27 Rocky Rest Road
Shelton, Connecticut 06484
- Beds
- 3
- Baths
- 2
- SqFt
- 1,752
- Acres
- 0.54
- Year Built
- 1940
- Property Type
- Multi-Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Property is in need of total rehab and priced below current city appraised value for a quick sale. Owner states that if torn down that there is a possibility of building 4-6 townhouses with winter water views. If one were to build Townhouses then sewer line must be brought into the property. Property is less than 1/2 mile from million dollar homes on Nature Lane and only two miles away from Townhouses at River Ridge of Shelton that have sold in excess of one half million dollars. Please do your own due diligence.
Key Facts
- City/Town
- Shelton
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units are Side-by-Side
- Year Built
- 1940
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,752 sq ft
- Lot Size
- 0.54 acres
- Garage / Parking
- 4 total
- Property Taxes
- $5,241 / Annually
Market Snapshot
The Shelton Market
Multi-Family · trailing 12 months
Active Listings
4
3 under contract
Median List Price
$604,500
4 active listings
Median Closed Price
$580,000
14 sales
Median Days on Market
30
4 active listings
Median $ / Sq Ft
$276
4 active listings
Sale-to-List Ratio
103.2%
14 sales
How this home compares
List Price
$449,900
vs $604,500 median
25.6% below median
Price / Sq Ft
$257
vs $276 median
6.9% below median
Days on Market
0 days
vs 30 days median
30 days fresher than median
Based on 4 active and 14 closed sales (trailing 12 mo) of multi-family in Shelton. Source: SmartMLS · As of November 9, 2026.
Location
27 Rocky Rest Road, Shelton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$2,438
- Property Taxes$437
- Insurance$150
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Shelton
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Multi-Family
- Subtype
- Other
- Style
- Units are Side-by-Side
- Year Built
- 1940
- New Construction
- No/Resale
- Living Area
- 1,752 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot AirHot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Basement
- FullUnfinishedDirt FloorWalk-outConcrete Floor
Exterior & Lot
- Lot Size
- 0.54 acres
- Zoning
- R-1
- Garage / Parking
- 4 total parking spacesPavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- View
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Masonry
- Exterior Features
- GuttersPatio
- Lot Description
- TreedSloping LotWater View
Listing & Financials
- Property Taxes
- $5,241 / Annually
- Days on Market
- 0
- MLS #
- 24220117
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/9/2026. 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 11/9/2026 at 4:45 PM UTC.