4,946 properties for sale in Port Chester village

A Rare 3-Bedroom, 2.5-Bath Riverfront Retreat with a Bonus Guest Room, Tucked Away at the End of a Cul-de-Sac. Welcome to 79 Robin Hood Road, a truly exceptional riverfront property tucked away at the end of a peaceful cul-de-sac in Stamford's desirable Springdale/Sherwood Forest area, near the Darien and New Canaan borders. Set directly along the Noroton River, this distinctive home offers a remarkable combination of privacy, natural beauty, and open views. Across the river, the manicured fairways of Woodway Country Club create a picturesque backdrop, while approximately 11 acres of protected nature preserve border the property, providing an extraordinary sense of seclusion and connection to nature. The expansive backyard and charming screened porch create an idyllic setting for morning coffee, outdoor dining, entertaining, or simply enjoying the changing seasons. Inside, warmth and character abound, highlighted by two fireplaces that create inviting spaces for gatherings and cozy eve

Well-maintained property in Stamford's Waterside neighborhood, offering a compelling opportunity for owner-occupants and investors. Legal two-family, The basement is partially finished with a full bathroom, The first floor has two units with separate entrances: one offers 3 bedrooms, a full kitchen, a full bathroom, and a living room, while the other is a Studio-style unit with a kitchenette and full bathroom. The second floor is the largest unit, featuring 4 bedrooms, a full kitchen, a full bathroom, and a living room area. These property was remodeled with sheetrock, all plaster was removed. Flood insurance needed

Pristine and thoughtfully updated home in the heart of Old Greenwich, around the corner from town, train, schools and beach, yet privately set overlooking the golf course. 9+ ft ceilings and oversized windows create a light-filled, spacious feel throughout. A gourmet eat-in kitchen flows seamlessly to the dining and living rooms with wood-burning fireplace and out to a new Trex deck. The 1st-floor Primary suite with cathedral ceiling and beautiful bathroom opens to the deck as well. The ground floor offers 3 bedrooms, gorgeous baths and a sun-filled Familyrm opening to the 2nd oversized deck. Great outdoor living and entertaining with a spacious backyard framed by mature plantings and stone walls; a serene green oasis. The 2-car garage with addtl storage completes this move-in-ready home!

Privately nestled on 1.76 exceptional acres in a coveted Westover setting, 450 Westover Road is a sophisticated retreat offering remarkable privacy, scale, and timeless appeal. Surrounded by mature landscaping and serene natural beauty, the property's expansive grounds create a rare sense of seclusion while remaining just moments from town, schools, and commuting routes. Sunlit interiors, expansive entertaining spaces, and oversized windows create an airy elegance throughout, while refined architectural details add warmth and character at every turn. The stunning primary suite is a true sanctuary, featuring soaring vaulted ceilings and dramatic arched windows that flood the space with natural light while overlooking the picturesque surroundings. Generously scaled bedrooms, renovated baths, and flexible living areas offer both comfort and versatility for today's lifestyle. Complementing the main residence is a separate accessory structure with rich wood interiors and entertaining space,

Absolutely delightful CO-OP ready for immediate move-in and an incredible value at this price! This top-floor unit on the 2nd floor offers a spacious, light-filled bedroom, updated full bath with walk-in shower, generous living/dining room, updated kitchen with brand new refrigerator, ample cabinets and gas cooking stove, hardwood floors, recessed lighting, and a sizeable private deck.*Monthly common charges include heat, hot water, and taxes! Fewer utilities and systems for the buyer to worry about. Laundry and storage are conveniently located in the basement, just two floors down with interior access. 1 reserved parking space.*Convenient to I-95 and the Darien border, with shops and restaurants within walking distance. Cove Island Beach and Park, Downtown Stamford, and the train station are all nearby.*Owner-occupants only. No pets or rentals. Co-op board approval and buyer qualifications required. Bonus: Sony TV in living room is included

Welcome to Farwell's Island: One of the only private islands in Greenwich with it's own bridge! This stunning compound consists of a main house and guest house totaling a combined 10 bedrooms and 8.1 bathrooms. The 6,166 sq/ft Main House has 7 bedrooms and 5.1 bathrooms while the guest house boasts 3 en-suite bedrooms across 3,238 sq/ft. Beyond the unobstructed expansive views of Long Island Sound, the property offers unparalleled sea side recreation opportunities with deep water protected dockage for multiple boats, swimming piers as well as a private beach. Nestled on the backside of the Island is a luxuriously appointed Boat House and patios for entertaining. The location offers ease to local amenities, multigenerational opportunities, exclusive privacy and close proximity to NYC

A masterfully built Mid-Country residence combining classic architecture with a modern sensibility, set back on 2.36 impeccably landscaped acres. This exceptional 11,925-square-foot, six-bedroom home offers remarkable privacy and resort-style amenities. Expansive terraces span the rear of the home, overlooking sprawling level lawns and a heated pool and spa, while a separate carriage house for home office or guest quarters. The grand entrance, behind custom gates, has a sweeping driveway beautifully secluded by tall trees with an additional gated side driveway providing convenient access to a peaceful side lane and cul de sac. Inside, soaring 10-plus-foot ceilings, bespoke millwork, and grandly scaled rooms define this sun-filled residence. Designed with an exceptional flow for both everyday living and stately entertaining, the main level features magnificent formal living and dining rooms, a private study, and multiple fireplaces. The heart of the home is the customized gourmet kitche

Experience true concierge living in one of Greenwich's premier full-service doorman buildings, ideally located just one block from Greenwich Avenue. Residences of this size, with park and Long Island Sound views, rarely become available in this building and are uncommon in the Greenwich condominium market, offering a unique opportunity for full-service, in-town living. This elegantly updated south-facing 3-bedroom, 3.5-bath residence offers nearly 2,900 square feet of spacious, light-filled living, with custom cabinets throughout. The updated gourmet kitchen, w/ marble counter tops, features an eat-in area with large panoramic windows and opens seamlessly to a flexible dual-use space that can serve as a family room or formal dining room, ideal for both everyday living and entertaining The private primary suite is a secluded space designed for relaxation and rejuvenation, set apart from the main living areas for comfort and privacy. This luxury building provides a full-service lifestyle

Set on 4.1 beautifully landscaped acres at the corner of Locust Road and Carpenters Brook, this exceptional Greenwich estate blends timeless elegance, privacy, and resort-style living. A sweeping circular driveway leads to the approximately 8,300-square-foot main residence, surrounded by mature trees, flowering gardens, stone walls, and expansive lawns designed by Wesley Stout Landscape Architects. Sun-filled formal and informal spaces feature coffered ceilings, antique oak floors, a dramatic double-height family room, chef's kitchen, and four fireplaces. The home offers six bedrooms, including a luxurious primary suite with spa-like bath, gym, walk-in closet, and private balcony. The finished lower level includes a wine cellar, home theater, recreation room, craft room, and cabana area. Outdoors, enjoy a heated gunite pool, vine-covered pergola, stone fireplace, multiple entertaining terraces, and a private par-three golf hole. A separate guest house with full bath and private drivewa

INVESTORS and OWNER-OCCUPANTS TAKE NOTICE! Opportunity knocks with this spacious Stamford two-family offering an impressive 5 bedrooms, 4 full baths and approximately 2,358 square feet of living space. With two separate living spaces, this property offers tremendous flexibility-ideal as an income-producing investment, an owner-occupied home where rental income can help offset expenses, or a multigenerational living arrangement. Inside, you'll find comfortable room sizes, plenty of natural light and versatile living areas. The inviting covered front porch adds charm and provides the perfect spot to sit and unwind. And don't overlook the generous backyard! There's plenty of outdoor space for entertaining, gardening, barbecues or simply relaxing, with mature landscaping providing a welcome sense of privacy. For investors, the combination of five bedrooms, four full baths, substantial living space and two units creates appealing rental possibilities in the Stamford market. For an owner-occ

Your own private oasis in a prime Midcountry location. 739 Lake Avenue blends peaceful private living with easy access to downtown and all that Greenwich has to offer. The classic colonial is set back on 2.3 acres. Inside, the layout flows effortlessly from room to room, ideal for both everyday living and entertaining. Five oversized bedrooms and five and a half baths provide comfortable, flexible space for the whole family, and every detail reflects timeless colonial charm paired with thoughtful livability. A home that has been meticulously cared for throughout the years while keeping gorgeous charm from moldings to archways. Step outside to your own private oasis: a sparkling pool and beautifully landscaped backyard made for long summer days, weekend gatherings, and quiet evenings at home. A cabana bath attached to the house makes pool days effortless, no tracking water through the home required. Just 10 minutes from downtown Greenwich, you get the best of both worlds: peaceful, priv

Welcome Home to this spotless Colonial nestled in the highly sought-after Springdale neighborhood! Ideally located just a short stroll to local restaurants, shopping, and the Metro-North train, this home offers the perfect combination of convenience and comfort. Step inside to discover beautifully refinished hardwood floors and a bright, freshly painted open-concept living and dining room with sliding glass doors leading to an expansive deck-perfect for entertaining or relaxing outdoors. All rooms have been freshly painted top to bottom, creating a crisp, move-in-ready feel throughout the entire home. The sunny kitchen features freshly painted cabinetry, plenty of counter and cabinet space and a charming solarium window that fills the room with natural light. A versatile main-level office, den, or fourth bedroom, along with a convenient half bath, completes the first floor. Upstairs, the spacious primary suite boasts two oversized double closets and a stunning, brand-new ensuite bath f

An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled conservatory, billiard room, sauna, gym and an Olympic-sized indoor pool with spa. There is also an outdoor pool with dedicated pool house. Vast, beautifully designed grounds showcase formal gardens, a private lake, woodland trails, a hedge maze and lighted tennis court. Four separate guest houses and a separate garage apartment on the property create a truly unparalleled private compound. This is a once in a generation offering for those seeking exceptional elegance and seclusion. Total Acreage 268+ acres: 173+ in Pound Ridge, New York, 95+ in Stamford, Connecticut

This recently updated Rare find offers an ideal opportunity for you to bring your in-laws! It's a large multi-family home with five or more bedrooms and two and a half bathrooms on each side. It also features gas boilers, updated electrical systems, and much more. The property requires a 24-hour notice

Exceptional custom-built residence in Greenwich's coveted Bailiwick Association, thoughtfully designed with the finest materials, craftsmanship and an effortless connection to the outdoors. Set on 1.4+ beautifully level acres, this 5,400+ SF transitional Colonial is filled with incredible natural light and offers seamless flow for everyday living and entertaining. A welcoming front porch opens to a dramatic double-height, front-to-back foyer. The elegant living and dining rooms feature beautiful millwork, soaring ceilings and walls of sliding glass doors opening to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf appliances and butler's pantry anchors an expansive open living space with a sun-filled, vaulted breakfast area and family room. A first-floor ensuite bedroom with deck access, mudroom and two powder rooms complete the main level. Upstairs, the primary suite offers vaulted ceilings, a gas fireplace, two walk

HIGHEST and BEST: TUES, AUGUST 25TH AT 12PM* Welcome to this private North Stamford retreat set on 1.58 acres of beautiful, secluded property. This 4-bedroom Colonial offers spacious living areas and an impressive outdoor setting designed for relaxing and entertaining. A 30-foot sunroom with sliders opens to the expansive backyard and pool area. The heated gunite pool is the centerpiece of the property, featuring an expansive stone terrace and waterfall feature. Pool improvements include a new gunite floor and tile in 2021, plus a new filter and electrical box in 2025. The property also offers a pool cabana with electricity, whole-house generator, deer fencing, mature landscaping, and a newly paved and sealed driveway. Inside, the home offers a mix of classic character and updates, including renovated bathrooms, Anderson windows, French doors, updated well systems, and hardwood flooring. A rare 4-car garage setup includes two attached garages plus an oversized detached barn with heat a

Charm, character and modern convenience come together in this fully renovated 3-bedroom, 1.5-bath home in desirable Springdale. Rebuilt from the studs in 2020 with new materials throughout, this home offers the feel of a newer home while maintaining timeless character. All-new high-efficiency mechanicals, gas-fueled central heating and hydro air cooling add comfort and efficiency. Hardwood floors flow throughout the inviting open floor plan, connecting the kitchen, dining and living areas. The beautifully updated kitchen features crisp white cabinetry, granite countertops and stainless steel appliances. The light-filled primary bedroom offers two closets, while the second bedroom features a beautiful bay window. The third bedroom provides flexible space for a home office, guest room or additional living area. An updated mudroom connects to the large one-car garage. Enjoy the backyard patio with firepit-perfect for summer BBQs and outdoor entertaining. A large, flat driveway provides am

Located in a cul de sac near schools, shopping and downtown Stamford, the expansive and flexible floor plan of this 3216 sf ranch home boasts 4-5 bedrooms, 4 full baths, and wood floors on the main level. The heart of the home is an updated chef's kitchen featuring quartz countertops and SS appliances with French doors out to the deck and a large family room. A highly flexible floor plan easily accommodates extended family or guests with convenient in-law suite options on the main or lower floors. Downstairs, the finished walk-out lower level expands your living space significantly offering a massive playroom, a dedicated workout area, an office/den (or potential 5th bedroom), a workshop and a separate storage room. Step outside to your private retreat, complete with a fenced-in area. Boasting solar panels and an EV charger, this turnkey gem is ready for you to create a lifetime of memories!

Welcome home to 19 Crestview Avenue - a classic colonial blending timeless architectural charm with modern comfort in one of Stamford's most desirable neighborhoods. Set on two lots, this home offers over 2,826 square feet of light-filled living space, with warm, inviting interiors featuring gleaming hardwood floors and a cozy fireplace - perfect for everyday living and easy entertaining. The main level offers a seamless flow between the living, dining, and kitchen areas. Upstairs, you'll find three spacious bedrooms plus a finished loft that flexes as a fourth bedroom, along with two full and one half bath. Need extra room' The finished basement offers endless potential as a home gym, media room, or play area. Step outside to your ultimate summer retreat: a gorgeous, fully fenced-in in-ground pool tucked privately behind the house, surrounded by generous patio space for sunbathing and outdoor dining. A detached two-car garage and driveway provide ample off-street parking. Ideally situ

Located on a cul-de-sac in Stamford's Newfield neighborhood, this spacious home features hardwood floors throughout and a versatile layout designed for comfortable living and entertaining. The main level offers an open-concept living and dining room that flows into the eat-in kitchen, complete with stainless steel appliances, granite countertops, abundant storage and a breakfast nook overlooking the private backyard. A large, sun-filled family room with built-in speakers and adjoining recreation room provide additional living space with convenient access to the powder room, mudroom and attached garage. Upstairs, the spacious primary suite features a walk-in closet and an updated private bathroom with a double vanity, soaking tub and separate shower. Three additional bedrooms, a full bathroom and a conveniently located laundry room complete the upper level. The lower level offers flexible space ideal for a home gym or office, along with abundant storage and additional possibilities. The

Diamond in the rough. Harbor Point mixed use in need of minor upgrades to achieve a 125K NOI. 3 residential apartments, an office and 2 bay garage with loft for a total of 5 revenue streams. Walk to Koscuzo Park, Commons Park and all that Harbor Point has to offer. Nice back yard, Financials available upon request for qualified buyers

Welcome to Fountain Terrace, where comfort and convenience meet in the heart of Stamford. Situated on the 5th floor, this bright and inviting two-bedroom residence features a private balcony overlooking the community's picturesque fountain, an ideal spot to enjoy your morning coffee or unwind at the end of the day. The home offers updated features including modern crown molding, a stylish kitchen with stainless steel appliances. Residents enjoy access to an in-ground pool, fitness center, playground, guest parking, and 24-hour security. Heat, hot water, cooking gas, water, and sewer are all included in the common charges. Conveniently located just minutes from downtown Stamford, Metro-North, shopping, dining, and major commuter routes, this move-in-ready home offers exceptional value and low-maintenance living

Welcome to 5 Brown Ave, Stamford, a spacious 3 bedroom, 1.5 bath townhouse-style condo with a functional two-level layout. The first floor offers a living room, dining area, kitchen, half bath and private terrace. Upstairs features 3 generously sized bedrooms and a full bath. A major bonus is the parking, this unit includes 2 deeded parking spaces plus access to 2 additional spaces, allowing parking for up to 4 cars. Pet friendly and conveniently located near shopping, dining, transportation and major roadways. Great opportunity for first-time buyers, owner occupants or investors. Come see the space, location and value this home has to offer

Private and serene, 58 Arrow Head Drive offers a rare combination of character, openness, and a spectacular North Stamford setting. Set high above a tranquil pond on two lush, wooded acres, this unique country home is surrounded by mature trees, beautiful gardens and exceptional privacy. A dramatic great room with hardwood flooring, skylights, and a magnificent stone fireplace anchors the home. It opens to the expansive kitchen, dining, and family room areas. The kitchen features custom pine cabinetry, serpentine marble and teak countertops, and two large islands. Jerum stone flooring extends throughout the kitchen, dining, and family room spaces. French doors lead to an oversized deck overlooking the parklike grounds. The home offers four bedrooms including a spacious primary suite with walk-in-closet and en-suite bath, two additional full baths, and a dramatic powder room. The lower levels feature a large rec room with fireplace, storage areas, an exterior plant room and a two-car ga

Storybook charm meets effortless living in this beautifully maintained Colonial, ideally situated behind a classic white picket fence on a level quarter-acre lot along a quiet cul-de-sac in desirable lower Newfield. Warm and inviting throughout, the home features a gracious formal living room centered around a wood-burning fireplace and an updated kitchen with Caesarstone countertops and a gas range. The kitchen flows seamlessly into the formal dining room, where sliders open to an expansive two-tier deck overlooking the private backyard-an exceptional setting for outdoor dining and summer entertaining, complete with an outdoor TV and a dedicated natural gas line for the grill, so you'll never have to refill a propane tank again. An oversized family room provides the perfect place to relax and unwind, while upstairs you'll find three comfortable bedrooms and a spacious, beautifully updated full bath. A walk-up attic offers abundant storage, complemented by a full unfinished basement an

Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings, imported natural materials, and superb craftsmanship throughout, while a modern floor plan is designed for both entertaining and daily living. Stone terraces on every level overlook sweeping level lawns. Complete with a separate apartment for guests or staff, 7 garage bays, pool, and bocce court, this is unlike anything else on the market

Coastal Living Awaits! Don't let the exterior fool you-this freshly painted home is far larger than it appears from the curb! Located just steps down the street from Cove Island Beach Park, complete with walking trails, bike paths, and beaches, this property offers the ultimate coastal lifestyle. Enjoy your morning coffee or evening sunsets on the large front patio, which looks directly towards the water. The home includes 3 bright bedrooms on the main level and an additional private bedroom on the lower level. A surprising amount of interior living space across multiple levels. Superb. Probate. Sold in AS IS condition. Please do Due diligence

Welcome to 43 Harbor Drive in beautiful Shippan, where coastal living meets comfort and convenience. This spacious 2 bedroom, 2 bath residence offers stunning harbor views and an ideal open layout for everyday living and entertaining. The primary suite features a luxurious bath complete with a double vanity, Jacuzzi tub, and heat lamp for added comfort. The inviting living room includes a fireplace and sliders leading to a private balcony overlooking the harbor, the perfect spot to relax and enjoy the water views. The updated kitchen is equipped with granite countertops, stainless steel appliances, wine fridge and a Sub-Zero refrigerator. Additional highlights include an elevator that opens directly to your unit door, a reserved garage parking space, and a private storage unit located on the garage level. Enjoy a premier Shippan location just a short walk to beaches, shops, and restaurants

Beautifully renovated by the current owners, this 5 bedroom, 5 bath home features refinished hardwood floors throughout, a modern open floor plan with eat-in kitchen/dining that opens to a generous new deck overlooking the level yard, and a versatile main-floor bedroom with a full bathroom that adds flexibility for guests, family, or working from home. The 2nd floor offers 3 well-proportioned bedrooms (one en-suite) and a hall bathroom, a few steps up, a primary bedroom/primary bath, luxurious walk-in-closet, and ample storage. The walk-out Lower Level is fully finished with a playroom, rec room, full bath and den/gym, separate laundry room and lots of storage. Located in a quiet Old Greenwich neighborhood no car needed to get to Binney Park, Perrot Library, Metro North and OG Town

Timeless craftsmanship meets everyday comfort in this beautifully maintained Colonial, where rich architectural details set it apart. Exquisite millwork, custom paneling, refined wainscoting, and built-ins showcase the quality and character rarely found today. Sun-filled living and dining spaces, anchored by a wood-burning fireplace and gleaming hardwood floors, create a warm and inviting atmosphere. The thoughtfully updated kitchen blends style and function, while the finished lower level offers flexible living space. Outside, a welcoming front porch, white picket fence, and professionally landscaped grounds complete the home's exceptional curb appeal. All just moments from shopping, dining, Metro-North, and downtown Stamford