Explore Port Chester, NY Homes for Sale Between $5,00,000 to $25,000,000
Port Chester, NY Homes for Sale Between $5,00,000 to $25,000,000 Map Search

Homes for Sale in Port Chester, NY Between $5,00,000 to $25,000,000

  Advanced Search   Market Reports   Home Value   Connect

Welcome to your dedicated resource for Homes for Sale Between $5,00,000 to $25,000,000 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 properties currently available between $5,00,000 to $25,000,000 below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Port Chester, NY

Search Port Chester, NY by Price

All Port Chester, NY Homes for Sale Between $5,00,000 to $25,000,000

$760,000
3 Beds ⋅ 2 Baths ⋅ 1030826 MLS
Welcome to 215 Chestnut Street, a stylish Colonial that lives like a townhouse, offering the perfect blend of modern updates, flexible living space, and income potential in the heart of vibrant Port Chester. Renovated in 2018, this move-in-ready home features a bright open-concept floor plan, beautiful hardwood floors, LED recessed lighting, a modern kitchen, and a high-efficiency combination boiler/water heater. Designed for today's lifestyle, the home offers exceptional indoor and outdoor living. Step out from the kitchen onto a spacious deck, ideal for entertaining. The finished walk-out lower level provides endless possibilities as a recreation room, home office, guest suite, or income-producing space, which is currently operating as a successful Airbnb. Additional highlights include a workshop beneath the home, a backyard storage shed, solar panels that help reduce monthly utility costs, and abundant off-street parking for multiple cars, SUVs, or trucks. Two parking spaces are currently rented month-to-month, providing an additional revenue stream. Located in one of Westchester County's fastest-growing communities, Port Chester offers an exciting downtown known for its acclaimed restaurants, entertainment, shopping, and arts scene. Enjoy easy access to Metro-North, New York City, Greenwich, Rye, White Plains, major highways, and Westchester County Airport. Whether you're looking for a beautifully updated primary residence, a home with flexible living space, or added income opportunities, 215 Chestnut Street truly has it all.

215 Chestnut Street, Port Chester
$825,000
3 Beds ⋅ 2 Baths ⋅ 1033350 MLS
Classic two-family home offering an outstanding opportunity for both investors and owner-occupants in one of Port Chester's most desirable and walkable neighborhoods. Filled with character, the home features high ceilings, hardwood floors, separate gas and electric utilities for each unit, and a spacious covered front porch. The second-floor apartment extends into a finished third level, providing additional finished living space with exceptional flexibility for a variety of uses. Just a short walk to the Port Chester Metro-North train station, award-winning restaurants, shopping, The Capitol Theatre, and all that downtown Port Chester has to offer. Ideally positioned near the Village's exciting redevelopment corridor, with numerous approved and proposed mixed-use development projects continuing to transform the community and drive long-term investment potential. A rare opportunity to own a well-located multifamily property in one of Westchester County's fastest-evolving downtowns.

33 Soundview Street, Port Chester
$799,000
4 Beds ⋅ 3 Baths ⋅ 1033076 MLS
Spacious 4 bedroom 2.5 bath on large lot. Great price with much to offer. Versatile floor plan arrange rooms to suite your familys needs. Possible in-law.

713 Westchester Avenue, Port Chester
$999,999
4 Beds ⋅ 3 Baths ⋅ 1029976 MLS
Welcome to this charming tranditional 4-bedroom, 2.5-bath Colonial, ideally situated on a picturesque corner lot at the end of a quiet cul-de-sac in the heart of Port Chester. Surrounded by mature landscaping and a fenced in backyard, this move-in-ready home offers the perfect balance of comfort and convenience, just minutes from the Hutchinson River Parkway, I-95, shopping, restaurants, and everyday amenities. Inside, you'll find sun-filled living spaces flooded with natural light. The inviting living room features a charming, fully functional wood-burning fireplace, natural wood beam ceiling and french doors leading into the formal dining area creating the perfect gathering space year-round. The renovated kitchen is equipped with a center island, modern finishes, and a convenient touchless sensor faucet, seamlessly connecting to the dining area and spacious family room. Upstairs, find three bedrooms, a hall bathroom and a spacious primary suite offering a private en-suite bath and walk in closet, creating a peaceful retreat. Additional smart home features include motion-sensor devices in the dining room and unfinished basement providing added convenience and peace of mind. Recent upgrades include energy-efficient split A/C units for enhanced comfort, stylish updated lighting throughout the home, a new hot water heater, and an upgraded sprinkler system to keep the landscaping looking its best and some smart home technology updates to bring modern living to this 1930's gem. Step outside to enjoy the beautifully landscaped, fully fenced backyard, an ideal space for entertaining or creating your own garden oasis with custom raised beds. The level yard and patio provide plenty of room for outdoor dining, relaxation, and year-round enjoyment. Combining timeless charm with thoughtful modern updates, this exceptional home offers comfortable living in one of Port Chester's most desirable neighborhoods.

5 Quintard Drive, Port Chester
$759,000
3 Beds ⋅ 2 Baths ⋅ 1012107 MLS
Raised Ranch om .12- acre lot. Home offers open floor plan. Kitchen, living room/dining room combo access to deck. Primary bedroom, bedroom bedroom, hall bath. Lower family room, utility room, bathroom access to one- car garage.

137 Breckenridge Avenue, Port Chester
$848,000
4 Beds ⋅ 3 Baths ⋅ 1008396 MLS
Two-Family Investment Opportunity – RYE BROOK property at PORT CHESTER prices!! This beautifully maintained two-family home in the highly desirable Rye Brook area offers a rare opportunity for both investors and owner-occupants. Currently generating over $5,200/month in rental income, with rents still below market value. This property presents immediate upside potential. A standout feature is the finished, currently VACANT walk-out basement, previously used as an in-law suite. The First floor tenants have just purchased a new home and will be moving out within the month.This space offers excellent flexibility and can be combined with the first-floor unit to achieve an estimated rental income of $4,200+ per month.The home features two well-appointed residential units, each with in-unit washer and dryer and hardwood floors throughout. The second-floor unit includes carpeting for added sound insulation. Highlights include: Strong Income + Value-Add Potential: Consistent cash flow with room for rent growth Flexible Layout: Ideal for investors, owner-occupants, or multi-generational living Prime Location: Quiet, tree-lined street just minutes to Rye Ridge Shopping Center, downtown Port Chester, Rye, Greenwich, Metro-North, I-287 & I-95 Ample Parking: Off-street parking for up to 6 vehicles Lower-Level Flex Space: Finished walk-out level with rec room, bath, and bonus room—perfect for extended living or recreation Outdoor Appeal: Beautifully landscaped property including Shed for extra storage.This is a rare opportunity to own a versatile, income-producing property in one of Westchester’s most sought-after locations. Don’t miss it! Residual Income , Increasing Equity and Long-Term Appreciation

556 Westchester Avenue, Port Chester
$999,000
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
$719,000
6 Beds ⋅ 3 Baths ⋅ 1001580 MLS
Owner is Motivated and has Authorized a Huge Price Reduction. Prime Mixed-Use Investment Opportunity in the Heart of Port Chester This well-located mixed-use building only 5 minutes away from Greenwich, CT. features two fully occupied residential units generating strong, consistent rental income, with current rents below market value—providing immediate upside potential through future increases. The property also includes a highly versatile ground-floor commercial space offering additional revenue. Formerly a vibrant Italian social club venue, the space is currently operated as a rentable venue for private parties, meetings, and small events. It produces steady supplemental income and represents a valuable built-in revenue stream for investors or owner-users. Notably, most of the bookings have been generated through word-of-mouth alone, with little to no formal advertising. This creates a clear opportunity for growth—by implementing simple marketing strategies such as social media promotion or exterior signage, a new owner could significantly increase visibility, bookings, and overall return on investment. A Simple Sign can be placed outside with a Phone number and type of Bookings available. In addition the room can be set up in a festive mood and encourage possible clients The commercial space features a large open floor plan, kitchen, and half bath—ideal for events or easily adaptable for a wide range of uses, including professional office, medical space, wellness space etc. subject to approvals. With below-market residential rents, an income-producing commercial component, and multiple value-add opportunities through repositioning and marketing, this property presents substantial upside and a compelling investment opportunity.

140 Terrace Avenue, Port Chester
$719,000
3 Beds ⋅ 2 Baths ⋅ 989699 MLS
Investment Opportunity Two Family home priced to sell. Home offers 2 Units. First floor offers Eat in Kitchen, Living Room, 2-Bedrooms and Bathroom Second unit offers 3 rooms, Eat in Kitchen, Living room, Bedroom Bathroom plus walk up attic Lot size spacious with a 2 Car Garage and patio. Front porch great for relaxing with morning coffee or enjoying warm summer evenings. Very close to all shops and major highways.

322 Olivia Street, Port Chester
$1,299,000
990092 MLS
A rare multi-building investment opportunity in the heart of Port Chester. Welcome to 30–32 Martin Place which offers five total residential units across two structures, providing immediate rental income with long-term upside in one of Westchester’s up and coming Real Estate markets. 32 Martin or the building set back from the street is a traditional two-family home featuring: Unit 1 on the Ground Floor with 2 bedrooms & 1 bath. Unit 2 on the Second Floor has 3 bedrooms, 1 bathroom and a bonus flex room. Both of these units are heated by oil, with gas separately used for cooking. 30 Martin or the building closest to the street contains three additional apartments, each offering a functional 3-bedroom, 1-bath layout. This building is fully gas-heated, with gas cooking as well. The property provides a balanced mix of unit sizes, appealing to long-term renters seeking proximity to transportation, shopping, and Port Chester’s vibrant downtown. With five income-producing units, separate utilities for cooking, and two distinct structures on one parcel, this property is ideal for investors looking to expand their portfolio with a stable asset offering strong rental demand. Located minutes from the Metro-North station, major highways, schools, and the village’s renowned dining scene, 30–32 Martin Place presents a compelling opportunity in a high-growth corridor.

30-32 Martin Place, Port Chester
$1,485,000
976183 MLS
First time on Market. Three story stucco and brick building mixed use business and residential. Living area 3,892 / Gross living Area 5,942. Excellent condition. Lots of Parking

121 S Regent Street, Port Chester
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 936397 MLS
New Construction. 4 Bedroom 3.5 Bathroom 3110 SQ and has full unfinished basement with 9' ceilings and private entrance. The home is conveniently located next to 195, the Hutchison Parkway and public transportation. The home has an open floor plan with large rooms and a two story entrance. The. first floor features a large kitchen. island open to the family room, a large mudroom with a built-in bench and cabinets above, a powder room and a formal living room with a linear gas fireplace. The primary suite has a large walk-in. closet, double vanities and a shower with both a rain head and handheld. There are three other bedrooms on the second floor, two share a Jack and Jill bath while the third has an ensuite. The laundry room is located on the second floor with a slop sink and cabinets> above the garage there is an unfinished room for easy storage along with additional storage space in the attic. The gas has been sized for a future generator and the necessary concrete slab has been installed. The basement has already thoughtfully planned, including locations of ducts, windows and under ground plumbing allowing for easier finishing in the future. TAXES DO NOT reflect the finished home. Builder is in the process of getting CO and waiting on a new tax amount.

567 King Street, 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.