41 Glen Grove Road
Deep River, Connecticut 06417
- Beds
- 2
- Baths
- 1 | 1
- SqFt
- 1,861
- Acres
- 3.75
- Year Built
- 1959
- Neighborhood
- Winthrop
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
A private New England retreat where character, craftsmanship and nature come together. 2-3 bedroom, 1861 sq. ft. country cape set on 3.75 beautifully landscaped acres in Deep River's Winthrop area, 41 Glen Grove is a truly special property surrounded by stone walls, mature plantings and its own private pond. Inside, wide-board floors, exposed beams, built-ins, a slate entry and two fireplaces-one wood-burning and one gas-give the home warmth and authenticity, while the granite and stainless chef's kitchen brings modern function to its historic-inspired character. Currently two bedrooms, the floor plan offers excellent flexibility with a main-level den and a charming parlor/study adjoining the primary bedroom-ideal for guests, an office, nursery or additional private space. The septic system is sized for a 3-4 bedroom home, offering future possibilities. Stone patios extend the living outdoors, with a hot tub hookup already in place. The former stable barn, complete with stalls and tack room, could return to equestrian use with room for a paddock or become an incredible studio, workshop or hobby space. Two laundry areas, an attached two-car garage with generous storage, generator and two wells-including a separate irrigation well-complete the property. Private, peaceful and wonderfully distinctive, this is the kind of property that feels worlds away while still feeling completely like home.
Key Facts
- City/Town
- Deep River
- Neighborhood
- Winthrop
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1959
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 1 full · 1 half
- Living Area
- 1,861 sq ft
- Lot Size
- 3.75 acres
- Garage / Parking
- 4 garage · 4 total
- Property Taxes
- $7,289 / Annually
Market Snapshot
The Deep River Market
Single Family · trailing 12 months
Active Listings
8
14 under contract
Median List Price
$957,500
8 active listings
Median Closed Price
$452,000
44 sales
Median Days on Market
51
8 active listings
Median $ / Sq Ft
$308
8 active listings
Sale-to-List Ratio
101.1%
44 sales
How this home compares
List Price
$579,900
vs $957,500 median
39.4% below median
Price / Sq Ft
$312
vs $308 median
In line with median
Days on Market
0 days
vs 51 days median
51 days fresher than median
Based on 8 active and 44 closed sales (trailing 12 mo) of single family in Deep River. Source: SmartMLS · As of September 8, 2026.
Location
41 Glen Grove Road, Deep River, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$2,997
- Property Taxes$607
- Insurance$193
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Deep River
- Neighborhood
- Winthrop
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1959
- New Construction
- No/Resale
- Living Area
- 1,861 sq ft
Schools
- Elementary
- Deep River
- Middle
- Regional District 4
- High
- Regional District 4
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Fireplaces
- 2
- Laundry
- Lower LevelMain Level
- Laundry Location
- Basement and Mudroom.
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- Crawl SpaceFullUnfinishedStorageInterior AccessConcrete FloorFull With Hatchway
- Interior Features
- Auto Garage Door OpenerCable - Available
- Additional Rooms
- Mud RoomSitting RoomWorkshop
Exterior & Lot
- Lot Size
- 3.75 acres
- Zoning
- R60
- Garage / Parking
- 4 garage spaces4 total parking spacesBarnAttached GarageDrivewayPaved
- Waterfront
- Direct waterfront
- Waterfront Details
- Pond
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- ClapboardWood
- Color
- Red
- Roof
- Asphalt ShingleGable
- Foundation
- Concrete
- Exterior Features
- Porch-EnclosedPorchBarnGarden AreaStone WallFrench DoorsPatio
- Lot Description
- SecludedLightly WoodedWater View
Listing & Financials
- Property Taxes
- $7,289 / Annually
- Days on Market
- 0
- MLS #
- 24202496
- MLS Status
- Coming Soon
- Financing
- FHA,VA,CHFA
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Co-Listed By
Bill Heenan
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/8/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/8/2026 at 5:10 AM UTC.