Port Chester-Rye Homes with Original Details Interior features

Welcome to Port Chester, NY, where the charm of historic homes meets the vibrancy of a thriving community. Nestled in Westchester County, the Port Chester-Rye School District stands out as a beacon of educational excellence. Known for its commitment to fostering a supportive and engaging learning environment, this district offers a diverse range of programs tailored to meet the needs of every student. With dedicated educators and a focus on innovation, families here can rest assured that their children are receiving a top-tier education.

As you explore the enchanting neighborhoods of Port Chester, you'll discover an array of homes that boast original details, showcasing the timeless beauty of classic architecture. Imagine stepping into a home where intricate moldings, vintage hardwood floors, and charming built-ins tell a story of craftsmanship from a bygone era. These unique interior features not only add character but also create a warm and inviting atmosphere, perfect for family gatherings and entertaining friends.

Living in Port Chester means embracing a lifestyle rich in culture and community. With its proximity to New York City, residents enjoy easy access to urban amenities while still relishing the tranquil charm of suburban life. From delightful local eateries to vibrant parks, there’s always something to explore.

Whether you're drawn by the exceptional schools, the historic homes with original details, or the welcoming community, Port Chester is a place where you can truly feel at home. Discover the perfect blend of education, history, and community spirit in this delightful corner of New York!

Newest Port Chester-Rye Homes with Original Details Interior features

$875,000

4 Beds ⋅ 3 Baths ⋅ 1015052 MLS

Offered for the first time in over 50 years, this rare side-by-side duplex presents an exceptional opportunity to own one of Rye Brook's most unique multifamily properties. Set on an expansive half-acre lot, the property offers the privacy and feel of two attached townhomes rather than a traditional up-and-down multifamily. An extensive driveway accommodates 8+ vehicles and leads to a detached two-car garage—an uncommon feature providing exceptional parking, storage, and versatility. Each residence enjoys its own private entrance, separate utilities, individual unfinished basement, and dedicated outdoor living space. Both units feature spacious living rooms, formal dining rooms, hardwood floors throughout, and kitchens with sliding glass doors leading to covered rear patios overlooking the beautifully landscaped, fully fenced backyard filled with mature plantings and established gardens. Unit 29 offers a spacious 2-bedroom, 1-bath layout with a walk-up attic providing abundant storage and future potential. Unit 31 features a desirable 2-bedroom, 2-bath layout with one full bathroom on each level, offering added convenience and flexibility. With separate gas service for cooking, individual 275-gallon oil tanks, and baseboard heating, the property is thoughtfully designed for practical ownership and efficient management. Whether you're an owner-occupant looking to offset your mortgage, seeking a multigenerational living arrangement, or an investor searching for a long-term addition to your portfolio, this meticulously maintained property offers exceptional versatility just minutes from shopping, dining, parks, Metro-North, and major highways.

29-31 N Ridge Street, Port Chester

$400,000

1 Beds ⋅ 1 Baths ⋅ 1008328 MLS

Welcome to 1 Landmark Square #217, a spacious one-bedroom, one-bath condominium located within the iconic Landmark Condominium, the beautifully restored former Life Savers Building and one of Westchester County's most historic and recognizable buildings. Rich in architectural character, the building showcases soaring ceilings, oversized factory windows, and original industrial details that seamlessly blend timeless history with modern living. Ideally situated in the heart of Port Chester, just moments from the shops and restaurants of Greenwich, Connecticut, yet with all the charm, energy, and value of one of Westchester's most vibrant downtowns, this location offers the best of both worlds. Walk to acclaimed restaurants, cafes, boutique shopping, The Capitol Theatre, and Metro-North, offering an easy commute to Grand Central Terminal in under an hour. With nearby waterfront parks, major highways, and everything downtown Port Chester has to offer, convenience is always within reach. Inside, this sun-filled residence offers approximately 1,082 square feet of open living space with dramatic ceilings and oversized windows that flood the home with natural light. The spacious main living area flows effortlessly into the kitchen and dining space, creating an ideal setting for everyday living and entertaining. Above, a versatile loft overlooks the main level and can easily serve as a home office, additional living area, guest space, or extra storage to fit your lifestyle. The generously sized bedroom offers ample closet space, while the thoughtfully designed layout provides both comfort and functionality. Residents of The Landmark enjoy an exceptional collection of amenities, including 24-hour concierge and doorman service, a fitness center, swimming pool, and rooftop deck. Unlike many other residences in the building, Unit #217 includes two parking spaces, offering a rare and highly sought-after convenience for owners and guests alike. Combining the charm of one of Westchester County's most celebrated historic landmarks with modern amenities and an unbeatable Port Chester location just moments from Greenwich, 1 Landmark Square #217 offers a rare opportunity to own a truly distinctive home where history, convenience, and contemporary living come together.

1 Landmark Square Unit #217, Port Chester

$1,099,000

6 Beds ⋅ 5 Baths ⋅ 1006585 MLS

Lovingly owned by the same family for more than 30 years, 26 Glen Avenue is a rare Port Chester offering that blends original warmth with exceptional space, versatility, and outdoor living. This expansive 6-bedroom home features 3 full bathrooms and 2 half bathrooms, along with over 3,000 square feet of living space that includes multiple bonus rooms ideal for today’s needs—home offices, workout areas, creative studios, or flexible recreation spaces. The bright, flowing layout provides practical everyday living with room to grow, refresh, or personalize over time. Natural light highlights the home’s timeless character, while the generous floor plan easily accommodates multi-generational living or anyone seeking abundant space in a central location. The outdoor setting is a true private oasis. A patio and deck highlight the in-ground swimming pool, creating a resort-like environment perfect for summer gatherings, entertaining, or quiet relaxation. The property also includes a detached 2-car garage and a driveway that accommodates up to 5 additional vehicles, offering exceptional parking and storage—an uncommon convenience in this area. Ideally situated just half a mile from the Port Chester Metro-North Station, the home provides quick access to NYC and the region. You’re moments from the village’s vibrant dining scene, shopping, entertainment, and all the amenities that make Port Chester such a dynamic and convenient place to live. With its combination of size, location, and decades of thoughtful ownership, 26 Glen Avenue is a well-loved residence and a wonderful opportunity for buyers seeking a spacious home to enjoy now and update over time. This is one you’ll want to experience in person.

26 Glen Avenue, Port Chester

$199,000

2 Beds ⋅ 1 Baths ⋅ 973854 MLS

Priced to sell. Great opportunity to own a lovely 2 bedroom coop in Port Chester, NY. Close to all that Port Chester offers. Spacious room ,hard wood flooring, high ceiling. This building is well maintained and offers additional storage in basement area. Easy access to Rye Beach and Playland. Distance views of New York City skyline....

37 Summit Avenue Unit #3A, Port Chester

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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.