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$2,349,000

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.

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

$595,000

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

2 Beds ⋅ 1 Baths ⋅ 1024047 MLS

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

30 Pondview Road Unit #K, Rye

$299,000

Welcome to Blind Brook Lodge. Stately pre-war brick Tudor-style building in the heart of Rye! Here timeless architecture, character and a park-like setting come together. This updated one-bedroom residence offers the rare advantage of its own private entrance, providing added privacy. Features new flooring, updated galley kitchen, and dining area, large living room, spacious bedroom and ample closet space throughout. Interior freshly painted throughout. This unit boasts high ceilings that create a bright, open ambience. The floor plan offers comfortable living with an effortless flow. Expansive grounds feature beautiful gardens, playground and outdoor seating areas. Blind Brook Lodge has a new building generator, elevators, common laundry, assigned parking and onsite storage. Close to town, shops, restaurants, library, Rye Arts Center, Rye Recreation, Rye YMCA, park, beach, highways and Metro North Train station. Whether you are purchasing your first home, downsizing, or seeking a low maintenance lifestyle, this residence presents an outstanding opportunity in one of Rye's most desirable communities.

1 Beds ⋅ 1 Baths ⋅ 1019326 MLS

Welcome to Blind Brook Lodge. Stately pre-war brick Tudor-style building in the heart of Rye! Here timeless architecture, character and a park-like setting come together. This updated one-bedroom residence offers the rare advantage of its own private entrance, providing added privacy. Features new flooring, updated galley kitchen, and dining area, large living room, spacious bedroom and ample closet space throughout. Interior freshly painted throughout. This unit boasts high ceilings that create a bright, open ambience. The floor plan offers comfortable living with an effortless flow. Expansive grounds feature beautiful gardens, playground and outdoor seating areas. Blind Brook Lodge has a new building generator, elevators, common laundry, assigned parking and onsite storage. Close to town, shops, restaurants, library, Rye Arts Center, Rye Recreation, Rye YMCA, park, beach, highways and Metro North Train station. Whether you are purchasing your first home, downsizing, or seeking a low maintenance lifestyle, this residence presents an outstanding opportunity in one of Rye's most desirable communities.

66 Milton Road Unit #A1, Rye

$1,469,999

Beautiful Sunny 4 Bedroom Home near Park & Beach. Flowering trees & Nice Yard. Livingroom/fireplace, Dining room, DEN, EIK, 4 BR. Two zone central Air- condtioner. Home Office/playroom. Large Basement. Home NOT in flood zone. 2 car garage, parking for addional 5 cars. Midland Elementary School, RHS.

4 Beds ⋅ 2 Baths ⋅ 988403 MLS

Beautiful Sunny 4 Bedroom Home near Park & Beach. Flowering trees & Nice Yard. Livingroom/fireplace, Dining room, DEN, EIK, 4 BR. Two zone central Air- condtioner. Home Office/playroom. Large Basement. Home NOT in flood zone. 2 car garage, parking for addional 5 cars. Midland Elementary School, RHS.

15 Roosevelt Avenue, Rye

$285,000

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

1 Beds ⋅ 1 Baths ⋅ 979896 MLS

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

2 Peck Avenue Unit #27 A, Rye

$3,995,000

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

4 Beds ⋅ 3 Baths ⋅ 955809 MLS

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

162 Kirby Lane, Rye

$9,250,000

Rare waterfront opportunity offering both sunrise, sunset and a protected deep water dock! Enjoy panoramic vistas providing an incredible array of breathtaking water views. Perfectly situated, protected, bucolic 2.58 acres of natural beauty and over 200 feet of direct harbor waterfront. Whether you choose to renovate, build anew or pursue subdivision potential, explore the optionality. Site plan and surveys offer inspiration for potential subdivision or secure the perfect family compound close to all. Protected deep water dock that can handle multiple boats as well as existing marina offering 50 slips, only a 5 minute boat ride to the L.I. Sound. Enjoy a vacation lifestyle year round only 35 miles to Midtown, 5 minutes by car to town, train and all major highways. Unleash the value of this coveted location Where else can you experience a prime waterfront location with the opportunity to create your own dream home? Unique, like no other.

4 Beds ⋅ 4 Baths ⋅ 925675 MLS

Rare waterfront opportunity offering both sunrise, sunset and a protected deep water dock! Enjoy panoramic vistas providing an incredible array of breathtaking water views. Perfectly situated, protected, bucolic 2.58 acres of natural beauty and over 200 feet of direct harbor waterfront. Whether you choose to renovate, build anew or pursue subdivision potential, explore the optionality. Site plan and surveys offer inspiration for potential subdivision or secure the perfect family compound close to all. Protected deep water dock that can handle multiple boats as well as existing marina offering 50 slips, only a 5 minute boat ride to the L.I. Sound. Enjoy a vacation lifestyle year round only 35 miles to Midtown, 5 minutes by car to town, train and all major highways. Unleash the value of this coveted location Where else can you experience a prime waterfront location with the opportunity to create your own dream home? Unique, like no other.

191 Kirby Lane, Rye

$4,495,000

$15 Million Dollar value being sold in an estate sale for an amazing price! Unrivaled grandeur with an idyllic Tuscan-countryside vibe! Introducing one of Westchester County’s most magnificent Estates, beautifully situated high on an exquisite tree-lined rise just minutes from Rye. This private sanctuary is nestled on 5.2 acres of manicured grounds with distant water views of Long Island Sound. There’s nothing quite like it: an infinity pool, pool house, guest house, indoor-outdoor jacuzzi, sauna, sun-drenched patios, clay tennis court, bowling alley, gym, wine cellar and a seven-car garage. The possibilities are endless! A masterpiece of design, this stunning residence features a soaring 40-foot-high central atrium with a barrel-vaulted ceiling and a suspended walkway. Bathed in natural light from towering walls of glass, this home unfolds gracefully over 4 levels. It offers a welcoming reception room, a stately library, grand living room, a chic dining room and a spacious executive office with built-ins. Multiple rooms open to a glorious rear patio with built-in grill including the chef’s kitchen, sunny breakfast room and the breathtaking Great Room with wet-bar and one of this home’s four fireplaces. The main residence boasts 7 bedrooms, 8 full bathrooms and 2 powder rooms. The primary suite is one-of-a-kind with a stunning private sundeck, 2 marble ensuites and a myriad of boutique-like dressing rooms and closets. Nothing has been overlooked - there’s an elevator to all floors, 2 laundries, and a heated driveway for snow melt. This prestigious Estate is minutes from downtown Rye, convenient to Metro-North train and highways to NYC!

7 Beds ⋅ 10 Baths ⋅ 873606 MLS

$15 Million Dollar value being sold in an estate sale for an amazing price! Unrivaled grandeur with an idyllic Tuscan-countryside vibe! Introducing one of Westchester County’s most magnificent Estates, beautifully situated high on an exquisite tree-lined rise just minutes from Rye. This private sanctuary is nestled on 5.2 acres of manicured grounds with distant water views of Long Island Sound. There’s nothing quite like it: an infinity pool, pool house, guest house, indoor-outdoor jacuzzi, sauna, sun-drenched patios, clay tennis court, bowling alley, gym, wine cellar and a seven-car garage. The possibilities are endless! A masterpiece of design, this stunning residence features a soaring 40-foot-high central atrium with a barrel-vaulted ceiling and a suspended walkway. Bathed in natural light from towering walls of glass, this home unfolds gracefully over 4 levels. It offers a welcoming reception room, a stately library, grand living room, a chic dining room and a spacious executive office with built-ins. Multiple rooms open to a glorious rear patio with built-in grill including the chef’s kitchen, sunny breakfast room and the breathtaking Great Room with wet-bar and one of this home’s four fireplaces. The main residence boasts 7 bedrooms, 8 full bathrooms and 2 powder rooms. The primary suite is one-of-a-kind with a stunning private sundeck, 2 marble ensuites and a myriad of boutique-like dressing rooms and closets. Nothing has been overlooked - there’s an elevator to all floors, 2 laundries, and a heated driveway for snow melt. This prestigious Estate is minutes from downtown Rye, convenient to Metro-North train and highways to NYC!

7 Rockledge Road, Rye