300 Chestnut Hill Rd
Ridgefield, CT 06877
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Bedrooms
1
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Bathrooms
1
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Square Feet
1,400 sq ft
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Available
Available Jul 1
Highlights
- Pets Allowed
- Furnished
- Hardwood Floors
- Fenced Lot
- Security System
- Vaulted Ceiling
About This Home
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.
300 Chestnut Hill Rd is a house located in Fairfield County and the 06877 ZIP Code. This area is served by the Ridgefield School District attendance zone.
Fees and Policies
The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.
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One-Time Basics
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Due at Move-In
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Security Deposit - RefundableCharged per unit.$4,895
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Due at Move-In
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Dogs
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Allowed
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Cats
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Allowed
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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.
Details
Utilities Included
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Gas
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Water
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Trash Removal
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Sewer
Property Information
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Furnished Units Available
House Features
Washer/Dryer
Hardwood Floors
Microwave
Refrigerator
- Washer/Dryer
- Cable Ready
- Security System
- Microwave
- Oven
- Refrigerator
- Freezer
- Hardwood Floors
- Vaulted Ceiling
- Furnished
- Fenced Lot
Contact
- Phone Number
- Contact
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Source
Nestled at the foothills of the Berkshire Mountains, Ridgefield has often been named “Connecticut’s #1 Town” by Connecticut Magazine for its beauty and true sense of community. Ridgefield also boasts an excellent educational system, low crime rate, and a broad range of services.
Ridgefield is renowned for its picturesque Main Street, where ornate homes, historic landmarks, a world-class modern art museum, unique boutiques, and exceptional eateries stand alongside tree-covered sidewalks. In addition to gathering downtown, Ridgefield residents come together for a variety of annual events like the Summerfest, Halloween Street Festival, Holiday Stroll, and more.
Ridgefield offers cultural activities such as concerts in the park and performances at the Playhouse. Beautiful open spaces in Ridgefield are perfect for hiking as well. New York City and its many metropolitan amenities are just over an hour’s drive from Ridgefield too.
Learn more about living in Ridgefield- Washer/Dryer
- Cable Ready
- Security System
- Microwave
- Oven
- Refrigerator
- Freezer
- Hardwood Floors
- Vaulted Ceiling
- Furnished
- Fenced Lot
| Colleges & Universities | Distance | ||
|---|---|---|---|
| Colleges & Universities | Distance | ||
| Drive: | 16 min | 6.5 mi | |
| Drive: | 16 min | 7.8 mi | |
| Drive: | 48 min | 28.5 mi | |
| Drive: | 50 min | 29.8 mi |
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.
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
Traffic
-Airport
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-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 Works300 Chestnut Hill Rd Photos
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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.
What is a Sound Score Rating?
A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources.
300 Chestnut Hill Rd
Ridgefield, CT 06877