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$449,900

Welcome to 28 Cliff Road, a charming Greenwood Lake home offering privacy, space, and access to the lake-centered lifestyle that makes this corner of Orange County, New York, so special. Set on approximately half an acre in the desirable Forest Knolls community, this two-bedroom, two-bath home combines comfortable everyday living with the relaxed atmosphere of a year-round lake retreat. One of the property’s standout features is the opportunity to join the Forest Knolls community and enjoy its private beach and waterfront amenities. Membership is optional and is only required for homeowners who wish to use the community’s waterfront facilities. Members can enjoy access to the private beach area on Greenwood Lake for swimming, relaxing by the water, launching a kayak or paddleboard, and spending summer days along the shoreline without the expense or maintenance of owning a direct lakefront property. Shared dock access may also be available, subject to community rules, membership requirements, applicable dues, and dock-space availability. Inside, the home offers a flexible and inviting layout with generous living space, abundant natural light, and plenty of room to gather, work from home, or unwind after a day on the lake. Two full bathrooms add everyday convenience, while the adaptable interior provides an excellent opportunity for future owners to personalize the space and make it their own. Outside, the spacious property is surrounded by mature trees, creating a peaceful and private setting with room for outdoor entertaining, gardening, recreation, or simply enjoying the natural beauty of the Hudson Valley. Located near Greenwood Lake, Sterling Forest State Park, hiking trails, boating, fishing, restaurants, shops, and year-round outdoor recreation, 28 Cliff Road is ideally positioned for buyers seeking a primary residence, weekend getaway, Hudson Valley retreat, or lake-community home within convenient reach of New York City and northern New Jersey. Whether you are searching for a home with optional Greenwood Lake access, a private property in the Town of Warwick, or a peaceful escape surrounded by nature, 28 Cliff Road offers the space, setting, and lifestyle to create something truly special. Come experience the benefits of Forest Knolls and lake-community living in Greenwood Lake, NY 10925.

2 Beds ⋅ 2 Baths ⋅ 1031682 MLS

Welcome to 28 Cliff Road, a charming Greenwood Lake home offering privacy, space, and access to the lake-centered lifestyle that makes this corner of Orange County, New York, so special. Set on approximately half an acre in the desirable Forest Knolls community, this two-bedroom, two-bath home combines comfortable everyday living with the relaxed atmosphere of a year-round lake retreat. One of the property’s standout features is the opportunity to join the Forest Knolls community and enjoy its private beach and waterfront amenities. Membership is optional and is only required for homeowners who wish to use the community’s waterfront facilities. Members can enjoy access to the private beach area on Greenwood Lake for swimming, relaxing by the water, launching a kayak or paddleboard, and spending summer days along the shoreline without the expense or maintenance of owning a direct lakefront property. Shared dock access may also be available, subject to community rules, membership requirements, applicable dues, and dock-space availability. Inside, the home offers a flexible and inviting layout with generous living space, abundant natural light, and plenty of room to gather, work from home, or unwind after a day on the lake. Two full bathrooms add everyday convenience, while the adaptable interior provides an excellent opportunity for future owners to personalize the space and make it their own. Outside, the spacious property is surrounded by mature trees, creating a peaceful and private setting with room for outdoor entertaining, gardening, recreation, or simply enjoying the natural beauty of the Hudson Valley. Located near Greenwood Lake, Sterling Forest State Park, hiking trails, boating, fishing, restaurants, shops, and year-round outdoor recreation, 28 Cliff Road is ideally positioned for buyers seeking a primary residence, weekend getaway, Hudson Valley retreat, or lake-community home within convenient reach of New York City and northern New Jersey. Whether you are searching for a home with optional Greenwood Lake access, a private property in the Town of Warwick, or a peaceful escape surrounded by nature, 28 Cliff Road offers the space, setting, and lifestyle to create something truly special. Come experience the benefits of Forest Knolls and lake-community living in Greenwood Lake, NY 10925.

28 Cliff Road, Greenwood Lake

$599,000

Live the lake life and generate rental income! This rare lakefront multifamily property on Greenwood Lake offers two fully equipped units—perfect for owner-occupants, investors, or short-term rental hosts. Live in one side and rent the other, or lease both for maximum return. A 57ft deep water concrete bulkhead provides docking for 10 + boats and ramp launch for waverunners or kayaks. Each 1 bedroom 1.5 bath unit has mountain & open water views from every room, close to NYC bus stop, village of Greenwood Lake and town beach. Each unit has separate meters, private entrances and private decks for your parties & 4th of July display. Whether you’re seeking a vacation home with income potential or a savvy addition to your real estate portfolio, this unique duplex checks all the boxes. Opportunities like this don’t come along often.

2 Beds ⋅ 4 Baths ⋅ 1023223 MLS

Live the lake life and generate rental income! This rare lakefront multifamily property on Greenwood Lake offers two fully equipped units—perfect for owner-occupants, investors, or short-term rental hosts. Live in one side and rent the other, or lease both for maximum return. A 57ft deep water concrete bulkhead provides docking for 10 + boats and ramp launch for waverunners or kayaks. Each 1 bedroom 1.5 bath unit has mountain & open water views from every room, close to NYC bus stop, village of Greenwood Lake and town beach. Each unit has separate meters, private entrances and private decks for your parties & 4th of July display. Whether you’re seeking a vacation home with income potential or a savvy addition to your real estate portfolio, this unique duplex checks all the boxes. Opportunities like this don’t come along often.

636 Jersey Avenue, Greenwood Lake

$1,200,000

Lake Life, Tiki Nights & Hudson Valley Adventures Await! Welcome to your front-row seat to lake life on beautiful Greenwood Lake. This 3-bedroom, 3-bath waterfront home is made for easy living, weekend fun, and year-round enjoyment, complete with your own boat launch, dock, jet ski ramp, and outdoor tiki-style wet bar. From morning coffee by the water to sunset cocktails after a day on the lake, this is the kind of place where every day feels a little more like vacation. This 30-foot waterfront home is located in the desirable Greenwood Lake Cove, a setting rich with local history where the Mountain Ice Company once harvested ice in the 1800s and transported it to Manhattan’s Meatpacking District. Inside, you’ll find comfort, convenience, and thoughtful upgrades throughout. Features include three Velux electric skylights with rain sensors and remotes, Andersen windows, built-in speakers throughout the home with separate volume controls in each room, and a Honeywell central vacuum system on all floors, plus a kitchen island sweep port for quick cleanups. Major updates include an aerobic septic system, on demand water heater, new UV water system, new Hydrotech water softening system, new well pump, and a 28,000-watt portable whole-house generator for added peace of mind. Outdoors, the fun continues with a 10x12 wet bar with electric, a Big Docks modular maintenance-free floating boat dock system with jet ski ramp and aluminum gangway, plus a 14x20 detached shed/workshop with electric for storage, hobbies, or lake toys. Whether you’re looking for a Hudson Valley getaway, full-time residence, or investment property, this home delivers. Located just minutes from the Village of Greenwood Lake, shopping, schools, parks, and NYC bus service, you’ll have fishing, boating, and water sports right outside your door. As part of the Town of Warwick, you’re also close to farm-to-table dining, orchards, wineries, breweries, farmers markets, boutique shops, Applefest, Appalachian Trail access, Mount Peter Ski Area, golf, tennis, pickleball, hiking, and four-season Hudson Valley recreation. Pack the cooler, launch the boat, and start living the lakefront lifestyle you’ve been dreaming about.

3 Beds ⋅ 4 Baths ⋅ 1009962 MLS

Lake Life, Tiki Nights & Hudson Valley Adventures Await! Welcome to your front-row seat to lake life on beautiful Greenwood Lake. This 3-bedroom, 3-bath waterfront home is made for easy living, weekend fun, and year-round enjoyment, complete with your own boat launch, dock, jet ski ramp, and outdoor tiki-style wet bar. From morning coffee by the water to sunset cocktails after a day on the lake, this is the kind of place where every day feels a little more like vacation. This 30-foot waterfront home is located in the desirable Greenwood Lake Cove, a setting rich with local history where the Mountain Ice Company once harvested ice in the 1800s and transported it to Manhattan’s Meatpacking District. Inside, you’ll find comfort, convenience, and thoughtful upgrades throughout. Features include three Velux electric skylights with rain sensors and remotes, Andersen windows, built-in speakers throughout the home with separate volume controls in each room, and a Honeywell central vacuum system on all floors, plus a kitchen island sweep port for quick cleanups. Major updates include an aerobic septic system, on demand water heater, new UV water system, new Hydrotech water softening system, new well pump, and a 28,000-watt portable whole-house generator for added peace of mind. Outdoors, the fun continues with a 10x12 wet bar with electric, a Big Docks modular maintenance-free floating boat dock system with jet ski ramp and aluminum gangway, plus a 14x20 detached shed/workshop with electric for storage, hobbies, or lake toys. Whether you’re looking for a Hudson Valley getaway, full-time residence, or investment property, this home delivers. Located just minutes from the Village of Greenwood Lake, shopping, schools, parks, and NYC bus service, you’ll have fishing, boating, and water sports right outside your door. As part of the Town of Warwick, you’re also close to farm-to-table dining, orchards, wineries, breweries, farmers markets, boutique shops, Applefest, Appalachian Trail access, Mount Peter Ski Area, golf, tennis, pickleball, hiking, and four-season Hudson Valley recreation. Pack the cooler, launch the boat, and start living the lakefront lifestyle you’ve been dreaming about.

25 Cove Road, Greenwood Lake

$224,999

Nestled in the scenic lake community of Greenwood Lake, this charming 'seasonal' cottage offers an excellent opportunity for a weekend retreat, vacation property, or investment. Located on a quiet road, 211 Brook Trail combines privacy and a peaceful setting while remaining just minutes from local shops, restaurants, marinas, hiking trails, and all that Greenwood Lake has to offer. The home features a cozy layout with abundant natural light and a rustic charm that captures the essence of lakeside living. Enjoy nearby access to boating, fishing, kayaking, and year-round outdoor recreation. Conveniently located within Orange County and within commuting distance to New York City, this property presents an affordable opportunity to own in one of the Hudson Valley's most sought-after lake communities. Whether you're looking for a seasonal getaway, a future renovation project, or a place to enjoy the beauty of the Hudson Valley, this property offers tremendous potential. Don't miss your chance to make Greenwood Lake your escape from the everyday.

2 Beds ⋅ 1 Baths ⋅ 1016796 MLS

Nestled in the scenic lake community of Greenwood Lake, this charming 'seasonal' cottage offers an excellent opportunity for a weekend retreat, vacation property, or investment. Located on a quiet road, 211 Brook Trail combines privacy and a peaceful setting while remaining just minutes from local shops, restaurants, marinas, hiking trails, and all that Greenwood Lake has to offer. The home features a cozy layout with abundant natural light and a rustic charm that captures the essence of lakeside living. Enjoy nearby access to boating, fishing, kayaking, and year-round outdoor recreation. Conveniently located within Orange County and within commuting distance to New York City, this property presents an affordable opportunity to own in one of the Hudson Valley's most sought-after lake communities. Whether you're looking for a seasonal getaway, a future renovation project, or a place to enjoy the beauty of the Hudson Valley, this property offers tremendous potential. Don't miss your chance to make Greenwood Lake your escape from the everyday.

211 Brook Trail, Greenwood Lake

$2,000,000

Two Homes. One Lakefront Setting. Endless Possibilities. Welcome to a truly rare Greenwood Lake opportunity on the highly desirable NY-side eastern shore, where peaceful local roads, breathtaking lake-and-mountain views, and unforgettable western sunsets create the ultimate Hudson Valley waterfront lifestyle. This custom Victorian-style lakefront home, paired with an additional separate residence, offers the best of both worlds: a private year-round retreat and a compelling investment opportunity. The main lakefront home features an open, entertaining-friendly layout designed to capture the beauty of Greenwood Lake from every angle. Enjoy picturesque water views, mountain backdrops, and the warmth of a wood-burning stove after a day on the lake or the slopes. With abundant parking, charming architectural character, and direct access to one of the region’s most beloved recreational lakes, this property is built for gathering, relaxing, and making memories. The second home adds exceptional flexibility and value. With two homes on one property and independent septic systems, the possibilities are impressive: live in one and rent the other, create a private guest cottage, explore short-term rental potential, or build a multi-stream investment portfolio in one of Orange County’s most scenic lake communities. Buyer to verify all permitted uses, rental requirements, and municipal approvals. Located just minutes from the center of the Village of Greenwood Lake, local dining, shopping, parks, schools, the NYC bus, marinas, and waterfront recreation, this property is perfectly positioned for both convenience and escape. Greenwood Lake offers boating, fishing, jet skiing, swimming, lakeside dining, and year-round outdoor adventure, while the town of Warwick delivers the celebrated Hudson Valley lifestyle with farm-to-table restaurants, wineries, breweries, golf courses, seasonal festivals, boutique shops, and Mount Peter Ski Area just a short drive away. Only about one hour from NYC, this is more than a lakefront property — it’s a lifestyle asset, an income-potential opportunity, and a rare chance to own two homes in one of the Hudson Valley’s most desirable waterfront destinations. Whether you’re searching for a full-time residence, weekend escape, a compound, or investment property, this Greenwood Lake gem delivers unmatched potential. Don’t miss the chance to own two homes for the price of one on beautiful Greenwood Lake.

6 Beds ⋅ 3 Baths ⋅ 1000998 MLS

Two Homes. One Lakefront Setting. Endless Possibilities. Welcome to a truly rare Greenwood Lake opportunity on the highly desirable NY-side eastern shore, where peaceful local roads, breathtaking lake-and-mountain views, and unforgettable western sunsets create the ultimate Hudson Valley waterfront lifestyle. This custom Victorian-style lakefront home, paired with an additional separate residence, offers the best of both worlds: a private year-round retreat and a compelling investment opportunity. The main lakefront home features an open, entertaining-friendly layout designed to capture the beauty of Greenwood Lake from every angle. Enjoy picturesque water views, mountain backdrops, and the warmth of a wood-burning stove after a day on the lake or the slopes. With abundant parking, charming architectural character, and direct access to one of the region’s most beloved recreational lakes, this property is built for gathering, relaxing, and making memories. The second home adds exceptional flexibility and value. With two homes on one property and independent septic systems, the possibilities are impressive: live in one and rent the other, create a private guest cottage, explore short-term rental potential, or build a multi-stream investment portfolio in one of Orange County’s most scenic lake communities. Buyer to verify all permitted uses, rental requirements, and municipal approvals. Located just minutes from the center of the Village of Greenwood Lake, local dining, shopping, parks, schools, the NYC bus, marinas, and waterfront recreation, this property is perfectly positioned for both convenience and escape. Greenwood Lake offers boating, fishing, jet skiing, swimming, lakeside dining, and year-round outdoor adventure, while the town of Warwick delivers the celebrated Hudson Valley lifestyle with farm-to-table restaurants, wineries, breweries, golf courses, seasonal festivals, boutique shops, and Mount Peter Ski Area just a short drive away. Only about one hour from NYC, this is more than a lakefront property — it’s a lifestyle asset, an income-potential opportunity, and a rare chance to own two homes in one of the Hudson Valley’s most desirable waterfront destinations. Whether you’re searching for a full-time residence, weekend escape, a compound, or investment property, this Greenwood Lake gem delivers unmatched potential. Don’t miss the chance to own two homes for the price of one on beautiful Greenwood Lake.

83 Edgemere Avenue, Greenwood Lake

$545,000

Back on the market New COO! Dreams do come true, — Don’t Let This One Slip Away! Welcome to the perfect blend of modern living and lakeside charm in the heart of Greenwood Lake! This newly renovated 3-bedroom, 3-bathroom home is more than just a place to live — it’s a lifestyle upgrade waiting for you. From the moment you step inside, you’ll be wowed by the soaring vaulted ceilings, natural light pouring in from the skylight, and stunning seasonal views of Greenwood Lake right outside your window. The sleek, modern kitchen features stainless steel appliances and is designed for both everyday cooking and entertaining. Downstairs, the fully finished basement offers a private additional living space complete with its own kitchen and bathroom ideal for guests, extended family, or even rental income potential. This property offers endless possibilities, a full-time residence, weekend getaway, or investment opportunity. Zoned in the highly rated Warwick school district and just a short drive to NYC, it’s perfect for commuters craving a peaceful retreat without sacrificing convenience. Homes like this don’t come along often and when they do, they don’t last. Don’t miss your chance to own a slice of Greenwood Lake paradise. Schedule your showing today!

3 Beds ⋅ 3 Baths ⋅ 999694 MLS

Back on the market New COO! Dreams do come true, — Don’t Let This One Slip Away! Welcome to the perfect blend of modern living and lakeside charm in the heart of Greenwood Lake! This newly renovated 3-bedroom, 3-bathroom home is more than just a place to live — it’s a lifestyle upgrade waiting for you. From the moment you step inside, you’ll be wowed by the soaring vaulted ceilings, natural light pouring in from the skylight, and stunning seasonal views of Greenwood Lake right outside your window. The sleek, modern kitchen features stainless steel appliances and is designed for both everyday cooking and entertaining. Downstairs, the fully finished basement offers a private additional living space complete with its own kitchen and bathroom ideal for guests, extended family, or even rental income potential. This property offers endless possibilities, a full-time residence, weekend getaway, or investment opportunity. Zoned in the highly rated Warwick school district and just a short drive to NYC, it’s perfect for commuters craving a peaceful retreat without sacrificing convenience. Homes like this don’t come along often and when they do, they don’t last. Don’t miss your chance to own a slice of Greenwood Lake paradise. Schedule your showing today!

71 Deer Trail N, Greenwood Lake

$3,000,000

Rule Your Waterfront: West Cove’s Crown Jewel Estate. Prepare to ascend to the pinnacle of waterfront splendor. This is the crown jewel of the West Cove Road corridor, a once-in-a-lifetime opportunity to own a historic estate that exudes power, prestige, and pure majesty. At the end of legendary West Cove Road, a private 250 feet of exclusive waterfront awaits, with a boat dock, a jib hoist, boat house, and a boat launch, offering seamless nautical sovereignty and panoramic shoreline vistas that frame every moment with grandeur. This property is not merely a residence; it is a stunning waterfront monument rich in legacy. It sits on the very grounds once occupied by the Mountain Ice Company in the 1800s, a testament to an era when ice nourished a growing city. Nearby stand the immaculately renovated Ice House and Cove Castle, also known as Castle Tavern, now refined into a dining and entertainment venue that whisper of a bygone era while sparkling with modern elegance. The home itself is a living story, a stage for your own legendary chapter, where every angle and detail celebrates the marriage of history and awe-inspiring waterfront beauty. Perched at the end of the Cove, the estate offers an unparalleled sense of freedom and privacy. The panoramic views of the water are breathtaking, painting a serene backdrop for a dream retreat that feels like a private monarchy. Outdoor spaces elevate the experience for grand entertaining, with a generous deck that invites alfresco living, and a private garage and ample parking to accommodate your fleet and guests. This is more than a property; it is a chance to write your own legacy in a setting where nature and history converge in stunning harmony. The future of this storied location rests in your hands, seize it, and let your reign begin.

3 Beds ⋅ 2 Baths ⋅ 983605 MLS

Rule Your Waterfront: West Cove’s Crown Jewel Estate. Prepare to ascend to the pinnacle of waterfront splendor. This is the crown jewel of the West Cove Road corridor, a once-in-a-lifetime opportunity to own a historic estate that exudes power, prestige, and pure majesty. At the end of legendary West Cove Road, a private 250 feet of exclusive waterfront awaits, with a boat dock, a jib hoist, boat house, and a boat launch, offering seamless nautical sovereignty and panoramic shoreline vistas that frame every moment with grandeur. This property is not merely a residence; it is a stunning waterfront monument rich in legacy. It sits on the very grounds once occupied by the Mountain Ice Company in the 1800s, a testament to an era when ice nourished a growing city. Nearby stand the immaculately renovated Ice House and Cove Castle, also known as Castle Tavern, now refined into a dining and entertainment venue that whisper of a bygone era while sparkling with modern elegance. The home itself is a living story, a stage for your own legendary chapter, where every angle and detail celebrates the marriage of history and awe-inspiring waterfront beauty. Perched at the end of the Cove, the estate offers an unparalleled sense of freedom and privacy. The panoramic views of the water are breathtaking, painting a serene backdrop for a dream retreat that feels like a private monarchy. Outdoor spaces elevate the experience for grand entertaining, with a generous deck that invites alfresco living, and a private garage and ample parking to accommodate your fleet and guests. This is more than a property; it is a chance to write your own legacy in a setting where nature and history converge in stunning harmony. The future of this storied location rests in your hands, seize it, and let your reign begin.

46 W Cove Road, Greenwood Lake