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

$391,700

Trulia Estimate
  • 4 Beds
  • 1.5 Baths
  • 1,796 sqft (on 0.39 acres)

44 Highland Dr, Ledyard, CT 06339

Est. Refi. Payment $2,761/mo*
Refinance Your Home
Currently Off Market - Sold Oct 27, 2016 for $166,513

Home Value

Trulia Estimate
$392K
Since last month
Decreased$7K (-1.8%)
Since last year
Increased$22K (+6%)
Since last sale
Increased$225K (+135.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +148% in the last 10 years
MonthEstimated value
2026
September 2026$392K
August 2026$399K
July 2026$402K
June 2026$403K
May 2026$402K
April 2026$389K
March 2026$377K
February 2026$371K
January 2026$356K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
77 Town Farm Rd, Ledyard, CT
0.35
Single-Family Home
$190,000
08/25/26
3
2
1,954
32 Highland Drive, Ledyard, CT
0.11
Single-Family Home
$385,000
07/16/26
3
1.5
1,868
27 Highland Drive, Ledyard, CT
0.16
Single-Family Home
$245,000
06/24/26
3
1
1,200
12 Cartridge Trail, Ledyard, CT
0.13
Single-Family Home
$319,000
12/12/25
3
1.5
1,028
41 Meeting House Ln, Ledyard, CT
0.50
Single-Family Home
$200,000
08/03/26
4
2
1,028
8 Powder Horn Lane, Ledyard, CT
0.29
Single-Family Home
$380,000
11/17/25
3
1.5
1,988
15 Country Club Drive, Ledyard, CT
0.17
Single-Family Home
$453,000
06/09/26
4
3
2,550
62 Highland Drive, Ledyard, CT
0.16
Single-Family Home
$373,000
04/14/26
3
1
1,200
123 Meeting House Ln, Ledyard, CT
0.25
Single-Family Home
$382,500
03/17/26
3
2
1,464
17 Meeting House Lane, Ledyard, CT
0.40
Single-Family Home
$405,000
08/31/26
3
1.5
1,508

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
46 Highland Drive, Ledyard, CT 06339
0.02
$421,200
4
2
2,431
Off Market
50 Highland Drive, Ledyard, CT 06339
0.06
$349,000
3
1
1,200
Off Market
32 Highland Drive, Ledyard, CT 06339
0.11
$385,000
3
1.5
1,868
Recently Sold
31 Town Farm Road, Ledyard, CT 06339
0.12
$485,200
4
3
2,405
Off Market
12 Cartridge Trail, Ledyard, CT 06339
0.13
$319,000
3
1.5
1,028
Recently Sold
13 Cartridge Trail, Ledyard, CT 06339
0.13
$373,300
3
2
1,362
Off Market
27 Highland Drive, Ledyard, CT 06339
0.16
$245,000
3
1
1,200
Recently Sold
11 Country Club Drive, Ledyard, CT 06339
0.16
$414,000
3
1.5
1,788
Off Market
60 Highland Drive, Ledyard, CT 06339
0.15
$395,600
4
2
1,844
Off Market
15 Country Club Drive, Ledyard, CT 06339
0.17
$453,000
4
3
2,550
Recently Sold
62 Highland Drive, Ledyard, CT 06339
0.16
$373,000
3
1
1,200
Recently Sold
6 Cartridge Trail, Ledyard, CT 06339
0.18
$435,900
3
2.5
1,668
Off Market

Local Information

  • Map ViewExplore the area around 44 Highland Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1963
0.39 acre lot
1,796 sqft
$218/sqft

About this House

Four Bedroom raised ranch with hardwood floors, a remodeled kitchen and updated bathrooms. Vaulted ceilings and large living room picture window. The main floor includes three bedrooms as well as one full bathroom and one half bathroom. The lower level is partially finished and is included in the square footage. It includes a family room with wood stove and the fourth bedroom and laundry room/storage room. The lower level also includes an additional room that is perfect for an office space. Situated on a 0.39 acre level lot in an established neighborhood. The back yard is fenced in.
44 Highland Dr, Ledyard, CT 06339 is a 4 bedroom, 2 bathroom, 1,796 sqft single-family home built in 1963. It last sold for $166,513 on Oct 27, 2016. More recently, it was listed as a rental in April 2015 with an asking price of $1,650 per month. That rental listing was removed on June 1, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $391,700, with a rent estimate of $3,234/month.

Home Details for 44 Highland Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8Types of Rooms: Dining Room
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
DishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.39 acres

Price and Tax history

DateEventPrice
Oct 27, 2016
Source: Smart MLS #G10136837
Sold
$166,513
Jul 20, 2016
Source: Agent Provided
Pending
$159,900
Jul 19, 2016
Source: Agent Provided
PendingToActive
$159,900
Jun 13, 2016
Source: Agent Provided
Pending
$159,900
May 20, 2016
Source: Agent Provided
Listed For Sale
$159,900

Market trends in Ledyard

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$424K
$10KMoM
Sale-to-List Price
101.5%
0.7%MoM
Price per sq ft
$254
$4MoM
Available listings
37
4MoM

Around this home

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
    Flag
  • Dndfqsjdpt
    "Great neighborhood for kids to grow up in…. Good schools and lots of outdoor activities for kids and adults…"
    0
    Flag
  • Aaron DePoala
    "Gales Ferry and Ledyard have a great culture for raising a family. "
    0
    Flag
  • 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
    Flag
  • Arecibena_ausentepr
    "Great neighborhood, pharmacy, restaurants, post office, gas station, stores."
    0
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 44 Highland Dr

  • What is 44 Highland Dr estimated to be worth?
    Trulia's estimated value for 44 Highland Dr in Ledyard, CT is $391,700.
  • What is the price history for 44 Highland Dr?
    44 Highland Dr in Ledyard, CT last sold for $166,513 in October 2016.
  • Is Ledyard a buyer's or seller's market?
    Ledyard is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Ledyard?
    The median sale price in Ledyard is $424K. That is up $10K from the prior month.
  • How big is the lot at 44 Highland Dr?
    The lot at 44 Highland Dr in Ledyard, CT is about 0.39 acres (16,988 sq ft).

Explore by feature - Air Conditioning

6 rentals with air conditioning in Ledyard, CT

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