53 High Street, Middlefield, CT 06455
OFF MARKET

53 High Street
Middlefield, CT 06455

  • 2 Beds
  • 1 Bath
  • 1,080 sqft (on 0.28 acres)

$370,800

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $2,512/mo*
Refinance Your Home

$370,800

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $2,512/mo*
Refinance Your Home
2 Beds
1 Bath
1,080 sqft
(on 0.28 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Here's your chance to own a piece of history! Welcome to the Historic Martin Moon House in beautiful Middlefield! This quintessential New England Colonial is nestled in a conveniently location with access shopping, highways and many amenities and activities. Situated on a level backyard, this home is perfect for entertaining, with an iconic red barn as a backdrop that provides for extra storage. The spacious front-to-back living room is bright and light and ideal for entertaining, with a new, cozy fireplace insert. The first floor also includes a lovely kitchen and dining area with potential for a first floor powder room. The kitchen features new stainless appliances with granite countertops. The second level boasts a large primary bedroom and a spacious second bedroom. The nicely appointed full bathroom includes a new granite counter vanity. This is your chance to live near Lake Beseck, Powder Ridge Ski Mountain Park and Resort, Lyman Orchards Golf Club, Indian Spring Golf Course, Wadsworth Falls and many hiking trails. Don't miss out on this lovely "must see" home! Book your tour today!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 01, 2024

Home Highlights

Parking
None
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 53 High Street

Interior Features

Interior Details
Basement: Full,Unfinished,Sump Pump,Storage Space,Hatchway Access,Interior Entry,Dirt FloorNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1080 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Steam,Oil,WoodHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Steam
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Masonry, StoneNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1080 Square Feet

Property Information

Year Built
Year Built: 1866
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Shingle Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1000708

Price & Status

Price
List Price: $345,000
Status Change & Dates
Off Market Date: Fri May 17 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Middlefield
School Information
Elementary School: John LymanHigh School: Coginchaug Regional

Building

Building Area
Building Area: 1080 Square Feet

Community

Community Features: Golf, Lake, Library, Park, Putting Green, Stables/Riding

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Miscellaneous

BasementMls Number: 24005028Attic: Walk-upAbove Grade Unfinished Area: 1080

Additional Information

GolfLakeLibraryParkPutting GreenStables/Riding
Last check for updates: about 4 hours ago
Listed by Bonnie Leavy, (203) 779-9872
Berkshire Hathaway NE Prop., (203) 245-3100
Bought with: Noah Gates, (203) 464-7429, Real Broker CT, LLC, (855) 450-0442
Source: Smart MLS, MLS#24005028

Price History for 53 High Street

DatePriceEventSource
06/26/2024$335,000Sold
Smart MLS #24005028
05/19/2024$345,000ContingentBerkshire Hathaway HomeServices New England Properties #24005028
05/10/2024$345,000PriceChange
Smart MLS #24005028
03/22/2024$355,000Listed For SaleSmart MLS #24005028
10/28/2022$170,000Sold
Smart MLS #170511485
10/01/2022$169,000ContingentSmart MLS #170511485
09/01/2022$169,000PriceChange
Smart MLS #170511485
08/08/2022$180,000Listed For SaleSmart MLS #170511485
11/28/2016$205,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$4,083
Assessment$137,000
Home facts updated by county records

Comparable Sales for 53 High Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Lakeview Place, Middlefield, CT
0.16
Single-Family Home
$291,500
05/01/26
2
1
756
51 Lake Shore Drive, Middlefield, CT
0.53
Single-Family Home
$324,000
09/19/25
2
1
1,258
15 Seneca Road, Middlefield, CT
0.66
Single-Family Home
$331,000
06/26/25
2
1
883
10 Massasoit Road, Middlefield, CT
0.62
Single-Family Home
$285,000
10/10/25
2
1
672
110 Lake Shore Drive, Middlefield, CT
0.52
Single-Family Home
$421,000
11/06/25
3
1
624
239 Baileyville Road, Middlefield, CT
0.37
Single-Family Home
$310,000
09/18/25
2
1.5
610
87 Lake Shore Drive, Middlefield, CT
0.52
Single-Family Home
$307,000
09/27/25
2
1
760
45 Dwight Road, Middlefield, CT
0.31
Single-Family Home
$475,000
04/27/26
3
1.5
1,554
14 Mattabeseck Road, Middlefield, CT
0.68
Single-Family Home
$289,900
01/23/26
1
1
780

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Assigned Schools

These are the assigned schools for 53 High Street.
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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 Middlefield

At least 15 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 93 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 84 % Say parking is easy

  • 83 % Say people would walk alone at night

  • 81 % Say there's wildlife

  • 76 % Say kids play outside

  • 75 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 58 % Say they plan to stay for at least 5 years

  • 50 % Say there are community events

  • 39 % Say it's walkable to restaurants

  • 19 % Say streets are well-lit

  • 12 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Christina
    "Great area to walk dogs and meet other dogs. We have a dog park as well and lots of walking and hiking trails "
    0
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  • Kelican8621
    "Lived here for 7-8 years. Elementary through high school years actually. Great place to grow up and raise a family. The park in the center of town is well maintained and continually is adding additional activities for the community "
    1
    Flag
  • Mazie123b
    "Middlefield is a great town. Everyone is very friendly and neighborly and it is overall a safe place to live. "
    1
    Flag
  • Beannbeann
    "Great neighborhood. Every one is friendly. Nice area to take walks. No car traffic. And only a few miles from shopping. "
    1
    Flag
  • Beannbeann
    "Great area to walk your dog around and there’s a dog park within two miles from this area by the lake"
    0
    Flag
  • Beannbeann
    "Great small town to raise children. Close to shopping and highways but far enough away that you feel your living in the country. "
    0
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  • Beannbeann
    "I’ve lived in this neighborhood for 18 years now and it’s great. Friendly neighbors. Houses are close enough to walk from house to house but most properties are at least a half acre or more. Great area for kids to grow up in. "
    0
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  • Mazie B.
    "People are constantly walking their dogs around the neighborhood. There are no sidewalks, but there are plenty of nice, quiet, open streets. "
    0
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  • Debi W.
    "Lived here almost all my life - love small-town living! You can always count on your neighbors to be there for you. Quiet and tranquil - but close to big cities!"
    3
    Flag
  • Lisareed2018
    "My family has lived in this town for more than 100 years. I love this little town. Good schools, great homeownership ratio, nice homes with good sized yards, skiing, recreation, nestled in the country, but close enough to cities, too! "
    0
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Homes for sale near 53 High Street

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Off Market Homes Near 53 High Street

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Homes for rent near 53 High Street

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53 High Street, Middlefield, CT 06455 is a 2 bedroom, 1 bathroom, 1,080 sqft single-family home built in 1866. This property is not currently available for sale. 53 High Street was last sold on Jun 26, 2024 for $335,000 (3% lower than the asking price of $345,000). The current Trulia Estimate for 53 High Street is $370,800.