Homes in ZIP Code 12569

/46
$584,500 Pending
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
89 Birch Dr, Pleasant Valley, NY 12569

Back on the Market – Buyer had personal changes . Ready for Immediate Move-In! The sellers are relocating out of state, and the home is packed and ready for its next owner. Please use your imagination to envision your own décor and personal touches. This spacious and meticulously maintained oversized raised ranch offers comfort, flexibility, and pride of ownership throughout. The thoughtfully

Philip Bisesto

HomeSmart Homes & Estates

(845) 681-2247

89 Birch Dr, Pleasant Valley, NY 12569
/31
$4,000 Per Month
- 3 Beds
- 2.5 Baths
- 2,707 Sq Ft
- House for Rent
34 Rombout Rd, Poughkeepsie, NY 12603

Tucked away on a private stretch in the Arlington School District, this move-in ready rental offers the kind of space that’s getting harder to find. Inside, natural light pours through the oversized living area, while the updated kitchen with stainless appliances and a large center island creates an easy flow for everyday living and weekend hosting alike. The layout gives everyone room to spread

Michael Kahns

Compass Greater NY, LLC

(845) 640-3836

34 Rombout Rd, Poughkeepsie, NY 12603
$475,000 Sold Feb 11, 2026

185 Creek Rd, Pleasant Valley, NY 12569
- 5 Beds
- 4 Baths
- 3,360 Sq Ft
- Built 1930
Last Sold Summary
- 14% Below List Price
- $141/SF
- 217 Days On Market
Current Estimated Value $518,653

Last Listing Agent Anthony Melella Houlihan Lawrence Inc.

185 Creek Rd, Pleasant Valley, NY 12569

Est $601,881 Not Listed For Sale

664 Plass Rd, Pleasant Valley, NY 12569
- 3 Beds
- 3 Baths
- 2,348 Sq Ft
- Built 2011
664 Plass Rd, Pleasant Valley, NY 12569

Last Sold Summary
- 15% Above List Price
- $224/SF
- 14 Days On Market
- Last Sold Price $525,000
- Aug 28, 2023
Last Listing Agent CHRISTINE BEDNARCZUK ELEVEN REAL ESTATE GROUP CP

/38
$399,000 Pending
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
1400 Route 44, Pleasant Valley, NY 12569

Welcome to your peaceful Hudson Valley retreat at 1400 Route 44 in Pleasant Valley, NY! This inviting 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and charm—ideal for first-time buyers, or anyone escaping the city for more space and serenity with it's direct access to the Wappinger Creek. Step inside to discover a bright and spacious single level layout. The open

Milton Hyatt

KFortuna All Aspects Realty

(845) 203-8894

1400 Route 44, Pleasant Valley, NY 12569
/28
Starting at $2,035 Per Month
- 1 - 3 Beds
10100 Brookside Rd, Pleasant Valley, NY 12569

Welcome to Brookside Meadows, where timeless elegance meets modern convenience in the heart of Pleasant Valley, NY. This sought-after luxury gated rental community offers a serene, park-like setting with beautifully landscaped grounds, walking trails, and scenic views just minutes from the vibrant Hudson Valley lifestyle.Each residence is thoughtfully designed with upscale finishes,

Brookside Meadows Luxury Rental Community

(845) 478-8555

10100 Brookside Rd, Pleasant Valley, NY 12569
$950,000 Sold Sep 02, 2025

45 Jeffrey Dr, Pleasant Valley, NY 12569
- 4 Beds
- 4 Baths
- 3,817 Sq Ft
- Built 2018
Last Sold Summary
- 5% Below List Price
- $249/SF
- 35 Days On Market
Current Estimated Value $964,841

Last Listing Agent Lori Rheingold

45 Jeffrey Dr, Pleasant Valley, NY 12569

Not Listed For Sale

62 Elm Ln, Pleasant Valley, NY 12569
- 3 Beds
- 1.5 Baths
- 980 Sq Ft
- Built 1981
62 Elm Ln, Pleasant Valley, NY 12569

Last Sold Summary
- $77/SF
- 97 Days On Market
- Last Sold Price $75,000
- Aug 11, 2023
Last Listing Agent Joan Sanford BHHS Hudson Valley Properties

/29
$610,000
- 3 Beds
- 2.5 Baths
- 2,337 Sq Ft
34 Barkit Kennel Rd, Pleasant Valley, NY 12569

Charming country retreat privately sited on 2 acres. The white picket fence and mature landscaping sets the stage for this beautiful contemporary colonial. The Charming but functional kitchen boasts Stainless Steel appliances including a 5 burner gas oven with hood vent, farm sink, butcher block counters, center island. rustic custom pantry, and a charming breakfast nook with quaint architectural

Amber Thomas

Compass Greater NY, LLC

(845) 379-3281

34 Barkit Kennel Rd, Pleasant Valley, NY 12569
/2
Starting at $2,500 Per Month
- 2 Beds
7 Oswego Rd, Pleasant Valley, NY 12569

Rental is a two bedroom newly remodeled cottage adjacent to the main apartment building.

(845) 420-3667

7 Oswego Rd, Pleasant Valley, NY 12569
$325,000 Sold May 19, 2025

41 Storybook Ln, Pleasant Valley, NY 12569
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
- Built 1952
Last Sold Summary
- $231/SF
- 46 Days On Market
Current Estimated Value $343,289

Last Listing Agent Annmarie Wheeler Real Broker NY LLC

41 Storybook Ln, Pleasant Valley, NY 12569

/2
Est $1,393,232 Not Listed For Sale

1612 Main St, Pleasant Valley, NY 12569
- 1 Bed
- 1 Bath
- 450 Sq Ft
- Built 1900
1612 Main St, Pleasant Valley, NY 12569

Last Sold Summary
Last Listing Agent WHITNEY HOSTETTER

/45
$574,900 Pending
- 4 Beds
- 2.5 Baths
- 2,156 Sq Ft
191 Forest Valley Rd, Pleasant Valley, NY 12569

Classic colonial charm meets breathtaking views. Impeccably maintained Colonial in the desirable Valley Dale area! This beautiful 4-bedroom, 2.5-bath home features a 2-car side-entry heated garage and sits gracefully on a picturesque 1-acre parcel with a level backyard and breathtaking views that seem to go on forever. Inside, this classic Colonial checks all the boxes with hardwood floors

Bonnie Massa BHHS Hudson Valley Properties

191 Forest Valley Rd, Pleasant Valley, NY 12569
/20
Starting at $2,069 Per Month
- 1 - 2 Beds
5 Park Dr, Pleasant Valley, NY 12569

Enjoy all the pleasures of country living by renting at Village Park Apartments. We are located in the heart of the beautiful, historic land of Pleasant Valley, NY, only minutes away from all the conveniences of village life. With our scenic atmosphere and quick access to New York City or the beautiful Queen City of the Hudson River Poughkeepsie, you have the best of both worlds here at Village

Village Park Apartments

(845) 478-8679

5 Park Dr, Pleasant Valley, NY 12569
$475,000 Sold Jun 29, 2025

38 Parksville Rd, Pleasant Valley, NY 12569
- 3 Beds
- 2 Baths
- 1,655 Sq Ft
- Built 2011
Last Sold Summary
- 5% Below List Price
- $287/SF
- 41 Days On Market
Current Estimated Value $498,261

Last Listing Agent Joseph Lukic Compass Greater NY, LLC

38 Parksville Rd, Pleasant Valley, NY 12569

Not Listed For Sale

55 Water Loop, Pleasant Valley, NY 12569
- 2 Beds
- 1.5 Baths
- 1,000 Sq Ft
- Built 1980
55 Water Loop, Pleasant Valley, NY 12569

Last Sold Summary
- $81/SF
- 36 Days On Market
- Last Sold Price $81,000
- Jan 24, 2025
Last Listing Agent Daniel Balassone VYLLA Home

/37
$639,000 Pending
- 3 Beds
- 3 Baths
- 2,688 Sq Ft
686 Traver Rd, Pleasant Valley, NY 12569

Welcome to this beautifully maintained Cape Cod-style home, set on 7.79 picturesque acres in the scenic town of Pleasant Valley. Offering 2,688 sq. ft. of living space, this home features 3 generously sized bedrooms (lives like 4) and 3 full baths, providing comfort, flexibility, and room to grow. The main level boasts a bright, inviting living room, a formal dining area, a well-appointed kitchen

Robert Washburn RE/MAX Ace Realty

686 Traver Rd, Pleasant Valley, NY 12569
/11
$2,000 Per Month
- 1 Bath
- 1,000 Sq Ft
- Apartment for Rent
1342 Route 44 Unit 1, Pleasant Valley, NY 12569

Rental available immediately! First floor unit , upgraded kitchen and appliances, living area, eat -in-kitchen, 2 bedrooms, one full bath, heat and hot water included with the rent, access to front porch and patio, barbeques are allowed, waterfront access just walk down the driveway to water front, bring your fishing pole, plenty of lighted parking, video security cameras, landlord will pay

Patricia Cannizzaro CENTURY 21 ALLIANCE REALTY GROUP

1342 Route 44 Unit 1, Pleasant Valley, NY 12569
$450,000 Sold May 28, 2025

114 Hurley Rd, Salt Point, NY 12578
- 3 Beds
- 2 Baths
- 1,524 Sq Ft
- Built 1993
Last Sold Summary
- 1% Above List Price
- $295/SF
- 37 Days On Market
Current Estimated Value $473,874

Last Listing Agent Veronica Newton Compass Greater NY, LLC

114 Hurley Rd, Salt Point, NY 12578

Not Listed For Sale

47 View Dr, Pleasant Valley, NY 12569
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1980
47 View Dr, Pleasant Valley, NY 12569

Last Sold Summary
- $155/SF
- 82 Days On Market
- Last Sold Price $155,000
- Jan 24, 2025
Last Listing Agent ANDREA SOTOMAYOR K Fortuna Lighthouse Realty

/28
$550,000
- 6 Beds
- 3.5 Baths
- 2,540 Sq Ft
36 Forest Valley Rd, Pleasant Valley, NY 12569

Welcome to your dream home at 36 Forest Valley Road, a spacious and beautifully maintained multi-level residence! Nestled on a scenic 1-acre wooded lot, this home is ready for its next chapter and offers everything you need to live your best life. With 6 bedrooms and 3.5 bathrooms, this home features two luxurious primary suites with en-suite bathrooms, providing flexibility. Each additional

Debra Tarpey RE/MAX Town & Country

36 Forest Valley Rd, Pleasant Valley, NY 12569
/45
$5,500 Per Month
- 3 Beds
- 2.5 Baths
- 1,709 Sq Ft
- House for Rent
272 Drake Rd, Pleasant Valley, NY 12569

Tucked away on over 24 acres of wooded privacy with tranquil water views overlooking a private pond, this one of a kind, custom crafted, meticulously updated three bedroom, 2 1/2 bath rustic ranch that feels like a weekend getaway throughout all four seasons.Step inside to a sun filled open floor plan with newly refinished maple hardwood floors, the large dining/ living area is completed with

Kara Winters A&K ELITE REAL ESTATE SERVICES

272 Drake Rd, Pleasant Valley, NY 12569
$744,000 Sold Dec 29, 2025

62 Freedom Rd, Pleasant Valley, NY 12569
- 4 Beds
- 3.5 Baths
- 3,200 Sq Ft
- Built 2016
Last Sold Summary
- 7% Below List Price
- $232/SF
- 132 Days On Market
Current Estimated Value $758,677

Last Listing Agent Annie Kozak Century 21 Alliance Rlty Group

62 Freedom Rd, Pleasant Valley, NY 12569

Not Listed For Sale

323 Masten Rd Unit 325, Pleasant Valley, NY 12569
- 4 Beds
- 2.5 Baths
- 2,212 Sq Ft
- Built 1956
323 Masten Rd Unit 325, Pleasant Valley, NY 12569

Last Sold Summary
- $208/SF
- 39 Days On Market
- Last Sold Price $460,000
- Jan 02, 2024
Last Listing Agent Christine Rowley RE/MAX

/26
$699,000
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
21 Straub Dr, Pleasant Valley, NY 12569

Completely refreshed and move-in ready, this thoughtfully updated home blends timeless character with modern comfort. All bathrooms have been renovated between 2020–2026 with stylish finishes and quality craftsmanship. The kitchen was fully redesigned in 2021 and features all new appliances, including a gourmet six-burner gas cooktop with electric double ovens—perfect for everyday living and

Donna Gray Redfin Real Estate

21 Straub Dr, Pleasant Valley, NY 12569
$452,000 Sold Jan 15, 2026

56 Kay Dr, Pleasant Valley, NY 12569
- 3 Beds
- 1.5 Baths
- 1,330 Sq Ft
- Built 1964
Last Sold Summary
- 13% Above List Price
- $340/SF
- 24 Days On Market
Current Estimated Value $431,115

Last Listing Agent Susan Whalen George T Whalen Real Estate

56 Kay Dr, Pleasant Valley, NY 12569

Not Listed For Sale

13 Clark Heights Unit 17, Pleasant Valley, NY 12569
- 4 Beds
- 2.5 Baths
- 1,800 Sq Ft
- Built 1946
13 Clark Heights Unit 17, Pleasant Valley, NY 12569

Last Sold Summary
- $242/SF
- 20 Days On Market
- Last Sold Price $435,000
- Sep 01, 2023
Last Listing Agent Bonnie Massa BHHS Hudson Valley Properties

/47
$625,000
- 2 Beds
- 1.5 Baths
- 1,368 Sq Ft
145 Drake Rd, Pleasant Valley, NY 12569

Welcome to Turtle Pond Gully, a delightful property in the Hudson Valley. Enjoy country life in this sweet colonial farmhouse located in the town of Pleasant Valley. This 1930s cottage offers immense charm and is the perfect retreat for weekenders or year-round residents. The light-filled home offers a cozy and comfortable interior with beautiful wood floors. Many original details have been

Susan Whalen George T Whalen Real Estate

145 Drake Rd, Pleasant Valley, NY 12569
/22
$240,000 Sold Dec 31, 2025

233 Rossway Rd, Pleasant Valley, NY 12569
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Built 1890
Last Sold Summary
- 4% Below List Price
- $300/SF
- 34 Days On Market
Current Estimated Value $253,942

Last Listing Agent Christopher Virtuoso Keller Williams Realty HV Nort

233 Rossway Rd, Pleasant Valley, NY 12569

Est $435,716 Not Listed For Sale

53 Cole Rd, Pleasant Valley, NY 12569
- 3 Beds
- 1.5 Baths
- 2,275 Sq Ft
- Built 1860
53 Cole Rd, Pleasant Valley, NY 12569

Last Sold Summary
- 16% Above List Price
- $165/SF
- 43 Days On Market
- Last Sold Price $375,000
- May 10, 2024
Last Listing Agent Ronald Green KW MidHudson

/44
$579,900
- 4 Beds
- 2.5 Baths
- 3,240 Sq Ft
55 O Halloran Cir, Pleasant Valley, NY 12569

COME ONE COME ALL AND SEE THIS VERY WELL CARED FOR HOME. THE PRIDE OF OWNERSHIP IS EVERYWHERE YOU LOOK. STAINLESS STEEL KITCHEN APPLIANCES TO USE WHILE ENTERTAINING FOR EVERYONE IN LARGE OPEN CONCEPT KITCHEN, DINNING AREA, FAMILY ROOM. NEVER BE FAR FROM THE FUN WITH EVERYONE. SLIDERS LEAD TO A RESORT STYLE BACK YARD TO ENJOY LOUNGING ON THE LARGE TREX DECK, SITTING ON THE GENEROUS SIZED PATIO OR

EDWIN MCNIFF JR. McNiff Real Estate LTD

55 O Halloran Cir, Pleasant Valley, NY 12569
$975,000 Sold Feb 05, 2026

37 Patricia Dr, Pleasant Valley, NY 12569
- 4 Beds
- 4.5 Baths
- 6,085 Sq Ft
- Built 1990
Last Sold Summary
- 22% Below List Price
- $160/SF
- 282 Days On Market
Current Estimated Value $1,028,485

Last Listing Agent Jake Garay Serhant LLC

37 Patricia Dr, Pleasant Valley, NY 12569

Est $709,289 Not Listed For Sale

115 Meadow Ridge Ln, Lagrangeville, NY 12540
- 4 Beds
- 3.5 Baths
- 2,761 Sq Ft
- Built 2001
115 Meadow Ridge Ln, Lagrangeville, NY 12540

Last Sold Summary
- 4% Above List Price
- $246/SF
- 34 Days On Market
- Last Sold Price $680,000
- Jun 21, 2024
Last Listing Agent Janet Myer Houlihan Lawrence Inc.

/50
$649,000 Open Sat 12PM - 2PM
- 3 Beds
- 1.5 Baths
- 2,039 Sq Ft
94 Gretna Rd, Pleasant Valley, NY 12569

Welcome to this stunningly renovated 3-bedroom, 2-bath ranch perfectly situated on a serene half-acre lot in the desirable Arlington district. Thoughtfully re-designed from top to bottom, this 1958 home offers the ideal blend of charm, sophistication, and modern convenience. The custom chef's kitchen anchors the home with style and functionality, while beautifully refinished oak floors flow

Christina Naula BHHS Hudson Valley Properties

94 Gretna Rd, Pleasant Valley, NY 12569
$850,000 Sold Nov 13, 2025

12 Wolf Ln, Pleasant Valley, NY 12569
- 4 Beds
- 3.5 Baths
- 4,024 Sq Ft
- Built 1985
Last Sold Summary
- 29% Below List Price
- $211/SF
- 111 Days On Market
Current Estimated Value $882,017

Last Listing Agent Jake Garay Serhant LLC

12 Wolf Ln, Pleasant Valley, NY 12569

Est $761,864 Not Listed For Sale

422 Masten Rd, Pleasant Valley, NY 12569
- 4 Beds
- 1.5 Baths
- 3,200 Sq Ft
- Built 1930
422 Masten Rd, Pleasant Valley, NY 12569

Last Sold Summary
- 17% Above List Price
- $203/SF
- 113 Days On Market
- Last Sold Price $650,000
- Nov 30, 2023
Last Listing Agent Shannon Martin BHHS Hudson Valley Properties

/36
$739,000
- 4 Beds
- 2.5 Baths
- 2,483 Sq Ft
76 Rockledge Dr, Pleasant Valley, NY 12569

A rare and very desirable combination of excellent location, community, privacy and classic styling. Set on 1.3 acres on a quiet, no-outlet subdivision of approximately 30 homes, this spacious and well maintained home is being offered by the original owners. The location is superb. The Taconic Parkway, high school, middle school, primary school, town library, grocery store and more are all within

Dan Axtmann BHHS Hudson Valley Properties

76 Rockledge Dr, Pleasant Valley, NY 12569
$100,000 Sold Mar 30, 2026

70 Elm Ln, Pleasant Valley, NY 12569
- 2 Beds
- 1 Bath
- 780 Sq Ft
- Built 1985
Last Sold Summary
- 9% Below List Price
- $128/SF
- 17 Days On Market
Last Listing Agent Ann Stettner Neil Charles Real Estate, LLC

70 Elm Ln, Pleasant Valley, NY 12569

Est $641,464 Not Listed For Sale

359 Masten Rd, Pleasant Valley, NY 12569
- 5 Beds
- 3 Baths
- 3,783 Sq Ft
- Built 1981
359 Masten Rd, Pleasant Valley, NY 12569

Last Sold Summary
- 7% Above List Price
- $158/SF
- 117 Days On Market
- Last Sold Price $599,000
- Oct 06, 2023
Last Listing Agent Emmanuel Jimenez Compass Greater NY, LLC

/29
$749,000 Coming Soon
- 3 Beds
- 2.5 Baths
- 2,776 Sq Ft
2 Brenner Hollow Rd, Pleasant Valley, NY 12569

Tucked away at the end of a quiet cul-de-sac and set on 9 picturesque acres, this beautifully maintained 3-bedroom, 2.5-bath Colonial is the perfect escape from today’s bustling world. Located in the heart of the Hudson Valley, this home is scenic and private while still close to all amenities. The main level has hardwood floors and an easy flow featuring a formal dining room, private office,

Margaret Kozlark Berkshire Hathaway HS NE Prop.

2 Brenner Hollow Rd, Pleasant Valley, NY 12569

Showing Results 1 - 40, Page 1 of 18

New York Dutchess County Pleasant Valley 12569

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Homes in ZIP Code 12569

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