Homes in ZIP Code 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 $851,237

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

  22 Tannen Dr, Pleasant Valley, NY 12569
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• 

  Est $517,755 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

  • 28% Above List Price
  • $136/SF
  • 125 Days On Market

  • Last Sold Price $405,000
  • Apr 11, 2025

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

  

  

  /37

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  66 Gretna Rd, Pleasant Valley, NY 12569

  Welcome to 66 Gretna Road — a beautifully spacious home filled with character and natural light, featuring soaring ceilings, oversized windows, a welcoming rocking chair front porch, and a rear deck off the kitchen overlooking the expansive backyard. This move-in ready residence offers a combination of space, flexibility, and convenience within the Arlington School District. The kitchen has wood

  Karen Volino Houlihan Lawrence Inc.

  66 Gretna 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 $454,384

  Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties

  7 Nied Dr, Pleasant Valley, NY 12569
• 

  Est $813,055 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

  • 5% Above List Price
  • $242/SF
  • 27 Days On Market

  • Last Sold Price $775,000
  • Jul 16, 2024

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

  

  /30

  $499,000 Pending

  • 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
• 

  $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 $802,182

  Last Listing Agent Christopher Hanson Hanson Real Estate Partners

  82 Thornhill Dr, Pleasant Valley, NY 12569
• 

  Est $711,779 Not Listed For Sale

  491 Masten Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 3 Baths
  • 2,816 Sq Ft
  • Built 2007

  491 Masten Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 10% Above List Price
  • $230/SF
  • 61 Days On Market

  • Last Sold Price $649,000
  • Jun 16, 2023

  Last Listing Agent Emily Whitney Exit Realty Connections
• 

  

  /15

  $1,200,000

  • Land
  • 124.19 Acres
  • $9,663 per Acre

  2010 Salt Point Turnpike, Pleasant Valley, NY 12569

  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 and Farms Realty LLC

  2010 Salt Point Turnpike, 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 $358,800 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

  • 9% Above List Price
  • $276/SF
  • 32 Days On Market

  • Last Sold Price $330,000
  • May 09, 2024

  Last Listing Agent Don Maher BHHS Hudson Valley Properties
• 

  

  /23

  $420,000

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  1379 Route 44, Pleasant Valley, NY 12569

  This Pleasant Valley Colonial in the Arlington School District offers a blend of classic character and practical updates on a spacious 0.62-acre lot. With 3 bedrooms and 2 full baths across 1,584 square feet, the layout includes a large living room with hardwood floors and a wood-burning fireplace, plus a formal dining room with French doors that create a natural flow for everyday living and

  Virginia Corbett eXp Realty

  1379 Route 44, Pleasant Valley, NY 12569
• 

  $290,000 Sold Aug 13, 2025

  1358 Route 44, Pleasant Valley, NY 12569

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1930

  Last Sold Summary

  • $264/SF
  • 40 Days On Market

  Current Estimated Value $302,773

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  1358 Route 44, Pleasant Valley, NY 12569
• 

  Est $621,586 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

  • 18% Above List Price
  • $179/SF
  • 117 Days On Market

  • Last Sold Price $525,000
  • Dec 07, 2023

  Last Listing Agent Peggy Santamorena Houlihan Lawrence Inc.
• 

  

  /8

  $289,500 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
• 

  $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 $471,825

  Last Listing Agent Shawn Pitcher KFortuna All Aspects Realty

  26 Carter Rd, Pleasant Valley, NY 12569
• 

  Est $442,248 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

  • 2% Above List Price
  • $257/SF
  • 62 Days On Market

  • Last Sold Price $435,000
  • Sep 30, 2024

  Last Listing Agent Teddie Leonaggeo McGrath Realty Inc
• 

  

  /4

  $95,000 Pending

  • Land
  • 3.4 Acres
  • $27,941 per Acre

  0 New York 82, Pleasant Valley, NY 12569

  This 3.4 acre wooded lot in the Town of LaGrange offers a great opportunity to build your dream home. With approximately 145 feet of frontage on Cole Road and 720 feet along Route 82, this property provides multiple access points and design flexibility. Board of Health Approval (BOHA) is needed, making this an ideal blank canvas for your custom home project. Enjoy proximity to popular local spots

  Debra Allan BHHS Hudson Valley Properties

  0 New York 82, 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 $551,647

  Last Listing Agent Ronald Green KW MidHudson

  33 Stirrup Ln, Pleasant Valley, NY 12569
• 

  Est $521,516 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

  • 10% Above List Price
  • $233/SF
  • 177 Days On Market

  • Last Sold Price $472,000
  • Jan 10, 2024

  Last Listing Agent Susan Stevens BHHS Hudson Valley Properties
• 

  

  /12

  $1,300,000 Pending

  • Land
  • 90.32 Acres
  • $14,393 per Acre

  0 Gretna Rd, Pleasant Valley, NY 12569

  Own one of the last legacy parcels in this coveted corridor of Dutchess County. Seldom does a property of this caliber come to market with over 90 acres of serene rural land, gently rolling fields and woodland, tucked away among historic farms and long-established estates. The property reflects a well-established equestrian legacy, shaped over time across gently rolling fields and wooded lanes

  Rob Buyakowski RBR Real Estate Solutions LLC

  0 Gretna Rd, Pleasant Valley, NY 12569
• 

  $45,000 Sold Aug 22, 2025

  30 Elm Ln, Pleasant Valley, NY 12569

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1979

  Last Sold Summary

  • 50% Below List Price
  • $46/SF
  • 99 Days On Market

  Last Listing Agent Steven Collier BHHS Hudson Valley Properties

  30 Elm Ln, Pleasant Valley, NY 12569
• 

  Est $487,900 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

  • 11% Above List Price
  • $271/SF
  • 23 Days On Market

  • Last Sold Price $439,000
  • Jan 08, 2025

  Last Listing Agent Michele Rios BHHS Hudson Valley Properties
• 

  

  /13

  $229,900

  • Land
  • 4.81 Acres
  • $47,796 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 Tellerday Houlihan Lawrence Inc.

  0 Freedom Rd Unit KEY913491, La Grange, 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 $285,351

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  1253 Salt Point Turnpike, Pleasant Valley, NY 12569
• 

  Est $447,759 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

  • 23% Above List Price
  • $149/SF
  • 106 Days On Market

  • Last Sold Price $365,000
  • Jul 19, 2024

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC
• 

  /2

  $85,000 Pending

  • Land
  • 2.7 Acres
  • $31,481 per Acre

  0 Freedom Rd, Pleasant Valley, NY

  Board of Health approved lot in beautiful Pleasant Valley. Just minutes to the Lagrange Town Center, and to the Taconic State Parkway. This is a fantastic location to build a home in the heart of Dutchess County.

  Ryan LaLuna McGrath Realty Inc

  0 Freedom Rd, Pleasant Valley, NY
• 

  $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 $442,329

  Last Listing Agent Dominick DiFilippo Keller Williams Realty Partner

  19 Gleason Blvd, Pleasant Valley, NY 12569
• 

  Est $356,155 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

  • 32% Above List Price
  • $176/SF
  • 81 Days On Market

  • Last Sold Price $270,000
  • Jun 23, 2023

  Last Listing Agent NANCY PATRICK Helen Schweitzer Realty, LLC
• 

  

  /11

  $285,000

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  163 Bower Rd, Poughkeepsie, NY 12603

  Welcome home to this sunny Two bedroom Ranch offering comfortable single level living and desirable updates. Enjoy an enclosed three-season sun front porch, a spacious living room with a brick front fireplace. The private, flat yard is perfect for relaxing or entertaining. An unfinished walkout basement provides abundant storage, plus an attic for extra space. A large two-car garage, solar

  Myriam Ramos Keller Williams Realty Partner

  163 Bower Rd, Poughkeepsie, NY 12603
• 

  $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 $916,743

  Last Listing Agent Kaye Saglibene

  422 Rossway Rd, Pleasant Valley, NY 12569
• 

  Est $474,586 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

  • 17% Above List Price
  • $224/SF
  • 54 Days On Market

  • Last Sold Price $405,000
  • Nov 12, 2023

  Last Listing Agent Margaret Labozzetti BHHS Hudson Valley Properties
• 

  

  /27

  $499,000

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

  15 Whiteford Dr, Pleasant Valley, NY 12569

  Welcome to this beautifully updated 3/4 Bedroom home in the heart of Pleasant Valley! Located in a quiet, walkable neighborhood, this property offers the perfect blend of comfort, convenience, and charm. Step inside to find refinished hardwood floors that bring warmth and character throughout the main living areas. The home features fresh paint from top to bottom, creating a bright, clean, and

  Matthew Skowronski HomeSmart Homes & Estates

  15 Whiteford 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 $211,854

  Last Listing Agent Brian Smith River Realty Services, Inc.

  11 Demelis Dr, Pleasant Valley, NY 12569
• 

  Est $480,100 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

  • 10% Above List Price
  • $195/SF
  • 82 Days On Market

  • Last Sold Price $435,000
  • Oct 23, 2024

  Last Listing Agent Andrew Moore Daniel Gale Sotheby's
• 

  

  /50

  $2,995,000 Pending

  • 4 Beds
  • 7 Baths
  • 6,412 Sq Ft

  165 Drake Rd, Pleasant Valley, NY 12569

  Welcome to Timber Lake Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond that flows over a waterfall at one end. The bespoke stone and wood home boasts 6,412 square feet of living space sited at the highest elevation point on the

  Kyle Irwin Corcoran Country Living

  165 Drake Rd, Pleasant Valley, NY 12569
• 

  $532,500 Sold Jun 11, 2025

  49 North Ave, Pleasant Valley, NY 12569

  • 4 Beds
  • 3 Baths
  • 3,596 Sq Ft
  • Built 1850

  Last Sold Summary

  • 8% Below List Price
  • $148/SF
  • 134 Days On Market

  Current Estimated Value $537,502

  Last Listing Agent JOHN SCARANO Keller Williams Realty

  49 North Ave, Pleasant Valley, NY 12569
• 

  Est $684,885 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

  • 7% Above List Price
  • $207/SF
  • 35 Days On Market

  • Last Sold Price $640,000
  • Aug 09, 2024

  Last Listing Agent MariaElaina Cirone Keller Williams Realty Partner
• 

  

  /46

  $665,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,606 Sq Ft

  3 Brenner Ridge Rd, Pleasant Valley, NY 12569

  Welcome to this beautifully maintained Colonial set on 2.3 picturesque acres in one of the area's most desirable locations. Offering the perfect blend of privacy, comfort, and timeless appeal, this inviting home features a welcoming front porch which sets the tone, creating the perfect first impression and a warm place to unwind. Step inside to a gracious entry foyer that opens to a

  Geraldine Brucale BHHS Hudson Valley Properties

  3 Brenner Ridge Rd, Pleasant Valley, NY 12569
• 

  $552,000 Sold Jun 02, 2025

  4 Straub Dr, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $230/SF
  • 155 Days On Market

  Current Estimated Value $573,029

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  4 Straub Dr, Pleasant Valley, NY 12569

Showing Results 41 - 80, Page 2 of 18