Pleasant Valley, NY Homes

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  /46

  $690,000

  $10K 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
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  /14

  Starting at $2,200 Per Month

  • 2 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
• 

  $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 $601,609

  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

  • 14 Days On Market
• 

  

  

  /55

  $549,750

  • 4 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1633 Salt Point Turnpike, Pleasant Valley, NY 12569

  Parklike 2 acres surround this 3/4 bedroom split level home. Relax in the spacious livingroom, or have dinner in the formal dining area. The eat-in kitchen has newer custom wood cabinets, quartz countertop, tile backsplash, wine rack and breakfast bar. Up an easy half level is a landing to 3 good sized bedrooms and a full bath. Down a half level from the kitchen is a family room with woodstove

  

  Randy Spiesman

  Weichert, REALTORS The Spiesma

  1633 Salt Point Turnpike, Pleasant Valley, NY 12569
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  /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
• 

  $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 $525,166

  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

  • 97 Days On Market
• 

  

  /25

  $499,000

  $151K PRICE DROP Pending

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

  853 Salt Point Turnpike, Poughkeepsie, NY 12601

  RECENT PRICE REDUCTION! 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, it is in the Extended Bidding

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  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.

  7 Oswego Rd, Pleasant Valley, NY 12569
• 

  $420,000

  Sold Jun 12, 2026

  166 Hibernia Rd, Salt Point, NY 12578

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1963

  Last Sold Summary

  • 12% Below List Price
  • $247/SF
  • 241 Days On Market

  Current Estimated Value $418,928

  Last Listing Agent Joyce Stanton Century 21 Hudson Valley Rlty.

  166 Hibernia Rd, Salt Point, NY 12578
• 

  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
• 

  

  /30

  $610,000

  Pending

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

  34 Barkit Kennel Rd, Pleasant Valley, NY 12569

  The white picket fence and mature landscaping sets the stage for this beautiful contemporary colonial privately sited on 2 acres. 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 shutters. Enjoy the

  

  Amber Thomas

  Compass Greater NY, LLC

  34 Barkit Kennel Rd, Pleasant Valley, NY 12569
• 

  

  /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

  

  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 $971,567

  Last Listing Agent Lori Rheingold

  45 Jeffrey Dr, Pleasant Valley, NY 12569
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  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
• 

  

  /12

  $325,000

  $50K PRICE DROP

  • 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

  2413 Route 44, Salt Point, NY 12578
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  /12

  $1,900 Per Month

  • 2 Beds
  • 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 Rlty Group

  1342 Route 44 Unit 1, 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 $572,568

  Last Listing Agent Bonnie Massa BHHS Hudson Valley Properties

  191 Forest Valley Rd, Pleasant Valley, NY 12569
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  /2

  Est $1,385,000

  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
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  /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
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  /24

  $2,200 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  22 Lake Lodge Dr Unit 1, Pleasant Valley, NY 12569

  Welcome to the Lake! This charming two-bedroom townhouse offers beautiful lake views and a peaceful, private setting. Start your day with a cup of coffee on the upper deck overlooking the water, or unwind in the evening on the lower deck surrounded by nature. Combining comfort, convenience, and scenic surroundings, this home features a lush green lawn, a tranquil lake backdrop, and two dedicated

  Stacey Cronin Houlihan Lawrence Inc.

  22 Lake Lodge Dr Unit 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 $809,473

  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

  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
• 

  

  /30

  $499,000

  $31K PRICE DROP Pending

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

  106 Wigsten Rd, Pleasant Valley, NY 12569

  New construction set on a spacious 1.10-acre lot, offering modern finishes, thoughtful design, and low-maintenance living. Built on existing foundation walls with a brand-new basement slab, this 1,390-square-foot home is complemented by a new rear porch and attached garage—perfect for enjoying both indoor and outdoor space. The main level features durable LVT flooring throughout and a

  Kyle Kirchhoff Kirchhoff Brokerage LLC

  106 Wigsten Rd, Pleasant Valley, NY 12569
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  /14

  $1,700 Per Month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  359 Masten Rd, Pleasant Valley, NY 12569

  Charming Cottage for Rent in Pleasant Valley Nestled on a serene and private property in Pleasant Valley, this delightful cottage offers a unique opportunity for individuals looking for a cozy and convenient living space. Perfect for those planning to purchase a home in the future, this charming residence combines all the essentials with the warmth of a welcoming community. The cottage is

  JOSE SANTOS K Fortuna Lighthouse Realty

  359 Masten 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 $449,004

  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

  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
• 

  

  /41

  $680,000

  Pending

  • 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
• 

  

  /12

  $2,000 Per Month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  1446 Salt Point Turnpike, Pleasant Valley, NY 12569

  Located in Pleasant Valley within Dutchess County and part of the Arlington Central School District, this 2-bedroom, 1-bath ground-level apartment at 1446 Salt Point Turnpike offers a practical layout with 750 square feet of living space. The unit is part of a multi-residential building with vinyl siding and a straightforward exterior design that keeps maintenance simple and consistent. Inside,

  Virginia Corbett eXp Realty

  1446 Salt Point Turnpike, 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 $251,812

  Last Listing Agent Christopher Virtuoso Keller Williams Realty HV Nort

  233 Rossway Rd, Pleasant Valley, NY 12569
• 

  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

  • 39 Days On Market
• 

  

  /15

  $1,200,000

  • Land
  • 124.19 Acres
  • $9,663 per Acre

  2010 Salt Point Turnpike, Pleasant Valley, NY 12569

  Beautiful farming land, currently 2 adjoining tax lots with creek running through one parcel. Currently enrolled in Conservation Easement with designated building envelope. 80-90% tillable.

  David Birch Barns and Farms Realty LLC

  2010 Salt Point Turnpike, Pleasant Valley, NY 12569
• 

  

  /10

  $1,550 Per Month

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

  7 Shady Creek Rd Unit 3A, Pleasant Valley, NY 12569

  Fresh, clean, and ready for immediate occupancy, this charming two-story apartment offers comfortable living in a location that keeps you close to everything you need. The thoughtfully designed layout features a spacious one-bedroom floor plan with the added privacy and separation of a two-level design. Bright and inviting living spaces create a cozy place to unwind, while the well-maintained

  ANNAMARIE CRONISER

  7 Shady Creek Rd Unit 3A, 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 $791,000

  Last Listing Agent Jake Garay Serhant LLC

  37 Patricia Dr, Pleasant Valley, NY 12569
• 

  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

  • 20 Days On Market
• 

  

  /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

  513 Rossway Rd, 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 $630,943

  Last Listing Agent Robert Washburn RE/MAX Ace Realty

  686 Traver Rd, Pleasant Valley, NY 12569
• 

  Est $456,539

  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

  • 43 Days On Market
• 

  

  /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

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