300 Chestnut Hill Rd, Ridgefield, CT 06877
What This House Offers
Property Id: 91123
Tucked along the Ridgefield-North Salem border in a quiet woodland setting, this post & beam residence offers refined privacy for the... executive seeking space, discretion, and architectural character. Designed with soaring timber ceilings, exposed beams, and expansive glass, the 1,400 sq ft interior balances warmth and volume. Natural light fills the open living area, while curated furnishings and layered textures create an atmosphere that feels both elevated and grounded. This is not a conventional one-bedroom housing but offers a refined, private alternative to conventional furnished apartments or townhouse rentals. It is a private residence ideal for: • Senior leadership assignments• Executive relocation• Corporate placement• Screenwriters, Authors or Publishing residency•Actors •or Transitional housing during home sale or purchase.
The primary suite offers quiet separation and comfort. The living area is anchored by dramatic beam work and woodland views. A dedicated work-from-home setup supports privacy and productivity.
The property was formerly home to a celebrated children’s author, adding a subtle cultural provenance to its architectural integrity not typically found within this affluent corridor.
Also being offered fully furnished, including:•All Utilities, •High-speed internet• Outdoor BBQ, Patio, Linens, Full Kit. Private parking• Call for details. Turnkey living with minimal owner presence. Longer or shorter executive placements considered on a case-by-case basis. This rarely available pvt res. is ideal for those seeking refined simplicity and quiet distinction — this residence offers both. Less than 1 hour to Manhattan, authors, screenwriters, artist, actors or anyone wishing for romantic getaways can enjoy this Boutique Executive Retreat. By Appt Only.
Unit
- $4,600 Plus Fees
- 1 Bed
- 1 Bath
- 1400 sq. ft.
- Available Now
Home Features
- Cable Ready
- Furnished
- Hardwood Floors
- Lawn
- Oven
- Refrigerator
- Security System
- Vaulted Ceiling
- Washer/Dryer
Community Features
- Fenced Lot
- Utilities Included
300 Chestnut Hill Rd is a single-family home for rent in Ridgefield, CT
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
Due at Move-In
- Security Deposit - Refundable$4,600
Cats
- Cats Allowed
Dogs
- Dogs Allowed
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Explore Commute Options
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- Walk Time--
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Get In Touch
Ridgefield, CT 06877

Area Scores
Walkability
Not walkable10 / 100
Driveability
Exceptionally drivable100 / 100
Bikeability
Somewhat bikeable30 / 100
Travel and Transit

Local Education
Primary and Secondary Schools
District Program Res
Grades K-5
Public
Maimonides Academy
Grades PK-5
Private
Ridgebury Elementary School
Grades PK-5
Public
Scotts Ridge Middle School
Grades 6-8
Public
The Prospect School at Wooster
Grades K-8
Private
Ridgefield High School
Grades 9-12
Public
Data provided by GreatSchools.org © 2026. All rights reserved.
Colleges and Universities
School
Commute Time (Distance)
Western Connecticut, Westside
Drive: 16 min (6.5 mi)
Western Connecticut, Midtown
Drive: 16 min (7.8 mi)
Discover Outer Middle Fairfield County, Ridgefield, CT
Parks and Recreation
Recreational activities near 300 Chestnut Hill Rd are plentiful. Discover 3 parks within 4.5 miles, including The Discovery Center at Ridgefield, Seth Low Pierrepont State Reserve, and Hammond Museum & Japanese Stroll Garden.
Airports
Living in Outer Middle Fairfield County provides easy access to Westchester County, located just 43 minutes from 300 Chestnut Hill Rd. Another nearby airport is New York Stewart International, located 42.2 miles away.




