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14 Lakeside Drive, Rye
$2,400,000
5 Beds ⋅ 9 Baths ⋅ 823716 MLS
Located in Rye’s sought-after Flagler Estates neighborhood, 14 Lakeside Drive boasts an exceptional layout, first floor primary suite and resort-like pool, set on one full acre. Spanning almost 6,700 sq. ft., this stately colonial offers 5 bedrooms, 7 full bathrooms (2 half baths) and an open floor-plan that is perfectly suited for today’s buyer. The first floor features a double height foyer, elegant formal entertaining rooms and a large family room with a fireplace overlooking the newly refinished pool and patio. The open kitchen is ideally located with access to the family room and formal dining room, and provides a large island, breakfast bar and informal dining area, with sliding doors leading out to the pool and patio. The expansive first-floor primary suite has two large bathrooms, multiple walk-in closets and a dressing room, providing a private retreat. An additional in-law/au pair suite on the main level offers flexibility for guests or extended family, and a spacious home office is perfect for today’s “work from home” lifestyle. The second floor provides three bedrooms (a second primary suite as well as two additional bedrooms) all with ample closet space and ensuite bathrooms. The fully finished lower level includes a family room with a fireplace, an exercise room with a full bath, a bar room with dining area and a powder room, an enormous playroom, extensive storage, and an additional room with an ensuite full bathroom. The lower level also provides access to an attached three car garage. For those seeking space, functionality, and a fantastic neighborhood, 14 Lakeside is not to be missed!

14 Lakeside Drive, Rye
5 Allendale Drive, Rye
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 996761 MLS
Timeless charm and modern updates come together beautifully in this sun-drenched 1920’s Colonial located in the heart of Rye. Rich in character with original moldings, exposed architectural details, and hardwood floors throughout, this inviting home offers exceptional living space, abundant natural light, and a seamless layout for today’s lifestyle. The modern eat-in kitchen features peninsula seating, stainless steel appliances, custom cabinetry, and opens directly to the adjacent family room, creating the perfect setting for everyday living and entertaining. The expansive living room and dining room are centered around a stunning stone fireplace, the focal point of the home, while oversized windows flood the space with sunlight. A bright sunroom/playroom with door to the patio and beautifully landscaped yard, along with a mudroom and powder room, complete the first floor. The second level offers a spacious primary suite with walk-in closet and ensuite bath, two additional bedrooms, and an updated hall bath. Stairs lead to a large attic offering exceptional storage, with additional storage space available in the basement. Freshly painted inside and out with numerous updates throughout, this move-in ready home combines warmth, charm, and convenience. Ideally located within walking distance to Award-Winning Osborn School, downtown Rye, restaurants, shops, parks, beaches, and Rye Town Park and Beach, this special home offers the very best of Rye living.

5 Allendale Drive, Rye
6 Pine Lane, Rye
$2,350,000
4 Beds ⋅ 4 Baths ⋅ 959955 MLS
Location, Lifestyle and Light! You can have it all at 6 Pine Lane. This bright and inviting 4-bedroom, 3.1-bath handsome Colonial offers over 2,800 square feet of living space on a level quarter-acre lot, tucked away on a coveted private dead-end lane in the heart of Rye. Just steps from Rye High School and Rye Middle School, and an easy stroll to nursery schools, Midland School, Rye Recreation Park, Rye Town Park and Beach, and downtown Rye’s shops and restaurants, the location is truly exceptional. Thoughtfully updated in recent years to meet the demands of today's buyers, the home checks off all the needed boxes with a den/home office, convenient 2nd floor laundry, formal living room, dining room, a beautiful chef’s kitchen with Family Room and a layout designed for effortless entertaining both inside and out. The welcoming covered back porch-- a treasured feature of the house--is perfect for hosting friends and family while neighbors toss around a lacrosse ball or ride bikes along the quiet, low-traffic street. Or for more quiet moments, start your mornings on the porch with coffee and the New York Times puzzles, or wind down in the evening with a glass of wine. Looking to get out? Leave the car at home as you walk over to Nugent Stadium for a Friday night Garnet football game under the lights or head downtown for a date night at Ruby’s Oyster Bar or a little shopping therapy! This home offers the best of Rye living—community, convenience, and an unbeatable lifestyle. Experience it for yourself.

6 Pine Lane, Rye
21 Waters Edge Unit #21, Rye
$2,350,000
3 Beds ⋅ 2 Baths ⋅ 931722 MLS
Don’t miss this exceptional chance to own a stunning waterfront condo in Rye, NY. This one-level, three-bedroom residence offers unparalleled views of Long Island Sound and is a rare find on the market. Features include a spacious living room with a cozy wood-burning fireplace and sliding glass doors opening to a private patio overlooking the water—a perfect setting for relaxing and entertaining. The condo boasts a waterfront pool, creating a resort-style ambiance. The primary bedroom is generously sized, with abundant closet space including a walk-in closet, and a spacious bathroom area with tranquil water views. Additional bedrooms share a hall bath, and all rooms are filled with natural light and scenic vistas. The eat-in kitchen is complemented by a butler’s pantry, washer & dryer, and a formal dining room, set within an open floor plan designed for comfort and style. Situated in a gated community, this residence offers privacy, security, and luxury living at its finest. Don't miss this rare opportunity to enjoy waterfront living in a beautiful Rye setting!

21 Waters Edge Unit #21, Rye
71 Apawamis Avenue, Rye
$2,320,000
4 Beds ⋅ 3 Baths ⋅ 892626 MLS
Fabulous location, centrally located in Rye .357 acre in R3 zone, in walking distance to Midland Elementary, Rye Middle & High Schools, Downtown Rye, Rye Recreation, Rye Arts Center, Rye Town Park & Oakland Beach. Great opportunity to make this house your own or build your dream home! House & Systems will be sold “As Is”.

71 Apawamis Avenue, Rye
14 Loewen Court, Rye
$2,267,000
3 Beds ⋅ 3 Baths ⋅ 980717 MLS
Welcome to 14 Loewen Court - a lovingly maintained Rye City Colonial nestled on a rare double cul de sac, just moments from the heart of downtown Rye City with its vibrant restaurants, shops, and train station. A stone’s throw to Rye nursery schools, Resurrection Grammar and Rye Middle and High school! This three bedroom, two and a half bath home features generous rooms throughout with a flexible layout, perfect for today's living- the entry hall opens to a sunny living room with a bay window, and the dining room is adjacent to the kitchen and large family room with a wood burning fireplace and decorative ceiling beams. Both rooms offer access to a spacious patio and yard. The level backyard offers plenty of play space for outdoor activities and borders wooded Rye Nature Center Property. Whether you are savoring your morning coffee with the sunrise or hosting evening gatherings under the stars, this private backyard retreat is the perfect escape in the heart of a quiet neighborhood. This home offers a spacious Primary Suite and two additional bedrooms and hall bath, with expansion possibilities on .33 acres of property. An architect sketch for an easy fourth bedroom addition will be available upon request. There is additional square footage of lower-level storage and a convenient attached 2 car garage. This home also offers central air, first floor laundry, newer windows and gleaming hardwood floors. Enjoy the best of both worlds in the Rye City School District - the tranquility of suburban living and convenience of city access.

14 Loewen Court, Rye
37 Barlow Lane, Rye
$2,250,000
5 Beds ⋅ 3 Baths ⋅ 960341 MLS
Set in the beautiful Greenhaven section of Rye—a picturesque waterfront neighborhood—this rare, pristine, move-in ready home is flooded with natural light, creating an airy, uplifting feel from room to room. With flexible modern living and a welcoming layout, it’s the kind of place that’s easy to love the moment you enter. A large living room anchors the main level, featuring a beautiful wood-burning fireplace and stunning sunset views. The dining room is bathed in natural light and opens to the outdoors via sliding glass doors to a covered porch—ideal for enjoying the views from the first floor. The French-country eat-in kitchen is a chef's dream, featuring granite countertops, stainless steel appliances—including double ovens and a gas range—and a French door that leads directly to the bluestone patio, perfect for indoor-outdoor living. Enjoy hardwood floors and crown molding throughout. Just four steps up to the primary suite, which offers ample space, an ensuite bath, and copious amounts of storage with three closets with built-ins. Two generously sized additional bedrooms share a large hall bath with a double vanity and marble surround. The fifth ground-level bedroom, with its own ensuite, is perfect for a guest suite, private home office, or additional living space. The fully finished lower level features a huge family room, a large laundry room with abundant storage, and a climate-controlled wine cellar. Enjoy more storage and convenience with a heated two-car garage. New HVAC and 4 zones of heating make the the home very comfortable from season to season. With a large property and full attic, the home offers incredible potential—all just a short walk to the Marshlands Conservancy, an easy 40-minute commute to NYC, and Rye Neck Award-Winning Schools. Come and see the serene lifestyle that awaits!

37 Barlow Lane, Rye
321 RYE BEACH Avenue, Rye
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 938524 MLS
Welcome home to the quintessential Rye lifestyle. This stunning, fully renovated 4-bedroom, 3-bath Stone Colonial offers the perfect blend of classic charm and modern elegance in Rye's highly coveted Milton Point neighborhood. Situated just one block from Rye Town Park & Beach, this is a rare opportunity to secure an A++ location and a move-in ready residence. The home features a sleek, new kitchen with high-end stainless steel appliances, a luxe primary suite, and three additional generously sized bedrooms complemented by three stylishly new and updated modern bathrooms. Enjoy the outdoors by sipping your morning coffee on the cozy front porch or hosting unforgettable summer soirees in the chic, private and fenced backyard. The location simply cannot be beaten, offering easy access to top local attractions like the Edith G. Read Wildlife Sanctuary, The Rye Art Center, and the Rye Nature Center, along with a vibrant dining and shopping scene. This rare ownership opportunity is the dream home you’ve been waiting for. Schedule your private viewing today! (Street parking ok but best to park on either Halsted Pl or Overlook Pl.)

321 RYE BEACH Avenue, Rye
25 Seneca Street, Rye
$2,200,000
6 Beds ⋅ 3 Baths ⋅ 930616 MLS
Amazing Opportunity! This classic Rye Colonial is offered for sale for the first time in over 50 years! Sited majestically atop a hill in the heart of Rye’s picturesque Indian Village neighborhood, this stately 1900 tapestry red brick Colonial is admired from afar for its timeless presence. Set on a .32-acre lot, the home offers approximately 3,171 square feet of gracious living space, including six bedrooms, three full baths, a back staircase, hardwood floors, and a wood-burning fireplace. Rich with original character and architectural detail, it provides a solid foundation to bring your own contractors and vision to create the home of your dreams. The private backyard and back terrace offer an ideal setting for outdoor entertaining and summer barbecues. Ideally located on a quiet, sidewalk-lined street just blocks from Metro-North (5 minute walk to the train to NYC), downtown Rye’s shops and restaurants, the Apawamis Club, and Rye Country Day School, this home delivers exceptional convenience in one of Rye’s most coveted neighborhoods. With wide street where neighbors shoot hoops, ride bikes and gather, this is a rare opportunity to restore a true Rye classic to suit your lifestyle. Not located in a designated flood zone.

25 Seneca Street, Rye
14 Mendota Avenue, Rye
$2,200,000
6 Beds ⋅ 4 Baths ⋅ 904016 MLS
Convenience, Curb Appeal, Character--14 Mendota Avenue truly has it all! Step into a piece of Rye’s rich history with this enchanting 6-bedroom, 3.1-bath home set on a park-like .30 acre lot and offering approx. 3841 sq ft of timeless charm and character. Believed to be originally built in 1790 as a tavern on Boston Post Road, and relocated to its current magical neighborhood setting in the early 1900s, this stunning colonial style home is oozing with curb appeal and THE most inviting front porch ever! So convenient to all, this home is just a 4 minute walk to downtown Rye's tony shops and restaurants, Metro North, Rye Country Day School and the Apawamis Club yet set in an idyllic side-walked neighborhood where kids ride bikes and shoot hoops in the streets while neighbors gather on porches and patios. The home itself captures the best of all worlds, blending original details—like old growth wide-plank floors, three cozy wood-burning fireplaces, and floor to ceiling doors and windows—with modern living updates required by today’s discerning buyers including the large Kitchen and Family Room combo for everyday living and entertaining, convenient second floor laundry room and large storage room, 2 car garage and updated systems. Truly one of a kind in all the best ways!

14 Mendota Avenue, Rye
5 Mayfield Street, Rye
$2,175,000
5 Beds ⋅ 3 Baths ⋅ 832174 MLS
The quintessential Rye home, beautifully maintained and thoughtfully updated, ideally situated on a quiet neighborhood street in the heart of Rye. Just moments from Milton Elementary School, Rye Middle School and High School, parks and ball fields, downtown, Metro-North and the beach, this exceptional property offers convenient access to everything that makes Rye such a desirable place to live. Designed for comfortable everyday living, the inviting eat-in kitchen opens to the breakfast area/family area, creating a natural gathering space for entertaining, casual meals and daily living. The formal dining room is ready for celebrations both large and small, and the sun-drenched sun room is the perfect hang out spot, while the separate living room with cozy wood burning fireplace provides a warm and inviting setting to relax, host guests or simply unwind. One of the property's defining features is its exceptional outdoor setting. Professionally designed landscaping, mature plantings and expansive lawn space create extraordinary curb appeal and a private backyard retreat that feels remarkably secluded despite the home's central location. The generous deck extends the living space outdoors and provides the perfect setting for al fresco dining, outdoor entertaining, recreation and peaceful mornings surrounded by greenery. The thoughtful floor plan offers five bedrooms, three full baths and flexible living spaces that can easily accommodate a variety of lifestyles and needs, complemented by a two-car garage and outstanding storage throughout. More than a house, this is an opportunity to become part of one of Rye's most sought-after communities and enjoy the walkable, connected lifestyle that has made the city so appealing. Beautifully cared for and ideally located, this is a home that offers comfort, convenience and lasting appeal.

5 Mayfield Street, Rye
51 Hill Street, Rye
$2,161,000
4 Beds ⋅ 3 Baths ⋅ 1031651 MLS
Loaded with charm and perfectly curated, this exceptional Milton Colonial is completely turnkey and ready for its next owners. Beautifully renovated with impeccable attention to detail, this home is ideal for those seeking effortless living, whether just starting out or looking to downsize without compromise. Flooded with natural light, the first floor features a gracious entry hall, a formal living room with a wood-burning fireplace, a private office with French doors, a stunning newly updated modern kitchen, and an inviting breakfast/sitting room with sliding glass doors leading to the slate patio. The first floor also offers a formal dining room with patio access, a cozy family room, a mudroom, and an updated powder room. The second level boasts a flexible nursery or bedroom, a beautifully renovated hall bath, two generously sized bedrooms with custom-outfitted closets, and a serene primary suite complete with a spa-inspired bathroom designed for everyday relaxation. The lower level provides an additional 288 square feet of versatile space for a playroom, storage, laundry, and direct access to the garage. Outside, the professionally landscaped backyard is a true gardener's paradise, featuring lush perennial plantings, a private slate patio perfect for entertaining or quiet evenings, and a peaceful setting to enjoy throughout the seasons. Just a short walk to schools, the beach, restaurants, and shops, this one-of-a-kind Milton gem offers the perfect blend of charm, location, and modern living.

51 Hill Street, Rye
7 Fernwood Avenue, Rye
$2,100,000
5 Beds ⋅ 5 Baths ⋅ 989442 MLS
Welcome to 7 Fernwood Avenue, a beautifully renovated 5-bedroom, 4.5-bath home in the heart of sought-after Rye. Thoughtfully redesigned, this move-in ready residence blends timeless architecture with modern finishes, offering bright, open living spaces and a seamless flow ideal for both everyday living and entertaining. The centerpiece of the home is the stunning chef’s kitchen, complete with an oversized quartz island, apron-front sink, custom cabinetry, and a full suite of premium Thermador appliances, including a professional-grade range, wine refrigerator, microwave drawer, and dishwasher. The kitchen opens effortlessly to a sunlit family room, creating a warm and inviting space to gather. A formal dining room and a gracious living room with a wood-burning fireplace provide the perfect setting for hosting, while a well-designed mudroom and welcoming foyer add everyday convenience. Upstairs, the spacious primary suite offers a peaceful retreat with a walk-in closet and a beautifully appointed en-suite bath. A secondary bedroom with its own private bath is ideal for guests or extended family, while two additional bedrooms share a stylish hall bath. The fully finished lower level expands the living space with a recreation room, an additional bedroom, a full bath, and a dedicated laundry area—perfect for work, play, or overnight guests. Set on a level, serene property, this home also features a one-car garage and thoughtfully designed outdoor space. With high-end finishes throughout and every detail carefully considered, this exceptional home delivers the perfect blend of luxury, comfort, and convenience in one of Rye’s most desirable neighborhoods.

7 Fernwood Avenue, Rye
14 Marlene Court, Rye
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 962703 MLS
Welcome to this surprisingly spacious 4/5 bedroom, 3-bathroom residence, perfectly situated on a peaceful double cul-de-sac near Mead Pond in the Rye City School District. The heart of the home is the main level, featuring a bright, open-concept layout ideal for entertaining with soaring vaulted ceilings and anchored by a cozy wood-burning stove. Large, sun-filled windows and a sprawling wrap-around deck seamlessly connect the indoor and outdoor spaces. This level also features a Primary Suite with a newly renovated bath and two family bedrooms and a newly renovated hall bath, with beautiful hardwood floors throughout. The versatile walk-out lower level provides incredible space and multiple windows. It includes a bedroom and a renovated bath with comfortable heated floors, a dedicated den/media room (the ultimate "man cave") with a warm gas fireplace, as well as an additional room that can easily be utilized as a private office, home gym, or an extra bedroom. This level also features a convenient laundry area, and a mudroom with built-in cupboards. Double French doors open out to the serene garden, and a charming window seat offers extra storage. This space could also function as a guest quarters or an au pair suite, offering a lot of flexibility. Location, privacy, and a huge potential for reinvention—this Rye City home has it all!

14 Marlene Court, Rye
75 Kenilworth Road, Rye
$2,096,000
8 Beds ⋅ 6 Baths ⋅ 874563 MLS
Experience exceptional living on Kenilworth Road with this prime corner double lot, spanning 2.31 acres. This estate features 8 bedrooms and 9,711 SF of refined space. A double circular driveway provides ample parking and leads to a stunning residence surrounded by mature trees, an oversized pool, pool house, and expansive lawns. The main house boasts a grand two-story foyer, two formal living rooms with fireplaces, and a chef’s kitchen with a central island connecting to the family room. The main level includes a formal dining room, butler's pantry, library, bar, and an enclosed patio with floor-to-ceiling glass doors. Upstairs features a versatile nanny/guest suite and a luxurious primary suite with a sitting room, large dressing room, and spacious bathroom. Four additional bedrooms each have en-suite bathrooms. This rare gem offers unmatched privacy, a remarkable pool, and easy access to schools, highways, and amenities. Additional Information: Amenities:Guest Quarters,Storage

75 Kenilworth Road, Rye
120 Old Post Road Unit #PH-C404, Rye
$2,095,000
2 Beds ⋅ 3 Baths ⋅ 905266 MLS
Discover elevated living in this top-floor penthouse at the St. Regis Residences of Rye, Westchester’s premier 55+ luxury community. Situated in the sought-after C building, one of only two four-story buildings, this exceptional residence offers a covered balcony with serene views of the beautifully landscaped courtyard, providing unmatched privacy and sophistication. The open, sun-filled layout showcases a chef’s kitchen equipped with premium appliances and a wine refrigerator, flowing seamlessly into the living space. The spa-inspired primary suite offers generous closet space and a tranquil retreat. A spacious, sunlit second ensuite bedroom and a versatile den featuring a built-in Murphy bed and powder room complete this thoughtfully designed home. Residents enjoy world-class amenities including a fitness center, golf simulator, billiards room, 15-seat theater, indoor pool, outdoor fire pits, and 24-hour concierge services, plus guest suites, valet parking, local car service 7 days a week, and a full calendar of social events. Elevated, exclusive, and thoughtfully designed, this penthouse offers the very best of St. Regis living.

120 Old Post Road Unit #PH-C404, Rye
42 Oakwood Avenue, Rye
$2,075,000
4 Beds ⋅ 3 Baths ⋅ 996345 MLS
Located in the highly sought-after Rye Gates neighborhood of Rye, this beautifully updated 4-bedroom, 2.5-bath Colonial offers 2,316 square feet of sun-filled living space filled with timeless charm and character. Original moldings and beautiful exposed beams blend seamlessly with modern updates. Spacious rooms, new flooring throughout, and fresh interior and exterior paint create a move-in ready home ideal for today’s lifestyle. A welcoming oversized entrance hall with three double closets provides exceptional mudroom storage, while the stunning large stone fireplace anchors the elegant living space. The home features a large formal dining room and sunny eat-in kitchen with stainless steel appliances adjacent to the family room, creating an ideal flow for everyday living and entertaining. The expansive primary suite boasts an en suite bath and two walk-in closets. Three additional bedrooms, hall bath and walk-up attic complete the second floor. Enjoy outdoor entertaining on the bluestone patio with dining and relaxing areas overlooking the newly sodded lawn. Ideally located within walking distance to Rye Town Park and Beach, and the Award-Winning Rye City Milton School, Middle School, High Schools. Welcome to Rye!

42 Oakwood Avenue, Rye
445 Grace Church Street, Rye
$2,050,000
5 Beds ⋅ 5 Baths ⋅ 976447 MLS
Modern, well-maintained 5-bedroom, 4.1-bath Colonial in Rye featuring a highly sought-after open layout and refreshed exterior that enhances its curb appeal and timeless character. A gracious entry welcomes you with a dramatic, sweeping staircase and a light-filled grand foyer that immediately sets an elegant tone. The kitchen, breakfast area, and family room—anchored by a fireplace—span the rear of the home and open seamlessly to the deck and yard, creating an ideal setting for indoor-outdoor living. This expansive space is designed for both everyday comfort and entertaining, with generous proportions, hardwood floors, and high ceilings that add warmth and sophistication throughout. A formal living room and dining room are positioned on opposite sides of the grand entry hall, offering a classic and balanced layout for more formal gatherings while maintaining an effortless flow. A split staircase provides convenient access from both the front and rear of the home, adding function to its refined design. The expansive primary suite serves as a private retreat, complete with its own fireplace, generous walk-in closets, and a spa-like bath featuring double sinks, a soaking tub, and a separate shower with body jets and overhead sprays, private water closet, and linen closet, designed for comfort and relaxation. The gourmet kitchen is appointed with a center island, granite countertops, sink disposal, and stainless steel appliances, combining style and practicality for both casual dining and entertaining. A first-floor guest suite provides excellent flexibility for visitors, extended stays, or use as a private home office. Upstairs, three additional well-sized bedrooms in addition to the primary offer comfort and privacy, including one ensuite bedroom ideal for guests seeking added convenience. Additional highlights include abundant storage, a two-car attached garage, and spacious park like grounds that complement the home’s refreshed exterior and overall appeal. The property offers an exceptional blend of elegance, functionality, and livability in a highly desirable Rye location. Enjoy all that Rye has to offer—vibrant shops, acclaimed restaurants, the library, train access, and beautiful Oakland Beach. Residents also have the option to join the Rye Pool & Golf Club, enhancing the outstanding lifestyle this home provides.

445 Grace Church Street, Rye
214 North Street, Rye
$2,050,000
914766 MLS
Opportunity Knocks in Rye City! Calling all Builders, Investors, 1031 Buyers and End Users to this Rare Find. 16271 SQFT Lot or .38 ACRE Property in B-1 Zone Neighborhood Business. Highest and Best Use would be to Knock Down Current Structure and Build Residential Townhomes, Apartment Building, Condos, 2 Family Homes, & Many Other Commercial Uses Retail, Offices, Mixed Use Etc. Sold Strictly As is Where is. Please verify all data with Rye City.

214 North Street, Rye
527 Purchase Street, Rye
$2,050,000
4 Beds ⋅ 5 Baths ⋅ 880008 MLS
Located just outside the grounds of the prestigious Westchester Country Club, this beautifully landscaped home offers privacy and serenity. The lovely yard boasts a wonderful built-in pool surrounded by lush greens and an expansive covered patio, complete with an outdoor kitchen area, including a brick oven, built in grill, wet bar and refrigerator. It is a magical oasis of your very own. The circular driveway offers ample parking with easy access in and out and leads to a large two car garage with lots of storage. This home has a great flow for entertaining. The entrance hallway opens to a sun-filled dining room and living room with beautiful hardwood floors throughout. The large kitchen opens to the pantry and laundry room. Just a few steps down from the living room is a nice family room with a wood burning fireplace and sliding glass doors to the patio and pool. An additional recreation room is complete with a wet bar and full bathroom. From the entrance hall, a few steps up lead to the second floor which offers three nice sized bedrooms, a primary with a full bath, two bedrooms and a hall bath. A few steps up again is a 4th large bedroom, full bath and an office. This spacious home is comfortable and offers easy living. It is convenient to both the Rye and Harrison shopping districts as well as to the train, beaches, and schools.

527 Purchase Street, Rye
455 Grace Church Street, Rye
$2,011,000
4 Beds ⋅ 4 Baths ⋅ 913706 MLS
Classic Colonial charm meets modern comfort in this beautifully maintained Rye City home, set on a landscaped property and custom built in 1999 by the current homeowner. Thoughtfully designed and lovingly cared for, the home offers both elegance and practicality. The first floor boasts a sun-filled formal living room with a gas fireplace, a spacious dining room ideal for gatherings, and a true cook’s kitchen with center island, opening to a warm family room featuring a striking river stone fireplace and custom built-ins. A mudroom and laundry add convenience to everyday living. Upstairs, the oversized primary suite impresses with two walk-in closets and a spa-like bath, while two additional bedrooms share a Jack and Jill bath. A fourth bedroom and a finished bonus room offer flexible options for work, play, or guests. The walkout lower level provides an additional 1,000 sq ft of finished space, perfect for a recreation room, playroom, or gym, complete with a full bath. Outdoor living shines with a large deck and generous backyard, ideal for entertaining, play, or relaxation. Immaculately maintained and move-in ready, this timeless residence combines classic details with a thoughtful layout to create the perfect place to call home.

455 Grace Church Street, Rye
281 Rye Beach Avenue, Rye
$1,999,999
3 Beds ⋅ 3 Baths ⋅ 1006814 MLS
Set on a beautifully landscaped .29-acre parcel in a sought-after Rye neighborhood, this cherished property has been lovingly owned and cared for by the same family for nearly 70 years. Rich in history and memories, the charming home remains in original condition and presents a rare opportunity for restoration, renovation, or new construction. Whether preserving its character or creating a custom residence, this exceptional property offers endless possibilities in one of Rye's most desirable locations. Ideally located near Rye's beautiful beaches, vibrant downtown, parks, recreation, and award-winning schools, this property offers the chance to create a truly special home tailored to your vision. A unique opportunity in one of Westchester's most desirable communities, with convenient access to all that Rye has to offer!

281 Rye Beach Avenue, Rye
16 Boxwood Lane, Rye
$1,995,000
952947 MLS
Rare one acre property situated at the end of a private lane and cul-de-sac in Rye, New York. The property overlooks the 10th fairway of Apawamis Gold Club. Short walk to downtown Rye and just a 38-minute train ride to NYC. There is a magnificent 2.13 acre property with a classic white brick Georgian Colonial with pool (17 Boxwood Lane) adjacent to this one acre property available for purchase. This one acre property will not be sold until the adjacent home 17 Boxwood is sold.

16 Boxwood Lane, Rye
54 Waters Edge, Rye
$1,950,000
2 Beds ⋅ 2 Baths ⋅ 1002868 MLS
Welcome to a rare opportunity in coveted Waters Edge — a prestigious 24/7 gated waterfront community in Rye. This elegant first-floor corner residence offers exceptional privacy, effortless one-level living, and beautiful views of the Long Island Sound right from your front door. This beautifully designed 2-bedroom, 2-bath condominium features a spacious open-concept layout with hardwood floors throughout, including a generous living room with a cozy gas fireplace and custom built-ins, a formal dining room, and a modern eat-in kitchen complete with a built-in banquette. Sliding doors from both the dining room and primary suite open to a private patio, providing seamless indoor-outdoor living and convenient handicap accessibility. The serene primary suite includes a marble-appointed bath, while the second bedroom captures tranquil water views and is served by an elegant marble hall bath. This unit is complete with both indoor and outdoor parking spaces as well as a private storage unit. Life at Waters Edge is truly resort-like, with exclusive amenities that include a waterfront swimming pool overlooking the Sound, a private beach perfect for kayaking and paddleboarding, park, and gated access to the beach and park at Rye Town Park. Waterfront residences in this sought-after community rarely become available. With low condo taxes, unparalleled amenities, and an irreplaceable coastal setting, this is an extraordinary opportunity to create your dream retreat by the sea.

54 Waters Edge, Rye
80 Maple Avenue, Rye
$1,900,000
3 Beds ⋅ 4 Baths ⋅ 1009031 MLS
Behind mature landscaping and terraced gardens lies one of Rye's most distinctive offerings—a fully reimagined 1890s farmhouse paired with an exceptional carriage house, creating a rare residential compound. The 2,787-square-foot home features beautifully curated interiors, highlighted by a gourmet chef's kitchen flowing into a dramatic great room designed for entertaining. An elegant living/dining room, powder room, walk-in pantry, 3 bedrooms, 2 full baths, and second-floor laundry complete the main residence. The detached carriage house elevates the property further, offering a spacious loft-style living area, kitchenette, full bath, and oversized two-car garage—ideal for guests, work, recreation, or a wellness space. Surrounded by lush bi-level gardens and exceptional privacy, the property feels like a secluded retreat while remaining moments from everything Rye has to offer. A rare opportunity where historic charm, modern amenities, and flexible living spaces come together in perfect harmony.

80 Maple Avenue, Rye
15 Meadow Place, Rye
$1,895,000
5 Beds ⋅ 4 Baths ⋅ 962338 MLS
If you've been waiting for an opportunity to make Rye your home, look no further than 15 Meadow Place! Located on a quiet cul de sac just half a mile from the Rye Train Station, this spacious, light-filled home has been lovingly cared for by its current owners and enhanced with many updates, including a new roof, new baths, new laundry area, new hot water heater, new windows and a host of other improvements. The open layout and easy flow of the main floor, combined with an additional two rooms on the lower level, provide a comfortable and flexible living space conducive to whatever suits your needs and lifestyle. An abundance of natural light fills the main floor, enhancing the gleaming hardwood floors that extend throughout the home. The living room flows easily into both the kitchen and formal dining room, where sliding glass doors open to a deck. Off the dining room is a family room/bedroom w/dbl closet and a door that also leads to the deck. Completing the main level are a bedroom w/ensuite bath and vanity/storage area, a primary bedroom w/ensuite bath, two additional bedrooms and a full hall bath. Lower level offers even more flexible living space, with a recreation/bedroom w/fpl, a bonus room currently set up as a home theater, a laundry area, full updated bath and a door to the 2-car garage. Outdoor space is perfect for relaxing and entertaining, with an expansive deck overlooking the private, level backyard and a cozy firepit area. Tons of additional storage space is located on the right side of the house, accessible by an exterior door. Property sits partially in Harrison, so owners may choose either Rye or Harrison schools -- another added benefit! Just a half mile to the Metro North train and an array of wonderful shops and restaurants, this home has so much to offer and is a perfect entry to Rye. NO FLOOD INSURANCE REQUIRED.

15 Meadow Place, Rye
80 North Street, Rye
$1,885,000
4 Beds ⋅ 3 Baths ⋅ 910864 MLS
Set back and high above North Street on .38 ac, #80 is private & quiet. This Must-see location features an amazing OUTDOOR setting: 2-tiered deck overlooking Rye Nature Center creates a private sanctuary + addtl 3-Season living space. Covered lower patio & generous level backyard complete the outdoors. Step INSIDE to this MOVE-IN READY light-filled home. Open Floor Plan Lge LR opens to entertainment-size DR w/ glass doors to deck & wooded views. Kitchen w/ quartz countertops, new appliances, rich wood cabinetry & glass doors bringing nature inside. The KIT/DR combo offers great everyday family living & entertaining flow. Main Floor incl: Primary BR/ensuite Bath, Full BR, Queen BR, Double Vanity Hall Bath, Custom Closets throughout. Lower-Level living: Lge Fam Rm/Rec Rm w/fireplace, Doors to patio & backyard + 4thBR /Home Office/Playroom offers flexibility to fit all lifestyles. Completing this level: Full Bath, Laundry Rm, RARE 550+ 2Car GAR. Addtl highlights: NEW UPDATES throughout including brand new roof, Ring system, outdoor TV/Audio wiring, hot tub, gas grill hook-up, radiant-heated upper baths, storage galore. Centrally located, walk to all schools, downtown Rye, and equidistant to Rye & Harrison trains.

80 North Street, Rye
45 Parkway Drive, Rye
$1,855,001
3 Beds ⋅ 2 Baths ⋅ 974829 MLS
The one you’ve been waiting for in Rye Gardens! This beautifully maintained 3-bedroom, 2-bath home offers an easy, open flow and sun-drenched living spaces throughout. The updated eat-in kitchen features granite countertops, stainless steel appliances, and a stylish backsplash, seamlessly connecting to the living room with wood-burning fireplace and dining area with sliders to a spacious deck—perfect for entertaining or relaxing outdoors. Just a few steps up, the primary suite offers a private retreat with en-suite bath, alongside two additional bedrooms and a full hall bath. A bright lower-level family room and basement with laundry provide added flexibility and convenience. Enjoy your own private oasis with lush, park-like grounds filled with mature plantings, flowering trees, and seasonal blooms. Ideally located close to Rye’s beaches, parks, train, and vibrant downtown—this home offers the perfect blend of comfort, lifestyle, and location.

45 Parkway Drive, Rye
22 Brookdale Place, Rye
$1,800,000
4 Beds ⋅ 3 Baths ⋅ 979133 MLS
This Colonial-style home seamlessly blends timeless architecture with contemporary touches, making it a standout property. 22 Brookdale Place is ideally situated in the heart of Rye, offering convenient access to schools, shops, restaurants, parks, the beach, train station, and major highways. With four bedrooms and two and one half baths on one of Rye’s most picturesque dead-end streets, this sunny and bright home offers a perfect layout for easy living. The main floor features hardwood floors throughout with a spacious Entry Foyer leading to a sunny, bright Living Room with brick fireplace to a Sunroom/Flex Space/Office, Formal Dining Room leads to the Eat-In Kitchen with Island and backyard access. The 2nd level offers a Primary Bedroom with private balcony, two additional bedrooms and a full hall bath. A 4th bedroom with en-suite bath is located on the 3rd level along with ample storage and skylights. The lower level features finished storage, with a vintage bar, powder room, laundry/utility room with new Speed Queen Washer/Dryer (2026) and new Water Heater (2024). The level backyard showcases mature plantings and a patio perfect for entertaining. A 3-Car, 700 sf. detached garage with full loft provides plenty of space for cars and storage. Move right into this beautiful home and enjoy all the amenities and attractions Rye has to offer!

22 Brookdale Place, Rye
54 Lindbergh Avenue, Rye
$1,757,000
3 Beds ⋅ 3 Baths ⋅ 986014 MLS
Tastefully renovated, turn-key Colonial offering modern design and located in the heart of Rye. This sun-filled home has been thoughtfully updated throughout, featuring clean lines, high-quality finishes and a layout designed for today’s lifestyle. A welcoming entry leads to bright, well-proportioned living spaces with hardwood flooring and an easy flow for everyday living. The chef-friendly kitchen is a standout, complete with custom cabinetry, center island, quartz counters and premium stainless-steel appliances, opening to the dining and main living areas for a true open-concept feel. The 2nd floor offers a primary bedroom w/stylishly updated ensuite bath with a sleek glass-enclosed shower and modern finishes, 2 add'l bedrooms and a well-appointed hall bath. Additional space for a playroom, home office or gym in the finished walk-out basement with tile floor and laundry room. The exterior is equally appealing, with classic Colonial lines, fresh siding, and a charming front entry. Ideally situated close to Rye’s award-winning schools, parks, beaches, train, and vibrant downtown, this home presents an exceptional opportunity to enjoy turnkey living in a prime location.

54 Lindbergh Avenue, 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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