5 bedroom homes for sale in Fairfield, CT

view of home's exterior featuring cooling unit, a storage shed, and a lawn

birds eye view of property with a water view

foyer entrance featuring light hardwood / wood-style flooring and a wealth of natural light

New - 1 day on RocketVideo tour

$10,000 Closing Credit¹

$1,800,000

5 beds • 5.5 baths • 5,730 sqft

658 Hoydens Hill Rd, Fairfield CT 06824

#24071224, Mary Phelps, Listing Office: William Pitt Sotheby's Int'l

modern farmhouse style home featuring a front yard

living room with a notable chandelier, beam ceiling, and light hardwood / wood-style flooring

New - 2 days on Rocket

$3,495,000

5 beds • 6.5 baths • 7,904 sqft

735 Redding Rd, Fairfield CT 06824

#24070965, Kate Cacciatore, Listing Office: William Raveis Real Estate

Save big

You could save thousands when you partner with Rocket Homes℠ and Rocket Mortgage®

modern farmhouse style home featuring a garage and a lawn

modern farmhouse style home with a garage and a front lawn

New - 3 days on Rocket

$10,000 Closing Credit¹

$2,399,000

5 beds • 4 baths • 4,000 sqft

400 Bronson Rd, Fairfield CT 06890

#24071538, Anthony Fabrizio, Listing Office: Coldwell Banker Realty

view of front of house with a front yard

$10,000 Closing Credit¹

$1,969,000

5 beds • 5 baths • 4,100 sqft

18 Siacus Pl, Fairfield CT 06825

#24070326, Basil Amso, Listing Office: RE/MAX Right Choice

view of front of home featuring a front yard, a porch, and a garage

view of front facade with a front lawn, a porch, and a garage

rear view of house featuring a patio area and a yard

Coming soon

$10,000 Closing Credit¹

$1,959,000

5 beds • 4.5 baths • 5,000 sqft

127 Lakeview Dr, Fairfield CT 06825

#24068382, Kaitlyn Walsh, Listing Office: William Raveis Real Estate

kitchen featuring range hood, light hardwood / wood-style flooring, stainless steel appliances, white cabinetry, and sink

kitchen featuring sink, white cabinetry, tasteful backsplash, light hardwood / wood-style flooring, and high quality appliances

$10,000 Closing Credit¹

$1,739,000

5 beds • 3.5 baths • 3,780 sqft

214 Highlawn Rd, Fairfield CT 06428

#24068843, Angela Casablanca, Listing Office: BHGRE Gaetano Marra Homes

modern inspired farmhouse featuring a front yard

view of front of house featuring a front yard and a garage

$10,000 Closing Credit¹

$1,899,900

5 beds • 4.5 baths • 4,000 sqft

20 Saint Marc Ln, Fairfield CT 06824

#24066460, Basil Amso, Listing Office: RE/MAX Right Choice

Room to negotiate?

No trend data available

view of front of property with a garage and a front yard

view of front of property with a front lawn and a garage

view of home's exterior featuring a yard

$10,000 Closing Credit¹

$1,625,000

5 beds • 3.5 baths • 4,000 sqft

71 Reid St, Fairfield CT 06824

#24060643, Christine Magliocco, Listing Office: Higgins Group Real Estate

colonial inspired home featuring a front yard

back of property with a patio area and a covered pool

$10,000 Closing Credit¹

$999,000

5 beds • 3.5 baths • 3,869 sqft

282 Brooklawn Ter, Fairfield CT 06825

#24060303, Julie Gulbin, Listing Office: William Raveis Real Estate

modern farmhouse style home featuring a front lawn, covered porch, and a garage

view of front of property with a front lawn, a porch, and a garage

kitchen with appliances with stainless steel finishes, wall chimney exhaust hood, sink, white cabinets, and hanging light fixtures

$10,000 Closing Credit¹

$849,500

5 beds • 4.5 baths • 2,602 sqft

552 Knapps Hwy, Fairfield CT 06825

#24057794, Sofia Olexovitch, Listing Office: William Raveis Real Estate

birds eye view of property featuring a water view and a view of the beach

Backup offers

$4,200,000

5 beds • 5.5 baths • 4,500 sqft

786 Beach Rd, Fairfield CT 06824

#24047166, Julie Falzone, Listing Office: William Pitt Sotheby's Int'l

modern inspired farmhouse with a garage and a front yard

hallway featuring wood-type flooring and beamed ceiling

$10,000 Closing Credit¹

$1,875,000

5 beds • 4.5 baths • 4,032 sqft

2470 N Benson Rd, Fairfield CT 06824

#24044172, Tom Preston, Listing Office: Keller Williams Realty

Backup offers

$6,995,000

5 beds • 8 baths • 11,078 sqft

1099 Pequot Ave, Fairfield CT 06890

#24033417, Libby Tritschler, Listing Office: William Raveis Real Estate

view of front of house featuring a front lawn, covered porch, and a garage

kitchen with sink, pendant lighting, beam ceiling, light hardwood / wood-style flooring, and a kitchen island

kitchen featuring stainless steel appliances, sink, white cabinetry, light hardwood / wood-style floors, and a kitchen island

Backup offers

$10,000 Closing Credit¹

$1,875,000

5 beds • 4.5 baths • 3,610 sqft

218 Nichols St, Fairfield CT 06824

#24021928, Alice Dizenzo, Listing Office: Berkshire Hathaway NE Prop.

$5,988,800

5 beds • 6 baths • 7,798 sqft

1410 S Pine Creek Rd, Fairfield CT 06824

#170597828, Arnold Peck, Listing Office: Property World

Fairfield, CT Real Estate Market Overview

Browse 15 5 bedroom homes for sale in Fairfield, CT. View properties, photos, nearby real estate with school and housing market information. The number of listings in Fairfield, CT decreased by 18.9% between December 2024 and January 2025. In January 2025 median list price was $871,141 and the average listing age was 0 days. In January 2025 more than 20 listings in Fairfield, CT were sold above the asking price. During the same period more than 4 listings were sold at asking price, while more than 12 were sold below.

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

Schools near Fairfield, CT

Elementary Schools

Holland Hill School
105 Meadowcroft Rd
Public District KG-5
Burr Elementary School
1960 Burr St
Public District KG-5
Riverfield School
1625 Mill Plain Rd
Public District KG-5

Middle Schools

Tomlinson Middle School
200 Unquowa Rd
Public District 6-8
Roger Ludlowe Middle School
689 Unquowa Rd
Public District 6-8
Bedford Middle School
88 North Ave
Public District 6-8

High Schools

Fairfield Warde High School
755 Melville Ave
Public District 9-12
Fairfield Ludlowe High School
785 Unquowa Rd
Public District 9-12
Staples High School
70 North Ave
Public District 9-12

Data provided by Great Schools

5 bedroom homes for sale in Fairfield, CT

Fairfield, CT Real Estate Market Overview

What is it like to live in Fairfield, CT

Overview

Housing types

Advantages

Convenience

Transportation

Schools near Fairfield, CT

Housing market reports in Fairfield County

Homes for sale near Fairfield, CT

Real estate in Fairfield neighborhoods

Top real estate cities in Connecticut