Port Chester Homes with High Ceilings Interior features

Welcome to Port Chester, New York—a vibrant town nestled along the picturesque shores of Long Island Sound in Westchester County. Known for its rich history, diverse culture, and thriving community, Port Chester is a hidden gem that perfectly blends suburban charm with urban convenience. With its close proximity to New York City, residents enjoy easy access to the bustling metropolis while relishing the tranquility of small-town living.

One of the standout features of homes in Port Chester is their stunning high ceilings. These architectural marvels not only create an airy and spacious atmosphere but also allow for an abundance of natural light to flood the interiors. Imagine stepping into a grand foyer adorned with intricate moldings and soaring ceilings that elevate your everyday living experience. High ceilings provide a sense of luxury and openness, making even the coziest spaces feel expansive and inviting.

Port Chester’s homes with high ceilings often boast modern amenities, open floor plans, and stylish finishes, perfect for both entertaining and comfortable family living. Whether you’re enjoying a quiet evening at home or hosting friends for a lively gathering, the generous vertical space enhances every moment.

Beyond the walls of your dream home, Port Chester offers a delightful array of dining, shopping, and recreational opportunities. Explore the vibrant downtown area, where you can sample international cuisine, enjoy local art, and partake in community events. With its charming neighborhoods, excellent schools, and rich cultural tapestry, Port Chester is not just a place to live; it’s a place to thrive. Discover the allure of high-ceilinged homes in this enchanting town, where every day feels like a breath of fresh air.

Newest Port Chester Homes with High Ceilings 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

$649,999

4 Beds ⋅ 2 Baths ⋅ 1022323 MLS

This is it, Prime Port Chester Real Estate! Presenting 334 Locust Ave, Port Chester, NY — A rare turn-of-the-century 2-family home in one of Westchester’s fastest-growing towns, ready for its next owner. This classic property blends timeless charm with practical modern updates. The two primary units are approximately 900 sq ft each with 2 bedrooms, updated kitchens and baths (complete with dishwashers and washers/dryers), private furnace, hot water heater, and separate gas & electric meters. In addition, the home includes valuable bonus living areas: a walk-up attic and a finished walk-out basement—perfect for extra living space, home office, guest suite, or additional rental income. The interiors are solid and functional, with hardwood floors and spacious layouts just waiting for your personal cosmetic touches—fresh paint, updated finishes, or modern styling—to elevate the property and maximize value. Outside, enjoy a nicely landscaped, semi-fenced yard with a slate patio, mature trees, and a generous backyard. Up to 6 rentable off-street parking spaces come with the property, a major plus for tenants or additional income. Located in a desirable, established residential neighborhood, 334 Locust Ave is highly commuter-friendly with quick access to highways, public transportation, Metro-North to NYC, and nearby shopping, dining, and entertainment. Port Chester’s strong growth makes this an excellent investment—start collecting rent from day one while building equity in a prime Westchester location.Whether you’re an investor or a hands-on buyer, this 2-family home with bonus attic and basement living space offers the perfect foundation. Old-world charm meets modern utility in a location on the rise. Ready for its next owner to bring fresh vision and transform it into a standout income producer. SELLER MAY BE ABLE TO VACATE ONE UNIT BUT NOT GUARANTEED

334 Locust Avenue, Port Chester

$1,629,000

4 Beds ⋅ 3 Baths ⋅ 1002709 MLS

Welcome to 55 Hawley Avenue — a rare opportunity that appeals equally to Homeowners seeking a turnkey luxury residence and Investors looking to acquire a proven, cash-flowing asset that generated nearly $200,000 in verified rental revenue in 2025 alone! Built in 2018, this 4-bedroom, 2.5-bath luxury home offers over 3,100 square feet on a private, tree-lined lot with a spacious backyard centered around a resort-style heated saltwater pool and a large hot tub that fits 6 comfortably. Inside, real hardwood floors run throughout the main and upper levels. An open-plan chef's kitchen with LG appliances, gas range, and wine fridge flows seamlessly into the dining room and entertainment-friendly living room, plus a dedicated billiards room and additional office or reading room. Upstairs, 4 spacious bedrooms with 5 beds can easily sleep 10 and include a king primary suite with ensuite bath and walk-in closet. A 600 sq ft semi-finished basement offers tremendous potential — gym, recreation room, additional living space, or more. A covered front porch, dedicated laundry, one-car garage, and private driveway complete the home — which comes fully furnished and turnkey. The location is exceptional: a walkable, friendly Port Chester neighborhood with great dining, two parks within walking distance, easy access to I-95 and I-287, Metro-North to Grand Central in under 45 minutes, and Rye Beach, Greenwich, and Rye just minutes away. This is the only home in Westchester County built within the last 10 years with a private pool currently on the market! For the homeowner, it is move-in ready with resort-style amenities in a phenomenal friendly neighborhood appreciating year over year. For the investor, it is a fully operational short-term rental generating nearly $200,000 in verified 2025 gross revenue — listed as "The All Seasons Oasis!" on Airbnb and VRBO with a perfect 5.0 rating across over 70 reviews and Airbnb's Guest Favorite designation, placing it in the top 5% of all regional listings, & likely the top producing Airbnb in Westchester County! Properties like this simply do not come available often -- schedule your showing today!

55 Hawley Avenue, Port Chester

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.