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162 Kirby Lane, Rye
$3,650,000
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

120 Old Post Road Unit #D106, Rye
$3,115,000
3 Beds ⋅ 4 Baths ⋅ 1022319 MLS
Experience unparalleled luxury at The St. Regis Residences, Rye, an exclusive 55+ condominium community offering legendary St. Regis service and world-class amenities. This rare three-bedroom, three-bath patio residence features a gracious open floor plan with seamless indoor-outdoor living and direct access to a private patio. Elegant finishes include contemporary Italian kitchen and bath cabinetry, stone and quartz countertops, a spa-inspired primary bath with heated floors, Kohler fixtures, a gas fireplace, hardwood and stone tile flooring, oversized windows, Sub-Zero, Wolf, and Bosch appliances, a wine refrigerator, spacious walk-in closet, and a private butler's closet. Residents enjoy exceptional amenities including full-service staff, three club rooms, an indoor pool, fitness center, screening room, golf simulator, and beautifully landscaped grounds with walking paths, water features, outdoor fire pits, and flowering gardens. Experience the ultimate in luxury, comfort, and convenience in one of Rye's most prestigious residential communities.

120 Old Post Road Unit #D106, Rye

2 Peck Avenue Unit #27 A, Rye
$305,000
1 Beds ⋅ 1 Baths ⋅ 979896 MLS
Welcome to this beautifully updated 1-bedroom garden-style co-op in the highly desirable Rye Colony community. Ideally located just moments from the train and vibrant downtown Rye, this home offers the perfect blend of convenience and tranquility. Step inside to find a thoughtfully renovated kitchen and bathroom, complemented by gleaming hardwood floors and freshly painted throughout. The layout is both functional and inviting, filled with natural light and designed for comfortable living. One of the standout features is the private outdoor space—enjoy your own deck just off the rear door, perfect for morning coffee or relaxing evenings or savor the fresh air in the front courtyard. Surrounded by lush, well-maintained green space, Rye Colony provides a peaceful, park-like setting. Additionally, the monthly maintenance covers most expenses; gas, heat, hot water, electric and taxes. It is a perfect opportunity to own a move-in ready unit in a prime location close to shops, dining, and transportation—don’t miss this Rye City value! Board Application and Approval is required.

2 Peck Avenue Unit #27 A, Rye

444 Milton Road, Rye
$1,700,444
3 Beds ⋅ 3 Baths ⋅ 1023299 MLS
Beautifully renovated and thoughtfully reimagined, this move-in ready 3-bedroom, 2.5-bath home blends timeless design with modern functionality in one of Rye's most desirable locations. Just moments from Rye Town Park & Beach, downtown dining and shopping, Metro-North, and Rye schools, this property offers convenient access to waterfront recreation and effortless commuting. From the moment you arrive, you'll appreciate the home's inviting curb appeal, newly expanded driveway with parking for up to four vehicles, and a newly installed fence enclosing the backyard. Inside, abundant natural light showcases quality craftsmanship and carefully selected finishes. The extensive renovation includes a refurbished slate roof, updated electrical and plumbing, new casement windows, recessed lighting, all new interior doors and trim, fresh paint, built-in speakers and an energy-efficient multi-zone ductless heating and cooling system. The home also features a Generac Home generator and Tesla EV charger. The kitchen serves as the centerpiece of the home, boasting custom cabinetry, elegant quartzite countertops, and premium Viking and Miele appliances. A newly added powder room enhances the main level, while the thoughtfully designed floor plan offers comfortable everyday living and seamless entertaining. The primary suite provides a private retreat with two oversized closets and a beautifully appointed en suite bathroom featuring a double vanity, walk-in shower, and radiant heated floors. The additional full bathroom has also been tastefully renovated with high-end finishes. The spacious heated basement provides valuable bonus space with endless possibilities for storage, a home gym, hobbies, or future customization. Additionally, a separate greenhouse offers unique flexibility as a gardening retreat, private studio, or workspace. Combining quality renovations, timeless finishes, and a highly sought-after location near Rye's waterfront, parks, schools, and transit, this turnkey home offers an exceptional opportunity to enjoy coastal living with modern comfort.

444 Milton Road, Rye

4 Cornell Place, Rye
$1,550,000
3 Beds ⋅ 3 Baths ⋅ 1013648 MLS
Nestled just moments from Rye Town Park and Beach, this impeccably curated 3-bedroom, 2.5-bathroom townhome offers a rare opportunity to embrace a sophisticated coastal lifestyle. Showcased in renowned design publications including House Beautiful, this designer-owned residence has been thoughtfully reimagined with exceptional attention to detail, featuring exquisite millwork, crown moldings, custom built-ins, designer wall coverings, bespoke cabinetry, and beautifully renovated bathrooms that blend timeless elegance with modern comfort. The only 3-bedroom residence currently available at Cornell Place, this exceptional home also includes a private garage, in-unit laundry, and abundant crawl-space storage. A sun-drenched corner deck extends the living space outdoors, providing the perfect setting for al fresco dining, morning coffee, or unwinding at the end of the day. Combining refined interiors with an unbeatable location, this coastal retreat offers a rare blend of charm, convenience, and effortless living. Do not miss the opportunity to make this extraordinary home your own.

4 Cornell Place, 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

32 Lynden Street, Rye
$3,950,000
5 Beds ⋅ 5 Baths ⋅ 1022697 MLS
A rare opportunity to own one of Rye's most treasured historic homes, masterfully restored to honor its architectural heritage while embracing fresh modern living. Welcome to this private corner sanctuary with a magnificent wraparound porch set amidst spectacular English country gardens. To live in this cherished tree-lined hamlet is to wake each day to quiet birdsong, a world away from it all, yet just a stroll to schools, the beach, park, town and train. A recognized landmark home, every inch of this iconic 1908 Foursquare has been meticulously preserved to the highest standard. Beautifully laid out over three floors plus a lower-level, you’ll find exquisite refurbished Fir floors, custom-crafted wooden Lepage picture windows, original detailed solid wood doors and millwork. Elegant French doors open to the wraparound porch and patio, inviting you to entertain outside in every season. Graciously proportioned rooms are connected for effortless living, while original pocket doors offer privacy when desired - from the Great Room with sunlit breakfast area into the chef’s kitchen, and the formal living room into the Old Parlor or dining room. This home truly has it all, 5 glorious bedrooms including the primary with spa-like ensuite, 3 additional full baths and 2 powder rooms, an outfitted mudroom leading out to the custom-designed 2-car garage, a fabulous office or au-pair suite and lower-level storage and home gym. 32 Lynden is unlike any other and will be cherished for generations to come!

32 Lynden 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

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

1 Peck Avenue Unit #18A, Rye
$317,000
1 Beds ⋅ 1 Baths ⋅ 1015114 MLS
Welcome home to this beautifully renovated garden-style co-op in the highly sought-after Rye Colony community. Bathed in natural light, this move-in-ready residence offers a freshly painted interior, gleaming hardwood floors, and stylish updates throughout. The stunning renovated kitchen is a chef's delight, featuring a premium Wolf gas range, Bosch dishwasher, and high end finishes throughout. The beautifully updated bath has been thoughtfully designed with today's buyer in mind, blending functionality and timeless appeal. The generously sized bedroom, accented by crown moldings, easily accommodates a king-sized bed and additional furnishings, providing both comfort and flexibility. A rare and highly desirable feature, the private deck directly off the kitchen creates the perfect setting for morning coffee, outdoor dining, or simply unwinding in your own peaceful outdoor retreat. Framed by beautiful rose bushes that bloom annually, this charming outdoor space offers seasonal color, fragrance, and a truly special garden setting. This turnkey home is just moments from Metro-North and vibrant downtown Rye, offering convenient access to shops, restaurants, parks, and everything this charming city has to offer. Combining exceptional updates, outdoor space, and an unbeatable location, this is a rare opportunity not to be missed. AO CTS

1 Peck Avenue Unit #18A, Rye

8 Boxwood Lane, Rye
$5,850,000
5 Beds ⋅ 7 Baths ⋅ 1008639 MLS
Unparalleled and unforgettable! This exquisitely designed and manicured 1.36 acre estate is nestled on a private lane high atop the 10th hole of Rye’s prestigious Apawamis Golf Club. With breathtaking panoramic views, this Georgian masterpiece showcases a glorious pool, tennis/sport court, multiple terraces, rolling lawns, impressive stone walls, and masterfully designed gardens. Every luxurious inch, inside and out, has been meticulously renovated and maintained. This extraordinary home is as comfortable for casual living as it is impressive for grand scale entertaining. The Calacatta marble chef’s kitchen is the heart of this home, opening to both the family room and living room. The large family room with a wood-burning fireplace and walls of windows, has French doors to access the pool below, while the grand front to back living room features an antique mantle on the gas fireplace, opening to the rear terrace. The elegant dining room is an entertainer’s dream and is serviced by the fully-equipped adjacent butler’s pantry. A second smaller kitchen off the mudroom is perfect for caterers or arranging the beautiful blooms cut from the gardens all summer long. A cherry paneled library with a gas fireplace and a beautiful home office complete the first floor. The spectacular primary suite is a serene escape that includes a mahogany paneled sitting room, dressing gallery with custom cabinetry, large bedroom with soaring ceiling and stunning views, swoon-worthy bathroom with marble judge’s paneling, and a private rooftop terrace overlooking the pool and the golf course. The additional 4 bedrooms and 3 marble baths on the second level are perfection. The lower level offers an entertainment zone for all ages. French doors open directly to the pool and provide access to the full bathroom, a bar, and game room that is open to the TV room with fireplace. A gym and abundant storage complete the space. The curb appeal is also accentuated by the circular Belgian block driveway, gravel motor court, and 2-car attached side entry garage, just moments to both Rye and Harrison.

8 Boxwood Lane, Rye

56 Locust Avenue Unit #B, Rye
$2,975,000
3 Beds ⋅ 4 Baths ⋅ 1022622 MLS
Step off your private elevator into this newly constructed luxury condominium situated just steps from downtown Rye. Built with the highest level of craftsmanship and attention to detail by esteemed local developer Landmark Construction, this gorgeous home with sun filled rooms and 12 foot vaulted ceilings is what you've been waiting for. To the right of your foyer is an open floor plan featuring a custom JWH kitchen and butler pantry with Subzero and Wolf Appliances that flows seamlessly into your living area with gas fireplace and dining area with sliders to a balcony. This side of the home is complete with a small office. Down the other hallway are 2 bedrooms each with sliders to private balconies and en-suite bathrooms with radiant heat floors. The Primary suite includes 2 WICs, a spa bath with soaking tub and radiant heat flooring and a primary bedroom with a 12 foot vaulted ceiling and sliders onto a balcony where you can sit back and relax looking at the beautifully landscaped back yard.

56 Locust Avenue Unit #B, Rye

3 Peck Avenue Unit #311B, Rye
$425,000
2 Beds ⋅ 1 Baths ⋅ 1010335 MLS
Step into this sun-filled duplex featuring two bedrooms and one bath, where comfort meets everyday convenience. Inside, you’ll find living and dining areas perfect for relaxing or entertaining, a practical kitchen design, nicely sized bedrooms that offer both comfort and flexibility for your needs, and a beautiful deck outside the back door. The layout enhances privacy while giving the entire space an open, airy feel. Ideally situated close to town, the train, beautiful beaches, and a variety of restaurants, this location makes daily life effortless. Whether you’re commuting, spending time by the shore, or enjoying local dining spots, everything is within easy reach. This cheerful and conveniently located duplex is ready to welcome you home!

3 Peck Avenue Unit #311B, Rye

3 Lakeside Drive, Rye
$2,550,000
5 Beds ⋅ 5 Baths ⋅ 977718 MLS
Location, Location, Location ! Discover a lifestyle of modern luxury and convenience in Flagler Estates, one of Westchester's most coveted neighborhoods! 3 Lakeside Drive is an exquisite 5,400+ sq. ft. contemporary that brings resort-style living to your busy daily life. Set high up on 1.18 private, park-like acres in coveted Rye P.O., this sun-drenched architectural masterpiece enjoys 450 feet of serene lake frontage, offering a home built for not only modern everyday convenience but also much needed relaxation & reflection. Effortlessly elegant, 3 Lakeside features a beautifully updated 2024 chef’s kitchen, a quiet library with a soaring stone fireplace, formal living and dining rooms, and a luxurious primary suite that opens to a private waterside deck, 4+ additional bedrooms, a media room/exercise room, family/recreation room and multiple outdoor decks and patios overlooking the lake, perfect for entertaining or simply breathing in the natural beauty of the grounds. Ideally located just minutes from the Westchester Country Club, Harrison Meadows and all the premier dining, shopping, and Sound Shore recreation amenities & beach clubs of Rye, Harrison, and Greenwich, this property also offers a seamless 35-minute commute to NYC and easy access to Westchester County Airport. A rare opportunity to own a unique, modern, light and airy "Country Home" retreat in one of Westchester’s most sought-after locations!

3 Lakeside Drive, Rye

21 Loder Street, Rye
$4,250,000
6 Beds ⋅ 5 Baths ⋅ 1027898 MLS
A rare offering in the heart of Rye in sought after Beaumont Park~ perfectly positioned in one of Rye's most coveted "in-town" neighborhoods, this exceptional 6 Bedroom, 4.1 bath colonial offers GENEROUS everyday living space on both the first and second floors with high ceilings; offering a rare three car garage. This proud Center Hall Colonial offers an uncommon combination of refined elegance, generous scale, and peaceful privacy. Just steps from downtown Rye, top rated schools, parks, restaurants, and the train, the home enjoys a premier location while feeling like a secluded retreat, surrounded by mature trees and lush landscaping defined by stone walls and patios, and last but not least, established hydrangeas ~ a slice of Nantucket in your very own backyard :). Features a coveted first floor study and a first floor en-suite bedroom which provides ideal accommodations for a guest, multigenerational living, au pair, or an additional home office. Options galore! This home combines timeless architecture and exceptional craftsmanship~ from its stone patios, inviting circular driveway, to it's lead coated copper gutters and so much more. Pure sunset bliss from your own backyard :))

21 Loder Street, Rye

83 Orchard Avenue, Rye
$3,395,000
5 Beds ⋅ 6 Baths ⋅ 1005192 MLS
Situated in the heart of downtown Rye, this sophisticated townhouse offers an unparalleled blend of modern luxury and village convenience. The residence features five spacious bedrooms and an expansive open floor plan designed for both formal entertaining and comfortable daily living.Exquisite craftsmanship is evident throughout, highlighted by intricate custom molding and millwork, elegant herringbone-patterned hardwood floors, and high ceilings. The gourmet chef’s kitchen serves as the home's centerpiece, transitioning seamlessly into the primary living areas. A dedicated office space provides a quiet, refined retreat.The property’s exterior amenities are equally impressive, including a rare private yard with large deck, front porch, and an attached two-car garage. Positioned just steps from Rye’s premier shopping, fine dining, the Metro-North station, and local schools, this home represents a premier opportunity for discerning buyers seeking a turnkey lifestyle in a prime Westchester location.

83 Orchard Avenue, Rye

394 PARK Avenue, Rye
$3,650,000
5 Beds ⋅ 4 Baths ⋅ 1020710 MLS
PARADISE ON PARK AVENUE Introducing a spectacular home on Rye City’s prestigious Park Avenue! Hidden at the end of a long tree-lined driveway on .43 private acres, this beautifully renovated Colonial offers exceptional privacy and timeless elegance. Originally built in 1967 and extensively reimagined under the direction of renowned local architect Paul Shainberg, every detail reflects exceptional craftsmanship and high-end finishes. Beyond the picture-perfect front porch lies 3,793 sq ft of light-filled living space with walls of windows, fresh white oak floors and a seamless floor plan. At the heart of the home is a designer kitchen featuring premium Miele appliances, opening to a family room and California-inspired deck with built-in grill overlooking a tranquil backyard—perfect for outdoor dining and effortless entertaining. The inviting layout includes a gracious living room with one of two fireplaces, elegant dining room, welcoming foyer, mudroom and heated two-car garage with new epoxy floor. Upstairs are five spacious bedrooms including a luxurious primary suite with walk-in closet, two fitted closets and a spa-like quartz bath with radiant heated floors. Two additional bedrooms share a hall bath, while two share a Jack-and-Jill bath. A bright office with built-ins and upstairs laundry complete the second floor. The lower level provides abundant storage. Additional amenities include Sonos, EV charger and irrigation system. Close to Harrison Metro-North for an express commute to Manhattan, Rye Golf Club, Marshlands Conservancy and Osborn Elementary. Move right in!

394 PARK Avenue, Rye

26 Davis Avenue, Rye
$2,550,000
3 Beds ⋅ 3 Baths ⋅ 1021811 MLS
Picture perfect, cream puff, turnkey Colonial. Move in before the start of school. This recently updated home is set on .34 of an acre on one of Rye's most beloved streets. The home offers an exceptional walk-to-all location, classic architecture, contemporary comfort and a wonderful sense of community. Lovingly maintained and thoughtfully updated, this 3+ bedroom home is move-in ready with opportunities to expand over time. The home showcases newly renovated honed Thassos marble bathrooms with premium fixtures, new hardwood flooring, and custom millwork. The large, private backyard is beautifully landscaped with seasonal flowers, mature trees and features a tree swing. The western sunset views make this home even more special. At the heart of the home, the open kitchen features custom white cabinetry, stainless steel appliances, a Viking six burner range, GE Profile wall oven, microwave, two sinks, a pantry, new hardwood flooring, and opens to the family room with sliding doors to a spacious deck, updated full bath and mudroom. Designed for modern living, the open-concept kitchen and family room flow effortlessly to the oversized deck, creating the perfect setting for indoor-outdoor living, entertaining, and everyday life. Whether hosting large gatherings, summer dinners, or intimate evenings with friends, the expansive deck and adjoining backyard provide an exceptional entertaining experience. The home also offers the convenience of dual laundry stations. Upstairs, the primary suite features 12-foot ceilings, abundant natural light, new hardwood floors, sweeping backyard views, and a freshly renovated ensuite marble bath (2026) with a skylight. Two generously sized secondary bedrooms, a beautifully renovated hall bath (2026), and a flexible study/playroom complete the second floor with all new hardwood flooring. Don't miss bonus space/storage in the walk-up third floor. New furnace 2026. One-car detached garage. Drive by on a weekend afternoon and you'll often find neighbors gathering outside as the street comes alive with people out walking, biking, and playing. From here, you can walk to downtown Rye, Metro-North, highly rated Midland Elementary, Rye Middle and High School, Rye Recreation with tennis, pickleball, skating, summer camps, concerts, and food trucks, the Rye Arts Center, Rye Nature Center and more - all within approximately half a mile. Enjoy Rye Golf Club, private clubs, beaches, the marina, and year-round community events. Rye Town Park and the beach are just one mile away. Combining location, lifestyle, privacy, luxury finishes, and expansion flexibility, this beautifully updated home represents a rare opportunity to own one of Rye's most desirable in-town properties. Property taxes under $20k per year.

26 Davis 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

14 Ridgeland Terrace, Rye
$1,395,000
4 Beds ⋅ 2 Baths ⋅ 1005480 MLS
Best Value in Rye! Priced at just $786 per square foot and offering a $10,000 closing cost credit. Sun-drenched mornings, evening strolls to the Sound, and a completely renovated home waiting to welcome you — this is Rye living at its finest. Tucked on a private street in the coveted beachside pocket of the city, this beautifully updated 4-bedroom, 2-bath residence blends modern finishes with the warmth and character that make a house feel instantly like home. The heart of the home is a sleek new eat-in kitchen featuring granite countertops, porcelain tile floors, and stainless steel appliances, bathed in natural light through a triple fixed window. It opens seamlessly to an expansive living room with a wood-burning fireplace and bay window — a space designed for both lively entertaining and quiet evenings in. Three bedrooms and a beautifully appointed bath complete the main level. Downstairs, a cozy family room with wood-accented walls and ceiling invites relaxation, alongside an oversized fourth bedroom, a new bath with double vanity and walk-in shower, laundry room with washer/dryer hookup, and a flexible office or fitness space. Outside, a paver patio and lush landscaping create a serene, private retreat. The detached garage offers epoxy floors, storage, EV charging, and space for a garden-view office — a genuinely rare find. New roof, gutters, hardwood floors, solid hardwood doors, updated electrical, and fresh finishes throughout mean the work is already done. There is also about 1000 sq ft of attic space (mostly stand up) for your storage needs. Close to Rye’s award-winning schools, the train, dining, Rye Town Park, Playland, boardwalk and beaches.

14 Ridgeland Terrace, 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

30 Pondview Road Unit #K, Rye
$587,500
2 Beds ⋅ 1 Baths ⋅ 1024047 MLS
Discover the perfect combination of charm, convenience, and opportunity in this two-story townhouse in Rye. Offering the character of a classic home with the low-maintenance lifestyle of a condominium, this residence features a private fenced yard, dedicated garage, and a floor plan that lives like a single-family home. Just 14 units and located less than a mile from downtown Rye and the Metro-North train station, you'll enjoy easy access to restaurants, shopping, and everyday conveniences. As a Rye resident, you'll have access to the city's sought-after amenities, including parks, beaches, golf, pool, recreation programs, and more. Ready for your personal updates, this home presents an exceptional opportunity to add value while creating a space that reflects your style. Whether you're looking for a full-time residence, a low-maintenance lifestyle, or a home in one of Westchester's most desirable communities, this property offers location, charm, outdoor space, and endless potential.

30 Pondview Road Unit #K, Rye

8 Goldwin Street, Rye
$1,240,000
3 Beds ⋅ 3 Baths ⋅ 961517 MLS
Beautifully renovated and ideally located, 8 Goldwin Street offers easy living in the heart of Rye. The first floor features a formal living room and an updated eat-in kitchen with island, pantry, vaulted ceilings, and abundant natural light, with direct access to the backyard. The kitchen opens seamlessly to the family room, creating an ideal layout for everyday living and entertaining. Also on the main level are a powder room and a first-floor primary bedroom with an oversized closet and en-suite bath. The second floor includes two additional oversized bedrooms, a full hall bathroom with tub, and a laundry room with additional storage. The exceptionally large and private backyard offers wonderful outdoor space for entertaining, recreation, gardening, or simply relaxing. Ideally situated close to schools, Rye Recreation, downtown Rye, Metro North, shops, restaurants, fitness studios, the library, and more, this home offers convenient access to all that Rye has to offer, including Rye Town Park and Beach, nature preserves, and waterfront dining. Conveniently located just 25 miles north of Manhattan.

8 Goldwin Street, Rye

2 Cowles Avenue, Rye
$3,525,013
4 Beds ⋅ 3 Baths ⋅ 954136 MLS
Set on a quiet street just moments from schools, parks, downtown, and the beach, 2 Cowles Avenue offers the perfect blend of location, character, and move-in-ready comfort. Rich architectural details and thick moldings throughout create a timeless elegance, while an open floor plan and a dramatic cathedral ceiling in the foyer welcome you with light and space. The home is filled with natural light and designed for both everyday living and entertaining. The updated kitchen features Sub-Zero and Wolf appliances and flows seamlessly into a cozy dining room with fireplace. A spacious first-floor living room with custom built-ins overlooks the patio and outdoor kitchen with built-in BBQ—ideal for indoor-outdoor living. A first-floor office provides flexible work-from-home or bonus space. Upstairs, four well-proportioned bedrooms include a serene primary suite with an ensuite bath. An additional spacious full bath and the potential for a second laundry area or additional bathroom add convenience. The lower level offers additional bonus recreational space. A fully fenced, expansive backyard completes the offering. Nothing to do but move in and enjoy.

2 Cowles Avenue, Rye

4 Martin Road, Rye
$5,250,000
5 Beds ⋅ 4 Baths ⋅ 994250 MLS
Nestled on .56 private acres on one of Rye’s most coveted cul-de-sacs off Forest Avenue, this exceptional property offers the perfect blend of timeless charm, privacy, and an unbeatable walk-to-town, beach, and school location. Meticulously maintained, the home features beautifully manicured grounds and a new expansive bluestone terrace designed for effortless indoor-outdoor living and entertaining. This 5-bedroom home offers exceptional flexibility with multiple first-floor living spaces including a gracious living room with fireplace, built-ins, adjoining study, and bar area with direct access to the terrace. The inviting family room with built-ins opens seamlessly to the stunning new JWH kitchen, thoughtfully designed with both style and functionality in mind. Additional spaces include a flexible office/playroom, mudroom, oversized recreation room and new JWH baths. Filled with natural light throughout, the home also features a sumptuous primary suite with space for a sitting area or private retreat. A rare offering not to be missed.

4 Martin Road, Rye

81 Wappanocca Avenue, Rye
$3,175,000
4 Beds ⋅ 4 Baths ⋅ 991805 MLS
Providing exceptional privacy on a quiet street while being a short distance to town, this fully updated home lives better than new construction. This custom Georgio Home build is set on .25 acres with over 4,700+ square feet of thoughtfully designed living space and top-tier finishes throughout. A dramatic two-story foyer sets the tone, leading into sun-drenched living areas with 9-foot ceilings on the main and upper levels, five-inch select oak hardwood flooring, and custom millwork. The family room is the heart of the home, featuring custom built-ins, a gas fireplace, and sliding glass doors that open to a 689 sq ft deck with 223 sq ft of covered dining space—perfect for entertaining year-round. Below, a 702 sq ft covered stone patio expands your outdoor living potential even further. The gourmet kitchen is a dream for chefs and entertainers alike, outfitted with marble countertops, custom cabinetry, a Wolf range with six burners, griddle, and double ovens, Subzero refrigerator, freezer, wine fridge, and beverage fridge, a built-in Miele coffee maker, two Bosch dishwashers, walk-in pantry, and a butler’s pantry with wet bar. A custom built-in desk area adds daily function without sacrificing style. Upstairs, the luxurious primary suite is a true retreat with vaulted ceilings, a gas fireplace, two spacious walk-in closets, and a spa-like marble bathroom featuring a freestanding soaking tub, double vanity, oversized shower, and private water closet. Additional conveniences include a second-floor laundry room, central vacuum system, and Sonos speakers throughout the home and exterior. The finished, walk-out lower level offers 978 sq ft of grade-level space with flexible use, perfect for an office, a gym, or playroom/recreation room. The two-car garage includes a split heating and cooling system, and direct access to a designated mudroom space. Perfectly located walking distance to the train and downtown Rye, this turn-key home blends timeless elegance with modern luxury and is ready to welcome its next owners.

81 Wappanocca Avenue, 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

30 Wainwright Street, Rye
$3,500,000
4 Beds ⋅ 5 Baths ⋅ 979249 MLS
Live a stroll away from the beach, park and schools in this seriously stylish Colonial home, fully renovated in 2014! Welcome to 30 Wainwright offering laid-back luxury on a quiet tree-lined street in one of Rye’s most beloved beachside hamlets. Step past the postcard-pretty wraparound front porch and into a breathtaking open layout bathed in natural light. At the heart is a Great Room that beckons entertaining! It boasts a gourmet kitchen with a sleek center island that opens to a fabulous deck for alfresco dining, an adjoining family room that is pure sink-in comfort and a breakfast space that welcomes long weekend brunches. Every inch is awash in fresh neutral hues, hardwood floors and exquisite millwork, from the chic living room with fireplace, to the glamorous dining room with wainscoting. Enjoy the convenience of a custom-crafted mudroom with a side door to the driveway and access to the heated 2-car garage, plus a 1 st -floor powder room. Upstairs, the primary suite is blissful, with 2 walk-in closets, and a spa-like ensuite with radiant heated floors. Plus, there are 3 additional bedrooms, 2 full hall baths, laundry and a great bonus room. The lower-level offers even more space, with a wonderful recreation room that opens to the patio and level backyard, a full bathroom, and ample storage! Move right in!

30 Wainwright Street, 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

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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