Peekskill Homes with On Street Parking features

Welcome to Peekskill, New York – a charming riverside city nestled in the heart of Westchester County. With its rich history, vibrant arts scene, and stunning views of the Hudson River, Peekskill offers a unique blend of small-town charm and urban sophistication. Just an hour north of Manhattan, this picturesque city is perfect for those seeking a peaceful retreat without sacrificing easy access to the excitement of New York City.

One of the many appealing features of homes in Peekskill is the availability of on-street parking, a rare gem in many urban areas. Families and professionals alike appreciate the convenience and accessibility that on-street parking provides, allowing for easy entry to and from your home. Whether you’re coming back from a day of exploring the local art galleries or enjoying a leisurely stroll along the riverfront, you’ll find that parking is one less worry in your day-to-day life.

Peekskill boasts a diverse array of homes, from historic Victorian-style houses to modern condominiums, catering to various tastes and lifestyles. The community is known for its welcoming atmosphere, where neighbors become friends and local businesses thrive. With parks, restaurants, and cultural events at your doorstep, you’ll find that Peekskill is not just a place to live, but a place to truly call home.

Discover the charm of Peekskill and explore the wonderful homes with on-street parking that await you. Experience the perfect balance of tranquility and convenience in this delightful city!

Newest Peekskill Homes with On Street Parking features

$639,000

3 Beds ⋅ 3 Baths ⋅ 1025401 MLS

Welcome to this spacious, beautifully maintained home nestled in the heart of Peekskill, one of the Hudson Valley's most vibrant and sought-after communities. Ideally located with easy access to the Metro-North station, this impressive residence offers the perfect blend of comfort, convenience, and lifestyle. Step inside to discover gleaming floors, abundant natural light, and a thoughtfully designed floor plan that accommodates today's modern living. Featuring three generously sized bedrooms, three beautifully appointed bathrooms, a spacious living room, private office, den, exercise room, and ample storage throughout, this home offers the flexibility and space to fit a variety of needs. Every room reflects pride of ownership and thoughtful updates that make this home truly move-in ready. Beyond the front door, you'll enjoy everything Peekskill has to offer. Just minutes away, the vibrant downtown is filled with acclaimed restaurants, charming cafes, unique boutiques, local markets, and a thriving arts scene. Enjoy live performances year-round at The Paramount Theater, browse local galleries, or spend weekends exploring the city's many parks. Commuter? Merely 5 stops to Grand Central Station with beautiful views of the Hudson River along the way. Half a block from the elementary school, minutes to the train station and 1 minute from the highway connecting to NYC and 3 counties. You will be located with access to all. One of Peekskill's greatest treasures is its spectacular Hudson River waterfront. Stroll along the scenic riverwalk, dine at waterfront restaurants, attend seasonal festivals and community events, or simply relax while taking in breathtaking river views. Offering exceptional living space in an unbeatable location, this home combines modern comfort with the rich culture, recreation, and convenience that make Peekskill such a wonderful place to call home. Don't miss the opportunity to experience it for yourself—schedule your private showing today!

629 Belden Street, Peekskill

$635,000

4 Beds ⋅ 2 Baths ⋅ 1025737 MLS

Welcome to 211 Pomeroy Street, a spacious 4-bedroom, 2-bath home situated on a quiet, one-block street just steps from Depew Park. From the moment you step inside, you'll appreciate the home's solid feel and spacious layout. This versatile home features elegant French doors leading into a formal living room with a cozy fireplace and a beautifully updated modern kitchen complete with granite countertops, soft-close cabinetry, stainless steel appliances, abundant storage, generous counter space, and direct access to the patio—creating the perfect layout for both everyday living and entertaining. The ground floor includes a private suite with a bedroom, full bath, and additional room—ideal for extended family, guests, or a home office. Upstairs offers generously sized bedrooms, a spacious full bath, and additional rear access for added convenience. Step outside to a large patio and private backyard, creating the perfect setting for barbecues, gatherings, and relaxing outdoors. Additional highlights include solar panels for improved energy efficiency and a prime location just minutes from downtown Peekskill, Metro-North, shopping, dining, and major commuter routes. An absolute gem that offers space, versatility, comfort, and convenience—don't miss this exceptional opportunity!

211 Pomeroy Street, Peekskill

$650,000

5 Beds ⋅ 3 Baths ⋅ 994286 MLS

Investment Opportunity | Fully Renovated Two-Family Investment Property in Peekskill Turnkey, income-producing two-family property blending historic character with modern renovation. Originally built in 1905 and completely renovated in 2017, this fully updated duplex offers strong cash flow potential, low owner expenses, and an unbeatable commuter-friendly location. The property features: Spacious 4+ bedroom duplex-style unit | Separate 1-bedroom apartment | Tenants currently in place | Tenants pay all utilities including heat and electric | Excellent investment and long-term income potential Located just minutes to Metro-North, downtown Peekskill restaurants, shopping, waterfront attractions, and major parkways, this property appeals to both commuters and long-term tenants seeking convenience and lifestyle. A rare opportunity to own a fully renovated multi-family with historic charm, strong rental appeal, and immediate income generation in one of Westchester’s fastest-growing river towns. Easy turnkey investment. Strong rental demand. Immediate cash flow. A rare find that will not last! Schedule a showing today.

931 Diven Street, Peekskill

$470,000

3 Beds ⋅ 2 Baths ⋅ 1022124 MLS

Character, comfort, and location define this beautifully updated 3-bedroom, 2-bath home in the heart of Peekskill. Designed with flexibility in mind, the floor plan includes a main-level bedroom and full bath, perfect for guests, a home office, or convenient first-floor living. The bright dine-in kitchen is filled with natural light from skylights and features stainless steel appliances with direct access to a private patio, making entertaining a breeze. Upstairs, you'll find two spacious bedrooms, including the primary, along with a full bath. Set above the street for added privacy, this inviting home also offers seasonal Hudson River views, an inviting Trex front porch, and an additional 0.13-acre adjacent lot that provides extra outdoor space and exciting possibilities. Just minutes from downtown Peekskill's restaurants, shops, parks, waterfront, and Metro-North, this home delivers the perfect blend of peaceful living and commuter convenience.

1463 Lincoln Terrace, Peekskill

$705,000

4 Beds ⋅ 3 Baths ⋅ 996012 MLS

Welcome to this sophisticated 4-bedroom, 2.5-bathroom Peekskill residence, where timeless elegance meets modern ease. The main level is bathed in an abundance of natural light, showcasing an expansive living room centered around a genuine wood-burning fireplace—ideal for quiet, cozy evenings or gatherings with friends. Daily life flows effortlessly into the formal dining room and a beautifully updated chef’s kitchen equipped with premium appliances, balancing everyday convenience with seamless hosting. Outside, the professionally landscaped backyard serves as a private oasis, featuring a tranquil gazebo and a dedicated area for a fire pit, complemented by a spacious front driveway that ensures stress-free parking for residents and guests alike. Upstairs, the primary suite offers a luxurious retreat complete with a spa-inspired bath and jacuzzi soaking tub, while three additional bright bedrooms provide excellent versatility for a dedicated home office or guest accommodations. Positioned just minutes from Peekskill's vibrant downtown arts district, exceptional dining, and the Metro-North station for an effortless commute, this home is further elevated by scenic neighborhood walks offering breathtaking views of the Hudson River.

36 Scofield Court, Peekskill

$395,999

2 Beds ⋅ 1 Baths ⋅ 954967 MLS

Welcome to 925 Constant Avenue in Peekskill! Charming and versatile, this home features 2 bedrooms plus a bonus room—ideal for a home office or guest space. Bright and inviting, the layout includes a generous dining area perfect for everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the spacious attic provides excellent storage or future potential. Enjoy additional living space with a cozy enclosed porch, plus a backyard surrounded by nature—perfect for relaxing or entertaining. Located just moments from the lake, hiking trails, and outdoor recreation, this home is ideal as a full-time residence, weekend retreat, or investment. Convenient to major roadways, shopping, and dining. Schedule your showing today!

925 Constant Avenue, Peekskill

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