Wingdale, NY Homes

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  /16

  $495,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  222 Highview Rd, Dover Plains, NY 12522

  Escape the noise and congestion of everyday life and come home to space, privacy, and country-living, without giving up convenience. Located just 6 miles from the train and minutes to everyday amenities, this completely remodeled bi-level offers the perfect balance. Set on over 3 acres of beautiful, level and private property, the home has been thoughtfully updated and is truly move-in ready.

  Susan Todd BHHS Hudson Valley Properties

  222 Highview Rd, Dover Plains, NY 12522
• 

  $400,000 Sold Mar 16, 2026

  1 Hoyt Rd, Wingdale, NY 12594

  • 2 Beds
  • 3 Baths
  • 1,939 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Below List Price
  • $206/SF
  • 95 Days On Market

  Current Estimated Value $414,820

  Last Listing Agent Stephanie Ruzzo RE/MAX Classic Realty

  1 Hoyt Rd, Wingdale, NY 12594
• 

  Est $563,241 Not Listed For Sale

  2250 Clove Rd, Lagrangeville, NY 12540

  • 3 Beds
  • 2.5 Baths
  • 3,143 Sq Ft
  • Built 1900

  2250 Clove Rd, Lagrangeville, NY 12540

  Last Sold Summary

  • 28% Above List Price
  • $140/SF
  • 73 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Kim Locascio Coldwell Banker Realty
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  /11

  $205,000

  • Land
  • 2.5 Acres
  • $82,000 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
• 

  $519,000 Sold Jul 08, 2025

  476 Chestnut Ridge Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Below List Price
  • $337/SF
  • 76 Days On Market

  Current Estimated Value $522,602

  Last Listing Agent Emelisa Mendoza RE/MAX Town & Country

  476 Chestnut Ridge Rd, Dover Plains, NY 12522
• 

  Est $432,636 Not Listed For Sale

  468 Pleasant Ridge Rd, Poughquag, NY 12570

  • 3 Beds
  • 1.5 Baths
  • 1,612 Sq Ft
  • Built 1985

  468 Pleasant Ridge Rd, Poughquag, NY 12570

  Last Sold Summary

  • 15% Above List Price
  • $233/SF
  • 76 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Paul Lloyd Keller Williams Hudson Valley
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  /6

  $349,999

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  163 Old State Route 22, Dover Plains, NY 12522

  Discover the perfect blend of potential and land with this quaint cottage in Dover Plains. Nestled on 10.02 acres of expansive property, this two-bedroom, two-bathroom home is ideal for buyers looking to invest in a fixer-upper with endless possibilities. This property is a dream come true for outdoor lovers or those seeking privacy and space to roam, garden, or build. With a very affordable

  German Nielsen Newman Realty Inc

  163 Old State Route 22, Dover Plains, NY 12522
• 

  $357,000 Sold Nov 14, 2025

  10 Raymond Ave, Dover Plains, NY 12522

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft
  • Built 1964

  Last Sold Summary

  • 6% Below List Price
  • $235/SF
  • 86 Days On Market

  Current Estimated Value $358,352

  Last Listing Agent Larry Havens Havens Real Estate

  10 Raymond Ave, Dover Plains, NY 12522
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  Est $833,772 Not Listed For Sale

  112 Mountain Creek Rd, Poughquag, NY 12570

  • 3 Beds
  • 2.5 Baths
  • 2,775 Sq Ft
  • Built 2001

  112 Mountain Creek Rd, Poughquag, NY 12570

  Last Sold Summary

  • 11% Above List Price
  • $270/SF
  • 58 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Justin LaFalce KW MidHudson
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  /13

  $350,000

  • 4 Beds
  • 1.5 Baths
  • 1,792 Sq Ft

  6A Birch Hill Ln, Kent, CT 06757

  Welcome to 6A Birch Hill Lane in Kent, a rare opportunity to own a home with direct frontage on the scenic Housatonic River. If you have been dreaming about peaceful views, the sound of the water, and a setting that truly feels like an escape, this is it. This 4 bedroom, 1.5 bathroom home offers 1,792 square feet of living space with a layout that is both practical and full of potential. The main

  Mark Mermelstein eXp Realty

  6A Birch Hill Ln, Kent, CT 06757
• 

  $325,000 Sold Feb 03, 2026

  228 Dog Tail Corners Rd, Wingdale, NY 12594

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1928

  Last Sold Summary

  • 7% Below List Price
  • $251/SF
  • 40 Days On Market

  Current Estimated Value $324,347

  Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

  228 Dog Tail Corners Rd, Wingdale, NY 12594
• 

  Est $604,324 Not Listed For Sale

  416 Pleasant Ridge Rd, Poughquag, NY 12570

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft
  • Built 1985

  416 Pleasant Ridge Rd, Poughquag, NY 12570

  Last Sold Summary

  • 10% Above List Price
  • $177/SF
  • 63 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Ari Lee Sunbelt Sales & Development
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  /17

  $595,000

  • 3 Beds
  • 1 Bath
  • 2,391 Sq Ft

  804-806 Berkshire Rd Unit 806, Wingdale, NY 12594

  Excellent investment or owner-occupied opportunity! This unique three-family property is comprised of two separate houses on one lot, offering flexibility and income. The front house features two units: a spacious upper unit with 3 bedrooms, an eat-in kitchen/family room, and 1 renovated new full bath, plus a separate 1-bedroom, 1-bath apartment on the lower level. The garage is currently rented,

  Antoinetta Carino Tag Realty & Property Mang

  804-806 Berkshire Rd Unit 806, Wingdale, NY 12594
• 

  $80,000 Sold Nov 13, 2025

  15 Evan Rd, Dover Plains, NY 12522

  • Land
  • 1.01 Acres
  • $79,208 per Acre

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Justin LaFalce KW MidHudson

  15 Evan Rd, Dover Plains, NY 12522
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  Est $458,358 Not Listed For Sale

  104 Still Rd, Poughquag, NY 12570

  • 3 Beds
  • 2.5 Baths
  • 1,969 Sq Ft
  • Built 1974

  104 Still Rd, Poughquag, NY 12570

  Last Sold Summary

  • 24% Above List Price
  • $188/SF
  • 21 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Anne Negrin
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  /11

  $195,000

  • Land
  • 1.85 Acres
  • $105,405 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
• 

  $449,000 Sold Sep 10, 2025

  22 Riverdale Dr, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,610 Sq Ft
  • Built 1991

  Last Sold Summary

  • $279/SF
  • 31 Days On Market

  Current Estimated Value $451,055

  Last Listing Agent Dianna Ferrieri My Seasons Realty LLC

  22 Riverdale Dr, Wingdale, NY 12594
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  Est $664,045 Not Listed For Sale

  87 Wendy Dr, Poughquag, NY 12570

  • 4 Beds
  • 2.5 Baths
  • 2,362 Sq Ft
  • Built 2004

  87 Wendy Dr, Poughquag, NY 12570

  Last Sold Summary

  • 8% Above List Price
  • $261/SF
  • 48 Days On Market

  Last Sold Price $617,500

  Last Listing Agent LISA WOHLMUTH KW MidHudson
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  /16

  $289,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  59 Corbin Rd, Dover Plains, NY 12522

  Welcome to your brand-new, beautifully renovated ranch in the peaceful and sought-after Town of Dover. This isn't just a house; it's a golden opportunity to own a piece of tranquility. Situated on over an acre of lush land, this home offers the perfect escape from the everyday hustle.Step inside and be captivated by the stunning new kitchen, complete with sleek stainless steel appliances. The

  Daniel Deutsch eRealty Advisors, Inc

  59 Corbin Rd, Dover Plains, NY 12522
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  $240,000 Sold Apr 30, 2025

  8 Tinker Town Rd, Dover Plains, NY 12522

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1931

  Last Sold Summary

  • 8% Below List Price
  • $217/SF
  • 122 Days On Market

  Current Estimated Value $256,506

  Last Listing Agent Alan Arnfield Century 21 Alliance Rlty Group

  8 Tinker Town Rd, Dover Plains, NY 12522
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  Est $515,686 Not Listed For Sale

  354 Pleasant Ridge Rd, Poughquag, NY 12570

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • Built 1960

  354 Pleasant Ridge Rd, Poughquag, NY 12570

  Last Sold Summary

  • 1% Above List Price
  • $270/SF
  • 20 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Melissa Pettinella Century 21 Alliance Realty Grp
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  /12

  $150,000

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  63 Sasso Ln, Wingdale, NY 12594

  Walking Distance to Metro North Railroad, here is your chance to own a charming 3-bedroom, 2-full bathroom mobile home in tight-knit Wingdale Village. The screened in front porch leads to an open concept living room/kitchen combo - perfect for entertaining! This move-in ready home is waiting for you!!

  Michael Herman McGrath Realty Inc

  63 Sasso Ln, Wingdale, NY 12594
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  $100,000 Sold Nov 25, 2025

  151 Scott Dr, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $78/SF
  • 93 Days On Market

  Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

  151 Scott Dr, Dover Plains, NY 12522
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  Est $665,619 Not Listed For Sale

  1968 Clove Rd, Lagrangeville, NY 12540

  • 4 Beds
  • 3.5 Baths
  • 3,700 Sq Ft
  • Built 1997

  1968 Clove Rd, Lagrangeville, NY 12540

  Last Sold Summary

  • 34% Above List Price
  • $134/SF
  • 0 Days On Market

  Last Sold Price $495,000

  Last Listing Agent Neil Charles Neil Charles Real Estate, LLC
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  /39

  $325,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,057 Sq Ft

  16 Birch Hill Ln, Kent, CT 06757

  Cozy three-bedroom ranch on quiet private road. Direct frontage on the scenic Housatonic River. Sip your morning coffee on the private covered rear patio. View the fall foliage and listen to the relaxing sounds of the river. Would be a perfect setting for those who work from home. Private fenced in back yard perfect for pets to play. Just a short drive from the wonderful Kent Town Center with its

  Steve Triebe Scalzo Real Estate

  16 Birch Hill Ln, Kent, CT 06757
• 

  $225,000 Sold May 22, 2025

  0 Chestnut Ridge Rd Unit ONEH6310094, Union Vale, NY 12522

  • Land
  • 36 Acres
  • $6,250 per Acre

  Last Sold Summary

  • 31% Below List Price
  • 279 Days On Market

  Last Listing Agent Robert D Ferris R. Ferris Real Estate, LLC

  0 Chestnut Ridge Rd Unit ONEH6310094, Union Vale, NY 12522
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  Est $408,456 Not Listed For Sale

  317 Dog Tail Corners Rd, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft
  • Built 1965

  317 Dog Tail Corners Rd, Wingdale, NY 12594

  Last Sold Summary

  • 1% Above List Price
  • $258/SF
  • 21 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Jennifer Amicucci
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  /16

  $340,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,328 Sq Ft

  32 Cedar Ln, Wingdale, NY 12594

  Ranch style home on 1 acre. Mother-daughter potential. Full basement with own entrance. Large living room w/ bow window. Huge sunroom on back of home. Full bathroom was just renovated. 4 year old Heated 48x36 ft kayak pool w/ full deck, custom furniture, safety stairs & transferable warranty. New roof last year. New front porch. Newer exterior paint & water pressure tank in well. Large fenced

  Christopher Acken BHHS Hudson Valley Properties

  32 Cedar Ln, Wingdale, NY 12594
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  $45,000 Sold Aug 08, 2025

  0 Cooperstown Rd Unit KEY854621, Dover, NY 12522

  • Land
  • 5 Acres
  • $9,000 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 37 Days On Market

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC

  0 Cooperstown Rd Unit KEY854621, Dover, NY 12522
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  Est $485,939 Not Listed For Sale

  21 Hoyt Rd, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,127 Sq Ft
  • Built 1966

  21 Hoyt Rd, Wingdale, NY 12594

  Last Sold Summary

  • 2% Above List Price
  • $421/SF
  • 27 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Clayton Livingston McGrath Premier Real Estate
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  /42

  $409,000

  • 3 Beds
  • 1 Bath
  • 1,012 Sq Ft

  113 Dog Tail Corners Rd, Wingdale, NY 12594

  This is an overbuilt charming brick house that can easily be expanded. Look through double windows to an amazing view across the street. In Living room and Kitchen, tongue- and- groove knotty pine from ceiling to floor, brick fireplace in living room will keep the house cozy day/night. Kitchen has knotty-pine cabinets. Park your car (electric garage door) and walk through basement to upstairs and

  Tela Cook McGrath Realty Inc

  113 Dog Tail Corners Rd, Wingdale, NY 12594
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  $630,000 Sold Sep 30, 2025

  238 Deer Hollow Rd, Poughquag, NY 12570

  • 3 Beds
  • 4.5 Baths
  • 5,500 Sq Ft
  • Built 2016

  Last Sold Summary

  • 16% Below List Price
  • $115/SF
  • 98 Days On Market

  Current Estimated Value $631,500

  Last Listing Agent Howard Payson RE/MAX Town & Country

  238 Deer Hollow Rd, Poughquag, NY 12570
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  Est $502,634 Not Listed For Sale

  97 N Farm Dr, Dover Plains, NY 12522

  • 3 Beds
  • 3 Baths
  • 1,990 Sq Ft
  • Built 2004

  97 N Farm Dr, Dover Plains, NY 12522

  Last Sold Summary

  • 11% Above List Price
  • $228/SF
  • 84 Days On Market

  Last Sold Price $454,000

  Last Listing Agent Susan Whalen George T Whalen Real Estate
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  /2

  $230,000 Under Contract

  • Land
  • 2.04 Acres
  • $112,745 per Acre

  1 Pond View Ln, Sherman, CT 06784

  Beautiful Lot in private Golf course community. Others to choose from as well. Gated community with sq ft minimum and architectural review. Golf membership is optional and several options to choose. 18 hole course with restaurant, pool, clubhouse, tennis, banquet room. Low taxes.

  Joe Chemero Coldwell Banker Realty

  1 Pond View Ln, Sherman, CT 06784
• 

  $450,000 Sold Jun 27, 2025

  24 Buttonwood Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Below List Price
  • $274/SF
  • 42 Days On Market

  Current Estimated Value $522,939

  Last Listing Agent Melanie Boucos Coldwell Banker Realty

  24 Buttonwood Rd, Dover Plains, NY 12522
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  Est $787,292 Not Listed For Sale

  158 Lake Ellis Rd, Wingdale, NY 12594

  • 4 Beds
  • 2 Baths
  • 2,496 Sq Ft
  • Built 1820

  158 Lake Ellis Rd, Wingdale, NY 12594

  Last Sold Summary

  • 8% Below List Price
  • $343/SF
  • 25 Days On Market

  Last Sold Price $855,825

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.
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  /25

  $279,000

  • Land
  • 5.46 Acres
  • $51,099 per Acre

  41 Long River Rd, Sherman, CT 06784

  This exceptional 5.46-acre parcel, perfectly positioned on Long River Road, is the largest homesite in the private community of River Oaks Country Club. The lightly wooded setting offers privacy and a natural backdrop for your custom residence with potential for sweeping long views that capture the beauty of the Berkshire foothills. Club River Oaks provides access to world-class amenities,

  Donna Kennedy Compass Connecticut, LLC

  41 Long River Rd, Sherman, CT 06784
• 

  $465,000 Sold Sep 10, 2025

  1 Craig Ln, Dover Plains, NY 12522

  • 3 Beds
  • 3 Baths
  • 2,508 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Below List Price
  • $185/SF
  • 53 Days On Market

  Current Estimated Value $469,144

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  1 Craig Ln, Dover Plains, NY 12522
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  Est $377,458 Not Listed For Sale

  152 Weil Rd, Wingdale, NY 12594

  • 2 Beds
  • 1 Bath
  • 1,237 Sq Ft
  • Built 1940

  152 Weil Rd, Wingdale, NY 12594

  Last Sold Summary

  • 3% Above List Price
  • $295/SF
  • 78 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties
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  /41

  $460,000

  • 3 Beds
  • 2 Baths
  • 2,230 Sq Ft

  487 Chestnut Ridge Rd, Dover Plains, NY 12522

  Located in Dover Plains, this charming 3-bedroom, 2-bath Colonial offers 2,230 sq. ft. of living space on a 1.27-acre corner lot and includes a detached 2-car garage. Inside, you’ll find an inviting open-concept layout. The main level is perfect for entertaining or everyday living and features a spacious living room with hardwood floors, a large dining room that flows seamlessly to an eat-in

  Robert Washburn RE/MAX Ace Realty

  487 Chestnut Ridge Rd, Dover Plains, NY 12522

Showing Results 81 - 120, Page 3 of 18