300 Chestnut Hill Rd, Ridgefield, CT 06877
What This House Offers
Property Id: 2490161
Welcome to "The Ruby Keep," a rare corporate-grade sanctuary and creative estate newly unveiled to the market. Located less than an hour... from Manhattan, this historic woodland estate offers a sophisticated alternative to executive luxury housing. It is a private haven meticulously curated for high-performing individuals to unwind from city stress, regenerate, and create.
Architecturally striking, the cottage balances immense volume with intimate warmth through soaring timber ceilings, exposed post-and-beam framework, and expansive glass walls. Natural light floods the open 1,400-square-foot interior, where curated furnishings and rich textures create an atmosphere that feels both elite and deeply grounded.
Designed for multi-month remote productivity, the estate features dual work-from-home setups supported by commercial-grade, high-speed mesh Wi-Fi. The massive walk-in closet boasts double hanging rods and beautiful, white barn doors that slide open into the living area, cleverly concealing a private workstation for ultimate focus.
The primary loft suite offers a king bed, quiet architectural separation, and deep comfort. The main living area is anchored by dramatic timber framework and sweeping forest views, with French doors leading to two private stone patios. For long-term stays, a full basement offers secure storage for luggage, wardrobe transitions, and seasonal gear.
The kitchen has been fully updated from its original layout into a sleek chef's space with premium custom cabinetry and countertops, paired with a modern bathroom designed for optimal comfort.
Steeped in creative prestige as the former workspace of a celebrated children’s author, this estate functions as part executive residence, part creative sanctuary, and part boutique wellness escape. Minutes from Ridgefield's vibrant fine dining, boutique shops, and cultural attractions, The Ruby Keep offers the ultimate tri-state bridge between absolute privacy and effortless convenience. Call 4 details.
Unit
- $4,895 Plus Fees
- 1 Bed
- 1 Bath
- 1400 sq. ft.
- Available Jul 1
Home Features
- Cable Ready
- Freezer
- Furnished
- Hardwood Floors
- Microwave
- 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$4,895
Dogs
- Dogs Allowed
Cats
- Cats 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
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Ridgefield, CT 06877
Area Scores
Walkability
Not walkable10 / 100
Driveability
Exceptionally drivable100 / 100
Bikeability
Somewhat bikeable30 / 100
Soundscore ™
Calm92 / 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
Westchester Exceptional Childrens School
Grades K-12
Private
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.