Pleasant Valley, NY Homes

• 

  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

  • 39 Days On Market

  Last Listing Agent Christine Rowley RE/MAX Classic Realty
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• 

  

  

  /8

  $289,500

  $56K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 1,384 Sq Ft

  1680 Main St, Pleasant Valley, NY 12569

  This house set in one of the most desirable areas of Pleasant Valley with Arlington schools, this 3BR is close to shops and all the major highways. It offers a two car detached garage, back porch, hardwood floors, an original fireplace, and a large backyard for entertaining. House needs some TLC but, is a great first time home or investment property. ***Accepted Offer*** please show for backup.

  Sean McPhail Next Level Property Management

  1680 Main St, Pleasant Valley, NY 12569
• 

  $620,000

  Sold Jun 12, 2026

  686 Traver Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $231/SF
  • 153 Days On Market

  Current Estimated Value $633,245

  Last Listing Agent Robert Washburn RE/MAX Ace Realty

  686 Traver 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

  • 20 Days On Market

  Last Listing Agent Bonnie Massa BHHS Hudson Valley Properties
• 

  

  

  /9

  $550,000

  Pending

  • 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
• 

  $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 $894,663

  Last Listing Agent Jake Garay Serhant LLC

  12 Wolf Ln, Pleasant Valley, NY 12569
• 

  Est $446,855

  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

  • 43 Days On Market

  Last Listing Agent Ronald Green KW MidHudson
• 

  

  /50

  $950,000

  • 5 Beds
  • 4 Baths

  13-14 Creekside Place, Pleasant Valley, NY 12569

  Opportunities like this are exceptionally rare. Nestled on more than two peaceful acres along the picturesque Wappingers Creek, this one-of-a-kind property offers two beautifully finished homes on a single parcel—creating endless possibilities for multigenerational living, rental income, guest accommodations, or an owner-occupied investment. The primary residence has been thoughtfully remodeled

  Ryan Arket Compass Greater NY, LLC

  13-14 Creekside Place, Pleasant Valley, NY 12569
• 

  $85,000

  Sold Jun 01, 2026

  0 New York 82, Pleasant Valley, NY 12569

  • Land
  • 3.4 Acres
  • $25,000 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 76 Days On Market

  Last Listing Agent Debra Allan BHHS Hudson Valley Properties

  0 New York 82, Pleasant Valley, NY 12569
• 

  Est $445,499

  Not Listed For Sale

  316 Hibernia Rd, Salt Point, NY 12578

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1993

  316 Hibernia Rd, Salt Point, NY 12578

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent John Durso Keller Williams Realty Partner
• 

  

  /28

  $554,000

  $5K PRICE INCREASE

  • 2 Beds
  • 2.5 Baths
  • 1,475 Sq Ft

  17 Gretna Hill Rd, Pleasant Valley, NY 12569

  This is a 2 BR PLUS an additional dedicated office. Circular driveway to an All new renovation in beautiful Gretna Hill wooded neighborhood, elegant farms beyond. Mahogany full glass door entry on to black marble foyer. Spacious living/dining room, mahogany doors and trim. Full glass exterior door to 12' x 18' Japanese cedar deck. Hardwood floors throughout. Natural wood and marble kitchen with

  Derek Greene Greene Realty Group

  17 Gretna Hill Rd, Pleasant Valley, NY 12569
• 

  $187,500

  Sold Jun 30, 2026

  69 View Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 880 Sq Ft
  • Built 2026

  Last Sold Summary

  • 1% Below List Price
  • $213/SF
  • 13 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  69 View Dr, Pleasant Valley, NY 12569
• 

  Est $719,872

  Not Listed For Sale

  8 Carrington Ct, Salt Point, NY 12578

  • 4 Beds
  • 2.5 Baths
  • 2,462 Sq Ft
  • Built 2004

  8 Carrington Ct, Salt Point, NY 12578

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Beth Ainsworth Jefferson Valley Realty
• 

  

  /39

  $550,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,736 Sq Ft

  36 Marshall Rd, Hyde Park, NY 12538

  Charming Cape Cod-style home in the Hyde Park/Salt Point area offering a flexible layout and a unique combination of residential living and accessory buildings. Currently configured with two separate living areas, the property can function as a single-family home while providing options for a variety of living arrangements. The home features 4 bedrooms and 2 full bathrooms, offering flexibility

  STEVEN WROBEL JR. Serhant LLC

  36 Marshall Rd, Hyde Park, NY 12538
• 

  $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 $470,344

  Not Listed For Sale

  25 Hibernia Heights Dr, Salt Point, NY 12578

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft
  • Built 1980

  25 Hibernia Heights Dr, Salt Point, NY 12578

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Christopher Acken BHHS Hudson Valley Properties
• 

  

  /41

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  46 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: 3BR w/ full basement 46 Gleason Boulevard + next door 3BR w/ full basement 48 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 in one & rent

  Thomas Zengen Thomas Zengen

  46 Gleason Blvd, Pleasant Valley, NY 12569
• 

  $985,000

  Sold Oct 20, 2025

  22 Tannen Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 3 Baths
  • 2,844 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Below List Price
  • $346/SF
  • 33 Days On Market

  Current Estimated Value $989,245

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

  22 Tannen Dr, Pleasant Valley, NY 12569
• 

  Est $496,876

  Not Listed For Sale

  43 Denise Ct, Salt Point, NY 12578

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 1978

  43 Denise Ct, Salt Point, NY 12578

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent JEFFREY COLTON Jeff S. Colton
• 

  

  /33

  $439,000

  Pending

  • 3 Beds
  • 3 Baths
  • 1,764 Sq Ft

  179 Hibernia Rd, Salt Point, NY 12578

  Welcome to Your Private Creekside Oasis in Pleasant Valley, NY - 4 Bedrooms | 3 Full Baths | 1 Acre | w/Mother-Daughter Suite. Set far back from the road, this beautifully maintained 4-bedroom, 3-full-bath home offers the perfect blend of total privacy, natural beauty, and flexible living space. Minutes from Millbrook, Pleasant Valley, Hyde Park, Rhinebeck and many other Hudson Valley hot-spots.

  Christopher Virtuoso Keller Williams Realty HV Nort

  179 Hibernia Rd, Salt Point, NY 12578
• 

  $925,000

  Sold May 01, 2026

  0 Gretna Rd, Pleasant Valley, NY 12569

  • Land
  • 90.32 Acres
  • $10,241 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 284 Days On Market

  Last Listing Agent Rob Buyakowski RBR Real Estate Solutions LLC

  0 Gretna Rd, Pleasant Valley, NY 12569
• 

  

  /35

  Est $576,000

  Not Listed For Sale

  47 Eleanor Dr, Salt Point, NY 12578

  • 4 Beds
  • 2 Baths
  • 2,544 Sq Ft
  • Built 1994

  47 Eleanor Dr, Salt Point, NY 12578

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Dylan Taft Taft Street Realty, Inc.
• 

  

  /30

  $519,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  70 Gretna Hill Rd, Pleasant Valley, NY 12569

  Welcome home to this well-maintained 3-bedroom, 2.5-bath property offering comfort, efficiency, and versatile living space. The partially finished basement features brand-new flooring, providing additional room for a home office, recreation area, fitness space, or hobby room. The kitchen is equipped with new appliances, while owned solar panels help improve energy efficiency and reduce utility

  Donna Gray Redfin Real Estate

  70 Gretna Hill Rd, Pleasant Valley, NY 12569
• 

  $485,000

  Sold Apr 27, 2026

  7 Nied Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,726 Sq Ft
  • Built 1961

  Last Sold Summary

  • 4% Above List Price
  • $281/SF
  • 27 Days On Market

  Current Estimated Value $474,846

  Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties

  7 Nied Dr, Pleasant Valley, NY 12569
• 

  Est $575,101

  Not Listed For Sale

  162 Hibernia Rd, Salt Point, NY 12578

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1966

  162 Hibernia Rd, Salt Point, NY 12578

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Liudmila Lobeeva eXp Realty
• 

  /2

  $250,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,334 Sq Ft

  30 Smith Rd, Pleasant Valley, NY 12569

  WELCOME HOME TO 30 SMITH! Bring your vision to this spacious 3-bedroom, 1.5-bath Cape Cod offering over 1,300 square feet in the desirable Arlington School District. Ideally located in the heart of Pleasant Valley, this home combines privacy with convenience, just minutes from schools, shopping, parks, restaurants, and commuter routes. Full of timeless character, it features hardwood floors, a

  Ronald Green KW MidHudson

  30 Smith Rd, Pleasant Valley, NY 12569
• 

  $770,000

  Sold Mar 30, 2026

  82 Thornhill Dr, Pleasant Valley, NY 12569

  • 5 Beds
  • 4.5 Baths
  • 3,974 Sq Ft
  • Built 1982

  Last Sold Summary

  • 7% Below List Price
  • $194/SF
  • 187 Days On Market

  Current Estimated Value $772,365

  Last Listing Agent Christopher Hanson Hanson Real Estate Partners

  82 Thornhill Dr, Pleasant Valley, NY 12569
• 

  Est $779,208

  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

  • 113 Days On Market

  Last Listing Agent Shannon Martin BHHS Hudson Valley Properties
• 

  

  /25

  $499,000

  $48K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  27 Goldfinch Dr, Salt Point, NY 12578

  Surrounded by mature trees and open lawns, this thoughtfully designed, custom-built passive solar 3 bedroom, 2 bathroom home offers the perfect blend of energy efficiency, natural beauty, and modern comfort. Expansive windows fill the home with abundant natural light while showcasing peaceful views of the surrounding property. Lovingly maintained, this tranquil retreat is ideal for artists,

  Kimberly Baker BHHS Hudson Valley Properties

  27 Goldfinch Dr, Salt Point, NY 12578
• 

  $499,999

  Sold Oct 16, 2025

  7 Gretna Park Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2024

  Last Sold Summary

  • $298/SF
  • 44 Days On Market

  Last Listing Agent Rita White Keller Williams Realty Partner

  7 Gretna Park Rd, Pleasant Valley, NY 12569
• 

  Est $700,809

  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

  • 117 Days On Market

  Last Listing Agent Donna Gray Redfin Real Estate
• 

  

  /84

  $227,000

  • Land
  • 25.05 Acres
  • $9,062 per Acre

  1WTP Rossway Rd, Pleasant Valley, NY 12569

  Perfectly situated in the heart of Dutchess County, this remarkable 25.05± acre property offers the rare opportunity to own a parcel of land with excellent building potential, subject to Board of Health approval, that seamlessly blends outstanding wildlife habitat, exceptional recreational opportunities, and convenient access to some of the Hudson Valley's most desirable communities. Located

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  1WTP Rossway Rd, Pleasant Valley, NY 12569
• 

  $470,000

  Sold Dec 11, 2025

  26 Carter Rd, Pleasant Valley, NY 12569

  • 2 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 1974

  Last Sold Summary

  • 14% Below List Price
  • $310/SF
  • 111 Days On Market

  Current Estimated Value $486,924

  Last Listing Agent Shawn Pitcher KFortuna All Aspects Realty

  26 Carter Rd, Pleasant Valley, NY 12569
• 

  Est $548,914

  Not Listed For Sale

  25 Tinkertown Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,970 Sq Ft
  • Built 2006

  25 Tinkertown Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 125 Days On Market

  Last Listing Agent Brian Smith River Realty Services, Inc.
• 

  

  /44

  $595,000

  Open Sat 11AM - 1PM $30K PRICE DROP

  • 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
• 

  $540,000

  Sold Sep 26, 2025

  33 Stirrup Ln, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Above List Price
  • $311/SF
  • 23 Days On Market

  Current Estimated Value $568,273

  Last Listing Agent Ronald Green KW MidHudson

  33 Stirrup Ln, Pleasant Valley, NY 12569
• 

  Est $821,235

  Not Listed For Sale

  2153 Route 44, Pleasant Valley, NY 12569

  • 4 Beds
  • 3.5 Baths
  • 3,209 Sq Ft
  • Built 2007

  2153 Route 44, Pleasant Valley, NY 12569

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Jill Doppel Jill Doppel Real Estate, LLC
• 

  

  /36

  $659,900

  $79K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,483 Sq Ft

  76 Rockledge Dr, Pleasant Valley, NY 12569

  Be settled in your new home by the start of the school year! Offered for sale by the original owners, this attractive, 4 BR, 2.5 Bth home, on 1.3 private acres, is located in a quiet, no-thru traffic neighborhood just 7 minutes from the Taconic Parkway. The kitchen is open to the family room and features a fireplace and sliding glass door to a recently replaced deck. There are formal living and

  Dan Axtmann BHHS Hudson Valley Properties

  76 Rockledge Dr, Pleasant Valley, NY 12569
• 

  $450,000

  Sold Jul 29, 2026

  15 Whiteford Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 1.5 Baths
  • 1,932 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $233/SF
  • 40 Days On Market

  Current Estimated Value $594,953

  Last Listing Agent Matthew Skowronski HomeSmart Homes & Estates

  15 Whiteford Dr, Pleasant Valley, NY 12569
• 

  Est $225,854

  Not Listed For Sale

  2562 Route 44, Salt Point, NY 12578

  • 2 Beds
  • 1 Bath
  • 484 Sq Ft
  • Built 1953

  2562 Route 44, Salt Point, NY 12578

  Last Sold Summary

  • 95 Days On Market

  Last Listing Agent LISA CAMPBELL Exit Realty Connections

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