Pleasant Valley, NY Homes

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  /17

  $330,000 Pending

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft

  201 Rossway Rd, Pleasant Valley, NY 12569

  201 Rossway Rd, Pleasant Valley, NY — Peaceful Country Living with Perfect Commuter AccessWelcome to 201 Rossway Road, a charming and beautifully cared-for ranch that perfectly blends comfort, convenience, and Hudson Valley tranquility. Nestled on a picturesque piece of property surrounded by nature, this home offers the best of both worlds — a quiet country setting just minutes from the

  

  Heather Bragg

  ReAttached

  (845) 584-7202

  201 Rossway Rd, Pleasant Valley, NY 12569
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  /10

  $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
• 

  $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 $967,848

  Last Listing Agent Lori Rheingold

  45 Jeffrey Dr, Pleasant Valley, NY 12569
• 

  Est $622,294 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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  /46

  $584,500 Pending

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

  89 Birch Dr, Pleasant Valley, NY 12569

  Accepted offer and showing for back up offers 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

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 681-2247

  89 Birch 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
• 

  $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 $340,473

  Last Listing Agent Annmarie Wheeler Real Broker NY LLC

  41 Storybook Ln, Pleasant Valley, NY 12569
• 

  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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  /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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  /29

  $1,960 - $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 $489,113

  Last Listing Agent Joseph Lukic Compass Greater NY, LLC

  38 Parksville Rd, Pleasant Valley, NY 12569
• 

  Est $514,933 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,408 Sq Ft

  1847 Route 44, Pleasant Valley, NY 12569

  1847 Route 44, Pleasant Valley, NY 12569
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  /36

  $299,000 Pending

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  112 Sherow Rd, Pleasant Valley, NY 12569

  Tucked away in a quiet, private setting, this sun-soaked artist bungalow blends inspired design with the natural beauty of its surroundings. A full wall of windows floods the space with light, creating an airy, open feel that brings nature into the home. The living room features vaulted ceilings and a cozy wood-burning fireplace, an inviting space that flows effortlessly onto a spacious deck. A

  

  Craig Smith

  Compass Greater NY, LLC

  (845) 420-1929

  112 Sherow Rd, Pleasant Valley, NY 12569
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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
• 

  $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 $468,934

  Last Listing Agent Veronica Newton Compass Greater NY, LLC

  114 Hurley Rd, Salt Point, NY 12578
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  /2

  Est $1,254,098 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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  /47

  $1,815,000

  • 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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  /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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  $450,000 Sold Jan 21, 2025

  313 Pine Hill Rd, Pleasant Valley, NY 12569

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

  Last Sold Summary

  • 2% Above List Price
  • $188/SF
  • 50 Days On Market

  Current Estimated Value $453,460

  Last Listing Agent Brian Woolsey BHHS Hudson Valley Properties

  313 Pine Hill Rd, Pleasant Valley, NY 12569
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 852 Sq Ft

  216 West Rd Unit 79, Pleasant Valley, NY 12569

  216 West Rd Unit 79, 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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  /8

  $2,000 per month

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

  92 Wigsten Rd Unit 1, Pleasant Valley, NY 12569

  Lower floor of a freshly remodeled duplex in the Arlington School District available for immediate occupancy. This home boasts 2 nicely sized bedrooms and a bathroom as well as in-unit laundry. Ample paved parking. Nice sized yard. Pets considered on a case by case basis. Pet fee will apply. Utilities are not included in the rent.

  Daniel Balassone VYLLA Home

  92 Wigsten Rd Unit 1, 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

  Last Listing Agent Jake Garay Serhant LLC

  12 Wolf Ln, Pleasant Valley, NY 12569
• 

  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
• 

  

  /50

  $749,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  62 Freedom Rd, Pleasant Valley, NY 12569

  Welcome to the Best of One Level Living!!! Don't Miss this Amazing Sprawling 3200 Square Ft [ Builder's home] Ranch on Parklike 4-plus Acres * Home sits far back from the Road! * Large Foyer welcomes you into this delightful [not the normal] home * You are going to Love It!!! * The Views are wonderful. The Open floor plan offers a large Family Room w/ decorative Fireplace, built in cabinetry ,

  Annie Kozak Century 21 Alliance Rlty Group

  62 Freedom Rd, Pleasant Valley, NY 12569
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  /16

  $3,625 per month

  • 3 Beds
  • 2.5 Baths
  • 1,975 Sq Ft
  • House for Rent

  193 Bower Rd, Poughkeepsie, NY 12603

  Gorgeous, modern cape cod home on 1.42 acres! This home has many great amenities including eat in kitchen, formal dining room, 3 spacious bedrooms, 2 full bathrooms, laundry room, attached garage, above ground pool, fire pit and more! Located in the Arlington Central School District. Residents pay for all utilities.

  Matthew Cave Hudson Property Services, LLC

  193 Bower Rd, Poughkeepsie, NY 12603
• 

  $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 $558,327

  Last Listing Agent Liudmila Lobeeva eXp Realty

  162 Hibernia Rd, Salt Point, NY 12578
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  Est $826,353 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
• 

  

  /23

  $400,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,330 Sq Ft

  56 Kay Dr, Pleasant Valley, NY 12569

  This charming 3-bedroom, 1.5-bath ranch-style home is set on a wonderful landscaped parcel in the Town of Pleasant Valley. The home is well-maintained. It offers a functional single-level layout consisting of a cozy living room with wood-burning fireplace, an attractive kitchen with a spacious dining area, and three comfortable bedrooms. A large walk-out basement provides a family room, laundry,

  Susan Whalen George T Whalen Real Estate

  56 Kay Dr, 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 Hudson Valley Estate. Spacious Home with 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 outdoor sitting and entertaining areas

  Nicole Porter

  356 Rossway Rd, Pleasant Valley, NY 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

  Last Listing Agent JOAN PEDATELLA BHHS Hudson Valley Properties

  22 Tannen Dr, Pleasant Valley, NY 12569
• 

  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
• 

  

  /50

  $1,099,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 6,085 Sq Ft

  37 Patricia Dr, Pleasant Valley, NY 12569

  Welcome to this stunning contemporary masterpiece, featuring a resort-style indoor pool and exquisitely designed spaces to suit every lifestyle. Offering over 6,000 square feet of beautifully finished living space, designed for those who appreciate modern style, open spaces, and effortless entertaining. Set on a private, tranquil property, yet just minutes from the vibrant Eastdale Village, this

  Jake Garay Serhant LLC

  37 Patricia Dr, 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

  Private Hudson Valley SanctuaryTucked away on over 24 acres of wooded beauty with tranquil water views and a private pond, this one-of-a-kind 3-bedroom, 2.5-bath contemporary ranch invites you to slow down, breathe deeply, and feel at home.Step inside to an open, sun-drenched layout where maple hardwood floors glow beneath exposed wood beams and stone fireplaces warm both the living room

  Kara Winters A&K ELITE REAL ESTATE SERVICES

  272 Drake Rd, 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 $449,968 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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  /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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  $655,000 Sold Jan 16, 2025

  3 Patricia Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 3.5 Baths
  • 3,130 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $209/SF
  • 50 Days On Market

  Current Estimated Value $715,737

  Last Listing Agent Justin LaFalce KW MidHudson

  3 Patricia Dr, Pleasant Valley, NY 12569
• 

  Est $438,166 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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  /8

  $289,500

  • 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

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