Dutchess County NY Homes for Sale with Pool

/46
$625,000
- 3 Beds
- 3.5 Baths
- 2,782 Sq Ft
57 Lewis Rd, Hopewell Junction, NY 12533

Designer-inspired townhome with top quality finishes in highly sought after Hopewell Glen! This meticulously maintained home is packed with top-of-the-line features you must see in person to fully appreciate. Every upgrade has been thoughtfully hand-picked by this seller when purchased direct from builder, from lavish kitchen boasting a center island, gorgeous quartz countertops, top of the line

Celeste Pasciolla Keller Williams Realty Partner

57 Lewis Rd, Hopewell Junction, NY 12533
/43
$365,000
- 2 Beds
- 1.5 Baths
- 1,495 Sq Ft
20 Aspen Ct, Fishkill, NY 12524

Welcome to 20 Aspen Court, a bright and well-kept 2-bedroom, 1.5-bath home in a friendly Fishkill community. This multi-level layout offers soaring ceilings, sun-filled living spaces, and a natural flow from the living room to the dining area and out to a private deck—perfect for morning coffee or evening gatherings. The eat-in kitchen and generous bedrooms make daily life comfortable, while the

Michael Kahns Compass Greater NY, LLC

20 Aspen Ct, Fishkill, NY 12524
/34
$3,750,000
- 6 Beds
- 6 Baths
- 6,460 Sq Ft
30 Dewey Ln, Pawling, NY 12564

Westerly is one of the finest estates on Quaker Hill, located on 23.77 private, level acres, all cleared & landscaped, at the end of a truly local road. The expansive fields & meadows are perfect for a horse farm. The original home was built in 1860, the front addition was built in 1920 by the DeWitt-Wallaces of Readers Digest fame. A sensitive whole house renovation was completed in 1990

Gillian Stewart Gillian Stewart Real Estate

30 Dewey Ln, Pawling, NY 12564
/37
$395,000
- 2 Beds
- 2.5 Baths
- 1,470 Sq Ft
908 Scenic Ln, Poughkeepsie, NY 12603

Well maintained 2-bedroom, 2.5 bathroom townhouse style end unit in the desirable Fox Hill community. The unit is loaded with natural light and has an open floor plan that is impressive. The first floor has an eat-in kitchen, dining room and living room with a fireplace and walk out patio/deck. The second floor has the primary ensuite bedroom with his and her closets and a private balcony.

Rose Burns Century 21 Alliance Rlty Group

908 Scenic Ln, Poughkeepsie, NY 12603
/22
$259,999
- 2 Beds
- 1 Bath
- 866 Sq Ft
3303 Pine Cone Ct, Poughkeepsie, NY 12603

Nestled in the serene rear section of Fox Hill, this beautifully maintained first-floor, 2-bedroom, 1-bath condominium offers an abundance of natural light and timeless charm. A picturesque, grass-lined pathway leads to your private entrance, setting the tone for the tranquility within. Inside, gleaming wood floors and expansive windows— including a high-quality Pella picture window installed

Steven Collier BHHS Hudson Valley Properties

3303 Pine Cone Ct, Poughkeepsie, NY 12603
/4
$699,000
- 3 Beds
- 2.5 Baths
- 2,024 Sq Ft
5123 Teaberry Ln Unit 6, Fishkill, NY 12524

END UNIT-WALKOUT BASEMENT- 2- CAR GARAGE- MOVE-IN-READY SPRING 2026 - COMPLETE WITH DESIGNER APPOINTED FEATURESChic and thoughtful, the Bard’s floor plan is ideal for everyday living in style. An airy foyer leads into a spacious great room and a desirable rear deck. Adjacent, the well-designed kitchen is complete with an oversized center island with breakfast bar, plenty of counter and

Thomas Jacovino Toll Brothers Real Estate Inc.

5123 Teaberry Ln Unit 6, Fishkill, NY 12524
/25
$264,900
- 2 Beds
- 1 Bath
- 975 Sq Ft
3110 Pine Cone Ct, Poughkeepsie, NY 12603

Showings to start on August 12th. Nice 2 Bedroom unit in desirable Fox Hill Complex. End unit with parking space right outside your door. Wonderful sunsets from your Living Room and enjoy the beautiful sunrise while having your morning coffee in the Dining Room. New sink and vanity in the tiled Bath. Washer and Dryer 2019, Hot water Heater 2019. Recent hvac system, 2011, Roof 10 years. Pull

Marilynn Shultz BHHS Hudson Valley Properties

3110 Pine Cone Ct, Poughkeepsie, NY 12603
/50
$815,000
- 6 Beds
- 4.5 Baths
- 3,974 Sq Ft
82 Thornhill Dr, Pleasant Valley, NY 12569

Stunning Pleasant Valley Colonial in park-like setting: This wonderful 6 bedroom home can be your personal oasis; close enough to civilization to have convenience, yet just rural enough to also have serenity. The acre and a half property features stately, landscaped front & side yards with walkways & mature trees - and a more private, fenced & wooded backyard that is all about relaxing and/or

Christopher Hanson Hanson Real Estate Partners

82 Thornhill Dr, Pleasant Valley, NY 12569
/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
/32
$550,000
- 3 Beds
- 2.5 Baths
- 2,094 Sq Ft
27 Woodland Dr, Salt Point, NY 12578

Enjoy this Sunlit Salt Point retreat with pool and custom charm! Welcome to this dream escape in the heart of Salt Point! this beautifully crafted 3-bedroom, 2.5 bath home offers the perfect blend of natural beauty and thoughtful design. Nestled on a peaceful property the home features a heated inground pool, ideal for summer relaxation, and a blue stone driveway that adds timeless charm from

LAUREN VONDERAU Inspire Realty

27 Woodland Dr, Salt Point, NY 12578
/49
$475,000
- 3 Beds
- 2.5 Baths
- 1,948 Sq Ft
32 Meadow Way, Hopewell Junction, NY 12533

Nestled in the tranquil Wildflower Hills community, this spacious end-unit townhouse offers nearly 2,000 sq ft of living space across three well-appointed levels with an attached garage. The main level features a bright living room with a cozy fireplace, an open dining area, a well-equipped kitchen, a private deck ideal for outdoor relaxation, and a convenient powder room. Upstairs, the primary

Jo-Ann Campagiorni

32 Meadow Way, Hopewell Junction, NY 12533
/42
$13,500,000
- 5 Beds
- 8 Baths
- 5,867 Sq Ft
1190 Chestnut Ridge Rd, Dover Plains, NY 12522

A singular and exceedingly rare residence, this exquisite home was masterfully designed by renowned AD100 architect Gil Schafer, featuring interiors by Antony Todd and landscape architecture by Warren Byrd, all set against panoramic views of the Hudson Valley and Catskill Mountains. This home is a Greek Revival masterpiece that blends timeless elegance with modern sophistication. As featured in

OLIVER BROWN Houlihan Lawrence Inc.

1190 Chestnut Ridge Rd, Dover Plains, NY 12522
/25
$205,000
- 2 Beds
- 1 Bath
- 960 Sq Ft
19 Stout Ct Unit B, Poughkeepsie, NY 12601

Welcome to this sun filled home in Hudson Terrace. This 2 bedroom 1 bath unit has been recently renovated. Brand new Heating/Cooling system installed (1 year ago). This unit offers open concept with a fully renovated custom kitchen with stainless steel appliances, new tile floors and an updated bath. Luxury Vinyl Flooring throughout the rest of the home. In the fall you have views of the

JULIE CIRRITO BHHS Hudson Valley Properties

19 Stout Ct Unit B, Poughkeepsie, NY 12601
/29
$325,000
- 3 Beds
- 1.5 Baths
- 1,252 Sq Ft
2206 Mulberry Ct, Poughkeepsie, NY 12603

Tastefully updated 3 bedroom, 1.5 bath townhouse style end unit in desirable Fox Hill. Loaded with natural light, the open floor plan will surely impress. Featuring kitchen w/new cabinets, quartz counters, stainless appliances & breakfast nook, which flows seamlessly to huge living room w/sliding glass door to fully fenced patio. Three well proportioned bedrooms, updated bathrooms & in-unit

Dan Axtmann BHHS Hudson Valley Properties

2206 Mulberry Ct, Poughkeepsie, NY 12603
/44
$839,000
- 3 Beds
- 2.5 Baths
- 3,218 Sq Ft
114 Hudson Pointe Dr, Poughkeepsie, NY 12601

Experience luxury riverfront living in this premier end-unit townhome at Hudson Pointe—one of the Hudson River’s most sought-after gated communities. Perfectly positioned for both northern and southern panoramic views, this rare offering showcases breathtaking sights of the river and surrounding mountains from every level.Designed for both elegance and comfort the spacious 4-level floor plan

MICHAEL STRUTT BHHS Hudson Valley Properties

114 Hudson Pointe Dr, Poughkeepsie, NY 12601
/36
$675,000
- 4 Beds
- 2.5 Baths
- 2,278 Sq Ft
75 Hornbeck Rd, Poughkeepsie, NY 12603

Privately situated at the end of a long driveway is this wonderful Colonial home on 7+ acres with an in-ground swimming pool and within the highly sought after Arlington School District. The classic center hall entry is grand, anchored by a dramatic staircase and flanked by beautiful rooms for entertaining; a spacious living room and formal dining room. A large, eat-in kitchen boasts stainless

Susan Whalen George T Whalen Real Estate

75 Hornbeck Rd, Poughkeepsie, NY 12603
/17
$425,000
- 3 Beds
- 3 Baths
- 1,711 Sq Ft
3 Dill Ln, Poughkeepsie, NY 12601

This contemporary home is located on a cul-de-sac street and sits on a 1.07-acre lot. The residence includes three bedrooms, three full bathrooms, a family room with a gas fireplace, and an office or den. The open floor plan features cathedral ceilings, wood beams, and a brick wood-burning fireplace. The kitchen, breakfast counter, and dining area connect to the living room with a fireplace,

Arleen Maisonet BHHS Hudson Valley Properties

3 Dill Ln, Poughkeepsie, NY 12601
/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

5 Verplanck Ave, Hopewell Junction, NY 12533
/46
$649,900
- 2 Beds
- 2.5 Baths
- 3,592 Sq Ft
15 Evan Ct, Fishkill, NY 12524

Welcome to your dream retreat in the heart of the Fishkill Woods community! This stunning 2-bedroom, 2.5-bath townhouse offers luxury, comfort, and convenience at every turn. With a thoughtfully designed layout featuring the primary bedroom and ensuite bath on the main floor, this home delivers effortless living with room to spread out. The sun-filled main level boasts soaring ceilings and a

Anthony DeGelormo Century 21 Alliance Rlty Group

15 Evan Ct, Fishkill, NY 12524
/30
$595,000
- 4 Beds
- 2.5 Baths
- 3,180 Sq Ft
30 N Main St, Pine Plains, NY 12567

Grand 1880 Colonial Estate Sale - Historic Fixer-Upper with Original Features and Garden Oasis Near Town CenterThis rare 1880 Grand Colonial is a dream opportunity for restoration enthusiasts and anyone searching for a historic fixer-upper near the heart of town. Situated on a flat, tree-lined lot, this estate sale is being sold as is and is filled with authentic charm—from original

Arleen Shepley Elyse Harney Real Estate

30 N Main St, Pine Plains, NY 12567
/13
$4,950,000
- 3 Beds
- 2 Baths
- 5,000 Sq Ft
3362 New York 199, Pine Plains, NY 12567

To-Be-Built Luxury Estate with Infinity Pool & Panoramic Catskill Views – Pine Plains, NY. Elevated high above the valley floor with sweeping, unobstructed Catskill Mountain views, this to-be-built custom estate is a rare opportunity in the heart of the Hudson Valley. Set on an extraordinary piece of land—offering total privacy and dramatic natural beauty—this 5,000+ square foot

Michael Lund Corcoran Country Living

3362 New York 199, Pine Plains, NY 12567
/41
$585,000
- 3 Beds
- 2.5 Baths
- 2,062 Sq Ft
51 Loockerman Ave, Poughkeepsie, NY 12601

POUGHKEEPSIE SCHOOLS!!! INGROUND POOL!!! Welcome to this beautifully updated 4 Bedroom, 2.5 Bathroom Ranch-style home, ideally located in the heart of the City of Poughkeepsie near the charming Union Street Historic District. This home is surrounded by a vibrant array of community amenities—including popular local eateries, boutique shops, major shopping centers, and just minutes from Nuvance

Ray Reyes Keller Williams Realty

51 Loockerman Ave, Poughkeepsie, NY 12601
/21
$469,000
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
121 Hillside Rd, Poughquag, NY 12570

Welcome to your new home! Come enjoy beautiful backyard views of the mountains and sunsets here. While you are on the large deck or taking a swim in the above ground pool. The newly large updated kitchen includes an island and stainless steel appliances. Large sliding doors opening to the deck is great for entertaining inside and outside! Hardwood floors throughout the kitchen, living room area,

Jacqueline Redahan Century 21 Alliance Realty Grp

121 Hillside Rd, Poughquag, NY 12570
/50
$3,995,000
- 5 Beds
- 7 Baths
- 3,500 Sq Ft
401 Woodmont Rd, Hopewell Junction, NY 12533

Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across three parcels, this extraordinary estate offers panoramic views stretching close to 150 miles — a setting that simply cannot be replicated.Perfectly positioned just 90 minutes from NYC, this legacy property features five

JORDAN VACCARO Serhant LLC

401 Woodmont Rd, Hopewell Junction, NY 12533
/50
$1,975,000
- 3 Beds
- 2.5 Baths
- 2,553 Sq Ft
174 Sunset Trail, Clinton Corners, NY 12514

Nestled along a scenic and peaceful, stone wall-lined country road, Fox Haven is a cedar-sided contemporary ranch offering 2,553 square feet of refined one-level living, set on 18 acres of open meadows and landscaped gardens. Lovingly named Fox Haven for the red fox family that returns each spring to the eastern fields, this property is a true sanctuary offering space, light, and serenity in

Kyle Irwin Corcoran Country Living

174 Sunset Trail, Clinton Corners, NY 12514
/50
$875,000
- 4 Beds
- 3.5 Baths
- 3,916 Sq Ft
30 Cunningham Dr, Lagrangeville, NY 12540

Welcome to 30 Cunningham Drive—where refined living meets everyday ease in the heart of one of Dutchess County’s most desirable communities. Tucked inside a peaceful, well-established neighborhood, this stunning residence offers nearly 4,000 square feet of sunlit space, high ceilings, and seamless flow—designed for those who appreciate beauty, comfort, and practicality in equal

Alex Mashkin Keller Williams Realty Partner

30 Cunningham Dr, Lagrangeville, NY 12540
/25
$835,000
- 4 Beds
- 2.5 Baths
- 3,507 Sq Ft
8 Cedardale Loop, Wappingers Falls, NY 12590

8 Cedardale Loop, Wappingers Falls, NY 12590Beacon School District | 4 to 5 Beds | 3 Baths / Mother daughter Possibilty.Welcome to 8 Cedardale Loop—a masterfully designed residence offering over 3,500 square feet of refined living space in the highly sought-after Beacon School District. This exceptional home blends timeless elegance with modern comfort, making it the perfect retreat

Anthony J Pryce Valley Palms Real Estate Inc

8 Cedardale Loop, Wappingers Falls, NY 12590
/33
$649,000
- 3 Beds
- 2.5 Baths
- 3,013 Sq Ft
18 Pritchard Ct, Fishkill, NY 12524

This is a rare opportunity to live in one of the most pristine Toll Brothers Communities in the Hudson Valley. Located in Fishkill Woods, just two minutes from Interstate-84 and close to Metro North, this townhome offers the ultimate in convenience and, yet, provides an idyllic, oasis from the chaos of daily life. Its exceptional end-unit location, adjacent to the development's Clubhouse, means

Jeanine Agnolet Howard Hanna Rand Realty

18 Pritchard Ct, Fishkill, NY 12524
/48
$1,399,000
- 4 Beds
- 4.5 Baths
- 4,500 Sq Ft
145 Whalesback Rd, Red Hook, NY 12571

Welcome to this stunning colonial-style residence, beautifully situated on 6.26 acres in the scenic HudsonValley. This exceptional home greets you with a grand entrance, as pink cherry blossoms line thedriveway leading to a spacious three-car garage, while elegant Japanese Red Maples frame the street.Zoned for up to four horses, this private estate offers a perfect blend of charm and

Chelsea Pollard-Seiler Mondello Upstate Properties

145 Whalesback Rd, Red Hook, NY 12571
/32
$549,000
- 5 Beds
- 4.5 Baths
- 3,225 Sq Ft
8 Rock Garden Way, Poughkeepsie, NY 12603

A rare investment opportunity in the heart of the Spackenkill School District. This expansive property offers over 4,000 total square feet, including a legal accessory apartment, making it a true income-generating home with pro forma rental potential of $5,000+ per month. Perfect for investors or owner-occupants looking to offset expenses with strong rental income.The centerpiece of the home

DAVID DEBERARDINIS Serhant LLC

8 Rock Garden Way, Poughkeepsie, NY 12603
/43
$565,000
- 1 Bed
- 2 Baths
- 1,543 Sq Ft
326 Regency Dr, Fishkill, NY 12524

PREMIER ACTIVE ADULT 55 & UP COMMUNITY, REGENCY AT FISHKILL, INCLUDING AN ELEVATOR. THIS COMMUNITY OFFERS PANORAMIC LAKE AND MOUNTAIN VIEWS. THIS LARGE ONE BEDROOM CONDO HAS BEEN COMPLETELY UPDATED/UPGRADED W/HIGH-END FINISHINGS. THIS BARON FLOOR PLAN HIGHLIGHTS, NATURAL GAS FIREPLACE, BRAND NEW LIGHTING PACKAGE, HIGH-END CEILING FANS THOUGHOUT, TRAY CEILING IN THE FOYER, CROWN MOLDINGS,

Spyros Spyrou RE/MAX Town & Country

326 Regency Dr, Fishkill, NY 12524
/38
$639,000
- 4 Beds
- 2.5 Baths
- 2,080 Sq Ft
193 Judith Dr, Stormville, NY 12582

Incredible Location! Fabulous Home! Located in Bristol Woods, quite possibly the nicest established community in Stormville. This classic colonial with one acre will wow you starting with the covered front porch to the private back yard and everything in between! Step into wide board hardwood floors leading you to the designer kitchen and chic family room with vaulted ceilings, skylight and

Karen Taphorn Howard Hanna Rand Realty

193 Judith Dr, Stormville, NY 12582
/25
$599,000
- 3 Beds
- 2 Baths
- 1,872 Sq Ft
44 Woods Rd, Tivoli, NY 12583

The one you have been waiting for is finally here! Located on a picturesque side street in Tivoli Village, is this practical and one of a kind one level home. Greeting you when you pull up is wide plank front porch with ceiling fan, made perfect for sitting on summer evenings with a cold beverage in hand listening to the crickets. Enter into the living room with bay window and wood stove, it

Chelsea Pollard-Seiler Mondello Upstate Properties

44 Woods Rd, Tivoli, NY 12583
/35
$9,450,000
- 3 Beds
- 4.5 Baths
- 6,216 Sq Ft
151 Rowe Rd, Red Hook, NY 12571

Crestline is a visionary to-be-built residence with 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Perched atop a 41-acre hilltop with commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below, this architectural masterpiece harmonizes with its natural

Sean Eidle BHHS Hudson Valley Properties

151 Rowe Rd, Red Hook, NY 12571
/48
$11,750,000
- 5 Beds
- 6 Baths
- 9,684 Sq Ft
Unlisted Address

Exquisite Shekomeko Estate with Panoramic Catskill Mountain views. Nestled on 50 private acres in the heart of the Hudson Valley, this country estate offers timeless sophistication, refined comfort, and breathtaking views of the Catskills. Designed by architect Jimmy Crisp and completed in 2004, the residence spans over 9,684 finished square feet of thoughtfully curated living space. A tree-lined

PAULA REDMOND Corcoran Country Living

Unlisted Address
/49
$1,599,999
- 4 Beds
- 5.5 Baths
- 5,310 Sq Ft
28 Viola Ct, Wappingers Falls, NY 12590

Discover the epitome of elegance in this timeless four-bedroom, six-bathroom estate, just over one hour from NYC via the George Washington Bridge. Nestled in the breathtaking Hudson Valley, this luxurious retreat captivates both NYC clients and locals alike, offering an unrivaled blend of sophistication and resort-style living.Arrive via the concrete diamond-stamped driveway and walkway,

Michael Rostanzo Tactical Realty LLC

28 Viola Ct, Wappingers Falls, NY 12590
/50
$660,000
- 3 Beds
- 3.5 Baths
- 3,921 Sq Ft
2509 Sylvan Loop, Wappingers Falls, NY 12590

Experience luxurious living in a 3-bedroom, 3.5-bath townhome offering timeless elegance and year-round Hudson River views. This sophisticated residence features gleaming hardwood floors, a cozy gas fireplace, and a gourmet kitchen with granite countertops and a sunlit eat-in area—ideal for both everyday living and entertaining. The expansive primary suite offers a peaceful retreat with a large

Christopher Ferraro RE/MAX Town & Country

2509 Sylvan Loop, Wappingers Falls, NY 12590
/37
$699,000
- 4 Beds
- 5 Baths
- 4,018 Sq Ft
175 Old Quaker Hill Rd, Pawling, NY 12564

A Stately Cape Cod Estate with exceptional Potential awaits. Set on an expansive, flat parcel of land surrounded by farms, rolling hills, and mountain views, this once grand and elegant residence offers a rare opportunity to restore and reimagine a home of timeless distinction. A property of this caliber, featuring grand proportions, architectural charm, and breathtaking grounds, is a true gem

Tom Consaga RE/MAX Ace Realty

175 Old Quaker Hill Rd, Pawling, NY 12564
/40
$479,000
- 4 Beds
- 2.5 Baths
- 3,101 Sq Ft
67 Davis Ave, Poughkeepsie, NY 12603

Unique multi residence property located in Arlington Town Center. Property features 3 bedroom, 1.5 bath brick tudor & 1 bedroom,1 bath cedar sided ranch. Main house includes kitchen w/granite counters & stainless appliances, formal dining room, living room w/fireplace, first floor bedroom & powder room. Second floor includes two well proportioned bedrooms & full bathroom. Central a/c plus heat

Dan Axtmann BHHS Hudson Valley Properties

67 Davis Ave, Poughkeepsie, NY 12603
/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

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