Homes in ZIP Code 12569

• 

  $595,000

  Sold Aug 20, 2026

  36 Forest Valley Rd, Pleasant Valley, NY 12569

  • 6 Beds
  • 3.5 Baths
  • 2,540 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Above List Price
  • $234/SF
  • 24 Days On Market

  Current Estimated Value $554,844

  Last Listing Agent Debra Tarpey RE/MAX Town & Country

  36 Forest Valley Rd, Pleasant Valley, NY 12569
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• 

  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
• 

  

  

  /30

  $489,000

  $50K 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
• 

  $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 $466,626

  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
• 

  

  /13

  $218,400

  $12K PRICE DROP

  • Land
  • 4.81 Acres
  • $45,405 per Acre

  0 Freedom Rd Unit KEY913491, La Grange, NY 12569

  4.81 Acre Parcel in the Heart of Lagrange Discover the perfect blend of privacy and convenience with this 4.81-acre wooded parcel in the heart of Lagrange. Nestled in a peaceful natural setting, yet just minutes to everything the Hudson Valley has to offer, this location is ideal for your dream home—or for a potential small subdivision. Commuters will appreciate the easy access to the Taconic

  Michael James Tellerday Houlihan Lawrence Inc.

  0 Freedom Rd Unit KEY913491, La Grange, 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 $526,987

  Not Listed For Sale

  186 Oswego Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1985

  186 Oswego Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties
• 

  

  /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
• 

  $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 $1,071,292

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

  22 Tannen Dr, Pleasant Valley, NY 12569
• 

  Est $725,779

  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

  • 34 Days On Market

  Last Listing Agent Janet Myer Houlihan Lawrence Inc.
• 

  

  /27

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  167 Pine Hill Rd, Pleasant Valley, NY 12569

  Privacy, space, and a home that has been truly cared for come together in this charming raised ranch, privately set on 1.16 acres. Built in 2001 by the current owners, this home has been lovingly maintained and offers the opportunity to enjoy a peaceful setting with plenty of room to spread out.The main level features 3 bedrooms and 2 full baths, with a comfortable layout designed for

  Saul Mueses Garcia William Raveis-New York LLC

  167 Pine Hill Rd, Pleasant Valley, NY 12569
• 

  $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
• 

  Est $722,983

  Not Listed For Sale

  100 Meadow Ridge Ln, Lagrangeville, NY 12540

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 2002

  100 Meadow Ridge Ln, Lagrangeville, NY 12540

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties
• 

  

  /38

  $950,000

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 4,221 Sq Ft

  136 Rombout Rd, Poughkeepsie, NY 12603

  Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land.This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in

  Danielle Dropkin Houlihan Lawrence Inc.

  136 Rombout Rd, Poughkeepsie, NY 12603
• 

  $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 $476,137

  Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties

  7 Nied Dr, Pleasant Valley, NY 12569
• 

  Est $753,683

  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
• 

  

  /38

  $499,000

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

  10 Meadow Ln, Pleasant Valley, NY 12569

  Welcome to 10 Meadow Lane, where generous living space, thoughtful updates, and inviting indoor and outdoor amenities come together on over an acre of beautifully landscaped grounds located in the heart of Pleasant Valley and within the Arlington School District. This spacious split-level home offers 3 bedrooms, 1.5 baths and almost 2200 finished SQFT of flexible living space designed for

  Justin LaFalce KW MidHudson

  10 Meadow Ln, 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 $776,217

  Last Listing Agent Christopher Hanson Hanson Real Estate Partners

  82 Thornhill Dr, Pleasant Valley, NY 12569
• 

  Est $687,780

  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
• 

  

  /35

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 1,804 Sq Ft

  13-17 Clark Heights, Pleasant Valley, NY 12569

  Rare opportunity to secure two single family homes on the same property. Main house is a 3 bedroom, 1.5 bath cape cod, which has been tastefully updated and is loaded with attractive finishes. Remodeled kitchen with quartz counters & stainless appliances flows seamlessly to living room/dining room combo. Huge sunroom with adjacent bluestone patio for outdoor living enjoyment. First floor bedroom

  Dan Axtmann BHHS Hudson Valley Properties

  13-17 Clark Heights, Pleasant Valley, NY 12569
• 

  $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 $593,673

  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.
• 

  

  /49

  $799,000

  $51K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,114 Sq Ft

  60 Traver Rd, Pleasant Valley, NY 12569

  Welcome home to this beautifully maintained expanded Colonial, perfectly situated on 3.42 picturesque acres in the Town of LaGrange within the highly desirable Arlington Central School District. Lovingly cared for by the same owners for over 30 years, this exceptional property offers the perfect blend of timeless charm, generous living space, and outstanding outdoor amenities.Step inside

  Kim Conklin KW MidHudson

  60 Traver Rd, Pleasant Valley, NY 12569
• 

  $245,000

  Sold Sep 03, 2026

  30 Smith Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 1.5 Baths
  • 1,334 Sq Ft
  • Built 1946

  Last Sold Summary

  • 2% Below List Price
  • $184/SF
  • 22 Days On Market

  Current Estimated Value $408,407

  Last Listing Agent Ronald Green KW MidHudson

  30 Smith Rd, Pleasant Valley, NY 12569
• 

  Est $851,311

  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
• 

  

  /63

  $389,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,508 Sq Ft

  2846 Route 82, Pleasant Valley, NY 12569

  Set high on a hill behind a hand-stacked stone wall, this little compound is a lot more interesting than its footprint lets on. The main house is a two-bedroom, one-bath charmer painted a moody near-black, with steel casement windows, wood paneling, and so much light it almost feels theatrical from morning straight through to evening. A separate studio building, a sloping wooded backyard, and one

  Arlena Armstrong Anatole House LLC

  2846 Route 82, 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 $489,298

  Last Listing Agent Shawn Pitcher KFortuna All Aspects Realty

  26 Carter Rd, Pleasant Valley, NY 12569
• 

  Est $402,559

  Not Listed For Sale

  2322 Route 44, Pleasant Valley, NY 12569

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • Built 1970

  2322 Route 44, Pleasant Valley, NY 12569

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Don Maher BHHS Hudson Valley Properties
• 

  

  /40

  $399,000

  $24K PRICE INCREASE

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

  48 Gleason Blvd, Pleasant Valley, NY 12569

  Now being sold as single home, no package deal with 46 Gleason Blvd needed. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. 3BR w/ full basement. Lovely home on the top of the hill in beautiful & central Pleasant Valley. Many upgrades & updates throughout. Updated high efficiency combi boiler. Bathroom w/ shower upstairs

  Thomas Zengen Thomas Zengen

  48 Gleason Blvd, 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 $571,467

  Last Listing Agent Ronald Green KW MidHudson

  33 Stirrup Ln, Pleasant Valley, NY 12569
• 

  Est $681,411

  Not Listed For Sale

  21 Trillium Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,930 Sq Ft
  • Built 1993

  21 Trillium Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 117 Days On Market

  Last Listing Agent Peggy Santamorena Houlihan Lawrence Inc.
• 

  

  /35

  $549,900

  • 3 Beds
  • 2 Baths
  • 2,334 Sq Ft

  15 Rock Cut Ln, Pleasant Valley, NY 12569

  Space, style, and versatility come together at 15 Rock Cut Lane. Newly constructed in 2022 and thoughtfully arranged across three finished levels, this 3-bedroom, 2-bath home offers a flexible floor plan with plenty of room to live, work, gather, and unwind.Inside, soaring ceilings and abundant natural light create an open, airy feel throughout the main living space. The open-concept

  Syndi Acampora eXp Realty

  15 Rock Cut Ln, 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 $469,439

  Last Listing Agent Matthew Skowronski HomeSmart Homes & Estates

  15 Whiteford Dr, Pleasant Valley, NY 12569
• 

  Est $454,779

  Not Listed For Sale

  234 Rossway Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2 Baths
  • 1,694 Sq Ft
  • Built 1968

  234 Rossway Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Teddie Leonaggeo McGrath Realty Inc
• 

  

  /25

  $1,300,000

  $295K PRICE DROP

  • Land
  • 76.52 Acres
  • $16,989 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 mature

  Carey Whalen Compass Greater NY, LLC

  641 North Ave, Pleasant Valley, NY 12569
• 

  $80,000

  Sold Jun 08, 2026

  0 Freedom Rd, Pleasant Valley, NY

  • Land
  • 2.7 Acres
  • $29,630 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 215 Days On Market

  Last Listing Agent Ryan LaLuna McGrath Realty Inc

  0 Freedom Rd, Pleasant Valley, NY
• 

  Est $577,029

  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

  Last Listing Agent Susan Stevens BHHS Hudson Valley Properties
• 

  

  /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
• 

  $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 $300,350

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  1253 Salt Point Turnpike, Pleasant Valley, NY 12569

Showing Results 41 - 80, Page 2 of 18