29 Union Street
Deep River, Connecticut 06417
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,126
- Acres
- 0.75
- Year Built
- 1765
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Built Circa 1765 as a home for the village blacksmith Benjamin Handy, this home retains the character, detail, and history of the original house with the addition of an amazing modern rear wing that includes an open floor plan kitchen, dining, and family room -- offering the best of the old and the new. The new addition also includes a spacious pantry/laundry, mudroom, full bath, and access to a side porch that is screened and heated for year-round enjoyment. The remainder of the lower level contains two bedrooms, a powder room, and a living room with the original fireplace now converted to gas. Upstairs has two bedrooms and another full bath. Enhancing this village charmer is a serene, custom-fenced private retreat offering beautiful, low-maintenance landscaping perfect for outdoor entertaining and relaxing. The centerpiece of the outdoor hardscape is a custom-built stone fireplace with wood storage and plenty of room to gather around the fire on chilly evenings. The barn/garage has recently been tastefully remodeled to add a second car garage bay and a heated upstairs loft that could serve as a hobby or workout room, office, or studio. New hardscaping and landscaping have also been added to unify the outbuilding with the exterior of the main house. The secluded rear of the property is a lush greenscape with mature trees and plantings, and offering a view of the waterfall.
Key Facts
- City/Town
- Deep River
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod,Antique
- Year Built
- 1765
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,126 sq ft
- Lot Size
- 0.75 acres
- Garage / Parking
- 1 garage · 6 total
- Property Taxes
- $8,478 / Annually
Market Snapshot
The Deep River Market
Single Family · trailing 12 months
Active Listings
11
10 under contract
Median List Price
$850,000
11 active listings
Median Closed Price
$470,000
46 sales
Median Days on Market
27
11 active listings
Median $ / Sq Ft
$308
11 active listings
Sale-to-List Ratio
100.4%
46 sales
How this home compares
List Price
$684,900
vs $850,000 median
19.4% below median
Price / Sq Ft
$322
vs $308 median
In line with median
Days on Market
0 days
vs 27 days median
27 days fresher than median
Based on 11 active and 46 closed sales (trailing 12 mo) of single family in Deep River. Source: SmartMLS · As of August 17, 2026.
Location
29 Union Street, Deep River, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$3,525
- Property Taxes$707
- Insurance$228
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Deep River
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Cape Cod,Antique
- Year Built
- 1765
- New Construction
- No/Resale
- Living Area
- 2,126 sq ft
Schools
- Elementary
- Deep River
- Middle
- Regional District 4
- High
- Valley
Interior
- Heating
- Heat PumpRadiatorZoned
- Heat Fuel
- Propane
- Cooling
- DuctlessSplit SystemZoned
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Main levelfirst floor laundry room
- Appliances
- Gas RangeRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullFull With Hatchway
- In-Law Apartment
- No
- Interior Features
- Security System
- Additional Rooms
- Laundry RoomMud Room
Exterior & Lot
- Lot Size
- 0.75 acres
- Zoning
- VRD
- Garage / Parking
- 1 garage space6 total parking spacesDetached GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- ClapboardWood
- Color
- Dark Blue
- Roof
- Asphalt Shingle
- Foundation
- BlockStone
- Exterior Features
- Porch-EnclosedShedPorchGarden AreaLightingPatio
- Lot Description
- Fence - PartialDryProfessionally LandscapedOpen Lot
Listing & Financials
- Property Taxes
- $8,478 / Annually
- Days on Market
- 0
- MLS #
- 24196639
- MLS Status
- Coming Soon
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Co-Listed By
Kristin Celano
William Pitt Sotheby's Int'l
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/17/2026. 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 8/17/2026 at 10:50 PM UTC.