18 Crestwood Drive
East Hampton, Connecticut 06424
- Beds
- 0
- Baths
- 2
- SqFt
- 1,248
- Acres
- 0.65
- Year Built
- 1975
- 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
Welcome to 18 Crestwood Dr., a beautifully maintained & thoughtfully updated 3-bedroom, 2-full-bath home over the 33 year ownership. Nestled on more than a half-acre this property brings a wonderful & thoughtful blend of comfort, functionality, and modern updates, designed for the way you live today. All in a peaceful neighborhood setting. The home has benefited from an impressive list of improvements, with many of the major systems and finishes updated in recent years. The kitchen has been remodeled within the past year, complete with updated appliances, while the main level has been freshly painted. The flooring has been redone within the past 5 years, complementing the home's refreshed interior. The bathrooms have also been remodeled, and a newer furnace adds to the home's comfort and efficiency. The lower level walk-out adds an entirely different dimension to the home, featuring both a "Man Cave" and a "Diva Den," offering fantastic flexible space for entertaining, hobbies, recreation, a home office, or simply having separate areas to relax and unwind. Or maybe someone's screaming "teen suite"! Peace of mind comes with the whole-house Generac generator system, installed approximately 4 years ago, along with an upgraded 220-amp electrical service. New gutters & garage door openers add further convenience and value. The main house roof & windows are approximately 15 years old, along with an impressive, freshly paved driveway. Within minutes of everything that East Hampton
Key Facts
- City/Town
- East Hampton
- Neighborhood
- N/A
- Property / Style
- Single Family · Raised Ranch
- Year Built
- 1975
- Days on Market
- 0 days
- Beds
- 0
- Baths
- 2 full
- Living Area
- 1,248 sq ft
- Lot Size
- 0.65 acres
- Garage / Parking
- 2 garage · 10 total
- Property Taxes
- $6,097 / Annually
Market Snapshot
The East Hampton Market
Single Family · trailing 12 months
Active Listings
28
34 under contract
Median List Price
$599,900
28 active listings
Median Closed Price
$448,000
141 sales
Median Days on Market
50
28 active listings
Median $ / Sq Ft
$280
28 active listings
Sale-to-List Ratio
102.4%
141 sales
How this home compares
List Price
$425,000
vs $599,900 median
29.2% below median
Price / Sq Ft
$341
vs $280 median
21.8% above median
Days on Market
0 days
vs 50 days median
50 days fresher than median
Based on 28 active and 141 closed sales (trailing 12 mo) of single family in East Hampton. Source: SmartMLS · As of August 19, 2026.
Location
18 Crestwood Drive, East Hampton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$2,187
- Property Taxes$508
- Insurance$142
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- East Hampton
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Raised Ranch
- Year Built
- 1975
- New Construction
- No/Resale
- Living Area
- 1,248 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- East Hampton
Interior
- Heating
- Hot Water
- Heat Fuel
- ElectricOil
- Cooling
- Ductless
- Fireplaces
- 2
- Laundry
- Lower Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- FullHeatedGarage AccessInterior AccessPartially FinishedFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerCable - AvailableCable - Pre-wired
Exterior & Lot
- Lot Size
- 0.65 acres
- Zoning
- R-4
- Garage / Parking
- 2 garage spaces10 total parking spacesAttached GarageDrivewayPaved
- Waterfront Details
- Seasonal
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Aluminum
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- SidewalkBreezewayDeckGutters
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $6,097 / Annually
- Days on Market
- 0
- MLS #
- 24200325
- MLS Status
- Coming Soon
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 8/19/2026. 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 8/19/2026 at 9:55 AM UTC.