Peekskill

Start Your Search

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.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.