Pleasant Valley, NY Homes

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  /46

  $584,500

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

  89 Birch Dr, Pleasant Valley, NY 12569

  Accepted offer but still showing This spacious and impeccably maintained oversized raised ranch offers comfort, flexibility, and pride of ownership in every room. With a thoughtfully designed layout, this home features two bedrooms on the lower level and a primary suite with a private bath on the main floor, along with an additional bedroom—ideal for guests, family, or a home office. The heart of

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 681-2247

  89 Birch Dr, Pleasant Valley, NY 12569
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  /14

  $2,600 per month

  12 Arbor Hill Drive

  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

  12 Arbor Hill Dr, Pleasant Valley, NY 12569
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  $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 $977,729

  Last Listing Agent Lori Rheingold

  45 Jeffrey Dr, Pleasant Valley, NY 12569
• 

  Est $631,976 Not Listed For Sale

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

  664 Plass Rd, Pleasant Valley, NY 12569

  664 Plass Rd, Pleasant Valley, NY 12569
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  /22

  $450,000

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

  166 Hibernia Rd, Salt Point, NY 12578

  Gifting You Of, A Lower Price For The Holidays! 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

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 581-3073

  166 Hibernia Rd, Salt Point, NY 12578
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  /11

  $1,875 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  15 Quaker Hill Rd Unit 1, Pleasant Valley, NY 12569

  Immaculate rental opportunity available in Pleasant Valley, NY. One bedroom apartment is prestine, complete with spectacular granite countertops, new appliances and cabinetry lighting. New carpets throughout rest of the home, figuring a spacious bedroom, brand new stunning full bathroom, and plenty of storage. Quiet and serine, but close to shops, schools, parks, and transportation, this rental

  Dominick Passafiume Houlihan Lawrence Inc.

  15 Quaker Hill Rd Unit 1, Pleasant Valley, NY 12569
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  $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 $343,262

  Last Listing Agent Annmarie Wheeler Real Broker NY LLC

  41 Storybook Ln, Pleasant Valley, NY 12569
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  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft

  62 Elm Ln, Pleasant Valley, NY 12569

  62 Elm Ln, Pleasant Valley, NY 12569
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  /47

  $1,815,000 Pending

  • Land
  • 138.4 Acres
  • $13,114 per Acre

  380-384 Freedom Rd, Pleasant Valley, NY 12569

  The sellers are also willing to negotiate terms for seller financing. This is your opportunity to own a slice of history and pastoral beauty in the heart of Pleasant Valley, NY. This 138.4-acre dairy farm combines fertile land with panoramic views and endless possibilities, making it an ideal investment for farming, recreation, or development. The land has no organic fertilizer, herbicides, or

  Mitchell Serlin Whitetail Properties Real Estate

  380-384 Freedom Rd, Pleasant Valley, NY 12569
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  /29

  $2,035 - $3,095 per month

  Brookside Meadows Luxury Rental Community

  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,

  10100 Brookside 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 $498,048

  Last Listing Agent Joseph Lukic Compass Greater NY, LLC

  38 Parksville Rd, Pleasant Valley, NY 12569
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  /2

  Est $1,200,621 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft

  1612 Main St, Pleasant Valley, NY 12569

  1612 Main St, Pleasant Valley, NY 12569
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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
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  /27

  $22,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,977 Sq Ft
  • House for Rent

  222 Hurley Rd, Salt Point, NY 12578

  A rare opportunity to spend the summer in a truly exceptional, meticulously maintained contemporary home, set within an exquisite, park-like landscape boasting over 750 feet of frontage on Wappingers Creek—a New York State–stocked trout stream. Ideally situated equidistant between Millbrook and Rhinebeck, this remarkable residence offers both privacy and convenience in one of the Hudson Valley’s

  Ann Stettner Neil Charles Real Estate, LLC

  222 Hurley Rd, Salt Point, NY 12578
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  $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 $469,989

  Last Listing Agent Veronica Newton Compass Greater NY, LLC

  114 Hurley Rd, Salt Point, NY 12578
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  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  55 Water Loop, Pleasant Valley, NY 12569

  55 Water Loop, Pleasant Valley, NY 12569
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  /37

  $639,000

  • 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
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  /25

  $2,039 - $2,444 per month

  Village Park Apartments

  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

  5 Park Dr, Pleasant Valley, NY 12569
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  $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

  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

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  47 View Dr, Pleasant Valley, NY 12569

  47 View Dr, Pleasant Valley, NY 12569
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  /50

  $799,000

  • 6 Beds
  • 4.5 Baths
  • 3,974 Sq Ft

  82 Thornhill Dr, Pleasant Valley, NY 12569

  Stunning Pleasant Valley Colonial in park-like setting: This wonderful 6 bedroom home can be your personal oasis; close enough to civilization to have convenience, yet just rural enough to also have serenity. The acre and a half property features stately, landscaped front & side yards with walkways & mature trees - and a more private, fenced & wooded backyard that is all about relaxing and/or

  Christopher Hanson Hanson Real Estate Partners

  82 Thornhill Dr, Pleasant Valley, NY 12569
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  /44

  $25,000 per month

  • 4 Beds
  • 3.5 Baths
  • 4,388 Sq Ft
  • House for Rent

  74 Melville Rd, Hyde Park, NY 12538

  SUMMER RENTAL – Available for the month of July for $25,000. This is an exceptional home on six acres in a bucolic setting, beautifully furnished and ready for summer enjoyment with a heated in-ground pool, tennis court, one bedroom guest house and Level 2 EV charger for electric cars! The main house features 4 bedrooms, 3 1/2 bathrooms, beautiful kitchen with breakfast bar, dining room, covered

  Susan Whalen George T Whalen Real Estate

  74 Melville Rd, Hyde Park, NY 12538
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  $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

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  56 Kay Dr, Pleasant Valley, NY 12569
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  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,212 Sq Ft

  323 Masten Rd Unit 325, Pleasant Valley, NY 12569

  323 Masten Rd Unit 325, Pleasant Valley, NY 12569
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  /50

  $895,000

  • 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
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  /8

  $1,800 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  160 West Rd Unit C34, Pleasant Valley, NY 12569

  Very clean and spacious. This 1.5 bedroom apartment with a modern kitchen is located in the area of Pleasant Valley. It offers new flooring, freshly painted throughout. Includes a washer and dryer in the unit. Lower level, no stairs. A patio area and storage are also part of this lovely apartment. The grounds are very pretty, and this apartment faces the back where its peaceful looking. For

  Pamela Di Martino Curasi Realty, Inc.

  160 West Rd Unit C34, Pleasant Valley, NY 12569
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  /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

  Last Listing Agent Christopher Virtuoso Keller Williams Realty HV Nort

  233 Rossway Rd, Pleasant Valley, NY 12569
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  Est $777,632 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,920 Sq Ft

  938 Freedom Rd Unit 965, Pleasant Valley, NY 12569

  938 Freedom Rd Unit 965, Pleasant Valley, NY 12569
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  /2

  $599,500 Pending

  • 3 Beds
  • 2 Baths
  • 2,340 Sq Ft

  261 Freedom Rd, Pleasant Valley, NY 12569

  Welcome home to this contemporary retreat set on 5 peaceful acres in Pleasant Valley, located in the desirable Arlington School District. This is a rare opportunity to enjoy contemporary living, privacy, and versatility, all in a beautiful country setting just minutes from everyday conveniences. Schedule your showing today!

  Ronald Green KW MidHudson

  261 Freedom Rd, Pleasant Valley, NY 12569
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  /47

  $6,000 per month

  • 5 Beds
  • 5 Baths
  • 4,960 Sq Ft
  • House for Rent

  356 Rossway Rd, Pleasant Valley, NY 12569

  Lovely Super Energy Efficant Hudson Valley Estate. Spacious Home with additional Guest Cottage set on 4 Acres of private property with In-ground salt water heated pool.Experience the perfect blend of privacy, space, and modern comfort in this beautifully updated property sited on lovely grounds. Tucked well back from the road, this serene retreat offers a peaceful setting with multiple

  Nicole Porter

  356 Rossway Rd, Pleasant Valley, NY 12569
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  $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

  Last Listing Agent Jake Garay Serhant LLC

  37 Patricia Dr, Pleasant Valley, NY 12569
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  Not Listed For Sale

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

  13 Clark Heights Unit 17, Pleasant Valley, NY 12569

  13 Clark Heights Unit 17, Pleasant Valley, NY 12569
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  /35

  $539,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 2,424 Sq Ft

  53 Tyrrel Rd, Pleasant Valley, NY 12569

  Nestled at the top of a meandering driveway, this charming four bedroom ranch offers privacy, and scenic views in an ideal location. Situated on six serene acres within the desirable Arlington School District, this home combines comfort, space and solitude. Cherished by the same family for over 30 years, where countless memories were created hosting large joyful gatherings and small intimate

  Janet Myer Houlihan Lawrence Inc.

  53 Tyrrel 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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  $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

  Last Listing Agent Jake Garay Serhant LLC

  12 Wolf Ln, Pleasant Valley, NY 12569
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  Est $461,606 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,275 Sq Ft

  53 Cole Rd, Pleasant Valley, NY 12569

  53 Cole Rd, Pleasant Valley, NY 12569
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  /40

  $845,000 Pending

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

  69 Brown Rd, Pleasant Valley, NY 12569

  Welcome to your private country retreat! Tucked away down a gravel driveway you will find this charming home nestled on 11+ acres of nature, mostly wooded with a pond and a fine clearing around the home. The home features a comfortable floor plan - a wonderful country kitchen opens to a dining area with French doors leading into the light-filled great room, featuring a soaring ceiling and a

  Susan Whalen George T Whalen Real Estate

  69 Brown Rd, Pleasant Valley, NY 12569
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  /2

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  160 West Rd, Pleasant Valley, NY 12569

  Clean and modern and spacious 2nd floor 1 bedroom unit in the quaint area of Pleasant Valley. Close to town, 10 minutes from Poughkeepsie and Metro North. Close to Taconic Parkway. Washer and dryer in unit. Plenty of parking. Landlord pays for water/sewer, snow, lawn and trash. Very nice grounds and area to enjoy outside. A balcony looks over the back yard area. Very peaceful.

  Pamela Di Martino Curasi Realty, Inc.

  160 West Rd, Pleasant Valley, NY 12569
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  $540,000 Sold Mar 31, 2025

  162 Hibernia Rd, Salt Point, NY 12578

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $225/SF
  • 32 Days On Market

  Current Estimated Value $564,638

  Last Listing Agent Liudmila Lobeeva eXp Realty

  162 Hibernia Rd, Salt Point, NY 12578
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  Est $450,537 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  316 Hibernia Rd, Salt Point, NY 12578

  316 Hibernia Rd, Salt Point, NY 12578

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