53 Highland Dr, Ledyard, CT 06339
Property image
Property image
OFF MARKET

53 Highland Dr
Ledyard, CT 06339

  • 3 Beds
  • 1.5 Baths
  • 1,028 sqft (on 0.34 acres)

$379,900

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,548/mo*
Refinance Your Home

$379,900

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,548/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,028 sqft
(on 0.34 acres)

Local Information

  • Map ViewExplore the area around 53 Highland Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1964
Lot Size
0.34 acres
Living Area
1,028 sqft
Price/Sqft
$370

About this House

This single-family home is located at 53 Highland Dr, Ledyard, CT. 53 Highland Dr is in Ledyard, CT and in ZIP code 06339. This property has 3 bedrooms, 2 bathrooms and approximately 1,028 sqft of floor space. This property has a lot size of 0.34 acres and was built in 1964.
53 Highland Dr, Ledyard, CT 06339 is a 3 bedroom, 2 bathroom, 1,028 sqft single-family home built in 1964. It last sold for $290,000 on Oct 31, 2022. It is currently off market. The Trulia Estimate is $379,900, with a rent estimate of $2,654/month.

Home Details for 53 Highland Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Dining RoomCeiling Fan
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylLawnPatio
Parking & Garage
Parking Spaces: 3

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.34 acres

Price History for 53 Highland Dr

DatePriceEventSource
10/31/2022$290,000Sold
Smart MLS #170519604
09/06/2022$269,900ContingentSmart MLS #170519604
08/28/2022$269,900Listed For SaleSmart MLS #170519604
12/02/2020$229,900Sold
N/A
09/17/2020$142,000Sold
N/A
12/23/2004$200,000Sold
Smart MLS #E153337

Market trends in Ledyard

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36
7MoM
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Property Tax and Assessment

Year2025
Tax$4,835
Assessment$127,330
Home facts updated by county records

Comparable Sales for 53 Highland Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 Cartridge Trail, Ledyard, CT
0.12
Single-Family Home
$319,000
12/12/25
3
1.5
1,028
50 Highland Drive, Ledyard, CT
0.05
Single-Family Home
$325,000
09/02/25
3
1
1,200
27 Highland Drive, Ledyard, CT
0.17
Single-Family Home
$245,000
06/24/26
3
1
1,200
62 Highland Drive, Ledyard, CT
0.08
Single-Family Home
$373,000
04/14/26
3
1
1,200
32 Highland Drive, Ledyard, CT
0.15
Single-Family Home
$385,000
07/16/26
3
1.5
1,868
14 Pennywise Lane, Ledyard, CT
0.48
Single-Family Home
$365,000
04/23/26
3
1.5
1,040
123 Meeting House Ln, Ledyard, CT
0.23
Single-Family Home
$382,500
03/17/26
3
2
1,464
5 Sachem Lane, Ledyard, CT
0.49
Single-Family Home
$333,000
01/06/26
3
1.5
1,104
8 Powder Horn Lane, Ledyard, CT
0.28
Single-Family Home
$380,000
11/17/25
3
1.5
1,988
61 Town Farm Road, Ledyard, CT
0.30
Single-Family Home
$335,000
12/08/25
3
1.5
1,301

Nearby homes

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Assigned Schools

These are the assigned schools for 53 Highland Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Ledyard

At least 70 Trulia users voted on each feature.

  • 96 % Say car is needed

  • 90 % Say parking is easy

  • 87 % Say there's wildlife

  • 81 % Say yards are well-kept

  • 79 % Say it's dog friendly

  • 74 % Say there's holiday spirit

  • 72 % Say people would walk alone at night

  • 69 % Say kids play outside

  • 66 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 39 % Say they plan to stay for at least 5 years

  • 25 % Say there are community events

  • 17 % Say it's walkable to restaurants

  • 17 % Say it's walkable to grocery stores

  • 16 % Say there are sidewalks

  • 13 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Frederic Allyn Iii
    "I’ve lived in Ledyard for 40 years. It’s a great town with many kind people and is generally safe. There is no public transportation."
    0
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  • Dndfqsjdpt
    "Great neighborhood for kids to grow up in…. Good schools and lots of outdoor activities for kids and adults…"
    0
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  • Aaron DePoala
    "Gales Ferry and Ledyard have a great culture for raising a family. "
    0
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  • Dcutillo45
    "I work at the Base, so it's like 10 minutes. so that means I have a good commute from home and back."
    1
    Flag
  • Rachel C. A.
    "Friendly, small town, old school vibes. Kids riding bikes through neighborhoods etc. quiet, low crime. "
    1
    Flag
  • Black C.
    "There is no grocery store, not enough sidewalks, it could use more restaurants. Route 12 can be very busy."
    0
    Flag
  • Ct.academy
    "I live here and have lived here for almost my entire life. Good people with warm welcoming hearts. These are the roots "
    4
    Flag
  • TomSubscription
    "Easy 18 minutes to Mystic, mostly wooded drive. Rarely are there traffic issues. It’s a quiet place in general. "
    3
    Flag
  • Brittney
    "the schools are great and the locals are very welcoming to new familes! Ledyard is a place where you can be as active as you want to be. "
    0
    Flag
  • DMerr
    "Ledyard Center Farmer’s Market, parades, Holliday celebrations make Ledyard a special place to live and raise a family."
    2
    Flag
  • Susan C.
    "No sidewalk. Too many people allow dogs to roam. Easy roads to walk due to being a large housing development. "
    1
    Flag
  • Ceasteele
    "Kid friendly, awesome school district! Good rec program. schools recently updated. great pediatric group in Gales Ferry"
    2
    Flag
  • Margaretblevins
    "It's diverse with young and old, couples and singles, mostly we stay to ourselves but know a neighbor or two that we chat with occasionally. "
    1
    Flag
  • Margaretblevins
    "I have lived here for ten years. It's a great town. Schools are wonderful. It's family oriented. People are nice."
    0
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  • Arecibena_ausentepr
    "Great neighborhood, pharmacy, restaurants, post office, gas station, stores."
    0
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  • Rich A.
    "I lived here going on 9 years and love it's location and how close everything is walking distance including banks,resturants,library,post office,park,shopping plaza,tennis and basketball court and so much more. A great walking neighborhood also a safe and quiet area."
    0
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  • Joe M.
    "Great area with plenty to do! Centrally located next to several highways so that you are close to all that Connecticut offers yet can have some privacy/ room between you and your neighbor!"
    0
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Apartments for Rent

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Homes for sale near 53 Highland Dr

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Off Market Homes Near 53 Highland Dr

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Frequently asked questions about 53 Highland Dr

  • What is 53 Highland Dr estimated to be worth?
    Trulia's estimated value for 53 Highland Dr in Ledyard, CT is $379,900.
  • What is the price history for 53 Highland Dr?
    53 Highland Dr in Ledyard, CT last sold for $290,000 in October 2022.
  • Is Ledyard a buyer's or seller's market?
    Ledyard is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Ledyard?
    Residents describe Ledyard, CT as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Ledyard, CT.
  • Does 53 Highland Dr have laundry facilities?
    Yes, 53 Highland Dr in Ledyard, CT has in-unit laundry.
  • How big is the lot at 53 Highland Dr?
    The lot at 53 Highland Dr in Ledyard, CT is about 0.34 acres (14,810 sq ft).