Homes in ZIP Code 12569

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  /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
• 

  $495,000 Sold Jan 07, 2026

  198 Oswego Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $325/SF
  • 21 Days On Market

  Current Estimated Value $490,134

  Last Listing Agent Ronald Green KW MidHudson

  198 Oswego Rd, Pleasant Valley, NY 12569
• 

  Est $459,959 Not Listed For Sale

  478 Creek Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 1,930 Sq Ft
  • Built 1979

  478 Creek Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 18% Above List Price
  • $202/SF
  • 18 Days On Market

  • Last Sold Price $390,000
  • Sep 05, 2023

  Last Listing Agent Janyce Selkin Howard Hanna Rand Realty
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  /33

  $349,990 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,716 Sq Ft

  35 Shady Creek Rd, Pleasant Valley, NY 12569

  Nestled near a peaceful creek, 35 Shady Creek Dr offers a wonderful opportunity to own a solidly built Colonial home in the Arlington School District. This four-bedroom, one-and-a-half-bath home is full of character and potential, offering great bones and a comfortable layout that’s ready for your personal touch. Inside, a welcoming formal dining room centers around a charming stone fireplace,

  Helene Goodworth eXp Realty

  35 Shady Creek Rd, Pleasant Valley, NY 12569
• 

  $90,000 Sold Sep 08, 2025

  0 Pine Hill Rd, Pleasant Valley, NY 12569

  • Land
  • 5.17 Acres
  • $17,408 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 36 Days On Market

  Last Listing Agent Eugene Valoy BHHS Hudson Valley Properties

  0 Pine Hill Rd, Pleasant Valley, NY 12569
• 

  Est $363,149 Not Listed For Sale

  479 Creek Rd, Pleasant Valley, NY 12569

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1960

  479 Creek Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 4% Above List Price
  • $292/SF
  • 32 Days On Market

  • Last Sold Price $350,000
  • Dec 18, 2024

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties
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  /50

  $829,900

  • 6 Beds
  • 4 Baths

  949 Freedom Rd, Pleasant Valley, NY 12569

  Step into a storybook setting with this extraordinary one-of-a-kind property! Featuring TWO homes on 2 picturesque acres: a circa 1900 farmhouse (4 beds/3 full baths - 2,674 sq. ft.) originally built from Sears Roebuck and Co. kit plans and with materials that were delivered by train, AND a second home (2 beds/1bath - 1,080 sq. ft.) ideal for multi-generational living, rental income or guest

  Jennifer Amicucci

  949 Freedom Rd, Pleasant Valley, NY 12569
• 

  $160,000 Sold Aug 26, 2025

  17 Pheasant Run, Pleasant Valley, NY 12569

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

  Last Sold Summary

  • 20% Below List Price
  • $110/SF
  • 100 Days On Market

  Last Listing Agent Michael Domoulin K Fortuna Lighthouse Realty

  17 Pheasant Run, Pleasant Valley, NY 12569
• 

  Est $480,083 Not Listed For Sale

  313 Pine Hill Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 1.5 Baths
  • 2,400 Sq Ft
  • Built 1965

  313 Pine Hill Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 7% Above List Price
  • $188/SF
  • 50 Days On Market

  • Last Sold Price $450,000
  • Jan 21, 2025

  Last Listing Agent Brian Woolsey BHHS Hudson Valley Properties
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  /8

  $275,000 Pending

  • Land
  • 38.28 Acres
  • $7,184 per Acre

  Barkit Kennel Rd, Pleasant Valley, NY 12569

  At the end of the road, surrounded by other large parcels, quiet and privacy await on 38 wooded acres full of wildlife, mature hardwoods, and rolling hills. Comprised of two parcels with over 400 feet of road frontage on a cul-de-sac, the location is a commuter’s dream, just off Route 44 and only a couple miles from the Taconic. The property offers many possibilities: a place to build your quiet

  Blake Michaud BHHS Hudson Valley Properties

  Barkit Kennel Rd, Pleasant Valley, NY 12569
• 

  $500,000 Sold Dec 12, 2025

  28 Forest Valley Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 1.5 Baths
  • 1,776 Sq Ft
  • Built 1976

  Last Sold Summary

  • 4% Above List Price
  • $282/SF
  • 28 Days On Market

  Current Estimated Value $499,845

  Last Listing Agent Nicholas Karwaski Compass Greater NY, LLC

  28 Forest Valley Rd, Pleasant Valley, NY 12569
• 

  Est $358,941 Not Listed For Sale

  114 O Halloran Cir, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 1,597 Sq Ft
  • Built 1987

  114 O Halloran Cir, Pleasant Valley, NY 12569

  Last Sold Summary

  • 24% Above List Price
  • $182/SF
  • 44 Days On Market

  • Last Sold Price $290,000
  • Aug 10, 2023

  Last Listing Agent Shulem Goldberger Capital Estate Realty LLC
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  /43

  $1,275,000

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  101 Drake Rd, Pleasant Valley, NY 12569

  Tucked behind a quiet country approach, two meticulously restored 19th-century barns have been reimagined into a refined luxury residence and companion pool house that feel timeless in character and elevated in execution. Inside the main residence, soaring vaulted ceilings, original hand-hewn beams, and wide-plank floors establish a sense of warmth and permanence, while expansive walls of glass

  Jake Garay Serhant LLC

  101 Drake Rd, Pleasant Valley, NY 12569
• 

  $390,000 Sold Mar 31, 2026

  63 Parksville Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Below List Price
  • $271/SF
  • 38 Days On Market

  Current Estimated Value $390,755

  Last Listing Agent STEVEN WROBEL JR. Serhant LLC

  63 Parksville Rd, Pleasant Valley, NY 12569
• 

  Est $505,038 Not Listed For Sale

  1458 Salt Point Turnpike, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,065 Sq Ft
  • Built 1989

  1458 Salt Point Turnpike, Pleasant Valley, NY 12569

  Last Sold Summary

  • 16% Above List Price
  • $211/SF
  • 45 Days On Market

  • Last Sold Price $435,000
  • May 01, 2024

  Last Listing Agent David Feinstein BHHS Hudson Valley Properties
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  /4

  $179,900

  • Land
  • 5.04 Acres
  • $35,694 per Acre

  0 Creek Rd Unit KEY981346, Pleasant Valley, NY 12569

  Build your dream home on this beautiful 5-acre Board of Health approved parcel in Pleasant Valley, where privacy, natural beauty, and opportunity come together. This exceptional property offers a rare chance to create a custom home or private retreat in a peaceful Hudson Valley setting.Surrounded by mature trees and scenic countryside, the land provides the perfect backdrop for your vision.

  Robert Villone RE/MAX Classic Realty

  0 Creek Rd Unit KEY981346, Pleasant Valley, NY 12569
• 

  $495,000 Sold Sep 09, 2025

  33 Whiteford Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $289/SF
  • 102 Days On Market

  Current Estimated Value $492,344

  Last Listing Agent Ann Scarano Realty Center Hudson Valley

  33 Whiteford Dr, Pleasant Valley, NY 12569
• 

  Est $754,365 Not Listed For Sale

  656 Traver Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 3.5 Baths
  • 2,895 Sq Ft
  • Built 1999

  656 Traver Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 2% Above List Price
  • $254/SF
  • 18 Days On Market

  • Last Sold Price $736,000
  • Jul 12, 2024

  Last Listing Agent Sandi Park Coldwell Banker Realty
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  /4

  $120,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  56 Water Loop, Pleasant Valley, NY 12569

  3 BR mobile home in Pleasant Valley NY. Arlington School DIstrict. SGD to deck.Applianes included, range, ref, dw. $800 fee includes taxes. Great location Minutes to Taconic Parkway. Country atmosphere. Shopping, hospitals, trains only short car ride. 15 minutes to Poughkeepsie and Hudson River mansions in Hyde Park NY.

  ED DELFORNO DelForno Associates real estate Agency, Inc

  56 Water Loop, Pleasant Valley, NY 12569
• 

  $508,000 Sold Jul 08, 2025

  57 Whiteford Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Above List Price
  • $318/SF
  • 41 Days On Market

  Current Estimated Value $522,968

  Last Listing Agent Susan Feit BHHS Hudson Valley Properties

  57 Whiteford Dr, Pleasant Valley, NY 12569
• 

  Est $600,025 Not Listed For Sale

  688 Traver Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1987

  688 Traver Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 3% Above List Price
  • $254/SF
  • 22 Days On Market

  • Last Sold Price $585,000
  • Sep 26, 2023

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties
• 

  

  /37

  $795,000

  • 4 Beds
  • 2.5 Baths
  • 3,019 Sq Ft

  41 Meddaugh Rd, Pleasant Valley, NY 12569

  41 Meddaugh Road is sited on 1.84 acres set back from the road and has been extensively renovated through a comprehensive ground-up transformation. Nearly all major systems, structural components, and finishes were replaced or upgraded during this full gut renovation, where everything from the studs inward was redone and the home’s exterior systems were completely updated, resulting in a move-in

  Kyle Irwin Corcoran Country Living

  41 Meddaugh Rd, Pleasant Valley, NY 12569
• 

  $94,000 Sold Jun 17, 2025

  56 Elm Ln, Pleasant Valley, NY 12569

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

  Last Sold Summary

  • 22% Below List Price
  • $89/SF
  • 60 Days On Market

  Last Listing Agent Vanessa Campos RE/MAX Town & Country

  56 Elm Ln, Pleasant Valley, NY 12569
• 

  Est $542,954 Not Listed For Sale

  154 Forest Valley Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • Built 1978

  154 Forest Valley Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 5% Above List Price
  • $250/SF
  • 34 Days On Market

  • Last Sold Price $519,000
  • Nov 19, 2024

  Last Listing Agent Beverly Orser BHHS Hudson Valley Properties
• 

  

  /30

  $375,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft

  1666 Main St, Pleasant Valley, NY 12569

  Welcome to 1666 Main Street, a beautifully renovated classic early-1900s home in the heart of Pleasant Valley. This move-in ready property offers 3–4 bedrooms, 2 full baths, and over 2,000 square feet of living space on a low-maintenance .20-acre lot in the Arlington School District with low taxes. Inside, you’ll find refinished 100+ year-old Maple and Douglas Fir hardwood floors, upgraded

  Kiyoshi Henson RE/MAX Town & Country

  1666 Main St, Pleasant Valley, NY 12569
• 

  $220,000 Sold Apr 15, 2026

  1824 Route 44, Pleasant Valley, NY 12569

  • 1 Bed
  • 1 Bath
  • 708 Sq Ft
  • Built 1910

  Last Sold Summary

  • 10% Above List Price
  • $311/SF
  • 37 Days On Market

  Current Estimated Value $204,742

  Last Listing Agent Jennifer Amicucci

  1824 Route 44, Pleasant Valley, NY 12569
• 

  Est $462,984 Not Listed For Sale

  268 Forest Valley Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2 Baths
  • 1,646 Sq Ft
  • Built 1982

  268 Forest Valley Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 5% Below List Price
  • $295/SF
  • 15 Days On Market

  • Last Sold Price $485,000
  • Feb 12, 2025

  Last Listing Agent Isabel Alves RE/MAX
• 

  

  /30

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 3,011 Sq Ft

  991 Freedom Rd, Pleasant Valley, NY 12569

  TO BE BUILT – The Ellington Model Colonial on Over 3 Acres!This stunning 4-bedroom, 2.5-bath colonial offers the perfect blend of elegance and functionality. Highlights include a charming covered front porch, a dramatic two-story entry foyer and second-floor catwalk. The thoughtfully designed main level features a formal living room and dining room flanking the foyer. The spacious two-story

  John Gabriel Jr KW MidHudson

  991 Freedom Rd, Pleasant Valley, NY 12569
• 

  $830,000 Sold Feb 13, 2026

  69 Brown Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 3.5 Baths
  • 2,567 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $323/SF
  • 140 Days On Market

  Current Estimated Value $821,128

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  69 Brown Rd, Pleasant Valley, NY 12569
• 

  Est $583,227 Not Listed For Sale

  113 Forest Valley Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1974

  113 Forest Valley Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 10% Above List Price
  • $221/SF
  • 34 Days On Market

  • Last Sold Price $530,000
  • Apr 30, 2024

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties
• 

  $995,000 Sold Jun 09, 2025

  30 Frost Hill Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 3.5 Baths
  • 5,200 Sq Ft
  • Built 2004

  Last Sold Summary

  • 12% Below List Price
  • $191/SF
  • 67 Days On Market

  Current Estimated Value $1,016,544

  Last Listing Agent Anesha Nesbitt eXp Realty

  30 Frost Hill Rd, Pleasant Valley, NY 12569
• 

  Est $779,723 Not Listed For Sale

  45 Cider Mill Ct, Pleasant Valley, NY 12569

  • 4 Beds
  • 3 Baths
  • 2,566 Sq Ft
  • Built 2007

  45 Cider Mill Ct, Pleasant Valley, NY 12569

  Last Sold Summary

  • 3% Above List Price
  • $294/SF
  • 91 Days On Market

  • Last Sold Price $755,000
  • Nov 07, 2024

  Last Listing Agent Lori Roell BHHS Hudson Valley Properties
• 

  $640,000 Sold Mar 18, 2026

  2 English Way, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,636 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $243/SF
  • 34 Days On Market

  Current Estimated Value $641,081

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  2 English Way, Pleasant Valley, NY 12569
• 

  Est $670,756 Not Listed For Sale

  57 Cider Mill Ct, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,199 Sq Ft
  • Built 2005

  57 Cider Mill Ct, Pleasant Valley, NY 12569

  Last Sold Summary

  • 13% Above List Price
  • $271/SF
  • 18 Days On Market

  • Last Sold Price $595,000
  • Feb 02, 2024

  Last Listing Agent Justin LaFalce KW MidHudson
• 

  $600,000 Sold Jul 22, 2025

  106 Stream Ln, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,678 Sq Ft
  • Built 1964

  Last Sold Summary

  • 6% Below List Price
  • $224/SF
  • 137 Days On Market

  Current Estimated Value $631,896

  Last Listing Agent Sharon Pehush HomeSmart Homes & Estates

  106 Stream Ln, Pleasant Valley, NY 12569
• 

  /2

  Est $696,015 Not Listed For Sale

  28 Mill Ln, Pleasant Valley, NY 12569

  • 4 Beds
  • 3 Baths
  • 3,040 Sq Ft
  • Built 1976

  28 Mill Ln, Pleasant Valley, NY 12569

  Last Sold Summary

  • 11% Below List Price
  • $205/SF

  • Last Sold Price $624,500

  Last Listing Agent Kelly Campbell Century 21 Alliance Rlty Group
• 

  $310,000 Sold Jan 19, 2026

  201 Rossway Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Below List Price
  • $311/SF
  • 35 Days On Market

  Current Estimated Value $322,605

  Last Listing Agent Heather Bragg ReAttached

  201 Rossway Rd, Pleasant Valley, NY 12569
• 

  Est $360,902 Not Listed For Sale

  1833 Route 44, Pleasant Valley, NY 12569

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1830

  1833 Route 44, Pleasant Valley, NY 12569

  Last Sold Summary

  • 20% Above List Price
  • $182/SF
  • 49 Days On Market

  • Last Sold Price $299,900
  • May 30, 2023

  Last Listing Agent SAL GULLO JR DUTCHESS HOME REALTY EF
• 

  $470,000 Sold Jun 13, 2025

  2821 Route 82, Pleasant Valley, NY 12569

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $247/SF
  • 31 Days On Market

  Current Estimated Value $484,453

  Last Listing Agent Kelly Campbell Century 21 Alliance Rlty Group

  2821 Route 82, Pleasant Valley, NY 12569
• 

  Est $430,917 Not Listed For Sale

  236 Lakeshore Dr, Pleasant Valley, NY 12569

  • 2 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Built 1850

  236 Lakeshore Dr, Pleasant Valley, NY 12569

  Last Sold Summary

  • 3% Above List Price
  • $313/SF
  • 59 Days On Market

  • Last Sold Price $420,000
  • Aug 22, 2024

  Last Listing Agent Jake Garay Serhant LLC

Showing Results 121 - 160, Page 4 of 18