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5 Bedroom Homes for Sale in Port Chester, NY

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Welcome to your dedicated resource for 5 bedroom homes for sale in Port Chester, NY. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Port Chester, NY agent, Jeremy Zucker specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Port Chester, NY

$829,000
5 Beds ⋅ 2 Baths ⋅ 1041112 MLS
Welcome to 21 Park Avenue, Port Chester's sparkling hidden Gem!! Fantastic opportunity to snap up this very special much-loved home filled with timeless character, generous proportions, modern kitchen and bathrooms and more than four decades of cherished memories. A charming wraparound porch—long a favorite gathering place—sets the tone for the home’s gracious interior, where soaring ceilings, oversized windows, original millwork and beautiful stained glass create warmth and distinction throughout. The main level offers an inviting foyer with a Dutch door, a formal dining room, and a spacious living room featuring a wood-burning fireplace and built-in bar. A swinging French door leads to the beautifully preserved butler’s pantry, complete with tall glass-front cabinetry and abundant storage. The kitchen features gray cabinetry, a six-burner gas range, pantry storage and glass doors opening to a fully fenced deck overlooking the in-ground pool—an ideal setting for summer entertaining. Upstairs, three bedrooms are joined by a light-filled office with bay windows, a full bathroom with a clawfoot tub, and a separate shower room. The third floor offers a private fourth bedroom with a walk-in closet, along with access to a large unfinished attic providing exceptional storage and future possibilities. Additional highlights include modern in-ground pool, hardwood floors, radiator heat, a private driveway, a detached two-car garage and a clean, spacious lower level. House is in excellent shape, owners love their home, but house is being sold "as is". Conveniently located on a quiet one-way street close to schools, shopping and everyday amenities, 21 Park Avenue is ready to welcome its lucky new owners!!

21 Park Avenue, Port Chester
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 1038042 MLS
8 Bolton Place, built in 1846 is a home you simply don’t come across often. Offering over 4,200 square feet across three levels, the home combines the scale and architectural character of its era with meaningful updates made for today’s living. Original hardwood floors, detailed millwork, oversized windows and generously sized rooms carry throughout the home. The updated kitchen is one of the major improvements, featuring a large center island, stainless steel appliances, extensive counter space and a built-in breakfast nook. The main level offers an impressive amount of living space, including a formal dining room, large living room with fireplace and built-ins, along with additional flexible spaces that can work as a home office, den or playroom. Upstairs, five bedrooms and multiple baths provide plenty of room to spread out, while the home’s distinctive architecture continues with unique spaces, including a light-filled room surrounded by windows and topped by a vaulted ceiling with exposed beams. Beyond the cosmetic updates, the home has also benefited from structural improvements designed to reinforce and preserve the integrity of the home for years to come. Set on approximately .45 level acres, the property offers a fenced yard and an expansive driveway with plenty of off-street parking. With more than 175 years of history, 8 Bolton Place retains the details that make an older home special while offering the space, updated kitchen and improvements that make it practical for its next chapter.

8 Bolton Place, Port Chester
$879,000
5 Beds ⋅ 2 Baths ⋅ 988248 MLS
Fantastic Investment opportunity!!! This two family home offers two units first floor eating kitchen,living room,bathroom and 3 bedrooms. Second unit offers 2 bedrooms,living room kitchen and bathroom,front porch four garages,Ideally for landscaping or constructions business owners large yard all fenced in. Both apartments are rented month to month , current tenants are paying way below market rent. This home is being sold " AS IS"

32 Bulkley Avenue, Port Chester
$925,000
5 Beds ⋅ 3 Baths ⋅ 1035737 MLS
2 Units-6A features 2 bedroom, 2 baths w an EIK, deck off kitchen, 1st floor bathroom, washer/dryer hookup. Finished basement w additional storage space and additional room that can be used as an office. The roof on 6A was replaced in 2015 and added solar panels. Currently on a lease which expires in 2036. Monthly cost of panels is $65 and saves a ton on electric bill. Unit 6B features 3 bedrooms, 2 baths, separate dining area and kitchen, washer and dryer in place. Additional storage in basement. This unit is unique because it also features a basement apt with it's own walkout. Please note there is no C/O in place and will be responsibility of new owner to convert into a 3rd dwelling. House (s) Sold AS IS. This is a very rare opportunity to own and invest in a growing popular area like Pt. Chester. Only 0.7 miles to the train station, close to downtown shopping, and endless restaurants. This is a great opportunity to generate income and live in one of the units or to rent out both. An investors dream!

6 Angelo Place, 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.