101 High Street, Middletown, CT 06457
SOLD
OCT 29, 2025

101 High Street
Middletown, CT 06457

  • 6 Beds
  • 4.5 Baths
  • 5,124 sqft (on 0.75 acres)

$515,000

Last Sold: Oct 29, 2025
6% below list $550K
$101/sqft
Est. Refi. Payment $3,456/mo*
Refinance Your Home

$515,000

Last Sold: Oct 29, 2025
6% below list $550K
$101/sqft
Est. Refi. Payment $3,456/mo*
Refinance Your Home
6 Beds
4.5 Baths
5,124 sqft
(on 0.75 acres)

Local Information

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

Description

Own a piece of Middletown history! This Italianate architecture single family home was originally built in 1880, and gutted down to the studs in 2006 after a fire. It borders beautiful Wesleyan university and is situated on a .75 acre, picturesque lot. The home features a stone and stucco exterior with a gorgeous 2-story foyer with architectural columns, granite floor and grand staircase. The first floor has a family rm. The study, a formal living rm and dining room all with a fireplace. The large eat-in kitchen has its own fireplace, a large island and granite countertops and a wonderful gas stove. The kitchen walks out to a lovely patio. Perfect for dining al fresco! The vaulted ceiling in the family rm lends special interest, as does the wide floor boards. One of the largest bedroom and bath is located in one wing of the house. It can be used as either as the primary beroom or an au pair suite. It has a fireplace and hard wood floors. The bath is spacious with dual sink vanities and a Travertine tiled walk-in shower. The other wing has two levels, one which has another large bedrm, which could also be the primary. There is also an amazing laundry rm on this same floor. The third floor has 5 large rms. Regaring the mechanicals: there is central air, forced air heat on the main floor; Harvey low E tilt-in replacement windows; 200 Amp electrical service and a new furance. Come walk back into a piece of history now with all modern conveniences.
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 29, 2025

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$101/sqft
Listed
180+ days ago

Home Details for 101 High Street

Interior Features

Interior Details
Basement: FullNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5124 Square Feet
Appliances & Utilities
Appliances: Oven/Range, RefrigeratorLaundry: Upper LevelRefrigerator
Heating & Cooling
Heating: Forced Air,Radiant,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt OtherPatio / Porch: PatioFoundation: StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 5124 Square Feet

Property Information

Year Built
Year Built: 1880
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: StuccoNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 2392368

Price & Status

Price
List Price: $550,000Price Per Sqft: $101/sqft
Status Change & Dates
Off Market Date: Tue Sep 30 2025Possession Timing: Neg

Active Status

MLS Status: Closed

Location

Direction & Address
City: Middletown
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 5124 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.75 acres

Miscellaneous

BasementMls Number: 24125379Attic: Finished, Walk-upAbove Grade Unfinished Area: 5124
Last check for updates: about 17 hours ago
Listed by Lisa A. Campo, (860) 604-1347
William Raveis Real Estate, (860) 521-4311
Bought with: Robert Pace, (203) 646-7156, William Raveis Real Estate, (203) 255-6841
Source: Smart MLS, MLS#24125379

Price History for 101 High Street

DatePriceEventSource
10/29/2025$515,000Sold
Smart MLS #24125379
09/16/2025$550,000Listed For SaleSmart MLS #24125379
06/16/2022ListingRemovedBerkshire Hathaway HomeServices New England Properties
06/14/2022$469,000Sold
Smart MLS #170481646
04/25/2022$459,900PendingBerkshire Hathaway HomeServices New England Properties #170481646
04/22/2022$459,900Listed For SaleSmart MLS #170481646
10/01/2004$1,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$14,388
Assessment$369,880
Home facts updated by county records

Comparable Sales for 101 High Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11 Mansfield Terrace, Middletown, CT
0.05
Single-Family Home
$625,000
04/24/26
6
3.5
3,148
33 Bellevue Place, Middletown, CT
0.27
Single-Family Home
$405,000
07/31/25
4
2
2,406
32 Burr Avenue, Middletown, CT
0.29
Single-Family Home
$377,000
05/29/26
4
2
1,854
3 Huber Manor, Middletown, CT
0.05
Single-Family Home
$335,000
02/27/26
3
1.5
1,444
128 Highland Avenue, Middletown, CT
0.42
Single-Family Home
$345,000
12/16/25
5
2
1,744
170 Fowler Avenue, Middletown, CT
1.09
Single-Family Home
$450,000
07/23/25
5
4
2,900
81 Aresco Drive, Middletown, CT
1.10
Single-Family Home
$817,000
01/08/26
4
5
5,282
4 Glynn Avenue, Middletown, CT
0.16
Single-Family Home
$314,000
08/26/25
3
1.5
1,944

Nearby homes

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Assigned Schools

These are the assigned schools for 101 High Street.
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 Middletown

At least 386 Trulia users voted on each feature.

  • 84 % Say it's dog friendly

  • 82 % Say car is needed

  • 74 % Say parking is easy

  • 73 % Say there's holiday spirit

  • 71 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 62 % Say people would walk alone at night

  • 61 % Say streets are well-lit

  • 61 % Say kids play outside

  • 55 % Say it's quiet

  • 52 % Say it's walkable to restaurants

  • 49 % Say there's wildlife

  • 48 % Say neighbors are friendly

  • 42 % Say they plan to stay for at least 5 years

  • 38 % Say it's walkable to grocery stores

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Travis Thomas
    "The people are very very nice. I am very comfortable here . Not afraid to leave the front door open or the slider to the deck"
    0
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  • James.sargeant30
    "My friend lives there she loves it very much good place to live with family everyone works and goes to school"
    0
    Flag
  • Julia Taylor
    "very easy to get to and from work when living in middletown! I work in Cheshire. Just hop onto 691 and in 15 min you’re there. "
    0
    Flag
  • Calm Teacher
    "Good schools for the most part and safe neighborhoods. Students don’t have to wear uniforms. The town has a lot of nice parks. "
    0
    Flag
  • Life Withsymph
    "You get to see the dogs being walked and you can pet them and talk to the owners build bonds , you will be able to see all different types of dogs and mixes "
    0
    Flag
  • Phyloren
    "Watch your children it is not safe. The schools have fights every day. The learning atmosphere is is awful. "
    0
    Flag
  • Kelly Capone
    "I haven’t lived here long and I’m not exactly sure what community events make my neighborhood special. "
    2
    Flag
  • Dlc.marie0816
    "I moved out here in June and I definitely love it.. feels like a nice place for my family, specially my kids"
    0
    Flag
  • Trulia User
    "There are dog parks everywhere, and plenty of places to walk uour dog. Even if you are in an apartment "
    3
    Flag
  • Michael W. W.
    "Wadsworth mansion has many trails. They have several public events in the summer time. There are two other state parks very close that are easily accessible by foot or car. Main Street has many restaurants that offer dine-in, carry out and delivery."
    12
    Flag
  • Joseph V.
    "Middletown is a town that has enjoyable events such as the weekly farmers market the the fall festival and during Christmas time they put up the huge Christmas trees "
    3
    Flag
  • Marquis W. G.
    "My neighborhood is surrounded by semi luxury condos and townhouses full of hard working families. Very family oriented and very peaceful. I love it here!"
    3
    Flag
  • Ishmaila L.
    "Dog owners will like the space made to them to run around and exercise. There are also doggy bags available to help pick up dog waste."
    2
    Flag
  • Marquis W. G.
    "I just moved here recently and I love the community and neighbors. The property is very clean and the neighborhood feels very family oriented "
    0
    Flag
  • Francheska M.
    "Neighbors are very friendly with a really good community sense. Conveniently close to stores and park. "
    0
    Flag
  • Shelby W.
    "The commute downtown on public transportation has changed and not as Easy. Driving downtown is 5-7 minutes. Walking is a half hour. "
    0
    Flag
  • ISA M.
    "School system is awesome in Middletown Ct. You can walk around at night time and still feel safe! I like it that much!"
    0
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  • Sekernan
    "I drive about 7 or 8 miles to work. Traffic depends on day and time of day. Never too bad. Takes 11-15 minutes to get there. I am able to walk to some stores and laundromats in the area, sidewalks make this safe"
    0
    Flag
  • Richard D.
    "The is a walking/biking trail and a dog park. Nice clean areas safe for walking and locations for waste disposal."
    0
    Flag
  • Christina Y.
    "The schools are awesome for elementary and high school and college.The food here in the restaurants are good too."
    2
    Flag
  • Chelsea C.
    "it’s good but I drive there’s never much traffic which is good and easy to get to work and drive kids to school"
    1
    Flag
  • Michelle E. B.
    "my neighborhood has access to transportation, stores, schools, hospital and is close to downtown. "
    1
    Flag
  • Marisa
    "commute is pretty good, surrounded by plenty of stores and easy access to many restaurants and everything one could need"
    0
    Flag
  • Trevor N.
    "We live near wadsworth mansion so they often have public concerts, vendors, ect. Snow school is right down the road as well. "
    1
    Flag
  • Marisa
    "i think it’s a great place to own a dog .. i have a chocolate lab myself and their are tons of sidewalks and a bike trail as well. everyone’s pretty friendly & clean up after their dogs as well"
    0
    Flag
  • Frankie T.
    "Lots of pups here in Middletown and even some dog-friendly restaurant patios! Our dog loves the walkable North End."
    1
    Flag
  • Molinaronijhana
    "We have bike shows, Christmas carriage rides and a huge tree for Christmas, trick or treating on main st and a wonderful YMCA "
    1
    Flag
  • Shellycato19
    "A lot of dogs living in the area. Not a lot of places to really run, but nice places to take a long and peaceful walk. Unfortunately a lot of owners don’t clean up after their dogs, but it’s starting g to get a little better. Overall a decent place to have pups. "
    1
    Flag
  • Shewarrens
    "It’s a beautiful place to live , It’s a very nice place to grow your kids there’s of restaurant and park and transportation if you don’t drive"
    2
    Flag
  • Asweetrdrm
    "It's a good place to live, low crime rate. Neighbors are friendly. Plenty of kids and close to schools"
    1
    Flag
  • Kurt.r.wentzell
    "There’s not a lot of traffic on my street. A lot of the neighbors have dogs and you always see people walking their dogs on leashes. There’s also a park just down the street."
    1
    Flag
  • Qcockrell
    "more activities for the kids to keep them busy and there need to be more job opportunities for the ones that are looking for a job"
    1
    Flag
  • Lisa C.
    "the neighborhood is a private road with only 1 way in/out. everyone knows everyone. no crime all neighbors have lived here since 1950s and passed houses down through generations. the elementary school is in walking distance safe neighborhood where children could play in the road and not have to worry about traffic"
    2
    Flag
  • Wolver1068.jb
    "We have a great town to raise children in and is rated one of top towns in the United States for raising children. Lots of his Tory in town and the surrounding areas. Great place to have a family vacation!"
    0
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  • Alnoor R.
    "Decent schools,safe, plenty of kid friendly space. Property taxes are high in CT. Job marked is tepid at best"
    0
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  • Jagalpure.prafull
    "Nice city and nebourhood. Good parks nearby. very well connected to major highways. Boston and New York are nearest best cities to explore. "
    0
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  • Brian
    "great central location in CT, close to downtown and highways. quiet neighborhood, but properties very close together"
    0
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  • Kathy
    "Best restaurant and nightlife scene in the area. outstanding, unique restaurants and small businesses. Plenty of daytime family events on Main street like car shows, bike shows, Christmas tree lighting. Vibrant, diverse community in a college town with a lot of great history that is still celebrated."
    0
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  • Mhasbro13
    "I’ve lived in this community for 4 years. I love the amenities offered to us. My neighbors are very friendly. Most everyone will say hello when they see you, even if they don’t know you. Great place to liven."
    0
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  • Leonardo V.
    "It is a very safe place to live..also shopping is close. The neighbors are friendly and very courteous.."
    0
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Off Market Homes Near 101 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 101 High Street

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101 High Street, Middletown, CT 06457 is a 6 bedroom, 5 bathroom, 5,124 sqft single-family home built in 1880. This property is not currently available for sale. 101 High Street was last sold on Oct 29, 2025 for $515,000 (6% lower than the asking price of $550,000). The current Trulia Estimate for 101 High Street is $708,100.