Homes with Pools for Sale in Middlebury, CT

21 homes

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NEW 5 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Middlebury, CT:
Located in desirable Middlebury, Connecticut, this spacious 3-bedroom home offers 3 full and 1 half baths, including a primary bedroom with its own private bath. The well-designed, flexible layout features a finished walk-out basement providing exceptional additional living and entertaining space, complete with one of two inviting fireplaces that add warmth and character throughout the home. Recent updates include a brand new furnace, offering added comfort and peace of mind. Step outside to a large, private, slightly wooded backyard-perfect for relaxing, entertaining, or enjoying peaceful outdoor living. Conveniently located close to town shopping, restaurants, and everyday amenities, with

$524,900

3 beds3.5 baths1,918 sq ft

637 Watertown Rd, Middlebury, CT 06762

0.92 acre lot • 2 garage spots • Built 1971

ABOUT THIS HOME
Home with a Pool for sale in Middlebury, CT:
Discover this classic 5-bedroom, 2-bath Colonial set on a private 1.67-acre lot in desirable Middlebury. This home features hardwood floors, a bright formal living room, and a spacious dining room that opens to a cozy three-season porch overlooking the yard. The kitchen offers brand-new stainless steel appliances and the convenient first-floor bedroom includes laundry for easy main-level living. Upstairs, additional bedrooms provide flexible options for a home office, playroom, or guest space. Outside, enjoy a detached barn with abundant workspace, perfect for hobbies, equipment and storage. There is also an oversized 2 car garage. The large, level property offers ample room for gardening,

$599,900

5 beds2 baths1,924 sq ft

292 Park Rd Ext, Middlebury, CT 06762

1.62 acre lot • 2 garage spots • Built 1800

ABOUT THIS HOME
Home with a Pool for sale in Middlebury, CT:
RARE OPPORTUNITY to find 4 multi-units in MIDDLEBURY, CT! One parcel (. 41 acre) with 2 properties: a single family "COTTAGE" and a side by side 3 unit w/ garage under. 2 car detached garage as well, on a private, no-thru street. Public water and sewer. Separate utilities paid by tenants. Historically Low vacancy. INGROUND POOL w/ huge deck. Prime location with easy access to rt 8 and I-84. Walking distance to Middlebury Greenway trails, Hop Brook State Park with lake and hiking. Perfect opportunity for owner occupant(s) or investor(s) to build your portfolio with a HARD TO FIND multi unit in HIGHLY SOUGHT AFTER LOCATION! MIDDLEBURY school system is "TOP RATED" as one of

$699,900

5 beds4 baths2,345 sq ft

10 Old Waterbury Rd, Middlebury, CT 06762

0.41 acre lot • 3 garage spots • Pool

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Middlebury, CT:
Welcome to your dream home. .. just for holidays-a beautifully designed 3220 sq ft NEW CONSTRUCTION offering warmth, space and flexibility for today's modern family. With 4 generous bedrooms and 3.5 bathrooms, this home invites you to live, laugh and grow in comfort. You have to see in person to appreciate the design of each of the bedrooms with their one full bath and double closet space. The heart of the home is the open concept main level, where the kitchen, dining and living areas come together around a cozy electric fireplace- perfect for family dinners, holiday gatherings, or quiet evenings in. The chef's kitchen is as functional as it is stunning, featuring granite countertops, tiled

$889,900

4 beds3.5 baths3,220 sq ft

383 Leonard Rd, Middlebury, CT 06762

1.23 acre lot • 2 garage spots • Built 2024

ABOUT THIS HOME
Home with a Pool for sale in Middlebury, CT:
This cozy comfortable 2 bed, 2 bath ranch offers the convience of one level living, with a private back yard and plenty of parking. Located close to the business center and RT 84.

$334,900

2 beds2 baths1,099 sq ft

73 Yale Ave, Middlebury, CT 06762

0.29 acre lot • 4 parking spots • Built 1945

Property at 281 Watertown Rd, Middlebury, CT 06762, 5 beds, 2 baths

$499,900

5 beds2 baths2,428 sq ft

281 Watertown Rd, Middlebury, CT 06762

Property at 200 N Farm Rd, Middlebury, CT 06762, 4 beds, 3 baths

$785,000

4 beds3 baths3,360 sq ft

200 N Farm Rd, Middlebury, CT 06762

Property at 80 Pine Hollow Dr, Middlebury, CT 06762, 4 beds, 3.5 baths

$750,000

4 beds3.5 baths2,806 sq ft

80 Pine Hollow Dr, Middlebury, CT 06762

Property at 72 Carriage Dr, Middlebury, CT 06762, 4 beds, 3 baths

$649,900

4 beds3 baths2,878 sq ft

72 Carriage Dr, Middlebury, CT 06762

Property at 225 Crest Rd, Middlebury, CT 06762, 3 beds, 3 baths

$1,085,000

3 beds3 baths4,138 sq ft

225 Crest Rd, Middlebury, CT 06762

Property at 541 Benson Rd, Middlebury, CT 06762, 2 beds, 2 baths

$579,900

2 beds2 baths1,660 sq ft

541 Benson Rd, Middlebury, CT 06762

Property at 24 Ridgewood Dr #24, Middlebury, CT 06762, 3 beds, 3.5 baths

$599,900

3 beds3.5 baths2,879 sq ft

24 Ridgewood Dr #24, Middlebury, CT 06762

Property at 2 Dogwood Ct #2, Middlebury, CT 06762, 3 beds, 3.5 baths

$530,000

3 beds3.5 baths3,103 sq ft

2 Dogwood Ct #2, Middlebury, CT 06762

Property at 66 Artillery Rd, Middlebury, CT 06762, 4 beds, 3.5 baths

$599,000

4 beds3.5 baths2,691 sq ft

66 Artillery Rd, Middlebury, CT 06762

Property at 6 Deer Run Rd, Middlebury, CT 06762, 3 beds, 2.5 baths

$810,000

3 beds2.5 baths2,190 sq ft

6 Deer Run Rd, Middlebury, CT 06762

Property at 28 Hunting Ridge Rd, Middlebury, CT 06762, 4 beds, 2.5 baths

$739,900

4 beds2.5 baths2,466 sq ft

28 Hunting Ridge Rd, Middlebury, CT 06762

Property at 22 Somerset Dr, Middlebury, CT 06762, 3 beds, 2.5 baths

$925,000

3 beds2.5 baths2,878 sq ft

22 Somerset Dr, Middlebury, CT 06762

Property at 15 Hunting Ridge Rd, Middlebury, CT 06762, 3 beds, 2.5 baths

$794,900

3 beds2.5 baths2,190 sq ft

15 Hunting Ridge Rd, Middlebury, CT 06762

Property at 294 Christian Rd, Middlebury, CT 06762, 3 beds, 2.5 baths

$899,000

3 beds2.5 baths2,878 sq ft

294 Christian Rd, Middlebury, CT 06762

Property at 0 White Birch Ln, Middlebury, CT 06762

$1,600,000

— beds— baths— sq ft

0 White Birch Ln, Middlebury, CT 06762

Property at 19 Deer Run Rd, Middlebury, CT 06762

$274,900

— beds— baths— sq ft

19 Deer Run Rd, Middlebury, CT 06762

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Homes with Pools for Sale in Middlebury

There are currently 21 homes with pools for sale in Middlebury at a median listing price of $599K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middlebury stay on the market for 68 days. This map is refreshed with the newest listings in Middlebury every 15 minutes.

In the past month, 10 homes have been sold in Middlebury. In addition to houses in Middlebury, there were also 7 condos, 0 townhouses, and 1 multi-family unit for sale in Middlebury last month. Find your dream home in Middlebury 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 Middlebury are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middlebury. If you're looking to sell your home in the Middlebury area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middlebury with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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