39 Doolittle Rd, Preston, CT 06365
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OFF MARKET

39 Doolittle Rd
Preston, CT 06365

    (on 43.50 acres)

    Local Information

    • Map ViewExplore the area around 39 Doolittle Rd.
    • Schools1 Preschool School1 Elementary School1 Middle School
    • Shop & Eat
    -- mins to
    Commute Destination

    Description

    Stunning private setting surrounded by native woodlands, stone walls, and all the beauty that nature has to offer. This property may be enjoyed as one large 43 acre estate (bring your horses!) or subdivided into 8 building lots (see attached plans). What this beautiful land has to offer is serenity without sacrificing convenience. Around the corner to local wineries, shows, downtown Mystic, and the BEACHES! Drive by and start envisioning building your dream home today. Property is currently listed in forestry status for tax purposes.
    39 Doolittle Rd, Preston, CT 06365 is a lot/land. It last sold for $275,000 on Mar 29, 2022. It is currently off market. The Trulia Estimate rent is $2,058/month.

    Home Highlights

    Parking
    No Info
    Outdoor
    No Info
    HOA
    None
    Price/Sqft
    No Info
    Listed
    Less than a day ago

    Home Details for 39 Doolittle Rd

    Property Information

    Property Type / Style
    Property Type: Lot Land

    Lot Information

    Lot Area: 43.50 acres

    Price History for 39 Doolittle Rd

    DatePriceEventSource
    01/13/2026$150,000ListingRemovedSmart MLS #24106129
    07/22/2025$150,000PendingSmart MLS #24106129
    06/23/2025$150,000PriceChange
    Smart MLS #24106129
    06/23/2025$749,900Listed For SaleSmart MLS #24106111
    03/29/2022$275,000Sold
    Smart MLS #170335745
    03/01/2022$275,000ContingentSmart MLS #170335745
    02/07/2022$275,000PriceChange
    Smart MLS #170335745
    07/21/2021$325,000PriceChange
    William Raveis Real Estate, Mortgage & Insurance #170335745
    09/11/2020$400,000Listed For SaleAgent Provided

    Market trends in Preston

    Last updated June 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    —
    Sale-to-List Price
    —
    Price per sq ft
    —
    Available listings
    18
    4    MoM
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    Comparable Sales for 39 Doolittle Rd

    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    36 Northwest Corner Road, Preston, CT
    2.57
    Lot/Land
    $160,000
    04/27/26
    -
    -
    34 Lake Of Isles Rd, North Stonington, CT
    2.65
    Lot/Land
    $510,000
    06/12/26
    -
    -
    13 Tuckers Run, Ledyard, CT
    3.09
    Lot/Land
    $109,900
    05/19/26
    -
    -
    278 Palmer St Extension, Norwich, CT
    2.85
    Lot/Land
    $39,000
    05/04/26
    -
    -
    154 Stoddards Wharf Road, Ledyard, CT
    3.93
    Lot/Land
    $175,000
    10/31/25
    -
    -
    230 Iron St, Ledyard, CT
    3.87
    Lot/Land
    $135,000
    12/09/25
    -
    -
    57 Roath Street, Norwich, CT
    3.73
    Lot/Land
    $60,000
    09/23/25
    -
    -
    71 Iron Street, Ledyard, CT
    3.66
    Lot/Land
    $55,000
    11/24/25
    -
    -
    110 North Main Street, Norwich, CT
    3.71
    Lot/Land
    $25,000
    11/26/25
    -
    -
    Swantown Hill Road, North Stonington, CT
    4.76
    Lot/Land
    $375,000
    11/20/25
    -
    -

    Nearby homes

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    Assigned Schools

    These are the assigned schools for 39 Doolittle Rd.

    What Locals Say about Preston

    At least 12 Trulia users voted on each feature.

    • 100 % Say yards are well-kept

    • 94 % Say car is needed

    • 85 % Say parking is easy

    • 75 % Say there's wildlife

    • 65 % Say there's holiday spirit

    • 63 % Say it's dog friendly

    • 58 % Say it's quiet

    • 52 % Say neighbors are friendly

    • 47 % Say kids play outside

    • 46 % Say it's walkable to restaurants

    • 40 % Say they plan to stay for at least 5 years

    • 33 % Say people would walk alone at night

    • 29 % Say there are community events

    • 29 % Say there are sidewalks

    • 21 % Say it's walkable to grocery stores

    Sourced by Trulia users. Learn more about our methodology.
    • Christa B.
      "Quiet and serene but close to local stores and highways. Feels like the country without being stuck in the middle of no mans land. "
      1
      Flag
    • Gabbysam
      "It’s a quiet country town. It’s about 10 minute drive to the highway in either direction. We are close to downtown Norwich, 10 minutes to Lisbon Landing. Very close to both casinos."
      2
      Flag
    • Gabbysam
      "Nice country roads to walk on the only downside is there aren’t sidewalks. Sometimes cars travel too fast on the back roads"
      2
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    • Yvonne M.
      "this place is very convenient to Mohegan sun and Foxwoods... it is so much fun on the weekends too.. they have the best DJs playing! My friends and i have gone here many many times, and have always had a blast! "
      0
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    • pchao728
      "This area is close to Preston School and the Lisbon Shopping Malls, yet it is quiet and most homes are kept very nice!"
      0
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    • Yvonne M.
      "This place is a blast! Any time... if you want to just relax during the day on the deck, that is always nice.... Thurs, fri & Sat get a little nuts, especially when school is in session! If you are looking for fun, and good food! Come here! I have been here on weekend nights many times in the past..so i actually know. :) "
      0
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    Homes for sale near 39 Doolittle Rd

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    Off Market Homes Near 39 Doolittle Rd

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