Map
  • Add a Property
  • Renter Tools
    • Favorites
    • Saved Searches
  • Manage Rentals
  • Apartments For Rent
    • Bloomfield Apartments For Rent
    • East Hartford Apartments For Rent
    • Hamden Apartments For Rent
    • Hartford Apartments For Rent
    • New Britain Apartments For Rent
    • New Haven Apartments For Rent
    • Waterbury Apartments For Rent
    • West Hartford Apartments For Rent
    • West Haven Apartments For Rent
    • Windsor Apartments For Rent
  • Houses For Rent
    • Guilford Houses For Rent
    • Madison Houses For Rent
    • Old Saybrook Houses For Rent
    • Stonington Houses For Rent
    • Washington Houses For Rent
  • Condos For Rent
    • East Haven Condos For Rent
    • Farmington Condos For Rent
    • Milford Condos For Rent
    • New Milford Condos For Rent
    • Simsbury Condos For Rent
  • Townhomes For Rent
    • Bristol Townhomes For Rent
    • Brooklyn Townhomes For Rent
    • Coventry Townhomes For Rent
    • Forestville Townhomes For Rent
    • Groton Townhomes For Rent
    • Killingly Townhomes For Rent
    • Mansfield Townhomes For Rent
    • Storrs Townhomes For Rent
  • Help Center
  • Westport Average Rent
  • Area Guide
  • Rent Calculator

Language

Apartments.com Logo
Manage Rentals      Sign Up / Sign In
  • Primary Photo - 1 Sleepy Hollow Rd
  • Building Photo - 1 Sleepy Hollow Rd
    Building Photo - 1 Sleepy Hollow Rd
  • Building Photo - 1 Sleepy Hollow Rd
    Building Photo - 1 Sleepy Hollow Rd

Bross Chingas Bross

LISTING AGENT

Coldwell Banker Realty

1 Sleepy Hollow Rd media gallery Unit
Floor Plan View Body
Houses Connecticut Fairfield County Westport Greens Farms 1 Sleepy Hollow Rd
$30,000 / Month

1 Sleepy Hollow Rd

,

Westport, CT 06880

2 Weeks Ago
Share Listing
Favorites
  • Bedrooms

    4

  • Bathrooms

    5

  • Square Feet

    7,853 sq ft

1 Sleepy Hollow Rd
Share Listing
Favorites

About This Home

Incredibly located in Greens Farms, the prized estate setting of Westport, this customized luxury home showcases an array of thoughtful and luxurious upgrades. This home's signature grandeur begins with the circular driveway, leading to an impressive double-door entry that leads to a soaring foyer w/herringbone-patterned wood floor. From here, the impressive proportions of this home are apparent - as are the fine details and distinctive finishes that define each space. The living rm w/fpl & dining rm w/butler's pantry are both entertaining-sized. The generous family rm has a wall of French doors to the terrace, stone fpl & leads to the showstopping gourmet kitchen w/fpl, lrg island, full suite of gourmet appliances include Viking range, Sub Zero all-refrig/all-frz, wine chiller, beverage drawers, speed oven & sunny breakfast area w/ bay window. An excellent mud rm w/vast storage, 2nd laundry & a full bath for the pool leads to the 3 car gar. An uncommon main flr guest suite plus a very generous office complete the first level. Upstairs, the gallery hall leads to the sumptuous primary suite, a luxe retreat w/king-sized BR, built-ins, vast walk-in closet, balcony, incredible bath w/frameless steam shower, soaking tub, fine millwork. Each BR is a private suite w/full bth. Amazing bonus spaces incl the lrg 2nd flr rec/play rm, fin 3rd flr and fin LL. The scenic pool has a spa, waterfall & auto cover. Level backyard. Walk to Greens Farms train, beaches. Yearly Unfurnished Rental.

1 Sleepy Hollow Rd is a house located in Fairfield County and the 06880 ZIP Code. This area is served by the Westport attendance zone.

* Price shown is base rent and may not include non-optional fees and utilities. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

House Features

  • Kitchen
  • Refrigerator

Fees and Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

No Pets Allowed

Location Get Directions
Schools Restaurants Groceries Coffee Banks Shops Fitness
Amenities
  • Kitchen
  • Refrigerator
City - Westport

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
Fairfield University
Drive: 10 min 5.0 mi
University of Bridgeport
Drive: 14 min 8.1 mi
Sacred Heart University
Drive: 20 min 10.0 mi
University of Connecticut
Drive: 25 min 14.7 mi
1 Sleepy Hollow Rd is within 10 minutes or 5.0 miles from Fairfield University. It is also near University of Bridgeport and Sacred Heart University.
Schools
  • Public Schools
  • Private Schools
Dwight Elementary School
Public Elementary School
Grades K-5
245 Students
Nearby
Green's Farms School
Public Elementary School
Grades K-5
442 Students
Attendance Zone
Bedford Middle School
Public Middle School
Grades 6-8
729 Students
Attendance Zone
Staples High School
Public High School
Grades 9-12
1,686 Students
Attendance Zone
Greens Farms Academy
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 © 2025. All rights reserved.
Transportation

1 Sleepy Hollow Rd is near Westchester County, located 27.2 miles or 44 minutes away, and Tweed/New Haven, located 30.4 miles or 48 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Green's Farms Station
Walk: 17 min 0.9 mi
Southport Station
Drive: 5 min 1.9 mi
Fairfield Station
Drive: 7 min 3.3 mi
Westport Station
Drive: 10 min 4.8 mi
Fairfield Metro
Drive: 12 min 5.8 mi
Airports Distance
Airports Distance
Westchester County
Drive: 44 min 27.2 mi
Tweed/New Haven
Drive: 48 min 30.4 mi
Car-Dependent
24
Walk Score®
Out of 100
This area is considered a car-dependent area and most errands will require a car.
Minimal Transit
0
Transit Score®
Out of 100
Somewhat Bikeable
27
Bike Score®
Out of 100
You might be able to find places to ride your bike in this area, but you’ll most likely want your car for most errands.
-
-
Soundscore™
Out of 100

Traffic:

-

Airport:

-

Businesses:

-

Score provided by

Scores provided by  and

Score provided by

Points of Interest

Time and distance from 1 Sleepy Hollow Rd.

Shopping Centers Distance
Shopping Centers Distance
Greens Farms Plaza
Walk: 15 min 0.8 mi
Westport Shopping Center
Walk: 20 min 1.0 mi
Westport Plaza
Drive: 3 min 1.1 mi
1 Sleepy Hollow Rd has 3 shopping centers within 1.1 miles, which is about a 3-minute walk. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Sherwood Island State Park
Drive: 8 min 2.8 mi
Connecticut Audubon Birdcraft Museum
Drive: 7 min 3.6 mi
The Rolnick Observatory
Drive: 12 min 4.1 mi
Earthplace
Drive: 12 min 4.6 mi
Connecticut Audubon Center at Fairfield
Drive: 15 min 7.4 mi
1 Sleepy Hollow Rd has 5 parks within 7.4 miles, including Sherwood Island State Park, Connecticut Audubon Birdcraft Museum, and The Rolnick Observatory.
Hospitals Distance
Hospitals Distance
Norwalk Hospital
Drive: 13 min 7.2 mi
St. Vincent's Medical Center
Drive: 15 min 8.7 mi
Southwest Connecticut Mental Health
Drive: 16 min 10.0 mi
1 Sleepy Hollow Rd has 3 hospitals within 10.0 miles, the nearest is Norwalk Hospital which is 7.2 miles away and a 13 minute drive.
Military Bases Distance
Military Bases Distance
Fort Totten US Govt Reservation
Drive: 67 min 44.4 mi
Eatons Neck CG Station North
Drive: 125 min 77.2 mi
1 Sleepy Hollow Rd is 44.4 miles from Fort Totten US Govt Reservation, and is convenient to other military bases, including Eatons Neck CG Station North.

1 Sleepy Hollow Rd Photos

About the Listing Agent

Bross Chingas Bross

Coldwell Banker Realty

When experience counts, count on Bross Chingas Bross. Coldwell Banker Realty congratulates Bross Chingas Bross, the top real estate team serving Westport, Weston and Fairfield County, Connecticut with over $2.5 billion in career sales and more than 11 years at #1 in their service area per MLS data. Barbara Bross, Alexander Chingas, Doug Bross and their Team of top producing agents are affiliated with Coldwell Banker Realty's Global Luxury headquarters located at 355 Riverside Ave. in Westport, CT. The principals of the Bross Chingas Bross team were previously affiliated with Coldwell Banker Realty until 2007, ranking among the company's most successful agents. Each member has earned the Coldwell Banker Global Luxury ® Property Specialist designation, offering a comprehensive and competitive advantage to affluent clients. Bross Chingas Bross represented both the buyer and seller of Westport's highest residential sale of the year per MLS, the $10,000,000 sale of "Compo Point" which was also the highest sale in the Compo Beach area in the past nine years per MLS. The team enthusiastically serves home buyers and sellers across all price ranges, including brokering the sale of some of the most prominent properties throughout the communities they serve, spanning new construction, antique homes, waterfront, land, condominiums and entire new development projects. Bross Chingas Bross has been ranked #1 in Connecticut & New York and #12 in the U.S. within Coldwell Banker Realty, and #33 out of all real estate agent teams in America by Real Trends, a partner of the Wall Street Journal. Bross Chingas Bross has achieved single-year sales volume upwards of $214,000,000. The Team is comprised of Barbara Bross, Alexander Chingas, Doug Bross, Joni Usdan, Robert Appell, Jessica Brookbanks, Jenny Walsh, Pamela Cornfield, Maya Wertheim and Elise Larrabure-Girasole. Bross Chingas Bross is a member of the International Luxury Alliance, an elite network of 76 Real Estate professionals that are the recognized leaders in the 48 key markets they serve around the world. Combined, this select group closes over $9.2 billion annually, and the Team leverages this unique affiliation to instantly market the properties they represent to this group and their qualified buyers.

Back To Top

Send a Message

Contact Property
enter move in date in the format: 2 digit month / 2 digit day / 4 digit year

I would like to...

Send Message

Submitting Request

Send a Message

Contact Property

Thank you! Your email has been sent.

Error

Report an Issue Print Get Directions

Try These Popular Nearby Searches

Cities

  • Norwalk Rentals
  • Fairfield Rentals
  • Weston Rentals
  • Wilton Rentals
  • Darien Rentals

Neighborhoods

  • Compo–Owenoke Historic District Rentals
  • Saugatuck Rentals
  • Greens Farms Rentals
  • Saugatuck Shores Rentals
  • Regents Park Rentals

ZIP Codes

  • 06880 Rentals
  • 06855 Rentals
  • 06890 Rentals
  • 06851 Rentals
  • 06854 Rentals

Search by Bedrooms

  • 1 Bedroom Houses in Westport
  • 2 Bedroom Houses in Westport
  • 3 Bedroom Houses in Westport
  • 4+ Bedroom Houses in Westport

Other Rental Types

  • Westport Houses for Rent
  • Westport Condos for Rent
  • Westport Townhomes for Rent
  • 06880 Houses for Rent
  • 06880 Condos for Rent
  • 06880 Townhomes for Rent

Filter by Popular Amenities

  • Pet Friendly Houses in Westport

Find Specialty Housing

  • Luxury Houses in Westport
  • Cheap Houses in Westport
  • About Us
  • Advertise
  • Legal Notices
  • Privacy Notice
  • Avoid Scams
  • Accessibility
  • Calculate Rent Affordability
  • Renterverse
  • Sitemap
apartments.com
© 2025 CoStar Group, Inc. Equal Housing Opportunity

Equal Housing Opportunity

© 2025 CoStar Group, Inc.

Equal Housing Opportunity

Ready to Apply?

Good News! This rental is accepting applications through Apartments.com. Act now and your $ purchase will include 9 additional FREE application submissions to participating properties.

Or if you already have an account


Required

Required

Valid Email Required

You must acknowledge the disclaimer to continue
Next
Continue

Take me to this property's website

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.

Learn How It Works

What is a Sound Score Rating?

A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources

Learn How It Works

Share This Listing
Listing Image

1 Sleepy Hollow Rd

Westport, CT 06880

Email

Link Copied

Get Directions
Schools Restaurants Groceries Coffee Banks Shops Fitness