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$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

$899,000
4 Beds 3 Baths 1015560 MLS
Look no further—this move-in ready home with its charming front porch is sure to impress! Beautifully maintained and thoughtfully designed, this 4-bedroom, 2.5-bath Colonial is situated on a level, professionally landscaped property in one of Port Chester's most desirable neighborhoods. Step inside to a bright and inviting eat-in kitchen featuring granite countertops, stainless steel appliances, and abundant cabinet space. Hardwood floors flow throughout the home, adding warmth and timeless appeal. The spacious living room, formal dining room, inviting family room, and well-appointed eat-in-kitchen, powder room create the perfect setting for both everyday living and effortless entertaining. Upstairs, you'll find four generously sized bedrooms, all with hardwood floors, including a comfortable primary suite and two full bathrooms. The large unfinished basement provides exceptional storage and endless potential to create additional living space, a home gym, recreation room, or office. Additional highlights include a one-car garage, beautifully landscaped grounds, and a private backyard with a cozy fire pit—ideal for relaxing evenings or entertaining family and friends. This exceptional home combines comfort, style, and outstanding potential in a sought-after location. Don't miss this incredible opportunity—schedule your private showing today before it's gone!

107 Adams Avenue, Port Chester

$10,000
4 Beds 3 Baths 1022857 MLS
Available October 1st, this spacious 4-bedroom Colonial in the heart of Port Chester offers the perfect blend of classic character and modern comfort. Featuring generous room sizes, a bright living room with fireplace, formal dining room, eat-in kitchen, a versatile den, and a finished basement for added living space. Enjoy radiant heated hardwood floors, central air, and a high-efficiency natural gas heating system. Step outside to a beautiful backyard with a hot tub that's perfect for relaxing or entertaining — set on a professionally maintained 0.37-acre lot with ample driveway parking. Lease furnished or unfurnished to suit your needs, with outdoor furniture included. Snow removal and lawn care are covered for worry-free living. Ideally located minutes from Metro-North, I-287, and I-95, with Port Chester's shops, dining, and waterfront moments away. Information deemed accurate but tenant/agent should confirm.

107 Puritan Drive, Port Chester

$599,000
2 Beds 3 Baths 1017986 MLS
Welcome to Washington Mews, where comfort, convenience, and low-maintenance living come together. This pet-friendly 2-bedroom, 2.5-bath townhome offers a flexible lower-level bonus space that can easily serve as a home office, family room, playroom, gym, or guest area. The home has been well maintained and freshly painted. This unit offers a functional layout designed for today’s lifestyle. An assigned parking space adds everyday convenience, while the community’s pool and beautifully maintained grounds provide the perfect setting to relax and unwind. Ideally located near Metro-North, major highways, shopping, dining, and entertainment, Washington Mews offers easy access to everything you need while maintaining the feel of a welcoming, close-knit community. Whether you’re a first-time buyer, downsizer, or simply seeking an easier lifestyle, this is a wonderful opportunity to own in one of Port Chester’s most desirable communities.

22 Washington Mews Unit #22, Port Chester

$4,400
3 Beds 3 Baths 1007207 MLS
Beautiful 3-bedroom 2.5-bath Cape blends modern comforts with charm, and with its finished basement it feels like a 2,400-square foot home. Modern kitchen w/granite countertops & stainless appliances, private full-2nd-floor master suite w/marble-surrounded jetted spa tub & separate frameless glass shower, roof & windows were replaced in 2006, gas fireplace, hardwood floors were replaced in 2013, W2W carpeting, alarm system, laundry, large 1.5-car garage w/remote + 2-car driveway, finished basement w/rec room & half-bath, fenced yard. Walk to schools & park. Easily accessible near main roads, but a quiet neighborhood. Qualified applicants have $157K total annual household income and good credit. Also available with purchase option. For outright sale, see #843063.

263 N Regent Street, Port Chester

$899,000
5 Beds 3 Baths 1003538 MLS
On the market for the first time in over 30 years, this exceptional income-producing three-family home presents a rare opportunity for investors and end users alike. Family-owned and lovingly maintained for generations, this circa-1900 residence is filled with character, craftsmanship, and old-world charm that simply cannot be replicated today. Ideally located within walking distance of Port Chester schools and Rye Brook shops, the home offers three spacious and light-filled apartments, each loaded with warmth and architectural details. The turnkey first-floor unit features a gracious living room with fireplace, formal dining room, oversized eat-in kitchen, office area, two large bedrooms, a hall bath, and direct access to the flat backyard and patio. The second-floor apartment offers a similar spacious layout along with a private terrace. The third-floor unit is a charming one-bedroom featuring a large living room, dining room, cook's kitchen, hall bath, spacious bedroom, and its own private terrace. Bring your imagination to the unfinished lower level, which offers abundant storage, laundry facilities, mechanicals, and direct access to the garage. Complete with garage parking and a private driveway, this special property offers endless possibilities and timeless appeal. Whether you're looking for a strong investment, owner-occupied income property, or a home rich in history and character, this is an opportunity not to be missed.

174 Fairview Avenue, Port Chester

$999,000
8 Beds 3 Baths 1008870 MLS
Exceptional opportunity to own a three-family property in the heart of Port Chester. Featuring a desirable unit mix of a 4-bedroom, 3-bedroom, and 1-bedroom apartment, this income-producing property generates great rental income and offers immediate cash flow for investors and owner-occupants alike. The property includes a large walk-out basement providing additional space and future possibilities, along with a backyard and off-street parking. Conveniently located near shopping, restaurants, parks, schools, major highways, and Metro-North, this property offers both convenience and strong long-term value. Whether you're looking to expand your investment portfolio, generate passive income, or occupy one unit while collecting rent from the others, 27 Soundview Street presents a rare opportunity in one of Westchester's most accessible and vibrant communities.

27 Soundview Street, Port Chester

$898,000
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. 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

$850,000
4 Beds 3 Baths 1001065 MLS
As you enter 68 Breckenridge, you're welcomed by the warmth and charm that make classic Colonials so timeless. Traditional architecture exudes character with rich hardwood floors seamlessly leading you through it's arched entryways and inviting living spaces that immediately feel like home. The woodburning fireplace serves as the centerpiece of the main living area, while the finished wraparound sunroom adds additional space to relax, gather, or unwind behind French doors. Designed with both comfort and practicality in mind, the layout flows effortlessly into the formal dining room and spacious kitchen featuring a center island, abundant cabinetry, and a unique built-in keg tap at the sink; ready for your carbonated beverage of choice. Everyday convenience continues through the rear mudroom entry, complete with laundry, a powder room, and generous space that can function as pantry storage. The second floor carries the same warmth and character with comfortably sized bedrooms filled with natural light. Above, the finished attic is perfect for a home office, studio, or bonus space, complete with Long Island Sound views and seasonal Playland fireworks. Downstairs, the large finished basement provides even more versatility with space for recreation, a media room, gym, guest room, or work-from-home needs. Outside, enjoy a detached garage with electricity and attic storage, a flat fenced yard, and an expansive stone patio built for summer BBQs, gatherings, and everyday enjoyment. The updates blend in like the new 2018 boiler, spray insulation, updated bathroom, and refinished floors. Conveniently located within walking distance to Metro-North, the high school, shopping, restaurants, and downtown Port Chester, this move-in ready home is ready for you to begin your next chapter.

68 Breckenridge 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

$798,000
6 Beds 3 Baths 1001580 MLS
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. 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

$649,000
3 Beds 3 Baths 843063 MLS
We have an accepted offer, but we're still taking backup offers. Existing tenants have a lease through July 2026 ... or may be able to vacate sooner. Buyer will acquire house *with* the leaseholding tenants. Beautiful 3-bedroom 2.5-bath Cape boasts modern comforts with charm, and with its finished basement it feels like a 2,400-square foot home. Modern kitchen w/granite countertops & stainless appliances, private full-2nd-floor master suite w/marble-surrounded jetted spa tub & separate frameless glass shower, roof & windows were replaced in 2006, gas fireplace, hardwood floors were replaced in 2013, W2W carpeting, alarm system, laundry, large 1.5-car garage w/remote + 2-car driveway, finished basement w/rec room & half-bath, fenced yard. Walk to schools & park. Easily accessible near main roads, but a quiet neighborhood.

263 N Regent Street, Port Chester

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.