Recently Sold Homes in Middlesex County, CT

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SOLD OCT 10, 2025

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Lake life made easy! This charming Lake Beseck cottage offers seasonal water views and a short stroll to the beach-so your weekends can start with a swim, a paddleboard ride, or a sunset picnic without ever packing the car. Whether you're simplifying full-time or craving a weekend retreat, this home delivers a lifestyle that feels like vacation every day. Wrapped in a white picket fence and surrounded by lush perennial beds, the property is a gardener's dream. Tomatoes and cucumbers are already thriving in the food garden, and the back deck is the perfect place to grill and unwind under the stars. Inside, it's the "just-right" size-cozy, comfortable, and smartly laid out. A classi

$285,000 Last sold price

2 beds1 bath672 sq ft

10 Massasoit Rd, Middlefield, CT 06455

SOLD SEP 19, 2025

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Location, location, location! This house is directly across from the town beach giving it awesome views and maximum convenience. It might be a tear-down -- and it might be salvageable with vision-but either way it's a diamond in the rough that has mountains of potential. It has a second house that must be sold with it -- 53 Lake Shore! An adorable 260 sq. ft. cottage that adds $50,000 to the price but so much value to the package. Could be a 3-season office or just a cozy retreat. Looking for an ambitious person with a creative mind. Unique offering. Sale is subject to probate court approval.

$324,000 Last sold price

2 beds1 bath1,258 sq ft

51 Lake Shore Dr, Middlefield, CT 06455

SOLD SEP 18, 2025

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Direct waterfront on Lake Beseck! This small cottage offers a rare opportunity to create your own lakeside retreat. The property is in need of significant renovation, but with vision and effort, it can be transformed into the perfect getaway. The home features a newer treks deck overlooking the water-an ideal spot to relax and take in the lake views. Bring your ideas and make this property shine. With its prime waterfront location, the potential here is endless.

$310,000 Last sold price

2 beds1.5 baths610 sq ft

239 Baileyville Rd, Middlefield, CT 06455

SOLD SEP 30, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
This very spacious, nearly 3,000 SF colonial WITH IN-LAW, set on 1.43 acres, offers the perfect foundation to create your dream property. With ample room both inside & out, this residence features a separate single floored in-law apt w/ its own private entrance & porch, eat-in Kit, DR/LR combo, full bath & bedrm making it ideal for multi-generational living, guests, or perhaps a home office. The expansive outdoor space provides endless potential for gardens, outdoor entertaining, or even a pool-whatever suits your vision. Whether you're looking to customize a forever home or invest in a versatile property, this one has the space, privacy, & flexibility to bring your p

$415,000 Last sold price

4 beds3.5 baths2,776 sq ft

20 Mack Rd, Middlefield, CT 06455

SOLD SEP 25, 2025

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
A MUST see is this absolutely stunning 4 Bedroom, 3.5 Bath Colonial with 3,212 square feet on 1.08 acres in a picturesque New England setting. Inside, enjoy a quaint Family Room with wood-burning fireplace and sliders to the deck, Huge eat-in Kitchen with concrete counters, stainless & black appliances, Spacious peninsula w/ seating for 4-5, Dining Area, pantry closet, and butler pantry area. A flexible main floor layout includes a Dining Rm, Office/Den/Music Rm, Living Room, half Bath, and 1st Bedroom en Suite with large bathroom and walk-in shower! The spacious second floor Master en Suite has an enormous walk-in closet, a striking Master Bathroom oasis w/ a granite double vanity &

$645,000 Last sold price

4 beds3.5 baths3,212 sq ft

135 Harvest Woods Rd, Rockfall, CT 06481

Property at 161 Peters Ln, Rockfall, CT 06481, 2 beds, 2 baths

$401,000 Last sold price

2 beds2 baths1,208 sq ft

161 Peters Ln, Rockfall, CT 06481

Property at 25 Aresco Dr, Rockfall, CT 06481, 3 beds, 2 baths

$440,000 Last sold price

3 beds2 baths1,843 sq ft

25 Aresco Dr, Rockfall, CT 06481

Property at 140 Main St, Rockfall, CT 06481, 4 beds, 3 baths

$425,000 Last sold price

4 beds3 baths3,340 sq ft

140 Main St, Rockfall, CT 06481

Property at 18 Rosemary Ct, Middlefield, CT 06455, 3 beds, 1 bath

$365,000 Last sold price

3 beds1 bath2,330 sq ft

18 Rosemary Ct, Middlefield, CT 06455

Property at 11 Pond Meadow Pl, Middlefield, CT 06455, 4 beds, 3.5 baths

$711,000 Last sold price

4 beds3.5 baths3,363 sq ft

11 Pond Meadow Pl, Middlefield, CT 06455

Property at 97 Wildwood Cir, Durham, CT 06422, 4 beds, 2.5 baths

$493,000 Last sold price

4 beds2.5 baths3,205 sq ft

97 Wildwood Cir, Durham, CT 06422

Property at 46 Shunpike Rd, Durham, CT 06422, 3 beds, 2 baths

$621,500 Last sold price

3 beds2 baths1,702 sq ft

46 Shunpike Rd, Durham, CT 06422

Property at 118 Howd Rd, Durham, CT 06422, 2 beds, 1.5 baths

$335,000 Last sold price

2 beds1.5 baths936 sq ft

118 Howd Rd, Durham, CT 06422

Property at 1216 Arbutus St, Durham, CT 06422, 3 beds, 2 baths

$415,000 Last sold price

3 beds2 baths2,024 sq ft

1216 Arbutus St, Durham, CT 06422

Property at 93 Meeting House Hill Rd, Durham, CT 06422, 2 beds, 1 bath

$385,000 Last sold price

2 beds1 bath1,072 sq ft

93 Meeting House Hill Rd, Durham, CT 06422

Property at 43 Woodland Dr, Durham, CT 06422, 4 beds, 1 bath

$315,000 Last sold price

4 beds1 bath1,529 sq ft

43 Woodland Dr, Durham, CT 06422

Property at 694 Higganum Rd, Durham, CT 06422, 4 beds, 2.5 baths

$875,000 Last sold price

4 beds2.5 baths3,413 sq ft

694 Higganum Rd, Durham, CT 06422

Property at 85 Clementel Dr, Durham, CT 06422, 4 beds, 1.5 baths

$428,000 Last sold price

4 beds1.5 baths1,920 sq ft

85 Clementel Dr, Durham, CT 06422

Property at 21 E Liberty St, Chester, CT 06412, 2 beds, 1 bath

$252,500 Last sold price

2 beds1 bath1,012 sq ft

21 E Liberty St, Chester, CT 06412

Property at 14 Maple St, Chester, CT 06412, 3 beds, 3.5 baths

$810,000 Last sold price

3 beds3.5 baths2,322 sq ft

14 Maple St, Chester, CT 06412

Property at 25 Spring St, Chester, CT 06412, 3 beds, 2.5 baths

$860,000 Last sold price

3 beds2.5 baths2,344 sq ft

25 Spring St, Chester, CT 06412

Property at 23 Spring St, Chester, CT 06412, 2 beds, 1.5 baths

$550,000 Last sold price

2 beds1.5 baths1,104 sq ft

23 Spring St, Chester, CT 06412

Property at 14 Ferry Rd, Chester, CT 06412, 4 beds, 1.5 baths

$420,000 Last sold price

4 beds1.5 baths2,025 sq ft

14 Ferry Rd, Chester, CT 06412

Property at 23 Tuccitto Rd, Portland, CT 06480, 3 beds, 1 bath

$253,000 Last sold price

3 beds1 bath1,062 sq ft

23 Tuccitto Rd, Portland, CT 06480

Property at 24 Jobs Pond Rd, Portland, CT 06480, 3 beds, 2 baths

$452,000 Last sold price

3 beds2 baths1,907 sq ft

24 Jobs Pond Rd, Portland, CT 06480

Property at 101 Great Hill Pond Rd, Portland, CT 06480, 2 beds, 1 bath

$320,000 Last sold price

2 beds1 bath1,001 sq ft

101 Great Hill Pond Rd, Portland, CT 06480

Property at 5 Quarry Ln, Portland, CT 06480, 7 beds, 2 baths

$380,000 Last sold price

7 beds2 baths2,691 sq ft

5 Quarry Ln, Portland, CT 06480

Property at 31 Crimson Hts, Portland, CT 06480, 4 beds, 4.5 baths

$735,000 Last sold price

4 beds4.5 baths2,764 sq ft

31 Crimson Hts, Portland, CT 06480

Property at 47 High St, Portland, CT 06480, 2 beds, 2 baths

$390,000 Last sold price

2 beds2 baths2,180 sq ft

47 High St, Portland, CT 06480

Property at 25 Church St, Portland, CT 06480, 5 beds, 3.5 baths

$301,000 Last sold price

5 beds3.5 baths2,792 sq ft

25 Church St, Portland, CT 06480

Property at 523 Main St, Portland, CT 06480, 2 beds, 2 baths

$301,500 Last sold price

2 beds2 baths1,442 sq ft

523 Main St, Portland, CT 06480

Property at 3 Indian Hill Ave, Portland, CT 06480, 3 beds, 2 baths

$215,000 Last sold price

3 beds2 baths1,645 sq ft

3 Indian Hill Ave, Portland, CT 06480

Property at 4 John Pl, Portland, CT 06480, 4 beds, 2 baths

$378,500 Last sold price

4 beds2 baths1,239 sq ft

4 John Pl, Portland, CT 06480

Property at 319 Main St, Portland, CT 06480, 5 beds, 2 baths

$415,000 Last sold price

5 beds2 baths2,673 sq ft

319 Main St, Portland, CT 06480

Property at 126 Penfield Hill Rd, Portland, CT 06480, 4 beds, 2.5 baths

$565,000 Last sold price

4 beds2.5 baths2,538 sq ft

126 Penfield Hill Rd, Portland, CT 06480

Property at 6 Russell Ave, Portland, CT 06480, 4 beds, 2 baths

$400,000 Last sold price

4 beds2 baths1,980 sq ft

6 Russell Ave, Portland, CT 06480

Property at 72 Cox Rd, Portland, CT 06480, 3 beds, 2 baths

$600,000 Last sold price

3 beds2 baths2,564 sq ft

72 Cox Rd, Portland, CT 06480

Property at 101 High St, Middletown, CT 06457, 6 beds, 4.5 baths

$515,000 Last sold price

6 beds4.5 baths5,124 sq ft

101 High St, Middletown, CT 06457

Property at 14 Greenview Ter, Middletown, CT 06457, 3 beds, 2.5 baths

$435,000 Last sold price

3 beds2.5 baths2,096 sq ft

14 Greenview Ter, Middletown, CT 06457

Property at 2 Putter Pl, Middletown, CT 06457, 3 beds, 2 baths

$503,000 Last sold price

3 beds2 baths2,260 sq ft

2 Putter Pl, Middletown, CT 06457

Property at 90 Tall Timbers Rd, Middletown, CT 06457, 4 beds, 3.5 baths

$720,000 Last sold price

4 beds3.5 baths2,580 sq ft

90 Tall Timbers Rd, Middletown, CT 06457

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Recently Sold Homes in Middlesex County

There are currently 570 recently sold homes for sale in Middlesex County at a median listing price of $500K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middlesex County stay on the market for 45 days and receive 1 offers. This map is refreshed with the newest listings in Middlesex County every 15 minutes.

In the past month, 193 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 97 condos, 0 townhouses, and 31 multi-family units for sale in Middlesex County last month. Find your dream home in Middlesex County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Middlesex County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middlesex County. If you're looking to sell your home in the Middlesex County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middlesex County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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