Recently Sold Homes in Middlesex County, CT

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SOLD JUN 30, 20263D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Set on a spacious . 7-acre lot in Middletown, 40 Middlefield Street offers the perfect blend of comfort, space, and everyday functionality. From the moment you arrive, the circular driveway and detached two-car garage make coming and going effortless, while the setting provides both privacy and room to enjoy. Inside, natural light fills the home, highlighting hardwood floors throughout much of the main level. The living room, centered around a cozy fireplace, creates a warm and inviting space to gather. With five bedrooms and three full bathrooms-including a primary suite with its own full bath-there's plenty of room to spread out and live comfortably. The finished lower level with walk-out

$460,000 Last sold price

5 beds3 baths2,558 sq ft

40 Middlefield St, Middletown, CT 06457

SOLD AUG 21, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted by a cozy fireplace, creating the perfect setting for relaxing evenings at home. The updated kitchen offers modern finishes, plenty of cabinetry, and a layout ideal for both everyday living and entertaining. Downstairs, the fully finished basement expands your living space and includes a custom bar p

$468,000 Last sold price

3 beds2 baths2,030 sq ft

25 Pleasant View Dr, Middletown, CT 06457

SOLD JUL 17, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Welcome to 168 Hendley Street, a well-maintained and thoughtfully updated two-family home located in the desirable Westfield section of Middletown. Perfect for both investors and owner-occupants, this property offers strong income potential, timeless character, and an unbeatable location close to many of the area's top amenities. The vacant first-floor unit features a renovated bathroom, refreshed kitchen with butcher block countertops, hardwood floors, and charming original details including a stained glass window and original craftsman-style door. The second-floor unit offers an updated kitchen and bath, abundant natural light, and a spacious living room with high ceilings. Both units inc

$402,500 Last sold price

4 beds2 baths1,494 sq ft

168 Hendley St, Middletown, CT 06457

SOLD AUG 10, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
It's not easy to find a 2 family with 3 bedrooms on each level and it includes ALL separate utilties and each unit has c/a. Each tenant pays their own utilities. The first floor is leased until July 2027 and the 2nd floor lease is up Sept. 1st, 2026. The furnaces, electrical, hot water tanks have all been updated.

$335,000 Last sold price

6 beds2 baths2,454 sq ft

10-12 Glover Pl, Middletown, CT 06457

SOLD AUG 28, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Updated two-family in a fantastic Middletown location just minutes from Wesleyan University, downtown shopping, and Route 9 - great for an owner-occupant or investor, with one unit delivered open at the end of the month and ready for immediate occupancy. Recent improvements have all the major boxes checked: brand new roof, brand new water heaters, plus updated kitchens, updated baths, and newer flooring throughout - all completed within the last five years. Everything is properly split for hassle-free two-family living: separate natural gas heat with two boilers, two electric panels, and two gas meters - no shared utilities, clean books, easy management. The first-floor unit features in-uni

$330,000 Last sold price

4 beds2 baths1,616 sq ft

37-39 Hotchkiss St, Middletown, CT 06457

Property at 160 Cimarron Rd, Middletown, CT 06457, 3 beds, 2 baths

$420,000 Last sold price

3 beds2 baths1,532 sq ft

160 Cimarron Rd, Middletown, CT 06457

Property at 78 Highland Ave, Middletown, CT 06457, 3 beds, 1 bath

$350,000 Last sold price

3 beds1 bath1,283 sq ft

78 Highland Ave, Middletown, CT 06457

Property at 98 Rising Trail Dr #98, Middletown, CT 06457, 4 beds, 1.5 baths

$250,000 Last sold price

4 beds1.5 baths1,505 sq ft

98 Rising Trail Dr #98, Middletown, CT 06457

Property at 78 Fieldbrook Rd, Middletown, CT 06457, 4 beds, 2 baths

$420,000 Last sold price

4 beds2 baths1,764 sq ft

78 Fieldbrook Rd, Middletown, CT 06457

Property at 29 Warwick St, Middletown, CT 06457, 2 beds, 1 bath

$324,900 Last sold price

2 beds1 bath939 sq ft

29 Warwick St, Middletown, CT 06457

Property at 201 College St #26, Middletown, CT 06457, 1 bed, 1 bath

$150,000 Last sold price

1 bed1 bath740 sq ft

201 College St #26, Middletown, CT 06457

Property at 58 Brown St, Middletown, CT 06457, 3 beds, 2.5 baths

$445,000 Last sold price

3 beds2.5 baths1,456 sq ft

58 Brown St, Middletown, CT 06457

Property at 67 Bell St, Middletown, CT 06457, 3 beds, 2 baths

$540,000 Last sold price

3 beds2 baths2,398 sq ft

67 Bell St, Middletown, CT 06457

Property at 82 Wilcox Rd, Middletown, CT 06457, 3 beds, 1.5 baths

$411,000 Last sold price

3 beds1.5 baths1,513 sq ft

82 Wilcox Rd, Middletown, CT 06457

Property at 50 Garfield Ave, Middletown, CT 06457, 3 beds, 2 baths

$395,000 Last sold price

3 beds2 baths1,274 sq ft

50 Garfield Ave, Middletown, CT 06457

Property at 111 Dekoven Dr #908, Middletown, CT 06457, 1 bed, 1.5 baths

$155,000 Last sold price

1 bed1.5 baths738 sq ft

111 Dekoven Dr #908, Middletown, CT 06457

Property at 111 Dekoven Dr #703, Middletown, CT 06457, 2 beds, 2 baths

$190,000 Last sold price

2 beds2 baths1,025 sq ft

111 Dekoven Dr #703, Middletown, CT 06457

Property at 111 Dekoven Dr #202, Middletown, CT 06457, 2 beds, 2 baths

$175,000 Last sold price

2 beds2 baths1,038 sq ft

111 Dekoven Dr #202, Middletown, CT 06457

Property at 31 Burr Ave, Middletown, CT 06457, 2 beds, 2 baths

$315,000 Last sold price

2 beds2 baths1,470 sq ft

31 Burr Ave, Middletown, CT 06457

Property at 8 Inverness Sq, Middletown, CT 06457, 3 beds, 1 bath

$240,000 Last sold price

3 beds1 bath1,209 sq ft

8 Inverness Sq, Middletown, CT 06457

Property at 38 Johnson St, Middletown, CT 06457, 3 beds, 1.5 baths

$350,000 Last sold price

3 beds1.5 baths2,226 sq ft

38 Johnson St, Middletown, CT 06457

Property at 121 Saybrook Rd, Middletown, CT 06457, 5 beds, 2 baths

$385,000 Last sold price

5 beds2 baths2,243 sq ft

121 Saybrook Rd, Middletown, CT 06457

Property at 63 Braeburn Ln, Middletown, CT 06457, 4 beds, 1.5 baths

$225,000 Last sold price

4 beds1.5 baths1,328 sq ft

63 Braeburn Ln, Middletown, CT 06457

Property at 3 Flower St, Middletown, CT 06457, 3 beds, 1 bath

$259,900 Last sold price

3 beds1 bath1,280 sq ft

3 Flower St, Middletown, CT 06457

Property at 1175 S Main St, Middletown, CT 06457, 3 beds, 2 baths

$490,000 Last sold price

3 beds2 baths1,814 sq ft

1175 S Main St, Middletown, CT 06457

Property at 64 High St, Middletown, CT 06457, 3 beds, 1 bath

$289,900 Last sold price

3 beds1 bath1,532 sq ft

64 High St, Middletown, CT 06457

Property at 85 Ten Acre Rd, Middletown, CT 06457, 3 beds, 2.5 baths

$400,000 Last sold price

3 beds2.5 baths2,016 sq ft

85 Ten Acre Rd, Middletown, CT 06457

Property at 14 E Lake Dr, Middletown, CT 06457, 3 beds, 1.5 baths

$330,000 Last sold price

3 beds1.5 baths1,248 sq ft

14 E Lake Dr, Middletown, CT 06457

Property at 123 Smith St, Middletown, CT 06457, 4 beds, 1.5 baths

$380,000 Last sold price

4 beds1.5 baths1,142 sq ft

123 Smith St, Middletown, CT 06457

Property at 66 Sachem Dr, Middletown, CT 06457, 5 beds, 4.5 baths

$803,000 Last sold price

5 beds4.5 baths4,560 sq ft

66 Sachem Dr, Middletown, CT 06457

Property at 152 Middle St, Middletown, CT 06457, 3 beds, 2 baths

$375,000 Last sold price

3 beds2 baths1,582 sq ft

152 Middle St, Middletown, CT 06457

Property at 37 Cranberry Ln, Middletown, CT 06457, 3 beds, 3.5 baths

$650,000 Last sold price

3 beds3.5 baths3,644 sq ft

37 Cranberry Ln, Middletown, CT 06457

Property at 1136 Randolph Rd, Middletown, CT 06457, 3 beds, 1 bath

$315,000 Last sold price

3 beds1 bath1,028 sq ft

1136 Randolph Rd, Middletown, CT 06457

Property at 162 Old Middle St, Middletown, CT 06457, 2 beds, 1 bath

$372,000 Last sold price

2 beds1 bath1,564 sq ft

162 Old Middle St, Middletown, CT 06457

Property at 1020 Bartholomew Rd, Middletown, CT 06457, 3 beds, 2.5 baths

$500,000 Last sold price

3 beds2.5 baths1,952 sq ft

1020 Bartholomew Rd, Middletown, CT 06457

Property at 18 Little Point St, Essex, CT 06426, 3 beds, 2.5 baths

$1,000,000 Last sold price

3 beds2.5 baths2,448 sq ft

18 Little Point St, Essex, CT 06426

Property at 85 River Rd Unit L4, Essex, CT 06426, 3 beds, 2.5 baths

$600,000 Last sold price

3 beds2.5 baths1,350 sq ft

85 River Rd Unit L4, Essex, CT 06426

Property at 8 Squire Ln, Essex, CT 06426, 5 beds, 3.5 baths

$1,195,000 Last sold price

5 beds3.5 baths3,902 sq ft

8 Squire Ln, Essex, CT 06426

Property at 199 Westbrook Rd, Essex, CT 06426, 3 beds, 2.5 baths

$715,000 Last sold price

3 beds2.5 baths1,979 sq ft

199 Westbrook Rd, Essex, CT 06426

Property at 15 Sunset Ter #9, Essex, CT 06426, 1 bath

$200,000 Last sold price

— beds1 bath540 sq ft

15 Sunset Ter #9, Essex, CT 06426

Property at 39 Prospect St, Essex, CT 06426, 2 beds, 1.5 baths

$799,000 Last sold price

2 beds1.5 baths961 sq ft

39 Prospect St, Essex, CT 06426

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Recently Sold Homes in Middlesex County

There are currently 601 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 47 days and receive 4 offers. This map is refreshed with the newest listings in Middlesex County every 15 minutes.

In the past month, 185 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 100 condos, 0 townhouses, and 29 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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Recently Sold Homes in Middlesex County, CT

Recently Sold Homes in Middlesex County

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