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$499,000

Versatility, comfort, and an exceptional lifestyle come together in this charming Cape Cod-style home in Pawling Lake Estates, a picturesque lake community nestled atop West Mountain and bordering West Mountain State Forest. Offering 2,188 SF across the first two levels, plus an additional 320 SF finished recreation room in the basement, this thoughtfully designed home features three bedrooms, four full baths, and a flexible floor plan that adapts to your lifestyle. A two-story entry sets the stage for the inviting interior. The main level offers a living room warmed by a pellet stove, a country kitchen with pantry, laundry closet, and dining area with sliding glass doors opening to the expansive walk-off rear deck. A den provides endless possibilities as a family room, home office, formal dining room, or could even be incorporated into the adjacent living room to create a more open layout. Completing the first floor is a full hall bath and a private ensuite bedroom featuring its own bath and two closets, making it an ideal primary suite. Upstairs, the oversized second ensuite bedroom spans from the front to the back of the home and includes two walk-in closets and a private bath. A third bedroom, full hall bath, and a separate study provide additional flexibility for a home office, craft room, recreation space, or whatever best suits your needs. The finished lower level expands the living space with a 320 SF recreation room boasting soaring ceilings. This level also includes a mechanical room, storage closet beneath the stairs, and direct access to the deep two-car garage with high ceilings and a convenient exterior door leading to the driveway, where abundant parking is available. Outdoor living is equally impressive with a sprawling 604 SF back deck overlooking a private, level, park-like backyard. The walk-off deck leads to a lower patio, creating the perfect setting for entertaining, relaxing, or enjoying the peaceful surroundings. Life in Pawling Lake Estates offers a true four-season lifestyle centered around its private, non-motorboat lake. Residents enjoy exclusive access to a sandy beach, docks, clubhouse, recreation area, playground, picnic areas, and year-round community events that foster the neighborhood's nostalgic charm. Spend your summers swimming, fishing, kayaking, paddleboarding, or simply soaking in the natural beauty. Beyond the community, you’ll find the Appalachian Trail, Lakeside Park, and the Dutchess Rail Trail via its newly completed connector just minutes away. Golf enthusiasts will appreciate nearby Dutcher Golf Course, while the quaint Village of Pawling offers boutique shopping, fun eateries, fine dining, a seasonal farmers market, and Metro-North service with an approximately 90-minute commute to New York City.

3 Beds ⋅ 4 Baths ⋅ 1029865 MLS

Versatility, comfort, and an exceptional lifestyle come together in this charming Cape Cod-style home in Pawling Lake Estates, a picturesque lake community nestled atop West Mountain and bordering West Mountain State Forest. Offering 2,188 SF across the first two levels, plus an additional 320 SF finished recreation room in the basement, this thoughtfully designed home features three bedrooms, four full baths, and a flexible floor plan that adapts to your lifestyle. A two-story entry sets the stage for the inviting interior. The main level offers a living room warmed by a pellet stove, a country kitchen with pantry, laundry closet, and dining area with sliding glass doors opening to the expansive walk-off rear deck. A den provides endless possibilities as a family room, home office, formal dining room, or could even be incorporated into the adjacent living room to create a more open layout. Completing the first floor is a full hall bath and a private ensuite bedroom featuring its own bath and two closets, making it an ideal primary suite. Upstairs, the oversized second ensuite bedroom spans from the front to the back of the home and includes two walk-in closets and a private bath. A third bedroom, full hall bath, and a separate study provide additional flexibility for a home office, craft room, recreation space, or whatever best suits your needs. The finished lower level expands the living space with a 320 SF recreation room boasting soaring ceilings. This level also includes a mechanical room, storage closet beneath the stairs, and direct access to the deep two-car garage with high ceilings and a convenient exterior door leading to the driveway, where abundant parking is available. Outdoor living is equally impressive with a sprawling 604 SF back deck overlooking a private, level, park-like backyard. The walk-off deck leads to a lower patio, creating the perfect setting for entertaining, relaxing, or enjoying the peaceful surroundings. Life in Pawling Lake Estates offers a true four-season lifestyle centered around its private, non-motorboat lake. Residents enjoy exclusive access to a sandy beach, docks, clubhouse, recreation area, playground, picnic areas, and year-round community events that foster the neighborhood's nostalgic charm. Spend your summers swimming, fishing, kayaking, paddleboarding, or simply soaking in the natural beauty. Beyond the community, you’ll find the Appalachian Trail, Lakeside Park, and the Dutchess Rail Trail via its newly completed connector just minutes away. Golf enthusiasts will appreciate nearby Dutcher Golf Course, while the quaint Village of Pawling offers boutique shopping, fun eateries, fine dining, a seasonal farmers market, and Metro-North service with an approximately 90-minute commute to New York City.

22 Hickory Lane, Pawling

$685,000

Among Dalton Farm's carriage house residences, this end-unit townhouse stands apart for its generous proportions and distinctive floor plan. First-floor living meets an expansive loft and a fully finished walkout lower level — three distinct levels, each with its own purpose, adding up to a home that expands and contracts with how you're using it that day. The two-story living room fills the main level with light. Open to the adjoining dining room and kitchen, the spaces feel connected while holding onto their own comfortable scale. A spacious primary suite and second bedroom with an adjacent full bath complete the main level, along with a new washer and dryer set in the transitional hallway leading to the lower level. Overlooking the living room, the loft is at once a library, home office, and gathering space. It's where work gets done, books are enjoyed, board games are played, and festive meals have room to grow. A full bath and walk-in closet give the loft the flexibility to serve as overflow guest space. The walkout lower level is fully finished, adding approximately 1,350 square feet with two bedrooms, a full bath, a mirrored flex space for workouts or yoga, a media lounge enhanced with acoustic wall panels, and a separate area for the billiards table. With more than 3,300 square feet of finished living space, the home offers four bedrooms, four full baths, and exceptional flexibility across three finished levels. The covered front porch welcomes quiet mornings, while the rear deck extends the home's living spaces outdoors for dining, entertaining, or simply enjoying the view. Below, the walkout patio provides additional outdoor space just steps from the recreation room. The landscape has been thoughtfully designed to frame — rather than compete with — the protected wetland meadow beyond, its tall grasses shifting from green to gold through the season, backed by a wooded hillside that keeps the view feeling protected and open. The current owners have maintained the home with real discipline: a new roof, mechanical systems serviced on schedule, California Closets throughout, and a two-car garage outfitted with ceiling-mounted storage and not an inch of wasted space — the kind of thoroughness that pays off long after moving day. Dalton Farm is more than a well-respected HOA, it's a place with real history and an active, connected community. Set on the former estate of Franklin Roosevelt Jr., the neighborhood's clubhouse, the 200-year-old Roosevelt House, anchors a self-governing community known for its stability and engaged homeowners. Residents enjoy the swimming pool, tennis courts, walking trails, and equestrian center, along with a full calendar of community life—from book clubs to seasonal gatherings, all within easy reach of the Taconic State Parkway, Metro-North, and the Hudson Valley's villages, restaurants, and everyday conveniences.

4 Beds ⋅ 4 Baths ⋅ 1029646 MLS

Among Dalton Farm's carriage house residences, this end-unit townhouse stands apart for its generous proportions and distinctive floor plan. First-floor living meets an expansive loft and a fully finished walkout lower level — three distinct levels, each with its own purpose, adding up to a home that expands and contracts with how you're using it that day. The two-story living room fills the main level with light. Open to the adjoining dining room and kitchen, the spaces feel connected while holding onto their own comfortable scale. A spacious primary suite and second bedroom with an adjacent full bath complete the main level, along with a new washer and dryer set in the transitional hallway leading to the lower level. Overlooking the living room, the loft is at once a library, home office, and gathering space. It's where work gets done, books are enjoyed, board games are played, and festive meals have room to grow. A full bath and walk-in closet give the loft the flexibility to serve as overflow guest space. The walkout lower level is fully finished, adding approximately 1,350 square feet with two bedrooms, a full bath, a mirrored flex space for workouts or yoga, a media lounge enhanced with acoustic wall panels, and a separate area for the billiards table. With more than 3,300 square feet of finished living space, the home offers four bedrooms, four full baths, and exceptional flexibility across three finished levels. The covered front porch welcomes quiet mornings, while the rear deck extends the home's living spaces outdoors for dining, entertaining, or simply enjoying the view. Below, the walkout patio provides additional outdoor space just steps from the recreation room. The landscape has been thoughtfully designed to frame — rather than compete with — the protected wetland meadow beyond, its tall grasses shifting from green to gold through the season, backed by a wooded hillside that keeps the view feeling protected and open. The current owners have maintained the home with real discipline: a new roof, mechanical systems serviced on schedule, California Closets throughout, and a two-car garage outfitted with ceiling-mounted storage and not an inch of wasted space — the kind of thoroughness that pays off long after moving day. Dalton Farm is more than a well-respected HOA, it's a place with real history and an active, connected community. Set on the former estate of Franklin Roosevelt Jr., the neighborhood's clubhouse, the 200-year-old Roosevelt House, anchors a self-governing community known for its stability and engaged homeowners. Residents enjoy the swimming pool, tennis courts, walking trails, and equestrian center, along with a full calendar of community life—from book clubs to seasonal gatherings, all within easy reach of the Taconic State Parkway, Metro-North, and the Hudson Valley's villages, restaurants, and everyday conveniences.

5 Equestrian Way, Poughquag

$170,000

Seasonal cottage, still time to enjoy the summer on Sylvan Lake in gorgeous Dutchess County only 1.1/2 hours from NYC. Rarely found in Forest lake Co-op community is large master bedroom with newly tiled bath and hardwood floors. 2nd bedroom is ideal for guests also with a bath. Many improvements within the past five years: windows, storm door, deck with deluxe grill, vinyl siding, shed, & new hot water heater. Cottage also boasts 3 A//C plus a built in electric heater in master to take the chill off in spring and Fall. Hardwood floors throughout. Located in the shady part of Forest Lake w/ view of the lake. Come enjoy the sandy beach w/ floating dock, swimming, boating, picnic on the beach in a shaded open pavilion, also tennis, basketball, game room and club house for community activities. You won't be disappointed so take a ride and visit Forest Lake Cooperative Club

2 Beds ⋅ 3 Baths ⋅ 1028262 MLS

Seasonal cottage, still time to enjoy the summer on Sylvan Lake in gorgeous Dutchess County only 1.1/2 hours from NYC. Rarely found in Forest lake Co-op community is large master bedroom with newly tiled bath and hardwood floors. 2nd bedroom is ideal for guests also with a bath. Many improvements within the past five years: windows, storm door, deck with deluxe grill, vinyl siding, shed, & new hot water heater. Cottage also boasts 3 A//C plus a built in electric heater in master to take the chill off in spring and Fall. Hardwood floors throughout. Located in the shady part of Forest Lake w/ view of the lake. Come enjoy the sandy beach w/ floating dock, swimming, boating, picnic on the beach in a shaded open pavilion, also tennis, basketball, game room and club house for community activities. You won't be disappointed so take a ride and visit Forest Lake Cooperative Club

22 Gardenia Circle Unit #22, Hopewell Junction

$37,500

SEASONAL May 1 to October 31 NO short term rentals or sub leasing Pleasant View Acres private coop community on over 15 acres. Whether you're looking for quiet weekend getaways or a full summer retreat, this turnkey home is ready for you to enjoy. The property is located just a short distance to TSP, Beekman Golf, Taconic Tennis Club (world class tennis/pool). Centrally located to Beacon, Millbrook, Hyde Park, Cold Spring and the Culinary Institute. HOA fees conveniently include electric, water, trash, common area grounds, taxes and plumbing to open and close units. Seasonal allowing for an extended season of enjoyment. Don’t miss this rare opportunity to own a seasonal home. Pleasant View Acres private coop community. Fully furnished, roof 5 years old. new floors, shed and water heater. Floors recently leveled. Just over an hour to NYC, minutes to TSP, Beekman Golf, Taconic Tennis Club (world class tennis/pool). Centrally located to Beacon, Millbrook, Hyde Park, Cold Spring and the Culinary Institute. Maintenance fees of $264 per month fee includes membership to local beach Red Wing.

1 Beds ⋅ 1 Baths ⋅ 1011880 MLS

SEASONAL May 1 to October 31 NO short term rentals or sub leasing Pleasant View Acres private coop community on over 15 acres. Whether you're looking for quiet weekend getaways or a full summer retreat, this turnkey home is ready for you to enjoy. The property is located just a short distance to TSP, Beekman Golf, Taconic Tennis Club (world class tennis/pool). Centrally located to Beacon, Millbrook, Hyde Park, Cold Spring and the Culinary Institute. HOA fees conveniently include electric, water, trash, common area grounds, taxes and plumbing to open and close units. Seasonal allowing for an extended season of enjoyment. Don’t miss this rare opportunity to own a seasonal home. Pleasant View Acres private coop community. Fully furnished, roof 5 years old. new floors, shed and water heater. Floors recently leveled. Just over an hour to NYC, minutes to TSP, Beekman Golf, Taconic Tennis Club (world class tennis/pool). Centrally located to Beacon, Millbrook, Hyde Park, Cold Spring and the Culinary Institute. Maintenance fees of $264 per month fee includes membership to local beach Red Wing.

7 Brodie Road Unit #14, Hopewell Junction

$379,900

Welcome to the highly sought-after Fox Hill community! This beautifully maintained 2-bedroom, 2-bath condo offers the convenience of one-level living with a bright, open layout and abundant natural light throughout. The spacious primary suite features its own private bath and generous closet space, while both bedrooms enjoy direct access to a private deck—perfect for relaxing outdoors. Located in Fox Hill VI, the newest section of the community, this home offers features not found in the earlier phases. The updated kitchen showcases modern finishes and quality appliances, making it ideal for everyday living Additional highlights include a full basement with high ceilings offering exceptional storage or future finishing potential, plus a one-car garage. Combining comfort, convenience, and a desirable location, this is a home you won't want to miss!

2 Beds ⋅ 2 Baths ⋅ 1008288 MLS

Welcome to the highly sought-after Fox Hill community! This beautifully maintained 2-bedroom, 2-bath condo offers the convenience of one-level living with a bright, open layout and abundant natural light throughout. The spacious primary suite features its own private bath and generous closet space, while both bedrooms enjoy direct access to a private deck—perfect for relaxing outdoors. Located in Fox Hill VI, the newest section of the community, this home offers features not found in the earlier phases. The updated kitchen showcases modern finishes and quality appliances, making it ideal for everyday living Additional highlights include a full basement with high ceilings offering exceptional storage or future finishing potential, plus a one-car garage. Combining comfort, convenience, and a desirable location, this is a home you won't want to miss!

202 Crystal Hill Lane, Poughkeepsie

$120,000

SUMMER GETAWAY OR RENTAL INCOME PROPERTY?....YOU CHOOSE! A WONDERFUL SEASONAL COTTAGE (APPROXIMATELY APRIL 15 -OCTOBER 15) IN SYLVAN LAKE AREA GREAT FOR SUMMER OR WEEKEND RETREAT OR CAN BE USED AS A RENTAL INCOME PROPERTY. ALL EXISITNG KITCHEN, BATH AND AC/HEAT APPLIANCES STAY. LAUNDRY FACILITY ON SITE, AMPLE PARKING. AMENITIES INCLUDE 2 CLUBHOUSES, PLAYGROUND AND COMMUNITY POOL. SYLVAN LAKE BEACH, TENNIS,AND GOLF ALL NEARBY.

4 Beds ⋅ 2 Baths ⋅ 987415 MLS

SUMMER GETAWAY OR RENTAL INCOME PROPERTY?....YOU CHOOSE! A WONDERFUL SEASONAL COTTAGE (APPROXIMATELY APRIL 15 -OCTOBER 15) IN SYLVAN LAKE AREA GREAT FOR SUMMER OR WEEKEND RETREAT OR CAN BE USED AS A RENTAL INCOME PROPERTY. ALL EXISITNG KITCHEN, BATH AND AC/HEAT APPLIANCES STAY. LAUNDRY FACILITY ON SITE, AMPLE PARKING. AMENITIES INCLUDE 2 CLUBHOUSES, PLAYGROUND AND COMMUNITY POOL. SYLVAN LAKE BEACH, TENNIS,AND GOLF ALL NEARBY.

71 MILLER Road Unit #23, Hopewell Junction

$140,000

Build your dream home on this exceptional 0.46-acre parcel, offering a rare blend of privacy, nature, and convenience. The property is BOH approved (3 bedroom residential dwelling), providing a smooth path to construction, and is landlocked at the rear, creating a peaceful, secluded setting. Enjoy access to two nearby lakes for fishing or swimming, or relax at the clubhouse. Drive into Pawling village to the local shops or play a round of golf. A short drive down the road enjoy the Appalachian Trail for a local hike! Adjacent to West Mountain State Park. Enjoy all of this and take 10 minute drive to Metro-North train, transporting you to NYC. This can be your weekend retreat or a full-time residence surrounded by natural beauty, this unique piece of paradise offers the ideal foundation for your Dream Home!

952786 MLS

Build your dream home on this exceptional 0.46-acre parcel, offering a rare blend of privacy, nature, and convenience. The property is BOH approved (3 bedroom residential dwelling), providing a smooth path to construction, and is landlocked at the rear, creating a peaceful, secluded setting. Enjoy access to two nearby lakes for fishing or swimming, or relax at the clubhouse. Drive into Pawling village to the local shops or play a round of golf. A short drive down the road enjoy the Appalachian Trail for a local hike! Adjacent to West Mountain State Park. Enjoy all of this and take 10 minute drive to Metro-North train, transporting you to NYC. This can be your weekend retreat or a full-time residence surrounded by natural beauty, this unique piece of paradise offers the ideal foundation for your Dream Home!

20 Hickory Lane, Pawling

$80,000

Looking for a getaway by the lake or an income generating rental property? Then come check out this wonderful seasonal 1/2 duplex cottage near Sylvan Lake (6 month lease: approximately April 15-October 15). A good option for snowbirds or for those who have had their travel plans put on hold. Private setting, perennial gardens, on site laundry, storage buildings, ample parking, space to spread out and RELAX. Amenities include playground and community pool. Sylvan Lake boating area, Sylvan Lake beach, tennis, golf, and more all nearby. Make an offer while it lasts. Note for investors, you can purchase together with adjoining unit if you want space for a larger group and more rental options!

2 Beds ⋅ 1 Baths ⋅ H6331056 MLS

Looking for a getaway by the lake or an income generating rental property? Then come check out this wonderful seasonal 1/2 duplex cottage near Sylvan Lake (6 month lease: approximately April 15-October 15). A good option for snowbirds or for those who have had their travel plans put on hold. Private setting, perennial gardens, on site laundry, storage buildings, ample parking, space to spread out and RELAX. Amenities include playground and community pool. Sylvan Lake boating area, Sylvan Lake beach, tennis, golf, and more all nearby. Make an offer while it lasts. Note for investors, you can purchase together with adjoining unit if you want space for a larger group and more rental options!

71 MILLER Road Unit #5, Hopewell Junction

$80,000

Looking for a getaway by the lake or an income generating rental property? Then come check out this wonderful seasonal 1/2 duplex cottage near Sylvan Lake (6 month lease: approximately April 15-October 15). A good option for snowbirds or for those who have had their travel plans put on hold. Private setting, perennial gardens, on site laundry, storage buildings, ample parking, space to spread out and RELAX. Amenities include playground and community pool. Sylvan Lake boating area, Sylvan Lake beach, tennis, golf, and more all nearby. Make an offer while it lasts. Note for investors, you can purchase together with adjoining unit if you want space for a larger group and more rental options!

2 Beds ⋅ 1 Baths ⋅ H6331057 MLS

Looking for a getaway by the lake or an income generating rental property? Then come check out this wonderful seasonal 1/2 duplex cottage near Sylvan Lake (6 month lease: approximately April 15-October 15). A good option for snowbirds or for those who have had their travel plans put on hold. Private setting, perennial gardens, on site laundry, storage buildings, ample parking, space to spread out and RELAX. Amenities include playground and community pool. Sylvan Lake boating area, Sylvan Lake beach, tennis, golf, and more all nearby. Make an offer while it lasts. Note for investors, you can purchase together with adjoining unit if you want space for a larger group and more rental options!

71 MILLER Road Unit #6, Hopewell Junction

$150,000

Looking for a getaway by the lake or an income generating rental property? Then come check out this wonderful seasonal FULL duplex cottage near Sylvan Lake (6 month lease: approximately April 15-October 15). A good option for snowbirds or for those who have had their travel plans put on hold. Private setting, perennial gardens, on site laundry, storage buildings, ample parking, space to spread out and RELAX. Amenities include playground and community pool. Sylvan Lake boating area, Sylvan Lake beach, tennis, golf, and more all nearby. Make an offer while it lasts. Note for investors, tenants can rent as a a single unit or can rent units 5 or 6 separately if desired.

4 Beds ⋅ 2 Baths ⋅ H6331058 MLS

Looking for a getaway by the lake or an income generating rental property? Then come check out this wonderful seasonal FULL duplex cottage near Sylvan Lake (6 month lease: approximately April 15-October 15). A good option for snowbirds or for those who have had their travel plans put on hold. Private setting, perennial gardens, on site laundry, storage buildings, ample parking, space to spread out and RELAX. Amenities include playground and community pool. Sylvan Lake boating area, Sylvan Lake beach, tennis, golf, and more all nearby. Make an offer while it lasts. Note for investors, tenants can rent as a a single unit or can rent units 5 or 6 separately if desired.

71 MILLER Road Unit #5-6, Hopewell Junction