Homes with Pools for Sale in Middlesex County, CT

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NEW 18 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Middlesex County, CT:
Welcome to Oyster River Landing, a hidden shoreline retreat featuring just 20 distinctive townhomes. This peaceful community offers a private marina and a beautiful swimming pool overlooking the Oyster River. Spend quiet mornings on your private patio or embrace the coastal lifestyle with boating, kayaking, and paddleboarding along the river, which opens to Long Island Sound just a short distance away. Boat slips and storage are available and included for owners. The beautifully updated residence features a fully renovated eat-in kitchen, hardwood flooring throughout the main living level and bedroomsnt. The spacious dining room is ideal for entertaining, while the inviting living room offe

$789,900

2 beds3.5 baths1,565 sq ft

25 Sunset Rd #18, Old Saybrook, CT 06475

Hardwood flooring • Private marina • Private patio

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Middlesex County, CT:
Welcome to Trolley Crossing in Middletown! This well-maintained two-bedroom, one-and-a-half-bath townhouse offers a comfortable layout with generously sized bedrooms and a spacious living room. The first floor features a convenient laundry room, half bath, and a well-equipped kitchen with an updated microwave and oven, dishwasher, and refrigerator replaced approximately two years ago. Major improvements include a 2022 furnace, newer water heater, brand-new windows with a lifetime warranty, and a new roof. Step outside and enjoy the private deck, perfect for relaxing or entertaining. The association also includes water and sewer, adding even more convenience to this move-in-ready home. Curre

$245,000

2 beds1.5 baths1,136 sq ft

52 Trolley Crossing Ln #52, Middletown, CT 06457

Updated dishwasher • Updated oven • Updated microwave

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Middlesex County, CT:
This townhouse style condo is in a great location with easy access to both Hartford and New Haven. Close to the Rt 9 and I-91 highway ramps. This 2 bedroom 1 1/2 bath unit is in need of updating but well worth the efforts. Ready for your upgrades, along with a private deck in the complex. Key features include: - Parking: 2-car garage plus 2 dedicated driveway spaces in front of the garage, providing ample parking. - Included Amenities: Newer washer and dryer, plus a 65" wall-mounted TV. Stereo rack system 200 AMP electric Service - Updates: Roof and AC unit and Furnace were all replaced in 2013. Swimming pool in the complex. Low H. O. A cost compared to other area condo's - Exterior

$199,900

2 beds1.5 baths1,206 sq ft

95 Trolley Crossing Ln #95, Middletown, CT 06457

Private deck • New siding • Swimming pool

NEW 19 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Middlesex County, CT:
This spacious, ranch-style condo offers 1,057 sq. ft. of updated living space. Enjoy added value and peace of mind with HEAT and HOT WATER INCLUDED in the HOA fee ideal for more predictable monthly budgeting. Beautiful wood flooring flows throughout the spacious layout, which features a welcoming combined living and dining area ideal for both everyday living and entertaining with an electric fireplace, and sliders to a private balcony. Updated kitchen with tile flooring, wood cabinetry, and stainless-steel appliances; refreshed full and half baths. Each bedroom closet is enhanced with custom shelving, providing excellent organization and storage. The sellers added a wall to create a flexibl

$230,000

2 beds1.5 baths1,057 sq ft

1216 Cromwell Hills Dr #1216, Cromwell, CT 06416

Wood flooring • Custom shelving • Private balcony

NEW 19 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Middlesex County, CT:
Welcome to 882 Killingworth Road, a beautifully updated 4-bedroom, 3-bath Colonial set on two private acres in the heart of Haddam. Offering over 2,200 sq ft of living space, this home blends classic New England charm with modern updates, including refinished hardwood floors and a bright, open layout ideal for everyday living and entertaining. The well appointed kitchen flows seamlessly into the dining and living areas, with sliding glass doors leading to a newly installed stone patio overlooking the in-ground pool and expansive yard. A standout main level primary suite features a walk in shower, tile flooring, in-suite laundry, and a spacious walk in closet. Upstairs, three additional bedr

$620,000

4 beds3 baths2,286 sq ft

882 Killingworth Rd, Higganum, CT 06441

In-ground pool • Open layout • Updated colonial

Property at 43 High St, Portland, CT 06480, 3 beds, 1.5 baths

$365,000

3 beds1.5 baths1,572 sq ft

43 High St, Portland, CT 06480

Property at 8-B Country Squire Dr Unit 8B, Cromwell, CT 06416, 2 beds, 1 bath

$199,999

2 beds1 bath855 sq ft

8-B Country Squire Dr Unit 8B, Cromwell, CT 06416

Property at 36 Charles Mary Dr, East Hampton, CT 06424, 4 beds, 3.5 baths

$759,900

4 beds3.5 baths4,290 sq ft

36 Charles Mary Dr, East Hampton, CT 06424

Property at 20 Briar Ct #20, Cromwell, CT 06416, 2 beds, 1.5 baths

$234,900

2 beds1.5 baths1,365 sq ft

20 Briar Ct #20, Cromwell, CT 06416

Property at 17 Blaine Ave, Clinton, CT 06413, 2 beds, 2 baths

$420,000

2 beds2 baths2,088 sq ft

17 Blaine Ave, Clinton, CT 06413

Property at 26 High Ridge Rd, Cromwell, CT 06416, 4 beds, 3 baths

$595,000

4 beds3 baths2,188 sq ft

26 High Ridge Rd, Cromwell, CT 06416

Property at 12 Ross Rd, Rockfall, CT 06481, 3 beds, 2.5 baths

$520,000

3 beds2.5 baths2,300 sq ft

12 Ross Rd, Rockfall, CT 06481

Property at 170 Rising Trail Dr #170, Middletown, CT 06457, 3 beds, 1.5 baths

$189,900

3 beds1.5 baths1,120 sq ft

170 Rising Trail Dr #170, Middletown, CT 06457

Property at 100 N Tower Hill Rd, Killingworth, CT 06419, 5 beds, 2 baths

$599,000

5 beds2 baths2,090 sq ft

100 N Tower Hill Rd, Killingworth, CT 06419

Property at 10 Shelter Rock Rd, East Haddam, CT 06423, 4 beds, 2.5 baths

$850,000

4 beds2.5 baths4,296 sq ft

10 Shelter Rock Rd, East Haddam, CT 06423

Property at 1 Lancaster Rd, Cromwell, CT 06416, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths1,995 sq ft

1 Lancaster Rd, Cromwell, CT 06416

Property at 820 Killingworth Rd, Higganum, CT 06441, 3 beds, 2 baths

$525,000

3 beds2 baths2,208 sq ft

820 Killingworth Rd, Higganum, CT 06441

Property at 17 Florida Rd, East Haddam, CT 06423, 3 beds, 2.5 baths

$795,000

3 beds2.5 baths1,872 sq ft

17 Florida Rd, East Haddam, CT 06423

Property at 6-B Country Squire Dr Unit 6B, Cromwell, CT 06416, 2 beds, 1 bath

$184,000

2 beds1 bath855 sq ft

6-B Country Squire Dr Unit 6B, Cromwell, CT 06416

Property at 28 River Rd, Essex, CT 06426, 3 beds, 2.5 baths

$1,650,000

3 beds2.5 baths2,359 sq ft

28 River Rd, Essex, CT 06426

Property at 11 Autumn Ln, Clinton, CT 06413, 3 beds, 2 baths

$639,000

3 beds2 baths2,508 sq ft

11 Autumn Ln, Clinton, CT 06413

Property at 100 Dudley Ave Unit F30, Old Saybrook, CT 06475, 2 beds, 2.5 baths

$797,000

2 beds2.5 baths1,565 sq ft

100 Dudley Ave Unit F30, Old Saybrook, CT 06475

Property at 210 Carriage Crossing Ln #210, Middletown, CT 06457, 2 beds, 2 baths

$249,900

2 beds2 baths960 sq ft

210 Carriage Crossing Ln #210, Middletown, CT 06457

Property at 277 Carriage Crossing Ln #277, Middletown, CT 06457, 1 bed, 1 bath

$220,000

1 bed1 bath760 sq ft

277 Carriage Crossing Ln #277, Middletown, CT 06457

Property at 48 Jefferson Cir, Clinton, CT 06413, 4 beds, 2.5 baths

$535,000

4 beds2.5 baths1,220 sq ft

48 Jefferson Cir, Clinton, CT 06413

Property at 96 Ayers Point Rd, Old Saybrook, CT 06475, 4 beds, 3 baths

$1,099,000

4 beds3 baths4,109 sq ft

96 Ayers Point Rd, Old Saybrook, CT 06475

Property at 3 Medley Ln, Clinton, CT 06413, 4 beds, 2.5 baths

$604,000

4 beds2.5 baths2,151 sq ft

3 Medley Ln, Clinton, CT 06413

Property at 28 Larkspur Dr #28, Cromwell, CT 06416, 2 beds, 1.5 baths

$260,000

2 beds1.5 baths1,218 sq ft

28 Larkspur Dr #28, Cromwell, CT 06416

Property at 85 River Rd Unit G2, Essex, CT 06426, 2 beds, 1.5 baths

$400,000

2 beds1.5 baths1,122 sq ft

85 River Rd Unit G2, Essex, CT 06426

Property at 21 Clarkson Ln, Killingworth, CT 06419, 5 beds, 5 baths

$2,250,000

5 beds5 baths4,190 sq ft

21 Clarkson Ln, Killingworth, CT 06419

Property at 149 Liberty St, Clinton, CT 06413, 3 beds, 2 baths

$479,900

3 beds2 baths1,520 sq ft

149 Liberty St, Clinton, CT 06413

Property at 41 Woodland Trl, Killingworth, CT 06419, 2 beds, 1.5 baths

$234,999

2 beds1.5 baths924 sq ft

41 Woodland Trl, Killingworth, CT 06419

Property at 26 Larkspur Dr #26, Cromwell, CT 06416, 2 beds, 1.5 baths

$270,000

2 beds1.5 baths1,218 sq ft

26 Larkspur Dr #26, Cromwell, CT 06416

Property at 22 Augusta Cir, Moodus, CT 06469, 2 beds, 2.5 baths

$389,900

2 beds2.5 baths1,950 sq ft

22 Augusta Cir, Moodus, CT 06469

Property at 86 Laurel Ridge Trl, Killingworth, CT 06419, 4 beds, 2.5 baths

$915,000

4 beds2.5 baths2,942 sq ft

86 Laurel Ridge Trl, Killingworth, CT 06419

Property at 25 Riverside Dr Unit A13, Clinton, CT 06413, 2 beds, 1.5 baths

$398,000

2 beds1.5 baths1,008 sq ft

25 Riverside Dr Unit A13, Clinton, CT 06413

Property at 88 Main St, Ivoryton, CT 06442, 5 beds, 5.5 baths

$2,200,000

5 beds5.5 baths5,234 sq ft

88 Main St, Ivoryton, CT 06442

Property at 85 River Rd Unit E8, Essex, CT 06426, 2 beds, 1 bath

$349,900

2 beds1 bath1,006 sq ft

85 River Rd Unit E8, Essex, CT 06426

Property at 8 Meeting House Rd, Haddam, CT 06438, 5 beds, 2.5 baths

$1,055,000

5 beds2.5 baths3,741 sq ft

8 Meeting House Rd, Haddam, CT 06438

Property at 18 Birch Mill Rd, Killingworth, CT 06419, 4 beds, 2.5 baths

$2,195,000

4 beds2.5 baths3,700 sq ft

18 Birch Mill Rd, Killingworth, CT 06419

Property at 25 Whitewood Rd, Killingworth, CT 06419, 2 beds, 1 bath

$115,900

2 beds1 bath672 sq ft

25 Whitewood Rd, Killingworth, CT 06419

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Homes with Pools for Sale in Middlesex County

There are currently 53 homes with pools 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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