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13 Kirby Lane, Rye
$10,000,000
6 Beds ⋅ 6 Baths ⋅ 912941 MLS
Welcome to 13 Kirby Lane, one of Rye’s most admired and iconic waterfront estates. Situated on 2.36 private acres with nearly 300 feet of water frontage, this historic property combines timeless elegance with an unmatched coastal lifestyle. The main residence, a stately manor recognized by the Rye Historical Society, offers grand-scale living with soaring ceilings, five fireplaces, and panoramic water views from almost every room. Built in 1870, original architectural details are beautifully preserved and thoughtfully paired with modern updates, creating a seamless blend of old and new. A charming guest cottage above the 2 car garage provides additional living space or private quarters for visitors. Perched high above the coastline, enjoy endless outdoor spaces designed to capture the beauty of the waterfront from every angle- expansive terraces, multi-level entertaining areas, rolling lawns, a sparkling in-ground pool, and your own private dock for kayaking or boating on the Sound. Whether dining al fresco, relaxing by the water, or entertaining guests, this home offers an unparalleled setting for year-round enjoyment.

13 Kirby Lane, Rye
12 Island Drive, Rye
$9,750,000
5 Beds ⋅ 8 Baths ⋅ H6274755 MLS
It does not get better than this! Start your mornings and end your days with dramatic sunrises and colorful sunsets at one of Rye's most coveted waterfront sanctuaries. Custom built in 2004 by the current owner, this handsome 8000 sq. ft. stone and slate home was thoughtfully designed and situated to take advantage of the 240 feet of direct LI Sound frontage to the east as well as Tide Mill Harbor views out front, providing breathtaking panoramic water views from virtually every room. Perched gracefully above the LI Sound, this home provides the epitome of entertaining indoors and out. Enjoy the glistening pool and spa, watch the boats go by as you dine with friends and family on the multi-tiered flagstone terrace, or catch a game on TV with the cozy outdoor fireplace blazing. Have your own touch football game on the expansive level lawn, launch your paddle board from the back yard or relax and enjoy the ever changing magnificent skyscapes -- the possibilities are endless. This home is one of 39 estates located in the gated, prestigious North Manursing Island community in which residents ride bikes on the private streets, launch boats on the LI Sound from the community marina, or head to the sandy private association beach. All this yet still so close to beach clubs, public and private schools, downtown Rye's shops and restaurants and Metro North. You can have it all at 12 Island Drive where luxury coastal living awaits! Additional Information: Amenities:Steam Shower,HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Attached,

12 Island Drive, Rye
73 Park Drive S, Rye
$7,200,000
6 Beds ⋅ 8 Baths ⋅ 907543 MLS
Iconic and admired Westchester Country Club gem on prime double lot with breathtaking views of golf course and main clubhouse. Entire house lovingly and meticulously renovated inside and out to the highest caliber of quality, design and finish. Every imaginable living and entertaining option available, plus ample private guest and work spaces throughout. Unmatched outdoor oasis includes elegant dining terrace with built in BBQ, outdoor fireplace and adjoining reception lawn, large private pool leading to competitive sport sized level lawn -- all with incomparable private views of Westchester Country Club. Further exterior enhancements include professionally designed outdoor gardens, majestic balconies and architectural details, stone walking paths and grand pebble courtyard. A true residential masterpiece in the most treasured location incomparable in every respect and rarely available on the open market.

73 Park Drive S, Rye
4 Commodore Avenue, Rye
$7,075,000
7 Beds ⋅ 9 Baths ⋅ 874011 MLS
Rare Opportunity to Own a Move In Ready, Completely Renovated, Storybook Estate of Enduring Elegance and Modern Luxury. Set on 2.08 manicured acres within the exclusive grounds of the Westchester Country Club, this exquisitely restored stone manor offers over 9,300 square feet of refined living space—seamlessly blending timeless architectural details with today’s most desirable amenities, including 7 car garage/golf simulator room. Privately sited on a quiet, tree-lined street in the coveted Rye Post Office area of Harrison, this estate is a true sanctuary—ideally located just minutes from top-rated schools, fine dining, shopping, and adjacent to world-class golf, with a convenient 40-minute commute to Manhattan. Originally reimagined by the acclaimed Grasso Development Corp., the 7-bedroom, 8.1-bath residence exudes both old world romance and modern sophistication. The formal living room showcases leaded-glass window and doors, an original fireplace with hand-hewn millwork, and elegant proportions throughout. A chef’s kitchen, outfitted with top-of-the-line appliances, two dishwashers, a Carrara marble island, and a sizable butler’s pantry, opens to an expansive, sun-drenched family room featuring a coffered ceiling and custom built-ins—perfect for casual living and effortless entertaining. Designed with versatility and lifestyle in mind, the home includes a richly appointed den, a private office, a guest suite, and a series of terraces that provide a seamless indoor-outdoor flow. The serene primary suite is a true retreat, featuring a vaulted ceiling, striking gas fireplace, original leaded-glass doors, custom closets with built-in shelving and drawers, a spa-like bath with radiant-heated floors, steam shower, and a tranquil sleeping porch overlooking the magnificent grounds with views of the Westchester Country Club’s South Course. The entire walkout finished lower level boasts radiant-heated floors and includes a custom-built 1,500-bottle wine cellar, full bath, and flexible space ideal for wellness, recreation, or entertaining. Car enthusiasts and leisure seekers alike will appreciate the home’s iconic porte-cochere as well as, the rare 7-car garage configuration: a temperature-controlled 3-car auxiliary garage with a fully outfitted golf simulator, plus four additional heated garage bays. Curated finishes, Marvin Windows and Doors, elevator-ready shaft present on each floor, currently configured as additional storage closets and energy-efficient upgrades round out this extraordinary offering. For those who value architectural integrity, refined craftsmanship, and a peaceful lifestyle in one of Westchester’s most prestigious communities, this estate is truly unmatched.

4 Commodore Avenue, Rye
17 Boxwood Lane, Rye
$6,505,000
5 Beds ⋅ 7 Baths ⋅ 950570 MLS
This classic white brick Georgian Colonial is the epitome of timeless elegance and modern luxury. It is more than a home—it’s an invitation to experience life at its finest. Commandingly situated at the end of a private lane and cul-de-sac in Rye, New York, this custom-built estate spans over two acres of meticulously landscaped grounds, offering breathtaking views of not one, but two golf courses—the 10th holes of both The Apawamis Club and Harrison Meadows—and the magnificent Westchester Country Club clubhouse in the distance. From the moment you arrive, you’ll feel the sense of exclusivity and tranquility that defines this extraordinary residence and retreat. A true sanctuary of sophistication, this home seamlessly blends comfort, grandeur, and an entertainer’s dream setting. Every detail of this home has been curated to perfection, with custom designer finishes that set a new standard for refinement. The light-filled living room, which is anchored by the fireplace and double French doors, opens gracefully to a covered porch overlooking the beautiful gunite pool with quartz light blue finish added in 2021—a perfect retreat for lounging or hosting unforgettable gatherings. The kitchen is designed for both culinary artistry and family connection. It features two center islands, top-of-the-line appliances, custom built-ins, an adjacent family room with a fireplace and a bright eat-in area surrounded by French doors, and all crowned by magnificent terrace and golf course views. The formal dining room, also with French doors, extends the entertaining space to the blue stone terrace with a built-in kitchen, making it ideal for al fresco dining against a backdrop of breathtaking panoramic views—the ideal spot for al fresco dining or watching July 4th fireworks light up the sky. Your guests will not believe how amazing the fireworks show is from the comfort of your home on the terrace or poolside. The richly paneled library, complete with a wet bar, offers the perfect sanctuary for work or relaxation. Upstairs the five bedrooms are ensuite, offering privacy and luxury at every turn. There are several possibilities for a sixth or seventh bedroom if needed. The newly reimagined primary suite is a true showstopper, a sanctuary unto itself featuring dual walk-in closets, a sitting area, coffee bar and a marble primary bath with radiant heated floors, a spa-like retreat that redefines indulgence. A separate wing offers two spacious ensuite bedrooms with a lounge and a convenient back staircase leading from the first floor media/game room ensuring ample space for family or guests. A third floor adds even more flexibility for your unique needs. Beyond the interiors, the property invites endless possibilities for recreation and relaxation. The third bay of the three-car attached garage is used as a gym and you are just minutes from your tee time. All this is a short walk to downtown Rye and just a 38-minute train ride to NYC—complete this extraordinary offering. This home isn’t just a residence; it’s a lifestyle. From the luxurious finishes to the idyllic setting, every element has been designed to create an unparalleled living experience designed for pure enjoyment. It must be seen to be truly appreciated. There is an additional one acre property (16 Boxwood Lane) adjacent to this 2.14 acre property available for purchase for $1,995,000 which affords you even more privacy.

17 Boxwood Lane, Rye
44 Grace Church Street, Rye
$6,495,000
8 Beds ⋅ 7 Baths ⋅ H6301140 MLS
Iconic Rye home originally built in 1853 and totally rebuilt in 2009 by renowned alumni architect from the Shope Reno Wharton architecture firm and LOPARCO development which together has infused old world flow and charm with all of todays sought after amenities. The main home encompasses over 8200 sq ft, set on a parklike 1.95 acres with an additional gracious guest cottage, rarely seen in Rye. This magnificent 7 bedroom, 4.2 bath colonial and complete 1 bedroom, full bath, kitchen and great room guest home creates estate like living that is a walk to town, train and all schools makes this a complete anomaly. This home's many attributes include seven fireplaces, four living and entertaining levels, mahogany deck overlooking the manicured grounds with extremely thoughtful landscaping, flowering tress and plantings throughout all seasons. This is a once in a lifetime home and this opportunity is rarely offered, seize the moment to call 44 Grace Street your home. Additional Information: Amenities:Guest Quarters,Marble Bath,Soaking Tub,Stall Shower,Steam Shower,ParkingFeatures:1 Car Detached,2 Car Detached,

44 Grace Church Street, 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
1 Laurelwood Court, Rye
$5,600,000
7 Beds ⋅ 10 Baths ⋅ 964503 MLS
Gracefully set on an elevated rise overlooking expansive lawns and mature plantings, this magnificent 12,495 sq ft residence blends classical European elegance with modern comfort and perfect scale. Offering 7 beds and 10 baths, the residence offers light-filled living and entertaining space across beautifully landscaped grounds with pool, tennis court, and bluestone terraces. Hydrangeas and blooming magnolia trees provide seasonal color, enhancing the property’s park-like setting. A winding drive leads to a circular arrival court framed by stone pillars, introducing the home’s stately portico and impressive 9-foot antique cherrywood double doors with windows and decorative wrought-iron grilles. Inside, a dramatic double-height foyer with limestone floors and a carved staircase establishes the home’s architectural presence. A wrought-iron balustrade with brass railing and distinctive elliptical windows draw natural light into the space, while the front doors are echoed by matching antique cherrywood and glass doors at the opposite end of the foyer, framing views through to the terrace beyond. The main level unfolds through beautifully proportioned formal rooms where oak hardwood floors, fireplaces, and elegant hardware create a refined atmosphere. The home has been thoughtfully and meticulously updated in the last four years, introducing a calm palette and modern attributes that enhance the home’s sense of light and scale while preserving its architectural character. The expansive chef’s kitchen features an oversized island, new premium appliances, and direct connection to the family room and breakfast area, supported by a generous butler’s pantry. An impressive all-season room with custom Klar fully folding glass doors opens to expansive bluestone terraces and a stone balcony, creating a natural transition between indoor and outdoor entertaining. Also on the main level: a private guest suite with full bath, a spacious home office, a well-appointed powder room, and a mudroom with custom cabinetry. Upstairs, a luxurious primary suite features a reading lounge with large windows and fireplace, hidden office, coffee bar, dual dressing rooms, and a spa bath with steam shower and freestanding soaking tub. Five additional en-suite bedrooms, a built-in reading nook, cedar closet, and full laundry room complete the upper level. The walk-out lower level offers extensive recreation space, including a wine cellar, flexible studio for a home theater or yoga room, play and game areas, and direct access to the patio and pool. An office (possible bedroom) with sitting area, craft room, closet, doors to the outside and large ensuite bath is ideal for an au pair, guests, and a pool cabana bathroom with shower and changing area is conveniently located on this level. Additional features include a four-car attached garage, 7-zone HVAC system, landscape lighting, and thoughtfully designed grounds that enhance the property’s privacy and scale. Conveniently located near premier country clubs, top schools, Westchester County Airport with private aviation facilities, and approximately less than an hour from Manhattan. This is an exceptional estate distinguished by grand proportions, light-filled interiors, and landscaped estate grounds, offering a rare opportunity for refined living.

1 Laurelwood Court, Rye
32 Seville Avenue, Rye
$5,501,000
6 Beds ⋅ 8 Baths ⋅ 938249 MLS
Exceptional Center Hall Colonial on the coveted Westchester Country Club grounds. This 6-bedroom, 7 and a half-bath residence blends suburban scale with a sleek, contemporary aesthetic and sophisticated NYC sensibility. The main level is designed for both entertaining and comfort, featuring a sunken living room with a gas fireplace, an oversized dining room with coffered ceilings and automated drapes, and a gourmet Bulthap kitchen with Gaggenau appliances. A well-appointed Butler’s Pantry with ice maker, four Sub-Zero beverage drawers, and a full-size wine fridge makes entertaining effortless. The kitchen flows seamlessly to a sunlit breakfast nook, a spacious Family Room with a second gas fireplace, and a flexible office/game room, all opening to the rear patio. Practical touches include two staircases, a mudroom, a full bath, and a 3-car heated garage with lift potential. Upstairs, the Primary Bedroom Suite offers a private retreat, complete with a gas fireplace, generous dressing area, expansive walk-in closet, and spa-inspired bath. The second level also features five additional bedrooms, three with ensuite baths, along with a conveniently located laundry room. The third floor embodies the ultimate NYC-style lounge: a fully outfitted custom bar, a large office, a full bath, and a Murphy bed; perfect for entertaining or a private escape. The walk-out lower level adds significant functional space. Outdoors, the expansive backyard and patio feature a dedicated outdoor kitchen, creating a seamless blend of luxury design and livable scale. This residence is a rare combination of cosmopolitan style and an outstanding location known for both privacy and convenience.

32 Seville Avenue, Rye
880 Forest Avenue, Rye
$5,450,000
5 Beds ⋅ 4 Baths ⋅ 955230 MLS
Set on a beautifully landscaped acre in Rye’s Milton Point neighborhood, 880 Forest is a meticulously maintained classic shingle-style residence with timeless curb appeal. Set back from the road, a sweeping driveway leads to the inviting facade, framed by mature trees, stone accents, and lush gardens that create a private setting. The home showcases exceptional craftsmanship and architectural detailing throughout. A gracious entry foyer features rich hardwood floors & finely scaled moldings, immediately setting the tone for the home’s enduring character. Generously proportioned rooms are enhanced by high ceilings, including coffered and beamed treatments, oversized windows, and custom millwork. The main living areas are anchored by fireplaces w/marble surrounds, creating defined yet fluid spaces ideal for both everyday living and entertaining. The kitchen seamlessly blends period-inspired design w/modern functionality, distinguished by beadboard accents, an expansive mahogany island, and a dramatic ceiling w/skylights and exposed beams. A sun-filled breakfast area and adjoining family room open to the rear patio and yard, offering a seamless indoor-outdoor connection. Throughout the 1st level, attention to detail is evident in the paneling, built-ins, stair detailing, and ceiling treatments, resulting in a cohesive and inviting floor plan that balances warmth & refinement. Upstairs the private primary suite is defined by a vaulted ceiling and abundant natural light. The spa-inspired bath features a freestanding soaking tub, oversized glass-enclosed shower, custom cabinetry, and radiant heated floor, complemented by 2 generous walk-in closets. The remainder of the 2nd floor features 4 well-proportioned bedrooms, including one with an ensuite, a well-appointed hall bath, and a dedicated home office or flexible living space. A gallery-style balcony overlooks the family room below, while a charming reading nook adds both function and character to this inviting upper level. Outdoors, expansive patios, beautifully maintained lawns, and serene outdoor living spaces offer exceptional privacy, all just moments from the water, private clubs, downtown Rye, and schools. This remarkable residence delivers modern luxury while honoring its early 20th-century charm in one of Rye’s most desirable settings.

880 Forest Avenue, Rye
25 Hunt Place, Rye
$5,400,000
6 Beds ⋅ 7 Baths ⋅ 918055 MLS
Welcome to 25 Hunt Place, a refined residence in 6661 square feet of luxury living. Constructed in 2022 by LORONO builders this home offers a better than new experience with elegant custom finishes which enhance the thoughtful architectural design. Step into a double height foyer which leads to a formal dining room and a living room with glass doors to an office with custom bookshelves. A gas burning fireplace is a focal point in the generous family room. The kitchen is the heart of the first floor with an oversized island enhanced by a waterfall quartz top. Entertain with ease in the spacious prep area including top of the line appliances and a walk in pantry. The breakfast room is adorned with french doors leading to a granite terrace with covered space and a fireplace. Custom shiplap walls in the mudroom and rear foyer add dimension alongside cubbies, shoe storage and a door the 2 car garage which has a built in storage system and radiant heat. At the top of the main stair is a wrap around upper landing with custom built-ins. The primary suite is a true oasis, complete with vaulted ceiling, spa bath, and two walk in closets. There are two generous bedrooms connected with a shared bath along with two additional ensuite bedrooms. A laundry room and back stair complete the second level. The show stopping basement is where the FUN begins! A Smart Playrooms' designed masterpiece boasting a built-in two story playhouse with custom lighting, homework area, wall murals, climbing wall, foam pit, rope swing, and temperature controlled wine room. The lower level also has a bedroom and full bath and gym. This home is truly next level! AO cont to show 10.11

25 Hunt Place, Rye
1 Martin Butler Court, Rye
$5,350,000
953756 MLS
Welcome to Milton Point—an exceptional opportunity to build in one of the area’s most coveted waterfront enclaves. This rare, level one-acre parcel is privately tucked away on a quiet cul-de-sac, offering serene inlet water views and an ideal setting to create a custom dream home in a truly irreplaceable location. The property includes a deeded deep-water dock with direct access to Long Island Sound—an extraordinary amenity for boating enthusiasts. Just moments from beaches, award-winning schools, the City of Rye, premier shopping and dining, and Metro-North, this is coastal living at its finest.

1 Martin Butler Court, 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
10 Hickory Drive, Rye
$4,925,000
5 Beds ⋅ 7 Baths ⋅ 956492 MLS
Located at the end of a quiet cul-de-sac in Rye’s highly regarded Hix Park neighborhood, this exceptional Colonial delivers space, privacy, and thoughtful design in equal measure. Built by esteemed local builder Lorono and meticulously cared for by its original owner, the home offers a level of quality and comfort that feels both timeless and current. The main level features gracious, light-filled living spaces with a natural flow for everyday living and entertaining, along with a private first-floor suite ideal for guests or extended stays. Upstairs, the primary suite is a true retreat with a spa-inspired bath, complemented by multiple additional bedroom suites—each offering its own sense of space, privacy, and purpose. A discreet home office with a powder room and a walk-up attic provide flexibility for evolving needs. The finished lower level expands the home’s lifestyle appeal with a glass-enclosed studio, expansive recreation space, and a relaxed media area. Outdoors, two well-designed terraces overlook a private, landscaped yard—perfect for both entertaining and quiet moments at home. A beautifully scaled home in one of Rye’s most beloved neighborhoods, offering exceptional livability and long-term value.

10 Hickory Drive, Rye
21 Thorne Place, Rye
$4,695,000
6 Beds ⋅ 6 Baths ⋅ 982255 MLS
Fantastic new home in Rye centrally located close to schools, parks, beaches, and town. This home features an open floor plan including an eat in kitchen with large center island, family room with fireplace and sliding glass doors to a blue stone patio with an outdoor kitchen and private backyard. Living room, dining room, mud room and powder room complete the main level. The second floor has a magnificent primary suite with a vaulted ceiling, 2 walk in closets, primary bath with large steam shower, radiant heat floor, double vanity, and soaking tub. Four additional bedrooms, two en-suite with their own bath, the other two bedrooms share a Jack and Jill bathroom, and a laundry room complete the 2nd floor. The lower level has high ceilings and great open recreational space, includes a bedroom and a full bath. Can be custom finished to include a gym, movie theatre, office or wine cellar. Sleek and transitional features throughout, house will be completed and ready for move in by June.

21 Thorne Place, Rye
680 Milton Road, Rye
$4,595,000
5 Beds ⋅ 5 Baths ⋅ 952841 MLS
Welcome to a rare waterfront opportunity at 680 Milton Road where peaceful coastal living meets smart design in Rye's Milton Point neighborhood. This exquisite light filled residence offers an open-concept floor plan across 4,027 plus square feet, elegantly crafted for modern comfort and style. Prepare to be captivated by the Rye harbor, views of the waterside holes at Rye Golf Club, and dramatic western sunsets setting the tone for a serene lifestyle. The main living area effortlessly flows into a private outdoor space, featuring a patio with automatic awning and a deck perfect for entertaining. Watch the boats sail past from the first floor Primary Suite with vaulted ceilings. This home boasts four additional spacious bedrooms and three and a half luxurious bathrooms, ensuring ample space for guests. There is a dedicated first floor office with large windows and opportunities for a second work from home location on the second and third floors. Finished storage of approx. 1800 sq ft in the lower level houses the laundry, storage and more. Every room in this home is sun drenched, light and airy; everything a coastal home should be! Parties and entertaining are a delight from the rear property and stone patio and deck where your guests can even arrive by boat to your private dock right in your back yard. Situated on a well landscaped .31 acres this home is more than just a place to live—it's an opportunity to experience a lifestyle defined by stunning water views from almost every room and sophisticated yet casual design.

680 Milton Road, Rye
15 Davis Avenue, Rye
$4,500,000
6 Beds ⋅ 5 Baths ⋅ 958834 MLS
It’s all about lifestyle and location with this handsome Colonial, perfectly nestled in the heart of Rye. Set on a level .48 acres with an inviting front porch and courtyard driveway, this home is just a short stroll to town, the train, Midland Elementary, Rye Middle and High Schools, and local preschools—an unbeatable blend of charm and convenience. The expansive, level property offers space to live and entertain with ease. The main level is designed for both everyday living and hosting, highlighted by a stunning custom designer kitchen completed in 2025. With an open layout, modern finishes, and generous workspace, it’s a true chef’s dream. The first floor also features a spacious TV lounge, formal living and dining rooms, a private office/library, and seamless indoor-outdoor living with a screened-in porch and inviting slate terrace. Upstairs, the luxurious primary suite offers a serene retreat with an oversized walk-in closet, marble bathroom featuring a soaking tub, glass-enclosed shower, and dual sinks. Four additional bedrooms and two beautifully appointed bathrooms provide comfort and flexibility for guests. The lower level is a standout, offering a large recreation room, full bathroom, sixth bedroom, and approximately 1,100 square feet storage. This home delivers the very best of Rye living: land, space, style, generator, and a truly exceptional location.

15 Davis Avenue, Rye
11 Billington Court, Rye
$4,450,000
6 Beds ⋅ 5 Baths ⋅ 929978 MLS
Perfect STAYCATION home! 1 acre w/ a pool located on a CUL-DE-SAC in the HEART of RYE. Stately 6 BR Colonial situated on one of the most desirable cul-de-sacs in Rye City School District! Walk to Elem, Middle and High School, town & beaches. One acre of beautiful private garden w/pool. Grand porch perfect for entertaining. WITH A PASSION FOR RENOVATION AND DESIRE FOR A+ LOCATION, this HOME can be reimagined within its existing frame to meet today's modern day living or just live in this European charmer. Come and satisfy your curiosity. The sky is the limit here! 1.03 acres in a R3 zone allows for 7,795 sq ft FAR. One of the few streets in Rye where the wires are buried underground lending to ultimate curb appeal. Tenant in place. Agent accompanied.

11 Billington Court, Rye
4 Johnson Place, Rye
$4,425,000
5 Beds ⋅ 6 Baths ⋅ 966284 MLS
Live joyously in this spacious and bright modern colonial in the Preserve at Rye, a sought after neighborhood with tree-lined streets and utilities tastefully underground. The half acre lot is edged with mature trees for privacy, professional landscaping and stone patios. The large backyard provides ample space for play and gardens. The home is totally refreshed with a renovated kitchen and baths to make your move in a breeze. The exterior of the home was painted in 2024 and a new roof was added in 2025. An airy and sunlit double-height entry foyer flows into a sunken living room, an oversized office with built-ins, a formal dining room with a butlers pantry that connects to the kitchen, and a powder room. The new open kitchen/family room includes a sunny breakfast nook, large quartzite center island, coffee bar, Wolf/Thermador appliances, a vaulted and beamed architectural ceiling and a striking steel- faced wood burning fireplace. A guest suite with an en-suite bath and a laundry room/mudroom that leads to an oversized 2 car garage with a regulation height(10’) indoor basketball hoop, complete the first level. Upstairs , the expansive primary suite includes a sitting area, tray ceiling, two walk in closets and a luxurious spa bath with a soaking tub, steam shower and double vanities. Three additional bedrooms include one with an en-suite, while the other two share a Jack and Jill bath. The lower level includes a large open recreation room, a screening room, gym, powder room and ample storage. A convenient door to the backyard provides easy in/out access from a landing midway down the basement stairs. Sonos speakers installed in the kitchen/family room/living room. Double paned Marvin windows. The Preserve at Rye has 30+ acres of woods and walking paths which connect to the Rye Neck Middle School/High School campus with running track, playing fields and tennis and basketball courts. Also private schools such as Rye Country Day and others are nearby. Walk to Rye Neck Schools, Rye Golf and Pool and the Marshland Conservancy with trails that extend to the Sound. Only 5 minutes to Metro North. A rare opportunity in one of Rye’s most desirable neighborhoods.

4 Johnson Place, Rye
35 Halsted Place, Rye
$4,350,000
4 Beds ⋅ 6 Baths ⋅ 874001 MLS
Located in a prized Rye Beach location, this beautifully reimagined Tudor-style home masterfully blends historic character with striking modern design. A sleek, charcoal-stained cedar addition introduces clean lines and bold contrast to the meticulously restored stucco and timber facade. Inside, natural light floods the interiors, anchored by a dramatic glass-enclosed stairwell that bridges the original structure with the new addition. The first floor features a spacious family room with oversized floor to ceiling doors, double sided interior/exterior fireplace and the open contemporary kitchen. The graciously sized living room and dining room also enjoy bright windows and a fun windowed bar room. The upper level houses a serene primary suite nestled within the extension. This bedroom is the ultimate zen space with a wall of windows, stunning bathroom with heated floors and oversized glass shower and two separate dressing rooms with custom built ins. Two additional family bedrooms all with en suite baths and a private home office finish this floor. Flowing perfectly upstairs is another graciously sized bedroom suite with a full bath, sitting area brightly lit with many windows and skylights. Throughout the home a theme of warm wood, steel, and glass elements create cohesion and visual interest, enhancing both form and function. Designed by the architectural firm Joeb Moore, the home was awarded the 2015 American Institute of Architects high honor award and was featured in the Wall Street Journal. As the new extension echoes the tones and materials of the original Tudor, forging a seamless connection between past and present. Interior spaces are curated with custom millwork, elegant finishes, and high ceilings that evoke both comfort and openness. The exterior of the home perfectly matches the homes style with a 645 sq ft deck, covered seating area, tv, built in BBQ, heaters and generator. The yard is perfectly flat, highly usable with lush plantings. All of this is perfectly placed on a quiet, tree-lined street in one of Rye’s most desirable coastal enclaves. 35 Halsted Place offers a rare combination of privacy and style, just steps to Rye Town Park, Oakland Beach, and the vibrant downtown.

35 Halsted Place, Rye
365 Grace Church Street, Rye
$4,300,000
5 Beds ⋅ 6 Baths ⋅ 931922 MLS
An extraordinary opportunity to own a private, resort-like retreat in the heart of Rye, set on .88 acres of spectacular park-like grounds with a tranquil waterfall. Effectively rebuilt and extensively expanded in 2007, including the addition of a full second story, the home was thoughtfully designed for modern living with generous room proportions and a highly flexible layout. The first-floor primary suite is a luxurious retreat with walk-in closet and spa bath featuring a steam shower, soaking tub and doors to private deck, all overlooking the deep and private backyard where your view is entirely natural greenery. A second ensuite bedroom on the main level provides ideal accommodations for guests or extended family. or a huge home Gym or nursery. A dramatic double-height entry foyer opens to beautifully scaled living spaces including a living room with fireplace, spacious family room, and bright breakfast area adjoining the well-appointed kitchen with island seating, desk area, high-end stainless appliances. The adjacent wet bar with dedicated wine and beverage refrigerators compliments the dining room which comfortably hosts holiday gatherings and large celebrations. From the breakfast area, step outside to the grilling deck and lower lounging deck overlooking the expansive grounds. The soothing sounds of cascading water create a peaceful backdrop for outdoor entertaining, graduation celebrations, summer gatherings, or simply relaxing with a book in a hammock surrounded by nature. The second floor offers three generously sized bedrooms plus a flexible office/possible 6th bedroom, play area, heated/cooled storage room and walk-in attic storage. The walk-out lower level provides recreation space, storage room, mudroom and a full bath with direct access to the backyard and 2 car garage. In addition to the attached 2 car garage, the ample driveway includes a soluble paver space and courtyard parking and turnaround for an additional four cars, plus a wide driveway perfect for basketball or street hockey. Ideally located on beautiful Grace Church Street, close to the Kirby/Manursing Island loop, Rye’s beach clubs, downtown Rye’s shops and restaurants, and Metro-North.

365 Grace Church Street, 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
2 Park Drive S, Rye
$4,250,000
6 Beds ⋅ 8 Baths ⋅ 923020 MLS
Seize the opportunity to acquire a 1927 classic estate situated on the prestigious Westchester Country Club grounds. Spanning over 6,700 square feet of refined living space, this luxury residence is set on nearly an acre of level and manicured land, offering a rare combination of privacy and stature. The architectural integrity of the home is evident from the grand entry foyer, leading to sophisticated formal spaces including a sun-drenched library/private home office, and an expansive living room designed for grand-scale entertaining. The heart of the home features a chef’s kitchen with a bespoke breakfast nook and dedicated workspace, catering to modern lifestyle demands. Upstairs, the primary suite serves as a private sanctuary with a fireplace, complemented by three additional bedrooms and a separate guest wing. The exterior is a true resort-style retreat, boasting a sparkling heated pool and a dedicated changing cabana, all framed by towering mature specimen trees for total seclusion. For the modern host, the property provides an expansive motor court and ample parking. Perfectly positioned for a lifestyle of convenience and excellence, the estate is minutes from the vibrant downtowns of both Harrison and Rye, home to world-class shopping and incredible Michelin-recognized dining. Ideally located for the NYC commuter with swift access to both Harrison and Rye Metro-North stations. Close proximity to the nationally-ranked Harrison Central School District and elite private institutions. This property represents an unparalleled combination of club-side living, scale, and lifestyle convenience in one of Westchester’s most coveted locations.

2 Park Drive S, Rye
50 Franklin Avenue, Rye
$4,200,000
6 Beds ⋅ 5 Baths ⋅ 000072 MLS
Welcome to luxury new construction in one of Rye's most sought-after neighborhoods. Meticulously designed and custom built by The Red Diamond Group, this ~4,525 SF residence delivers an exceptional blend of classic elegance and modern functionality — with every detail thoughtfully considered and no expense spared. A grand two-story foyer with 20+ foot ceilings, intricate custom paneling, and crown molding throughout makes an immediate impression. The open-concept main level flows beneath 10-foot ceilings and is ideal for both everyday living and sophisticated entertaining, with an attached two-car garage completing the package. At the heart of the home, the chef's kitchen showcases locally crafted custom cabinetry, a stunning 10-foot Taj Mahal Quartzite island with double waterfall edge, two built-in refrigerator drawers, a 48" Wolf Range, and a 48" panel-ready Fisher & Paykel refrigerator. A 16-foot Pella sliding glass door connects the dining area to ~500 square foot Trex deck for seamless indoor-outdoor living. The dining room features a custom built-in coffee bar with beverage refrigerator, and the adjacent living room is anchored by a 72" linear fireplace finished in matching Taj Mahal Quartzite. The upper-level primary suite occupies its own private wing with two walk-in closets and a spa-like ensuite featuring a freestanding soaking tub and rain-head shower. Three additional bedrooms each offer direct bathroom access via two well-appointed full baths. The walk-out lower level includes a finished home theater, flexible 6th bedroom/gym/office, and private guest suite — opening to a covered patio and professionally landscaped yard surrounded by Green Giant Evergreens for maximum privacy. Premium systems & finishes include: 5" Select White Oak Hardwood · Hydro-forced hot-air HVAC with 3 units & 4 zones (dedicated zone for primary suite) · Navien gas boiler with indirect hot water tank · Full smart-home integration with keypad alarm, security cameras & Sonos audio · 4" LED recessed lighting · 200-amp electrical panel · Pella Lifestyle Series windows with SDL grilles · Arctic White James Hardie lap & shake siding · Comprehensive custom millwork package with bespoke built-ins, vanities & closet systems Walk to Osborn Elementary, Rye Middle, and Rye High School. ~40 minutes to Grand Central. Privacy, luxury, and convenience — perfectly delivered.

50 Franklin Avenue, Rye
752 Forest Avenue, Rye
$4,200,000
4 Beds ⋅ 5 Baths ⋅ 927973 MLS
Discover the pinnacle of timeless elegance in this meticulously renovated, sun-drenched Tudor, where historic architectural charm seamlessly blends with contemporary sophistication. Perched above Kniffen Cove, this luxurious residence offers breathtaking views of Long Island Sound from a serene and coveted Rye enclave. Often recognized as one of Rye’s most iconic homes, it is a true signature property of unparalleled distinction. Inside, light-filled interiors showcase restored leaded-glass windows, wide-plank hardwood floors, and intricate millwork that exemplify classic craftsmanship. The sunken formal living room features soaring coffered ceilings, a marble-and-mahogany wood-burning fireplace, and custom built-ins, setting a tone of refined grandeur. The gracious formal dining room showcases the elegant wainscoting and crown-molding, opens through French doors to a sun-drenched sunroom/family room with vaulted ceilings, exposed wooden beams, and striking stone wall accents, completing a harmonious architectural statement. The chef’s kitchen extraordinaire is designed for grand entertaining, family dinners, and holiday gatherings. It features expansive Calacatta gold marble countertops, custom wood cabinetry with soft-close drawers, dual kitchens with two sinks and two dishwashers, a commercial-grade 6-burner Wolf range with griddle and custom hood, Sub-Zero refrigerator, beverage refrigerator, and high-end Wolf appliances throughout. Brushed brass hardware, custom lighting, MacKenzie-Childs pendant fixtures, and a built-in banquette breakfast area elevate this space to gourmet perfection. The luxurious primary suite offers a marble bath, his/hers walk-in shower, custom vanity and radiant heated floors for ultimate comfort. Three additional bedrooms feature custom closets and a full marble hall bathroom with tub. The completely finished third-floor retreat provides a light-filled yoga/meditation studio, private home office, or creative space, with abundant storage. The lower level includes a spacious recreation room centered by a dramatic stone wood-burning fireplace, a full bathroom, and thoughtfully designed built-in storage cubbies leading seamlessly to the garage. Outdoors, professionally landscaped grounds feature a newly appointed front walk, flagstone terrace overlooking lush gardens, and a vegetable garden that has provided years of fresh harvests. Minutes to Milton Elementary School, close to beach, premier beach and tennis clubs. State-of-the-art upgrades really enhance the lifestyle of this luxurious home. With its rare combination of historic charm, modern comfort, abundant natural light, and premier coastal setting, this residence is more than a home — it is a piece of Rye’s history and one of the community’s most beloved signature properties.

752 Forest Avenue, Rye
3 Brook View Lane, Rye
$4,100,000
6 Beds ⋅ 7 Baths ⋅ 914916 MLS
A Home for Distinguished Living and Ultimate Entertaining! A stately red-brick home designed for living beautifully, this 10,697 sq ft neoclassical revival offers six bedrooms and six and a half baths on 1.28 landscaped acres in a coveted Westchester enclave Brook View Estates. A regal motor court and columned portico lead to a grand two-story foyer with sweeping staircase and sunlight streaming in. Formal rooms flow to an expansive chef’s kitchen and bright octagonal breakfast nook with deck overlooking the backyard. The primary suite features dual dressing rooms, a spa bath with steam shower, and a spacious reading lounge. Five additional bedrooms include en-suite baths. The lower level is perfect for all-season entertaining, with a home cinema, gym, custom bar, and recreation zones opening to a covered patio, heated saltwater pool, and spa. Surrounded by evergreens, stone pathways, and terraced gardens, this refined residence embodies both grandeur and ease of living.

3 Brook View Lane, Rye
10 Morris Court, Rye
$4,000,000
6 Beds ⋅ 5 Baths ⋅ 988888 MLS
Welcome to this striking Georgian Colonial with exceptional curb appeal, tucked at the end of a coveted Rye cul-de-sac and set on .61 acres of beautifully private, park-like property. Expansive living space, thoughtfully designed for everyday living and effortless entertaining. A dramatic double-height entry with sweeping curved walls and an open stair landing creates an impressive arrival and sets the tone for the home’s architectural presence. The exceptionally well-appointed eat-in kitchen features high-end appliances, including double Wolf ovens, a built-in Miele coffee system, warming drawer, ice machine, beverage fridge, refrigerator drawers, and double dishwashers. The kitchen flows seamlessly into the family room, highlighted by an oversized built-in media wall. Formal living and dining rooms provide elegant entertaining spaces, while a window-lined office offers an ideal work-from-home setup. French doors span the rear of the home, opening to an expansive upper deck that extends the living space outdoors. The deck and lower patio overlook a serene, tree-lined backdrop bordering protected land, offering exceptional privacy and a peaceful natural setting. Three fireplaces—located in the living room, family room, and primary suite—add warmth and character throughout the home. The second level features a luxurious primary suite with fireplace, private balcony, custom-fitted walk-in closet, and spa-like bath with double sinks, soaking tub, and separate shower. Two additional bedrooms share a bath, complemented by a fourth en-suite bedroom and a conveniently located laundry room. The nearly all at-grade lower level is bright and inviting, with abundant natural light from multiple windows and French doors that open directly to the patio and backyard. This level offers exceptional versatility with a spacious recreation room, additional bedroom, office or exercise space, full bath, wet bar, mudroom area, wine cellar, abundant storage, and access to the attached three-car garage, ideal for multi-generational living or extended guest space. Ideally located just minutes from the train, steps from Rye Golf & Pool, and within walking distance to the Marshlands Conservancy, this exceptional home offers a rare combination of scale, privacy, and convenience in one of Rye’s most sought-after settings.

10 Morris Court, 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
19 Onondaga Street, Rye
$3,900,000
5 Beds ⋅ 5 Baths ⋅ 987041 MLS
Walk everywhere. Entertain effortlessly. Live exceptionally! Just a 6-minute stroll to Metro-North, Rye's vibrant downtown shops and restaurants, the Apawamis Club, and Rye Country Day School, this fully reimagined Colonial delivers the lifestyle today’s buyers are chasing—set in a sought after neighborhood where neighbors bike, shoot hoops, toss lacrosse balls and connect on the quiet, sidewalk-lined streets. Elevated, expanded and flawlessly renovated in 2023, this 5/6 bedroom, 5-bath home blends open-concept living with high-end finishes at every turn. The chef’s kitchen, with custom cabinetry by JWH Design & Cabinetry features top-tier Wolf, Sub-Zero, and Bosch appliances, while custom millwork, high end stone work, 6" white oak flooring and refined details elevate every space both inside and out. Indoor-outdoor flow is seamless, with exceptional outdoor living spaces including a lighted 445' back deck featuring a a natural gas connection for grill and outdoor TV—perfect for game days and gatherings—and a welcoming covered front porch, complete with ceiling fans, made for morning coffee and evening unwinding. With approximately 3,800 square feet across three primary living levels plus a walk-out lower level adding 1,000+ square feet, and over 670 feet of outdoor living spaces, the home "lives" significantly larger than expected. Flexible spaces include a first-floor bedroom/office and a spacious sun-filled third-floor suite with full bath—ideal for guests, a nanny, or additional living space. Additional highlights include an oversized two-car garage with epoxy flooring, custom cabinetry, and EV charger; equally proportioned secondary bedrooms with outfitted (many walk-in) closets; convenient second floor laundry and thoughtfully elevated mechanicals, including a high-efficiency Navien system. Every detail has been considered—from programmable electric shades to a full sprinkler system, invisible pet fence, and heated walkway and steps—ensuring comfort, convenience, and peace of mind year-round. Comfort, community and commute--you can have it all at 19 Onondaga Street!

19 Onondaga Street, Rye
4 Boulder Road, Rye
$3,751,000
5 Beds ⋅ 5 Baths ⋅ 980225 MLS
Set in the heart of Rye, just moments from schools, beaches, train and downtown, this beautifully updated Colonial offers the perfect blend of timeless style and modern living. Sited on .26 acres of landscaped lawns, the home is impeccably maintained and completely turn-key. A welcoming front porch leads to gracious, light-filled interiors featuring an open layout, high ceilings, columns, custom millwork and thoughtfully designed built-ins. The family room is anchored by a stone surround fireplace and flows seamlessly into the kitchen, creating an ideal layout for everyday living and entertaining. A formal dining room provides an elegant setting for gatherings. The spectacular chef-friendly kitchen is the centerpiece of the home, complete with a bright breakfast area with beverage center, top-tier appliances, quartz counters, expansive island, breakfast bar, and connects to all the main living spaces. Just off the kitchen, a laundry room and a convenient mudroom offering access to the attached garage and yard. Upstairs, four bedrooms include a serene primary suite with tray ceiling and a spa-like ensuite bath. Three additional bedrooms on the second level offer generous closet space, including one with an ensuite bath, while the other two share a spacious bath. All bathrooms throughout the home are well-appointed with quality finishes. The spectacular finished lower level delivers exceptional flexibility, offering generous space for work and play with a recreation area, gym, home office, bedroom and full bath. This is a rare opportunity to enjoy a move-in ready home with exceptional space, comfort and convenience in one of Rye’s most sought-after locations.

4 Boulder Road, 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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