Homes in ZIP Code 12569

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  /46

  $584,500

  • 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
• 

  

  

  /28

  $2,035 - $3,250 per month

  Brookside Meadows Luxury Rental Community

  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,

  10100 Brookside Rd, Pleasant Valley, NY 12569
• 

  $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 $678,350

  Last Listing Agent Anthony Melella Houlihan Lawrence Inc.

  185 Creek Rd, Pleasant Valley, NY 12569
• 

  Est $635,843 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

  • 21% Above List Price
  • $224/SF
  • 14 Days On Market

  Last Sold Price $525,000

  Last Listing Agent CHRISTINE BEDNARCZUK ELEVEN REAL ESTATE GROUP CP
• 

  

  

  /30

  $529,500

  • 2 Beds
  • 2.5 Baths
  • 1,549 Sq Ft

  106 Wigsten Rd, Pleasant Valley, NY 12569

  New construction set on a spacious 1.10-acre lot, offering modern finishes, thoughtful design, and low-maintenance living. Built on existing foundation walls with a brand-new basement slab, this 1,390-square-foot home is complemented by a new rear porch and attached garage—perfect for enjoying both indoor and outdoor space. The main level features durable LVT flooring throughout and a

  Kyle Kirchhoff Kirchhoff Brokerage LLC

  106 Wigsten Rd, Pleasant Valley, NY 12569
• 

  

  /19

  $2,100 per month

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • House for Rent

  304 Lake Lodge Dr, Pleasant Valley, NY 12569

  A pretty contemporary style 1 bedroom home offering scenic views nestled within a tranquil setting. The living room with its wood accented ceiling, large windows and sliders to the deck offers lake views; perfect place to start the day while sipping your morning coffee. A loft with a view offers additional space for an office, den, or exercise space-you decide! This single-family home features

  Stacey Cronin Houlihan Lawrence Inc.

  304 Lake Lodge Dr, 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 $961,343

  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

  Last Listing Agent Joan Sanford BHHS Hudson Valley Properties
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  /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
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  /20

  $2,039 - $2,444 per month

  Village Park Apartments

  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

  5 Park Dr, 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 $335,079

  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
• 

  

  /37

  $639,000

  • 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
• 

  

  /25

  $2,500 per month

  • 4 Beds
  • 2 Baths
  • 1,541 Sq Ft
  • House for Rent

  288 Pine Hill Rd, Pleasant Valley, NY 12569

  Welcome to the Lake! A beautiful four-bedroom home offering scenic views and tranquil setting. A spacious family room with large windows and lake views is a perfect place to start the day while sipping your morning coffee or relaxing at the end of the day. A Ranch Style home featuring updated kitchen and baths, large rooms, new flooring, newer windows and a one car detached garage. Its location

  Stacey Cronin Houlihan Lawrence Inc.

  288 Pine Hill Rd, 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 $492,183

  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

  Last Listing Agent Daniel Balassone VYLLA Home
• 

  

  /50

  $799,000 Pending

  • 5 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 5 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
• 

  

  /9

  $2,400 per month

  • 2 Beds
  • 1 Bath
  • House for Rent

  33 Skidmore Rd, Pleasant Valley, NY 12569

  Property Id: 2399631Less than two minutes to Lagrange Town Square and 1 hour to New York City… close to find dining and shopping

  33 Skidmore Rd, 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 $478,348

  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

  Last Listing Agent ANDREA SOTOMAYOR K Fortuna Lighthouse Realty
• 

  

  /26

  $749,000 Open Sun 12PM - 2PM

  • 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
• 

  

  /28

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • House for Rent

  296 Pine Hill Rd, Pleasant Valley, NY 12569

  Welcome to the Lake! A one bedroom cozy home offering scenic views and tranquil setting. The large windows of the living area infuse the home with light and lake views and is a perfect place to start the day while sipping your morning coffee or relaxing at the end of the day on its attached deck. The bedroom features wall to wall carpeting, high ceilings, built in shelving, private deck, and

  Stacey Cronin Houlihan Lawrence Inc.

  296 Pine Hill 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 $754,810

  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

  Last Listing Agent Christine Rowley RE/MAX
• 

  

  /35

  $539,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 2,424 Sq Ft

  53 Tyrrel Rd, Pleasant Valley, NY 12569

  Nestled at the top of a meandering driveway, this charming four bedroom ranch offers privacy, and scenic views in an ideal location. Situated on six serene acres within the desirable Arlington School District, this home combines comfort, space and solitude. Cherished by the same family for over 30 years, where countless memories were created hosting large joyful gatherings and small intimate

  Janet Myer Houlihan Lawrence Inc.

  53 Tyrrel Rd, Pleasant Valley, NY 12569
• 

  

  /13

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  1612 Main St Unit 4, Pleasant Valley, NY 12569

  This recently renovated third floor apartment, Unit #4, located in the heart of Pleasant Valley is ready for you to call it home. Enjoy the convenience of shopping and restaurants - all right at your fingertips! Head down to the beautiful Pleasant Valley memorial park for fishing or a lunch overlooking the Wappinger Creek. Heat and hot water INCLUDED with rent - tenant responsible for electric.

  WHITNEY HOSTETTER

  1612 Main St Unit 4, 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 $415,311

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  56 Kay Dr, Pleasant Valley, NY 12569
• 

  Est $850,866 Not Listed For Sale

  938 Freedom Rd Unit 965, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 3,920 Sq Ft
  • Built 1968

  938 Freedom Rd Unit 965, Pleasant Valley, NY 12569

  Last Sold Summary

  • 25% Above List Price
  • $173/SF
  • 287 Days On Market

  Last Sold Price $679,000

  Last Listing Agent Kimberly Baker BHHS Hudson Valley Properties
• 

  

  /28

  $759,000

  • 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
• 

  

  /8

  $1,800 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  160 West Rd Unit C34, Pleasant Valley, NY 12569

  Very clean and spacious. This 1.5 bedroom apartment with a modern kitchen is located in the area of Pleasant Valley. It offers new flooring, freshly painted throughout. Includes a washer and dryer in the unit. Lower level, no stairs. A patio area and storage are also part of this lovely apartment. The grounds are very pretty, and this apartment faces the back where its peaceful looking. For

  Pamela Di Martino Curasi Realty, Inc.

  160 West Rd Unit C34, 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 $246,784

  Last Listing Agent Christopher Virtuoso Keller Williams Realty HV Nort

  233 Rossway Rd, 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

  Last Listing Agent Bonnie Massa BHHS Hudson Valley Properties
• 

  

  /40

  $650,000 Pending

  • 4 Beds
  • 4 Baths
  • 4,160 Sq Ft

  303 Freedom Rd, Pleasant Valley, NY 12569

  Custom 4 bedroom, 2 full bath, 2 half bath contemporary privately set on 5 acre parcel. Surrounded by wooded buffers for privacy, this nature lover's paradise is the perfect venue for entertaining. Attractive floor plan includes huge eat-in kitchen complete with center island & stainless appliances. Living room w/fireplace provides easy access to deck overlooking expansive yard. First floor

  Dan Axtmann BHHS Hudson Valley Properties

  303 Freedom 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
• 

  $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 $1,139,000

  Last Listing Agent Jake Garay Serhant LLC

  37 Patricia Dr, Pleasant Valley, NY 12569
• 

  Est $439,684 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

  • 17% Above List Price
  • $165/SF
  • 43 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Ronald Green KW MidHudson
• 

  

  /36

  $625,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,668 Sq Ft

  366 Overlook Rd, Pleasant Valley, NY 12569

  Welcome to 366 Overlook Road in Pleasant Valley—an exceptional raised ranch offering refined updates, thoughtful design, and outstanding flexibility. This spacious 5-bedroom, 3.5-bath home features two full kitchens with stainless steel appliances, ideal for versatile living arrangements, extended household needs, or guest accommodations. Additional highlights include a cozy fireplace, dedicated

  Joseph Lukic Compass Greater NY, LLC

  366 Overlook 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 $854,617

  Last Listing Agent Jake Garay Serhant LLC

  12 Wolf Ln, Pleasant Valley, NY 12569
• 

  Est $724,080 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

  • 6% Above List Price
  • $246/SF
  • 34 Days On Market

  Last Sold Price $680,000

  Last Listing Agent Janet Myer Houlihan Lawrence Inc.
• 

  

  /39

  $750,000 Pending

  • 3 Beds
  • 2 Baths
  • 3,044 Sq Ft

  267 Smith Rd, Pleasant Valley, NY 12569

  This is an absolutely must-see property. The original owners have decided to sell their exceptionally well-maintained home which is situated on almost 4.5 acres on a quiet road in beautiful Pleasant Valley N.Y. These owners left no detail unattended. From the efficient drainage system, to the beautiful gardens to the hand-built dry-fitted stone walls that adorn the property every detail has been

  Daniel Balassone VYLLA Home

  267 Smith Rd, Pleasant Valley, NY 12569

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