5 bedroom homes for sale in Fairfield County, CT

Coming soon

$10,000 Closing Credit¹

$1,648,000

5 beds • 3 baths • 2,154 sqft

8 Washington Ave, Westport, CT 06880

#24100527, Susan Vanech Vanech, Listing office: Compass Connecticut, LLC

3 hours on Rocket

$10,000 Closing Credit¹

$899,900

5 beds • 3.5 baths • 3,552 sqft

55 Perry Ln, Stratford, CT 06614

#24101297, Frank Fonteyn, Listing office: Prestige Realty Group

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4 hours on Rocket

$10,000 Closing Credit¹

$995,000

5 beds • 4.5 baths • 3,608 sqft

9 Knollwood Rd, Norwalk, CT 06854

#24101248, Katie Sparkman, Listing office: William Raveis Real Estate

12 hours on Rocket

$10,000 Closing Credit¹

$1,899,000

5 beds • 4.5 baths • 4,749 sqft

326 Georgetown Rd, Weston, CT 06883

#24100875, Jackie Davis, Listing office: William Raveis Real Estate

Coming soon

$10,000 Closing Credit¹

$1,450,000

5 beds • 5 baths • 5,945 sqft

3 Dan Beard Ln, Redding, CT 06896

#24101627, Keith Evans, Listing office: William Raveis Real Estate

13 hours on Rocket

$10,000 Closing Credit¹

$2,249,000

5 beds • 3.5 baths • 4,018 sqft

151 Woodridge Dr, New Canaan, CT 06840

#24100928, Michele Murray Sloan, Listing office: Houlihan Lawrence

14 hours on Rocket

$10,000 Closing Credit¹

$875,000

5 beds • 5.5 baths • 7,215 sqft

53 Deerfield Dr, Stamford, CT 06903

#24101510, Bozena Tisch, Listing office: Coldwell Banker Realty

Room to negotiate?

Median Sold Price

$632.1K

Avg. Sale Time

31 Days

Based on our May 2025 Market Report.

15 hours on Rocket

$10,000 Closing Credit¹

$899,900

5 beds • 2.5 baths • 2,564 sqft

12 Lords Hwy E, Weston, CT 06883

#24101424, Krista Alecia, Listing office: Coldwell Banker Realty

19 hours on Rocket

$7,700,000

5 beds • 6 baths • 12,452 sqft

118 John St, Greenwich, CT 06831

#24096087, B.K. Bates, Listing office: Houlihan Lawrence

20 hours on Rocket

$10,000 Closing Credit¹

$1,895,000

5 beds • 2.5 baths • 3,032 sqft

58 Lantern Ridge Rd, New Canaan, CT 06840

#24100311, Melissa Rwambuya, Listing office: William Raveis Real Estate

Coming soon

$2,650,000

5 beds • 6 baths • 6,447 sqft

93 Graenest Ridge Rd, Wilton, CT 06897

#24096901, Kim Burke, Listing office: Berkshire Hathaway NE Prop.

1 day on Rocket

$3,550,000

5 beds • 4.5 baths • 5,442 sqft

9 Milton Pl, Norwalk, CT 06853

#24100841, Julie Carney, Listing office: William Raveis Real Estate

1 day on Rocket

$7,944 Closing Credit¹

$669,000

5 beds • 2 baths • 2,028 sqft

17 Linden St, Norwalk, CT 06851

#24099904, Frederick Dematteo, Listing office: William Raveis Real Estate

1 day on Rocket

$10,000 Closing Credit¹

$2,495,000

5 beds • 4.5 baths • 5,184 sqft

15 Mill Rd, New Canaan, CT 06840

#24100845, Hannelore Kaplan, Listing office: William Raveis Real Estate

1 day on Rocket

$6,994 Closing Credit¹

$589,000

5 beds • 2 baths • 3,680 sqft

21 Dayton St, Newtown, CT 06482

#24101234, David White, Listing office: OwnerEntry.com

Coming soon

$7,541 Closing Credit¹

$635,000

5 beds • 2 baths • 2,233 sqft

35 Old Newtown Rd, Monroe, CT 06468

#24099222, Michael DeBiase, Listing office: Keller Williams Realty

10 Andover Rd, Stamford, CT 06902 - traditional home with a front yard and a shingled roof

Coming soon

$10,000 Closing Credit¹

$899,000

5 beds • 3 baths • 2,236 sqft

10 Andover Rd, Stamford, CT 06902

#24101070, Joanne Vanaria, Listing office: Weichert Realtors

1 day on Rocket

$10,000 Closing Credit¹

$1,785,000

5 beds • 3.5 baths • 4,036 sqft

82 Indian Hill Rd, Wilton, CT 06897

#24101132, Begum Abadin, Listing office: eXp Realty

1 day on RocketTour

$10,000 Closing Credit¹

$1,649,000

5 beds • 4.5 baths • 4,375 sqft

1249 Shippan Ave, Stamford, CT 06902

#24100621, Joseph Pasquino, Listing office: Compass Connecticut, LLC

1 day on Rocket

$7,481 Closing Credit¹

$630,000

5 beds • 2 baths • 2,523 sqft

297 Laurel Ave, Bridgeport, CT 06605

#24097412, Rosania Melo, Listing office: Century 21 Scala Group

1 day on Rocket

$10,000 Closing Credit¹

$1,569,000

5 beds • 3.5 baths • 4,453 sqft

41 Little Brook Rd, Wilton, CT 06897

#24093757, Julie Carney, Listing office: William Raveis Real Estate

1 day on Rocket

$10,000 Closing Credit¹

$1,600,000

5 beds • 5.5 baths • 6,458 sqft

124 Westover Ln, Stamford, CT 06902

#24094114, Evan Philippopoulos, Listing office: RE/MAX Right Choice

1 day on Rocket

$8,301 Closing Credit¹

$699,000

5 beds • 2 baths • 2,204 sqft

7 Locust Ave, Danbury, CT 06810

#24100958, Jason Saphire, Listing office: www.HomeZu.com

Coming soon

$10,000 Closing Credit¹

$1,298,000

5 beds • 3 baths • 2,594 sqft

159 Pond Rd, Stamford, CT 06902

#24100686, Suzanne Cingari, Listing office: William Pitt Sotheby's Int'l

2 days on Rocket

$10,000 Closing Credit¹

$2,399,000

5 beds • 4 baths • 3,311 sqft

7 Over Rock Ln, Westport, CT 06880

#24100414, Angela Benzan, Listing office: Higgins Group Bedford Square

Coming soon

$10,000 Closing Credit¹

$1,725,000

5 beds • 3.5 baths • 5,730 sqft

17 Joanne Ln, Weston, CT 06883

#24100770, Sandra Calise, Listing office: Settlers & Traders

2 days on Rocket

$10,000 Closing Credit¹

$2,149,000

5 beds • 4.5 baths • 5,030 sqft

1208 Smith Ridge Rd, New Canaan, CT 06840

#24098296, Leigh Finley, Listing office: Houlihan Lawrence

Coming soon

$10,000 Closing Credit¹

$1,325,000

5 beds • 4 baths • 4,830 sqft

108 Northwood Dr, Easton, CT 06612

#24100343, Erika Portanova Songer, Listing office: William Pitt Sotheby's Int'l

Coming soon

$10,000 Closing Credit¹

$1,610,000

5 beds • 3.5 baths • 4,476 sqft

22 Fox Run, Wilton, CT 06897

#24096703, Diane Millas, Listing office: William Raveis Real Estate

5 days on Rocket

$10,000 Closing Credit¹

$1,600,000

5 beds • 2.5 baths • 3,811 sqft

82 Partrick Rd, Westport, CT 06880

#24100193, Glenn Stavens, Listing office: Aspen Realty Group

5 days on Rocket

$9,488 Closing Credit¹

$799,000

5 beds • 2.5 baths • 3,341 sqft

2921 Nichols Ave, Trumbull, CT 06611

#24098204, Michelle Murtha, Listing office: William Raveis Real Estate

5 days on Rocket

$10,000 Closing Credit¹

$2,465,000

5 beds • 4 baths • 5,713 sqft

7 Jackson Ct, Ridgefield, CT 06877

#24099382, Russ Neumann, Listing office: Houlihan Lawrence

5 days on Rocket

$3,595,000

5 beds • 4.5 baths • 4,549 sqft

5 Oakleigh Ct, Norwalk, CT 06853

#24099307, Elizabeth Beinfield, Listing office: Compass Connecticut, LLC

5 days on Rocket

$10,000 Closing Credit¹

$2,379,000

5 beds • 4 baths • 4,082 sqft

116 W Ln, Stamford, CT 06905

#24099979, Barbara Webski, Listing office: William Pitt Sotheby's Int'l

5 days on Rocket

$2,799,000

5 beds • 5.5 baths • 4,525 sqft

32 Jeffrey Rd, Greenwich, CT 06830

#24099794, Lin Lavery, Listing office: Coldwell Banker Realty

6 days on Rocket

$9,203 Closing Credit¹

$775,000

5 beds • 4 baths • 3,255 sqft

6 Timberlane Dr, Shelton, CT 06484

#24099665, Matt Nuzie, Listing office: RE/MAX Right Choice

6 days on Rocket

$3,400,000

5 beds • 5 baths • 8,639 sqft

249 Sturges Hwy, Westport, CT 06880

#24099840, Lainie Floyd, Listing office: William Pitt Sotheby's Int'l

6 days on Rocket

$4,250,000

5 beds • 5.5 baths • 6,557 sqft

1191 Oenoke Rdg, New Canaan, CT 06840

#24096015, Diane Jenkins, Listing office: Houlihan Lawrence

6 days on RocketTour

$10,000 Closing Credit¹

$899,900

5 beds • 5 baths • 3,076 sqft

35 Deer Hill Ave, Danbury, CT 06810

#24099829, Tim Dent, Listing office: Coldwell Banker Realty

6 days on Rocket

$10,000 Closing Credit¹

$1,599,000

5 beds • 3.5 baths • 4,352 sqft

23 Wyndover Ln N, Stamford, CT 06902

#24099604, Susan Isaak, Listing office: Houlihan Lawrence

Fairfield County, CT Real Estate Market Overview

There are 259 5-bedroom homes for sale in Fairfield County, CT. The following market insights reflect all property types in the Fairfield County, CT real estate market. In May 2025 in Fairfield County, CT there were 11.4% more homes for sale than in April 2025. Listings spent 31 days on the market in May 2025, and had a median list price of $632,123 during the same period. Over 443 listings were sold over their listed price in May 2025 in Fairfield County, CT. In the same period over 231 listings were sold below the listed price and 75 listings were sold for the listed price.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Fairfield County, CT

Overview

Fairfield County is located in Connecticut. There are roughly 929,348 residents, living in 339,593 households. The average temperature for Fairfield County this time of the year is low of 58F and high of 78F. On average, Fairfield County gets about 4.06 inches of precipitation in June. Most residents are home owners (68%), have a post secondary degree (49%) and are single, no kids (38%).

Data provided by Home Junction

Schools near Fairfield County, CT

Elementary Schools

Oxford Center School
50 Great Oak Rd
Public District 3-5
Irving School
9 Garden Pl
Public District KG-5
Ralph M. T. Johnson School
500 Whittlesey Dr
Public District 3-5

Middle Schools

Roton Middle School
201 Highland Ave
Public District 6-8
Coleytown Middle School
Public District 6-8
Newtown Middle School
11 Queen St
Public District 7-8

High Schools

Brewster High School
50 Foggintown Rd
Public District 9-12
Masuk High School
1014 Monroe Tpke
Public District 9-12
New Fairfield High School
54 Gillotti Rd
Public District 9-12

Data provided by Great Schools

5 bedroom homes for sale in Fairfield County, CT

Fairfield County, CT Real Estate Market Overview

What is it like to live in Fairfield County, CT

Overview

Explore popular home types in Fairfield County, CT

Related homes in Fairfield County, CT

Schools near Fairfield County, CT

Housing market reports in Fairfield County

Homes for sale near Fairfield County, CT

Top real estate cities in Connecticut