luxury houses for sale Port Chester, United States

Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage with sleeping loft, kitchenette, and full bath -the only remaining structure from one of Greenwich's Great Estates. Tremendous potential to build new 10,584 sq.ft. house offering unparalleled waterfront living. Close proximity to Byram Park with a public pool, beach, marina and boat launch for Greenwich residents. Easy access to downtown Greenwich as well as Manhattan.

Looking for a new home to host the holidays? This is it...A rare convergence of privacy, scale, and effortless sophistication, this commanding Contemporary Colonial stands behind its own gated entry on 1.47 manicured, fully fenced acres. Located 23 miles from midtown Manhattan and moments from the storied grounds of Westchester Country Club, this one-of-a kind home offers privacy and tranquility, just 1.5 miles from the Rye train station, boutiques and dining. Soaring 10-foot ceilings and a dramatic 21-foot double-height living room set an architectural tone of quiet grandeur from the moment you arrive. Six ensuite bedrooms, including a second primary suite with spa-inspired bath on the main floor, offer privacy at every turn, ideal for multi-generational living or distinguished guests. A media room, fully renovated chef's kitchen with custom butler's pantry, newly built family room with galley walls and vaulted ceiling and whole-house Sonos speaker system complete an interior conceived for both grand entertaining and unhurried everyday living. Outside, a private resort campus completed in 2020 anchors the grounds: a heated saltwater pool and spa, professional outdoor kitchen, custom bar with multiple seating areas, outdoor media room with speaker system, two designer cabanas, and a tranquil cascading waterfall create a sense of year-round escape. Below grade, a finished lower level unfolds as a world unto itself, complete with a home gym, custom bar and multiple entertaining areas. An oversized three-car garage and full-house generator round out an offering defined by both luxury and ease — with taxes that significantly undercut comparable estates.

Tucked away from the street amid mature trees and beautifully landscaped grounds, 30 Woodland Drive is a hidden gem on one of Rye Brook's most coveted streets and neighborhood. Offering a wonderful blend of privacy, comfort, and timeless appeal, this inviting 3 bedroom, 2.5 bath split level home enjoys a lush, expansive, level backyard that provides an idyllic setting for outdoor entertaining and relaxation. Inside, hardwood floors throughout complement an updated kitchen featuring Thermador stainless steel appliances and quartz countertops, along with beautifully renovated bathrooms. A sunroom offers a peaceful retreat with picturesque views of the surrounding greenery, bringing the beauty of the outdoors inside. Additional highlights include newer mechanical systems, a gas furnace and hot water heater, newer washer and dryer, and a whole house generator for added comfort and peace of mind. Located within the highly regarded Blind Brook School District, this special home offers an exceptional opportunity to enjoy gracious living in a beautiful, established neighborhood.

Stunning New home in a great location within walking distance to the Rye train station and town. This well designed 1st floor features an open floor plan with an eat in kitchen, large center island, family room with fireplace, living room, dining room, private study and powder room. The second floor has a large Primary bedroom suite with a vaulted tray ceiling, custom finished walk in closets, and marble bath with a heated floor. Four additional bedrooms, 2 en/suite with a private bath, a hall bath, and laundry room complete the 2nd floor. The lower level is finished with a recreation room, bedroom, full bath and mud room. Other amenities include high efficiency heating and cooling system, custom transitional moldings, maintenance free exterior, 9 ft ceiling, custom craftsmanship and detail throughout by long time local Westchester developer. House will be completed by the end of the 2026 still time to customize and make it your own.

IN-TOWN CENTER HALL COLONIAL with 5 BR'S AND 5 BATHROOMS! Just a 5 minute WALK TO ALL - town, train, schools, Starbucks, shops etc... easy walk/ easy life! This centrally located HOME boasts high ceilings, UPDATED kitchen w/ SUB ZERO/ WOLF appliances, open generous first floor living space features gracious living and dining room, large family room w/ wood burning fireplace and first floor study. Spacious first floor laundry room with storage. Primary suite features walk-in closet, full bath with dual vanity, soaking tub and stall shower. Additional en-suite BR, and two Jack-n- Jill BR's- large full bath w/ dual vanity and tub/ shower. Lower level boasts a new mudroom and en-suite bedroom; additional rec space; many storage options. Large two car garage. Amazing value for the space! Not to be missed!

Welcome to this wonderful Talcott Woods home featuring soaring ceilings and walls of windows filling this property with beautiful sunlight. The large Living Room has cathedral ceilings, fireplace and doors leading to the deck perfect for entertainment and family living!The newer sliding glass doors leads to the expansive deck. The dining room also adjoins the deck. The updated chef's kitchen with the stainless appliances, new cabinetry and quartz counters makes this a pleasure to use. The first floor flexible bedroom can be a den, playroom or office. The powder room finishes this area. The second floor has two lovely bedrooms and redone hall bath. The stunning primary bedroom with cathedral ceilings has sliding doors to the upper deck which overlooks the spacious grounds. The primary bath has been updated also. The basement level has a finished rec room and door out. The laundry and storage room adds to this special area. The two car garage has a new oil tank. This easy lifestyle and location adds to the Talcott life with grounds and lawn care, snow removal, pool and close to Pine Ridge Park. A must see!

Welcome to 9 Deer Run — a gorgeous sun-filled, move-in ready 4-bedroom, 3.5-bath contemporary home nestled on a quiet cul-de-sac. This beautiful home has abundant natural sun-light, has a stunning two-story foyer with skylights and 17 feet ceilings which opens into an expansive, open-concept floor plan for elegant modern living and effortless entertaining. The striking kitchen features a quartz waterfall island with seating for four, retractable charging stations, GE Profile stainless steel appliances, a stylish backsplash, and soft-close cabinetry. The bright kitchen opens into a spacious dining area with seamless flow between the living and family rooms—complete with built-ins and a double-sided fireplace, creating an inviting space for everyday living. Step through sliding doors to a charming and refurbished rear deck equipped with an electric awning and gas line hookup for effortless grilling. The deck and fenced backyard overlook idyllic wooded land for maximum seclusion and privacy. Four bedrooms include a spacious primary suite with a spa-inspired primary bath. An incredible lower level walkout includes recreation room space, bedroom, full bath, and summer kitchen. Perfectly situated a stone's throw from scenic Crawford Park with quick access to local shops and school bus pickup in front of the house. Many extras include gleaming hardwood floors on the first and second floors, recessed lighting throughout, solid doors, a THREE car garage, 3 HVAC zones for maximum comfort, and landscape lighting! A rare opportunity to own one of Rye Brook's eminently coveted homes in a leading school district in one of Westchester's desirable communities.

Gracefully elevated above one of Rye's most extraordinary landscapes, this distinguished 1928 brick Georgian Colonial estate is among Rye's most sought after properties. Set on 2.5 private acres in the coveted Hilltop Place neighborhood, this exceptional home commands breathtaking 180-degree panoramic views overlooking The Apawamis Club, Harrison Meadows, and Westchester Country Club, where spectacular sunsets, seasonal fireworks, and endless acres of captivating fairways provide an ever-changing backdrop throughout the year. Beyond its vistas, Hilltop's timeless architecture and enduring craftsmanship define this remarkable home. Beautifully weathered brick, a slate roof, copper gutters, gracious proportions, exquisite millwork, soaring ceilings, and three wood-burning fireplaces reflect the elegance of a bygone era while seamlessly accommodating today's lifestyle. Designed for both grand-scale entertaining and comfortable everyday living, the principal rooms open effortlessly to a series of expansive bluestone terraces overlooking rolling lawns, a picturesque pond, and sweeping fairway vistas beyond, creating one of Rye's most captivating settings. The gracious living room, richly paneled library, elegant formal dining room, inviting sun room, and beautifully appointed kitchen with adjoining family room provide exceptional spaces for gathering while embracing the estate's extraordinary surroundings. Offering nearly 9,000 square feet, with eight bedrooms, five full baths, and two powder rooms, the home balances timeless elegance with the quiet comfort for modern living. For the opportunity driven, 25 Hilltop consists of two separate tax lots - the estate home of 25 Hilltop on 1.4 acres and 22 Hilltop, a 1.08 acre flat property parcel for building development. Ideal for clients looking for a premier luxury estate with the opportunity to develop in the Rye PO market. Rarely does a property offer such a compelling combination with a one thousand acre view.

A striking blend of contemporary architecture and classic New England character, this exceptional 4,350 square-foot residence sits at the end of a quiet cul-de-sac on two private acres, abutting 11 acres of conservation land and just one mile from Jenness Beach. Completely rebuilt in 2024–25, the home marries sophisticated design with the quality and efficiency of modern construction. Exposed steel beams and high ceilings define the dramatic open-concept living spaces, French Oak flooring brings warmth and continuity throughout the first floor and primary wing. A two-story foyer sets the tone upon entry. The heart of the home is an expansive eat-in kitchen featuring an 11-foot island, Sub-Zero and Wolf appliances, and a separate butler’s pantry with sink and wine refrigerator—ideal for both everyday living and effortless entertaining. A formal dining room provides a more refined setting for gatherings. The main level also offers a beautifully appointed home office with a gas fireplace and media center, along with a spacious mudroom providing direct access to the three-car garage. The private primary wing is thoughtfully positioned just one-half flight above the main level and features a luxurious en-suite bath with an oversized shower, soaking tub, heated towel racks, washer and dryer and double vanity sinks, along with a walk-in closet, dedicated dressing room, and an additional room for an office, gym, or extra closet space. Three additional en-suite bedrooms occupy the second floor, accessed by the main staircase, along with a conveniently located laundry area. Throughout the home, expansive Andersen E-Series windows frame peaceful views of the surrounding landscape. With the rear of the home oriented south, natural light fills the living spaces throughout the day. A spacious deck extends the living area outdoors for al fresco dining and entertaining.The finished walkout basement adds an additional 1000 SF that includes a media room and recreation room.

Perfectly nestled in the rear of the neighborhood and featuring a wooded rear yard steps from the kitchen, living room or covered deck, this home is sure to delight. The design of allows for optimal flexibility. The first floor primary bedroom with walk-in closet and en-suite bathroom has an added bonus room perfect for an office or private den. Utilize this bedroom as designed or as an additional living room, office, or guest room. The kitchen with island flows to the dining and a living room with the option to add a fireplace. The second floor features two bedrooms and a full bathroom. The vaulted ceilings and 2 story staircase yield a sense of grandeur and add to the feeling of spaciousness while the windows and sliding glass door draw your eye to the green space beyond. Outside enjoy the joined backyards connected by walkways organized to develop a sense of community or head across the street to enjoy the options at the Inn at Rye Place, Rye Place Mall, Flighthouse Gym, Southport Kitchen + Bar, Seacoast Climb and New England Pickleball Club with more options still being added. Venturing further, the neighborhood provides quick access to beaches, golf, walking and biking trails, with downtown Portsmouth a few minutes away. If you seek a community designed to foster meaningful relationships, Village at Rye Place awaits. Act Quickly and secure the last unit available this Spring. Anticipated closing May 2025.

The jewel of New Hampshire's Coastline Perched high above the Atlantic, this gracious 19th-century seaside estate captures the timeless beauty of coastal New England. Once part of Rye's historic Ocean Wave Hotel, the home occupies a remarkable setting along New Hampshire's limited coastline, with sweeping views of the Atlantic and a magnificent porch wrapping three sides of the residence. This is a home for gracious living by the sea. Morning coffee as the sun rises over the Atlantic. Long summer afternoons in the salt air. Cocktails on the porch as evening settles along the coast. Rich in history, character and classic New England charm, 1413 Ocean Boulevard is a rare opportunity to own an exceptional seaside estate in Tax Free New Hampshire. See Docs for additional property information.

City meets suburbs where train meets the water~ Thoughtfully designed and beautifully crafted, this exceptional new construction 5 BR, 4.1 bath home blends timeless traditional architecture with the finest custom details. From the welcoming mahogany front porch and distinctive copper flashings to the custom built-ins, every element reflects a commitment to quality and enduring style. The inviting, open-concept floor plan seamlessly connects the kitchen and family room, creating a warm and sophisticated setting for everyday living and entertaining. Two fireplaces add character and ambiance, while the spacious primary suite offers a private retreat. Ideally situated in the heart of Rye, this special home offers the ultimate in convenience, with a short walk to all level schools, train, town, restaurants, and shops. A rare opportunity to enjoy the best of Rye living in a newly built home. Special features: White Oak wood floors, Marvin Elevate window package, copper flashing, Quartz countertops, Custom kitchen cabinets w/ true wood dividers and customization, Bosch appliances, large mudroom w/ shiplap, large island seating for 5/6, all closets are custom fitted, generator.

This timeless center hall colonial situated on a majestic 2.5-acre lot, is a suburban oasis located just 35 minutes from NYC and 10 minutes from Westchester County Airport. Providing exceptional privacy and tranquility, this impeccable estate masterfully blends luxury and comfort featuring 7 bedrooms, 6 full and 2 half-bathrooms, including a convenient first-floor ensuite bedroom. Mature landscaping provides this resort-like property the quintessential backdrop to enjoy the heated in-ground Shoreline pool and spa, and bluestone patio with outdoor kitchen, retractable awning and wood burning fireplace, perfect for outdoor entertaining. The home offers generous living space with well-proportioned rooms and exquisite architectural details, including extensive millwork and custom built-ins, and California Closets throughout. Enter to find a 22' high entry foyer with raised panel wainscoting flanked by the formal living room with gas fireplace and the formal dining room that the butler's pantry seamlessly connects to the open-concept chef's kitchen/family room equipped with upscale appliances. The second-floor luxe primary suite is a sanctuary, complete with 2 gas fireplaces, walk-in closets, pool-view balcony, spa shower and tub, sitting room/gym. Four additional ensuite bedrooms await on the second floor as does a 900 square foot bonus room above the three-car garage. Retreat to the exquisite finished lower level with 10' ceilings for movie nights, billiards, card games or a wine tasting starring your exceptional custom built wine cellar, one the largest and most aesthetic cellars in Westchester. Modern technology lets you conveniently control major systems from your phone including the RING and DMP security systems, Sonos central stereo system, heating and cooling systems and even your Thermador double-oven, with the ability to add your irrigation and pool controls. An added benefit is a natural gas generator for uninterrupted power. If that wasn't enough, this home also includes the option to enroll with either Blind Brook or Harrison school district, a truly golden opportunity. Enjoy the ultimate in shopping & dining experience which is only minutes away in Rye and Greenwich. For golf enthusiasts, Purchase is home to many premier golf clubs. Make your dream a reality!

Situated in the heart of downtown Rye, this beautifully renovated 2026 home by Paul Varsames Development is ready for its first occupants. Offering four bedrooms and four-and-a-half bathrooms, the home features an entry foyer, gourmet eat-in kitchen, living room with a gas fireplace, study or office, powder room and mudroom on the first floor. Upstairs, the primary suite includes two closets and a luxurious bath. An additional en-suite bedroom, a third bedroom with access to a full bath, and a laundry room complete the second floor. The finished lower level offers a fourth bedroom, full bath, wet bar and den, with a walkout to the bluestone patio. A whole-house generator adds peace of mind. Within walking distance of the Metro-North station, local schools, shops, restaurants and a short distance to Rye Beach. This home presents a premier opportunity for buyers seeking a turnkey lifestyle in a prime Westchester location.

Welcome to this wonderful home that is beautifully maintained. Enjoy the pool during the summer months and Pine Ridge Park nearby all year long! Special property with its lovely landscaping and privacy. A very desirable neighborhood with two cul de sacs surrounding this home. Spacious 4 bedrooms, 3.1 baths and three family spaces add to this easy lifestyle! Perfect for entertaining inside and outside with a new deck, large patio and of course the private pool. Many updates; kitchen appliances, baths, heating, ac and hot water tank. Come visit this great home, A must see!

Set on a gentle rise across 1.45 acres in a RA-1/ 1 acre zone, this 1950s ranch enjoys treetop views and wonderful East/West sun exposure. The existing home offers 3 bedrooms and 3 baths, plus an oversized living room, kitchen, den, family room and sunroom. The lot allows for approximately 8,000 sq ft, so you can renovate and expand the existing home or build new. All of this is on a quiet lane, close to town, schools and Metro-North.

This exceptional new construction by JAF Builders, one of Westchester's premier developers, offers 5851 square feet of sophisticated living in the heart of Rye. Ideally located just minutes from the train and downtown Rye's fabulous shops and restaurants, this stunning property enjoys extraordinary views of three golf courses; Apawamis Club, Westchester Country Club and The Meadows. This stunning 6 bedroom, 6.1 bath colonial offers a seamless blend of time-honored craftsmanship and contemporary luxury, featuring a thoughtfully designed layout and elevated, clean finishes crafted with meticulous precision. The first floor boasts 10-foot ceilings, a large center hall foyer, and a bright, open-concept chef's kitchen featuring a center island, breakfast area, custom cabinetry, and high-end appliances. The kitchen flows effortlessly into a spacious family room with a fireplace—perfect for family gatherings. An elegant living room, formal dining room, butler's pantry, private study, guest bedroom with an en-suite bath, powder room, large pantry, mud room with radiant heated floor, and access to the two-car garage complete this level. Upstairs, the primary suite impresses with a tray ceiling, two huge walk-in closets, a spa-like bath with radiant heated floor, and doors opening to a private deck. Three additional en-suite bedrooms, each with tray ceilings, and a laundry room round out the second floor. The walk-out lower level, with 9-foot ceilings and recessed lighting offers outstanding flexibility with a playroom, bedroom, full bathroom, exercise room, bar cabinet, optional theater, and a door leading to an outdoor patio. There are also three distinct outdoor living spaces — an extra-large deck off of the kitchen, a covered porch with wiring for a television off the family room, and a private deck off the primary suite — designed for effortless indoor-outdoor living. The expansive, private backyard provides ample space for a custom pool. This exquisite home sits on over a half-acre of beautifully landscaped grounds, offering a perfect balance of elegance and comfort in a prime Rye location. Scheduled for completion in Summer 2027.

UNIQUE OPPORTUNITY! This oversize level property is one-third of an acre (.33) in an R-12 zone, in an excellent neighborhood in the heart of Glenville close to schools, shops and restaurants. The house is solid but in need of TLC and with some work could be a wonderful family home. Nice layout; the house has good bones but needs everything. House is being sold AS-IS. A new or expanded house could be up to 4,582 square feet. The house is currently 1,713 sq feet, has hardwood floors, 3 bedrooms and 2 full baths, an eat-in kitchen, a large living/ dining room and a spacious family room. Primary bedroom is en-suite. Natural Gas is available at this property if wish to convert from Oil. Access to Greenwich's 4 beaches, marinas, a town-owned golf course, tennis, pickle and an indoor ice rink

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.nBeyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a guest house, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town.nWith 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.

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 guest house, 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.

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. GPS

A Westchester masterpiece perfectly combining high end newer construction with A+ location. Set behind stone pillars, with impressive approach, courtyard and incredible curb appeal, this sophisticated, all stone, newer built estate is like no other on the market in this price range, with understated elegance, classic design and enhancement by sleek/modern amenities. Set majestically toward the end of exclusive Lincoln Lane, with over 10,000 sq.ft. of luxuriously appointed space, the finest finishes & incredible amenities, this custom built and professionally designed home is of the highest caliber in every respect. Three room office space connected, yet separate and private, is an unbeatable extra. Full and separate 1 bedroom guest space apartment also an incredible plus. Magnificent lower level of such high caliber that it replicates additional high end entertainment/gallery space and private professional fitness facility. Outdoor oasis is rich with private rolling lawns, beautiful gardens and magnificent pool. A rare offering in the most coveted location with incredible inherent value, unmatched by any new construction offering on the market

This timeless estate, situated in an exclusive private association moments from town, masterfully blends turn-of-the-century grandeur with 21st-century luxury. The main house was extensively renovated and expanded in 2006 by award-winning architects Austin Patterson Disston. It showcases grand-scale rooms, soaring ceilings, and impeccable millwork. In 2016 the current owners made it their own by adding a wine cellar and renovating the primary suite to the same outstanding standards. The main house features six ensuite bedrooms and 7.3 baths. The expansive primary suite is a true sanctuary, complete with private office, custom walk-in dressing room, and a large balcony overlooking the grounds. Outside, the property is an entertainer's dream, featuring lush gardens, mature flowering trees, stunning 2019 Shoreline over-sized pool with an integrated spa and automatic cover, extensive landscape lighting and built-in grill. Further updates in 2024 include repaved driveway, new roof on main house, and a chip and putt area. A charming carriage house adds nearly 800 square feet of versatile space, offering four-car garaging and a private one-bedroom apartment--perfect for guests or staff.