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29 Overlook Place, Rye
$2,095,000
4 Beds ⋅ 4 Baths ⋅ 1062395 MLS
This charming Cape Cod Colonial offers a quiet location with landscaping that provides privacy for the rear garden, deck and patio. Entry foyer invites you to office/den, living room and sunny family room with fireplace and sliding glass doors to slate patio. The well ordered galley kitchen with door to driveway gives easy access for daily entry to the home. There is also a formal dining room with access to the deck, an office/guest room and a full bath on the first floor. The second floor provides a primary suite with sitting room and ensuite bath. Three additional bedrooms share a hall bath on the second floor. The finished dry basement has the laundry room, workroom and recreation space for the family. With the short walk to the beach this is a Rye gem.

29 Overlook Place, Rye
68 Grapal Street, Rye
$3,150,000
5 Beds ⋅ 5 Baths ⋅ 1062379 MLS
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.

68 Grapal Street, Rye
65 Greenhaven Road, Rye
$3,595,000
5 Beds ⋅ 5 Baths ⋅ 1044867 MLS
Radiating with sophistication and Old World charm, this exceptional brick Georgian Colonial, built in 2005, is beautifully sited on .46 level, perfectly manicured acres in the sought-after Greenhaven neighborhood, just steps from Greenhaven Beach. Timeless architectural details, custom millwork and built-ins blend classic elegance with modern-day living. A dramatic double-story foyer introduces a private office with custom cherry built-ins, elegant formal living room with gas burning fireplace, formal dining room with wood-burning fireplace and French doors to the patio, and a modern chef’s kitchen outfitted with high end appliances, a sun-filled breakfast area opening to the patio and yard. The spectacular Great Room features soaring ceilings, a dramatic brick wood burning fireplace and custom built-in bar with cabinetry and wine refrigerator. A versatile den/guest room with custom Murphy bed and en-suite bath, powder room and mudroom complete the first floor. Upstairs, the gracious primary suite is a private retreat with sitting room, gas fireplace, two walk-in closets and spa-like bath with double vanity, steam shower and Jacuzzi tub. Three additional bedrooms include one en-suite and two sharing a Jack-and-Jill bath. A large laundry room and finished storage/bonus room with skylight and custom built-ins complete the second floor. Outside, the beautifully landscaped, level property features an expansive slate patio and dedicated firepit area, perfect for entertaining, dining and relaxing. Timeless architecture, exceptional craftsmanship and a coveted Greenhaven location make this truly special home a rare find.

65 Greenhaven Road, Rye
1 Lane Way, Rye
$4,800,000
6 Beds ⋅ 6 Baths ⋅ 1059521 MLS
Welcome to your dream oasis in pristine the Greenhaven neighborhood! This brand-new construction boasts an exquisite blend of modern elegance and coastal charm, featuring 6 spacious bedrooms and 5 luxurious bathrooms, making it the perfect retreat. Nestled on a serene private road, this stunning home offers breathtaking seasonal ocean views that can be enjoyed from multiple vantage points throughout the property. The open-concept design maximizes natural light, with large European windows and sliding glass doors that seamlessly connect the indoor and outdoor spaces. The gourmet kitchen is a chef's delight, equipped with top-of-the-line appliances, custom cabinetry, and an expansive island that serves as the perfect gathering spot. The adjacent dining area flows effortlessly into the spacious living room, complete with a cozy fireplace and access to the outside cover porch. Retreat to the primary suite, where tranquility reigns. It features a private balcony, a walk-in closet, and a spa-like en-suite bathroom with a soaking tub and a walk-in shower, perfect for unwinding after a long day. Each additional bedroom is generously sized and thoughtfully designed, providing ample closet space and easy access to beautifully appointed bathrooms. Step outside to discover your own private paradise. With its prime location on a private road, this home provides both serenity and easy access to nearby park, shops,train and dining options. Experience the perfect blend of luxury and leisure in this exceptional seasonal ocean view property—your forever home awaits!

1 Lane Way, Rye
16 BIRD Lane, Rye
$5,100,000
3 Beds ⋅ 4 Baths ⋅ 1059035 MLS
A truly exceptional waterfront setting! Perfectly positioned in one of Rye's most coveted locations, this charming three-bedroom, three-and-a-half-bath residence enjoys breathtaking, unobstructed panoramic views of Long Island Sound to both the east and south. With its extraordinary vantage point, sweeping open water vistas, and ever-changing coastal scenery, this special property offers a rare opportunity to experience the beauty and tranquility of waterfront living. This inviting residence presents a wonderful opportunity to enjoy its timeless charm or envision a transformation that takes full advantage of its remarkable setting. With spectacular water views from every room, the home captures the beauty of the Sound from virtually every perspective. An expansive waterfront terrace extending the entire length of the home provides an idyllic setting for outdoor entertaining, alfresco dining, or simply relaxing while watching sailboats glide across the water. A truly special offering in one of Rye's most desirable and irreplaceable waterfront locations.

16 BIRD Lane, Rye
3 Garden Drive, Rye
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 1058309 MLS
Coastal charm awaits at 3 Garden Drive! Abundant natural light and a welcoming three-season sunroom set the tone for this inviting Milton Point gem, where original character and thoughtful updates blend beautifully. An added plus: flood insurance is not required for this home. The great room features a large brick fireplace with a custom wood mantel and flows into a spacious dining area accented with shiplap. The updated kitchen offers a new backsplash, Wolf stove and Miele dishwasher. Hardwood floors, wooden window shades and a custom staircase add warmth throughout. A mudroom with tile flooring, a sink and abundant storage keeps everyday living organized. A large bedroom with high ceilings, an additional bedroom/office and a full bathroom provide first-floor flexibility. Upstairs, the spacious primary suite offers a quiet retreat with a private full bathroom. Outside, a classic white picket fence, updated landscaping, wood shutters and a cottage-style front door framed by window boxes enhance the home’s charm. A firepit area creates an inviting place to unwind, while driveway parking for two cars adds everyday convenience. A short stroll to the beach, schools, marina, clubs, shops and restaurants completes the relaxed coastal lifestyle.

3 Garden Drive, Rye
180 Bradford Avenue, Rye
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 1058170 MLS
Bring your contractor, your vision, and your imagination to 180 Bradford Avenue! Set on approximately .77 acres on a quiet dead-end street, this spacious 4-bedroom, 2.5-bath split-level offers approximately 2,614 square feet and an exciting opportunity to renovate and reimagine a home in Rye. With a generous footprint and flexible layout, the home features a kitchen plus an additional kitchenette, providing possibilities for extended living space, a guest area, home office setup, or a redesigned floor plan tailored to today's lifestyle. The expansive property offers plenty of outdoor space and privacy, while the dead-end location adds to the peaceful setting. Inside, the home is ready for its next chapter and is best suited for a buyer looking to take on a renovation and bring it back to life. Located within the highly regarded Rye City School District, just .9 miles from train, with convenient access to everything Rye has to offer. Property is being sold strictly AS-IS. Buyer should perform all appropriate due diligence regarding property condition and intended renovations. A unique opportunity for contractors, renovators, investors, or buyers with a vision to create a home of their own in Rye.

180 Bradford Avenue, Rye
72 Orchard Avenue, Rye
$2,595,000
4 Beds ⋅ 5 Baths ⋅ 1057152 MLS
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.

72 Orchard Avenue, Rye
81 Park Drive N, Rye
$5,495,000
7 Beds ⋅ 10 Baths ⋅ 1052607 MLS
Welcome to 81 Park Drive North, a beautifully renovated Colonial on the Westchester Country Club Grounds. The home combines the character and scale of a classic Colonial with the comfort and amenities of a thoroughly updated home, with seven bedrooms, seven full baths, and three half baths. The kitchen, generous dining area, and adjoining family room with fireplace create an inviting setting for everyday living and entertaining. Well-proportioned den, living, and dining rooms provide gracious formal spaces, while a first-floor bedroom suite offers flexibility. The second floor features six bedrooms and five full baths, including a spacious primary suite, plus a second laundry. A bright third floor provides versatile space for an office, playroom, or retreat. The large finished lower level adds an additional 1,500 sqft of flexible living space, with a gym, areas for gaming and entertaining, mudroom, third laundry, and both a half and full bath. Outdoor living is equally inviting, with an enclosed porch off the kitchen that can be opened seasonally as a screened porch. The private rear terrace features living and dining areas, a wood-burning fireplace, and large gas grill, ideal for relaxed entertaining. Three garages, including one with an electric vehicle charging connection, complete the property. With its generous scale, flexible living spaces, privacy, and exceptional indoor-outdoor entertaining areas, 81 Park Drive North is a beautiful, substantial, and thoughtfully designed Colonial.

81 Park Drive N, Rye
355 Grace Church Street, Rye
$5,795,000
7 Beds ⋅ 8 Baths ⋅ 1054047 MLS
At 355 Grace Church Street, generous proportions and thoughtful details come together in a home that feels as welcoming as it is elegant. Impeccably maintained and in pristine condition, this custom-built stone-and-shingle Center Hall Colonial offers seven bedrooms, seven full baths, ten-foot ceilings, five masonry fireplaces, and custom millwork throughout, paired with an expansive, level backyard. A double-height foyer and dramatic open staircase set the tone. The formal living room features a fireplace, while the elegant dining room connects to a butler’s pantry. The eat-in kitchen is appointed with top-of-the-line appliances, a large marble island, and a walk-in pantry. Just beyond, an inviting family room with custom millwork opens through French doors to the patio. A wood-paneled office with a custom wine closet offers a distinctive place to work or unwind. A first-floor nanny or in-law suite with a full bath, a mudroom with a side entrance, and a secondary staircase add everyday flexibility. Upstairs, the spacious primary suite features a fireplace, two walk-in closets, and an en-suite bath with dual vanities, a steam shower, and a soaking tub. Three additional bedrooms each have an en-suite bath, while a fifth is arranged as a private guest suite with its own living space and bath. The completely renovated third floor provides additional living space and a large bedroom with an en-suite bath. Outside, the expansive backyard is made for entertaining, with a slate patio, built-in barbecue and pergola with an outdoor fireplace. A finished basement, two-car garage and whole-house generator complete the offering. With pristine interiors, picture-perfect grounds, and a prime location near downtown Rye, 355 Grace Church Street delivers on every front.

355 Grace Church Street, Rye
51 Kenilworth Road, Rye
$2,495,000
6 Beds ⋅ 7 Baths ⋅ 1053438 MLS
DISTINGUISHED 1940’S ESTATE. First time listed in decades! One of the original area estate properties. Circular drive to 3.6 manicured acres with remarkable age-old trees, verdant lawns and flowering shrubs. Impressive Stone and Shingle Country House dating to the 1940’s with many original details perfectly preserved. Stunning formal Entrance Hall with sweeping staircase. Powder Room with original art-deco fixtures. Beautifully proportioned Living Room with high ceiling, curved window wall and fireplace. Wood-paneled Library with fireplace, wet bar and door to slate-floored Sunroom. Formal Dining Room with dramatic recessed ceiling, soffit lighting and wood parquet floor. Kitchen with Breakfast Area. First floor Primary Suite with two Baths. Three additional spacious Bedrooms plus Two additional smaller Bedrooms. Lower Level Recreation Room with fireplace. Fabulous awning-covered Terrace for outdoor entertaining. Swimming Pool with Cabana next to the tennis court. Conveniently located with easy access to the Hutchinson River Parkway, I-287, I-684, I-95 and the Westchester County Airport. A truly rare offering!

51 Kenilworth Road, Rye
321 Locust Avenue, Rye
$5,595,000
6 Beds ⋅ 7 Baths ⋅ 1047642 MLS
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.

321 Locust Avenue, Rye
7 Rockledge Road, Rye
$3,995,000
7 Beds ⋅ 10 Baths ⋅ 1044834 MLS
A rare opportunity to reimagine one of Harrison’s most distinctive estates. Set on 5.21 beautifully landscaped acres, this custom-built brick residence offers exceptional scale and complete privacy—all just minutes from downtown Rye, the Metro-North train station and major highways. Ideal for an end user with the vision and resources to renovate and maintain a true estate, the property may also present an intriguing opportunity for a builder or developer to explore redevelopment or subdivision potential, subject to municipal approvals and independent due diligence. Offering more than 10,000 square feet across the first and second floors not including the livable bouns space on third floor, plus an approximately 2,000-square-foot lower level, the home is centered around a dramatic front-to-back atrium with soaring ceilings, marble floors and walls of glass. The expansive first floor features formal living and dining rooms, a richly paneled library, chef’s kitchen with breakfast areas, spectacular great room with fireplace and wet bar, and a private two-bedroom guest wing. Upstairs, the palatial primary suite includes a fireplace, radiant-heated sunroom, two marble bathrooms, extensive fitted wardrobes and distant Long Island Sound views. Additional ensuite bedrooms, an office or optional bedroom, upper-level laundry and a third-floor guest or recreation suite offer exceptional flexibility. The lower level includes a full bowling alley, gym, wine cellar, workshop, additional bedroom suite and access to the attached seven-car garage. The resort-like grounds feature a heated infinity pool, pool house, separate guest house, full clay tennis court, indoor-outdoor Jacuzzi, expansive patios, rolling lawns and magnificent mature trees. An elevator, generator, multi-zone heating and air conditioning, heated driveway areas, security system and irrigation complete this truly one-of-a-kind Harrison estate.

7 Rockledge Road, Rye
25 Hilltop Place, Rye
$11,000,000
8 Beds ⋅ 7 Baths ⋅ 1035345 MLS
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.

25 Hilltop Place, Rye
4 Commodore Avenue, Rye
$6,995,000
7 Beds ⋅ 9 Baths ⋅ 1048484 MLS
Set high on 2.08 serene, private acres within the prestigious Westchester Country Club grounds (Rye PO / Harrison), this reimagined stone manor blends modern turnkey luxury with timeless architectural pedigree. Spanning 9,300+ SF of pristine, light-filled living space, the residence is curated for effortless everyday living and entertaining. The heart of the home is a culinary chef’s kitchen featuring a Carrara marble island, top-tier appliances, dual dishwashers, and a butler’s pantry, opening directly to an expansive coffered-ceiling family room with outdoor access to sizable deck and expansive grounds. Work from home in a quiet executive office or unwind in formal living room, framed by original leaded-glass doors and hand-hewn millwork. Upstairs, the vaulted primary retreat boasts custom closets, a spa bath with steam shower and radiant heat, a gas fireplace, and a private, screened sleeping porch capturing open views of the lush grounds. Designed for active wellness and recreation, the radiant-heated walkout lower level features a custom sauna, full bath, second laundry and flexible area ideal for lounge and fitness. For the automotive and sports enthusiast, an iconic porte-cochere leads to an extraordinary 4-car garage setup, in conjunction with a climate-controlled 3-car auxiliary garage. Complete with Marvin windows, energy-efficient systems, and elevator-ready access across all levels. An unmatched lifestyle location: tucked away in privacy, yet minutes to top-ranked public and private schools, downtown dining, golf, major highways, and a 40-minute commute to Manhattan. Move-in ready perfection.

4 Commodore Avenue, Rye
3 Lea Place, Rye
$2,550,000
4 Beds ⋅ 3 Baths ⋅ 1043675 MLS
Spacious Ranch with Exceptional Potential in Prime Rye City Location Located on a desirable cul-de-sac in a sought-after Rye City neighborhood, this spacious ranch offers a combination of location, generous living space, and tremendous potential. Just minutes from Midland School, Rye Recreation, shopping, and local amenities, the property is ideally positioned for both everyday living and long-term value. The main level features generously sized rooms, an updated kitchen, and hardwood floors throughout. The finished walk-out lower level significantly expands the usable living space and includes a large playroom with fireplace and sliding doors leading directly to the backyard, a bedroom with ensuite bathroom, gym, laundry, and additional unfinished storage. The property sits on lovely grounds with a fenced-in underground pool, creating excellent outdoor living and entertaining space. The layout and lot also offer an opportunity to explore future expansion or reconfiguration, subject to zoning and municipal approvals. Depending on the buyer's needs, there may be potential to enlarge the existing footprint, add additional living space, rework the current layout, or further enhance the lower level. This makes the property an excellent opportunity for a buyer looking for a home that can be enjoyed as-is while also offering the potential to create a larger, more customized residence over time. A rare opportunity to purchase a well-located Rye City ranch with substantial existing space, desirable outdoor amenities, and significant potential for future improvements and expansion. Also offered for Rent $9,500 per month.

3 Lea Place, Rye
415 Grace Church Street, Rye
$4,400,000
8 Beds ⋅ 8 Baths ⋅ 1031136 MLS
A truly rare opportunity in Rye. Set on nearly 5 spectacular, estate-like acres in the Rye City School District, this is one of those properties that simply cannot be replicated today. The breathtaking grounds create a private retreat complete with an in-ground pool, expansive lawns, mature landscaping, and endless space to entertain, relax, or play. At the heart of the outdoor experience is an exceptional pool house that lives like a true second home—a pristine, newer residence featuring approximately 1,600+ square feet, three bedrooms, three full baths, a beautiful modern kitchen, spacious living area with fireplace, and covered patio overlooking the pool. Whether used for extended family, guests, an au pair, home office, or multigenerational living, it is a remarkable amenity rarely found at this level. The stately Colonial offers nearly 5,000 square feet with an outstanding floor plan, generous room sizes, sun-filled living spaces, a grand foyer, formal living and dining rooms, private office, spacious family room with stone fireplace and wet bar, sunroom, and five bedrooms including a gracious primary suite. The home has been meticulously maintained and presents the perfect opportunity to update and customize to your own style while preserving its exceptional layout and timeless character. An added bonus—and a major value enhancement—is the property's new connection to public sewer, eliminating one of the biggest concerns associated with estate properties while providing long-term peace of mind. Just minutes from downtown Rye, beaches, parks, marinas, restaurants, Metro-North, and award-winning Rye City Schools, this is a once-in-a-generation opportunity to own an estate-sized property with a true second residence in one of Westchester's most sought-after communities. Properties offering this combination of acreage, privacy, flexibility, and location are extraordinarily rare.

415 Grace Church Street, Rye
90 Greenhaven Road, Rye
$3,300,000
5 Beds ⋅ 6 Baths ⋅ 1036005 MLS
Nestled in the heart of Rye's coveted Greenhaven waterfront community, with DEEDED RIGHTS TO THE PRIVATE BEACH AND PIER located just steps away - at the end of the street, minutes from Greenwich, this exceptional 5-bedroom, 5.1 bathroom residence offers an extraordinary opportunity to enjoy luxury living in one of Westchester County's most prestigious neighborhoods. Situated on an expansive half acre lot, this lovingly maintained home boasts 3,804 square feet of beautifully designed living space, which does not include the lower level offering an additional 1300 sq ft of endless potential possibilities for recreation, a home gym, media room, guest quarters, or multigenerational living. Built in 1988, the home showcases a timeless brick colonial design with spacious, light-filled rooms, gracious entertaining spaces, and a seamless flow ideal for both everyday living and elegant gatherings. The generous floor plan offers oversized bedrooms, multiple living and entertaining areas with fireplaces. Outside, the level landscaped grounds create a private retreat with plenty of room for outdoor entertaining, or the addition of a pool. Set on over half an acre in the sought-after Greenhaven neighborhood, you'll enjoy a serene residential setting and moments from Milton Harbor, marinas, parks, beaches, and scenic waterfront walks. Residents appreciate Greenhaven's unique waterfront lifestyle while remaining just minutes from downtown Rye's vibrant restaurants, boutique shopping, Metro-North station, award-winning schools, and major highways, providing an effortless commute to Manhattan. House has been updated with new forced air heating system/central air and new H/W heater.

90 Greenhaven Road, Rye
731 Forest Avenue, Rye
$4,795,000
6 Beds ⋅ 6 Baths ⋅ 1024563 MLS
Introducing an iconic Milton Point treasure that best combines true architectural mastery alongside a coveted waterfront location. This stunning Victorian has been fully renovated, expanded and thoughtfully improved, inside and out, sparing no expense to preserve and enhance the historic details now blended perfectly with all imaginable modern amenities. An unreplicable home in a premier Rye location, offering partial water views and shared deep water dock. A rare find not to be missed.

731 Forest Avenue, Rye
87 Hix Avenue, Rye
$7,695,000
6 Beds ⋅ 6 Baths ⋅ 1015115 MLS
Tucked away at the end of a long private drive, hidden from view and unknown to many who pass nearby, this extraordinary waterfront estate offers a rare combination of privacy, history, and lifestyle in one of Rye’s most coveted neighborhoods. Originally built in 1856 as part of the area’s original homestead and thoughtfully expanded and enhanced over the years, the property spans 1.59 spectacular acres along Milton Harbor with direct access to Long Island Sound. A world apart from the ordinary, the 5,233-square-foot residence is surrounded by breathtaking gardens, mature specimen plantings, and a series of enchanting outdoor spaces that unfold from one destination to the next. Multiple terraces invite al fresco dining and entertaining—from morning coffee overlooking the water, to sunset cocktails by the pool, to gatherings at the dock as boats return from a day on the Sound. With six bedrooms, five full and one half baths, four garage bays, a waterside pool, and a private dock accommodating a vessel up to approximately 32 feet, the property delivers an unrivaled waterfront lifestyle. The setting evokes a distinctive “Bedford meets the water” feel—an uncommon blend of estate-like grounds, privacy, and natural beauty rarely found on the shoreline. While the home enjoys all the benefits of the vibrant Hix Park neighborhood community, it lives as its own private sanctuary. This is not a cookie-cutter property. It is for the buyer seeking something truly unique: a place with history, character, extraordinary land, stunning gardens, a dock, pool, water access, and a sense of discovery that cannot be replicated.

87 Hix Avenue, Rye
23 Pheasant Drive, Rye
$4,480,000
6 Beds ⋅ 10 Baths ⋅ 1004420 MLS
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.

23 Pheasant Drive, Rye
15 Roosevelt Avenue, Rye
$1,539,500
4 Beds ⋅ 2 Baths ⋅ 988403 MLS
Lovely Colonial on a Tree Lined Street. Walk to Beach and Park, Winter water view. House is NOT in flood zone. Four Bedrooms, Den, Home Office, Big Basement, Cute EIK, Large Livingroom/fireplace & Dining room. Hardwood Floors & Tiles. Two Car Garage. Lots of Flowering Bushes & Trees. Midland Elementary School & Rye High School.

15 Roosevelt Avenue, Rye
233 Highland Road, Rye
$3,295,000
6 Beds ⋅ 6 Baths ⋅ 986082 MLS
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.

233 Highland Road, Rye
19 Park Drive S, Rye
$7,495,000
6 Beds ⋅ 7 Baths ⋅ H6317077 MLS
The pinnacle of turn-key modern luxury, this masterfully transformed 8,500+ SF estate delivers the ultimate resort lifestyle directly within the prestigious Westchester Country Club enclave, just 35 minutes from NYC. Effortlessly marrying classic architectural character with modern sophistication, light-filled living spaces are defined by intricate millwork, elegant arches, leaded glass, and warming Rumford fireplaces. The social heart of the residence is a bespoke designer chef’s kitchen featuring custom cabinetry, marble surfaces, and a dramatic teak entertaining island that flows seamlessly into an expansive great room overlooking serene grounds. The primary suite is an elevated sanctuary with high ceilings, a fireplace, boutique dressing room, and a spa bath with radiant heated floors and a steam shower. Designed for whole-body wellness and grand hosting, the lower level features a fitness gym, custom wine room, and dedicated pool baths leading out to sweeping stone terraces and an in-ground pool framed by a timeless slate roof and copper gutters. Complete with a three-car garage and private upper media lounge, this peaceful retreat offers unrivaled proximity to championship golf, tennis, vibrant village dining, premier schools, and express rail service to Manhattan.

19 Park Drive S, Rye

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.