Recently Sold Homes in Middlesex County, CT

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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 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

SOLD SEP 10, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Welcome home to this well-maintained 2-bedroom, 1-bath ranch offering easy one-level living and the perfect condo alternative. The inviting floor plan features a spacious living room, formal dining room, and an updated kitchen complete with stainless steel appliances. Beautiful hardwood flooring flows throughout much of the home, while recent updates, including a newer furnace, new hot water heater, and newer roof, provide added peace of mind. Relax with your morning coffee or unwind in the three-season porch overlooking the level, private backyard-ideal for gardening, entertaining, or simply enjoying the outdoors. Additional features include a one-car detached garage and a sought-after Sou

$300,000 Last sold price

2 beds1 bath936 sq ft

4 Crown St, Middletown, CT 06457

SOLD SEP 25, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Bring your growing family to this spacious colonial! 4 bedrooms with two on first floor. 2 full baths. Eat in kitchen. Living room with fireplace. Spacious room at top of staircase can potentially be 5th bedroom! Hardwood floors thru-out. Walk out basement to level yard. Deck. Whether you are a car enthusiast or need a lot of storage space, you will love the oversized detached 2 car heated garage with steel beam and loft area. Solar panels. .. SELLER WILL CREDIT $15,000 TOWARDS BALANCE OF SOLAR PANEL CONTRACT.

$349,900 Last sold price

4 beds2 baths1,664 sq ft

125 Stevens Ln, Middletown, CT 06457

SOLD OCT 19, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Welcome to this beautifully updated 3-bedroom Contemporary- ranch style home, privately set on a lush . 92-acre lot. A charming wraparound covered porch creates an inviting first impression and a wonderful place to relax. Inside, vaulted ceilings, abundant natural light, fresh paint and new luxury vinyl flooring enhance more than 1,600 square feet of above-grade living space, with an additional 800+ square feet on the lower level. The home offers 2 full and 1 half baths, including a primary bathroom upgraded in 2022. More than $70,000 in recent improvements include a new upper-level balcony, siding, refinished deck, Driveway, new appliances and a washing machine installed in 2025. Additiona

$520,000 Last sold price

3 beds2.5 baths1,604 sq ft

1512 Country Club Rd, Middletown, CT 06457

Property at 100 Jacobs Ter, Middletown, CT 06457, 3 beds, 1 bath

$345,000 Last sold price

3 beds1 bath1,071 sq ft

100 Jacobs Ter, 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 10 Countryside Ln #5, Middletown, CT 06457, 2 beds, 1.5 baths

$240,000 Last sold price

2 beds1.5 baths1,088 sq ft

10 Countryside Ln #5, 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 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 3 Yellow Pine Cir, Middletown, CT 06457, 3 beds, 2.5 baths

$390,000 Last sold price

3 beds2.5 baths1,534 sq ft

3 Yellow Pine Cir, 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 #609, Middletown, CT 06457, 2 beds, 2 baths

$227,000 Last sold price

2 beds2 baths1,015 sq ft

111 Dekoven Dr #609, Middletown, CT 06457

Property at 108 High St, Middletown, CT 06457, 6 beds, 2 baths

$400,000 Last sold price

6 beds2 baths2,584 sq ft

108 High St, Middletown, CT 06457

Property at 9 Round Hill Rd, Middletown, CT 06457, 3 beds, 2.5 baths

$390,000 Last sold price

3 beds2.5 baths2,067 sq ft

9 Round Hill Rd, 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 171 Smith St, Middletown, CT 06457, 4 beds, 1 bath

$401,000 Last sold price

4 beds1 bath1,958 sq ft

171 Smith St, Middletown, CT 06457

Property at 1 Russell St #22, Middletown, CT 06457, 2 beds, 1 bath

$144,000 Last sold price

2 beds1 bath924 sq ft

1 Russell St #22, Middletown, CT 06457

Property at 201 College St #22, Middletown, CT 06457, 2 beds, 1.5 baths

$138,000 Last sold price

2 beds1.5 baths1,054 sq ft

201 College St #22, 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 49 George St, Middletown, CT 06457, 3 beds, 2 baths

$385,000 Last sold price

3 beds2 baths1,440 sq ft

49 George St, Middletown, CT 06457

Property at 45 Annette Pl, Middletown, CT 06457, 3 beds, 1.5 baths

$430,000 Last sold price

3 beds1.5 baths1,378 sq ft

45 Annette Pl, 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 123 Fisher Rd, Middletown, CT 06457, 3 beds, 2 baths

$364,000 Last sold price

3 beds2 baths1,537 sq ft

123 Fisher Rd, 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 824 Randolph Rd, Middletown, CT 06457, 2 beds, 2.5 baths

$321,500 Last sold price

2 beds2.5 baths1,282 sq ft

824 Randolph Rd, Middletown, CT 06457

Property at 108 Westbrook Rd, Centerbrook, CT 06409, 4 beds, 4.5 baths

$1,350,000 Last sold price

4 beds4.5 baths5,610 sq ft

108 Westbrook Rd, Centerbrook, CT 06409

Property at 13-21 Nott Ln Unit A3, Essex, CT 06426, 2 beds, 2.5 baths

$815,000 Last sold price

2 beds2.5 baths1,488 sq ft

13-21 Nott Ln Unit A3, 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 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

Property at 85 River Rd Apt B7, Essex, CT 06426, 3 beds, 1.5 baths

$435,000 Last sold price

3 beds1.5 baths1,375 sq ft

85 River Rd Apt B7, Essex, CT 06426

Property at 112 River Rd, Essex, CT 06426, 2 beds, 2.5 baths

$1,050,000 Last sold price

2 beds2.5 baths3,278 sq ft

112 River Rd, Essex, CT 06426

Property at 85 River Rd Unit M4, Essex, CT 06426, 2 beds, 1 bath

$425,000 Last sold price

2 beds1 bath1,006 sq ft

85 River Rd Unit M4, Essex, CT 06426

Property at 18 Partridge Ln, Essex, CT 06426, 3 beds, 1.5 baths

$531,000 Last sold price

3 beds1.5 baths1,860 sq ft

18 Partridge Ln, Essex, CT 06426

Property at 101 N Main St, Essex, CT 06426, 4 beds, 3.5 baths

$1,611,000 Last sold price

4 beds3.5 baths3,724 sq ft

101 N Main St, Essex, CT 06426

Property at 9 Brooks Ln, Ivoryton, CT 06442, 3 beds, 3 baths

$775,000 Last sold price

3 beds3 baths2,887 sq ft

9 Brooks Ln, Ivoryton, CT 06442

Property at 7 Hanna Ln, Essex, CT 06426, 3 beds, 3.5 baths

$3,795,000 Last sold price

3 beds3.5 baths4,383 sq ft

7 Hanna Ln, Essex, CT 06426

Property at 10 Cove Hill Rd, Essex, CT 06426, 3 beds, 2 baths

$725,000 Last sold price

3 beds2 baths1,600 sq ft

10 Cove Hill Rd, Essex, CT 06426

Property at 7 Orchard Heights Rd, Essex, CT 06426, 6 beds, 4.5 baths

$925,000 Last sold price

6 beds4.5 baths2,772 sq ft

7 Orchard Heights Rd, Essex, CT 06426

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Recently Sold Homes in Middlesex County

There are currently 577 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, 196 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 115 condos, 0 townhouses, and 32 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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