$9,100
Total Monthly Price
8 Sherwood Dr
Westport, CT 06880
Favorites
-
Bedrooms
3
-
Bathrooms
3
-
Square Feet
2,734 sq ft
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Available
Not Available
Highlights
- Colonial Architecture
- Deck
- Attic
- 1 Fireplace
- Sitting Room
- Balcony
8 Sherwood Dr
Favorites
About This Home
Not Available
Call for Availability - 8 Sherwood Drive, Westport - Enjoy the best of the Westport lifestyle in this charming rental, ideally located in one of the town's most sought-after neighborhoods. Just a short stroll to picturesque Old Mill Beach and moments from vibrant downtown Westport, this home offers the perfect blend of coastal living and everyday convenience. A welcoming sunroom greets you as you enter, filling the home with natural light and creating the perfect space to relax or entertain. Sun-drenched rooms, hardwood floors throughout, and a thoughtfully designed layout make this home warm and inviting. The main level also features a bedroom and a full bath, offering flexibility for guests, a home office, or convenient one-level living. The finished lower level provides additional living space ideal for a family room, recreation area, gym, or playroom. Step outside to a private backyard with a charming deck and pergola, perfect for outdoor dining or relaxing. Enjoy easy access to all of Westport's amenities, including the natural beauty of Long Island Sound, golf, tennis, swimming, and boating at Longshore Club Park. The train station, exceptional restaurants, shopping, and downtown are all just a five-minute drive away. An exceptional rental opportunity in one of Westport's most desirable neighborhoods. MLS# 24185793
8 Sherwood Dr is a house located in Fairfield County and the 06880 ZIP Code. This area is served by the Westport School District attendance zone.
* Price shown is total price based on community-supplied monthly required fees. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.
Home Details
Year Built
Built in 1932
Attic
Pull Down Stairs to Attic
Bedrooms and Bathrooms
3 Full Bathrooms
3 Bedrooms
Finished Basement
Heated Basement
Basement Fills Entire Space Under The House
Interior Basement Entry
Garage Access
Home Design
Colonial Architecture
Shingle Siding
Interior Spaces
1 Fireplace
Sitting Room
Whole House Fan
2,734 Sq Ft Home
Kitchen
Oven or Range
Gas Cooktop
Microwave
Dishwasher
Range Hood
Laundry
Dryer
Laundry on lower level
Washer
Listing and Financial Details
Assessor Parcel Number 418580
Location
Property is near golf course
Lot Details
6,098 Sq Ft Lot
Level Lot
Property is zoned AA
Outdoor Features
Deck
Balcony
Walking Distance to Water
Outdoor Grill
Parking
Parking Deck
1 Car Garage
Schools
Greens Farms Elementary School
Staples High School
Utilities
Hot Water Circulator
Hot Water Heating System
Heating System Uses Natural Gas
Window Unit Cooling System
Community Details
Pet Policy
Pets Allowed with Restrictions
Contact
- Listed by Maria Tziolis | William Pitt Sotheby's Int'l
- Contact
-
Source
Smart MLS
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Location
Get Directions
Situated about 50 miles northeast of New York City, Westport is equal parts upscale suburb and old New England town. Westport maintains its historic charm as it continues to modernize with premier shops, fitness boutiques, delectable eateries, and cultural amenities.
Westport residents enjoy access to a bevy of performances at the Levitt Pavilion for the Performing Arts and the Westport Country Playhouse. Earthplace uncovers natural history with extensive wildlife exhibits.
Recreational opportunities abound in Westport, at Sherwood Island State Park, Compo Beach, and Westport Longshore Club Park. Popular activities in Westport include boating, swimming, fishing, hiking, and more.
Families flock to Westport for its top-notch schools, quick commute to New York City, and charming atmosphere along the Long Island Sound. Getting around from Westport is easy with access to the I-95, U.S. 1, and public transit.
Learn more about living in Westport
Education
| Colleges & Universities | Distance | ||
|---|---|---|---|
| Colleges & Universities | Distance | ||
| Drive: | 15 min | 7.8 mi | |
| Drive: | 18 min | 11.1 mi | |
| Drive: | 23 min | 11.9 mi | |
| Drive: | 23 min | 13.0 mi |
8 Sherwood Dr is within 15 minutes or 7.8 miles from Fairfield University. It is also near University of Bridgeport and Sacred Heart University.
Schools
Public Elementary School
Grades K-5
442 Students
Attendance Zone
Public Elementary School
Grades PK-5
365 Students
Nearby
Public Middle School
Grades 6-8
729 Students
Attendance Zone
Public High School
Grades 9-12
1,629 Students
Attendance Zone
Private Elementary, Middle & High School
Grades PK-12
684 Students
Nearby
School data provided by
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2026. All rights reserved.
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2026. All rights reserved.
Getting Around
What do Walkability, Transit, Drivability, and Bikeability mean?
Walkability measures the walking distance to day-to-day needs.
Transit measures access to public transportation.
Drivability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
How It Works
Somewhat Walkable
Walkability
30
/ 100
Limited Public Transit
Transit
20
/ 100
Exceptionally Drivable
Drivability
100
/ 100
Fairly Bikeable
Bikeability
40
/ 100
Scores provided by
What do Walkability, Transit, Drivability, and Bikeability mean?
Walkability measures the walking distance to day-to-day needs.
Transit measures access to public transportation.
Drivability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
How It Works
-
Soundscore™
-
/ 100
Traffic
-Airport
-Businesses
-Scores provided by
HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It WorksYou May Also Like
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8 Sherwood Dr
Westport, CT 06880