5 bedroom homes for sale in Litchfield County, CT

view of front of home featuring a chimney and a porch

view of front facade with metal roof, a porch, and a standing seam roof

view of front of house featuring driveway and a porch

New - 2 days on Rocket

$3,324 Closing Credit¹

$279,900

5 beds • 2 baths • 2,191 sqft

151 Elm St, Winchester CT 06098

#24078923, Jeffrey Liskin, Listing Office: Northwest CT Realty

back of property featuring entry steps and a chimney

living area featuring built in shelves, a fireplace, and wood finished floors

New - 2 days on Rocket

$2,600,000

5 beds • 4.5 baths • 3,743 sqft

9 Mallory Brook Rd, Washington CT 06793

#24071624, Graham Klemm, Listing Office: Klemm Real Estate Inc

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tudor house featuring a front lawn and a chimney

bird's eye view featuring a view of trees

$5,450,000

5 beds • 6 baths • 6,261 sqft

11 Valley Rd, Salisbury CT 06039

#24077048, Elyse Harney Morris, Listing Office: Elyse Harney Real Estate

view of front facade with a front lawn and a chimney

back of house featuring a lawn and a chimney

Video tour

$7,422 Closing Credit¹

$625,000

5 beds • 3 baths • 3,040 sqft

16 Rte 63, Canaan CT 06031

#24076975, Wendy Eichman, Listing Office: Raynard & Peirce Realty,LLC

kitchen with white range with gas stovetop, light stone counters, and light tile patterned floors

kitchen featuring light tile patterned flooring, white appliances, and light stone counters

$3,384 Closing Credit¹

$285,000

5 beds • 2 baths • 1,570 sqft

16 Donahue Pl, Torrington CT 06790

#24075331, Michelle Grant, Listing Office: Coldwell Banker Premier Real Estate

view of front of home with a front yard and a shed

Backup offers

$3,245,000

5 beds • 4 baths • 4,109 sqft

137 Town St, Cornwall CT 06796

#24073033, William Melnick, Listing Office: Elyse Harney Real Estate

laundry room with separate washer and dryer, light tile patterned floors, and sink

full bathroom featuring vaulted ceiling, tile patterned flooring, vanity, tiled shower / bath combo, and toilet

Backup offers

$3,551 Closing Credit¹

$299,000

5 beds • 2 baths • 1,826 sqft

178 Boyd St, Winchester CT 06098

#24071873, David Sartirana, Listing Office: Northwest CT Realty

Room to negotiate?

No trend data available

view of front of house featuring a porch

foyer with a high ceiling and dark wood-type flooring

entryway with a high ceiling and dark wood-type flooring

$10,000 Closing Credit¹

$1,300,000

5 beds • 4.5 baths • 3,544 sqft

175 Kent Rd, Kent CT 06757

#24070504, John Engel, Listing Office: Douglas Elliman of Connecticut

$5,166 Closing Credit¹

$435,000

5 beds • 2.5 baths • 2,120 sqft

6 Chiswick Ln, Barkhamsted CT 06063

#24070542, Katie Breitkreutz, Listing Office: Dave Jones Realty, LLC

kitchen with wood-type flooring, beamed ceiling, and appliances with stainless steel finishes

$9,488 Closing Credit¹

$799,000

5 beds • 2 baths • 1,876 sqft

202 Crane Hollow Rd, Bethlehem CT 06751

#24069737, Danielle Rownin, Listing Office: Keller Williams Realty

$10,000 Closing Credit¹

$940,000

5 beds • 3 baths • 2,859 sqft

2 Surdan Mountain Rd, Sharon CT 06069

#24069763, Peter Carbutti, Listing Office: Carbutti & Co., Realtors

kitchen featuring black refrigerator, light hardwood / wood-style floors, stainless steel dishwasher, and sink

kitchen with light hardwood / wood-style floors, range with two ovens, and radiator heating unit

Backup offers

$3,443 Closing Credit¹

$289,900

5 beds • 1.5 baths • 1,521 sqft

212 Winsted Rd, Torrington CT 06790

#24068252, Suzie Larson, Listing Office: Turning Point Realty, LLC

16 Rte 63, Canaan CT, 06031, 5 bedrooms, 3 baths multi for sale

Listing photo 2 for 16 Rte 63, Canaan CT 06031

Listing photo 3 for 16 Rte 63, Canaan CT 06031

Video tour

$7,422 Closing Credit¹

$625,000

5 beds • 3 baths • 3,040 sqft

16 Rte 63, Canaan CT 06031

#24031447, Wendy Eichman, Listing Office: Raynard & Peirce Realty,LLC

view of front of home featuring a front lawn and covered porch

exterior space featuring an outbuilding and a garage

Backup offers

$2,672 Closing Credit¹

$225,000

5 beds • 2 baths • 1,612 sqft

39 Baker St, Winchester CT 06098

#24067033, Christine Hunter, Listing Office: Hunter Real Estate, LLC

kitchen featuring baseboard heating, pendant lighting, white cabinetry, backsplash, and kitchen peninsula

unfurnished living room featuring an AC wall unit, plenty of natural light, a baseboard radiator, and lofted ceiling with beams

interior space with baseboard heating, a notable chandelier, and ornamental molding

$10,000 Closing Credit¹

$859,900

5 beds • 4 baths • 4,064 sqft

92 Shafer Rd, New Hartford CT 06057

#24066254, Robert Perriello, Listing Office: Century 21 AllPoints Realty

dining space with an AC wall unit, light hardwood / wood-style flooring, and a baseboard heating unit

Backup offers

$7,066 Closing Credit¹

$595,000

5 beds • 2.5 baths • 4,134 sqft

170 Hopkins Rd, Watertown CT 06795

#24064295, Glen Pizzolorusso, Listing Office: Glen Christopher Luxury Collection

view of front of property with a front yard and covered porch

entrance foyer with wood-type flooring and a high ceiling

$10,000 Closing Credit¹

$899,900

5 beds • 3.5 baths • 5,828 sqft

18 Eastern Ln, New Milford CT 06776

#24056160, Jennifer Pistone, Listing Office: Coldwell Banker Realty

view of front facade featuring a front lawn

view of front of property with a front yard

view of front of home featuring a garage and a front lawn

Backup offers

$10,000 Closing Credit¹

$1,499,000

5 beds • 6 baths • 6,151 sqft

46 Quarry Rd, Bridgewater CT 06752

#24061602, Justin Bette, Listing Office: Joseph Bette REALTORS Inc

kitchen featuring sink, ceiling fan, white dishwasher, a textured ceiling, and a baseboard radiator

$5,047 Closing Credit¹

$425,000

5 beds • 2 baths • 2,486 sqft

20 Barry Rd, Plymouth CT 06782

#24056338, Cathy Dupont, Listing Office: Stone Crest Realty LLC

view of front of house featuring a front yard

$10,000 Closing Credit¹

$1,200,000

5 beds • 2.5 baths • 3,307 sqft

77 Deer Hill Rd, Colebrook CT 06021

#24044161, Michael Conlogue, Listing Office: William Pitt Sotheby's Int'l

unfurnished room with wood walls and dark hardwood / wood-style flooring

$10,000 Closing Credit¹

$925,000

5 beds • 4.5 baths • 4,400 sqft

5 Mountain Dr, New Milford CT 06776

#24050050, Aileen O'Connell, Listing Office: Coldwell Banker Realty

view of front of property with a front lawn

view of front of property featuring a porch

view of front of house with a front lawn

Backup offers

$4,986 Closing Credit¹

$419,900

5 beds • 3 baths • 2,464 sqft

424 E River Rd, Barkhamsted CT 06065

#24048582, Heidi Picard-Ramsay, Listing Office: Berkshire Hathaway NE Prop.

view of front of home featuring a front yard

$6,250,000

5 beds • 5.5 baths • 9,165 sqft

51 Ferry Bridge Rd, Washington CT 06793

#24041510, Maria Taylor, Listing Office: Klemm Real Estate Inc

colonial inspired home featuring a front lawn

$10,000 Closing Credit¹

$1,620,000

5 beds • 3.5 baths • 3,899 sqft

16 Furnace Brook Rd, Cornwall CT 06754

#24044837, Pierre Moran, Listing Office: William Pitt Sotheby's Int'l

view of front of home with a porch and roof with shingles

view of property exterior with covered porch and a lawn

$5,687 Closing Credit¹

$478,900

5 beds • 2 baths • 2,494 sqft

33 Granite Ave, North Canaan CT 06018

#24042982, Daniel Smith, Listing Office: Raynard & Peirce Realty,LLC

Backup offers

$9,974 Closing Credit¹

$839,900

5 beds • 2.5 baths • 3,627 sqft

6 Beaver Pond Ln, Bridgewater CT 06752

#24041933, Carole Sansone, Listing Office: William Raveis Real Estate

$6,056 Closing Credit¹

$510,000

5 beds • 4 baths • 3,678 sqft

430 Litchfield Rd, Norfolk CT 06058

#24039220, Michael Barnes, Listing Office: Coldwell Banker Realty

exterior space with covered porch and a yard

view of front of house featuring a front lawn

Backup offers

$4,986 Closing Credit¹

$419,900

5 beds • 3 baths • 2,464 sqft

424 E River Rd, Barkhamsted CT 06065

#24023113, Heidi Picard-Ramsay, Listing Office: Berkshire Hathaway NE Prop.

back of property featuring a balcony, a lawn, and a sunroom

view of home's community featuring a water view

$6,900,000

5 beds • 4.5 baths • 7,632 sqft

27 Macedonia Brook Rd, Kent CT 06757

#170577139, Stacey Matthews, Listing Office: W. Raveis Lifestyles Realty

$5,600,000

5 beds • 7 baths • 10,006 sqft

42 Nettleton Hollow Rd, Washington CT 06793

#170382809, Kathryn Clair, Listing Office: William Pitt Sotheby's Int'l

Litchfield County, CT Real Estate Market Overview

Browse 30 5 bedroom homes for sale in Litchfield County, CT. View properties, photos, nearby real estate with school and housing market information. Between January 2025 and February 2025, Litchfield County, CT real estate market has seen decrease in the number of listings by 5%. In February 2025 median list price was $367,646 and the average listing age was 0 days. In February 2025, from all listings sold in Litchfield County, CT there were more than 39 sold above asking price, over 65 sold below and more than 13 were sold right at the asked price.

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

Schools near Litchfield County, CT

Elementary Schools

Torringford Elementary School
800 Charles St
Public District KG-3
Hillside Intermediate School
51 Hillside Ave
Public District 5-6
Harwinton Consolidated School
115 Litchfield Rd
Public District PK-4

Middle Schools

Woodbury Middle School
67 Washington Ave
Public District 6-8
Salisbury Central School
45 Lincoln City Road
Public District PK-8
Canton Middle School
76 Simonds Ave
Public District 7-8

High Schools

Kennedy High School
422 Highland Ave
Public District 9-12
Housatonic Valley Regional High School
246 Warren Tpke
Public District 9-12
The Gilbert School
200 Williams Ave
Public District 7-12

Data provided by Great Schools

5 bedroom homes for sale in Litchfield County, CT

Litchfield County, CT Real Estate Market Overview

What is it like to live in Litchfield County, CT

Overview

Schools near Litchfield County, CT

Housing market reports in Litchfield County

Homes for sale near Litchfield County, CT

Top real estate cities in Connecticut