5 bedroom homes for sale in Greenwich, CT

colonial house featuring driveway, a chimney, and a front yard

sitting room with light wood finished floors, a warm lit fireplace, ornamental molding, and baseboards

Coming soon

$6,495,000

5 beds • 5.5 baths • 7,142 sqft

5 Cathlow Dr, Greenwich CT 06878

#24075409, Joy Kim Metalios, Listing Office: Houlihan Lawrence

snowy aerial view featuring a water view

corridor with light hardwood / wood-style flooring, crown molding, and a baseboard heating unit

New - 2 days on Rocket

$3,495,000

5 beds • 4 baths • 3,764 sqft

7 Cherry Tree Ln, Greenwich CT 06878

#24075170, Stacey Delikat, Listing Office: Houlihan Lawrence

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view of front of house featuring a front lawn

New - 3 days on Rocket

$4,995,000

5 beds • 5.5 baths • 4,286 sqft

29 Lockwood Dr, Greenwich CT 06870

#24075113, Julie Lowe, Listing Office: Houlihan Lawrence

view of front facade featuring a garage and a front yard

stairs featuring parquet floors and crown molding

New - 7 days on Rocket

$10,000 Closing Credit¹

$2,495,000

5 beds • 3.5 baths • 3,736 sqft

42 Sherwood Ave, Greenwich CT 06831

#24071576, Joy Kim Metalios, Listing Office: Houlihan Lawrence

$5,000,000

5 beds • 5.5 baths • 6,984 sqft

416 Taconic Rd, Greenwich CT 06831

#813671, Listing Office: Houlihan Lawrence Inc.

exterior space featuring a yard and a deck

$10,000 Closing Credit¹

$1,295,000

5 beds • 1.5 baths • 2,756 sqft

30 Grey Rock Dr, Greenwich CT 06831

#24067882, Dean Zhuta, Listing Office: Star Realty LLC

view of front facade featuring a balcony and a front lawn

rear view of house with a yard, a balcony, and a patio

$5,000,000

5 beds • 5.5 baths • 8,784 sqft

416 Taconic Rd, Greenwich CT 06831

#24062975, Amanda Bates, Listing Office: Houlihan Lawrence

Room to negotiate?

No trend data available

view of front of property with a front lawn

staircase with a chandelier and hardwood / wood-style flooring

kitchen featuring backsplash, hanging light fixtures, a kitchen island, white cabinets, and sink

$4,495,000

5 beds • 5 baths • 5,230 sqft

34 Thunder Mountain Rd, Greenwich CT 06831

#24057290, Marlie Van Zyl, Listing Office: Larracuente & Johnson Realty, LLC

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

view of front facade featuring a front yard and a garage

$10,000 Closing Credit¹

$2,499,000

5 beds • 4 baths • 3,598 sqft

201 Shore Rd, Greenwich CT 06830

#H6333621, Listing Office: Coldwell Banker Realty

$10,000 Closing Credit¹

$2,499,000

5 beds • 4 baths • 3,598 sqft

201 Shore Rd, Greenwich CT 06830

#24053927, Meg McAuley Kaicher, Listing Office: Coldwell Banker Realty

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

living room featuring plenty of natural light, light hardwood / wood-style floors, crown molding, and a high end fireplace

$2,996,000

5 beds • 4.5 baths • 4,550 sqft

269 Pemberwick Rd, Greenwich CT 06831

#24050451, Kimberly Frattaroli Horlacher, Listing Office: William Raveis Real Estate

living room featuring cooling unit, ornamental molding, and hardwood / wood-style floors

Backup offers

$2,850,000

5 beds • 4 baths • 5,302 sqft

70 Round Hill Rd, Greenwich CT 06831

#24051178, Lin Lavery, Listing Office: Coldwell Banker Realty

view of front facade featuring a front yard, a garage, and covered porch

$3,395,000

5 beds • 6.5 baths • 4,269 sqft

Address Not Disclosed, Greenwich CT 06870

#24048450, Vanessa Savio, Listing Office: Coldwell Banker Realty

dining space featuring beamed ceiling, light hardwood / wood-style flooring, and sink

Video tour

$4,295,000

5 beds • 5.5 baths • 9,312 sqft

23 Hillcrest Park Rd, Old Greenwich CT 06870

#H6303819, Listing Office: Berkshire Hathaway HS NE Prop.

colonial inspired home with a front lawn

dining space with plenty of natural light, light hardwood / wood-style floors, beamed ceiling, and sink

Video tour

$4,295,000

5 beds • 5.5 baths • 9,312 sqft

23 Hillcrest Park Rd, Greenwich CT 06870

#24014140, Robin Bartholomew, Listing Office: Berkshire Hathaway NE Prop.

Greenwich, CT Real Estate Market Overview

Browse 15 5 bedroom homes for sale in Greenwich, CT. View properties, photos, nearby real estate with school and housing market information. Between December 2024 and January 2025, Greenwich, CT real estate market has seen decrease in the number of listings by 7.9%. The median list price of listings available in January 2025 was $1,517,500, while the average time on the real estate market was 0 days. In January 2025, from all listings sold in Greenwich, CT there were more than 1 sold above asking price, over 9 sold below and more than 3 were sold right at the asked price.

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

Schools near Greenwich, CT

Elementary Schools

Bruno M Ponterio Ridge Street School
390 N Ridge St
Public District KG-5
Westover School
412 Stillwater Ave
Public District KG-5
Roxbury School
751 W Hill Rd
Public District KG-5

Middle Schools

Western Middle School
1 Western Junior Hwy
Public District 6-8
Eastern Middle School
51 Hendrie Ave
Public District 6-8
Scofield Middle School
641 Scofieldtown Rd
Public District 6-8

High Schools

Port Chester Senior High School
1 Tamarack Rd
Public District 9-12
Blind Brook High School
840 King St
Public District 9-12
Westhill High School
125 Roxbury Rd
Public District 9-12

Data provided by Great Schools

5 bedroom homes for sale in Greenwich, CT

Greenwich, CT Real Estate Market Overview

What is it like to live in Greenwich, CT

Overview

Housing types

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Schools near Greenwich, CT

Housing market reports in Fairfield County

Homes for sale near Greenwich, CT

Real estate in Greenwich neighborhoods

Top real estate cities in Connecticut