Wingdale, NY Homes

• 

  Not Listed For Sale

  0 Drovers Ln Unit KEYM413718, Dover, NY 12522

  0 Drovers Ln Unit KEYM413718, Dover, NY 12522

  Last Sold Summary

  • 233 Days On Market

  Last Sold Price $75,000

  Last Listing Agent Mark Snyder eXp Realty
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  /30

  $1,499,999

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft

  165 Duell Hollow Rd, Wingdale, NY 12594

  Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pond—making it an ideal

  Michael Sadis Compass Greater NY LLC

  165 Duell Hollow Rd, Wingdale, NY 12594
• 

  $460,000 Sold Dec 11, 2025

  26 Nicole Ln, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 2,072 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Above List Price
  • $222/SF
  • 18 Days On Market

  Current Estimated Value $464,751

  Last Listing Agent Andrea Rudkowski Closer Real Estate

  26 Nicole Ln, Wingdale, NY 12594
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  /16

  Est $707,219 Not Listed For Sale

  565 Poplar Hill Rd, Dover Plains, NY 12522

  565 Poplar Hill Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 1% Above List Price
  • 106 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Michael Tellerday Houlihan Lawrence, Inc.
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  /17

  $59,900

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

  62 Cardinal Ct, Dover Plains, NY 12522

  This home is in good condition and is located in a well maintained 55 and over community. Monthly rentincludes: taxes, water, streetlights and garbage pickup.

  Richard Rennia Richard A. Rennia

  62 Cardinal Ct, Dover Plains, NY 12522
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  $65,000 Sold Jan 28, 2026

  108 Bluebird Way, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 1985

  Last Sold Summary

  • 28% Below List Price
  • $70/SF
  • 98 Days On Market

  Last Listing Agent Richard Rennia Richard A. Rennia

  108 Bluebird Way, Dover Plains, NY 12522
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  Not Listed For Sale

  116 Bluebird Way, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 1985

  116 Bluebird Way, Dover Plains, NY 12522

  Last Sold Summary

  • $96/SF
  • 112 Days On Market

  Last Sold Price $89,000

  Last Listing Agent Richard Rennia Richard A. Rennia
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  /2

  $99,900

  • Land
  • 3.3 Acres
  • $30,273 per Acre

  Lot 7 Brookview Rd, Dover, NY 12522

  Located approximately 6.5 miles from the Village of Millbrook. Trains to New York City are available only 3.3 miles away at the Metro North Station in Dover Plains. Picturesque Stone Brook traverses the property. Ideal for your weekend or year-round dream home. Board of Health Approved and no fill required.

  Robert D Ferris R. Ferris Real Estate, LLC

  Lot 7 Brookview Rd, Dover, NY 12522
• 

  $270,000 Sold Dec 05, 2025

  20 Hemlock Ln, Wingdale, NY 12594

  • 2 Beds
  • 1 Bath
  • 1,362 Sq Ft
  • Built 1994

  Last Sold Summary

  • 7% Below List Price
  • $198/SF
  • 27 Days On Market

  Current Estimated Value $283,817

  Last Listing Agent Crystal Neceda Briante Realty Group, LLC

  20 Hemlock Ln, Wingdale, NY 12594
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  Est $459,350 Not Listed For Sale

  31 White Oak Cir, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft
  • Built 2000

  31 White Oak Cir, Wingdale, NY 12594

  Last Sold Summary

  • 7% Above List Price
  • $243/SF
  • 69 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Joann Perna Guardian Realty Center, LLC
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  /8

  $150,000

  • Land
  • 0.46 Acre
  • $326,087 per Acre

  20 Hickory Ln, Pawling, NY 12564

  Build your dream home on this exceptional 0.46-acre parcel, offering a rare blend of privacy, nature, and convenience. The property is BOH approved (3 bedroom residential dwelling), providing a smooth path to construction, and is landlocked at the rear, creating a peaceful, secluded setting. Enjoy access to two nearby lakes for fishing or swimming, or relax at the clubhouse. Drive into Pawling

  Tela Cook McGrath Realty Inc

  20 Hickory Ln, Pawling, NY 12564
• 

  $345,000 Sold Jul 09, 2025

  88 Lakeview Dr, Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Above List Price
  • $383/SF
  • 26 Days On Market

  Current Estimated Value $348,015

  Last Listing Agent Martha Woodhouse Howard Hanna Rand Realty

  88 Lakeview Dr, Pawling, NY 12564
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  Est $254,705 Not Listed For Sale

  26 Balsam Ct, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1987

  26 Balsam Ct, Dover Plains, NY 12522

  Last Sold Summary

  • 17% Above List Price
  • $226/SF
  • 246 Days On Market

  Last Sold Price $217,000

  Last Listing Agent Howard Payson RE/MAX
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  /8

  $239,000

  • Land
  • 2.4 Acres
  • $99,583 per Acre

  0 Route 22 Unit KEY976107, Dover, NY 12594

  Just above the Town of Pawling border, you will find this 2.4 acre parcel. Now, the Zoning is RU Residential. However, the town of Dover is making zoning changes, expanding the use to include commercial, retail, offices, businesses.

  Lisa Liffland McGrath Realty Inc

  0 Route 22 Unit KEY976107, Dover, NY 12594
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  $430,000 Sold Jul 18, 2025

  41 Hillside Ave, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,844 Sq Ft
  • Built 1961

  Last Sold Summary

  • 8% Above List Price
  • $233/SF
  • 36 Days On Market

  Current Estimated Value $426,286

  Last Listing Agent Reid McGrath McGrath Realty Inc

  41 Hillside Ave, Wingdale, NY 12594
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  Est $82,997 Not Listed For Sale

  507 Halls Corners Rd, Dover Plains, NY 12522

  • Built 1940

  507 Halls Corners Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 4% Above List Price
  • $40/SF
  • 67 Days On Market

  Last Sold Price $80,000

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

  $599,000

  • Land
  • 8 Acres
  • $74,875 per Acre

  0 Route 22 Unit ONEH6222664, Dover, NY 12594

  Raw Land - Located on Route 22 in Wingdale/Dover Plains. Approximately 8 acres. The Town of Dover is progressing with a comprehensive rezoning initiative to allow multifamily dwellings to be built OR commercial use buildings IE shopping centers or other uses. Available is survey, and several documents limited topo, tax map, ariels etc. Proposal of a large box store drawings available but not

  Lydia Nioras Commerce Properties

  0 Route 22 Unit ONEH6222664, Dover, NY 12594
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  $300,000 Sold Oct 22, 2025

  6634 Route 55, Wingdale, NY 12594

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1930

  Last Sold Summary

  • 20% Above List Price
  • $250/SF
  • 23 Days On Market

  Current Estimated Value $297,258

  Last Listing Agent LUCIANA BENNETT McGrath Realty Inc

  6634 Route 55, Wingdale, NY 12594
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  /2

  Est $512,000 Not Listed For Sale

  301 Highview Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1982

  301 Highview Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 26% Below List Price
  • $245/SF

  Last Sold Price $405,000

  Last Listing Agent Ronald Green KW MidHudson
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  /11

  $190,000

  • Land
  • 1.66 Acres
  • $114,458 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail,

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
• 

  $400,000 Sold Nov 21, 2025

  96 Lakeview Dr, Pawling, NY 12564

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $247/SF
  • 41 Days On Market

  Current Estimated Value $420,687

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  96 Lakeview Dr, Pawling, NY 12564
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  Est $486,632 Not Listed For Sale

  27 Highview Rd, Dover Plains, NY 12522

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft
  • Built 1951

  27 Highview Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 24% Above List Price
  • $263/SF
  • 53 Days On Market

  Last Sold Price $393,500

  Last Listing Agent Susan Whalen George T Whalen Real Estate
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  $398,800

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  840 Old State Route 22, Dover Plains, NY 12522

  Welcome to this beautifully maintained three-bedroom home nestled in the heart of Dover. Offering the perfect blend of comfort and convenience, this property is ideal for both full-time living and a peaceful retreat. Step inside to find a bright and inviting layout featuring a spacious living area, a well-appointed kitchen, and a dining space perfect for everyday living or entertaining. The three

  Michael Lund Corcoran Country Living

  840 Old State Route 22, Dover Plains, NY 12522
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  $315,000 Sold May 30, 2025

  19 Nanas Way, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $292/SF
  • 76 Days On Market

  Last Listing Agent Michael Manzino Brown Harris Stevens

  19 Nanas Way, Wingdale, NY 12594
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  /2

  Est $624,743 Not Listed For Sale

  9 Blueberry Dr, Wingdale, NY 12594

  • 3 Beds
  • 3 Baths
  • 2,446 Sq Ft
  • Built 1990

  9 Blueberry Dr, Wingdale, NY 12594

  Last Sold Summary

  • 2% Below List Price
  • $251/SF

  Last Sold Price $615,000

  Last Listing Agent Melissa Pettinella Century 21 Alliance Realty Grp
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  /10

  $1,200,000

  • Land
  • 51.38 Acres
  • $23,355 per Acre

  0 Brush Hill Rd Unit KEY935753, Union Vale, NY 12545

  A stunning 51+ acre parcel offering complete privacy and sweeping long views of the Clove Valley, this idyllic setting is the perfect canvas for your dream retreat. A beautiful blend of open meadow and wooded landscape, the land features both level and gently sloping terrain, highlighted by a seasonal stream and ample space to create your own trail system for recreation, exploration, or nature

  Byron Anderson Compass Greater NY, LLC

  0 Brush Hill Rd Unit KEY935753, Union Vale, NY 12545
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  $485,000 Sold Jul 02, 2025

  3211 Route 22, Dover Plains, NY 12522

  • 3 Beds
  • 3 Baths
  • 1,976 Sq Ft
  • Built 1909

  Last Sold Summary

  • 2% Above List Price
  • $245/SF
  • 52 Days On Market

  Current Estimated Value $475,952

  Last Listing Agent Luis Diaz Century 21 Alliance Realty Grp

  3211 Route 22, Dover Plains, NY 12522
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  Est $549,422 Not Listed For Sale

  10 Blueberry Dr, Wingdale, NY 12594

  • 4 Beds
  • 2.5 Baths
  • 2,402 Sq Ft
  • Built 1992

  10 Blueberry Dr, Wingdale, NY 12594

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 25 Days On Market

  Last Sold Price $545,000

  Last Listing Agent Melissa Pettinella Century 21 Alliance Realty Grp
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  /2

  $60,000

  • Land
  • 0.58 Acre
  • $103,448 per Acre

  0 Cedar Ln Unit KEY971931, Dover, NY 12594

  This 0.58-acre parcel on Cedar Lane in Dover Plains, NY is Board of Health Approved for a 2 Bedroom Home, is available for $60,000. Located in a quiet, established neighborhood, this property offers a rare opportunity to build a custom home in the scenic Hudson Valley.Property HighlightsAcreage: 0.58 acres of level-to-sloping land, ideal for various residential designs.Location:

  Mark Snyder eXp Realty

  0 Cedar Ln Unit KEY971931, Dover, NY 12594
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  $570,000 Sold Oct 21, 2025

  283 & 279 Johnson Rd, Wingdale, NY 12594

  • 3 Beds
  • 3 Baths
  • 2,058 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $277/SF
  • 32 Days On Market

  Last Listing Agent Lisa Liffland McGrath Realty Inc

  283 & 279 Johnson Rd, Wingdale, NY 12594
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  /2

  Est $702,329 Not Listed For Sale

  2 Ridgecrest Dr, Wingdale, NY 12594

  • 4 Beds
  • 3 Baths
  • 3,248 Sq Ft
  • Built 2005

  2 Ridgecrest Dr, Wingdale, NY 12594

  Last Sold Summary

  • 12% Below List Price
  • $192/SF

  Last Sold Price $625,000

  Last Listing Agent Tamara LaBarbera Howard Hanna Rand Realty
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  /2

  $45,000

  • Land
  • 0.64 Acre
  • $70,312 per Acre

  0 Aldrich Rd, Wingdale, NY 12594

  This 0.64-acre parcel on Aldrich Road in Wingdale, NY is offered at $45,000. This property presents a unique opportunity for an investor or a visionary builder looking to create a custom residence in a quiet, rural setting.Property HighlightsAcreage: 0.64 acres of land in a serene, off-the-beaten-path location.Price: Competitive entry-point pricing at $45,000, reflecting the current

  Mark Snyder eXp Realty

  0 Aldrich Rd, Wingdale, NY 12594
• 

  $380,000 Sold Jul 24, 2025

  37 Rural Ave, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 1960

  Last Sold Summary

  • $239/SF
  • 31 Days On Market

  Current Estimated Value $381,213

  Last Listing Agent Jill Rose Houlihan Lawrence Inc.

  37 Rural Ave, Wingdale, NY 12594
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  Est $633,791 Not Listed For Sale

  37 Ridgecrest Dr, Wingdale, NY 12594

  • 3 Beds
  • 3 Baths
  • 2,556 Sq Ft
  • Built 2005

  37 Ridgecrest Dr, Wingdale, NY 12594

  Last Sold Summary

  • 10% Above List Price
  • $225/SF
  • 101 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Sharon Sheil Coldwell Banker Realty
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  /2

  $100,000

  • Land
  • 0.83 Acre
  • $120,482 per Acre

  9 Terbar Ct, Dover Plains, NY 12522

  Beautiful flat building lot, no clearing needed! Board of health approved for 4 bedroom home and you only need a small septic on this lot which makes building a home here more cost effective! This level lot is perfect to build your dream home. Bring your own builder or use ours! We can help and assist the first time homebuyer build their dream home through the whole process.

  Bliss Voutsinas Hillside Realty & Development

  9 Terbar Ct, Dover Plains, NY 12522
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  $374,000 Sold Dec 12, 2025

  50 Lake Ellis Rd, Wingdale, NY 12594

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1948

  Last Sold Summary

  • 1% Above List Price
  • $220/SF
  • 49 Days On Market

  Current Estimated Value $370,007

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  50 Lake Ellis Rd, Wingdale, NY 12594
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  Est $613,704 Not Listed For Sale

  199 Highview Rd, Dover Plains, NY 12522

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1972

  199 Highview Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 4% Above List Price
  • $184/SF
  • 34 Days On Market

  Last Sold Price $590,000

  Last Listing Agent Andurela Saljanin EXIT Realty Private Client
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  /23

  $499,000

  • 1 Bed
  • 1 Bath
  • 805 Sq Ft

  105 Sand Hill Rd, Dover Plains, NY 12522

  The Geosphere is a convergence of visionary design, tactical investment and natural sanctuary. Set on 7.18 secluded acres in the heart of Dover Plains, this fully legal, architect-designed geodesic residence and studio building give you something unmistakably distinctive: a home that feels like art, and a property that can perform like an asset. Inside, the striking residence is fully winterized,

  Sheneur Menaker Hudson Modern Co

  105 Sand Hill Rd, Dover Plains, NY 12522
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  $810,000 Sold Dec 29, 2025

  48 David Ln, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft
  • Built 1987

  Last Sold Summary

  • 17% Above List Price
  • $453/SF
  • 23 Days On Market

  Current Estimated Value $739,000

  Last Listing Agent Claudia Dizenzo Hudson River Line Realty

  48 David Ln, Pawling, NY 12564
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  Est $649,809 Not Listed For Sale

  109 Brush Hill Rd, Millbrook, NY 12545

  • 3 Beds
  • 2.5 Baths
  • 1,856 Sq Ft
  • Built 1983

  109 Brush Hill Rd, Millbrook, NY 12545

  Last Sold Summary

  • 2% Below List Price
  • $358/SF
  • 37 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Jake Garay Serhant LLC

Showing Results 41 - 80, Page 2 of 18