Dutchess County NY Homes for Sale with Private Pool

/44
$1,250,000
- 3 Beds
- 3 Baths
- 2,433 Sq Ft
93 Clinton Corners Rd, Salt Point, NY 12578

Elegance, quality, and peace of mind define this fully renovated, high-end modern retreat in Salt Point, in Millbrook School District. Welcome to this newly renovated modern contemporary home where clean lines and thoughtful design meet comfort and functionality. Defined by soaring ceilings and walls of glass, creating a seamless connection to the pristine views of the surrounding

Robin Bermudez

Compass Greater NY, LLC

(845) 690-4258

93 Clinton Corners Rd, Salt Point, NY 12578
/45
$429,000
- 2 Beds
- 1.5 Baths
- 1,502 Sq Ft
35 Bayberry Cir, Fishkill, NY 12524

Accepted offer and showing for back up offers Stunning, Fully Renovated Four-Level Townhome in Round HillWelcome to this beautifully updated townhome in the sought-after Round Hill private community. Three levels of this four-story residence has been thoughtfully renovated for modern comfort and style.The renovated kitchen features LED lighting, granite countertops,

Philip Bisesto

HomeSmart Homes & Estates

(845) 552-9331

35 Bayberry Cir, Fishkill, NY 12524
/50
$3,795,000
- 4 Beds
- 4 Baths
- 4,103 Sq Ft
476 Carpenter Hill Rd, Pine Plains, NY 12567

Modern Minimalist Masterpiece on 19 Bucolic Acres in Dutchess County. Welcome to a rare offering in the heart of the Hudson Valley, where striking modern architecture meets timeless pastoral beauty. Completed in late 2024, this extraordinary estate sits on over 19 acres of flat, fenced farmland at the picturesque intersection of Bethel Cross and Carpenter Hill Road. Perfectly sited on a

Rebecca Doh

William Raveis Lifestyles Rlty

(518) 594-8655

476 Carpenter Hill Rd, Pine Plains, NY 12567
/39
$975,000
- 5 Beds
- 5 Baths
- 3,391 Sq Ft
153 Shagbark Ln, Hopewell Junction, NY 12533

Welcome to 153 Shagbark Lane, a stunning home that seamlessly blends modern living with resort-style amenities. Step inside to an inviting open-concept layout, where a spacious living room flows seamlessly into an updated kitchen featuring sleek countertops, stainless steel appliances, and ample cabinetry, perfect for entertaining or family gatherings. Natural light pours in through large

Omar Harper

Epique Realty

(329) 208-2441

153 Shagbark Ln, Hopewell Junction, NY 12533
/25
$409,900
- 3 Beds
- 1 Bath
- 1,400 Sq Ft
11 Cambridge Dr, Red Hook, NY 12571

Tucked in on a corner lot, in popular Red Hook Estates, just around the corner to the picturesque Red Hook village, this beautifully maintained single-level home offers the ideal combination of comfort, convenience, and style. With 3 spacious bedrooms and 1 large bath, the home features a finished lower level that adds incredible versatility - whether you need a home office, gym, playroom, or

Margaret Mondello

Margaret Mondello Real Estate

(845) 244-5532

11 Cambridge Dr, Red Hook, NY 12571
/48
$749,000
- 4 Beds
- 3 Baths
- 3,360 Sq Ft
94 S Quaker Hill Rd, Pawling, NY 12564

Set on 3.62 acres of picturesque and private land, this expansive 4-bedroom split-level home offers the perfect balance of spacious living and resort-style outdoor amenities, highlighted by a 20’ x 50’ saltwater in-ground pool. As you arrive along the freshly paved driveway, you’ll feel instantly at home in your own private oasis. Inside, a bright foyer with gleaming hardwood floors leads to the

Shannon Tully

McGrath Realty Inc

(845) 253-5932

94 S Quaker Hill Rd, Pawling, NY 12564
/50
$575,000
- 4 Beds
- 2 Baths
- 2,160 Sq Ft
5 Verplanck Ave, Hopewell Junction, NY 12533

Plenty of space inside and out, right where you want to be. This move-in-ready home offers a flexible layout with a spacious family room, separate living room, and a central kitchen that anchors it all. The kitchen features generous counter space, warm cabinetry, and a layout that makes both daily cooking and weekend hosting feel effortless. Out back, a two-tiered deck stretches out toward a

Michael Kahns

Compass Greater NY, LLC

(845) 379-2973

5 Verplanck Ave, Hopewell Junction, NY 12533
/16
$375,000
- 4 Beds
- 3 Baths
- 3,697 Sq Ft
45 Riverdale Dr, Wingdale, NY 12594

SHORT SALE! SALE SUBJECT TO BANK APPROVAL! THIS IS THE PERFECT HOME FOR THE EXTENDED FAMILY. 4+ BEDROOMS 3 FULL BATHS FULLY FINISHED BASEMENT. A TOTAL OF 3 CAR GARAGE, NICELY LANDSCAPED AND WITHIN CLOSE PROXIMITY TO ALL AMENITIES. BACKYARD SLOPES DOWN TO THE TEN MILE RIVER, GREAT CUL DE SAC LOCATION AND MORE. WELL KEPT. Additional Information: ParkingFeatures:1 Car Attached,2 Car Detached.

Patricia Cannizzaro

Century 21 Alliance Rlty Group

(845) 493-3468

45 Riverdale Dr, Wingdale, NY 12594
/43
$745,000
- 4 Beds
- 3.5 Baths
- 3,122 Sq Ft
189 Reilly Rd, Lagrangeville, NY 12540

Set on two beautifully manicured acres just minutes from the Taconic, this move-in-ready home offers space, privacy, and polished comfort—inside and out. The property is thoughtfully landscaped with mature trees offering shade, while open lawns invite play, entertaining, or quiet enjoyment of the outdoors. Out back, a wide deck leads to a pool, creating a private escape framed by

Michael Kahns

Compass Greater NY, LLC

(329) 210-4472

189 Reilly Rd, Lagrangeville, NY 12540
/37
$700,000
- 4 Beds
- 1.5 Baths
- 3,624 Sq Ft
10 Stagecoach Ln, Amenia, NY 12501

Charming Old-Style Farmhouse with 4+ Bedrooms on 2.4 Acres. This timeless colonial farmhouse blends historic charm with modern updates, offering 4+ bedrooms and 1.5 baths. A welcoming front porch leads into an inviting entrance hall with hardwood floors. The first floor boasts a formal dining room with original wide-plank pine floors, chandeliers, and crown molding, plus a formal living

Isabel Alves

RE/MAX Town & Country

(845) 448-2396

10 Stagecoach Ln, Amenia, NY 12501
/31
$800,000
- 4 Beds
- 3.5 Baths
- 2,955 Sq Ft
Unlisted Address

Welcome to your dream sanctuary at 73 Noble Hill Dr, Poughquag, NY, a sophisticated single-family residence that offers refined elegance and modern comforts, this home gracefully accommodates four bedrooms, with 2,955 square feet of space for relaxation and repose.Upon entering, you're greeted by a grand foyer that sets the tone for the home's sophisticated ambiance. An arched entry

Craig Watters Compass Greater NY, LLC

Unlisted Address
/35
$995,000 Open Sun 12PM - 2PM
- 3 Beds
- 3 Baths
- 4,300 Sq Ft
129 Clinton Corners Rd, Salt Point, NY 12578

A rare and exceptional offering—this private 18.5-acre estate blends natural beauty, architectural charm, and modern updates, all in a prime location just off the Taconic Parkway for easy commuting.This stunning post-and-beam 4,300 sq ft contemporary home features soaring 25-foot cathedral ceilings, a central stone wood-burning fireplace, and rich character throughout. The grand mahogany

Ginalea Healy K. Fortuna Realty, Inc.

129 Clinton Corners Rd, Salt Point, NY 12578
/49
$1,120,000
- 4 Beds
- 4.5 Baths
- 4,728 Sq Ft
161 Shagbark Ln, Hopewell Junction, NY 12533

Welcome to this stunning Colonial home ith Resort-Style Living, where timeless designs meets modern luxury. From the moment you step into the grand foyer with soaring ceilings and a sweeping front staircase, you’ll be captivated by the refined details and thoughtful layout of this exceptional residence.The first floor boasts rich dark hardwood floors that flow seamlessly throughout. A

Caren Delgrosso

161 Shagbark Ln, Hopewell Junction, NY 12533
/25
$1,100,000
- 3 Beds
- 2 Baths
- 1,886 Sq Ft
11 Sutton Rd, Millbrook, NY 12545

Tucked away on 1.5 acres along one of Dutchess County's most scenic roads, this 1950’s Millbrook cottage is the definition of charm and style. A true designer’s dream. The home blends storybook character with sophisticated updates, offering both warmth and polish in every room.Inside, light-filled spaces invite gathering and quiet retreat alike. The home offers 3 bedrooms and 2 full

Ashley Whittaker Spence Compass Greater NY, LLC

11 Sutton Rd, Millbrook, NY 12545
/50
$1,999,999
- 7 Beds
- 7 Baths
- 11,222 Sq Ft
3893 Route 82, Millbrook, NY 12545

Set on 11.1 private acres in the heart of Millbrook, this stately brick Colonial estate offers over 11,222 square feet of refined living space, combining timeless elegance with exceptional versatility. A true legacy property, it delivers the scale, design, and amenities expected by the most discerning buyers.A dramatic two-story granite foyer welcomes you with a sweeping double staircase

Howard Payson RE/MAX Town & Country

3893 Route 82, Millbrook, NY 12545
/50
$1,699,999
- 5 Beds
- 4.5 Baths
- 6,027 Sq Ft
144 Shamrock Hills Dr, Wappingers Falls, NY 12590

Prepare to be captivated by this one-of-a-kind 5 bedroom, 4.5 bath luxury estate in the prestigious Old Hopewell Estates—an extraordinary residence that seamlessly blends elegance, privacy, and resort-style living with town water/sewer and low taxes. Perfectly sited on a manicured 1-acre corner lot, this custom Colonial boasts over 6,000 sq. ft. of refined living space plus a fully finished

Kathleen Lomino Briante Realty Group, LLC

144 Shamrock Hills Dr, Wappingers Falls, NY 12590
/73
$1,550,000
- 5 Beds
- 3.5 Baths
- 4,164 Sq Ft
32 Tamarack Dr, Hopewell Junction, NY 12533

Rooted in legacy, Embury Stone House is a 1930 historic retreat set on 12 private acres. Designed by renowned architect Aymar Embury II, the 4,164 square foot residence was built from hillside-quarried stone with gables, chimneys, and arched doorways that showcase its historic character. Once a favored retreat for President Franklin Delano Roosevelt, the distinguished home features original stone

Anthony D'Argenzio Houlihan Lawrence

32 Tamarack Dr, Hopewell Junction, NY 12533
/41
$1,995,000
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
5 Fulton Homestead Rd, Red Hook, NY 12571

The Fulton Homestead is an iconic property dating back over two centuries and is on the market for the first time in twenty years. With eighty-five acres located high on a panoramic hill this site is delightful and well situated in the northern Dutchess County town of Milan. The Homestead is a classic white rambling farm house surrounded by expansive lawns and is privately set back from the

James Male HOUSE Hudson Valley Realty

5 Fulton Homestead Rd, Red Hook, NY 12571
/50
$1,495,000
- 3 Beds
- 3 Baths
- 1,723 Sq Ft
31 Blueberry Ln, Stormville, NY 12582

Welcome to 31 Blueberry Lane in Stormville, a unique estate offering two homes and a guest studio on over 17 private acres with stunning natural features, including two ponds and an inground pool. The primary residence is a 3-bedroom, 3-bathroom home designed for comfort and entertaining, featuring a large living area with modern windows and exterior doors, an efficient heating and cooling system

STEVEN WROBEL JR. Serhant LLC

31 Blueberry Ln, Stormville, NY 12582
/50
$1,295,000
- 5 Beds
- 5.5 Baths
- 6,290 Sq Ft
38 Long Hill Rd, Hopewell Junction, NY 12533

Welcome to 38 Long Hill Road – A Private Hudson Valley Escape set on 11.5 AcresTucked away on a quiet hilltop in the Wappingers School District, this contemporary retreat offers the perfect blend of privacy, space, and modern design. With over 6,000 sq ft of finished living space, this 5-bedroom, 5.5-bathroom home is an ideal setting for both everyday living and weekend getaways. The main

John Gabriel Jr KW MidHudson

38 Long Hill Rd, Hopewell Junction, NY 12533
/48
$1,149,000
- 4 Beds
- 5.5 Baths
- 4,250 Sq Ft
97 Shagbark Ln, Hopewell Junction, NY 12533

Welcome to 97 Shagbark Lane, a stunning multi-family colonial nestled on 3.02 acres of serene, private land in the heart of Hopewell Junction, Dutchess County. Built in 2005, this expansive 4,250 sqft home offers 4 bedrooms, 5 full bathrooms, and 1 half bath, blending luxurious living, with 900sqft of finished space in the full walkout basement. Step into the grand entry foyer, where a flexible

Mary Hios Century 21 Hire Realty

97 Shagbark Ln, Hopewell Junction, NY 12533
/43
$1,300,000
- 5 Beds
- 3.5 Baths
- 4,841 Sq Ft
498 Rossway Rd, Pleasant Valley, NY 12569

Looking for a private getaway or country full time home with Mother and daughter unit or additional income to pay the mortgage? Enter into a long driveway that takes you to the top of the hill to a sight of a beautiful contemporary home with 18 x 36 Inground Pool, Very unique and totally secluded! Nestling on 16.05 wooded acres, this custom appointed u-shape home is one of a kind! The main

Arlene Campbell BHHS Hudson Valley Properties

498 Rossway Rd, Pleasant Valley, NY 12569
/33
$1,250,000
- 3 Beds
- 2.5 Baths
- 3,035 Sq Ft
6 Byrds Hill Rd, Pawling, NY 12564

Modern Pawling Farmhouse - This beautifully renovated Colonial home near Scenic Quaker Hill offers a perfect blend of charm and modern amenities. The spacious kitchen, complete with a center island with seating, flows seamlessly into an open dining and living area, where a cozy fireplace awaits. A separate light-filled den provides a peaceful retreat for relaxation. The main floor features a

Stephen Pener William Pitt Sothebys Int Rlty

6 Byrds Hill Rd, Pawling, NY 12564
/33
$1,250,000
- 5 Beds
- 6.5 Baths
- 8,925 Sq Ft
148 Rowe Rd, Red Hook, NY 12571

Where historic charm meets retro-chic flair! This extraordinary 8,000+ SF estate blends an 1810 Federal manor with a whimsical 70s-style wing, creating an entertainer's paradise. Set on a breathtaking 10-acre gentleman's farm with open lawns, mature trees, a pond, indoor and outdoor pools, a pool house, and a greenhouse/sunroom breakfast area—plus 147 additional acres available! The Modern wing

Joseph Briggs William Pitt Sotheby's

148 Rowe Rd, Red Hook, NY 12571
/50
$1,099,000
- 4 Beds
- 4.5 Baths
- 6,085 Sq Ft
37 Patricia Dr, Pleasant Valley, NY 12569

Welcome to this stunning contemporary masterpiece, featuring a resort-style indoor pool and exquisitely designed spaces to suit every lifestyle. Offering over 6,000 square feet of beautifully finished living space, designed for those who appreciate modern style, open spaces, and effortless entertaining. Set on a private, tranquil property, yet just minutes from the vibrant Eastdale Village, this

Jake Garay Serhant LLC

37 Patricia Dr, Pleasant Valley, NY 12569
/34
$1,100,000
- 4 Beds
- 5 Baths
- 7,693 Sq Ft
126 Old Hopewell Rd, Wappingers Falls, NY 12590

FULLY AVAILABLE! With the recent update to the Town Code, SHORT-TERM RENTALS AND AIRBNBS ARE NOW PERMITTED in the Town of Wappinger with an application and permit, creating an excellent opportunity for an income-producing property.! Welcome to this incredible 4-bedroom 7,693 square-feet Contemporary home offering an additional 1,444 square-feet of an indoor pool and entertaining area. This home

Michael Dunstan RE/MAX Town & Country

126 Old Hopewell Rd, Wappingers Falls, NY 12590
/25
$425,000 Open Sun 2PM - 4PM
- 3 Beds
- 1.5 Baths
- 1,510 Sq Ft
3 Shelley Rd, Poughkeepsie, NY 12603

Step inside this beautiful raised ranch that offers 3 bedrooms and 1.5 bathrooms with a practical layout for everyday living. Features include, central air, gas heat, town water, and town sewer. The backyard is highlighted by a deck with an above-ground pool, providing a great space to enjoy the outdoors. Schedule your showing today!

Carol Mahoney Real Broker NY LLC

3 Shelley Rd, Poughkeepsie, NY 12603
/29
$740,000
- 4 Beds
- 4 Baths
- 3,304 Sq Ft
39 W Forest Trail, Holmes, NY 12531

Location! Location! Location! Charming 4-Bedroom, 4 Bathroom Colonial, tucked away on a quiet cul-de-sac in the desirable Mt. Laurel Estates, this beautifully maintained 4-bedroom, 4-bath Colonial offers privacy, comfort, space, and serenity on a stunning 1.14-acre park like lot. Surrounded by mature ornamental trees and meticulously landscaped grounds, this home is the perfect blend of

Heather Duffelmeyer William Raveis Real Estate

39 W Forest Trail, Holmes, NY 12531
/21
$425,000
- 3 Beds
- 2 Baths
- 1,066 Sq Ft
10 Flood Dr, Amenia, NY 12501

Welcome to 10 Flood Drive — a charming and move-in ready home located in the heart of Amenia, NY. Nestled on a quiet residential street, this property offers the perfect blend of country living and small-town convenience.This well-maintained 3 bedroom 2 bathroom, home features an electric fireplace, a bright eat-in kitchen, and comfortable bedrooms with ample closet space, partially

Wendy Rodriguez eXp Realty

10 Flood Dr, Amenia, NY 12501
/50
$759,000
- 4 Beds
- 2.5 Baths
- 3,092 Sq Ft
6 Woodcliff Dr, Stormville, NY 12582

Serene 4-Bedroom Retreat on 6.53 Acres with Pool, Gardens & Easy Commuter Access! Welcome to this beautifully updated original-owner home, ideally perched on 6.53 acres of gently rolling land with woods and nature as your peaceful backdrop. This exceptional property offers privacy, space, and modern comfort just minutes from Route 84 and train access for a convenient commute. Inside, the home is

Suzanne DeCosta

6 Woodcliff Dr, Stormville, NY 12582
/27
$565,000
- 3 Beds
- 2.5 Baths
- 1,978 Sq Ft
176 N River Dr, Beacon, NY 12508

Welcome to 176 North River Drive in Beacon, NYStep into this beautifully maintained 3-bedroom, 2.5-bath townhome offering a perfect blend of comfort, style, and convenience.The main level features a spacious living room with hardwood floors, a cozy wood-burning fireplace, and sliding glass doors that open to a front patio—ideal for relaxing evenings. The open dining area flows into a

Beth Ann Dexter Exit Realty Connections

176 N River Dr, Beacon, NY 12508
/27
$500,000
- 3 Beds
- 2.5 Baths
- 2,372 Sq Ft
30 Velie Rd, Lagrangeville, NY 12540

Welcome Home! Nestled in the heart of the Hudson Valley, this lovely country property offers over 2 acres of picturesque land. Step inside the beautiful home to find an inviting interior featuring a gorgeous great room with beamed ceilings and a warming, wood fired stove. The open plan living offers a sweet country kitchen, formal dining room and cozy family room. Two bedrooms, full bathroom,

Christine Pergolizzi

30 Velie Rd, Lagrangeville, NY 12540
/16
$495,000
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
1 Wendy Rd, Wappingers Falls, NY 12590

Welcome to this spacious and beautifully maintained 4-bedroom, 3-bath home located on a desirable corner lot in the Wappinger School District! This charming property offers an ideal blend of comfort and functionality, featuring original hardwood floors, central air, and a finished basement perfect for extended living or guest space.Enjoy the outdoors in your private backyard oasis

BRIDGET CAPAWANA Exit Realty Connections

1 Wendy Rd, Wappingers Falls, NY 12590
/48
$949,999
- 3 Beds
- 4 Baths
- 5,206 Sq Ft
50 Carol Ln, Poughquag, NY 12570

Welcome to 50 Carol Lane – A Tudor-Colonial Masterpiece on 3.67 Acres of Private Paradise! Experience timeless elegance and modern luxury at this extraordinary retreat nestled on beautifully landscaped grounds. This one-of-a-kind residence offers the perfect balance of historic charm and contemporary comfort, providing a private sanctuary inside and out. Boasting 3 bedrooms and 4 bathrooms, this

Melvin Ramos Coldwell Banker Realty

50 Carol Ln, Poughquag, NY 12570
/28
$795,000
- 1 Bed
- 2 Baths
- 1,200 Sq Ft
283 Willow Glen Rd, Red Hook, NY 12571

Tucked into the woods on three completely private acres, this architecturally striking, custom-built retreat is more than just a home — it’s an experience. Constructed with steel and glass, the design invites nature in at every turn, with clean lines, floor-to-ceiling windows, and a seamless indoor-outdoor connection that transforms with the seasons. The main level offers an open, sun-filled

Lindsay Rothman Compass Greater NY LLC

283 Willow Glen Rd, Red Hook, NY 12571
/50
$299,888
- 3 Beds
- 1.5 Baths
- 1,729 Sq Ft
3 Hook Rd Unit 32, Poughkeepsie, NY 12601

This spacious two level townhouse with full basement walk-out located at The Arbors condo. Freshly painted interiors, hardwood floors in the Living room & Dining room. Eat-in kitchen with built-in seating & storage. Formal Dining Room has sliders to deck. Oversized Primary bedroom with 2 walk-in closets. 2nd bedroom has walk-in closet and single closet. 3rd bedroom has built in bunk bed. Hardwood

Frances Chiu Realty Center Hudson Valley

3 Hook Rd Unit 32, Poughkeepsie, NY 12601
/26
$899,000
- 4 Beds
- 3.5 Baths
- 3,004 Sq Ft
16 Avalon Ct, Hopewell Junction, NY 12533

Discover luxury living in this immaculate colonial located in the highly desirable community of Hopewell Junction. Set on a beautifully landscaped lot in the end of a quiet cul-de-sac, 16 Avalon Court offers the perfect blend of elegance, comfort, and convenience — ideal for both everyday living and entertaining.Step inside to a spacious and sun-filled interior featuring:• 4 generously

Robert Maher BHHS Hudson Valley Properties

16 Avalon Ct, Hopewell Junction, NY 12533
/43
$439,000
- 3 Beds
- 2 Baths
- 1,606 Sq Ft
27 Greentree Dr S, Hyde Park, NY 12538

Experience single-level living in all its splendor with this beautifully maintained ranch, privately set on 0.80 acres bordered by mature trees. This unique home stands out from the rest thanks to a thoughtfully designed bonus living area, complete with its own private entrance from the yard, a spacious living space, full bathroom, separate laundry room, and ample storage—perfect for extended

LISA WOHLMUTH

27 Greentree Dr S, Hyde Park, NY 12538
/32
$479,000
- 4 Beds
- 1.5 Baths
- 1,776 Sq Ft
28 Forest Valley Rd, Pleasant Valley, NY 12569

Introducing this exceptional 4-bedroom, 1.5-bath residence, proudly offered to the market for the very first time. Perfectly positioned on a 1.3-acre estate-like setting, this home is surrounded by lush, mature landscaping that creates a private and picturesque backdrop for everyday living.Designed with both comfort and character, the interiors offer a warm and welcoming atmosphere, with

Nicholas Karwaski Eleven Real Estate Group Inc.

28 Forest Valley Rd, Pleasant Valley, NY 12569
/35
$899,999
- 4 Beds
- 2.5 Baths
- 3,537 Sq Ft
10 Village Ct, Hopewell Junction, NY 12533

Well Maintained contempary colonial in the village of Hopewell Junction on a private cul de sac. Home features formal living room, formal dining room with fireplace. Well designed kitchen with granite counters, stainless steel appliances, island area, and a pantry. There is a separate entrance with a butler's kitchen. The eat in Kitchen opens to a bright sunroom overlooking the backyard with a

Latanya Godbee HomeSmart Homes & Estates

10 Village Ct, Hopewell Junction, NY 12533

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