Dutchess County NY Homes for Sale with Pool

/45
$429,000
- 2 Beds
- 1.5 Baths
- 1,502 Sq Ft
35 Bayberry Cir, Fishkill, NY 12524

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, brand-new cabinets, and new stainless steel appliances. Both

Philip Bisesto

HomeSmart Homes & Estates

(845) 552-9331

35 Bayberry Cir, Fishkill, NY 12524
/50
$3,995,000
- 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
/12
$329,000
- 4 Beds
- 2 Baths
- 2,450 Sq Ft
32 Hooker Ave, Poughkeepsie, NY 12601

Four Possible Five Bedroom Home For Sale On The Southside Of Poughkeepsie. This Tri-Level Colonial Offers Front And Back Staircases, Four Bedroom, Formal Living And Dining Rooms, Entry Foyer And More. There Is Alot Space Here, Over 2400 Sq Ft, Which Could Be Great For Large Families. Presently, Home Is Vacant And Can Be Delivered So Or With Renting Residents. This Is An As Is Sale With Bldg

Joyce Stanton

Century 21 Hudson Valley Rlty.

(845) 622-8924

32 Hooker Ave, Poughkeepsie, NY 12601
/41
$450,000
- 2 Beds
- 2.5 Baths
- 2,072 Sq Ft
27 Washington Ct, Pawling, NY 12564

Welcome to 27 Washington Court, located in the sought-after Deerfield Ponds community!This end-unit 2-bedroom, 2.5-bath townhome offers spacious living with beautiful pond views. Step inside from the inviting front porch and you’ll be greeted by a bright, airy entryway featuring a mudroom area, half bath, and a window opening into the pass-through kitchen. The eat-in kitchen boasts stainless

Shannon Tully

McGrath Realty Inc

(845) 444-3725

27 Washington Ct, Pawling, NY 12564
/48
$769,000 Open Sun 12PM - 2PM
- 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
/2
$975,000 Coming Soon
- 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
/34
$629,000
- 3 Beds
- 2.5 Baths
- 2,120 Sq Ft
35 Rowe Rd, Red Hook, NY 12571

Set on 2.2 scenic acres, this spacious Raised Ranch offers a perfect blend of comfort and versatility. The main level features a primary bedroom with en-suite bathroom, two additional bedrooms, and a full hall bathroom. The living room with woodburning stove flows into the dining area with sliders to the deck—ideal for indoor-outdoor entertaining. The kitchen includes a center island and plenty

Rita Longo

Howard Hanna Rand Realty

(845) 385-1249

35 Rowe Rd, Red Hook, NY 12571
/42
$690,000
- 2 Beds
- 2.5 Baths
- 1,495 Sq Ft
204 Cinnamon Cir Unit 7B, Rhinebeck, NY 12572

Here's your opportunity to enjoy community living at The Gardens in Rhinebeck. Watch the sunset from your deck in this newly renovated and beautiful 2 bedroom, 2 1/2 bath unit with a stunning view of the pond. Updates include an open concept kitchen, all new appliances, cabinets, center island, quartz countertops, recessed lighting, and hard wood floors. First floor half bath is re-done.

SUSAN PACIA-PECKMANN BHHS Hudson Valley Properties

204 Cinnamon Cir Unit 7B, Rhinebeck, NY 12572
/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
/22
$450,000
- 2 Beds
- 2 Baths
- 1,311 Sq Ft
3002 Bennington Dr, Fishkill, NY 12524

Welcome to this Toll Brothers’ Two Bedroom Two Bathroom Condo. This beautiful unit is located at Van Wyck Mews. The open floor plan is great for entertaining with an upscale kitchen overlooking a nice size living room/dining room combination. with a slider to a back yard patio with mountain views. The primary bedroom offers an ensuite bathroom with a walk in closet and an additional closet

Nancy Martinelli Century 21 Alliance Rlty Group

3002 Bennington Dr, Fishkill, NY 12524
/73
$1,550,000 Open Sun 1PM - 4PM
- 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
/22
$550,000
- 2 Beds
- 2 Baths
- 1,499 Sq Ft
334 Regency Dr, Fishkill, NY 12524

Welcome to the desirable Regency 55+ Community, where comfort and convenience meet. This well-maintained 2-bedroom, 2-bathroom one-level townhome offers an inviting open floor plan with hardwood floors throughout the main living area, and a spacious primary suite with its own en suite bath. A back balcony overlooks the peaceful pond, providing the perfect spot to relax, while a one-car garage

STEVEN WROBEL JR. Serhant LLC

334 Regency Dr, Fishkill, NY 12524
/46
$1,295,000 Open Sun 12AM - 2PM
- 4 Beds
- 3.5 Baths
- 4,200 Sq Ft
17 High Goal Ln, Beacon, NY 12508

Welcome to Your Beacon Retreat – A Grand Colonial with Pool & Mountain Views.Set behind a charming rail fence, this elegant home welcomes you with a sweeping driveway and a stone walkway framed by perennial gardens. A front porch with columns and front door with transom window and sidelights, sets the tone for the timeless design within. Step into the grand two-story foyer, showcasing custom

Claire Browne Compass Greater NY, LLC

17 High Goal Ln, Beacon, NY 12508
/40
$899,000 Open Sun 1PM - 3PM
- 4 Beds
- 2.5 Baths
- 3,042 Sq Ft
6 Sandlewood Cir, Hopewell Junction, NY 12533

Welcome to this stunning contemporary Colonial straight out of the pages of Town & Country magazine! This beautifully crafted Toll Brothers The Ellsworth model home sits on a corner lot, at the entrance of a quiet cul-de-sac. It features an open-concept design with rich hardwood floors throughout. Enjoy morning coffee while taking in beautiful mountain views in the sunlit breakfast nook or on

Amy Gold Keller Williams Realty Partner

6 Sandlewood Cir, Hopewell Junction, NY 12533
/21
$550,000
- 2 Beds
- 2.5 Baths
- 2,200 Sq Ft
303 Bridgeview Dr, Poughkeepsie, NY 12601

Live the good life in one of Poughkeepsie's most sought after communities. Hudson Pointe overlooks the majestic Hudson River and the Mid-Hudson Bridge. With state of the art medical care, great shopping and fantastic dining options all close by what more could one ask for? This home features 2 generously sized bedrooms and two renovated full baths along with a powder room. The kitchen is fully

Daniel Balassone VYLLA Home

303 Bridgeview Dr, Poughkeepsie, NY 12601
/39
$899,000
- 3 Beds
- 2.5 Baths
- 2,536 Sq Ft
391 Clinton Corners Rd, Clinton Corners, NY 12514

Enjoy this appealing farmhouse on almost 4 acres, situated in the picturesque Hudson Valley, in the Millbrook Central School District. Beautifully maintained, this 1850s gem is the perfect retreat for weekenders or year-round residents! The home offers a cozy and comfortable interior with attractive wood floors; living room with library; light-filled kitchen with dining area and a small wood

Susan Whalen George T Whalen Real Estate

391 Clinton Corners Rd, Clinton Corners, NY 12514
/44
$589,900
- 3 Beds
- 2.5 Baths
- 3,224 Sq Ft
1019 Dutcher Dr, Fishkill, NY 12524

Welcome to this sophisticated Toll Brothers townhouse. Discover refined living in this impeccably upgraded Carlyle Model end unit at Van Wyck Meadows, privately tucked among evergreens for unmatched tranquility. The custom-designed kitchen features rich cabinetry with roll-out drawers, granite countertops, a Bosch dishwasher, and a 5-burner gas range—perfect for the culinary enthusiast. Entertain

Lisa Jeanneret Corcoran Country Living

1019 Dutcher Dr, Fishkill, NY 12524
/9
$589,000 Open Sun 11AM - 3PM
- 3 Beds
- 4 Baths
- 2,489 Sq Ft
5126 Teaberry Ln Unit 25, Fishkill, NY 12524

CORNER UNIT-FINISHED BASEMENT WITH POWDER ROOM- SUMMER 2026! Welcome to The Townhomes at Van Wyck Mews - Toll Brothers newest townhome community offering low-maintenance living with on-site amenities in a secluded suburban location with easy access to retail, restaurants and commuter highways. A soaring two-story foyer and inviting stairs lead to the Caufield's bright living level, complete

Thomas Jacovino Toll Brothers Real Estate Inc.

5126 Teaberry Ln Unit 25, Fishkill, NY 12524
/50
$950,000
- 6 Beds
- 2.5 Baths
- 3,644 Sq Ft
2101 Bruzgul Rd, Lagrangeville, NY 12540

Historical significance and modern amenities converge via this impeccably restored and immaculately maintained Clove Valley farmhouse. Loaded with character and charm, this masterpiece includes a renovated kitchen complete with center island, Bosch refrigerator, Thermador double oven, beverage fridge, granite counters & pantry, which flows seamlessly to the family room w/wood stove, creating the

Dan Axtmann BHHS Hudson Valley Properties

2101 Bruzgul Rd, Lagrangeville, NY 12540
/50
$950,000
- 4 Beds
- 2.5 Baths
- 3,597 Sq Ft
234 Buttonwood Way, Hopewell Junction, NY 12533

Welcome to Four Corners in Hopewell Junction, one of the Hudson Valley’s most prestigious Toll Brothers communities. Known for its luxury clubhouse, resort-style pools, tennis and basketball courts, playgrounds, and private gym, this neighborhood already sets the bar high. But what waits for you at this particular home takes that standard and raises it to an entirely new level.From the

Alex Mashkin Keller Williams Realty Partner

234 Buttonwood Way, Hopewell Junction, NY 12533
/38
$899,000
- 4 Beds
- 2.5 Baths
- 3,027 Sq Ft
78 Moore Rd, Hopewell Junction, NY 12533

Spectacular Home in Sought-After Four Corners Community Welcome to this stunning home featuring exceptional craftsmanship and timeless elegance throughout. Beautiful woodwork, including picture frame moulding and detailed ceiling trim, complements the rich hardwood floors that run seamlessly through the entire home. The chef’s kitchen is a true showstopper, complete with a Palladium expansion

Blake Michaud Serhant LLC

78 Moore Rd, Hopewell Junction, NY 12533
/5
$549,000
- 2 Beds
- 2.5 Baths
- 1,902 Sq Ft
5140 Teaberry Ln Unit 19, Fishkill, NY 12524

Winter 2025/2026 Completion - The Colgate's main living level offers views of the beautiful great room and dining room from its airy two-story foyer. The well-designed kitchen is central to a casual dining area with rear yard access and is complete with a large center island with breakfast bar, wraparound counter and cabinet space, and an ample pantry. On the bedroom level, the lovely primary

Thomas Jacovino Toll Brothers Real Estate Inc.

5140 Teaberry Ln Unit 19, Fishkill, NY 12524
/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
/35
$899,000
- 3 Beds
- 3 Baths
- 2,450 Sq Ft
5 Willow Brook Ridge, Clinton Corners, NY 12514

Set down a long private drive, this classic cape cod style home offers exceptional privacy on a 5 acre wooded lot within a beautiful residential pocket just 15 minutes from Rhinebeck Village. A true retreat, the property offers multiple outdoor areas of enjoyment including a large heated, gunite pool, rear deck, front porch, and expansive lawn.Wide plank pine wood floors flow throughout

Jonathan Berry Upstate Down

5 Willow Brook Ridge, Clinton Corners, NY 12514
/49
$895,000
- 4 Beds
- 4.5 Baths
- 4,200 Sq Ft
79 Victor Dr, Poughkeepsie, NY 12603

Reduced Price: Under a 5-minute drive to Arlington High School -this stunning residence lives like a 6-bedroom masterpiece, featuring 4.5 completely renovated bathrooms and expansive living spaces spanning an impressive 4,200 square feet, designed for both grand entertaining and relaxed everyday elegance. A spectacular estate home nestled in one of the area's most prestigious neighborhoods- the

Justin Pieragostini Coldwell Banker Realty

79 Victor Dr, Poughkeepsie, NY 12603
/42
$560,000
- 3 Beds
- 2.5 Baths
- 2,154 Sq Ft
177 N River Dr, Beacon, NY 12508

Beautiful, well-appointed townhouse located in the Preserve on the Hudson! This sought-after community is just minutes from picturesque downtown Beacon with all its lovely restaurants and shops. Enter this home and an elegant 2-story entry way with cathedral ceiling and gleaming hardwood floor will welcome you in. The stylish light infused first floor features an open floorplan which flows

Stacey Cronin Houlihan Lawrence Inc.

177 N River Dr, Beacon, NY 12508
/5
$579,000
- 3 Beds
- 4 Baths
- 1,902 Sq Ft
5134 Teaberry Ln Unit 21, Fishkill, NY 12524

CORNER UNIT! Welcome to The Townhomes at Van Wyck Mews - Toll Brothers newest townhome community offering low-maintenance living with on-site amenities in a secluded suburban location with easy access to retail, restaurants and commuter highways. A soaring two-story foyer and inviting stairs lead to the Caufield's bright living level, complete with a spacious great room, dining room, and a

Thomas Jacovino Toll Brothers Real Estate Inc.

5134 Teaberry Ln Unit 21, Fishkill, NY 12524
/44
$999,000 Open Sun 1PM - 3PM
- 4 Beds
- 3.5 Baths
- 4,024 Sq Ft
12 Wolf Ln, Pleasant Valley, NY 12569

Tucked away on over 14 acres of total privacy and tranquility, 12 Wolf Lane is a contemporary retreat offering 4,000+ square feet of beautifully designed living space and every amenity you could ask for. From the moment you arrive, you’ll feel the calm, surrounded by nature, fieldstone walls built with stone from the land itself, and the kind of seclusion that’s increasingly hard to

Jake Garay Serhant LLC

12 Wolf Ln, Pleasant Valley, NY 12569
/30
$899,000
- 4 Beds
- 2.5 Baths
- 2,408 Sq Ft
58 Salisbury Turnpike, Rhinebeck, NY 12572

Welcome to your own private paradise. This stunning 20’ x 40’ heated saltwater pool is the centerpiece of nearly five level, park-like acres, surrounded by mature trees, lush landscaping, and a serene spring-fed pond. It’s a resort-style setting that offers peace, privacy, and extended swimming seasons.The contemporary ranch home strikes the perfect balance of style and comfort. Step into

Judah Fried Elegran LLC

58 Salisbury Turnpike, Rhinebeck, NY 12572
/26
$900,000
- 3 Beds
- 2 Baths
- 1,548 Sq Ft
104 S Quaker Ln, Hyde Park, NY 12538

Modern Farmhouse Retreat - Discover this beautifully reimagined 1870 farmhouse, set on over 25 private secluded acres in the heart of the Hudson Valley. Fully renovated in 2025 with modern finishes throughout, this 3-bedroom, 2-bath residence is a rare blend of historic charm and today’s design sensibility—perfect as a second home or peaceful weekend retreat.Tucked away down a long drive,

Curtis Darragh Legacy Land & Homes LLC

104 S Quaker Ln, Hyde Park, NY 12538
/45
$895,000
- 4 Beds
- 4.5 Baths
- 5,445 Sq Ft
46 Duncan Rd, Lagrangeville, NY 12540

Stunning Custom Colonial in the heart of Beekman, Arlington Schools! Home features almost 5500 finished SQFT, 4 bedrooms, 4.5 baths, situated on just over an acre of privacy with tasteful updates throughout. First floor features a two-story grand foyer, formal living and dining rooms, oak floors throughout, 2-story great room with stone surround gas fireplace, custom chefs kitchen with SS

Justin LaFalce KW MidHudson

46 Duncan Rd, Lagrangeville, NY 12540
/35
$1,179,000
- 3 Beds
- 2 Baths
- 2,700 Sq Ft
129 Clinton Corners Rd, Salt Point, NY 12578

129 Clinton Corners Road, Salt Point, NYA 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

Ginalea Healy K. Fortuna Realty, Inc.

129 Clinton Corners Rd, Salt Point, NY 12578
/31
$390,000
- 2 Beds
- 2.5 Baths
- 2,130 Sq Ft
23 Juniper Ln, Pawling, NY 12564

A quiet cul-de-sac welcomes you to a well-maintained town home in the desirable Cedar Valley Community. Easy accessibility to all the Pawling Village amenities: restaurants, shops, Farmer’s Market, professional services and commuting with Metro North. This home has so much to offer – open Living and Dining areas with hardwood floors, working fireplace and pass through to Kitchen. Also glass doors

Judy Albert BHHS Hudson Valley Properties

23 Juniper Ln, Pawling, NY 12564
/16
$550,000
- 3 Beds
- 1.5 Baths
- 1,170 Sq Ft
25 Orchard Dr, Wappingers Falls, NY 12590

Pool area (enclosed by fence), garage.

Jose Abeijon Irene G. DaSilva Real Estate

25 Orchard Dr, Wappingers Falls, NY 12590
/36
$769,000
- 4 Beds
- 3.5 Baths
- 4,229 Sq Ft
653 Creekside Ln, Fishkill, NY 12524

Stately brick colonial set on a premium homesite in the desirable Van Wyck Glen community in Fishkill, this home showcases custom construction with extensive upgrades and elegant finishes throughout. Step into the dramatic two-story entry foyer, where hardwood floors lead to a formal living room with tray ceiling and an elegant dining room, ideal for entertaining. The heart of the home is a

TINA TOWNSEND BHHS Hudson Valley Properties

653 Creekside Ln, Fishkill, NY 12524
/42
$399,900
- 2 Beds
- 2.5 Baths
- 1,476 Sq Ft
36 Tall Tree Ln, Poughkeepsie, NY 12601

Enjoy easy living in this beautifully maintained 2 bedroom, 2.5 bath townhome at Casperkill Ridge featuring a coveted FIRST-FLOOR PRIMARY SUITE with en-suite bath including walk-in shower with dual seats. The main level also includes sunlit living and dining areas with skylight, eat-in kitchen with quartz countertops and pantry, gleaming hardwood floors, convenient half bath, and laundry.

Jennifer Amicucci

36 Tall Tree Ln, Poughkeepsie, NY 12601
/29
$749,000
- 4 Beds
- 3 Baths
- 3,888 Sq Ft
12 Rebecca Dr, Pawling, NY 12564

Surrounded by the natural beauty of the Hudson Valley region, this Multi-Family home benefits from a private environment that outdoor enthusiasts will find irresistible. This property's location offers convenient access to the Lakeside Park Disc Golf Course, the nearby Appalachian Trail which provides endless hiking opportunities for nature lovers and the Metro-North Railroad being about a 5

Kevin Sanabria eRealty Advisors, Inc

12 Rebecca Dr, Pawling, NY 12564
/31
$399,900
- 3 Beds
- 1.5 Baths
- 1,576 Sq Ft
9 Roundtree Ct, Beacon, NY 12508

Welcome home to 9 Roundtree Court, a warm and inviting townhome in the heart of Beacon. This property offers numerous updates, including a new roof (2019), Thermopane windows, a newly carpeted staircase, tiled floors, a brand-new hot water heater (2024), and more.The professionally landscaped front entry opens into a spacious foyer with a conveniently located powder room. From there, step

Deborah Glatz Coldwell Banker Realty

9 Roundtree Ct, Beacon, NY 12508
/36
$749,000
- 4 Beds
- 3 Baths
- 2,784 Sq Ft
83 Heritage Ln, Lagrangeville, NY 12540

Welcome to 83 Heritage Lane, a beautiful colonial set on 1.58 acres in the heart of Lagrangeville. Offering nearly 2,800 square feet of living space, this home combines comfort, functionality, and outdoor enjoyment. The main floor features spacious living and dining areas, a convenient laundry room, and an oversized bonus room that can easily serve as a home office, playroom, or media space.

Stephanie Way eXp Realty

83 Heritage Ln, Lagrangeville, NY 12540
/28
$710,000
- 4 Beds
- 2.5 Baths
- 2,689 Sq Ft
140 Stratford Dr, Poughkeepsie, NY 12603

Welcome to the sought-after Stratford Farms development within the Arlington School District. This stunning Essex Model colonial set on .45 acres offers 4 bedrooms, 2.5 baths, a 2-car garage, and 2,689 sq. ft. of living space, including a partially finished 1,192 sq. ft. basement. Built in 2018 with seller-added upgrades, the home features a welcoming front porch and entry foyer leading to an

Janine Losey Diligent Searches Realty LLC

140 Stratford Dr, Poughkeepsie, NY 12603

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