Pleasant Valley, NY Homes

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  /46

  $584,500 Pending

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  89 Birch Dr, Pleasant Valley, NY 12569

  Back on the Market – Buyer had personal changes . Ready for Immediate Move-In! The sellers are relocating out of state, and the home is packed and ready for its next owner. Please use your imagination to envision your own décor and personal touches. This spacious and meticulously maintained oversized raised ranch offers comfort, flexibility, and pride of ownership throughout. The thoughtfully

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 681-2247

  89 Birch Dr, Pleasant Valley, NY 12569
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  /28

  Starting at $2,035 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

  (845) 478-8555

  10100 Brookside Rd, Pleasant Valley, NY 12569
• 

  $130,000 Sold Mar 12, 2026

  Lot 748535 Hollow Crest Ln, Millbrook, NY 12545

  • Land
  • 6.2 Acres
  • $20,968 per Acre

  Last Sold Summary

  • 31% Above List Price
  • 19 Days On Market

  Last Listing Agent Thomas Santore Coldwell Banker Realty

  Lot 748535 Hollow Crest Ln, Millbrook, NY 12545
• 

  Est $601,881 Not Listed For Sale

  664 Plass Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 3 Baths
  • 2,348 Sq Ft
  • Built 2011

  664 Plass Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 15% Above List Price
  • $224/SF
  • 14 Days On Market

  • Last Sold Price $525,000
  • Aug 28, 2023

  Last Listing Agent CHRISTINE BEDNARCZUK ELEVEN REAL ESTATE GROUP CP
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  /25

  $650,000

  • 8 Beds
  • 4.5 Baths
  • 4,288 Sq Ft

  853 Salt Point Turnpike, Poughkeepsie, NY 12601

  This Over 4,000 Finished Sq Ft HUD Owned Home, Which Includes Eight Bedrooms, Four Full Bathrooms And One Half Bath, May Very Well Pique Your Interest. Being Listed As An AS IS Sale, There Are A Total Of 15 Rooms Plus A Walk Up Attic, Full....Unfinished Basement, Garage, Parking And Work To Be Done. The Property, Noted As FHA Case# 371-409757, Is In It's Exclusive Period And Being Sold AS IS By

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 498-0814

  853 Salt Point Turnpike, Poughkeepsie, NY 12601
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  /2

  Starting at $2,500 Per Month

  • 2 Beds

  7 Oswego Rd, Pleasant Valley, NY 12569

  Rental is a two bedroom newly remodeled cottage adjacent to the main apartment building.

  (845) 420-3667

  7 Oswego Rd, 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 $518,653

  Last Listing Agent Anthony Melella Houlihan Lawrence Inc.

  185 Creek Rd, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  62 Elm Ln, Pleasant Valley, NY 12569

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft
  • Built 1981

  62 Elm Ln, Pleasant Valley, NY 12569

  Last Sold Summary

  • $77/SF
  • 97 Days On Market

  • Last Sold Price $75,000
  • Aug 11, 2023

  Last Listing Agent Joan Sanford BHHS Hudson Valley Properties
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  /38

  $399,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  1400 Route 44, Pleasant Valley, NY 12569

  Welcome to your peaceful Hudson Valley retreat at 1400 Route 44 in Pleasant Valley, NY! This inviting 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and charm—ideal for first-time buyers, or anyone escaping the city for more space and serenity with it's direct access to the Wappinger Creek. Step inside to discover a bright and spacious single level layout. The open

  

  Milton Hyatt

  KFortuna All Aspects Realty

  (845) 203-8894

  1400 Route 44, Pleasant Valley, NY 12569
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  /20

  Starting at $2,069 Per Month

  • 1 - 2 Beds

  5 Park Dr, Pleasant Valley, NY 12569

  Enjoy all the pleasures of country living by renting at Village Park Apartments. We are located in the heart of the beautiful, historic land of Pleasant Valley, NY, only minutes away from all the conveniences of village life. With our scenic atmosphere and quick access to New York City or the beautiful Queen City of the Hudson River Poughkeepsie, you have the best of both worlds here at Village

  Village Park Apartments

  (845) 478-8679

  

  5 Park Dr, Pleasant Valley, NY 12569
• 

  $950,000 Sold Sep 02, 2025

  45 Jeffrey Dr, Pleasant Valley, NY 12569

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

  Last Sold Summary

  • 5% Below List Price
  • $249/SF
  • 35 Days On Market

  Current Estimated Value $964,841

  Last Listing Agent Lori Rheingold

  45 Jeffrey Dr, Pleasant Valley, NY 12569
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  /2

  Est $1,393,232 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

  Last Sold Summary

  Last Listing Agent WHITNEY HOSTETTER
• 

  

  /22

  $420,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  166 Hibernia Rd, Salt Point, NY 12578

  PRICE REDUCED! Best Dressed, Re Dressed Home For Success; One Floor, Fully Available Four Bedroom, Two Bath Ranch. This Is A Shining Penny. Seek And You Will Find Some Versatility From The Surrounding Quiet Atmosphere. You Got The Village Vibe? Stop! Look! This Is It. Experience Good Eating From The Agricultural Environment. Vibrant Community Has Easy Access To Festivals, Outdoor Activities,

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 415-7576

  166 Hibernia Rd, Salt Point, NY 12578
• 

  

  /11

  $2,000 Per Month

  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  1342 Route 44 Unit 1, Pleasant Valley, NY 12569

  Rental available immediately! First floor unit , upgraded kitchen and appliances, living area, eat -in-kitchen, 2 bedrooms, one full bath, heat and hot water included with the rent, access to front porch and patio, barbeques are allowed, waterfront access just walk down the driveway to water front, bring your fishing pole, plenty of lighted parking, video security cameras, landlord will pay

  Patricia Cannizzaro CENTURY 21 ALLIANCE REALTY GROUP

  1342 Route 44 Unit 1, Pleasant Valley, NY 12569
• 

  $325,000 Sold May 19, 2025

  41 Storybook Ln, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1952

  Last Sold Summary

  • $231/SF
  • 46 Days On Market

  Current Estimated Value $343,289

  Last Listing Agent Annmarie Wheeler Real Broker NY LLC

  41 Storybook Ln, Pleasant Valley, NY 12569
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  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

  • $81/SF
  • 36 Days On Market

  • Last Sold Price $81,000
  • Jan 24, 2025

  Last Listing Agent Daniel Balassone VYLLA Home
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  /29

  $610,000

  • 3 Beds
  • 2.5 Baths
  • 2,337 Sq Ft

  34 Barkit Kennel Rd, Pleasant Valley, NY 12569

  Charming country retreat privately sited on 2 acres. The white picket fence and mature landscaping sets the stage for this beautiful contemporary colonial. The Charming but functional kitchen boasts Stainless Steel appliances including a 5 burner gas oven with hood vent, farm sink, butcher block counters, center island. rustic custom pantry, and a charming breakfast nook with quaint architectural

  

  Amber Thomas

  Compass Greater NY, LLC

  (845) 379-3281

  34 Barkit Kennel Rd, Pleasant Valley, NY 12569
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  /45

  $5,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,709 Sq Ft
  • House for Rent

  272 Drake Rd, Pleasant Valley, NY 12569

  Tucked away on over 24 acres of wooded privacy with tranquil water views overlooking a private pond, this one of a kind, custom crafted, meticulously updated three bedroom, 2 1/2 bath rustic ranch that feels like a weekend getaway throughout all four seasons.Step inside to a sun filled open floor plan with newly refinished maple hardwood floors, the large dining/ living area is completed with

  Kara Winters A&K ELITE REAL ESTATE SERVICES

  272 Drake Rd, Pleasant Valley, NY 12569
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  $475,000 Sold Jun 29, 2025

  38 Parksville Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,655 Sq Ft
  • Built 2011

  Last Sold Summary

  • 5% Below List Price
  • $287/SF
  • 41 Days On Market

  Current Estimated Value $498,261

  Last Listing Agent Joseph Lukic Compass Greater NY, LLC

  38 Parksville Rd, Pleasant Valley, NY 12569
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  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

  • $155/SF
  • 82 Days On Market

  • Last Sold Price $155,000
  • Jan 24, 2025

  Last Listing Agent ANDREA SOTOMAYOR K Fortuna Lighthouse Realty
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  /12

  $325,000

  • Land
  • 5.82 Acres
  • $55,842 per Acre

  2413 Route 44, Salt Point, NY 12578

  Unlock a rare opportunity to own a level, buildable 5-acre parcel positioned at one of the most strategic corridors in the area—Route 44 and the Taconic Parkway. Whether you're an end user seeking privacy, an investor looking for upside, or a business owner targeting high-visibility frontage, this property delivers on all fronts. The land features direct access to Route 44, making driveway

  

  Omar Harper

  Epique Realty

  (845) 622-4228

  2413 Route 44, Salt Point, NY 12578
• 

  $450,000 Sold May 28, 2025

  114 Hurley Rd, Salt Point, NY 12578

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Above List Price
  • $295/SF
  • 37 Days On Market

  Current Estimated Value $473,874

  Last Listing Agent Veronica Newton Compass Greater NY, LLC

  114 Hurley Rd, Salt Point, NY 12578
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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

  • $208/SF
  • 39 Days On Market

  • Last Sold Price $460,000
  • Jan 02, 2024

  Last Listing Agent Christine Rowley RE/MAX
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  /41

  $680,000

  • 3 Beds
  • 2 Baths
  • 2,315 Sq Ft

  28 Clinton Corners Rd, Salt Point, NY 12578

  Welcome to this hidden gem in scenic Dutchess County! This 14+ acre property offers the privacy so many buyers are looking for, with a home featuring an open concept floor plan. The light-filled home offers a spacious kitchen, a living room with a stone fireplace, a dining area, and a lovely sunroom. Large windows throughout and walls of glass doors open to the extensive patios that overlook the

  Susan Whalen George T Whalen Real Estate

  28 Clinton Corners Rd, Salt Point, NY 12578
• 

  $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 $758,677

  Last Listing Agent Annie Kozak Century 21 Alliance Rlty Group

  62 Freedom Rd, Pleasant Valley, NY 12569
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  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

  • $242/SF
  • 20 Days On Market

  • Last Sold Price $435,000
  • Sep 01, 2023

  Last Listing Agent Bonnie Massa BHHS Hudson Valley Properties
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  /45

  $574,900 Pending

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

  191 Forest Valley Rd, Pleasant Valley, NY 12569

  Classic colonial charm meets breathtaking views. Impeccably maintained Colonial in the desirable Valley Dale area! This beautiful 4-bedroom, 2.5-bath home features a 2-car side-entry heated garage and sits gracefully on a picturesque 1-acre parcel with a level backyard and breathtaking views that seem to go on forever. Inside, this classic Colonial checks all the boxes with hardwood floors

  Bonnie Massa BHHS Hudson Valley Properties

  191 Forest Valley 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 $431,115

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  56 Kay Dr, Pleasant Valley, NY 12569
• 

  Est $435,716 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

  • 16% Above List Price
  • $165/SF
  • 43 Days On Market

  • Last Sold Price $375,000
  • May 10, 2024

  Last Listing Agent Ronald Green KW MidHudson
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  /37

  $639,000 Pending

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

  686 Traver Rd, Pleasant Valley, NY 12569

  Welcome to this beautifully maintained Cape Cod-style home, set on 7.79 picturesque acres in the scenic town of Pleasant Valley. Offering 2,688 sq. ft. of living space, this home features 3 generously sized bedrooms (lives like 4) and 3 full baths, providing comfort, flexibility, and room to grow. The main level boasts a bright, inviting living room, a formal dining area, a well-appointed kitchen

  Robert Washburn RE/MAX Ace Realty

  686 Traver Rd, 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 $253,942

  Last Listing Agent Christopher Virtuoso Keller Williams Realty HV Nort

  233 Rossway Rd, Pleasant Valley, NY 12569
• 

  Est $419,469 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

  • 4% Above List Price
  • $301/SF
  • 73 Days On Market

  • Last Sold Price $405,000
  • Jun 21, 2024

  Last Listing Agent John Durso Keller Williams Realty Partner
• 

  

  /49

  $749,900

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  394 Smith Rd, Hyde Park, NY 12538

  Welcome to 394 Smith Rd. A sprawling Mid-Century Ranch on Nearly 10 Acres with Pond & Panoramic Views. Set on nearly 10 private acres, this picturesque sprawling ranch offers true one-level living with breathtaking 360-degree views, including stunning sunrises and sunsets. Tucked back from the road and elevated for maximum privacy, this special property blends natural beauty and charm.The

  LISA WOHLMUTH KW MidHudson

  394 Smith Rd, Hyde Park, NY 12538
• 

  $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 $1,028,485

  Last Listing Agent Jake Garay Serhant LLC

  37 Patricia Dr, Pleasant Valley, NY 12569
• 

  Est $651,958 Not Listed For Sale

  50 Forest Meadow Dr, Salt Point, NY 12578

  • 4 Beds
  • 2.5 Baths
  • 2,625 Sq Ft
  • Built 2006

  50 Forest Meadow Dr, Salt Point, NY 12578

  Last Sold Summary

  • 12% Above List Price
  • $221/SF
  • 54 Days On Market

  • Last Sold Price $581,100
  • Jul 18, 2023

  Last Listing Agent Blake Michaud BHHS Hudson Valley Properties
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  /50

  $750,000

  • 6 Beds
  • 3 Baths
  • 2,524 Sq Ft

  5028-5030 Rt-82, Millbrook, NY 12578

  Rare Find!!! Charming Property with detached cottage, Discover an exceptional opportunity in the heart of Salt Point set on 0.68 well maintained acre lot surrounded by Hudson Valley charm. This versatile home features multiple living spaces ideal for extended families, Investors, or those seeking additional rental income. Adding to the property's appeal is a detached cottage, featuring 2

  Jennifer Roberts Curasi Realty, Inc.

  5028-5030 Rt-82, Millbrook, NY 12578
• 

  $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 $882,017

  Last Listing Agent Jake Garay Serhant LLC

  12 Wolf Ln, Pleasant Valley, NY 12569
• 

  Est $713,867 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

  • 6% Above List Price
  • $274/SF
  • 66 Days On Market

  • Last Sold Price $675,000
  • Apr 11, 2025

  Last Listing Agent Beth Ainsworth Jefferson Valley Realty
• 

  

  /26

  $699,000

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

  21 Straub Dr, Pleasant Valley, NY 12569

  Completely refreshed and move-in ready, this thoughtfully updated home blends timeless character with modern comfort. All bathrooms have been renovated between 2020–2026 with stylish finishes and quality craftsmanship. The kitchen was fully redesigned in 2021 and features all new appliances, including a gourmet six-burner gas cooktop with electric double ovens—perfect for everyday living and

  Donna Gray Redfin Real Estate

  21 Straub Dr, Pleasant Valley, 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

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