Recently Sold Homes in Middlesex County, CT

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SOLD AUG 4, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Nestled at the end of a quiet cul-de-sac, this beautifully maintained Colonial offers the perfect blend of privacy, comfort, and timeless charm on nearly an acre of professionally landscaped grounds surrounded by nature. A welcoming front porch framed by classic pillars invites you inside, while the expansive two-tier Trex deck creates an ideal setting for outdoor entertaining and offers ample space for a future pool. Additional exterior features include a storage shed. Step inside to discover gleaming Brazilian cherry hardwood floors, a cozy living room with a fireplace, and a formal dining room accented by elegant crown molding and a stylish chandelier. The spacious eat-in kitchen is equi

$501,000 Last sold price

3 beds2.5 baths1,826 sq ft

117 David Dr, Middletown, CT 06457

BOUGHT WITH REDFIN AUG 20, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Turn-key home in the sought-after Riverbend Community in Middletown's desirable Westfield neighborhood offers suburban tranquility with excellent convenience. Inside, soaring ceilings grace the living and dining areas, a fireplace adds warmth to the living room, and hardwood floors flow through the main spaces. Large dining area flows to the kitchen and living room, perfect for entertaining. The stunning white eating kitchen features tile flooring while the two bedrooms with the vaulted ceilings and a remodeled primary bath create comfortable retreats. Relax or entertain on the oversized composite deck steps down to the fully fenced backyard with dedicated play area complete with playscape.

$450,000 Last sold price

2 beds3 baths1,860 sq ft

38 Wildflower Ln, Middletown, CT 06457

Redfin Corporation

SOLD JUL 10, 20263D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Amazing home! This beautiful abode sits on a 1.23 acre Currier & Ives setting. One will be impressed with the gorgeous landscaping, gardens and wooded, private setting. The oversized deck and fenced-in yard is the icing on the cake. The architectural detailing on the exterior offers brick facade, gables and sloped roof lines that sets the stage for the amazing interior of this home. One will walk into an oversized, grand 2-story entry with open staircase, front vaulted office/flex room, oversized center dining room - all of this leads into an amazing vaulted great room with fireplace and large, completely remodeled, stunning kitchen. The multiple windows is just perfect for this setti

$560,000 Last sold price

3 beds2.5 baths2,321 sq ft

121 Bartholomew Rd, Middletown, CT 06457

SOLD JUL 16, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Welcome to 88 Bailey Road in Middletown! Don't miss this fantastic opportunity to own an adorable ranch at an exceptional value. Set on 0.53 acres, this 1,252 sq. ft. home features an open floor plan with 3 bedrooms, 1 full bath, and 2 half baths, along with hardwood floors, a cozy fireplace, gas heat, central air conditioning, and city water and sewer. The basement offers a generous additional 1,000 sq. ft. , providing plenty of room for future expansion. The private backyard is a true retreat, complete with perennial gardens and a Trex deck that is perfect for entertaining and outdoor gatherings. Enjoy the charm of a neighborhood setting while being just minutes from Middletown's vibrant

$390,000 Last sold price

3 beds2 baths2,242 sq ft

88 Bailey Rd, Middletown, CT 06457

SOLD JUL 24, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
You're not seeing things-this home is priced to move! Welcome to easy, one-level living in a highly desirable, walkable neighborhood in Middletown, Connecticut. This charming ranch-style home offers 3 bedrooms, 1.2 baths, and an attached one-car garage, delivering both comfort and convenience. Set on a beautiful third-of-an-acre lot, the property features a brand-new white peastone patio & walkway-perfect for relaxing or entertaining outdoors. Inside, you'll find hardwood floors throughout, main-level laundry, and vinyl replacement windows, all adding to the home's functionality and appeal. There's an additional 500 SF in the lower level family room with half bathroom. Enjoy everythin

$355,000 Last sold price

3 beds1.5 baths1,836 sq ft

325 Barbara Rd, Middletown, CT 06457

Property at 46 Tavern Cir, Middletown, CT 06457, 4 beds, 3.5 baths

$636,000 Last sold price

4 beds3.5 baths4,132 sq ft

46 Tavern Cir, Middletown, CT 06457

Property at 87 Lewis St, Middletown, CT 06457, 3 beds, 1 bath

$380,000 Last sold price

3 beds1 bath1,361 sq ft

87 Lewis St, Middletown, CT 06457

Property at 163 Dora Dr, Middletown, CT 06457, 3 beds, 2.5 baths

$475,000 Last sold price

3 beds2.5 baths1,672 sq ft

163 Dora Dr, Middletown, CT 06457

Property at 779 Ridge Rd, Middletown, CT 06457, 3 beds, 2.5 baths

$475,000 Last sold price

3 beds2.5 baths2,642 sq ft

779 Ridge Rd, Middletown, CT 06457

Property at 116 Schuyler Ave, Middletown, CT 06457, 3 beds, 2 baths

$357,000 Last sold price

3 beds2 baths1,470 sq ft

116 Schuyler Ave, Middletown, CT 06457

Property at 24 Annette Pl, Middletown, CT 06457, 3 beds, 1.5 baths

$410,000 Last sold price

3 beds1.5 baths988 sq ft

24 Annette Pl, Middletown, CT 06457

Property at 38 Sylvan Dr, Middletown, CT 06457, 3 beds, 3 baths

$500,000 Last sold price

3 beds3 baths2,100 sq ft

38 Sylvan Dr, Middletown, CT 06457

Property at 417 Mile Ln, Middletown, CT 06457, 3 beds, 2 baths

$412,000 Last sold price

3 beds2 baths1,440 sq ft

417 Mile Ln, Middletown, CT 06457

Property at 390 Coleman Rd, Middletown, CT 06457, 5 beds, 2.5 baths

$515,000 Last sold price

5 beds2.5 baths2,754 sq ft

390 Coleman Rd, Middletown, CT 06457

Property at 210 Ridge Rd, Middletown, CT 06457, 3 beds, 1.5 baths

$398,500 Last sold price

3 beds1.5 baths1,570 sq ft

210 Ridge Rd, Middletown, CT 06457

Property at 3 Blue Bird Rd, Middletown, CT 06457, 3 beds, 2 baths

$358,000 Last sold price

3 beds2 baths1,639 sq ft

3 Blue Bird Rd, Middletown, CT 06457

Property at 390 Ballfall Rd, Middletown, CT 06457, 3 beds, 2.5 baths

$400,000 Last sold price

3 beds2.5 baths2,092 sq ft

390 Ballfall Rd, Middletown, CT 06457

Property at 38 N Main St #5, Essex, CT 06426, 2 beds, 2 baths

$951,000 Last sold price

2 beds2 baths1,400 sq ft

38 N Main St #5, Essex, CT 06426

Property at 26 Grandview Ter, Essex, CT 06426, 3 beds, 2.5 baths

$750,000 Last sold price

3 beds2.5 baths1,216 sq ft

26 Grandview Ter, Essex, CT 06426

Property at 74 Bushy Hill Rd, Ivoryton, CT 06442, 3 beds, 3.5 baths

$847,000 Last sold price

3 beds3.5 baths3,476 sq ft

74 Bushy Hill Rd, Ivoryton, CT 06442

Property at 15 Sunset Ter #11, Essex, CT 06426, 2 beds, 1 bath

$150,000 Last sold price

2 beds1 bath832 sq ft

15 Sunset Ter #11, Essex, CT 06426

Property at 80 Dennison Rd, Essex, CT 06426, 1 bed, 1 bath

$455,000 Last sold price

1 bed1 bath1,104 sq ft

80 Dennison Rd, Essex, CT 06426

Property at 128 Mares Hill Rd, Ivoryton, CT 06442, 2 beds, 2 baths

$305,100 Last sold price

2 beds2 baths1,324 sq ft

128 Mares Hill Rd, Ivoryton, CT 06442

Property at 27 Birch Mill Trl, Essex, CT 06426, 3 beds, 2.5 baths

$700,000 Last sold price

3 beds2.5 baths2,216 sq ft

27 Birch Mill Trl, Essex, CT 06426

Property at 193 Main St, Ivoryton, CT 06442, 3 beds, 3 baths

$825,000 Last sold price

3 beds3 baths2,350 sq ft

193 Main St, Ivoryton, CT 06442

Property at 15 Cove Hill Rd, Essex, CT 06426, 2 beds, 3 baths

$630,000 Last sold price

2 beds3 baths2,084 sq ft

15 Cove Hill Rd, Essex, CT 06426

Property at 58 Lynn Rd, Ivoryton, CT 06442, 2 beds, 2 baths

$482,000 Last sold price

2 beds2 baths1,382 sq ft

58 Lynn Rd, Ivoryton, CT 06442

Property at 13 Hemlock Dr, Essex, CT 06426, 5 beds, 4.5 baths

$2,050,000 Last sold price

5 beds4.5 baths3,532 sq ft

13 Hemlock Dr, Essex, CT 06426

Property at 24 New City St, Essex, CT 06426, 3 beds, 4 baths

$4,100,000 Last sold price

3 beds4 baths2,738 sq ft

24 New City St, Essex, CT 06426

Property at 45 Falls River Dr, Ivoryton, CT 06442, 3 beds, 3.5 baths

$1,400,000 Last sold price

3 beds3.5 baths2,467 sq ft

45 Falls River Dr, Ivoryton, CT 06442

Property at 16 Main St, Ivoryton, CT 06442, 4 beds, 2 baths

$439,900 Last sold price

4 beds2 baths1,884 sq ft

16 Main St, Ivoryton, CT 06442

Property at 25 Pratt St, Essex, CT 06426, 3 beds, 3.5 baths

$1,800,000 Last sold price

3 beds3.5 baths2,950 sq ft

25 Pratt St, Essex, CT 06426

Property at 19 Blake St, Ivoryton, CT 06442, 2 beds, 1 bath

$371,500 Last sold price

2 beds1 bath806 sq ft

19 Blake St, Ivoryton, CT 06442

Property at 51 Witch Hazel Dr, Deep River, CT 06417, 3 beds, 3 baths

$750,000 Last sold price

3 beds3 baths2,231 sq ft

51 Witch Hazel Dr, Deep River, CT 06417

Property at 177 Union St, Deep River, CT 06417, 3 beds, 1.5 baths

$540,000 Last sold price

3 beds1.5 baths1,392 sq ft

177 Union St, Deep River, CT 06417

Property at 72 Winter Ave, Deep River, CT 06417, 3 beds, 3 baths

$320,000 Last sold price

3 beds3 baths1,836 sq ft

72 Winter Ave, Deep River, CT 06417

Property at 12 Jones Ln, Deep River, CT 06417, 2 beds, 1 bath

$430,000 Last sold price

2 beds1 bath1,200 sq ft

12 Jones Ln, Deep River, CT 06417

Property at 102 W Bridge St, Deep River, CT 06417, 3 beds, 3 baths

$325,000 Last sold price

3 beds3 baths1,436 sq ft

102 W Bridge St, Deep River, CT 06417

Property at 15 Grove St, Deep River, CT 06417, 4 beds, 1.5 baths

$415,000 Last sold price

4 beds1.5 baths1,080 sq ft

15 Grove St, Deep River, CT 06417

Property at 92 Main St #405, Deep River, CT 06417, 2 beds, 2 baths

$263,000 Last sold price

2 beds2 baths1,095 sq ft

92 Main St #405, Deep River, CT 06417

Property at 8 Prospect Hl, Deep River, CT 06417, 2 beds, 1 bath

$345,000 Last sold price

2 beds1 bath912 sq ft

8 Prospect Hl, Deep River, CT 06417

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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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