5 Bedroom Homes for Sale in Windsor, CT

13 Homes for Sale

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Photo 3 of Single family home for sale at 24 Bel Aire Cir, Windsor Locks, CT 06096 | MLS# 24145384 | Listing updated on 2026-09-20

Photo 1 of Single family home for sale at 24 Bel Aire Cir, Windsor Locks, CT 06096 | MLS# 24145384 | Listing updated on 2026-09-20

Photo 2 of Single family home for sale at 24 Bel Aire Cir, Windsor Locks, CT 06096 | MLS# 24145384 | Listing updated on 2026-09-20

$395,000

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5Bds

3Ba

2,334sqft

Single family home for sale

24 Bel Aire Cir, Windsor Locks, CT 06096

Coldwell Banker Realty

Photo 3 of Single family home for sale at (Undisclosed), Windsor, CT 06095 | MLS# 24181224 | Listing updated on 2026-09-27

Photo 1 of Single family home for sale at (Undisclosed), Windsor, CT 06095 | MLS# 24181224 | Listing updated on 2026-09-27

Photo 2 of Single family home for sale at (Undisclosed), Windsor, CT 06095 | MLS# 24181224 | Listing updated on 2026-09-27

$350,000

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5Bds

3Ba

1,288sqft

Single family home for sale

(Undisclosed), Windsor, CT 06095

Exp Realty

Price Drop: $109.9K

Photo 3 of Single family home for sale at 30 Parkwood Dr, Windsor, CT 06095 | MLS# 24163440 | Listing updated on 2026-10-07

Photo 1 of Single family home for sale at 30 Parkwood Dr, Windsor, CT 06095 | MLS# 24163440 | Listing updated on 2026-10-07

Photo 2 of Single family home for sale at 30 Parkwood Dr, Windsor, CT 06095 | MLS# 24163440 | Listing updated on 2026-10-07

$330,000

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5Bds

3Ba

2,984sqft

Single family home for sale

30 Parkwood Dr, Windsor, CT 06095

Berkshire Hathaway Ne Prop.

Photo 3 of Single family home for sale at 34 Trumbull Ln, South Windsor, CT 06074 | MLS# 24211917 | Listing updated on 2026-10-07

Photo 1 of Single family home for sale at 34 Trumbull Ln, South Windsor, CT 06074 | MLS# 24211917 | Listing updated on 2026-10-07

Photo 2 of Single family home for sale at 34 Trumbull Ln, South Windsor, CT 06074 | MLS# 24211917 | Listing updated on 2026-10-07

$1,200,000

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5Bds

4Ba

3,000sqft

Single family home for sale

34 Trumbull Ln, South Windsor, CT 06074

Brass Key Realty, Llc

Photo 3 of Single family home for sale at 398 Elm St, Windsor Locks, CT 06096 | MLS# 24211916 | Listing updated on 2026-10-07

Photo 1 of Single family home for sale at 398 Elm St, Windsor Locks, CT 06096 | MLS# 24211916 | Listing updated on 2026-10-07

Photo 2 of Single family home for sale at 398 Elm St, Windsor Locks, CT 06096 | MLS# 24211916 | Listing updated on 2026-10-07

$329,900

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5Bds

1Ba

1,715sqft

Single family home for sale

398 Elm St, Windsor Locks, CT 06096

Canopy Brokerage Company, Llc

Price Drop: $25K

Photo 3 of Single family home for sale at 485 Foster Rd, South Windsor, CT 06074 | MLS# 24209841 | Listing updated on 2026-10-07

Photo 1 of Single family home for sale at 485 Foster Rd, South Windsor, CT 06074 | MLS# 24209841 | Listing updated on 2026-10-07

Photo 2 of Single family home for sale at 485 Foster Rd, South Windsor, CT 06074 | MLS# 24209841 | Listing updated on 2026-10-07

$475,000

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5Bds

3Ba

2,219sqft

Single family home for sale

485 Foster Rd, South Windsor, CT 06074

Coldwell Banker Realty

Price Drop: $200K

Photo 3 of Single family home for sale at 960 Main St, South Windsor, CT 06074 | MLS# 24209725 | Listing updated on 2026-10-07

Photo 1 of Single family home for sale at 960 Main St, South Windsor, CT 06074 | MLS# 24209725 | Listing updated on 2026-10-07

Photo 2 of Single family home for sale at 960 Main St, South Windsor, CT 06074 | MLS# 24209725 | Listing updated on 2026-10-07

$1,550,000

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5Bds

4Ba

3,796sqft

Single family home for sale

960 Main St, South Windsor, CT 06074

Berkshire Hathaway Ne Prop.

Price Drop: $20K

Photo 3 of Single family home for sale at 132 Laurel St, South Windsor, CT 06074 | MLS# 24209215 | Listing updated on 2026-10-07

Photo 1 of Single family home for sale at 132 Laurel St, South Windsor, CT 06074 | MLS# 24209215 | Listing updated on 2026-10-07

Photo 2 of Single family home for sale at 132 Laurel St, South Windsor, CT 06074 | MLS# 24209215 | Listing updated on 2026-10-07

$449,000

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5Bds

3Ba

2,935sqft

Single family home for sale

132 Laurel St, South Windsor, CT 06074

Coldwell Banker Realty

Photo 3 of Single family home for sale at 58 Circle Dr, Windsor Locks, CT 06096 | MLS# 24200697 | Listing updated on 2026-09-20

Photo 1 of Single family home for sale at 58 Circle Dr, Windsor Locks, CT 06096 | MLS# 24200697 | Listing updated on 2026-09-20

Photo 2 of Single family home for sale at 58 Circle Dr, Windsor Locks, CT 06096 | MLS# 24200697 | Listing updated on 2026-09-20

$499,000

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5Bds

4Ba

2,406sqft

Single family home for sale

58 Circle Dr, Windsor Locks, CT 06096

Realty One Group Cutting Edge

Photo 3 of Multi family home for sale at 36 38 Wilson Ave, Windsor, CT 06095 | MLS# 24198912 | Listing updated on 2026-09-27

Photo 1 of Multi family home for sale at 36 38 Wilson Ave, Windsor, CT 06095 | MLS# 24198912 | Listing updated on 2026-09-27

Photo 2 of Multi family home for sale at 36 38 Wilson Ave, Windsor, CT 06095 | MLS# 24198912 | Listing updated on 2026-09-27

$249,900

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5Bds

2Ba

2,470sqft

Multi family home for sale

36 38 Wilson Ave, Windsor, CT 06095

Coldwell Banker Realty

Price Drop: $180K

Photo 3 of Single family home for sale at 460 Miller Rd, South Windsor, CT 06074 | MLS# 24195347 | Listing updated on 2026-09-23

Photo 1 of Single family home for sale at 460 Miller Rd, South Windsor, CT 06074 | MLS# 24195347 | Listing updated on 2026-09-23

Photo 2 of Single family home for sale at 460 Miller Rd, South Windsor, CT 06074 | MLS# 24195347 | Listing updated on 2026-09-23

$899,999

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5Bds

5Ba

3,904sqft

Single family home for sale

460 Miller Rd, South Windsor, CT 06074

Agnelli Real Estate

Price Drop: $30K

Photo 3 of Single family home for sale at 33 Woodmar Cir, South Windsor, CT 06074 | MLS# 24184323 | Listing updated on 2026-10-04

Photo 1 of Single family home for sale at 33 Woodmar Cir, South Windsor, CT 06074 | MLS# 24184323 | Listing updated on 2026-10-04

Photo 2 of Single family home for sale at 33 Woodmar Cir, South Windsor, CT 06074 | MLS# 24184323 | Listing updated on 2026-10-04

$619,900

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5Bds

4Ba

3,316sqft

Single family home for sale

33 Woodmar Cir, South Windsor, CT 06074

Coldwell Banker Realty

Photo 3 of Single family home for sale at 521 W Wolcott Ave, Windsor, CT 06095 | MLS# 24181019 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 521 W Wolcott Ave, Windsor, CT 06095 | MLS# 24181019 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 521 W Wolcott Ave, Windsor, CT 06095 | MLS# 24181019 | Listing updated on 2026-10-06

$385,000

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5Bds

5Ba

2,812sqft

Single family home for sale

521 W Wolcott Ave, Windsor, CT 06095

William Raveis Real Estate

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No. of Homes

Prices

Homes for Sale New Haven

2,849

$343,000

Homes for Sale Hartford

2,425

$259,000

Homes for Sale Stamford

376

$337,000

Homes for Sale Waterbury

365

$317,500

Homes for Sale Norwalk

249

$360,000

Homes for Sale Newtown

106

$625,000

Homes for Sale Greenwich

102

$1,812,500

Homes for Sale Cheshire Town

$590,000

Homes for Sale Glastonbury Center

$600,000

Houses for Sale in Windsor Under $100K

Houses for Sale in Windsor Under $150K

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Houses for Sale in Windsor Under $500K

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Houses for Sale in Windsor Under $800K

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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 8, 2026, 11:00 AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.