65 Jackson Hill Road, Middlefield, CT 06455
OFF MARKET

$567,400

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,291 sqft (on 3.04 acres)

65 Jackson Hill Road, Middlefield, CT 06455

Refinance Your Home
Currently Off Market - Sold Dec 10, 2024 for $496,000

Home Value

Trulia Estimate
$567K
Since last month
Increased$9K (+1.7%)
Since last year
Increased$58K (+11.4%)
Since last sale
Increased$75K (+15.1%)
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 +78% in the last 10 years
MonthEstimated value
2026
September 2026$571K
August 2026$562K
July 2026$555K
June 2026$545K
May 2026$534K
April 2026$540K
March 2026$544K
February 2026$535K
January 2026$528K
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
29 Jackson Hill Road, Middlefield, CT
0.14
Single-Family Home
$775,000
09/04/26
4
4
4,718
25 Pleasant View Drive, Middletown, CT
0.82
Single-Family Home
$468,000
08/21/26
3
2
2,030
23 Wildwood Acres, Middlefield, CT
0.85
Single-Family Home
$501,000
08/31/26
4
2.5
3,425
68 Pleasant View Drive, Middletown, CT
0.75
Single-Family Home
$530,000
06/01/26
3
2.5
3,369
53 Cedar Street, Rockfall, CT
0.86
Single-Family Home
$551,000
06/30/26
3
2
1,792
270 Higby Road, Middletown, CT
1.02
Single-Family Home
$600,000
04/29/26
4
2.5
2,844
135 Harvest Woods Road, Rockfall, CT
0.91
Single-Family Home
$645,000
09/25/25
4
3.5
3,212
161 Peters Lane, Rockfall, CT
0.63
Single-Family Home
$401,000
10/10/25
2
2
1,208
390 Ballfall Road, Middletown, CT
1.27
Single-Family Home
$400,000
07/27/26
3
2.5
2,092

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
29 Jackson Hill Road, Middlefield, CT 06455
0.14
$775,000
4
4
4,718
Recently Sold
Address Not Disclosed, Rockfall, CT 06481
0.23
$451,100
3
2.5
1,588
Off Market
52 Woodland Heights, Rockfall, CT 06481
0.25
$451,500
3
1.5
2,052
Off Market
2 Oxford Drive, Middlefield, CT 06455
0.29
$392,100
3
1
1,576
Off Market
Address Not Disclosed, Rockfall, CT 06481
0.29
$398,000
3
2
1,332
Off Market
Address Not Disclosed, Rockfall, CT 06481
0.29
$433,100
3
1.5
1,544
Off Market
10 Crestview Drive #10, Middlefield, CT 06455
0.29
$646,300
3
2.5
3,280
Off Market
10 Crestview Drive #10, Rockfall, CT 06481
0.31
$660,000
3
2.5
3,280
Recently Sold
2 Crestview Drive #2, Rockfall, CT 06481
0.32
$673,800
2
2.5
3,472
Off Market
Address Not Disclosed, Rockfall, CT 06481
0.38
$429,100
3
2.5
1,296
Off Market
8 Crestview Drive #8, Middlefield, CT 06481
0.38
$514,100
3
2
1,717
Off Market

Local Information

  • Map ViewExplore the area around 65 Jackson Hill Road.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1945
3.04 acre lot
2,291 sqft
$248/sqft
2 Car Garage

About this House

What's unique:All stone fireplaceSecond beautiful stone fireplaceProfessionally landscaped gardensSurrounded by beautiful sceneryOversize windowsOversize primary bedroom
Welcome to your very own private estate! Nestled in a tranquil setting this unique single-family home has it all. This 3.04- acre lot is surrounded by beautiful scenery, professionally landscaped gardens and an inviting pool area with its very own pool house. Step inside to an elegant living space where living, dining and kitchen all come together to make a great space for entertaining or holiday events. Get cozy in your living room with a beautiful all stone fireplace, a great spot to unwind and take in the beautiful views. Oversize windows in this home let in lots of natural light. Step downstairs to the basement where you will find another large living space with bathroom and your second beautiful stone fireplace. So many places to relax and unwind in this gorgeous home. Oversize primary bedroom with bathroom overlooking a beautiful backyard garden and pond. All this luxury but still conveniently located near major highways with dining and shopping nearby. Powder Ridge Ski Resort and Lyman Orchards minutes away! Don't miss the opportunity to take a look at this very unique one-of-a-kind home! Sold AS IS
65 Jackson Hill Road, Middlefield, CT 06455 is a 4 bedroom, 4 bathroom, 2,291 sqft single-family home built in 1945. It last sold for $496,000 on Dec 10, 2024 (6% below the $530,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $567,400, with a rent estimate of $5,395/month.
Last check for updates: about 2 hours ago
Listed by Josephine Polletta, (203) 707-6609
Mapleridge Realty, (203) 725-7004
Tommy Dorso, (203) 725-7004
Mapleridge Realty, (203) 725-7004
Bought with: Rod Cross, (203) 240-1577, William Raveis Real Estate, (203) 453-0391
Source: Smart MLS, MLS#24045485

Home Details for 65 Jackson Hill Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 2291 Square Feet
Appliances & Utilities
Appliances: Electric Range, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine CoolerDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: ShingleFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Pool
Pool: In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2291 Square Feet

Property Information

Year Built
Year Built: 1945
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: StoneNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1001849

Price & Status

Price
List Price: $530,000
Status Change & Dates
Off Market Date: Fri Nov 08 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Agent Information

Buyer Agent
Buyer Company Name: The One Team At William Raveis Real Estate

Building

Building Area
Building Area: 2291 Square Feet

HOA

No HOA

Lot Information

Lot Area: 3.04 Acres

Miscellaneous

BasementMls Number: 24045485Attic: Pull Down StairsAbove Grade Unfinished Area: 2291

Price and Tax history

DateEventPrice
Dec 10, 2024
Source: Smart MLS #24045485
Sold
$496,000
Nov 14, 2024
Source: Smart MLS #24045485
Pending
$530,000
Oct 22, 2024
Source: Smart MLS #24045485
PriceChange
$530,000
Price decreased by 3%
Oct 3, 2024
Source: Smart MLS #24045485
PriceChange
$549,000
Price decreased by 8%
Sep 11, 2024
Source: Smart MLS #24045485
Listed For Sale
$599,900

Market trends in Middlefield

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
14
5MoM

Around this home

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 65 Jackson Hill Road

  • What is 65 Jackson Hill Road estimated to be worth?
    Trulia's estimated value for 65 Jackson Hill Road in Middlefield, CT is $567,400.
  • What is the price history for 65 Jackson Hill Road?
    65 Jackson Hill Road in Middlefield, CT last sold for $496,000 in December 2024.
  • Is Middlefield a buyer's or seller's market?
    Middlefield is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Middlefield?
    Residents describe Middlefield, CT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Middlefield, CT.
  • Does 65 Jackson Hill Road have air conditioning?
    Yes, 65 Jackson Hill Road in Middlefield, CT has air conditioning.
  • Does 65 Jackson Hill Road have a pool?
    Yes, 65 Jackson Hill Road in Middlefield, CT has a pool.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 65 Jackson Hill Road

Skip to last item
Skip to first item

Homes for sale near 65 Jackson Hill Road

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item