88 Rocky Rest Road
Shelton, Connecticut 06484
Reduced from $349,900
- Beds
- 3
- Baths
- 2
- SqFt
- 1,741
- Acres
- 0.60
- Year Built
- 1750
- Property Type
- Single 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
Discover the potential at 88 Rocky Rest Road-a 3-bedroom, 2-bath, 1,700 sq ft single-family home ready to be transformed into something truly special. Nestled in a desirable Shelton location, this property offers solid bones and a spacious layout, making it an excellent opportunity for buyers looking to customize and add value. Inside, you'll find generously sized rooms, a functional floor plan, and plenty of natural light throughout. With some updates and care, this home can be restored to its full beauty, offering the perfect canvas to create your dream living space. Whether you're an investor, contractor, or homeowner with a vision, this property presents the ideal chance to bring your ideas to life in one of Shelton's sought-after neighborhoods.
Key Facts
- City/Town
- Shelton
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1750
- Days on Market
- 315 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,741 sq ft
- Lot Size
- 0.60 acres
- Property Taxes
- $3,358 / Annually
Market Snapshot
The Shelton Market
Single Family · trailing 12 months
Active Listings
67
70 under contract
Median List Price
$619,900
67 active listings
Median Closed Price
$590,000
281 sales
Median Days on Market
36
67 active listings
Median $ / Sq Ft
$300
67 active listings
Sale-to-List Ratio
100.0%
281 sales
How this home compares
List Price
$339,900
vs $619,900 median
45.2% below median
Price / Sq Ft
$195
vs $300 median
35.0% below median
Days on Market
315 days
vs 36 days median
279 days longer than median
Based on 67 active and 281 closed sales (trailing 12 mo) of single family in Shelton. Source: SmartMLS · As of October 2, 2026.
Location
88 Rocky Rest Road, Shelton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$1,861
- Property Taxes$280
- Insurance$113
- 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
- Single Family
- Style
- Cape Cod
- Year Built
- 1750
- New Construction
- No/Resale
- Living Area
- 1,741 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Shelton
Interior
- Heating
- Baseboard
- Heat Fuel
- Electric
- Cooling
- Window Unit
- Appliances
- Electric CooktopRefrigeratorDishwasher
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.60 acres
- Zoning
- R-1
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Cesspool
- Construction
- Shingle
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level LotSloping LotWater View
Listing & Financials
- Property Taxes
- $3,358 / Annually
- Days on Market
- 315
- MLS #
- 24141579
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/2/2026. 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 10/2/2026 at 11:30 PM UTC.