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8 Belmont Avenue, Rye
$1,800,000
5 Beds ⋅ 3 Baths ⋅ 1050735 MLS
Tucked away on a quiet private dead-end street shared by just a few homes, this beautiful move-in-ready Rye residence offers an exceptional combination of privacy and convenience, within walking distance of the train and elementary school. The home lives remarkably large, with an open, flexible layout designed for both everyday living and entertaining. The main level features an updated open kitchen and dining area, a generous living room, three bedrooms, two renovated baths, and a wonderful three-season recreation room that becomes an integral part of the home for much of the year. The bright and airy walkout lower level features a large family room opening through glass doors to the patio and backyard, plus two additional bedrooms and another renovated full bath, ideal for extended-stay guests, an au pair, home offices or recreation. The current owners have extensively improved the home, including an updated kitchen with all-new appliances, all renovated bathrooms, new central air and heating systems, and major utilities replacement within the past five years. The result is a truly turnkey home designed for carefree living. Beyond the large, level backyard, the property is directly adjacent to an extraordinary expanse of neighboring open grass lawn owned by the City of Rye, creating a wonderful sense of openness and space. Beautifully updated, exceptionally functional and quietly tucked away while still close to everything, this is a home that offers so much.

8 Belmont Avenue, Rye
216 Purchase Street Unit #F, Rye
$725,000
2 Beds ⋅ 2 Baths ⋅ 1048060 MLS
Leave the car at home! Enjoy the ultimate in Rye walkability from this private end-unit just steps from Metro-North, downtown shops and restaurants, the Rye YMCA, Rye Free Reading Room and more. Offering over 1,250 square feet, this spacious 2-bedroom, 2-bath home stands out with rare direct exterior access through two separate private entrances. Your dedicated parking space is right outside your own entrance with no steps into the unit—making groceries, packages and everyday comings and goings incredibly easy. Inside, the open floor plan feels relaxed, flexible and inviting. Set up the generous living space to suit the way you live, work and entertain, with a cozy wood-burning fireplace adding warmth and charm. The open kitchen features granite countertops and stainless steel appliances, including a new GE wide entry refrigerator and Bosch dishwasher installed in Summer 2026. In-unit laundry with new GE top of the line washer and dryer added in Summer 2026 is another major bonus, along with additional laundry facilities in the building and a separate designated storage unit. With great space, private access, dedicated parking and one of Rye’s most convenient locations, this is easy living right in the middle of everything.

216 Purchase Street Unit #F, Rye
9 Oakwood Avenue, Rye
$1,825,000
3 Beds ⋅ 3 Baths ⋅ 1050624 MLS
Location & lifestyle! Set on a highly desired street less than one block from Rye Town Park and the beach, this move-in-ready 3+ bedroom, 2.5 bath home sits in the sought-after Milton Point neighborhood, where neighbors gather, play, ride bikes and shoot hoops in the street. Freshly painted white, the exterior has a bright, coastal feel complemented by a white gravel driveway. Inside, the first floor features a living room, dining area with built-in banquette and storage, and a family room with built-in bookshelves, cabinetry and wood-burning fireplace flowing into the eat-in kitchen. The kitchen offers stainless steel appliances, counter seating for four, an island, pantry and double doors to the backyard. An updated powder room completes this level. Upstairs, the spacious primary bedroom features dual closets and a renovated bath with glass-enclosed shower and linen closet. An additional room off the primary, also accessible from the hallway, is ideal for a home office, nursery or future dream walk-in closet. Two additional well-sized bedrooms with large windows and new overhead lighting, an updated hall bath and second-floor laundry complete this level. Outside, the private, fenced backyard offers a white gravel area perfect for dining, entertaining and relaxing around the fire pit, plus a grassy area. Hardwood floors throughout, an attached one-car garage and pull-down attic provide additional storage. Walk to the beach, park, boardwalk, marina, Playland Market, local restaurants, delis and pizzeria, with Milton Elementary, Rye Middle and Rye High School nearby. Rye’s vibrant downtown, YMCA, Arts Center, Nature Center and Recreation Center are also within easy reach. Move right in and enjoy the best of Rye and the Milton Point lifestyle!

9 Oakwood Avenue, Rye
69 Rye Road, Rye
$3,595,000
6 Beds ⋅ 8 Baths ⋅ 1049912 MLS
Every so often, a home comes along with a feeling all its own. With its exceptional setting, coveted location, distinctive character and thoughtful care, 69 Rye Road is one of those homes. Offered for just the 2nd time in 40 years, opportunities to own a property with this kind of sense of place are few and far between. Set on a beautifully private corner in Rye’s coveted Greenhaven neighborhood, this distinctive & expansive Tudor is filled with striking architecture, incredible character and personality. Light-filled spaces, intimate rooms, dramatic volumes and a wonderful connection to the outdoors come together in a home that feels both cool and warm, impressive & comfortable. Stone, stucco and half-timbered detailing complement arched entries, leaded glass windows, dark hardwood floors, vaulted ceilings, exposed beams and original stonework. Generously scaled rooms enjoy abundant natural light and flow easily from one to the next. 6 bedrooms and flexible living areas provide plenty of room for everyday life, entertaining, working from home and hosting guests. Walls of glass and multiple doors open to expansive stone terraces, gardens and the gunite pool, creating an effortless transition between indoors and out. Mature trees, tall hedging and established landscaping envelop the .62-acre property, creating an exceptional sense of seclusion. Terraces provide inviting settings for dining, entertaining and relaxing, while the pool is tucked into the landscape and framed by mature greenery. An attached pool cabana and dedicated potting shed complete the outdoor experience. Just a 5-minute walk away, deeded Greenhaven Beach offers access to Long Island Sound with mooring rights, a dock, and kayak and paddleboard storage. Known for its strong sense of community, Greenhaven hosts neighborhood gatherings throughout the year. Nearby Marshlands Conservancy, the Jay Heritage Center and award-winning Rye Neck schools further enhance this special Rye location. Surrounded by privacy yet just minutes from the water and downtown Rye, this home offers a rare combination of distinctive design, generous proportions, exceptional outdoor living and an unmistakable sense of place. Ask for our Buyer Book to learn more about this extraordinary property and the Greenhaven lifestyle.

69 Rye Road, Rye
720 Milton Road Unit #West Building, 2E, Rye
$475,000
1 Beds ⋅ 2 Baths ⋅ 1049933 MLS
Milton Harbor House invites you to relax by the pool and watch the boats go by. Whether starting out or sizing down, this one bedroom unit is a perfect landing spot. Offering a large bedroom with ensuite bath, guest powder room, galley kitchen and oversized living space -- all with abundant storage. West 2E is ready and waiting for your inspiration and updates. This lovely, quiet location offers an assigned space in the garage, and plenty of parking for guests in the outdoor lot next to the West building. Gardeners are able to sign up for a space in the communal garden, but even without an assigned segment, the grounds are in full bloom every season for all to enjoy. 24-hour gated security and an onsite staff allow for an easy lock and leave when headed on vacation! Come create your own home sweet home at Milton Harbor House West 2E. Rare opportunity!

720 Milton Road Unit #West Building, 2E, Rye
102 Florence Avenue, Rye
$2,650,000
5 Beds ⋅ 4 Baths ⋅ 1048739 MLS
Pristine sun-filled 5-bedroom, 3.1-bath Colonial nestled in the desirable Glen Oaks neighborhood of Rye City. Ideally situated within walking distance of the Harrison train station (0.7 mi), local restaurants and shops, this home offers exceptional convenience and an enviable lifestyle. The versatile floor plan provides an outstanding opportunity to make this home uniquely your own. Tucked in a completely private setting, beautifully landscaped with inviting gardens, you will enjoy views of the natural surroundings at every turn. Chefs' Kitchen with Subzero Refrigerator, Wolf Gas Range, Hood & Warming Drawer, Bosch Dishwasher. Many recent enhancements to the home. Convenience at its best with Osborn Elementary School just 0.8 miles away, Rye Middle/High School 1.3 miles, Rye Golf Club 0.5 miles, and Oakland Beach 1.9 miles. Explore an array of recreational and cultural activities available...Rye YMCA, Rye Arts Center, Rye Nature Center, Rye Library, Rye Marina.... something for everyone! An opportunity to enjoy the lifestyle of this Sound Shore community of Rye, NY at 102 Florence Ave.

102 Florence Avenue, Rye
720 Milton Road Unit #N-3D, Rye
$780,000
2 Beds ⋅ 3 Baths ⋅ 1049408 MLS
Welcome to Milton Harbor House, a sought-after waterfront community offering an exceptional lifestyle overlooking Long Island Sound and Rye Marina. This spacious 2-bedroom, 2.5-bath residence features generously sized rooms, abundant closet space, including a walk-in closet, and beautiful marina views. The expansive living room enjoys wonderful water views and flows seamlessly into a large dining area, perfect for everyday living and entertaining. The well-designed kitchen offers excellent cabinet and storage space. Both bedrooms feature private en-suite baths, plus there is a convenient powder room and an in-unit washer and dryer. Enjoy easy, maintenance-free living with an on-site maintenance attendant, security gatehouse, and a spectacular waterfront pool overlooking Long Island Sound. Additional amenities include a garage parking space, exterior parking, EV charging stations, and access for canoeing and kayaking directly on the Sound. A wonderful opportunity to enjoy spacious one-level living, beautiful water views, and the best of Rye’s waterfront lifestyle—all just minutes from downtown Rye, shopping, restaurants, the train, and Rye Town Park and Beach. Live like you're on vacation!

720 Milton Road Unit #N-3D, Rye
2 WESTBANK Road, Rye
$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
46 Beverly Drive, 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
140 Grace Church Street, 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
66 Milton Road Unit #G42, Rye
$335,000
1 Beds ⋅ 1 Baths ⋅ 1047961 MLS
Welcome to Blind Brook Lodge, a charming Tudor-style apartment community ideally located in the heart of Rye. This inviting one-bedroom residence offers a wonderful combination of comfort, character, and convenience. Enjoy the best of Rye just outside your door, with shops, restaurants, the train station, parks, and all that downtown has to offer just moments away. Enjoy private parking and the gardens that you could have your own vegetable or flower garden. Set within a beautifully maintained community with classic Tudor-inspired architecture, this is a fantastic opportunity to enjoy a convenient in-town lifestyle in one of Rye’s most desirable locations.

66 Milton Road Unit #G42, Rye
9 Kirby Lane N, Rye
$4,595,000
6 Beds ⋅ 6 Baths ⋅ 1048123 MLS
Spectacular transitional home, custom built in 2023 with the highest level of craftsmanship and attention to detail by esteemed local developer, Landmark Construction. Sun filled rooms with 20 foot vaulted ceilings and a continuous wall of glass provides a stunning view of the idyllic landscape. The open floor plan features a gorgeous 10 foot island that bridges the living room with gas fireplace and the dining area and includes a state of the art sound system making it perfect for entertaining. Outdoors is a covered heated kitchen with entertainment system, leading to an extensive bluestone patio with an outdoor wood-burning fireplace and salt water hot tub. The main floor includes a bedroom with en suite bath and an office. Upstairs is a primary suite, with spa bath and 2 WICs, a bedroom with en suite bath, 2 bedrooms, hall bath and laundry. The lower level with high ceilings, expansive recreation area with multi media walls, custom bar, gym, bedroom and full bath complete this dream home.

9 Kirby Lane N, Rye
23 Fairlawn 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
3 Peck Avenue Unit #311A, Rye
$399,000
2 Beds ⋅ 1 Baths ⋅ 1039717 MLS
Appealing sun-drenched corner townhouse with hardwood floors throughout, a large deck in the back, updated kitchen, extra large bath and a full size attic. Such an easy walk to train & quaint village of Rye! Amenities include picturesque beach, Rye Golf Club wth 3 pools, YMCA,Rye Art Center..etc etc! Additional Information: Amenities:Storage,ParkingFeatures:1 Car Detached.

3 Peck Avenue Unit #311A, Rye
504 Milton Road, Rye
$1,395,000
4 Beds ⋅ 2 Baths ⋅ 1040875 MLS
Beautifully renovated four-bedroom Rye City Craftsman, thoughtfully designed for an active outdoor lifestyle. Ideally located near the beach, parks, fields, courts, marina and clubs, as well as all top-ranked schools. Just minutes from downtown shopping, restaurants and Metro-North trains. Outside, the spacious deck overlooks a large, fenced yard, picturesque creek with harbor access from your private dock, and wooded parkland beyond. The property also offers a garage, ample parking, kayak racks and bike storage. Inside, an airy sunroom opens to an updated chef’s kitchen, formal dining room with a working fireplace, living room, entertainment room, library and porch. Original wood floors throughout add warmth and character, complemented by a new high-efficiency AC/heat pump system. Upstairs, the bedrooms include a spacious primary bedroom with a walk-in closet and renovated bath featuring a walk-in shower. Sophisticated small-town living less than 40 minutes from Midtown Manhattan. Low taxes.

504 Milton Road, Rye
14 Fernwood Avenue, 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
184 Purchase Street Unit #1-1, Rye
$549,500
2 Beds ⋅ 1 Baths ⋅ 1036914 MLS
This pristine condo offers the perfect combination of comfort and convenience, just a short stroll to the train and village! Freshly painted, refinished wood flooring renovated kitchen and bath, updated recessed lighting , central air conditioning, stainless steel appliances, cherrywood cabinetry, and a private storage room. Parking is a bonus with one detached garage space plus one outdoor parking space included in monthly maintenance Ideally located close to shopping, YMCA, Rye Historical Society, Rye Art Center and Rye's fabulous restaurants.....enjoy nearby golf, boating, beach, award-winning schools, parks, and more. With the train station just minutes away, this truly is an easy commuter’s delight! ** MM = $645 per Month Pets allowed Washer and Dryer Installation option exists

184 Purchase Street Unit #1-1, Rye
1095 Boston Post Road, Rye
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 1033533 MLS
Well maintained 3 unit building in the heart of downtown Rye with 2 driveway parking spots. Walking distance to Metro North, Shops & Restaurants, Rye Middle & High Schools, Rye Library, Rye YMCA. 1st Floor Unit 1 BR 1 Bath, 2nd Floor Unit 1 BR 1 Bath, 3rd Floor Unit 2 BR 1 Bath. Current tenants are renting month to month below the fair market rate. Updates: New Gutters 2021, New Front Porch Roof 2021, Front Porch New Posts. Railings & Floor 2016, New Building Roof 2016, Replaced Siding & Windows 2005.

1095 Boston Post Road, Rye
42 Orchard Drive, Rye
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 1032576 MLS
Just blocks from Oakland Beach, this beautiful 4-bedroom home offers the perfect blend of modern comfort, thoughtful design, and quintessential Rye living. Built in 2017, the features an inviting open-concept layout with spacious living areas, abundant natural light, and high-quality finishes throughout. The well-appointed kitchen flows seamlessly into the dining and family rooms, creating an ideal space for both everyday living and entertaining. Four generously sized bedrooms include a private primary suite, while additional living space provides flexibility for a home office, playroom, or guest accommodations. Outside, enjoy a private setting perfect for relaxing or entertaining. Located just moments from Oakland Beach, Rye's vibrant downtown, schools, parks, restaurants, and train station, this exceptional home offers the best of coastal living with all the conveniences of modern construction and a full house generator.

42 Orchard Drive, Rye
1 Dale Street, Rye
$1,675,000
4 Beds ⋅ 3 Baths ⋅ 1022952 MLS
Perfectly located on a cul-de-sac in walking distance to town, beach, schools and train, this exceptional and stylish home offers a modern, European design, relaxed living and stunning backyard views. A unique stainless-steel front door from China opens to the main level, which consists of a living/family room w/gas fireplace, kitchen w/double oven, stainless steel appliances, breakfast bar w/stool seating, and a dining area w/greenhouse windows and Dutch door to upper and lower Trex decks, where you'll enjoy breathtaking sunsets and sea bird sightings. Second floor consists of a bedroom/office with built-in desk and shelving, a bedroom/family room featuring a barn-style sliding door, greenhouse window and built-in shelving, and a bedroom/gym featuring a 2-person sauna. Awaken each morning to beautiful views from the primary bedroom suite, which occupies the top level of the home and features a vaulted ceiling w/fan, 2 custom-designed walk-in-closets and an ensuite bath w/double ramp-style concrete sinks, walk-in shower and soaking tub. Lower level consists of a multi-use bonus room which can function as a guest bedroom, rec room, office or studio, along with a full bath and laundry/utility room. Fully-fenced yard w/mature trees and plantings, a small vegetable garden and an above-ground Zodiac pool. There is a 1-car attached garage w/storage and a driveway offering 2-3 add'l spaces. Solar panels (owned not leased) provide significant savings on electricity bills. The home is currently tenant occupied and will be available November 1, 2026. Owned and lovingly cared for by a long-time Rye resident, this home is truly special and provides a wonderful location to enjoy an easy and walkable Rye lifestyle.

1 Dale Street, Rye
116 Bradford Avenue, Rye
$2,695,000
4 Beds ⋅ 3 Baths ⋅ 1028534 MLS
Set on over one-half acre in one of Rye City's premier neighborhoods and within the highly sought-after Rye City School District, this exceptional property presents a unique opportunity to build a spectacular custom home. The existing residence is being sold as-is, with the property's true value found in its expansive parcel and outstanding location. Enjoy the convenience of being just minutes from the Metro-North station, award-winning schools, downtown Rye, shopping, dining, parks, and major highways.

116 Bradford Avenue, Rye
720 Milton Road Unit #F5, Rye
$2,250,000
3 Beds ⋅ 4 Baths ⋅ 1025000 MLS
Experience refined coastal living on the water in Rye. Sweeping views of the channel and Sound are the backdrops for this completely renovated townhouse, which balances modern luxury with welcoming comfort. Smart design positions the spaces to take advantage of the water views and light while providing exceptional flow for effortless living and entertaining. Expert craftsmanship is apparent in the abundant and clever storage, the warm textures, natural wood and stone. The living room is anchored by a stone fireplace surrounded by built-ins; doors open to the new deck. The dining room features a banquette with storage. The chef's kitchen centers around an island with seating and includes warm wood cabinetry, light counters and top line appliances. The primary suite overlooks the water and views of the Sound with built-in storage and walk-in closets. The adjoining bath features a double vanity, glass enclosed shower and soaking tub. Two additional bedrooms are served by a hall bath. The foyer welcomes you with elegant curved walls, and a bonus room with laundry and full bath. Key convenience features are the elevator and heated garage. The pool, dock and gated security ensure comfort and calm for an easy lifestyle on Milton Point.

720 Milton Road Unit #F5, Rye
455 Polly Park Road, Rye
$3,695,000
3 Beds ⋅ 3 Baths ⋅ 1019316 MLS
Set on 1.73 private acres backing directly onto the Westchester Country Club West Course, this storied Rye PO Colonial offers rare history alongside thoughtful modern updates. Built in 1909 by Mr. Hobart Park as a wedding gift for his daughter, Polly Park, the home anchors a property with a story few in Westchester can match. The main house offers 3 bedrooms and 3 full baths, with an open kitchen/family room at its heart. A dining room, living room, sun room, full bath, and mudroom complete the first floor. The primary bedroom offers generous proportions, ample closet space and an en suite bath; two additional bedrooms and hall bath with laundry are equally well-sized. Outside, a grand brick patio with awnings steps down to a second patio area with a top-of-the-line outdoor kitchen, overlooking beautifully landscaped grounds and sweeping golf course views. A detached two-car garage adds convenience and storage. Beyond the main house, a one-of-a-kind barn rounds out this special property. Well over 100 years old when the current owners purchased the house in 1985, it was taken down to the foundation and rebuilt entirely using high-end materials, including trusses sourced from Vermont and six-inch siding. Some of the original wood was also used in its reconstruction to maintain its heritage. The property at 455 Polly Park is a rare combination of setting, craftsmanship, and history.

455 Polly Park Road, Rye
280 Highland Road, Rye
$6,495,000
7 Beds ⋅ 7 Baths ⋅ 994413 MLS
"Overtheway," an exceptional luxury estate, is tucked away on 2.4 beautifully landscaped private acres showcasing a meticulously renovated 7 Bedroom | 5.1 Bath Dutch Colonial in Rye, NY as its centerpiece. This private compound offers resort-style living with a wraparound covered porch overlooking a stunning salt water Shoreline pool with spa, custom pool house, full tennis court, outdoor kitchen & grilling station, firepit area, and spacious 3-car garage with additional storage. Located at 280 Highland Road, this premier property combines timeless architectural elegance with current refined finishes, and seamless indoor-outdoor living featuring four covered porches. Grand circular drive with pillared entryways welcome you into this sun-filled stately residence showcasing classic 1900s charm, gracious-scale rooms, reimagined to create a modern updated design for today’s lifestyle. Recently renovated Chef's Kitchen features top of the line appliances : Wolf 6-burner with griddle gas cooktop, Wolf microwave, Wolf double wall oven, Sub-Zero refrigerator, two paneled dishwashers, two sink areas. Quartz waterfall island countertop seats 4, Dining Area for 8+ plus fabulous Walk-in Versatile Pantry/Back Kitchen. Covered porch side entrance to fantastic Custom Mudroom with five built-in cubbies with endless storage and two work stations adjacent to the Laundry Room, offers the utmost in convenience and efficiency. The spectacular outdoor setting is ideal for casual living and extensive entertaining, featuring expansive patios, multiple dining areas, manicured gardens, resort-inspired amenities, and private recreational spaces. Ideally located within walking distance to downtown Rye, Metro-North train, boutique shopping and top restaurants, you will have every amenity desired. Just minutes to Westchester Country Club, Apawamis Club and Harrison Meadows. Nearby Westchester County Airport and NYC LaGuardia Airport makes travel effortless. "Overtheway" as referenced in the 1930s, offers a rare opportunity to have a private sanctuary to enjoy quality time with your family and friends in this very special setting, in a sought-after location in Westchester County.

280 Highland Road, Rye
164 Julian Street, Rye
$2,995,000
5 Beds ⋅ 5 Baths ⋅ 996748 MLS
Set on a lush and level .46-acre property at the end of a private no-traffic lane, this exceptional Rye Colonial offers the perfect blend of timeless architecture, generously scaled living spaces, and the kind of indoor/outdoor lifestyle today’s buyers dream about. Thoughtfully designed for both everyday living and unforgettable entertaining, the home features 5 bedrooms, 4.1 baths, approximately 4,648 square feet on 3 living levels, 4 fireplaces, exquisite architectural detail, substantial moldings, custom millwork and gracious room proportions that never go out of style. At the heart of the home is the seamless connection between the interior living spaces and the spectacular outdoor setting. Doors from both the kitchen and living room open to an oversized flagstone terrace overlooking the beautifully landscaped yard with lush plantings, expansive play spaces and multiple areas for gathering, grilling and relaxing. From summer barbecues and cozy fall firepit nights roasting s’mores to legendary Halloween parties hosting 200+ guests complete with bouncy houses and magicians, this is a home made for creating memories. Inside, every room tells a story. The inviting library with fireplace is the perfect retreat for snowy Saturday mornings reading by the fire, while the luxurious primary suite offers incredible closet space and tranquil sunrise views over the backyard. The home’s exceptional flow easily accommodates intimate gatherings as well as large-scale entertaining with ease. Perfectly located just a block from Rye Country Day School and only steps to Metro-North, downtown Rye’s renowned shops and restaurants, and The Apawamis Club, this is a rare opportunity to own a truly special home in one of Rye’s most coveted neighborhoods

164 Julian Street, Rye
18 Puritan Road, Rye
$1,795,000
6 Beds ⋅ 6 Baths ⋅ 997329 MLS
Blending timeless Colonial charm with an expansive footprint, this home features a grand living room with four sets of French doors - opening to a classic covered front porch and a rear deck for the ultimate indoor-outdoor lifestyle. Relax in the paneled library with multiple built-ins and the formal dining room and spacious kitchen for family gatherings. By utilizing four separate stairways, the home effectively creates "private suites" making it ideal for multi-generational living or a secluded work-from-home environment. Beyond the main living quarters is a secondary wing that has a private entry foyer that leads to a large family room with fireplace and short stairway to guest suite or premier home-base for an au pair. Beautifully landscaped property with mature trees and plantings with an inground pool and terracing.

18 Puritan Road, Rye
100 Dearborn Avenue, Rye
$4,650,000
6 Beds ⋅ 7 Baths ⋅ 980516 MLS
Set just moments from Rye Town Park and Beach, 100 Dearborn Avenue is a beautifully appointed modern Colonial offering nearly 5,000 square feet of refined living across three thoughtfully designed levels. Built in 2020 and enhanced with numerous custom upgrades, the home seamlessly blends sophisticated design with effortless everyday living. Inside, nine-foot ceilings on every level, expansive windows that flood the home with natural light, custom millwork, and a high-end Lutron lighting system create a polished and inviting atmosphere throughout. The main level offers elegant yet comfortable living spaces, including a formal living room with gas fireplace, a dining room with custom glass-front cabinetry, and a beautifully designed chef’s kitchen that opens seamlessly to a living room, creating an ideal setting for both entertaining and everyday life. A private home office and a well-appointed mudroom with built-in storage, located just off the two-car garage, add thoughtful functionality. The second level features five en-suite bedrooms, each with custom closet systems. The primary suite serves as a serene retreat, highlighted by seasonal water views, a fully customized walk-in closet, and a spa-inspired bath with radiant heated floors, soaking tub, and double vanity. The finished lower level offers exceptional versatility, featuring a spacious living area perfect for movie night, a large recreation area with built in desk, a dedicated gym with floor to ceiling mirrors, a kitchenette with refrigerator for effortless entertaining, two large walk-in closets for extra storage, and a climate-controlled walk-in wine cellar. An additional bedroom suite with attached bath on this level provides ideal accommodations for guests or extended living. Outdoor living is equally impressive. Enjoy summer fireworks from the bluestone front porch, or entertain year-round in the private backyard, complete with an expansive bluestone patio, a fully equipped outdoor kitchen, and a built-in gas fire pit. Professionally designed landscaping and custom exterior lighting create a setting that is both private and inviting. Modern conveniences throughout include motorized blackout shades in bedrooms, integrated speakers, whole-home security with leak detection, a fully networked system for seamless connectivity, spray-foam insulation, and a whole-house generator, ensuring both comfort and peace of mind. At once refined & welcoming, 100 Dearborn Avenue offers a rare opportunity to enjoy turnkey coastal living just moments from Rye’s schools, train, beach and vibrant downtown.

100 Dearborn Avenue, Rye
23 Florence Avenue, Rye
$2,975,000
5 Beds ⋅ 5 Baths ⋅ 972458 MLS
To-be-built 5-bedroom Colonial located in the desirable Glen Oaks neighborhood of Rye, offering thoughtfully designed living spaces and exceptional flow. The main level features an open-concept kitchen and family room with a gas fireplace and doors leading to a rear patio—ideal for indoor-outdoor living and entertaining. The chef’s kitchen is appointed with a large center island, natural stone or quartz countertops, Thermador appliances, and high-end designer finishes and hardware. It flows seamlessly into the spacious great room, creating the perfect setting for everyday living and gatherings. A custom-outfitted mudroom with built-ins adds everyday convenience, while the formal dining room and living room provide elegant spaces for entertaining. Upstairs, the primary suite offers a peaceful retreat with vaulted ceilings, a spa-like bath featuring a double vanity, soaking tub, and custom closets. An en-suite bedroom with a private bath and two additional bedrooms with a shared bath complete the second floor. The finished lower level includes an additional bedroom and full bath, a recreation area, and ample storage space. This home offers all the hallmarks of high end new construction, generous ceilings throughout, designer finishes, light filled rooms with plenty of windows and a thoughtful layout. There is still time to customize finishes and details to make this home your own. Expected completion is the end of 2026.

23 Florence Avenue, Rye
162 Kirby Lane, Rye
$3,995,000
4 Beds ⋅ 3 Baths ⋅ 955809 MLS
With beautiful views of Kirby Lane Pond, this exceptional residence offers a rare blend of privacy, natural beauty, and refined coastal living. Set on over an acre of private, expansive grounds, the classic clapboard Colonial features four bedrooms and a collection of light-filled, thoughtfully designed spaces—ideal for both comfortable everyday living and gracious entertaining throughout the seasons. The sun-drenched, open-concept living and dining areas are dramatic in scale and capture water views year-round, while the cupola and oversized windows bathe the interiors in natural light. Wake each morning to serene vistas stretching across the pond, creating a tranquil backdrop for daily life. Ideally positioned just moments from Rye’s premier beach clubs and shoreline amenities, this coveted location offers effortless access to the area’s celebrated coastal lifestyle, as well as convenient proximity to downtown shops, dining, and schools. With the potential to expand to over 7,000 square feet or thoughtfully reimagine the existing home to suit your vision, the possibilities are truly extraordinary. The sweeping grounds invite endless opportunity and await their next steward. 162 Kirby Lane is more than a home—it is a rare opportunity to create your ultimate coastal retreat in one of Rye’s most sought-after settings.

162 Kirby Lane, Rye
28 Everett Street, Rye
$3,695,000
5 Beds ⋅ 5 Baths ⋅ 928550 MLS
Hamptons who? Beach House 3.0 !! Coastal elegance meets modern luxury in this stunning new construction just steps from the LI Sound. This 5-bedroom home showcases a private gym, pre-wired home theater, large bluestone patio PLUS a covered outdoor entertaining area boasting a built-in BBQ, beverage fridge, pull out trash bins, all flanked by a hearty stone wood burning fireplace~ Perfect for year round gatherings and football Sundays! The heart of the home features a chef’s kitchen with Sub Zero/ Wolf appliances with custom cabinets. Open floor plan to family room for today's living. Thoughtful layout allows for easy entertaining inside and out. Walk to the shoreline, launch your kayak, or relax by the fire as you take in the coastal breeze. Every detail in this shoreline home, from its coveted location to custom finishes, reflects the best of Rye’s beachside lifestyle! This is a good one! Do not let this seaside retreat pass you by!

28 Everett Street, 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.

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