106 Meadow Woods Road
Deep River, CT, 06417 $ 1,065,000
Bedrooms3 Baths2.0 Sq 2,102 Monthly Estimate*
$ 6,725
for $1,065,000 with 3 bedrooms and 2 full baths. This 2,102 square foot home was built in 1986 on a lot size of 3.08.
Privately set on over three picturesque acres in Deep River, just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their acclaimed restaurants, boutique shops, marinas, yacht clubs, the Connecticut River Museum, and the historic Griswold Inn. A comprehensive redesign of the home's exterior was completed by renowned architect Christopher Arelt, featuring all-new windows, structural insulated panels for enhanced energy efficiency, cedar shingle siding, copper gutters, Azek trim, a 4-zone heating system, an expansive Ipe deck and stairs, a bluestone patio, and a private outdoor shower. A brand-new well, drilled in May, and a whole-house generator powered by a 500-gallon underground propane tank provide year-round comfort and peace of mind. The home's showpiece is the spectacular four-season sunroom. This breathtaking space features a coffered beadboard ceiling, rich Brazilian cherry flooring, walls of windows, a wood-burning stove, custom built-in seating, and French doors opening onto the expansive Ipe deck, creating an extraordinary setting for year-round living and entertaining. Inside, the home is filled with warmth and character, showcasing pine and pumpkin pine flooring, soaring ceilings, custom millwork, oversized windows, and a welcoming fireplace. A remarkable bank of four oversized reclaimed French doors, originally sourced from a New York City loft, creates a stunning architectural transition between the living room and the sunroom, adding a distinctive architectural detail rarely found in residential homes. A thoughtfully designed kitchen has beadboard cabinets, granite counters and Sub-Zero, Verona and Bosch appliances. The primary suite offers a beautifully remodeled spa-inspired bath with radiant heated floors, 2 walk-in closets, and a separate library with sleeping loft. Both first-floor bedrooms feature charming vaulted beadboard ceilings that further enhance the home's custom craftsmanship and timeless appeal. The outdoor living spaces are equally impressive. Relax on the expansive Ipe deck, refresh in the private outdoor shower, or simply enjoy the serenity of the beautifully landscaped grounds with rebuilt stone walls. Directly across the lane, a spectacular 230-acre land trust preserve offers miles of scenic trails, birdwatching, and year-round recreation. This one-of-a-kind residence offers an exceptional blend of architectural pedigree, luxurious updates, and enduring New England charm. This stunning home was featured in the NYT Real Estate section in November 2022 as well as featured in Coastal Homes in spring of 2012.
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FeaturesGeneralZoning R80
Neighborhood N/A
County Middlesex
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 3.08
Directions River Road to Meadow Wood Road to #106 on the left.
High School Valley
City Deep River
Elementary School Deep River
Sq Ft Total 2102
DOM 5
Year Built 1986
Style Contemporary Other
Year Built Source Public Records
Energy Features Extra Insulation Generator Thermopane Windows
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InteriorCooling System Central Air Heat Pump
Total Rooms 6
Basement Description Full Garage Access Interior Access Walk-out
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ExteriorWater Source Private Well
Lot Description Secluded Lightly Wooded Professionally Landscaped
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* Excluded FeaturesList ByGigi GiordanoListing Agent
Compass Connecticut, LlcBroker
gigi.giordano@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $6,725
- Monthly Property Taxes
- $845
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Deep River, CT
Average List Price $1,308,033
Percent of Sale Price 23%
About Deep River, CT 4,528 Population
-2% Since 2002
$ 72,500 Median Income
46.87 Median Age
27% Households with Children
Trends Information provided by ATTOM Data Solutions.
1935163 Elementary School
4789714 Middle School
Valley High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/21/2026 | $1,065,000 | | Listed Price |