Pleasant Valley, NY Homes

Est $539,531

Not Listed For Sale

31 Birch Dr, Pleasant Valley, NY 12569
- 3 Beds
- 1.5 Baths
- 2,028 Sq Ft
- Built 1970
31 Birch Dr, Pleasant Valley, NY 12569

Last Sold Summary
- 177 Days On Market

/33
$749,000

Pending
- 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
$282,500

Sold Oct 31, 2025

1253 Salt Point Turnpike, Pleasant Valley, NY 12569
- 2 Beds
- 1 Bath
- 916 Sq Ft
- Built 1949
Last Sold Summary
- 9% Above List Price
- $308/SF
- 40 Days On Market
Current Estimated Value $292,026

Last Listing Agent Susan Whalen George T Whalen Real Estate

1253 Salt Point Turnpike, Pleasant Valley, NY 12569

Est $481,031

Not Listed For Sale

13 Birch Dr, Pleasant Valley, NY 12569
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
- Built 1986
13 Birch Dr, Pleasant Valley, NY 12569

Last Sold Summary
- 23 Days On Market

/15
$1,200,000
2010 Salt Point Turnpike, Salt Point, NY 12578

Beautiful farming land, currently 2 adjoining tax lots with creek running through one parcel. Currently enrolled in Conservation Easement with designated building envelope. 80-90% tillable.

David Birch Barns & Farms Realty, LLC

2010 Salt Point Turnpike, Salt Point, NY 12578
$440,000

Sold Nov 20, 2025

19 Gleason Blvd, Pleasant Valley, NY 12569
- 3 Beds
- 1.5 Baths
- 1,702 Sq Ft
- Built 1950
Last Sold Summary
- 5% Below List Price
- $259/SF
- 48 Days On Market
Current Estimated Value $442,349

Last Listing Agent Dominick DiFilippo Keller Williams Realty Partner

19 Gleason Blvd, Pleasant Valley, NY 12569

Est $497,835

Not Listed For Sale

22 Tyrell Rd, Pleasant Valley, NY 12569
- 3 Beds
- 3 Baths
- 2,447 Sq Ft
- Built 1969
22 Tyrell Rd, Pleasant Valley, NY 12569

Last Sold Summary
- 106 Days On Market

/17
$375,000
- 3 Beds
- 1.5 Baths
- 1,144 Sq Ft
48 Gleason Blvd, Pleasant Valley, NY 12569

New to market. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. Sold as package deal 48 Gleason Blvd: 3BR w/ full basement 48 Gleason Boulevard + next door 3BR w/ full basement 46 Gleason Boulevard for $750,000 total package price. Enjoy these 2 lovely homes on the top of the hill in beautiful & central Pleasant Valley. Live

Thomas Zengen Thomas Zengen

48 Gleason Blvd, Pleasant Valley, NY 12569
$900,000

Sold Aug 07, 2025

422 Rossway Rd, Pleasant Valley, NY 12569
- 3 Beds
- 2.5 Baths
- 3,770 Sq Ft
- Built 2004
Last Sold Summary
- $239/SF
- 161 Days On Market
Current Estimated Value $916,447

Last Listing Agent Kaye Saglibene

422 Rossway Rd, Pleasant Valley, NY 12569

Est $384,234

Not Listed For Sale

237 Masten Rd, Pleasant Valley, NY 12569
- 4 Beds
- 1 Bath
- 1,530 Sq Ft
- Built 1951
237 Masten Rd, Pleasant Valley, NY 12569

Last Sold Summary
- 81 Days On Market

/27
$475,000
- 4 Beds
- 4 Baths
- 3,420 Sq Ft
234 Lakeshore Dr, Pleasant Valley, NY 12569

Priced to sell and delivered completely vacant! This four-family investment opportunity, located at 234 Lakeshore Drive in Pleasant Valley, offers immense value-add potential in a convenient and accessible Dutchess County location. Perfectly positioned for savvy investors, this vacant asset allows you to immediately begin strategic renovations to maximize your rental income and build substantial

Joseph Lukic Compass Greater NY, LLC

234 Lakeshore Dr, Pleasant Valley, NY 12569
$185,250

Sold Nov 26, 2025

11 Demelis Dr, Pleasant Valley, NY 12569
- 3 Beds
- 1 Bath
- 1,520 Sq Ft
- Built 1963
Last Sold Summary
- 32% Below List Price
- $122/SF
- 72 Days On Market
Current Estimated Value $230,246

Last Listing Agent Brian Smith River Realty Services, Inc.

11 Demelis Dr, Pleasant Valley, NY 12569

Est $475,572

Not Listed For Sale

53 Masten Rd, Pleasant Valley, NY 12569
- 3 Beds
- 2 Baths
- 1,808 Sq Ft
- Built 1974
53 Masten Rd, Pleasant Valley, NY 12569

Last Sold Summary
- 54 Days On Market

/25
$1,595,000
- Land
- 76.52 Acres
- $20,844 per Acre
641 North Ave, Pleasant Valley, NY 12569

Tucked away off the well-traveled path and largely unnoticed, this remarkable 76± acre private parcel offers breathtaking distant and valley views in the heart of the Hudson Valley, just a short drive from sought-after destinations such as Rhinebeck and Millbrook. Currently operating as a successful apple orchard, the property features approximately 50 acres planted with 5 varieties of

Carey Whalen Compass Greater NY, LLC

641 North Ave, Pleasant Valley, NY 12569
$740,000

Sold Sep 16, 2025

28 Hurley Rd, Salt Point, NY 12578
- 4 Beds
- 4 Baths
- 3,088 Sq Ft
- Built 1986
Last Sold Summary
- 2% Above List Price
- $240/SF
- 24 Days On Market
Current Estimated Value $685,727

Last Listing Agent Craig Smith Compass Greater NY, LLC

28 Hurley Rd, Salt Point, NY 12578

Est $472,182

Not Listed For Sale

193 Rossway Rd, Pleasant Valley, NY 12569
- 3 Beds
- 2 Baths
- 2,226 Sq Ft
- Built 1991
193 Rossway Rd, Pleasant Valley, NY 12569

Last Sold Summary
- 82 Days On Market

/43
$624,900

$74K PRICE DROP
- 3 Beds
- 3 Baths
- 3,014 Sq Ft
650 Netherwood Rd, Hyde Park, NY 12538

This meticulously designed and well maintained 3-bedroom, 3-bathroom custom ranch is a true standout. From the moment you enter, the expansive room sizes and intuitive floor plan create a seamless flow throughout the home. The heart of the house features a fabulous sunroom directly off the chef-ready kitchen—perfect for morning coffee or afternoon relaxation.Entertain with ease in the

Blake Michaud BHHS Hudson Valley Properties

650 Netherwood Rd, Hyde Park, NY 12538
$2,795,000

Sold May 29, 2026

165 Drake Rd, Pleasant Valley, NY 12569
- 4 Beds
- 7 Baths
- 6,412 Sq Ft
- Built 2010
Last Sold Summary
- 24% Below List Price
- $436/SF
- 347 Days On Market
Last Listing Agent E. ELIZABETH PETERS Corcoran Country Living

165 Drake Rd, Pleasant Valley, NY 12569

Est $703,513

Not Listed For Sale

75 Grist Mill Ln, Pleasant Valley, NY 12569
- 4 Beds
- 2.5 Baths
- 3,099 Sq Ft
- Built 2004
75 Grist Mill Ln, Pleasant Valley, NY 12569

Last Sold Summary
- 35 Days On Market

/48
$680,000

Pending
- 3 Beds
- 2.5 Baths
- 2,750 Sq Ft
64 Travis Rd, Hyde Park, NY 12538

As soon as you see this fabulous home, you will know that your home search is over. This home has it all inside and out. Located on over five acres, this residence provides exceptional privacy. The property features landscaped gardens at both the front and rear, including ornamental flowering trees, a dedicated vegetable garden, spacious lawns, custom stonework, a deck, and well-designed outdoor

Arij Kurzum

64 Travis Rd, Hyde Park, NY 12538
$645,000

Sold Jan 05, 2026

244 Rombout Rd, Pleasant Valley, NY 12569
- 4 Beds
- 4 Baths
- 3,159 Sq Ft
- Built 1983
Last Sold Summary
- 3% Above List Price
- $204/SF
- 30 Days On Market
Current Estimated Value $639,983

Last Listing Agent Lynn Angelo BHHS Hudson Valley Properties

244 Rombout Rd, Pleasant Valley, NY 12569

Est $469,482

Not Listed For Sale

26 Bobolink Ln, Salt Point, NY 12578
- 3 Beds
- 1.5 Baths
- 1,850 Sq Ft
- Built 1979
26 Bobolink Ln, Salt Point, NY 12578

Last Sold Summary
- 27 Days On Market

/26
$1,750,000

$500K PRICE INCREASE
- 6 Beds
- 3.5 Baths
- 4,248 Sq Ft
11 Brown Rd, Pleasant Valley, NY 12569

Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British

Daniel Colomban Skyler Realty LLC

11 Brown Rd, Pleasant Valley, NY 12569
$685,000

Sold Jul 11, 2025

22 Gretna Woods Rd, Pleasant Valley, NY 12569
- 3 Beds
- 3 Baths
- 3,400 Sq Ft
- Built 1965
Last Sold Summary
- 14% Below List Price
- $201/SF
- 22 Days On Market
Current Estimated Value $701,807

Last Listing Agent JOAN PEDATELLA K. Fortuna Realty, Inc.

22 Gretna Woods Rd, Pleasant Valley, NY 12569

Est $625,089

Not Listed For Sale

26 Goldfinch Dr, Salt Point, NY 12578
- 4 Beds
- 2.5 Baths
- 2,544 Sq Ft
- Built 1979
26 Goldfinch Dr, Salt Point, NY 12578

Last Sold Summary
- 105 Days On Market

/49
$449,900
- 2 Beds
- 1 Bath
- 1,128 Sq Ft
356 Smith Rd, Hyde Park, NY 12538

Set on 3.45 acres of paradise in Hyde Park within the Arlington Central School District, this ranch-style home offers a blend of updated interior spaces, outdoor spa amenities, and expansive grounds. With 2 bedrooms, 1 bath, and 1,128 square feet of living space, plus a full basement, buyers searching for a home with acreage in Dutchess County, a ranch home with a pool, or a property with outdoor

Virginia Corbett eXp Realty

356 Smith Rd, Hyde Park, NY 12538
$550,000

Sold Jan 08, 2026

27 Woodland Dr, Salt Point, NY 12578
- 3 Beds
- 2.5 Baths
- 2,094 Sq Ft
- Built 1976
Last Sold Summary
- $263/SF
- 73 Days On Market
Current Estimated Value $556,397

Last Listing Agent Lauren Vonderau Inspire Realty

27 Woodland Dr, Salt Point, NY 12578

Est $787,413

Not Listed For Sale

292 Davis Rd, Salt Point, NY 12578
- 4 Beds
- 3 Baths
- 4,769 Sq Ft
- Built 1988
292 Davis Rd, Salt Point, NY 12578

Last Sold Summary
- 74 Days On Market

/26
$1,395,000

New Construction
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
625 Traver Rd, Pleasant Valley, NY 12569

QUICK DELIVERY NEW CONSTRUCTION! Welcome to your own private retreat in the heart of Pleasant Valley. A Modern Scandinavian Ranch style home nestled on an extraordinary 25-acre parcel surrounded by nature, this custom Den Barnhouse Plan seamlessly blends timeless Scandinavian design with a highly efficient, thoughtfully crafted floor plan. Offering the perfect balance of modern simplicity and

Justin LaFalce KW MidHudson

625 Traver Rd, Pleasant Valley, NY 12569
$345,000

Sold Sep 11, 2025

16 Nied Dr, Pleasant Valley, NY 12569
- 2 Beds
- 1 Bath
- 1,184 Sq Ft
- Built 1960
Last Sold Summary
- 8% Below List Price
- $291/SF
- 77 Days On Market
Current Estimated Value $352,670

Last Listing Agent ABBY JOSIAH KW MidHudson

16 Nied Dr, Pleasant Valley, NY 12569

Est $660,479

Not Listed For Sale

303 Davis Rd, Salt Point, NY 12578
- 4 Beds
- 3.5 Baths
- 2,688 Sq Ft
- Built 1988
303 Davis Rd, Salt Point, NY 12578

Last Sold Summary
- 17 Days On Market

/45
$659,000

Pending
- 4 Beds
- 2.5 Baths
- 2,248 Sq Ft
125 Smith Rd, Pleasant Valley, NY 12569

You could be living the dream! Enjoy the best of one level living. Set on 2.23 scenic acres, this beautifully maintained expanded ranch home offers a wonderful blend of comfort, thoughtful updates, and exceptional outdoor amenities. With 2,248 finished square feet, 4 bedrooms, 2.5 remodeled baths, wood burning fireplace the home provides a spacious and functional layout suited to a variety of

Pamela Kandel

125 Smith Rd, Pleasant Valley, NY 12569
$2,650,000

Sold Dec 30, 2025

189 Freedom Rd, Pleasant Valley, NY 12569
- 4 Beds
- 4.5 Baths
- 6,452 Sq Ft
- Built 1986
Last Sold Summary
- 21% Above List Price
- $411/SF
- 118 Days On Market
Current Estimated Value $2,295,465

Last Listing Agent Jill Rose Houlihan Lawrence Inc.

189 Freedom Rd, Pleasant Valley, NY 12569

Est $409,043

Not Listed For Sale

574 Creek Rd, Pleasant Valley, NY 12569
- 2 Beds
- 2 Baths
- 1,775 Sq Ft
- Built 1954
574 Creek Rd, Pleasant Valley, NY 12569

Last Sold Summary
- 33 Days On Market

/3
$775,000
- Land
- 10.52 Acres
- $73,669 per Acre
332 Creek Rd, Pleasant Valley, NY 12569

Stephen Tocco TOCCO GROUP LTD

332 Creek Rd, Pleasant Valley, NY 12569
$505,000

Sold Aug 28, 2025

186 Oswego Rd, Pleasant Valley, NY 12569
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
- Built 1985
Last Sold Summary
- 1% Above List Price
- $281/SF
- 49 Days On Market
Current Estimated Value $507,730

Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

186 Oswego Rd, Pleasant Valley, NY 12569

/2
Est $432,591

Not Listed For Sale

689 North Ave, Salt Point, NY 12578
- 4 Beds
- 3 Baths
- 3,080 Sq Ft
- Built 1963
689 North Ave, Salt Point, NY 12578

/28
$779,000

New Construction $20K PRICE INCREASE Pending
- 4 Beds
- 2.5 Baths
- 2,434 Sq Ft
989 Freedom Rd, Pleasant Valley, NY 12569

TO BE BUILT: Introducing the wildly-popular Jefferson model, a colonial-style home in Arlington School District on almost 2 acres! Highlights of this 4 BR 2.5 bath include: 9' first floor ceilings, an expansive open concept kitchen, breakfast area and family room with a fireplace, home office, master bedroom suite with tray ceiling, second floor laundry and 2 car garage. Generous-sized bedrooms,

John Gabriel Jr KW MidHudson

989 Freedom Rd, Pleasant Valley, NY 12569
$292,000

Sold Jan 13, 2026

15 Barbara Ln, Pleasant Valley, NY 12569
- 3 Beds
- 1 Bath
- 1,248 Sq Ft
- Built 1960
Last Sold Summary
- 17% Below List Price
- $234/SF
- 102 Days On Market
Current Estimated Value $341,667

Last Listing Agent Joseph Kuhl River Realty Services, Inc.

15 Barbara Ln, Pleasant Valley, NY 12569

Est $567,487

Not Listed For Sale

1933 Salt Point Turnpike, Salt Point, NY 12578
- 4 Beds
- 4 Baths
- 4,300 Sq Ft
- Built 1820
1933 Salt Point Turnpike, Salt Point, NY 12578

Last Sold Summary
- 21 Days On Market

Showing Results 81 - 120, Page 3 of 18

New York Dutchess County Pleasant Valley

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