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36 Intervale Place, Rye
$3,155,000
5 Beds ⋅ 4 Baths ⋅ 994369 MLS
Located in one of Rye’s most desirable neighborhoods, this enchanting 1923 residence tells a story few homes can match. Known locally as one of the "three sisters", the house was built by a devoted father for one of his three daughters. The property carries a legacy of family, craftsmanship, and enduring charm. Set on beautifully maintained grounds featuring native plantings, the home is graced by one of the area’s oldest living landmarks—an original northern red oak tree dating back to c. 1776—offering a rare and tangible connection to history right in your own backyard. Inside this true 5 bedroom, 3.1 bath center hall colonial, timeless architectural details blend seamlessly with modern comforts, creating a warm and inviting space. The generous chef's kitchen features custom Rutt cabinetry, Wolf and Sub Zero appliances, large center island and a gracious eat-in area flanked by a large bay window allowing you to enjoy the natural light and wonders of nature from your kitchen table; direct access to the back deck and flagstone patio perfect for entertaining, enjoying your morning coffee or evening cocktail to nature's soundtrack. The home features a first floor study and den/playroom. Just moments from Long Island Sound beach, top-rated schools, and Rye’s vibrant downtown, this location offers both convenience and coastal lifestyle. A truly special offering ~ where history, heart, and home come together. xo....this one feeds your soul :)

36 Intervale Place, 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

138 Oakland Beach Avenue, Rye
$3,106,000
4 Beds ⋅ 4 Baths ⋅ 991822 MLS
138 Oakland Beach is one of those homes that just feels special the second you walk in. It’s bright, open, beautifully designed, and full of thoughtful details that make everyday living feel easy and elevated. The heart of the home is the stunning kitchen and family room, which opens right out to the terrace and side yard. With a large island, handmade cabinetry, Sub-Zero and Wolf appliances, and a butler’s pantry, this space is made for everyday living and easy entertaining. Hardwood floors, high ceilings, Moroccan-style archways, and tall Marvin windows add so much character and warmth. The layout offers 3,742 square feet of thoughtfully designed space, including a crisp white living room with fireplace, a lovely dining room, and a calm neutral office or 5th bedroom. Upstairs, you’ll find four bedrooms and three full bathrooms, including a peaceful primary suite with a tray ceiling, limestone ensuite bath, and two walk-in closets. Outside, the sprawling side yard offers wonderful space to relax, entertain, and enjoy the lawn and patio, all while abutting beautiful Hix Park. Complete with a 1-car garage and located approximately 1/2 mile from the beach, pool, Harrison train, and schools, this home blends style, comfort, and everyday convenience.

138 Oakland Beach Avenue, Rye

227 Central Avenue, Rye
$3,100,000
6 Beds ⋅ 6 Baths ⋅ 1003137 MLS
A sophisticated, completely custom new build with timeless appeal & exceptional craftsmanship throughout. Set on a beautifully landscaped .17-acre property, this stunning new construction by acclaimed local builder Paul Varsames seamlessly blends classic Colonial architecture with a fresh, modern aesthetic. Offering 6 bedrooms, 5 full and 1 half baths across 4,621 square feet, including a fully finished lower level, this thoughtfully designed home delivers the rare opportunity to enjoy 6 bedrooms w/o compromising the spacious, open living areas. The sun-filled interior features generously scaled rooms, custom millwork throughout, wide-plank oak floors, refined designer finishes, and an inviting floor plan. At the heart of the home is a beautifully appointed designer kitchen featuring premium Thermador appliances, custom cabinetry, oversized center island & coffee bar, flowing seamlessly into the spacious family room w/fpl and access to the outdoor living spaces. A dedicated office provides an ideal work-from-home environment, while the versatile finished LL includes a fitness room & flexible recreation space. The serene primary suite serves as a private retreat with a spa-inspired bath featuring a soaking tub, glass-enclosed shower & custom vanities. Two secondary bdrms enjoy ensuite baths, while 2 add’l bdrms share a beautifully designed bath. For buyers who prioritize quality, craftsmanship, and value. This home delivers an opportunity that's increasingly rare in Rye. Every detail reflects exceptional design and bespoke construction by one of the area's premier builders. In today's market, homes that combine this level of craftsmanship, generous living space, thoughtful design, and compelling value are becoming increasingly difficult to find. If you've been waiting for the right combination of space, quality, and price in Rye, this home deserves a look.

227 Central Avenue, Rye

19 John Jay Place, Rye
$3,050,000
6 Beds ⋅ 5 Baths ⋅ 1005308 MLS
Thoughtfully expanded and completely renovated in 2025, this stately Colonial sits proudly on half an acre bordering a nature sanctuary and delivers a move-in ready, 6 bedroom/4.5 bathroom home in Rye's desirable Greenhaven neighborhood with proximity to the Long Island Sound. No detail has been overlooked to create a stylish and highly functional home using only high-end materials and finishes. The first floor is expansive and its layout allows for fluid movement between rooms. The entrance, framed by large openings on both sides, sets a spacious tone immediately upon arrival. The living room spans the width of the home, accommodating more than one conversational nexus and gathers natural light from three directions. Its oversized picture window draws the eye from the sophistication of the interior to the lush exterior. The formal dining room holds large gatherings on its own but opens into the dine-in section of the kitchen yielding further seating options. The kitchen is a masterclass in both form and function, where exceptional design meets everyday practicality. The top-of-the-line, stainless steel elements and the strategic appliance garage make this kitchen a high-performance culinary hub. Thoughtful storage is abundant, counter space is plentiful, and when the meals are finished, order is easily restored. The adjacent, wood-paneled family room features a high efficiency wood-burning stove, a brick accent wall, built-in floor to ceiling bookshelves and sliding doors to the deck and backyard. Beyond the kitchen, a first floor bedroom with an en-suite bathroom offers privacy to guests or an Au Pair and can also serve as an independent and productive office space. The state-of-the-art mudroom keeps everyone's gear neatly stored and a dog wash station does the same for furry paws. The adjacent 736 sq ft, 3-car garage is a vehicle lover's dream with its high and wide automatic garage doors, its anti-slip epoxy floor, and its EV charger. Up the curving staircase, the private quarters unfold starting with the vast primary bedroom and its en-suite sleek, bright and renovated bathroom. Off the landing, two generous bedrooms with nature sanctuary views share a modern bathroom. At the end of the hallway, two additional spacious bedrooms connect through a modern Jack & Jill bathroom. Two fully insulated attic spaces offer easily accessible storage and hold some of the home's systems. The full, unfinished basement is expansive, has an access door to the outside and stores the remaining house systems. Stepping out onto the 657 sq ft deck, a verdant oasis awaits. The covered porch creates an elegant, open air living room suitable for daytime and nighttime enjoyment while plenty of space remains to host open air cocktail parties or casual meals. The back of the property, which borders an accessible nature sanctuary, has two vegetable garden beds and a composting station. In this bucolic setting, just a 35-minute train ride from New York City, Greenhaven residents share many year-round community events and enjoy access all the amenities that Rye has to offer (Golf Club and Pool, Nature Center, Art Center, YMCA, Beach, and more). Rye City's vibrant and charming downtown offers an array of stylish shops, acclaimed restaurants, casual eateries, and cozy coffee shops, further enhancing the exceptional lifestyle offered by 19 John Jay Place.

19 John Jay Place, 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

4 Ellis Court, Rye
$2,950,000
4 Beds ⋅ 4 Baths ⋅ 967304 MLS
Tucked away on a peaceful cul-de-sac, this classic center hall Colonial offers timeless appeal and an unbeatable Rye lifestyle. Set on a flat .33-acre property, the home features 4 bedrooms and 3.5 baths with a layout designed for both comfortable living and effortless entertaining. The heart of the home spans the rear of the house with a southern exposure, where the sun-drenched kitchen, breakfast area, and family room with fireplace open to the expansive backyard. Formal living and dining rooms, along with a private office, provide elegant and functional spaces, while a mudroom with laundry and an oversized two-car garage add everyday ease. Enjoy unparalleled access to outdoor recreation just outside your door—adjacent to Midland School fields and directly across from Rye Recreation Park and the Rye Arts Center. Sidewalk-lined streets lead you to Metro-North, downtown Rye, all schools, the YMCA, and library. Cherished by the same owners for over three decades who have treasured the memories made here, this is a rare opportunity for you to create your next chapter in Rye.

4 Ellis Court, Rye

1 Oneida Street, Rye
$2,906,024
4 Beds ⋅ 5 Baths ⋅ 938904 MLS
Nestled on a level .28-acre property, this picturesque Tudor blends timeless character with thoughtful modern updates in an unbeatable close to town location. Offering over 3,600 square feet across the first and second floors, this 4-bedroom, 4.5-bath home showcases classic architectural details including a stone fireplace, beamed ceilings, stained-glass accented windows, and charming curved doorways. The refreshed kitchen with breakfast area opens seamlessly to a striking vaulted ceiling family room with skylights and a dramatic stone gas fireplace as its focal point. A full bath/laundry room and a versatile step-down living space—currently used as a second family room/den with doors to the driveway courtyard—complete the first floor. Outdoors, the enchanting “secret garden” yard is framed by stone walls for exceptional privacy while entertaining on the ample terraces, while a gated courtyard and two-car detached garage adds incredible convenience not to mention perfect spot for riding bikes and playing hockey. Ideally situated in a coveted sidewalked neighborhood just a short stroll to downtown Rye’s shops and restaurants, Metro-North, Rye YMCA, Rye Country Day School, and the Apawamis Club, this special home offers the perfect blend of charm, space, and truly walkable lifestyle.

1 Oneida Street, Rye

1 Ellen Court, Rye
$2,890,000
4 Beds ⋅ 4 Baths ⋅ 957313 MLS
Suburbs Reimagined~ Just unpack your bags and move right into this completely renovated classic center hall colonial. The elevation and light that pours into this home feels majestic. This 4 BR, 3.1 bath sits proudly as you turn into this quiet cul-de-sac with just 6 houses. Ride your scooter and bike with ease, Friday night play dates , make this cul-de-sac easy living. Intentionally curated with Visual Comfort light fixtures, custom built-ins, high-end stainless steel appliances, Taj Mahal quartzite countertops, pantry, beverage/ wine fridge, Philip Jeffries wall covering in powder room, marble, heated large two car garage. Second floor boasts a Primary suite with tray ceiling, custom fitted walk-in closet, full bath with dual vanity and large stall shower with seating ledge; En-suite bedroom behaves like an additional primary complete w/ custom fitted walk in closet and full bath; two additional bedrooms; hall bath w/ deep soaking tub and additional storage space located behind the door; laundry with wood countertop and shelves for ample storage and workspace. Legal lower level perfect for additional work, play, recreation space with egress window. 5 minute walk to Osborn Elementary school and playground! Run...don't walk to this one!!

1 Ellen Court, Rye

2 Lavender Lane, Rye
$2,850,000
5 Beds ⋅ 5 Baths ⋅ 909258 MLS
Stunning New Construction with Luxury Finishes in Prime Rye Location This exquisite brand-new construction blends timeless elegance with modern comfort, offering 5 spacious bedrooms and 4.5 luxurious baths across a thoughtfully designed open floor plan. Situated on a private street just a 10-minute walk to the train, the charming town of Rye, Rye Arts Center, parks, and the award-winning Midland School, this home is the perfect combination of convenience and style. At the heart of the home is a custom Bilotta chef’s kitchen, featuring an 8-foot oak island, open shelving, and a matching fireplace hearth. The gourmet setup includes a 48" Thermador range, Thermador dishwasher, 42" Sub-Zero refrigerator/freezer, and a separate wine cooler in the elegant bar area—ideal for entertaining. Beautiful quartz countertops and a quartz slab backsplash complete the space, which opens into a sun-drenched family room and flows seamlessly to the granite patio with built-in BBQ with refrigerator, all nestled among natural rock and beautiful trees. Enjoy formal entertaining in the dining room adorned with a designer chandelier, or relax in the elegant living room/office. Rich crown molding and natural hardwood floors extend throughout the home. A powder room, pantry, and walk-in entry closet complete the first level. Upstairs, the primary suite is a private retreat with two walk-in closets and a spa-like bath featuring an oversized marble shower, soaking tub, double vanity, and vaulted ceiling with custom woodwork. Two bedrooms share a Jack-and-Jill marble bath with vaulted shiplap ceilings, while a fourth bedroom includes an ensuite marble bath. The lower level offers a fifth bedroom with built-in Murphy bed, full bath, extensive storage, a mudroom with cubbies and closets, and access to the 1-car garage with additional 2-car driveway parking. This impeccable home delivers superior craftsmanship, high-end finishes, natural stone and an unbeatable location—ready for you to move in and enjoy.

2 Lavender Lane, Rye

80 Grapal Street, Rye
$2,760,000
5 Beds ⋅ 5 Baths ⋅ 885421 MLS
Modern elegance meets timeless design in this exceptional new construction by a renowned local builder. This stunning home offers refined style and exceptional craftsmanship. Crisp lines, gabled rooflines, and sleek covered entries make a striking first impression, while mature trees and lush landscaping provide both privacy and curb appeal. Step inside to discover light-filled interiors designed for effortless living and entertaining. The heart of the home is a showstopping open-concept kitchen featuring a waterfall island, custom cabinetry, and top-tier appliances, flowing into a sunny breakfast room with French doors to the rear yard and patio. The living room, dining room and family rooms feature clean lines, abundant natural light, and an open layout that can be styled for comfortable everyday living or elevated for elegant entertaining. Their versatile design allows each space to adapt effortlessly to your lifestyle. Upstairs, five bedrooms and four baths include a luxurious primary suite with a sitting area, spa-like bath, freestanding tub, glass-enclosed shower, and double vanity. A gallery hallway leads to the fifth bedroom with ensuite bath and a versatile bonus room - perfect as a playroom, office, or guest suite. Throughout the home, hardwood floors, custom millwork, designer fixtures, and elevated finishes reflect enduring quality and refined taste. Located in an ideal neighborhood, this home offers the perfect blend of suburban calm and urban convenience - just steps from top-rated schools and downtown Rye, with easy access to fine dining, local boutiques, the library, arts center, train, and more. Crafted with precision and purpose, this brand-new home blends modern design with timeless comfort, delivering the exceptional quality and style of Paul Varsames Development.

80 Grapal Street, Rye

5 Stonycrest Road, Rye
$2,755,555
5 Beds ⋅ 3 Baths ⋅ 918123 MLS
Nestled into one of Rye's most picturesque neighborhoods, this much-loved colonial overlooks the Edith Reade Wildlife Sanctuary with views across Playland Lake from its perch high above the water line. With forever wild and water views from the backyard, 5 Stonycrest offers the rare combination of peaceful privacy, spacious rooms and walkability within the Rye City School District. With gleaming hardwood floors throughout, the main level is ideal for entertaining. Large living room w wood-burning fireplace, dining room, powder room, eat-in kitchen & family room surrounded by windows and flooded with light. Enjoy your coffee or breakfast on the screened-in porch and take in the gorgeous vistas across the water. The bedroom level has an oversized primary suite with 3 large, fitted closets and a primary bath. Four additional, well-apportioned bedrooms and an updated full bath complete the layout. The retro, walk-out basement was built for parties and is ready for your updates! With a full bar, wood-burning fireplace, and French doors to the bluestone patio and yard, this space is ready to be enjoyed as a throwback or updated with your vision. The laundry room, large basement storage room, locked exterior storage space, and generous 2 garage provide all of the space needed to store & maintain the accessories of modern, luxury living.

5 Stonycrest Road, Rye

52 Intervale Place, Rye
$2,750,000
4 Beds ⋅ 3 Baths ⋅ 979083 MLS
Charming colonial with classic front porch in an ideal, walk-to-everything neighborhood — steps to Midland School, Rye Middle & High Schools, town and train. This beautifully renovated 4-bedroom, 2.5-bath home offers a perfect, modern layout for today’s living and entertaining. Bright, sun-drenched rooms and abundant natural light highlight hardwood floors throughout. Enjoy a welcoming living room with fireplace and separate formal dining room, plus a modern eat-in kitchen with stainless steel appliances and a separate eating area that flows into an adjacent family room with vaulted ceiling. The primary bedroom suite boasts two walk-in closets and an en-suite marble spa with walk-in shower, Jacuzzi tub and double vanity. Three additional bedrooms and a hall bath finished with tumbled marble complete the second floor. The lower level offers finished storage and laundry for convenience. Outside, professionally landscaped grounds showcase an expansive bluestone patio with built-in grill and generous seating—an ideal setting for alfresco gatherings. A rare combination of classic New England charm, luxury and an unbeatable location.

52 Intervale Place, Rye

38 Brevoort Lane, Rye
$2,750,000
5 Beds ⋅ 5 Baths ⋅ 944790 MLS
A secluded retreat in the highly coveted Greenhaven neighborhood of Rye Neck, 38 Brevoort Lane offers a rare blend of privacy, elegance, and coastal charm. Tucked beyond a long, gated driveway, this distinguished Colonial residence is introduced by an expansive front lawn and a picturesque footbridge, surrounded by lush hydrangeas that evoke a refined seaside ambiance. Just moments from the Long Island Sound, the property unfolds into a stunning, fully enclosed backyard designed for both relaxation and entertaining. Enjoy a resort-like setting complete with a heated inground pool, hot tub, pergola, built-in barbecue, and multiple seating areas—all embraced by mature, meticulously maintained landscaping for ultimate privacy. Inside, the home showcases thoughtful updates and timeless appeal. The main level features beautifully refinished hardwood floors, two living room spaces with fireplaces, and access to a fully enclosed sunroom. The eat-in kitchen is appointed with updated appliances, a spacious pantry, and effortless access to both the rear and side yards—creating a seamless indoor-outdoor flow ideal for entertaining. Upstairs, partial water views complement a luxurious primary suite with multiple sitting areas, a large walk-in closet, and a well-appointed en-suite bath. Three additional bedrooms and two full bathrooms complete the second floor. The walk out lower level adds additional finished recreation space as well as a fourth full bathroom and laundry room.This exceptional property presents a rare opportunity to experience refined coastal living in one of Rye Neck’s most desirable enclaves.

38 Brevoort Lane, Rye

4 Trails End, Rye
$2,750,000
5 Beds ⋅ 4 Baths ⋅ 951328 MLS
This Hamptons Modern Transitional style home is located on a cul-de-sac and set on half an acre with salt air breezes and seasonal water views in the sought after Greenhaven community of Rye. Wake up to the sunrise from your bedroom and wind down from the day on your patio overlooking the large, flat backyard and catching the sunset. The renovated and expanded 5 bedroom, 4 full bath home with 4,357+ square feet of thoughtfully designed living space has a floor plan that balances open gathering spaces with quiet retreats. At the heart of the home is a stunning eat-in kitchen designed by Bilotta and appointed with Miele appliances, an eight burner range, two dishwashers, high-end cabinetry with slide out shelving, and radiant heated floors. Generous windows offer views of the expansive backyard and the eat-in area comfortably seats ten. Sliding doors lead directly to the patio and the fully fenced backyard creating an easy indoor/outdoor flow. The kitchen is open to an elevated family room with additional sliding glass doors that open to a large covered porch with skylights designed for outdoor dining and entertaining. The main level also includes a bright living room with a gas fireplace, and a home office with custom built-in desk and shelving, and a renovated full bath with a walk-in shower. The heated, two car attached garage opens into a well organized mudroom complete with lockers/cubbies, a full size Sub Zero refrigerator, and a side by side Whirlpool washer and dryer. Upstairs there are four additional bedrooms with one having an en-suite bathroom, an additional full hallway bathroom with double vanities, and a second laundry space with a stackable washer/dryer. The unique two level primary suite is a true retreat. The open plan bathroom includes double vanities, large shower, separate soaking tub, two walk-in closets, and a luggage closet. The loft enhances the primary suite with a versatile space that can be used for an office, lounge, yoga or gym. The lower level of the home, was previously used as an au pair suite, with a separate entrance. There is also a flexible space that can be used as a gym/media/play area, as well as additional storage. With transitional finishes throughout, an easy flowing layout, seasonal views of the Long Island Sound and large backyard this home truly stands out. The large, level, flat backyard has actually been used for team soccer practices. Imagine the possibilities with this stunning property. Whether you're envisioning a serene retreat with a pool for summer relaxation or expansive space for outdoor entertaining and play, this yard is a blank canvas with great possibilities. Don't just dream of a lifestyle— it is here. Located a short distance to the highly regarded Rye Neck schools and only 500 feet from the entrance to Rye's Marshland Conservancy for beautiful walks along Rye harbor. Only 35 mins to NYC by train. Greenhaven residents enjoy tree lined streets, year round neighborhood gatherings, and a true sense of community. Neighbors in the Greenhaven community enjoy social activities all year round, such as an annual clam bake, weekly summer food trucks, holiday parades, block parties, and much more. Also enjoy the Rye YMCA, Rye Art Center, Rye Nature Center, Rye Recreation, downtown Rye with top-rated restaurants, boutique shops and weekend farmer's markets. From the parks and beach to the marina and Rye Golf Club and pool, every day feels like a getaway.

4 Trails End, Rye

8 Douglas Circle, Rye
$2,715,000
4 Beds ⋅ 4 Baths ⋅ 955616 MLS
Step inside this beautiful residence, where suburban living meets country charm. The airy foyer is welcoming and connects to four distinct, purpose-driven spaces, each inviting you to explore. Straight ahead is the gracious living room, where a fireplace anchors the space and a stunning bay window floods the interior with natural light. The sightline unfolds over the entire width of the home connecting the living room, the dining room and the family room/den, each overlooking the property at tree canopy height. The large deck is as easily accessible from the kitchen as it is from the backyard, placing it at the intersection of al fresco dining and outdoor recreation. The open-concept kitchen, thoughtfully situated in the heart of the home, is designed for both everyday bustle and elegant entertaining. The sliding glass doors between the dining room and family room/den divide the space when needed without compromising the view or the luminosity. A charming, boldly painted library with built-in bookshelves invites reflection or study. The home’s more intimate quarters unfold on two levels. The first level features a naturally bright primary bedroom with an ensuite bathroom, and a corner bedroom with access to a hall bathroom. Up the stairs, two generously sized bedrooms share another hall bath. The tandem, eaved spaces augment the home's storage capacity. The expansive 775 SF (not included in square footage), walk-out, lower level recreation room expands the usable space to host indoor games, movie nights, exercise, and arts and crafts. Other usable areas include a large laundry/mechanicals room and additional above ground areas used for storage and gym equipment. Outdoor furniture can be safeguarded under the deck along with gardening equipment. An attached 2-car garage is directly accessible from the kitchen for everyday convenience. Outside, the property feels like a retreat where morning coffee, afternoon naps, and lawn games can all unfold. 8 Douglas Circle is an opportunity to be seized!

8 Douglas Circle, Rye

525 Milton Road, Rye
$2,704,500
4 Beds ⋅ 5 Baths ⋅ 979854 MLS
Set in the heart of prestigious Milton Point and quietly bordering a private cul-de-sac, this distinguished 4-bedroom,5-bath classic stone colonial offers timeless architectural appeal, enhanced privacy, and an exceptional lifestyle in one of Westchester’s most coveted communities. Classic colonial detailing and a gracious, well-proportioned floor plan create a welcoming atmosphere ideal for both everyday living and entertaining. Sun-filled formal and informal living spaces flow effortlessly throughout the main level, featuring two wood burning fireplaces and highlighted by an expansive family room with large stone fireplace that serves as the heart of the home—perfect for relaxed gatherings, movie nights, or entertaining on a larger scale. French doors welcome guests to a flagstone patio and generous level yard perfect for any sporting endeavor. The expansive chef’s kitchen is equipped with high end appliance a center island and breakfast bar adjoins the family room. A thoughtfully designed mudroom with custom built-ins provides everyday ease, offering stylish and functional storage for coats, shoes, and gear. Upstairs, the primary suite overlooks the private yard and offers an oversized primary bath with steam shower, radiant heated floor and ample closets. Another en suite bedroom features built-ins, a working fireplace and a well-appointed bath. Two more generously sized bedrooms serve as comfortable retreats, complemented by a hall bath that balances comfort and convenience. The finished lower level adds valuable living space, ideal for a playroom, home gym, media room, or guest accommodations, allowing flexibility to suit a variety of needs. Access to the 2-car garage is adjacent to the lower level. The home’s private-lane setting and oversized yard creates a rare sense of seclusion and tranquility, while still just moments from Rye’s vibrant downtown, award-winning Milton school, Metro-North train service, and scenic waterfront amenities. There is even room for a pool! It’s just a few blocks to the beach, Rye Town Park, 3 lovely beach clubs and a wide variety of both upscale and casual restaurants on Milton Point. A wonderful opportunity to enjoy classic colonial charm, modern functionality, and a peaceful setting in a premier Rye location. This totally refreshed home has been painted and polished to perfection with new 6 burner range, select fixtures, new hot water heater and lighting. Exceptional value for Milton Point!

525 Milton Road, Rye

95 Dogwood Lane, Rye
$2,702,000
5 Beds ⋅ 3 Baths ⋅ 837787 MLS
Prominently positioned in the sought after Dogwood Lane enclave, this handsome 1909 Colonial offers the perfect blend of historic charm and modern potential. Sited on over half an acre with rear property access to Upper Dogwood Lane, the beautiful and natural landscaping enhance the privacy and special qualities of this location. An open floor plan and high ceilings provide an airy, light filled atmosphere throughout its three levels of living space. The welcoming wrap around front porch leads to a beautifully proportioned Entry Hall that reflects the welcoming warmth of the entire home from the Living Room, Family Room, Dining Room, Pantry to its Eat in Kitchen and Powder room and continuing to the second and third floors featuring a total of 5 Bedrooms and two Bathrooms. With original architectural details and endless potential for customization, 95 Dogwood Lane presents a rare opportunity to create your dream residence, all within a short stroll to the train and downtown Rye.

95 Dogwood Lane, Rye

34 Davis Avenue, Rye
$2,695,000
4 Beds ⋅ 3 Baths ⋅ 995165 MLS
Move right in and experience effortless living in the heart of Rye. A welcoming front porch sets the tone for this beautifully updated home, blending classic charm with modern comfort. The sun-filled main level offers exceptional flow for both everyday living and entertaining. A gracious living room with a bay window and custom built-ins provides the perfect retreat—ideal as a cozy sitting room or private home office. At the center of the home, the newly renovated chef’s kitchen impresses with a large island, built-in banquette seating, high-end cabinetry, premium appliances, and elegant stone countertops. The kitchen opens seamlessly to a spacious dining area and family room, creating a bright, connected living space. A powder room and well-designed mudroom add both convenience and function. Sliding doors extend the living space outdoors to an expansive deck featuring built-in seating, a dedicated grill area, and steps leading to a private, fenced backyard—perfect for entertaining or relaxing. Upstairs, the serene primary suite boasts a charming bay window, walk-in closet, and a beautifully renovated spa-like bath complete with dual vanities, a glass-enclosed shower, and a freestanding soaking tub. Three additional bedrooms, each with custom closet organization, share a newly updated hall bath with double vanity. There are additional square feet on the lower level with a TV lounge, game area, laundry, and extensive storage, plus direct access to the yard. The professionally landscaped grounds feature a terraced lawn, lush evergreen and flowering plantings, and a full sprinkler system, offering year-round beauty and easy maintenance. Impeccably maintained and located on a quiet street close to town, train, and schools, this home offers the best of Rye living.

34 Davis Avenue, Rye

8 Walden Lane, Rye
$2,695,000
5 Beds ⋅ 5 Baths ⋅ 872323 MLS
Welcome home to this charming Colonial with a picturesque front porch located on a tree lined street on a quiet cul de sac in sought after Rye Neck! This home offers an abundance of natural light, soaring ceilings, hardwood floors, with custom and refined finishes throughout. The heart of the home features an impressive, top-of-the-line chef’s kitchen which opens seamlessly into a spacious great room with stone fireplace which is ideal for entertaining and everyday living. The spacious formal living room offers hardwood floors and a second stone fireplace for the perfect evening. The formal dining flows nicely into the chefs kitchen and family room. The primary suite is warm and inviting with architectural windows, tranquil soaking tub and oversized spa shower. This gem offers a first floor en suite bedroom plus 4 additional bedrooms, 4.5 bathrooms including a versatile private au pair suite or family living space on the finished lower level. The yard is private and offers the perfect canvas for your dream outdoor oasis. Additional highlights include a three-car attached garage, ample storage, and the opportunity to customize finishing touches to make this exquisite home your own. Located just a short walk from Mamaroneck Harbor, parks, restaurants, theater, train and shops, this home offers the all the amenities and entertaining Rye and Mamaroneck have to offer!

8 Walden Lane, Rye

10 Woodland Drive, Rye
$2,610,000
5 Beds ⋅ 5 Baths ⋅ 989846 MLS
10 Woodland Drive is ideally located in the highly sought-after Greenhaven neighborhood and the private Greenhaven Rye Association, offering deeded beach rights and just a short, scenic walk to the private, gated waterfront. Enjoy exclusive access to the beach, playground, docks, kayaks/paddleboards/ dingy storage & launch, boat moorings as well as bath facilities—perfect for a relaxed coastal lifestyle and ideal for boat owners. Steps away from your front door is the Marshland Conservancy, a 147 acre county park with extensive wooded trails which lead to several picturesque beach areas looking across Milton Harbor at the Long Island Sound. A striking wrought iron railing begins on the first floor and continues gracefully through to the third floor, adding architectural elegance throughout. The main level includes a generous living room with wood-burning fire place, formal dining room, inviting den/playroom, and an eat-in kitchen. The wraparound screened-in porch with bluestone flooring and fresh new wood siding extends the home's gracious living space, creating the perfect setting for endless indoor-outdoor entertaining three seasons a year. This spacious home features five oversized bedrooms across thoughtfully designed levels. The primary suite offers a private en suite bath, two closets plus a walk-in closet, and direct access to a sun-filled deck overlooking the yard and a backdrop of mature, majestic trees. Two additional bedrooms on the second floor share a renovated full bath, while the private third floor provides a flexible retreat with a bedroom with walk in closet, a beautifully renovated en suite bath, and a second large bedroom/home office. Modern amenities include a Mitsubishi energy efficient ductless heating and air conditioning system with independent zones in every room for optimal comfort. The modern kitchen includes a Sub-Zero refrigerator, a Dacor gas range and double oven and a Bosch dishwasher. A two-car garage, along with a lower level offering expansive storage, laundry, and a play space or gym enhances the home's everyday functionality. All but a few windows have been replaced with high end Marvin casement windows and recessed lighting installed throughout illuminates the home. All windows are fitted with custom blinds by Hunter Douglas and are included in the sale. A Generac gas powered generator provides essential back up power in case of electrical power outages. This enchanting Tudor exudes timeless charm and warmth, privacy and a whimsical spirit. All just minutes from downtown Rye and its many shops, restaurants, and conveniences and just a quick 25 mile drive and a 35 minute express train to mid-town Manhattan.

10 Woodland Drive, Rye

63 Rye Road, Rye
$2,607,000
4 Beds ⋅ 4 Baths ⋅ 1000313 MLS
Storybook Tudor in the heart of Greenhaven with deeded beach rights. Ideally situated in one of the Sound Shore's most picturesque waterfront neighborhoods, this charming Tudor blends timeless character, thoughtful updates, and an exceptional lifestyle setting along Long Island Sound. Manicured gardens and a beautiful stone exterior create a warm first impression, welcoming you into a home filled with classic architectural detail and modern, updated living spaces. A gracious entry opens to a generous living room anchored by a classic wood-burning fireplace, exposed beams, and high ceilings, with French doors leading to a four-season sunroom that opens directly to the expansive bluestone patio. The formal dining room features large windows and connects seamlessly to the chef’s kitchen, appointed with Viking appliances, radiant heated flooring, and a light-filled breakfast area with large sliders to the backyard patio, creating an easy flow for everyday living and entertaining. An elegant brass and wrought iron railing leads you up to two well-proportioned bedrooms and an updated full bath. On its own level, the spacious primary suite offers large windows, a designated office space, a walk-in cedar closet, and a brand-new modern primary bathroom with a coffered ceiling, double vanity, glass-enclosed shower, and soaking tub. A few steps above, the fourth bedroom enjoys its own large en-suite bath with a clawfoot tub, lovely views, and another large walk-in cedar closet. The fully fenced backyard is a tranquil retreat, featuring a large bluestone patio, mature plantings, and perennial gardens — for entertaining, outdoor dining, relaxing, or play. A two-car tandem garage and lower level offer excellent space for storage, laundry, and future possibilities. Modern updates include updated HVAC, newer boiler, 20KW whole-house generator with WiFi control, Nest thermostats, whole-house surge protector, and Flo by Moen smart water monitor. Enjoy the special Greenhaven lifestyle with nature at your doorstep. Meander through the scenic neighborhood just two blocks to Greenhaven Beach, where residents enjoy beach access, kayak and paddleboard storage, a playground, and a long dock extending over the water — a lovely spot to watch the sunset. The neighborhood hosts weekly food trucks, an annual clambake, a Halloween parade, and many more fun events throughout the year. Greenhaven is also adjacent to Marshlands Conservancy, a 147-acre park along Milton Harbor offering hiking trails, scenic vistas, and birdwatching. Nearby, the Jay Heritage Center offers 23 acres with award-winning gardens, the Jay Mansion, and meadow. Served by the highly regarded Rye Neck Schools, named a 2026 National Blue Ribbon School of Excellence and ranked #37 in New York State by Niche. This home enjoys an exceptional location between bustling Downtown Rye and vibrant Mamaroneck Village, where you’ll find restaurants, shops, cafes, a first-run movie theater, and more. Rye Town Park, the Playland boardwalk, ice rink, beaches, Harbor Island Park, Milton Harbor are all close by. Just 25 miles to Midtown Manhattan, with a 37-minute express train to Grand Central, this Greenhaven jewel offers the perfect blend of charm, convenience, coastal living, nature, and community.

63 Rye Road, Rye

60 Grapal Street, Rye
$2,600,000
5 Beds ⋅ 4 Baths ⋅ 937219 MLS
Hop, skip and a jump :) to all life has to offer! 60 Grapal offers ease of lifestyle without the need to drive. Walk, scooter or bike until your hearts content to your favorite restaurant, Saturday soccer, morning walks to train, school or coffee. Who needs the city?! 5 minute walk to Metro North with only 38 minute express to Grand Central. First or second train car not needed. This completely renovated 5 BR, 3.1 bath home offers 4 levels of legal living space. You can be comfortable for a party of two or if you're hosting a party of 20. Everyone gasps as they walk in and are amazed at the MASSIVE OPEN first floor living space. This house undersells and overdelivers. Be surprised and experience open floor living with many options. High end kitchen suited for the discerning chef: top-of-the-line Thermador stainless steel appliances, 6 gas burner stove top. Butler's area features wine/ beverage fridge with back-lit floating white oak shelves. Dedicated mudroom with built-in cubbies, seating bench, and powder room. Arrive home and easily unload your groceries into your mudroom. Large two car detached garage includes pull down access to bonus storage space; offers many future options. Driveway in rear of property is wide with plenty of turn around space. Bluestone patio is equipped with built-in gas line for easy grill hook-up and electrical for outdoor TV viewing. Rear yard is large. This lot and house lives larger than it is!

60 Grapal Street, Rye

68 Greenhaven Road, Rye
$2,557,000
5 Beds ⋅ 4 Baths ⋅ 864688 MLS
Discover the epitome of luxury and comfort in this stunning 5 bedroom, 3 1/2-bathroom residence, nestled in the prestigious community of Rye, New York. Boasting over 3,300 square feet of beautifully designed living space, this home is perfectly positioned on a generous half-acre lot. As you step inside, you're greeted by a grand entryway that leads you into a world of sophisticated elegance. The heart of the home is the gorgeous kitchen, a chef's delight with top-of-the-line appliances, ample counter space, and a layout perfect for entertaining. The seamless flow from the indoors to the outdoors means you can enjoy the serene pool area, where privacy and tranquility reign. Each of the five bedrooms upstairs offers a peaceful retreat, with the primary suite featuring luxurious amenities and thoughtful touches that create a spa-like atmosphere. Located in the serene Greenhaven neighborhood with beach access, you can indulge in the coastal lifestyle you've always dreamed of.

68 Greenhaven Road, 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

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

3 Overdale Road, Rye
$2,550,000
6 Beds ⋅ 4 Baths ⋅ 918250 MLS
- A TRULY GRAND DESIGN - This stunning property has been meticulously transformed into a modern, functional home that seamlessly integrates contemporary design elements while preserving the building's original character and charm. The property has had a full-scale rehabilitation alongside a newly constructed addition. The rebuild includes new HVAC, plumbing, electrical systems, plus new underground gas and water lines. This 3,574 sq ft residence features 6 well-proportioned bedrooms and 4 full bathrooms thoughtfully arranged across 4 levels. The heart of the home showcases a gorgeous chef's kitchen with a striking white quartzite island, flowing effortlessly to a 630 sq ft ash wood deck, perfect for entertaining and everyday living. An oversized two-car garage provides plenty of additional storage for all the things that keep life interesting. Set on approximately a quarter-acre with an expansive feel enhanced by undeveloped land to the rear, the property offers both privacy and space. Architectural details include a charming blend of modern and traditional materials: charcoal metal roofing, black absolute granite exterior pavers, rich mahogany front door, and artisan stucco cladding create exceptional curb appeal and lasting quality. The coveted Greenhaven location offers the best of community living with walkability/close proximity to Rye Neck schools, Jay Heritage Center, Marshlands Conservancy, Rye Golf Club, beaches nearby, and train station. Equal proximity to Rye, Mamaroneck, and Harrison provides unmatched convenience. The sellers originally envisioned this as their forever home and have invested accordingly, but new opportunities have arisen. At last, your perfect home awaits, where architectural character meets modern open-plan living in beautiful Greenhaven. -----------------

3 Overdale Road, Rye

37 Colby Avenue, Rye
$2,520,100
4 Beds ⋅ 4 Baths ⋅ 997644 MLS
Your private Rye Gardens enclave awaits! Discover the perfect blend of privacy, light & space and unbeatable convenience in this highly sought-after Rye Gardens cul-de-sac home. Sitting on a rare 0.3+ acre lot with exciting expansion potential (FAR 4181), this home is designed for seamless indoor/outdoor living and entertaining. Featuring a private Primary Suite on its own floor, 3 generous bedrooms 3 full baths, and 5 versatile levels of living space, including a sunlit living room with a cozy fireplace that opens to the formal dining and kitchen area, two lower-level recreation areas offer the ultimate flex space for a playroom, home gym, media room, or remote work setup. Enjoy the tranquil backyard outdoor oasis as you step out to an oversized wooden deck overlooking a perfectly flat, private backyard—ideal for summer BBQs, sports, and outdoor play. The central location is hard to beat - a commuter dream ! Enjoy the safety of a quiet neighborhood with no thru-traffic. Unparalleled convenience is right in your backyard—simply open the back gate for an incredibly easy walk to Osborn Elementary, Rye Middle, Rye High, and the Harrison Metro-North train station! Don't miss the opportunity to secure a move-in ready contemporary home, with expansion potential, in one of the most sought-after & welcoming neighborhoods in Rye !

37 Colby Avenue, Rye

21 Douglas Circle, Rye
$2,500,000
5 Beds ⋅ 4 Baths ⋅ 969699 MLS
Welcome to Greenhaven,NY, where the tranquil and serene environment of this picturesque neighborhood sets the perfect backdrop for this beautiful residential raised ranch. Nestled on a half-acre lot, this stunning 5 bedroom 3.5 bathroom home offers the perfect blend of contemporary living and peaceful seclusion. The open and airy floor plan offers a great flow for entertaining with large windows that flood the rooms with natural light. The living room opens to a spacious family room, leading to the formal dining room. The modern eat-in kitchen features stainless-steel appliances, custom cabinets and granite countertops that provide ample space for meal preparation and dining. The kitchen has a sliding glass door to the deck overlooking a patio and lush, private yard, a perfect outdoor space for hosting gatherings or the perfect retreat for relaxation. There is a powder room, two family bedrooms, full bathroom, and a primary bedroom and private bath on the main floor. The lower level has a spacious family room with large windows, two bedrooms, bathroom, a second kitchen (no stove) and a laundry room. The large second bedroom is currently used as the home office. There is great storage space with ample closets. Two car attached garage is easily accessible from this level.

21 Douglas Circle, Rye

46 Hill Street, Rye
$2,450,000
3 Beds ⋅ 3 Baths ⋅ 946763 MLS
Kick off 2026 in the heart of Milton Point! Located at 46 Hill Street, this meticulously maintained, mint condition residence offers the ultimate Rye lifestyle—just a stroll away from charming downtown shops and restaurants, the scenic and beloved Rye Beach located on the Long Island Sound, and the beautifully landscaped Rye Town Park. The thoughtful three-level layout, with beautiful hard wood floors throughout, provides effortless privacy and flow: the third floor is exclusively reserved for a serene and oversized primary suite with an oversized walk-in closet and spa-like bath. Meanwhile, the main level features two spacious bedrooms, a modern full bath, walk in closet and a bright living room anchored by a cozy wood-burning fireplace. The true "heart of the home" awaits on the enchanted garden level, where a gracious open-concept kitchen, dining, and family room transition seamlessly to a wrap-around natural stone patio and a private, lush level garden for endless entertaining. Fully renovated and expanded in 2001, this cherished home is ready for its next generation of memories!

46 Hill Street, Rye

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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