Moving to Middlefield CT | real estate for sale in Middlefield Connecticut | Property Statistics of living in Middlefield

Middlefield offers a blend of rural charm and accessibility, with housing ranging from modest single-family homes to larger custom-built residences. The town remains relatively small and retains a distinctly residential character. Real estate values benefit from limited inventory and proximity to both Middletown and major transportation corridors. Buyers are often attracted by the combination of affordability, scenic surroundings, and community stability.

Current Real Estate Statistics for Homes in Middlefield CT as of Saturday, August 8, 2026
14 Active Homes Listed
32 Avg. DOM
$233 Avg. $ / Sq.Ft.
$499900 Med. List Price
7/31/2026 4:05:02 AM
Active
41 Harvest Wood Road Middlefield CT
41 Harvest Wood Road

Middlefield, Connecticut 06481

$625,000 | Active

4 Beds | 3 Baths | 2778 Sqft | 0.819 Acres | 0 Days on Market

Property Type: Single Family For Sale

Nestled back from the road in a serene, private setting, this impeccably maintained and professionally landscaped 4-bedroom, 2 1/2-bath Colonial offers the perfect blend of comfort, elegance, and privacy. The sunken living room features a stunning stone fireplace with a majestic ...

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7/31/2026 4:05:02 AM
Active
29 Jackson Hill Road Middlefield CT
29 Jackson Hill Road

Middlefield, Connecticut 06455

$750,000 | Active

4 Beds | 5 Baths | 4718 Sqft | 1.16 Acres | 0 Days on Market

Property Type: Single Family For Sale

Exceptional custom built home tucked away at the end of a private enclave of only four custom homes. This thoughtfully designed residence offers over an acre of privacy, oversized living spaces, handcrafted millwork, solid six-panel doors, hardwood floors, and insulated interior ...

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7/30/2026 3:39:58 PM
Active
121 Powder Hill Road Middlefield CT
121 Powder Hill Road

Middlefield, Connecticut 06455

$329,900 | Active

3 Beds | 2 Baths | 1642 Sqft | 1.51 Acres | 1 Days on Market

Property Type: Single Family For Sale

Opportunity awaits at 121 Powder Hill Road! This classic Colonial offers 3 bedrooms, 1 full bath, and approximately 1,642 square feet of living space. Situated on a spacious lot in Middlefield, this property is in need of renovation and is being sold strictly as - is. The home of...

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7/28/2026 4:45:00 PM
Active
2 Ballfall Road Middlefield CT
2 Ballfall Road

Middlefield, Connecticut 06481

$299,000 | Active

3 Beds | 2 Baths | 1440 Sqft | 0.84 Acres | 3 Days on Market

Property Type: Single Family For Sale

Handyman special. This home has good bones, hardwood floors throught, it needs exterior pain, interior paint, updating and remodeling but will be a really nice solid home when its done. Located in Middlefield! Large private yard. Being sold as is....

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7/26/2026 10:05:09 PM
Active
28 Kickapoo Road Middlefield CT
28 Kickapoo Road

Middlefield, Connecticut 06455

$250,000 | Active

1 Beds | 1 Baths | 876 Sqft | 0.17 Acres | 47 Days on Market

Property Type: Single Family For Sale

ATTENTION ALL INVESTORS AND RENOVATION SPECIALISTS- Being sold AS IS. This is a Year-round ranch in the desirable Beseck Lake community offering water views and access to the lake, beach, and boat launch. The town shows this as a one bedroom home that features an eat-in kitchen, ...

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7/24/2026 11:41:05 PM
Under Contract CTS
23 Wildwood Acres Middlefield CT
23 Wildwood Acres

Middlefield, Connecticut 06481

$499,900 | Under Contract - Continue

4 Beds | 3 Baths | 3425 Sqft | 0.47 Acres | 18 Days on Market

Property Type: Single Family For Sale

Rarely Available Multi-Generational Home with Private Accessory Apartment. Welcome to this exceptional and meticulously maintained property offering the perfect blend of privacy, flexibility, and modern comfort. Nestled in a quiet, desirable neighborhood, this unique home feature...

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7/10/2026 12:30:38 PM
Active
88 Powder Hill Road Middlefield CT
88 Powder Hill Road

Middlefield, Connecticut 06455

$749,900 | Active

4 Beds | 3 Baths | 2458 Sqft | 1 Acres | 21 Days on Market

Property Type: Single Family For Sale

Nestled in the heart of scenic Middlefield, this distinctive and beautifully maintained 4 bedroom 2.5 bathroom property offers a rare blend of classic New England character and modern flexibility. Inside on the first floor, an open-concept kitchen and dining area invite gathering...

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7/9/2026 4:05:02 AM
Active
18-A Lake Shore Drive Middlefield CT
18-A Lake Shore Drive

Middlefield, Connecticut 06455

$600,000 | Active

2 Beds | 1 Baths | 961 Sqft | 0.12 Acres | 22 Days on Market

Property Type: Single Family For Sale

Every weekend you wait is another weekend someone else gets to spend here. Wake up to spectacular sunrises over Lake Beseck, spend the day boating, swimming, kayaking or fishing, and end the evening relaxing on your private deck as the water sparkles just steps away. This direct ...

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6/29/2026 12:13:43 AM
Under Contract CTS
32 Maple Street Middlefield CT
32 Maple Street

Middlefield, Connecticut 06481

$385,000 | Under Contract - Continue

3 Beds | 2 Baths | 1335 Sqft | 0.46 Acres | 38 Days on Market

Property Type: Single Family For Sale

Charming and versatile Cape offering 3 bedrooms, 2 full baths, and a 1-car garage. The flexible floor plan features a first-floor bedroom and full bath, perfect for guests, a home office, or one-level living. Upstairs youll find two additional bedrooms and a second full bath. Th...

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6/21/2026 12:52:57 PM
Active
30 Cherry Ridge Road Middlefield CT
30 Cherry Ridge Road

Middlefield, Connecticut 06455

$749,900 | Active

4 Beds | 4 Baths | 3355 Sqft | 5.01 Acres | 224 Days on Market

Property Type: Single Family For Sale

Prepare to be mesmerized with this Middlefield masterpiece set on 5-acre park like grounds at the end of a private road cul-de-sac epitomizes an exceptional residence which combines refined elegance with unparalleled privacy. Sunlight floods the living room through a southeast-fa...

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6/12/2026 12:05:45 AM
Under Contract
169 Cedar Street Middlefield CT
169 Cedar Street

Middlefield, Connecticut 06481

$296,000 | Under Contract

2 Beds | 1 Baths | 1591 Sqft | 0.46 Acres | 5 Days on Market

Property Type: Single Family For Sale

Under $300K in Middlefield - a rare opportunity to own, update, and build real equity. Located in the desirable Rockfall section, this one-level ranch offers comfortable living today with the chance to personalize and enhance over time. While cosmetic updates will unlock the home...

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5/29/2026 11:18:07 AM
Under Contract
170 Ross Road Middlefield CT
170 Ross Road

Middlefield, Connecticut 06481

$249,900 | Under Contract

2 Beds | 1 Baths | 1100 Sqft | 0.92 Acres | 13 Days on Market

Property Type: Single Family For Sale

Attention investors and builders! This oversized lot with two structures offers exceptional potential. This property is located in a desirable location in Middlefield and is ready for a full renovation. This home is being sold as-is and requires extensive rehab. A great opportuni...

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6/6/2022 3:51:00 PM
Under Contract
31 High Street & Baileyville Road  Middlefield CT
31 High Street & Baileyville Road

Middlefield, Connecticut 06455

$499,900 | Under Contract

4 Beds | 3 Baths | 2272 Sqft | 1.127 Acres | 43 Days on Market

Property Type: Single Family For Sale

A beautiful subdivision to be built with 4 lots to choose from, and 3 different house plans. The Ashwood model consists of 2,614 sq ft, 4 bedrooms, 2.5 bathrooms, 2 car attached garage. The Aspen model is 2,272 sq ft, 4 bedrooms, 2.5 bathrooms and a 2 car attached garage. Lastly,...

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5/3/2022 7:34:00 PM
Under Contract
31 High Street & Baileyville Road  Middlefield CT
31 High Street & Baileyville Road

Middlefield, Connecticut 06455

$524,900 | Under Contract

3 Beds | 3 Baths | 2063 Sqft | 1.627 Acres | 10 Days on Market

Property Type: Single Family For Sale

A beautiful subdivision to be built with 4 lots to choose from, and 3 different house plans. The Ashwood model consists of 2,614 sq ft, 4 bedrooms, 2.5 bathrooms, 2 car attached garage. The Aspen model is 2,272 sq ft, 4 bedrooms, 2.5 bathrooms and a 2 car attached garage. Lastly,...

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