5 Pennywise Ln, Ledyard, CT 06339
Property image
Property image
OFF MARKET

5 Pennywise Ln
Ledyard, CT 06339

  • 3 Beds
  • 1 Bath
  • 1,200 sqft (on 0.28 acres)

$354,700

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,384/mo*
Refinance Your Home

$354,700

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,384/mo*
Refinance Your Home
3 Beds
1 Bath
1,200 sqft
(on 0.28 acres)

Local Information

  • Map ViewExplore the area around 5 Pennywise Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1962
Lot Size
0.28 acres
Living Area
1,200 sqft
Price/Sqft
$296

About this House

Great Starter or Retirement home located in the Highlands section of Ledyard. ALL Financing Types welcome. Newer Kitchen, Roof, Windows, Slider, and Central Air. Fenced in Yard for your pup. Large deck with built in seating. Garden area for your Spring and Summer Veggies. Good sized Shed for lawn equipment, and 1 car garage with attic access for extra storage. Formal Dining area, Kitchen Island with seating, Tiled Bath and Kitchen. Hard-wired for generator. Level yard and driveway, and walking distance to convenience store, pizza, etc. and wide streets make this neighborhood great for those after dinner walks. 16 MINUTES to EB/PFIZER, 14 MINUTES to SUBBASE.VA/CHFA/USDA/FHA/HFA Financing Available!
5 Pennywise Ln, Ledyard, CT 06339 is a 3 bedroom, 1 bathroom, 1,200 sqft single-family home built in 1962. It last sold for $175,000 on Jun 3, 2016. It is currently off market. The Trulia Estimate is $354,700, with a rent estimate of $2,495/month.

Home Details for 5 Pennywise Ln

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price History for 5 Pennywise Ln

DatePriceEventSource
06/03/2016$175,000Sold
Smart MLS #E10110755
04/13/2016$180,000PendingAgent Provided
02/20/2016$180,000Listed For SaleAgent Provided
03/24/1998$97,500Sold
N/A

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$5,000
Assessment$131,670
Home facts updated by county records

Comparable Sales for 5 Pennywise Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Sachem Lane, Ledyard, CT
0.18
Single-Family Home
$333,000
01/06/26
3
1.5
1,104
14 Pennywise Lane, Ledyard, CT
0.08
Single-Family Home
$365,000
04/23/26
3
1.5
1,040
27 Highland Drive, Ledyard, CT
0.50
Single-Family Home
$245,000
06/24/26
3
1
1,200
50 Highland Drive, Ledyard, CT
0.60
Single-Family Home
$325,000
09/02/25
3
1
1,200
12 Cartridge Trail, Ledyard, CT
0.50
Single-Family Home
$319,000
12/12/25
3
1.5
1,028
62 Highland Drive, Ledyard, CT
0.57
Single-Family Home
$373,000
04/14/26
3
1
1,200
8 Powder Horn Lane, Ledyard, CT
0.41
Single-Family Home
$380,000
11/17/25
3
1.5
1,988
32 Highland Drive, Ledyard, CT
0.56
Single-Family Home
$385,000
07/16/26
3
1.5
1,868
146 Gallup Hill Road, Ledyard, CT
0.36
Single-Family Home
$330,000
11/18/25
2
1
806
155 Iron Street, Ledyard, CT
1.13
Single-Family Home
$175,000
01/30/26
3
1
1,024

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Pennywise Ln.
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
    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
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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 5 Pennywise Ln

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Off Market Homes Near 5 Pennywise Ln

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Frequently asked questions about 5 Pennywise Ln

  • What is 5 Pennywise Ln estimated to be worth?
    Trulia's estimated value for 5 Pennywise Ln in Ledyard, CT is $354,700.
  • What is the price history for 5 Pennywise Ln?
    5 Pennywise Ln in Ledyard, CT last sold for $175,000 in June 2016.
  • 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.
  • How big is the lot at 5 Pennywise Ln?
    The lot at 5 Pennywise Ln in Ledyard, CT is about 0.28 acres (12,197 sq ft).