2,501

Warren, NY Homes

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  • /51

    $325,000

    • 4 Beds
    • 4 Baths
    • 840 Sq Ft

    5 Overlook Ln N Unit B & D, Chestertown, NY 12817

    Rare, year-round double Condominium at 5 Overlook Lane, B/D in Warrensburg, NY—nestled in a peaceful, park-like setting with deeded lake rights to beautiful Tripp Lake. This spacious, renovated unit sleeps up to 16 and features two living areas with fireplaces, a custom kitchen, updated baths, and a large deck with seasonal lake views. Offering 4 en-suite bedrooms, sleeping loft, a wet bar,

    Agent Photo

    Joseph Cardinale

    Howard Hanna Capital, Inc. (Clifton Park)

    (518) 656-8047

    5 Overlook Ln N Unit B & D, Chestertown, NY 12817
  • /67

    $380,000 Sold Jul 30, 2025

    • 1,196 Sq Ft
    • $318/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    4785 New York 8, Chestertown, NY 12817

    Escape to your own hideaway with this charming 3bed, 2bath retreat nestled on nearly 4 acres. Perfectly situated for year-round adventure, this home is less than 20 minutes from Gore Mountain & just 10 minutes from the Schroon Lake boat launch. Step inside to an inviting open-concept living space, ideal for entertaining, w/ wood accents & modern stainless steel appliances. A convenient

    Robert Saumell Jr. KW Platform

    4785 New York 8, Chestertown, NY 12817
    • /53

      Est $810,193 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,854 Sq Ft

      25 Bonnie Belle Farm Rd, Chestertown, NY 12817

      25 Bonnie Belle Farm Rd, Chestertown, NY 12817
  • /40

    $499,900 Pending

    • 3 Beds
    • 1 Bath
    • 798 Sq Ft

    36 Pine Lake Side Rd, Chestertown, NY 12817

    ADORABLE!!! ADORABLE!!! ADORABLE!!!Totally renovated, lakeside, seasonal cottage with deeded docking and shared beach on private Friends Lake. Located on the East Shore for you to enjoy those breathtaking sunsets. Knotty pine interior with three bedrooms, full bath, new kitchen and cozy screened in porch. Firepit area for reminiscing, resting, smores and laughter (or napping). Furniture is

    Jill Brady Hunt ERA

    36 Pine Lake Side Rd, Chestertown, NY 12817
  • /36

    $320,000 Sold Jul 11, 2025

    • 1,166 Sq Ft
    • $274/SF
    • 147 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1975

    1007 Friends Lake Rd, Chestertown, NY 12817

    Raised Ranch with d log siding situated on .86 of an acre. Beach access on beautiful Friends Lake at ''Murphy Beach''. The home consists of 5 bedrooms with 2 1/2 bathrooms. Plenty of room for the entire family. The living room boasts a stone fireplace for those chilly nights. Close to Chestertown and the area lakes. A short drive to North Creek for Skiing, rafting and more. Book your showing

    Saraha Millington Gallo Realty ADK Inc

    1007 Friends Lake Rd, Chestertown, NY 12817
    • /77

      Est $331,632 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,452 Sq Ft

      425 Atateka Dr, Chestertown, NY 12817

      425 Atateka Dr, Chestertown, NY 12817
  • /71

    $359,000 Pending

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

    22 Shady Ln, Chestertown, NY 12817

    Enjoy swimming, paddling and fishing at the perfect Adirondack getaway with complete privacy, cabin, large deck, shed, and 250' of frontage on the Schroon River. The driveway meanders through the woods and arrives at a nice clearing and the cabin overlooking the river. The backdrop of mature white pine and hemlock trees provide beauty and privacy for the 1,080 sq.' 3 bedroom, 1 and 3/4 bath

    Michael Fudzinski WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    22 Shady Ln, Chestertown, NY 12817
  • /49

    $650,000 Sold Jul 07, 2025

    • 1,487 Sq Ft
    • $437/SF
    • 217 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    5 S Circle Dr, Chestertown, NY 12817

    A rare Friends Lake find, private lake with lake access including sandy beach & deeded docking just a short walk away. This property has been in the same family since it was built, and for good reason! Enjoy quiet solitude 4 seasons of the year. The main floor offers natural lighting with morning light and evening sunsets, 1bd, full bath. Second floor offers 2 additional bedrooms + full bath.

    Angie Mead Gallo Realty ADK Inc

    5 S Circle Dr, Chestertown, NY 12817
    • /13

      Est $164,812 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,168 Sq Ft

      617 Rock Avenue Extension, Chestertown, NY 12817

      617 Rock Avenue Extension, Chestertown, NY 12817
  • /167

    $399,000

    • 6 Beds
    • 3 Baths
    • 2,916 Sq Ft

    6324 State Route 9, Chestertown, NY 12817

    Outstanding opportunity to own this spacious home on main street in the heart of Chestertown! This property is an absolute cash cow making an impressive amount year after year as a short term rental. (Inquire for rental projection.) With 6 bedrooms & 3 full baths this home sleeps up to 20 people! Loon Lake is a quick 2 minute drive, Lake George & Gore Mountain is a 20 minute drive. Features

    James Nester Cork Nester's True North Prop

    6324 State Route 9, Chestertown, NY 12817
  • /2

    $135,000 Sold Jun 17, 2025

    • 900 Sq Ft
    • $150/SF
    • 2 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1958

    112 Green Mansions Rd Unit 1A, Chestertown, NY 12817

    Don't miss this gorgeous condo in the heart of the Adirondacks. The only unit with a stunning solarium, it fills the open floor plan with natural light & offers sleeping space for up to six. Enjoy cozy evenings by the natural stone wood-burning fireplace.This beautifully decorated, turnkey home is ready for you to move in. The lovely grounds feature tennis, pickleball, & basketball courts, a

    Catherine Combs Julie & Co Realty, LLC

    112 Green Mansions Rd Unit 1A, Chestertown, NY 12817
    • /38

      Est $340,987 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,350 Sq Ft

      124 Forest Lake Rd, Chestertown, NY 12817

      124 Forest Lake Rd, Chestertown, NY 12817
  • /26

    $489,000

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft

    18 Woodcliff Acres, Chestertown, NY 12817

    Life is better at the Lake --- Friends Lake --- in Chestertown, NY. This year-round home has a new well and digital thermostats for remote control heat before arrival. A List of updates is available in documents. Features include an enclosed porch, three bedrooms, den/office, stone fireplace. a wrap-around deck, and outdoor firepit. As a member of the Woodcliff Acres Property Owners

    Carol Asiello KW Platform

    18 Woodcliff Acres, Chestertown, NY 12817
  • /26

    $258,000 Sold Jun 11, 2025

    • 1,248 Sq Ft
    • $207/SF
    • 27 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1984

    16 B Evergreen Rd, Chestertown, NY 12817

    This wonderful townhome has been loved by the same owner for 38 years. This community of 28 homes is located on the shore of Tripp Lake - a non motorized lake. HOA fee included all exterior maintenance, water, landscaping & snow removal. Lovely kitchen has tile floor and backsplash. Open to a large living room with wood burning frpl. Primary bedroom has a porch area with great view of the

    Terry Weinman Coldwell Banker Prime Properties

    16 B Evergreen Rd, Chestertown, NY 12817
    • /24

      Est $88,950 Not Listed For Sale

      • 3 Beds
      • 360 Sq Ft

      199 Forest Lake Rd, Chestertown, NY 12817

      199 Forest Lake Rd, Chestertown, NY 12817
  • /48

    $674,900

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    209 Chester Shores Ridge, Chestertown, NY 12817

    Step within this Adirondack 4-Season home in the highly desired Chester Shores Community on Loon Lake, with available dock slip at the West Beach as of now. Enjoy the ambiance with a recently updated kitchen and great room with knotty pine cathedral ceilings. Spiral staircase leads to loft with private bath or down to the finished basement with garage access. Easily entertain with screened in

    Nicholas Khachadourian KW Platform

    209 Chester Shores Ridge, Chestertown, NY 12817
  • /49

    $999,000 Sold Jun 10, 2025

    • 2,289 Sq Ft
    • $436/SF
    • 8 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1985

    170 Tripp Lake Rd, Chestertown, NY 12817

    PRIVATE LAKEFRONT PARADISE! Tucked away at the end of a long driveway on 5.2 acres, this meticulously maintained home offers nearly 3,000sf of living space & 1,200 ft of shoreline on the tranquil, non-motorized, Tripp Lake. If you're looking for your very own Adirondack retreat, this is it! This home offers views of the lake from every room, expansive deck overlooking lake accessible from LR, DR,

    Ashley Nagy Davies-Davies & Assoc Real Est

    170 Tripp Lake Rd, Chestertown, NY 12817
    • /40

      Est $409,533 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,720 Sq Ft

      105 Balsam Crest Rd, Chestertown, NY 12817

      105 Balsam Crest Rd, Chestertown, NY 12817
  • /53

    $799,900

    • 5 Beds
    • 2 Baths
    • 1,768 Sq Ft

    5387-5391 New York 8, Chestertown, NY 12817

    Experience rustic charm and modern comfort in this beautifully renovated farmhouse with 173 feet of direct lakefront and a private beach. Ideal as a year-round home, seasonal retreat, or income-generating rental, it features 5 spacious bedrooms and 2 full baths. The large backyard includes a versatile two-season outbuilding—great for parties or intimate weddings. Enjoy paddle boards, kayaks, a

    Philomena Prinzo Howard Hanna Capital Inc

    5387-5391 New York 8, Chestertown, NY 12817
  • /36

    $407,500 Sold Jun 09, 2025

    • 1,144 Sq Ft
    • $356/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    36 Grove St, Chestertown, NY 12817

    Enjoy peace and tranquility at this 2003 year round Log home with rights to non-motorized Tripp Lake in the Southern Adirondacks. A short walk leads you to a shared sandy beach with swim raft and space to leave your SUP and kayaks. The raised ranch layout offers a beautiful open kitchen/dining/living room leading to a private porch. 3bd & full bath on main level with second full bath, den & home

    Angie Mead Gallo Realty ADK Inc

    36 Grove St, Chestertown, NY 12817
    • /59

      Est $379,685 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,800 Sq Ft

      87 Dixon Rd, Chestertown, NY 12817

      87 Dixon Rd, Chestertown, NY 12817
  • /45

    $499,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,136 Sq Ft

    278 Carl Turner Rd, Chestertown, NY 12817

    Multiple Offers Received - Highest & Best Due Monday at 6 PM. Escape the city and reconnect with nature in this spacious 2,100+ sq ft riverfront home that still feels like a cozy camp. Picture the kids jumping off the dock, fishing from the shore, or boating through the canal with direct access to Schroon Lake. After a day on the water, stop by the Crossroads Store just 1.5 miles away for

    Shannon McCarthy eXp Realty

    278 Carl Turner Rd, Chestertown, NY 12817
  • /24

    $199,000 Sold Jun 06, 2025

    • 480 Sq Ft
    • $415/SF
    • 0 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1950

    1 Vista View Dr, Chestertown, NY 12817

    Seasonal Adirondack cottage w/ DOCK + BEACH on motorized Loon Lake! This cottage is part of a 4+ acre direct waterfront condominium assoc. w/ 9 separate seasonal cottages (May-October) that share a community beach. Each cottage has 20' of articulated water frontage for dock and recreation use. HOA provides well water & community septic, lawn care as well as large lawn area behind cottages for

    Ashley Nagy Davies-Davies & Assoc Real Est

    1 Vista View Dr, Chestertown, NY 12817
    • /36

      Est $277,816 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,377 Sq Ft

      46 May Rd, Chestertown, NY 12817

      46 May Rd, Chestertown, NY 12817
  • /28

    $399,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,300 Sq Ft

    21 Atateka Trail, Chestertown, NY 12817

    BACK ON THE MARKET!!BREATHTAKING WATERFRONT VIEWS! This charming 1300 square foot four-bedroom, 2 full bathroom original cabin has direct shared waterfront on Friends Lake with amazing lake views. First floor is open concept with a wood burning stove, eating area, kitchen, living room with picture windows, two bedrooms and full bathroom. Two bedrooms and another full bathroom complete the

    Rachel Manhim Lake Homes Realty, LLC

    21 Atateka Trail, Chestertown, NY 12817
  • /28

    $350,000 Sold May 28, 2025

    • 1,120 Sq Ft
    • $312/SF
    • 100 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1982

    68 Woodridge Rd, Chestertown, NY 12817

    Beautiful Lincoln Log cabin in a private setting on a dead end road. Cathedral knotty pine ceilings with exposed beams over the open core living space. Wood stove in the living room for those chilly nights. Tastefully remodeled in 2021, 2022, 2023, and 2024. Solid wood doors throughout with custom trim details. Large garage space for your vehicle or toys. 20-minutes to Gore Mtn or Lake George.

    Walter Swartz Gallo Realty ADK Inc

    68 Woodridge Rd, Chestertown, NY 12817
    • /28

      Est $396,065 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,551 Sq Ft

      50 Stage Coach Rd, Chestertown, NY 12817

      50 Stage Coach Rd, Chestertown, NY 12817
  • /79

    $5,300,000

    • 8 Beds
    • 11 Baths
    • 8,019 Sq Ft

    46 Fiddlehead Bay Rd, Chestertown, NY 12817

    This magnificent Adirondack lakefront compound on private Friends Lake is your opportunity to own over 12,000 sq ft of resort-style luxury designed for unforgettable family memories. The main home offers 5 bed, 8 bath, while the in-law wing adds 4 bed, and 3 bath—plenty of room for everyone. Gather in the grand great room with soaring ceilings and a large stone fireplace, or retreat to one of

    Ashley Nagy Davies-Davies & Assoc Real Est

    46 Fiddlehead Bay Rd, Chestertown, NY 12817
  • /19

    $38,000 Sold May 28, 2025

    • Land
    • 8 Acres
    • $4,929 per Acre
    • 70 Days On Market

    L72.1 Woodridge Dr, Chestertown, NY 12817

    3-parcels being sold together and priced to sell quickly. Assessed for $81,900.00 and for sale for $45,000.00. Total of 7.71 acres with very diverse topography throughout. Woodridge Road is a town maintained year-round road. With three Tax ID#'s you could build 3-structures or combine the property as one large parcel. Lots of hemlock, cedar, and spruce with other areas of mixed hardwoods. Some

    Walter Swartz Gallo Realty ADK Inc

    L72.1 Woodridge Dr, Chestertown, NY 12817
    • /32

      Est $300,609 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,068 Sq Ft

      23 May Rd, Chestertown, NY 12817

      23 May Rd, Chestertown, NY 12817
  • /12

    $95,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    4888 New York 8, Chestertown, NY 12817

    Nice over sized garage extra vacant next door included Sale is ''AS IS'' CASH ONLY

    Tina DeMarsh DeMarsh Real Estate

    4888 New York 8, Chestertown, NY 12817
  • /19

    $70,380 Sold May 08, 2025

    • 1,167 Sq Ft
    • $60/SF
    • 33 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1830

    32 Riverside Dr, Chestertown, NY 12817

    Nice two unit, Walk to downtown, Nice side yard, Newer windows. Off street parking.Great rental area.Award winning North Warren Schools.

    John Belanger Royalview Realty Inc

    32 Riverside Dr, Chestertown, NY 12817
    • /23

      Est $263,234 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,320 Sq Ft

      25 Laflure Heights, Chestertown, NY 12817

      25 Laflure Heights, Chestertown, NY 12817
  • /26

    $229,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    23 Theriot Ave, Chestertown, NY 12817

    Charming year-round family home in the hamlet of Chestertown. 2-bedrooms with 2-additional sleeping spaces. This bungalow boasts a large front porch with craftsman aesthetics. Main house has a newer exposed fastener metal roof and bay window has a copper roof. Rear screen porch, full-basement, oversized garage, and bonus shed behind garage. Many built-ins, formal hardwood staircase, and lots of

    Walter Swartz Gallo Realty ADK Inc

    23 Theriot Ave, Chestertown, NY 12817
  • /6

    $46,000 Sold May 07, 2025

    • Land
    • 2.12 Acres
    • $21,698 per Acre
    • 314 Days On Market

    7 Adirondack Heights Rd, Chestertown, NY 12817

    Situated in the heart of the Adirondack Park, this building lot is ideal for your year round homeor seasonal get-a way. Enjoy all the park has to offer, a few short miles to the Hudson river forcanoeing, kayaking, tubing and fishing and a quick 20 minute ride to Gore Mtn Ski area. Thearea offers numerous lakes and endless hiking trails. Located between the charming villages ofWarrensburg and

    Norman Benjamin KW Platform

    7 Adirondack Heights Rd, Chestertown, NY 12817
    • /32

      Est $265,351 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,254 Sq Ft

      13 Laflure Heights, Chestertown, NY 12817

      13 Laflure Heights, Chestertown, NY 12817
  • /20

    $239,000

    • 2 Beds
    • 1.5 Baths
    • 1,020 Sq Ft

    11 Overlook Ln S Unit A, Chestertown, NY 12817

    Welcome to this fully furnished, Adirondack-style end unit condo w/ 2-bedroom, 1.5-baths which offers a seamless blend of Adk/retro charm & modern updates. Newly updated throughout, it features a stylish kitchen w/ new appliances, a cozy wood-burning fireplace, & an open-concept living area. Step outside to an expansive wraparound deck bordered by vibrant perennial gardens, perfect for relaxing

    Barbara Kearney Hunt ERA

    11 Overlook Ln S Unit A, Chestertown, NY 12817
  • /22

    $290,000 Sold Apr 28, 2025

    • 2,128 Sq Ft
    • $136/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    650 Landon Hill Rd, Chestertown, NY 12817

    Lovely home with 3 bedrooms, 2 baths, bonus room, 3 season porch, deck, fireplace, 2800 square feet of great living space, a private setting, 3 miles to town, many conveniences. A great home--originally a manufactured home with a constructed addition in later years. The two-car garage has a huge workshop in the back of garage and stairs going up to the second floor which could be turned into

    Carol Monroe Najer Realty

    650 Landon Hill Rd, Chestertown, NY 12817
    • /27

      Est $390,581 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 900 Sq Ft

      109 William Hill Rd, Chestertown, NY 12817

      109 William Hill Rd, Chestertown, NY 12817
  • /38

    $339,000

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    68 Elks Glade Rd, Chestertown, NY 12817

    Charming Friends Lake Retreat with Lake Rights & Docking! Tucked away on a quiet street, this 3-bedroom, 1-bath home offers 1,152 sq ft of cozy living space on .57 acres with deeded lake rights and docking access to beautiful Friends Lake. Enjoy evenings by the fireplace or unwind on the screened-in back porch surrounded by nature. Located just minutes from Main Street Chestertown and a short

    Julia Pucciarelli Gallo Realty ADK Inc

    68 Elks Glade Rd, Chestertown, NY 12817

Showing Results 1 - 40, Page 1 of 18

Home Trends in Chestertown, NY

Housing Trends

Median Sale Price
$407,500
Median Single Family Sale Price
$407,500
Median Townhouse Sale Price
$258,000
Median 2 Bedroom Sale Price
$184,500
Average Price Per Sq Ft
$283
Number of Homes for Sale
3
Last 12 months Home Sales
23
Months of Supply
1.60
Median List Price
$412,500
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
62%
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