Homes in ZIP Code 12569

• 

  

  

  /46

  $649,000

  $26K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  21 Straub Dr, Pleasant Valley, NY 12569

  Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 bedrooms, 3.5 baths, and a flexible floor plan. Nestled on a private lot ,this property combines peaceful country living with convenient access to major commuting routes.The home features generous living spaces designed for both everyday comfort and entertaining. Multiple living and gathering areas provide

  

  Peter Quartironi

  RE/MAX Town & Country

  21 Straub Dr, Pleasant Valley, NY 12569
• 

  

  

  /15

  Starting at $2,200 Per Month

  • 2 - 3 Beds

  12 Arbor Hill Dr, Pleasant Valley, NY 12569

  Welcome to Arbor Hill Apartments, a peaceful and inviting residential community nestled in the heart of Pleasant Valley, New York. Just 70 miles north of New York City and conveniently located off Route 44 near the Taconic State Parkway, Arbor Hill offers a tranquil living experience with easy access to major roadways, local shopping, and the scenic charm of the Hudson Valley.These

  14 Arbor Hill Drive

  

  12 Arbor Hill Dr, 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 $542,874

  Last Listing Agent Anthony Melella Houlihan Lawrence Inc.

  185 Creek Rd, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  10 Dawn Ln, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft
  • Built 2018

  10 Dawn Ln, Pleasant Valley, NY 12569

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent DARREN BARR Serhant LLC
• 

  

  

  /3

  $225,000

  • Land
  • 2.24 Acres
  • $100,446 per Acre

  0 Traci Way, La Grange, NY 12569

  Build the home you've always imagined on this exceptional 2.24 acre corner lot, ideally situated at the corner of Frost Hill Road and Traci Way in one of Pleasant Valley's most prestigious custom home communities, Lincoln Ridge. Nestled within the highly sought after Arlington Central School District, this prime homesite offers the perfect blend of privacy, luxury, and convenience. Surrounded by

  

  Anesha Nesbitt

  eXp Realty

  0 Traci Way, La Grange, NY 12569
• 

  

  /28

  Starting at $2,135 Per Month

  • 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,

  Brookside Meadows Luxury Rental Community

  10100 Brookside Rd, Pleasant Valley, NY 12569
• 

  $485,000

  Sold Jun 23, 2026

  106 Wigsten Rd, Pleasant Valley, NY 12569

  • 2 Beds
  • 2.5 Baths
  • 1,549 Sq Ft
  • Built 1948

  Last Sold Summary

  • 8% Below List Price
  • $313/SF
  • 75 Days On Market

  Current Estimated Value $469,883

  Last Listing Agent Kyle Kirchhoff Kirchhoff Brokerage LLC

  106 Wigsten Rd, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  30 Elm Ln, Pleasant Valley, NY 12569

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

  30 Elm Ln, Pleasant Valley, NY 12569

  Last Sold Summary

  • 99 Days On Market

  Last Listing Agent Steven Collier BHHS Hudson Valley Properties
• 

  

  /84

  $227,000

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

  00WP 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 along

  Mitchell Serlin Whitetail Properties Real Estate

  00WP Rossway 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

  Enjoy peaceful lake views and a tranquil setting from this charming contemporary-style one-bedroom home. The inviting living room features a wood-accented ceiling, large windows, and sliding glass doors leading to the deck—an ideal spot to relax with your morning coffee while taking in the scenic surroundings. A versatile loft with a view provides additional space for a home office, den, exercise

  Stacey Cronin Houlihan Lawrence Inc.

  304 Lake Lodge Dr, Pleasant Valley, NY 12569
• 

  $610,000

  Sold Jun 15, 2026

  191 Forest Valley Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 2,156 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Above List Price
  • $283/SF
  • 6 Days On Market

  Current Estimated Value $602,931

  Last Listing Agent Bonnie Massa BHHS Hudson Valley Properties

  191 Forest Valley Rd, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  14 Hilltop Ln, Pleasant Valley, NY 12569

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1989

  14 Hilltop Ln, Pleasant Valley, NY 12569

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Ivan Carvalho Exit Realty Connections
• 

  

  /25

  $165,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  65 Water Loop, Pleasant Valley, NY 12569

  Price Reduction. MOTIVATED SELLERS!!The sellers are motivated and ready to make a deal. This $10,000 reduction could be exactly the opportunity you've been waiting for!Move-in ready 3BR home in Hickory Hills Estates with modern updates and a peaceful natural setting.This beautifully updated home offers comfort, convenience, and outdoor charm all in one.Step inside

  ROBERT TORRE VYLLA Home

  65 Water Loop, Pleasant Valley, NY 12569
• 

  /2

  $1,800 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  65 Parksville Rd Unit 65-1, Pleasant Valley, NY 12569

  65 Parksville Rd Unit 65-1, 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 $799,644

  Last Listing Agent Annie Kozak Century 21 Alliance Rlty Group

  62 Freedom Rd, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  56 Elm Ln, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1980

  56 Elm Ln, Pleasant Valley, NY 12569

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Vanessa Campos RE/MAX Town & Country
• 

  

  /17

  $575,000

  • Land
  • 41.72 Acres
  • $13,782 per Acre

  513 Rossway Rd, Pleasant Valley, NY 12569

  Rare opportunity to own a truly special 41.7-acre parcel in the Town of LaGrange, ideally located just east of the Taconic State Parkway for an easy commute while enjoying the beauty and tranquility of the Hudson Valley. This exceptional property offers breathtaking sweeping mountain and vista views, over 360 feet of road frontage, and endless possibilities. Five large fields are currently being

  Nicole Porter Houlihan Lawrence Inc.

  513 Rossway Rd, Pleasant Valley, NY 12569
• 

  

  /32

  $3,400 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,924 Sq Ft
  • House for Rent

  126 Carter Rd, Pleasant Valley, NY 12569

  Immaculate Raised Ranch for Rent on a Beautiful Private Setting!Enjoy the peace and privacy of this meticulously maintained raised ranch, set well back from the road down a long private driveway and surrounded by a spacious yard with a picturesque pond.This home offers 3 bedrooms, including a primary suite with a private bath, a bright dining room with sliding glass doors leading

  Patricia Hogan BHHS Hudson Valley Properties

  126 Carter Rd, 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 $463,404

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  56 Kay Dr, Pleasant Valley, NY 12569
• 

  Est $1,493,133

  Not Listed For Sale

  353 Gretna Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2 Baths
  • 2,728 Sq Ft
  • Built 1850

  353 Gretna Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Oliver Brown Houlihan Lawrence Inc.
• 

  

  /22

  $445,000

  $30K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  63 Martin Rd, Pleasant Valley, NY 12569

  Beautifully updated ranch, set on a tree-lined homesite in the Town of Pleasant Valley, offering the ease of one-level living with tasteful finishes throughout. The inviting floor plan features a welcoming entry foyer, hardwood flooring, sun-filled living room with bay window, and a bright kitchen with SS Frigidaire appliances and a Samsung refrigerator. The step-down dining room is perfect for

  TINA TOWNSEND BHHS Hudson Valley Properties

  63 Martin Rd, Pleasant Valley, NY 12569
• 

  

  /7

  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  1613 Main St Unit 1, Pleasant Valley, NY 12569

  Enjoy a comfortable 1-bedroom, 1-bathroom apartment with a practical layout and plenty of space for everyday living. The apartment features central air for year-round comfort and convenient off-street parking. Tenant is responsible for all utilities, including electric. Move-In Requirements: - First month's rent - One month's security deposit

  1613 Main St Unit 1, 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 $259,992

  Last Listing Agent Christopher Virtuoso Keller Williams Realty HV Nort

  233 Rossway Rd, Pleasant Valley, NY 12569
• 

  /2

  Est $1,240,502

  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
• 

  

  /46

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 3,078 Sq Ft

  18 English Way, Pleasant Valley, NY 12569

  Perfectly situated at the end of a cul-de-sac, this cared for Colonial sits on a picturesque country acre, located in the Cambridge Estates. Thoughtfully updated and beautifully cared for, this home offers the perfect blend of comfort, space, and functionality.At the heart of the home is the beautifully updated kitchen, renovated just one year ago with a fresh, modern feel and plenty of

  Jamie Aisenstat Serhant LLC

  18 English Way, 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 $1,024,717

  Last Listing Agent Jake Garay Serhant LLC

  37 Patricia Dr, Pleasant Valley, NY 12569
• 

  Est $1,011,875

  Not Listed For Sale

  45 Jeffrey Dr, Pleasant Valley, NY 12569

  • 4 Beds
  • 4 Baths
  • 3,817 Sq Ft
  • Built 2018

  45 Jeffrey Dr, Pleasant Valley, NY 12569

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Lori Rheingold Houlihan Lawrence Inc.
• 

  

  /23

  $399,000

  $21K PRICE DROP Pending

  • 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
• 

  $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 $632,945

  Last Listing Agent Robert Washburn RE/MAX Ace Realty

  686 Traver Rd, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  17 Pheasant Run, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1997

  17 Pheasant Run, Pleasant Valley, NY 12569

  Last Sold Summary

  • 100 Days On Market

  Last Listing Agent Michael Domoulin K Fortuna Lighthouse Realty
• 

  

  /12

  $89,900

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  14 Partridge Ln, Pleasant Valley, NY 12569

  Welcome to 14 Partridge Ln, a well-maintained, single-wide manufactured home located in a convenient mobile home community within the Arlington School District. This property offers an affordable and low-maintenance lifestyle with a monthly lot fee of $815. The lot fee includes water, sewer, property taxes, and garbage pickup, making monthly expenses simple and predictable. Enjoy the convenience

  Justice Suafoa THE TRUSS GROUP LLC

  14 Partridge Ln, Pleasant Valley, NY 12569
• 

  $275,000

  Sold Sep 01, 2026

  1680 Main St, Pleasant Valley, NY 12569

  • 3 Beds
  • 1 Bath
  • 1,384 Sq Ft
  • Built 1930

  Last Sold Summary

  • 20% Below List Price
  • $199/SF
  • 194 Days On Market

  Current Estimated Value $325,829

  Last Listing Agent Sean McPhail Next Level Property Management

  1680 Main St, Pleasant Valley, NY 12569
• 

  Est $537,500

  Not Listed For Sale

  65 O' Halloran Cir, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2024

  65 O' Halloran Cir, Pleasant Valley, NY 12569

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Andre Aivazians HomeSmart Homes & Estates
• 

  

  /50

  $899,900

  $50K PRICE DROP

  • 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

  Ryan Arket Compass Greater NY, LLC

  13-14 Creekside Place, 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 $898,120

  Last Listing Agent Jake Garay Serhant LLC

  12 Wolf Ln, 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

  • 36 Days On Market

  Last Listing Agent Daniel Balassone VYLLA Home
• 

  

  /28

  $549,000

  • 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
• 

  $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
• 

  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

  • 82 Days On Market

  Last Listing Agent ANDREA SOTOMAYOR K Fortuna Lighthouse Realty
• 

  

  /41

  $399,000

  $24K PRICE INCREASE

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

  46 Gleason Blvd, Pleasant Valley, NY 12569

  Now being sold as single home, no package deal with 48 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

  46 Gleason Blvd, Pleasant Valley, NY 12569

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