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$4,300,000
5 Beds 5 Baths 1047345 MLS
Timeless style, modern amenities and exceptional indoor-outdoor living come together at this beautifully appointed recently built classic in Rye’s sought-after Hix Park neighborhood. Set on a quiet street with a level private professionally landscaped property, this thoughtfully designed space offers a sophisticated yet relaxed sensibility. Light-filled interiors and a gracious, open flow create an inviting backdrop for both everyday life and entertaining. Thoughtful upgrades throughout include a gas fireplace and integrated sound system, while covered and open decks extend the living spaces outdoors, overlooking the private backyard. A gas grill makes summer dining and entertaining effortless. Oversized windows fill the interiors with natural light, enhancing the home’s gracious, open flow. The first floor features elegant living and dining rooms and a well-appointed butler’s pantry with wet bar and pantry closet. At the heart of the home, the open-plan kitchen and family room are designed for both everyday living and entertaining, with banquette seating, a generous center island and gas fireplace. Doors open directly to covered and open decks and the private, landscaped backyard, creating a seamless connection between indoors and out. A work station, powder room and convenient mudroom complete the first floor. Upstairs, the serene primary suite features two walk-in closets and a spacious en suite bath with radiant heated floors, vaulted ceiling, freestanding soaking tub, oversized shower and double vanities. Two additional bedrooms share a bath, while a fourth bedroom enjoys its own en suite bath. A linen closet and connection for a second washer and dryer add thoughtful convenience. The finished lower level is a true standout—a custom built imaginative recreation designed by Smart Playrooms featuring a climbing wall, monkey bars, foam pit, a two-story playhouse, arts and crafts station and generous space for recreation and play, creating a one-of-a-kind destination within the home. The garage features epoxy flooring, a Tesla charger and a storage system and a second refrigerator. Outside, the level, beautifully landscaped backyard offers privacy and ample space for play, al fresco entertaining and relaxation, while a whole-house generator provides added comfort and peace of mind. With its timeless design, modern conveniences, fabulous outdoor spaces and coveted Hix Park setting, 2 Westbank Road offers a wonderful opportunity to enjoy the very best of Rye.

2 WESTBANK Road, Rye

$1,895,000
3 Beds 2 Baths 1048293 MLS
Welcome to one of Rye Gardens’ most inviting homes! This beautifully cared-for 3-bedroom, 2-bath residence offers a wonderful combination of comfort, style, and easy everyday living. Sunlight fills the open-concept main level, creating a warm and welcoming flow from room to room. The updated eat-in kitchen features granite countertops and stainless steel appliances and opens directly to an amazing family room—creating the perfect gathering space for everyday living, movie nights, and entertaining. A door leading to a generous bluestone patio is ideal for summer gatherings, morning coffee, or simply enjoying the peaceful surroundings The living room flows seamlessly into the adjoining dining room, both rooms filled with happiness and magic. A few steps up, the spacious primary suite provides a private retreat with its own en-suite bath, while two additional bedrooms and a full hall bath complete the upper level. The bright lower level adds tremendous versatility with a fourth bedroom, home office, and den, along with a separate basement and laundry for added storage and functionality. A charming covered front porch welcomes you home and provides the perfect spot to relax and enjoy the neighborhood. Step outside to lush, park-like grounds with mature landscaping, flowering trees, and beautiful seasonal color. Ideally located near Rye’s beaches, parks, train, and vibrant downtown, this home offers expansion possibilities and the perfect setting to enjoy all that Rye has to offer.

46 Beverly Drive, Rye

$3,650,000
5 Beds 5 Baths 1047867 MLS
Set well back from the road on 1 private acre, this home offers a sense of space and seclusion rarely found in the heart of Rye. Generously scaled rooms define the main level, beginning with a gracious front-to-back living room and a dining room where textured walls and a statement chandelier add character. The family room is centered around a distinctive stone fpl and flows naturally into the 2023 renovated custom kitchen by renowned JWH Design & Cabinetry, complete with a breakfast area, island & top-tier appliances. Large windows and doors throughout these primary living spaces bring in abundant natural light and open to the rear patio, creating a wonderful connection between the interiors and the surrounding property. A newly designed JWH mudroom and laundry room off the kitchen bring the same attention to detail to everyday living. Upstairs, the primary suite offers a spa-like ensuite bath and generous WIC. Four add’l bedrooms, one with an ensuite, are bright and well proportioned, with excellent closet space and a well-appointed hall bath w/double vanity completes the space. The expansive lower level with a full bath adds another dimension to the home, with a flexible layout ready for recreation, media, play and entertaining. Recent updates include a new roof and HVAC units, new lower-level flooring, refinished hardwood floors, fresh interior paint, new carpeting on the stairs and second floor, and new window treatments throughout. What truly sets this property apart is its exceptional setting. Tucked back on a private acre, the home feels wonderfully removed while remaining within walking distance of the train, schools, parks and downtown Rye. An oversized rear patio framed by a stone wall extends the living space outdoors, creating an inviting spot for alfresco dining and entertaining. It’s a rare combination of privacy, space and in-town convenience.

140 Grace Church Street, Rye

$2,395,000
4 Beds 3 Baths 1032343 MLS
Perfectly positioned in Rye's sought-after Milton Point neighborhood, 23 Fairlawn Street offers the rare combination of turnkey living, exceptional outdoor space, and an unbeatable location just moments from Rye Town Park and Beach, Rye Marina, and Milton School. Thoughtfully gut renovated in 2016/2017, this four-bedroom, two full and one half bath Colonial blends timeless design with modern functionality, creating a home that is truly move-in ready. At the heart of the home is a beautifully designed eat-in kitchen featuring a large center island, high end appliances, abundant storage, and custom soft-close cabinetry. The kitchen flows seamlessly into the dining and living rooms, as well as the family room, where sliding glass doors open to an expansive Trex deck overlooking the impressive fully fenced backyard—an ideal setting for outdoor entertaining, play, or simply enjoying the privacy of your own retreat. A convenient rear gate provides direct access to the pathway leading to Milton School. Upstairs, the spacious primary suite is a true sanctuary, complete with vaulted ceilings, a generous walk-in closet, and a beautifully appointed ensuite bath. Three additional bedrooms, a renovated hall bath, and the convenience of a second-floor laundry room complete the upper level. Offering the perfect balance of style, comfort, and location, 23 Fairlawn Street presents an exceptional opportunity to enjoy all that Rye's coveted Milton Point neighborhood has to offer.

23 Fairlawn Street, Rye

$1,350,000
3 Beds 2 Baths 1039957 MLS
Welcome to 14 Fernwood Avenue, a charming Tudor-style home ideally situated on one of Rye's quiet,treelined residential streets. This inviting 3+ bedroo, 2 bath home offers a wonderful blend of classic character and comfortable living. The spacious updated eat-in kitchen provides a warm and welcoming gathering space, while a fireplace adds character and ambiance to the homes living spaces. Outside, enjoy a private, fenced yard with patio perfect for outdoor dining, play, gardening, or simply enjoying the peaceful surroundings. Mature trees and the tranquil settiing of Fernwood Avenuecreate a wonderful sense of privacy while keeping you close to everything Rye has to offer. The location is exceptional; just 1/2 mile to the beach, one mile from downtown Rye, and a short stroll to Rye Middle and Rye High Schools, Enjoy easy access to Rye's shops, restaurants, schools, parks and waterfront while coming home to a quiet beautifully established neighborhood.

14 Fernwood Avenue, 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

$3,499,000
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

$7,995,000
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

$1,595,000
4 Beds 5 Baths 1008360 MLS
NEW 4 bedroom 4.5 bath townhome in the city of Rye close to all. This home features over 2,800 sq feet of living space with an open floor plan, The main level has a beautiful kitchen with large center island, stainless steel appliances, quartz countertop and backsplash, living room with fireplace, powder room, and sliding glass doors to a private deck overlooking the back yard. The second floor has a magnificent primary bedroom with a full bath, and spacious closets, 2 additional bedrooms, a hall bath, and washer/dryer. The 3rd level has a 4th bedroom, family room and a full bath, it can also be utilized as a private office, guest suite, or additional play area. The lower level is a large finished recreational room, with a gym, a full bath, natural light, and high ceilings.

86 B Maple Avenue, Rye

$1,595,000
4 Beds 5 Baths 1008358 MLS
NEW 4 bedroom 4.5 bath townhome in the city of Rye close to all. This home features over 2,800 sq feet of living space with an open floor plan, The main level has a beautiful kitchen with large center island, stainless steel appliances, quartz countertop and backsplash, living room with fireplace, powder room, and sliding glass doors to a private deck overlooking the back yard. The second floor has a magnificent primary bedroom with a full bath, and spacious closets, 2 additional bedrooms, a hall bath, and washer/dryer. The 3rd level has a 4th bedroom, family room and a full bath, it can also be utilized as a private office, guest suite, or additional play area. The lower level is a large finished recreational room, with a gym, a full bath, natural light, and high ceilings.

86 A Maple Avenue, Rye

$4,480,000
6 Beds 10 Baths 1004420 MLS
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 main-floor second primary suite with spa-inspired bath, offer privacy at every turn, ideal for multi-generational living or distinguished guests. A media room, fully renovated chef's kitchen, newly built recreation room and whole-house Sonos 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, 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

$5,395,000
5 Beds 6 Baths 941230 MLS
THE ULTIMATE MODERN MASTERPIECE. Brand new, complete, and meticulously engineered, this sleek farmhouse is a masterclass in high-performance luxury. Built for the buyer who demands "best-in-class" quality, this home features a low-maintenance James Hardie exterior, an Atlas Pinnacle Pristine roof, and professional-grade Marvin windows and doors. Inside, the engineering is unrivaled: a high-efficiency gas-fired boiler powers a 20-zone radiant heating system, ensuring silent, precision comfort in every room. The main level boasts 10' ceilings and wide-plank white oak floors. A breathtaking family room with soaring cathedral ceilings serves as the architectural heart, while the sleek chef’s kitchen features a waterfall quartz island and European cabinetry. A versatile first-floor bedroom/office and a custom-outfitted mudroom cater to modern lifestyle needs. The second level is a study in scale, headlined by a primary suite with custom closets and three additional ensuite bedrooms. The true "showstopper" is the massive 25x36 game room, offering endless possibilities for a home theater or golf simulator. The fully-equipped lower level is complete with a dedicated playroom, home gym, and wine cellar—offering the space, sophistication, and peace of mind today’s discerning buyer deserves! Outside, the completely flat, oversized backyard is a rare find, ready for a pool, sports court, and outdoor kitchen. Ready for homeowners now, this house is a must-see!

144 Wendover Road, Rye

$9,250,000
4 Beds 4 Baths 925675 MLS
Rare waterfront opportunity offering both sunrise, sunset and a protected deep water dock! Enjoy panoramic vistas providing an incredible array of breathtaking water views. Perfectly situated, protected, bucolic 2.58 acres of natural beauty and over 200 feet of direct harbor waterfront. Whether you choose to renovate, build anew or pursue subdivision potential, explore the optionality. Site plan and surveys offer inspiration for potential subdivision or secure the perfect family compound close to all. Protected deep water dock that can handle multiple boats as well as existing marina offering 50 slips, only a 5 minute boat ride to the L.I. Sound. Enjoy a vacation lifestyle year round only 35 miles to Midtown, 5 minutes by car to town, train and all major highways. Unleash the value of this coveted location Where else can you experience a prime waterfront location with the opportunity to create your own dream home? Unique, like no other.

191 Kirby Lane, Rye

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