Pleasant Valley, NY Homes

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  /26

  $375,000

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

  62 Netherwood Plaza, Salt Point, NY 12578

  Discover your private retreat at the end of a peaceful dead end street with this enchanting, move-in-ready home. This charming 3-bedroom, 2-bathroom residence seamlessly blends cozy cabin vibes with tasteful, modern updates throughout. An abundance of windows floods the entire home with natural light, highlighting the warm and inviting atmosphere. The well-appointed kitchen is a chef's delight,

  Samantha McCrory Exit Realty Connections

  62 Netherwood Plaza, Salt Point, NY 12578
• 

  $532,500 Sold Jun 11, 2025

  49 North Ave, Pleasant Valley, NY 12569

  • 4 Beds
  • 3 Baths
  • 3,596 Sq Ft
  • Built 1850

  Last Sold Summary

  • 8% Below List Price
  • $148/SF
  • 134 Days On Market

  Current Estimated Value $537,502

  Last Listing Agent JOHN SCARANO Keller Williams Realty

  49 North Ave, Pleasant Valley, NY 12569
• 

  Est $487,900 Not Listed For Sale

  13 Birch Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1986

  13 Birch Dr, Pleasant Valley, NY 12569

  Last Sold Summary

  • 11% Above List Price
  • $271/SF
  • 23 Days On Market

  • Last Sold Price $439,000
  • Jan 08, 2025

  Last Listing Agent Michele Rios BHHS Hudson Valley Properties
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  /12

  $1,300,000 Pending

  • Land
  • 90.32 Acres
  • $14,393 per Acre

  0 Gretna Rd, Pleasant Valley, NY 12569

  Own one of the last legacy parcels in this coveted corridor of Dutchess County. Seldom does a property of this caliber come to market with over 90 acres of serene rural land, gently rolling fields and woodland, tucked away among historic farms and long-established estates. The property reflects a well-established equestrian legacy, shaped over time across gently rolling fields and wooded lanes

  Rob Buyakowski RBR Real Estate Solutions LLC

  0 Gretna Rd, Pleasant Valley, NY 12569
• 

  $552,000 Sold Jun 02, 2025

  4 Straub Dr, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $230/SF
  • 155 Days On Market

  Current Estimated Value $573,029

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  4 Straub Dr, Pleasant Valley, NY 12569
• 

  Est $447,759 Not Listed For Sale

  22 Tyrell Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • Built 1969

  22 Tyrell Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 23% Above List Price
  • $149/SF
  • 106 Days On Market

  • Last Sold Price $365,000
  • Jul 19, 2024

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC
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  /2

  $85,000 Pending

  • Land
  • 2.7 Acres
  • $31,481 per Acre

  0 Freedom Rd, Pleasant Valley, NY

  Board of Health approved lot in beautiful Pleasant Valley. Just minutes to the Lagrange Town Center, and to the Taconic State Parkway. This is a fantastic location to build a home in the heart of Dutchess County.

  Ryan LaLuna McGrath Realty Inc

  0 Freedom Rd, Pleasant Valley, NY
• 

  $645,000 Sold Jan 05, 2026

  244 Rombout Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 4 Baths
  • 3,159 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Above List Price
  • $204/SF
  • 30 Days On Market

  Current Estimated Value $632,683

  Last Listing Agent Lynn Angelo BHHS Hudson Valley Properties

  244 Rombout Rd, Pleasant Valley, NY 12569
• 

  Est $356,155 Not Listed For Sale

  237 Masten Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 1 Bath
  • 1,530 Sq Ft
  • Built 1951

  237 Masten Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 32% Above List Price
  • $176/SF
  • 81 Days On Market

  • Last Sold Price $270,000
  • Jun 23, 2023

  Last Listing Agent NANCY PATRICK Helen Schweitzer Realty, LLC
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  /11

  $285,000

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  163 Bower Rd, Poughkeepsie, NY 12603

  Welcome home to this sunny Two bedroom Ranch offering comfortable single level living and desirable updates. Enjoy an enclosed three-season sun front porch, a spacious living room with a brick front fireplace. The private, flat yard is perfect for relaxing or entertaining. An unfinished walkout basement provides abundant storage, plus an attic for extra space. A large two-car garage, solar

  Myriam Ramos Keller Williams Realty Partner

  163 Bower Rd, Poughkeepsie, NY 12603
• 

  $685,000 Sold Jul 11, 2025

  22 Gretna Woods Rd, Pleasant Valley, NY 12569

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

  Last Sold Summary

  • 14% Below List Price
  • $201/SF
  • 22 Days On Market

  Current Estimated Value $700,652

  Last Listing Agent JOAN PEDATELLA K. Fortuna Realty, Inc.

  22 Gretna Woods Rd, Pleasant Valley, NY 12569
• 

  Est $474,586 Not Listed For Sale

  53 Masten Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • Built 1974

  53 Masten Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 17% Above List Price
  • $224/SF
  • 54 Days On Market

  • Last Sold Price $405,000
  • Nov 12, 2023

  Last Listing Agent Margaret Labozzetti BHHS Hudson Valley Properties
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  /3

  $899,900

  • 4 Beds
  • 2.5 Baths
  • 2,778 Sq Ft

  5 Rosewood, Salisbury Mills, NY 12578

  Nestled in the heart of the Hudson Valley, this new four-home enclave in the Town of Cornwall offers a rare blend of modern luxury and preserved natural beauty. These custom homes are uniquely positioned against the backdrop of the iconic Storm King Mountains and one of the nation’s tallest railroad trestles, providing a dramatic landscape that will remain pristine thanks to the surrounding Land

  Theresa Budich Howard Hanna Rand Realty

  5 Rosewood, Salisbury Mills, NY 12578
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  $550,000 Sold Jan 08, 2026

  27 Woodland Dr, Salt Point, NY 12578

  • 3 Beds
  • 2.5 Baths
  • 2,094 Sq Ft
  • Built 1976

  Last Sold Summary

  • $263/SF
  • 73 Days On Market

  Current Estimated Value $553,449

  Last Listing Agent Lauren Vonderau Inspire Realty

  27 Woodland Dr, Salt Point, NY 12578
• 

  Est $480,100 Not Listed For Sale

  193 Rossway Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 2,226 Sq Ft
  • Built 1991

  193 Rossway Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 10% Above List Price
  • $195/SF
  • 82 Days On Market

  • Last Sold Price $435,000
  • Oct 23, 2024

  Last Listing Agent Andrew Moore Daniel Gale Sotheby's
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  /27

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  15 Whiteford Dr, Pleasant Valley, NY 12569

  Welcome to this beautifully updated 3/4 Bedroom home in the heart of Pleasant Valley! Located in a quiet, walkable neighborhood, this property offers the perfect blend of comfort, convenience, and charm. Step inside to find refinished hardwood floors that bring warmth and character throughout the main living areas. The home features fresh paint from top to bottom, creating a bright, clean, and

  Matthew Skowronski HomeSmart Homes & Estates

  15 Whiteford Dr, Pleasant Valley, NY 12569
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  $345,000 Sold Sep 11, 2025

  16 Nied Dr, Pleasant Valley, NY 12569

  • 2 Beds
  • 1 Bath
  • 1,184 Sq Ft
  • Built 1960

  Last Sold Summary

  • 8% Below List Price
  • $291/SF
  • 77 Days On Market

  Current Estimated Value $355,707

  Last Listing Agent ABBY JOSIAH KW MidHudson

  16 Nied Dr, Pleasant Valley, NY 12569
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  Est $684,885 Not Listed For Sale

  75 Grist Mill Ln, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 3,099 Sq Ft
  • Built 2004

  75 Grist Mill Ln, Pleasant Valley, NY 12569

  Last Sold Summary

  • 7% Above List Price
  • $207/SF
  • 35 Days On Market

  • Last Sold Price $640,000
  • Aug 09, 2024

  Last Listing Agent MariaElaina Cirone Keller Williams Realty Partner
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  /50

  $2,995,000 Pending

  • 4 Beds
  • 7 Baths
  • 6,412 Sq Ft

  165 Drake Rd, Pleasant Valley, NY 12569

  Welcome to Timber Lake Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond that flows over a waterfall at one end. The bespoke stone and wood home boasts 6,412 square feet of living space sited at the highest elevation point on the

  Kyle Irwin Corcoran Country Living

  165 Drake Rd, Pleasant Valley, NY 12569
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  $2,650,000 Sold Dec 30, 2025

  189 Freedom Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 4.5 Baths
  • 6,452 Sq Ft
  • Built 1986

  Last Sold Summary

  • 21% Above List Price
  • $411/SF
  • 118 Days On Market

  Current Estimated Value $2,310,002

  Last Listing Agent Jill Rose Houlihan Lawrence Inc.

  189 Freedom Rd, Pleasant Valley, NY 12569
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  Est $636,538 Not Listed For Sale

  33 Cider Mill Ct, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 2,532 Sq Ft
  • Built 2005

  33 Cider Mill Ct, Pleasant Valley, NY 12569

  Last Sold Summary

  • 18% Above List Price
  • $213/SF
  • 17 Days On Market

  • Last Sold Price $540,000
  • Apr 26, 2023

  Last Listing Agent Corinna Deigan Compass Greater NY, LLC
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  /29

  $749,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,776 Sq Ft

  2 Brenner Hollow Rd, Pleasant Valley, NY 12569

  Tucked away at the end of a quiet cul-de-sac and set on 9 picturesque acres, this beautifully maintained 3-bedroom, 2.5-bath Colonial is the perfect escape from today’s bustling world. Located in the heart of the Hudson Valley, this home is scenic and private while still close to all amenities. The main level has hardwood floors and an easy flow featuring a formal dining room, private office,

  Margaret Kozlark Berkshire Hathaway HS NE Prop.

  2 Brenner Hollow Rd, Pleasant Valley, NY 12569
• 

  $505,000 Sold Aug 28, 2025

  186 Oswego Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Above List Price
  • $281/SF
  • 49 Days On Market

  Current Estimated Value $499,831

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  186 Oswego Rd, Pleasant Valley, NY 12569
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  Est $464,311 Not Listed For Sale

  26 Bobolink Ln, Salt Point, NY 12578

  • 3 Beds
  • 1.5 Baths
  • 1,850 Sq Ft
  • Built 1979

  26 Bobolink Ln, Salt Point, NY 12578

  Last Sold Summary

  • 27% Above List Price
  • $198/SF
  • 27 Days On Market

  • Last Sold Price $366,000
  • Oct 19, 2023

  Last Listing Agent Debra Allan BHHS Hudson Valley Properties
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  /15

  $1,200,000

  • Land
  • 124 Acres
  • $9,677 per Acre

  2010 Salt Point Turnpike, Salt Point, NY 12578

  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 & Farms Realty, LLC

  2010 Salt Point Turnpike, Salt Point, NY 12578
• 

  $292,000 Sold Jan 13, 2026

  15 Barbara Ln, Pleasant Valley, NY 12569

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1960

  Last Sold Summary

  • 17% Below List Price
  • $234/SF
  • 102 Days On Market

  Current Estimated Value $295,737

  Last Listing Agent Joseph Kuhl River Realty Services, Inc.

  15 Barbara Ln, Pleasant Valley, NY 12569
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  Est $631,135 Not Listed For Sale

  26 Goldfinch Dr, Salt Point, NY 12578

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft
  • Built 1979

  26 Goldfinch Dr, Salt Point, NY 12578

  Last Sold Summary

  • 14% Above List Price
  • $218/SF
  • 105 Days On Market

  • Last Sold Price $555,000
  • Oct 25, 2024

  Last Listing Agent Lynne Riccoboni BHHS Hudson Valley Properties
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  /46

  $665,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,606 Sq Ft

  3 Brenner Ridge Rd, Pleasant Valley, NY 12569

  Welcome to this beautifully maintained Colonial set on 2.3 picturesque acres in one of the area's most desirable locations. Offering the perfect blend of privacy, comfort, and timeless appeal, this inviting home features a welcoming front porch which sets the tone, creating the perfect first impression and a warm place to unwind. Step inside to a gracious entry foyer that opens to a

  Geraldine Brucale BHHS Hudson Valley Properties

  3 Brenner Ridge Rd, Pleasant Valley, NY 12569
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  $128,000 Sold Aug 26, 2025

  25 Pine Hill Rd, Pleasant Valley, NY 12569

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1930

  Last Sold Summary

  • 17% Below List Price
  • $148/SF
  • 28 Days On Market

  Current Estimated Value $149,879

  Last Listing Agent Ann Scarano Realty Center Hudson Valley

  25 Pine Hill Rd, Pleasant Valley, NY 12569
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  Est $770,495 Not Listed For Sale

  292 Davis Rd, Salt Point, NY 12578

  • 4 Beds
  • 3 Baths
  • 4,769 Sq Ft
  • Built 1988

  292 Davis Rd, Salt Point, NY 12578

  Last Sold Summary

  • 10% Above List Price
  • $147/SF
  • 74 Days On Market

  • Last Sold Price $700,000
  • Aug 28, 2023

  Last Listing Agent Vida Odescalchi Legacy Land & Homes LLC
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  /26

  $1,750,000

  • 6 Beds
  • 3.5 Baths
  • 4,248 Sq Ft

  11 Brown Rd, Pleasant Valley, NY 12569

  Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British

  Daniel Colomban Skyler Realty LLC

  11 Brown Rd, Pleasant Valley, NY 12569
• 

  $112,000 Sold Jul 24, 2025

  14 Hilltop Ln, Pleasant Valley, NY 12569

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1989

  Last Sold Summary

  • 17% Below List Price
  • $112/SF
  • 49 Days On Market

  Last Listing Agent Ivan Carvalho Exit Realty Connections

  14 Hilltop Ln, Pleasant Valley, NY 12569
• 

  Est $651,575 Not Listed For Sale

  303 Davis Rd, Salt Point, NY 12578

  • 4 Beds
  • 3.5 Baths
  • 2,688 Sq Ft
  • Built 1988

  303 Davis Rd, Salt Point, NY 12578

  Last Sold Summary

  • 3% Above List Price
  • $234/SF
  • 17 Days On Market

  • Last Sold Price $630,000
  • Sep 30, 2024

  Last Listing Agent Craig Smith Compass Greater NY, LLC
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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
• 

  $562,500 Sold Dec 16, 2025

  185 Forest Valley Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1984

  Last Sold Summary

  • 13% Above List Price
  • $281/SF
  • 22 Days On Market

  Current Estimated Value $558,790

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  185 Forest Valley Rd, Pleasant Valley, NY 12569
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  Est $420,602 Not Listed For Sale

  574 Creek Rd, Pleasant Valley, NY 12569

  • 2 Beds
  • 2 Baths
  • 1,775 Sq Ft
  • Built 1954

  574 Creek Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 15% Above List Price
  • $206/SF
  • 33 Days On Market

  • Last Sold Price $365,000
  • Sep 13, 2023

  Last Listing Agent Anne Negrin
• 

  

  /49

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 2,924 Sq Ft

  32 Cole Rd, Pleasant Valley, NY 12569

  Welcome to your private Hudson Valley retreat—an estate-style residence set on 13.7 picturesque, park-like acres in the heart of LaGrange, just minutes from the charming village of Millbrook. A serene quarter-mile partially pine-lined driveway creates a memorable arrival experience, immediately setting the tone for the privacy, scale, and tranquility that define this exceptional property.

  SOPHIA NAEEM

  32 Cole Rd, Pleasant Valley, NY 12569
• 

  $547,500 Sold May 15, 2025

  2 Ravine Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 1,859 Sq Ft
  • Built 1979

  Last Sold Summary

  • $295/SF
  • 44 Days On Market

  Current Estimated Value $568,337

  Last Listing Agent Mark Snyder eXp Realty

  2 Ravine Rd, Pleasant Valley, NY 12569
• 

  /2

  Est $425,260 Not Listed For Sale

  689 North Ave, Salt Point, NY 12578

  • 4 Beds
  • 3 Baths
  • 3,080 Sq Ft
  • Built 1963

  689 North Ave, Salt Point, NY 12578

  Last Sold Summary

  • 18% Below List Price
  • $117/SF

  • Last Sold Price $359,000

  Last Listing Agent Daniel Balassone VYLLA Home
• 

  

  /25

  $475,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,701 Sq Ft

  29 Mcallister Dr, Pleasant Valley, NY 12569

  Town of Lagrange oversized ranch featuring hardwood floors throughout, large eat-in kitchen, formal dining room w/cork floor & living room w/fireplace. Three well proportioned bedrooms. Laundry conveniently located on main level. Sunroom leads to massive two car garage ideal for auto enthusiast, hobbyist or contractor. Expansive level backyard, which backs up to 60 acre ecological preserve, never

  Dan Axtmann BHHS Hudson Valley Properties

  29 Mcallister Dr, Pleasant Valley, NY 12569

Showing Results 81 - 120, Page 3 of 18