Homes with Pools for Sale in Middlesex County, CT

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LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Middlesex County, CT:
Welcome to 85 Aspen Rd, a meticulously maintained and truly move-in-ready home in one of Middletown's most desirable neighborhoods. Offering 3 bedrooms and 2.5 baths, this home blends comfort, flexibility, and effortless indoor-outdoor living. Discover a warm and inviting main level featuring a spacious living room with fireplace, an updated kitchen, a dining area, a cozy family room, and an expansive sunroom. The rooms are filled with natural light from the skylights and dual sliders that open to a large, level, fenced-in backyard- an ideal setting for entertaining, gardening, play, or peaceful relaxation. There is also a large Klotter Farms shed, ideal for storage, hobbies, or a workshop,

$425,000

3 beds2.5 baths2,287 sq ft

85 Aspen Dr, Middletown, CT 06457

In law setup • Expansive sunroom • Updated kitchen

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Middlesex County, CT:
Welcome to this beautifully appointed home filled with warmth, character, and modern convenience. For those hoping to find a property with room for a horse, this home delivers the opportunity you've been waiting for. The main level offers a tiled mudroom, a light-filled family room with skylights and French doors, and Brazilian teak hardwoods throughout. The spacious kitchen features granite counters, a bar sink, pantry, center island, double wall ovens, a bay window, and an inviting eat-in area with slider access. A formal dining room with crown molding opens to an elegant living room with a fireplace, bay window, and wood-detailed ceiling. A full bath with shower and a tiled laundry room

$850,000

4 beds4 baths3,890 sq ft

113 Winthrop Rd, Westbrook, CT 06498

2.13 acre lot • 3 garage spots • Built 1965

NEW 31 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Middlesex County, CT:
This classic three-bedroom, two-full-bath Cape is ideally set in a peaceful residential neighborhood just minutes from Washington Street's shopping, dining, and everyday conveniences. After a busy day, enjoy the luxury of privacy or an evening stroll through nearby Veterans Memorial Park. Well maintained and well located this Home is in move in condition. Interior features new flooring and a nice open floor plan perfect for entertaining and gatherings. Immediately available.

$299,000

3 beds2 baths1,382 sq ft

31 Broadview Pkwy, Middletown, CT 06457

Open floor plan • New flooring • 7,840 sq ft lot

ABOUT THIS HOME
Home with a Pool for sale in Middlesex County, CT:
Calling all investors! Duplex located in residential neighborhood with tenants already in place! Two side by side units, both townhouse style. Detached garage and ample yard space makes this a unique and appealing piece of property. Many recent updates in both units, including new flooring & partial roof repair completed in 2025. Both units have enclosed porches in the front and back of house. Tenants would like to stay and have long term lease history.

$329,900

5 beds2 baths2,052 sq ft

27 Barbara Rd, Middletown, CT 06457

8,712 sq ft lot • Garage • Built 1900

ABOUT THIS HOME
Home with a Pool for sale in Middlesex County, CT:
Discover a truly enchanting antique home nestled in the heart of Old Saybrook's quaint, historic charm. This beautiful 4/5 bedroom residence overflows with character and period details, offering a rare opportunity to own a piece of local history. Adding to its significant appeal is a separate, legal 1-bedroom guest suite, providing an excellent source of income or a private space for guests or extended family. Experience small-town New England living at its finest, combining timeless elegance with modern flexibility. Old Saybrook, Connecticut is a quaint and picturesque coastal town where the Connecticut River meets Long Island Sound, offering classic New England charm and a relaxed shoreli

$849,000

5 beds3 baths2,898 sq ft

26 College St, Old Saybrook, CT 06475

Long island sound • Legal guest suite • Historic charm

Property at 94 Cynthia Ln Unit D-5, Middletown, CT 06457, 2 beds, 1 bath

$225,000

2 beds1 bath930 sq ft

94 Cynthia Ln Unit D-5, Middletown, CT 06457

Property at 15 Egypt Ln, Clinton, CT 06413, 3 beds, 1.5 baths

$345,000

3 beds1.5 baths1,040 sq ft

15 Egypt Ln, Clinton, CT 06413

Property at 21 Rome Ave, Middletown, CT 06457, 3 beds, 1 bath

$259,900

3 beds1 bath1,344 sq ft

21 Rome Ave, Middletown, CT 06457

Property at 37 Nolin Rd, Westbrook, CT 06498, 1 bed, 1 bath

$375,000

1 bed1 bath785 sq ft

37 Nolin Rd, Westbrook, CT 06498

Property at 135 W High St, East Hampton, CT 06424, 1 bed, 1 bath

$285,000

1 bed1 bath768 sq ft

135 W High St, East Hampton, CT 06424

Property at 19 Castle View Dr, Chester, CT 06412, 3 beds, 1 bath

$209,000

3 beds1 bath1,092 sq ft

19 Castle View Dr, Chester, CT 06412

Property at 5 Joe Williams Rd, Moodus, CT 06469, 2 beds, 1 bath

$270,000

2 beds1 bath1,131 sq ft

5 Joe Williams Rd, Moodus, CT 06469

Property at 143 Julia Ter #143, Middletown, CT 06457, 2 beds, 1.5 baths

$237,000

2 beds1.5 baths1,088 sq ft

143 Julia Ter #143, Middletown, CT 06457

Property at 21 Crest Dr, Cromwell, CT 06416, 3 beds, 2.5 baths

$469,900

3 beds2.5 baths1,824 sq ft

21 Crest Dr, Cromwell, CT 06416

Property at 123 W High St, East Hampton, CT 06424, 3 beds, 2 baths

$355,000

3 beds2 baths1,835 sq ft

123 W High St, East Hampton, CT 06424

Property at 63 Meadowood Dr, Middletown, CT 06457, 4 beds, 3 baths

$499,000

4 beds3 baths3,339 sq ft

63 Meadowood Dr, Middletown, CT 06457

Property at 237 Boston Rd, Middletown, CT 06457, 2 beds, 1 bath

$324,900

2 beds1 bath1,154 sq ft

237 Boston Rd, Middletown, CT 06457

Property at 9 Cedar Dr, Cromwell, CT 06416, 3 beds, 1.5 baths

$475,000

3 beds1.5 baths1,617 sq ft

9 Cedar Dr, Cromwell, CT 06416

Property at 11 E Lake Dr, Middletown, CT 06457, 3 beds, 1.5 baths

$335,000

3 beds1.5 baths1,438 sq ft

11 E Lake Dr, Middletown, CT 06457

Property at 3 Sunridge Ln #3, Cromwell, CT 06416, 2 beds, 2 baths

$249,900

2 beds2 baths1,404 sq ft

3 Sunridge Ln #3, Cromwell, CT 06416

Property at 27 Valley Dr, Middletown, CT 06457, 3 beds, 2.5 baths

$529,900

3 beds2.5 baths2,204 sq ft

27 Valley Dr, Middletown, CT 06457

Property at 38 Briarcliffe Rd, Colchester, CT 06415, 3 beds, 1 bath

$250,000

3 beds1 bath1,070 sq ft

38 Briarcliffe Rd, Colchester, CT 06415

Property at 33 Briarwood Dr, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$685,000

3 beds1.5 baths2,272 sq ft

33 Briarwood Dr, Old Saybrook, CT 06475

Property at 226 W High St, East Hampton, CT 06424, 6 beds, 3 baths

$724,900

6 beds3 baths3,152 sq ft

226 W High St, East Hampton, CT 06424

Property at 141 E High St, East Hampton, CT 06424, 4 beds, 4 baths

$524,900

4 beds4 baths2,000 sq ft

141 E High St, East Hampton, CT 06424

Property at 175 Lincoln St, Middletown, CT 06457, 4 beds, 1.5 baths

$325,000

4 beds1.5 baths2,005 sq ft

175 Lincoln St, Middletown, CT 06457

Property at 168 Main St, Deep River, CT 06417, 13 beds, 8 baths

$1,700,000

13 beds8 baths10,512 sq ft

168 Main St, Deep River, CT 06417

Property at 00 Primrose Ln, Cromwell, CT 06416, 3 beds, 2.5 baths

$710,900

3 beds2.5 baths2,104 sq ft

00 Primrose Ln, Cromwell, CT 06416

Property at 15 Stone Hedge Rd, Westbrook, CT 06498, 2 beds, 1 bath

$180,000

2 beds1 bath792 sq ft

15 Stone Hedge Rd, Westbrook, CT 06498

Property at 5 Robin Ln, Clinton, CT 06413, 3 beds, 1 bath

$355,000

3 beds1 bath1,000 sq ft

5 Robin Ln, Clinton, CT 06413

Property at 289 Young St, East Hampton, CT 06424, 4 beds, 2.5 baths

$585,000

4 beds2.5 baths2,600 sq ft

289 Young St, East Hampton, CT 06424

Property at 59 Westfield Ter, Middletown, CT 06457, 3 beds, 2 baths

$324,999

3 beds2 baths960 sq ft

59 Westfield Ter, Middletown, CT 06457

Property at 42 Saybrook Rd, Middletown, CT 06457, 4 beds, 2 baths

$339,900

4 beds2 baths1,704 sq ft

42 Saybrook Rd, Middletown, CT 06457

Property at 291 Hog Hill Rd, East Hampton, CT 06424, 4 beds, 2 baths

$429,900

4 beds2 baths1,654 sq ft

291 Hog Hill Rd, East Hampton, CT 06424

Property at 85 N Main St #117, East Hampton, CT 06424, 1 bed, 1.5 baths

$195,000

1 bed1.5 baths633 sq ft

85 N Main St #117, East Hampton, CT 06424

Property at 574 Butternut St, Middletown, CT 06457, 4 beds, 3 baths

$365,000

4 beds3 baths1,876 sq ft

574 Butternut St, Middletown, CT 06457

Property at 14 Rising Trail Dr #14, Middletown, CT 06457, 3 beds, 1.5 baths

$224,900

3 beds1.5 baths1,120 sq ft

14 Rising Trail Dr #14, Middletown, CT 06457

Property at 214 Kelsey Hill Rd, Deep River, CT 06417, 3 beds, 2 baths

$429,900

3 beds2 baths1,722 sq ft

214 Kelsey Hill Rd, Deep River, CT 06417

Property at 73 Airline Rd, Clinton, CT 06413, 3 beds, 3 baths

$699,500

3 beds3 baths3,300 sq ft

73 Airline Rd, Clinton, CT 06413

Property at 97 Bushy Hill Rd, Deep River, CT 06417, 3 beds, 2 baths

$296,000

3 beds2 baths1,314 sq ft

97 Bushy Hill Rd, Deep River, CT 06417

Property at 95 Training Hill Rd, Middletown, CT 06457, 3 beds, 2 baths

$419,900

3 beds2 baths1,537 sq ft

95 Training Hill Rd, Middletown, CT 06457

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Homes with Pools for Sale in Middlesex County

There are currently 329 homes with pools for sale in Middlesex County at a median listing price of $480K. 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 52 days and receive 3 offers. This map is refreshed with the newest listings in Middlesex County every 15 minutes.

In the past month, 165 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 92 condos, 0 townhouses, and 22 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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