Port Chester NY Real Estate & Homes for Sale

Sophistication, elegance & privacy define this exceptional Colonial, ideally situated on a sought-after private cul-de-sac. Beautifully secluded yet conveniently located, this four-bedroom, 2 full and 2 half bath home offers timeless charm, thoughtful updates & exceptional outdoor living. The main level features a formal living room, dining room & spacious family room with hardwood floors throughout. The open floor plan is ideal for both everyday living & entertaining. The custom gourmet kitchen, renovated in 2016, features stainless-steel appliances, granite countertops & an oversized center island with seating for six. The stunning primary suite offers serene rear-yard views, renovated en-suite bath with soaking tub, separate shower & double vanity, plus walk-in and additional closet. Three additional bedrooms provide flexibility for family, guests or home office. The lower level adds approximately 991 sq. ft. of versatile living space. Enjoy a private resort-style oasis with meticulously landscaped grounds, mature 30-foot arborvitae, sparkling swimming pool with expansive decking, hot tub, gazebo & fenced garden. Multiple secluded areas are perfect for relaxing or entertaining. A rare opportunity to enjoy privacy, elegance & resort-style living-don't miss this truly special home!

Beautifully situated Cape with serene views. Bring your ideas and make this home your own. Estate sale "as is". A great opportunity to own this special property.

Updated Ranch which features 5 bedrooms and 2 full bath. Legal 2 bedroom apartment in lower level with separate driveway and entrance. Updated kitchen and bathrooms. Heated sunroom was used as family room. Many updates include crown moldings, gazebo and recessed lights. Private fully fenced rear yard. Conveniently located. Tenant is in place in lower level apartment. He will be moving out. Upper level is immediate occupancy.

Nestled within a beautifully maintained and privately secluded community, this exceptional corner-unit home offers the perfect blend of comfort, natural beauty and convenience. From nearly every window, you'll enjoy views of mature trees and lush landscaping creating a serene, park-like setting that feels worlds away from the everyday. The oversized windows frame the beautiful scenery surrounding the premises, creating a seamless connection with nature, meanwhile the sun-drenched living room features large south-facing windows filling the space with natural light throughout the day and the bedrooms offer breathtaking views of winter sunsets. Thoughtfully upgraded for everyday comfort, the home features a premium three-zone heating system with separate controls for two of the bedrooms and one for the rest of the living area providing customized climate control throughout. The updated kitchen is equipped with a reverse osmosis water filtration system, granite countertops, stainless steel appliances and a breakfast bar. Step outside to the private balcony, enhanced with a brand-new composite floor, creating a perfect spot to relax, enjoy the tranquil surroundings and those morning sunrise hours. A tremendous opportunity to make this bright and turn key unit, tucked in a peaceful vacation like setting, your home. Subject to Seller Finding Suitable Housing.

Filled with natural light and impeccably maintained, this beautifully updated 4-bedroom, 2-bath Cape is located in the highly desirable Glenville School District and combines timeless charm with modern comfort. The inviting layout features a gracious living room with a stone fireplace and custom built-ins, a stunning renovated kitchen with a quartz island and GE Cafe stainless steel appliances, and a beautifully designed dining area with exceptional built-ins--ideal for both everyday living and entertaining. The main level also offers an updated full bath, a bedroom, and a flexible office or nursery. Upstairs are two additional bedrooms with generous storage and a full bath featuring radiant heated floors. The lower level includes a cozy family room with access to the professionally landscaped yard, creating a seamless indoor-outdoor lifestlye. A one-car attached garage adds convenience. Ideally situated near schools, parks, and transportation, this home offers the perfect balance of comfort, style, and sought-after Greenwich living.

Stylish four-bedroom Colonial with private Trex deck, quiet backyard and seasonal second floor River views is ideally located on a cul-de-sac convenient to schools, park, shops and trains. Recent updates, including refinished main level wood floors and new second level wood floors, add to the appeal of this 2014 tastefully renovated home. Chef's kitchen boasts Quartz-clad center island with seating open to dining room, office/playroom or possible bedroom, living room with fieldstone fireplace flanked by built-in bookcases and powder room. Primary suite with walk-in closet, sumptuous bath, two bedrooms with Jack and Jill bath enhanced by a new Porcelanosa floor and laundry comprise second floor. Lower level offers a built-in homework station, family room, gym and/or office.

Located in one of Greenwich's most desirable neighborhoods, this meticulously maintained home offers the perfect blend of timeless elegance and modern comfort. Thoughtfully designed living spaces are filled with natural light and feature gracious proportions ideal for both everyday living and entertaining. The inviting open floor plan showcases spacious formal and casual gathering areas with extra height ceilings. A well-appointed kitchen with high end appliances & solid hand crafted cherry wood cabinets. Seamless indoor-outdoor flow to the private grounds with 2 patios. Generous bedrooms provide comfortable accommodations, including a serene primary suite designed for relaxation. Set on beautifully landscaped property and conveniently close to town, schools, parks, transportation, and all that Greenwich has to offer! All light fixtures are excluded and will be replaced. Original foundation in family room and living room only. Please make sure both locks are locked in the basement. including both locks top and bottom of garage door. Hold the right handle up as you turn the lock. To lock balcony door upstairs, hold handle up while turning lock.

Experience luxury living in this beautifully appointed townhouse offering nearly 3,000 square feet across four finished levels. The main level features 9-foot ceilings, hardwood floors, custom wainscoting and a spacious living room with gas fireplace. The high-end chef's kitchen features custom white cabinetry, quartzite countertops, Thermador appliances including a 6-burner dual-fuel range, refrigerator, wine cooler and microwave, plus an oversized island with seating for 3-4. Sliders open to the yard and bluestone patio for easy indoor/outdoor living. Upstairs, the primary suite features a walk-in closet and luxurious Carrera marble bath with radiant heated floors, freestanding soaking tub, double vanity and oversized shower. Two additional bedrooms, a full bath with heated floors and LG washer and dryer complete the second level. The third floor offers two additional rooms and a half bath, ideal for a home office, playroom or den. The finished lower level provides even more flexible living space with a full bath with radiant heated floors and additional storage. Additional features include Lutron lighting, separate climate zones on each floor, Ring alarm system, hardwood floors throughout the first three levels, an attached one-car garage and one assigned parking space and low common fees. A beautifully designed home offering exceptional space, high-end finishes and flexible living in a truly move-in-ready package.

Thoughtfully constructed 2BR, 3BA condo offering 1,428 sf of low-maintenance living with 9' ceilings in the desirable Cos Cob neighborhood of Greenwich, CT. The well-appointed kitchen features stainless-steel appliances, stone countertops, breakfast bar and adjacent dining area. The inviting living room with gas fireplace opens to a balcony. Both bedrooms are en-suite; the Primary suite features a separate shower, whirlpool tub and balcony. Fabulous custom closets provide exceptional storage, while 2nd-floor laundry adds everyday convenience. A true highlight is the expansive mahogany deck with built-in benches, ideal for dining, entertaining or simply enjoying the outdoors. Less than 5 minutes to Cos Cob's shops, restaurants, waterfront, parks, schools and Metro-North train station.

Beautifully appointed 2BR, 3BA condo offers 1,428 SF of low-maintenance living with 9' ceilings in the desirable Cos Cob neighborhood of Greenwich, CT. The gourmet kitchen features abundant cabinetry, high-end stainless appliances, stone countertops, breakfast bar, and built-in desk. The expansive open-concept living room has room to dine and a freestanding gas stove nestled in the corner. A versatile lower-level family room provides space for relaxing, entertaining, or a home office. Both bedrooms are ensuite with custom closets, while 2nd-floor laundry adds convenience. Ideally located less than 5 minutes from Cos Cob's shops, restaurants, waterfront, parks, schools and Metro-North train station, this exceptional condo combines comfort, convenience, and the best of the Cos Cob lifestyle.

Built in 2019 and ideally located close to town, this exceptional 3-bedroom, 2.1-bath townhouse offers a bright, open floor plan with 9 ft ceilings and sophisticated finishes throughout. A dramatic two-story foyer welcomes you into the home, featuring hardwood floors, a gourmet kitchen with marble countertops, a formal dining room, and a family room with a fireplace conveniently located adjacent to the kitchen. The spacious, sun-filled living room provides the perfect setting for both everyday living and entertaining. The primary suite features a walk-in closet and an elegant marble bath. Step outside to a private stone terrace, ideal for outdoor dining, entertaining guests, or simply relaxing. Additional highlights include a heated two-car attached garage and a finished lower level Photos taken prior to tenants moving in. Please note there are 2 View Streets In Greenwich. This one is located off of Hamilton Avenue. Just .8 Miles South of the Main Greenwich Train Station.

Completely reimagined and move-in ready, this spacious 6-bedroom, 4 full and 1 half bath home offers nearly 3,000 square feet of versatile living on a peaceful, private 0.33-acre lot in desirable Greenwich. Thoughtfully expanded and extensively updated, it blends modern comfort with timeless appeal with many recent improvements. The main level features four bedrooms, 2.5 baths, a welcoming living room, and a spacious family room with vaulted ceilings and exposed beams. The luxurious primary bath features a jetted soaking tub, heated floors, and a solar-powered skylight. The walkout lower level offers exceptional flexibility with two additional bedrooms, two full baths, a large recreation room, and a mudroom-ideal for an in-law suite, au pair accommodations, home office, or guest space. Enjoy the added benefits of a whole-house generator and smart garage door for seamless everyday living. The outdoor space includes two expansive decks overlooking a private backyard with a playscape, perfect for entertaining. Conveniently located minutes from the Merritt Parkway, I-95, the Boston Post Road, and Metro-North train stations, this exceptional home offers an easy commute to New York City while enjoying the privacy and charm of a sought-after Greenwich neighborhood.

Lovingly maintained by the same family for 54 years, this charming 3-bedroom, 2.5-bath home offers the perfect blend of seclusion and convenience. Set back at the end of a cul-de-sac, it is a private, tranquil oasis. Thoughtful updates include a newer roof, gorgeous new kitchen cabinetry, fresh paint, and new lower-level flooring. An expansive yard and two stunning decks invite you to relax and soak in the outdoors, while an abundance of windows bathes every room in warm, natural light. Whether you're hosting, unwinding, or simply enjoying the peace and quiet, this home delivers. Move in as-is or take advantage of incredible expansion possibilities. Conveniently located near major transportation, top-rated schools, DeCicco's, shops, restaurants, and parks. A rare find - ready for its next chapter.

Completely renovated and move-in ready, this beautifully updated split-level sits on a generous 0.33-acre level lot in Greenwich's desirable Glenville neighborhood. With 3 bedrooms, 2.5 baths, and 1,713 square feet, this home blends thoughtful updates with everyday comfort. Step inside to find new hardwood flooring throughout, an open and bright layout, and two fireplaces for cozy ambiance. The kitchen features stainless steel appliances including a gas cooktop and range, and the updated bathroom offers a fresh, modern vanity. The lower level offers a spacious family room with a convenient laundry area, adding valuable flexible living space. Behind the scenes, this home has been fully upgraded with all new plumbing, heating, and electrical systems, plus a new propane heating system and central air - true peace of mind for the next owner. Outside, enjoy a new patio, driveway, gutters, and siding, an attached one-car garage, and parking for up to 5 vehicles. Located just minutes from the highway with an easy commute into New York City, this home offers the best of both worlds: a peaceful, established neighborhood with the convenience of nearby shopping and major routes. Zoned for Glenville Elementary, Western Middle, and Greenwich High School - and set in one of Connecticut's most sought-after towns - this is a rare opportunity to own a fully renovated home in Greenwich.

Hamptons-Inspired Elegance in Waterfront Lucas Point Experience the ease of coastal living just one hour from New York City in the coveted private waterfront association of Lucas Point in Old Greenwich. Residents enjoy an exceptional lifestyle anchored by a private sandy beach, dock, and boat storage, while the neighborhood's charming privet-lined lanes foster a true sense of community--where neighbors gather on their porches to share conversation and watch the evening sunset. A ''Coastal Shingle Style Residence'', 2016 HOBI Award winning home, designed by noted Greenwich Architect Steven Mueller, sits atop one of the highest elevations in Lucas Point, on one of the neighborhood's largest properties. The level half-acre parcel lies outside the flood zone and offers dual access from Shore Road and tranquil Middle Way. Thoughtfully positioned to embrace its surroundings, nearly 2000 square feet of multiple covered porches capture spectacular sunrises over Long Island Sound from the front of the home, while western-facing porches provide beautiful sunset views in the evening. Arrive beneath the porte-cochere and enter a dramatic foyer where a sweeping staircase rises beneath a third-floor coved ceiling. Designed around this central architectural feature, the home is filled with natural light, while French doors across both the front and rear create effortless indoor-outdoor living and entertaining. The open-concept gourmet kitchen flows seamlessly into the family room, creating the heart of the home. A gracious coffered-ceiling living room is complemented by an inviting study with a fireplace and custom built-ins, offering a sophisticated retreat for work or relaxation. The luxurious primary suite enjoys its own private porch with water views, two walk-in closets, and an oversized marble bath appointed with Waterworks vanities and fixtures. Three additional en-suite bedrooms with custom built-ins and a spacious laundry room complete the second floor. The third floor offers one of the home's most remarkable spaces. Overlooking the dramatic foyer below, it opens to an elevated porch with sweeping panoramic views of Long Island Sound and the ever-changing boating activity. Whether hosting dinner with friends or enjoying a quiet morning coffee, this elevated retreat feels worlds away. A rare offering within Lucas Point, the expansive lower-level features high ceilings and includes an oversized entertainment room, fitness room, fifth en-suite bedroom, finished storage with shelving, and flexible space ideal for a home office, yoga studio, or playroom. Professionally landscaped grounds are framed by mature privet hedges and vibrant hydrangeas, creating exceptional privacy while preserving abundant level lawn with ample room for a future pool. An established organic garden with multiple raised beds provides fresh vegetables and flowers throughout the growing season. Just steps away, Tod's Point offers miles of waterfront trails, beaches, and breathtaking views stretching across Long Island Sound to the Manhattan skyline. A rare opportunity to own an architecturally significant home in one of Old Greenwich's most cherished waterfront

A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat, complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a Cottage, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living.

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.

Introducing one of New York's most prestigious estates: a rare opportunity to own a historic piece of history elegantly nestled atop 11+ park-like acres in Purchase. This illustrious and stately turn-of-the-century residence, was the setting for the blockbuster film "Goodbye Columbus." A quiet country manor that's exceptionally private and secure, the estate is a stunning work of art, beautifully situated behind a gated entry at the end of a long, meandering driveway. The property boasts acres of lush rolling lawns adorned with over 35 years of seasonal perennials in year-round bloom, a glorious fenced saltwater pool and patio, multiple-hole practice golf green, zen-like meditation garden, and a one-acre freshwater pond with koi and carp. Encircling the property is a half mile jogging path with a grove of weeping willows, a spectacular oasis of hydrangeas, indigenous stone walls, a shady gazebo, and a charming life-size dollhouse. Inside, the home is breathtaking, with 11,792 sq ft of custom-crafted beauty featuring 7 bedrooms, 6.4 bathrooms, and 3 offices spread over three sunlit floors. Every room offers blissful garden views with the home's elevated position, from the grand full-length entrance hall to the dual living rooms, one of which opens to a postcard-perfect covered veranda. The refined formal dining room can seat a dinner party for 80. The exceptional kitchen includes two La Cornue ranges, a hammered copper and wood island, a sunlit breakfast area, and an adjacent family room, both opening to the patio. The primary suite exudes elegance with two luxurious ensuites, two walk-in closets, and two private balconies. This home offers endless highlights, including a sprawling third-floor playroom, two saunas, a fabulous mudroom opening to the attached 2-car garage and separate golf cart garage (with a Club Car included in the sale), and a picturesque detached 4-car garage with a carport. A new realm of luxury awaits just a short drive to Rye's vibrant town center, 15 minutes to Westchester County Airport and only 35 minutes from NYC.

A Greenwich classic, this distinguished five-bedroom residence combines timeless architecture, exceptional craftsmanship, and grand-scale rooms designed for both entertaining and everyday living. Perched high above sweeping, beautifully landscaped grounds, the home enjoys a commanding setting with privacy, mature plantings, and expansive westerly views across the property. A slate roof, custom millwork, multiple fireplaces, and graciously proportioned interiors further reflect the home's enduring character. Elegant formal living and dining rooms are complemented by a Christopher Peacock kitchen with adjoining breakfast room, a comfortable family room, and a library or private office. Upstairs, the spacious primary suite is joined by three additional bedrooms, two of which are en suite. A fifth bedroom and flexible living space on the lower level provide additional accommodations. Expansive terraces extend the living spaces outdoors, overlooking the sweeping grounds and putting green, while a circular drive creates an impressive approach. A rare combination of scale, privacy, and setting, just minutes from central Greenwich.

*OPEN HOUSES CANCELLED* This might be the only home in Greenwich where every level brings you closer to a waterfall! Located in Glenville, this fully staged 2-bedroom, 2.5-bath townhouse offers approximately 1,800 SF across three beautifully transformed levels. Nearly every area has been redesigned and made brand new. The open main level features a new kitchen with custom cabinetry, under-cabinet lighting, new countertops, backsplash, storage, and stainless-steel appliances, plus a dining area, fireplace, TV wall, new half bath, and concealed in-unit laundry. The primary suite overlooks the waterfall and features a wet bar with refrigeration, fireplace, custom closet, and a fully renovated bath with heated floors, glass-enclosed shower, floating vanity, heated anti-fog mirror, and electric toilet. The flexible lower level can serve as a guest room, gym, or office and includes a renovated bath, large closet, and patio access. Built-in speakers, brand-new windows and exterior doors, outdoor spaces, Greenwich Public Schools, and easy access to downtown complete this exceptional home.

Potential for residential conversion in the heart of downtown Greenwich. Located just two doors from Greenwich Avenue and moments from the Metro-North train station, 37 Arch Street presents an exceptionally rare opportunity to create a one-of-a-kind in-town residence, mixed-use property, or continue as boutique commercial space. Situated within the Central Greenwich Business District zone, the property offers potential for residential, mixed-use, office, retail, or medical use (buyer to conduct all due diligence with the Town of Greenwich). This charming circa-1815 Federal-style building offers approximately 3,090 SF on an oversized 8,158 SF lot with the rare convenience of 8 on-site outdoor parking spaces plus 2 garage spaces - an extraordinary amenity for downtown Greenwich. The property is currently configured as executive office space and is in excellent condition, providing flexibility for investors, developers, or owner-users seeking immediate income while planning a future conversion or redevelopment. Prime walk-to-town location near Greenwich Avenue's luxury shopping, restaurants, parks, and transportation in one of Fairfield County's most sought-after downtown locations.

Ideally located just off Greenwich Avenue, this spacious two-bedroom, two-bath residence is set in a classic 1930s luxury doorman building with an elevator. This condo features large, light-filled rooms, hardwood floors throughout, oversized windows, a fireplace, and a flexible floor plan that easily accommodates today's lifestyle. Freshly painted and new windows throughout, this home is move-in ready. An assigned garage parking space and in-unit laundry--highly desirable features in downtown Greenwich--adds exceptional convenience. Just moments from Greenwich's shops, restaurants, parks, and Metro-North train station, this home offers the best of downtown Greenwich living.

This is the one you've been waiting for. Set within the gated Arbor Rose Association, this beautifully renovated condo pairs a serene, manicured setting with effortless access to Greenwich Avenue. Step inside the inviting interior with 10-foot ceilings and an elevator, where natural light moves through the open living and dining rooms into a custom kitchen and welcoming family room with fireplace. The spacious primary suite offers a spa bath, extra large walk-in closet, coffee bar, and flows to an office or sitting room with a private balcony. Two additional bedrooms and laundry room complete the upstairs. The finished lower level provides a second family room, flexibility for a fourth bedroom or gym, and a full bath. Outside, private landscaped spaces with room for a BBQ create a peaceful setting for morning coffee or evenings at home, while the nearby train allows for a seamless commute to New York City.

Move right in! Downtown Greenwich Living at Its Finest Experience the perfect blend of serenity and convenience in this secure, private enclave set on a beautifully maintained 10-acre campus. Designed for effortless living, this bright and airy residence offers generous space and a true sense of sanctuary. Features include updated Andersen windows, a custom kitchen by Dean, and brand-new air conditioning for modern comfort. Two bedrooms, two baths, and abundant closet space complete this exceptional offering.

Exquisite individual custom built 2014 condominium unit it a two unit complex. Prime In Town location, walk to Greenwich Avenue. Unit has four levels with four bedrooms and three baths on second floor, Bedroom and bath on attic level. Bedroom and full bath with fireplace on lower level.