395 Highland Street
Manchester, Connecticut 06040
- Beds
- 3
- Baths
- 1
- SqFt
- 1,048
- Acres
- 1.20
- Year Built
- 1876
- Neighborhood
- Highland Park
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Location, Location, Location! This charming Cape offers a rare combination of privacy, convenience and outdoor recreation on over an acre of beautiful, level land. Situated directly across from the Charter Oak Greenway, a scenic 16.5-mile paved trail stretching from Hartford to Bolton, this home provides endless opportunities for walking, biking, jogging and enjoying the outdoors right from your doorstep. A true Manchester gem, this property is also located along the famed Manchester Road Race course, allowing you to enjoy one of the town's most cherished annual traditions from the comfort of your inviting front porch. The expansive, flat yard is ideal for entertaining, family gatherings, outdoor activities, gardening or simply relaxing in your own private setting. An oversized garage offers plenty of room for vehicles, tools, hobbies and additional storage. Conveniently located near major highways, shopping, dining and local amenities, this home combines small-town charm with exceptional accessibility. Whether you're seeking outdoor adventure, community spirit or a peaceful retreat with room to enjoy, this property delivers it all.
Key Facts
- City/Town
- Manchester
- Neighborhood
- Highland Park
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1876
- Days on Market
- 43 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,048 sq ft
- Lot Size
- 1.20 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,132 / Annually
Market Snapshot
The Manchester Market
Single Family · trailing 12 months
Active Listings
46
77 under contract
Median List Price
$392,000
46 active listings
Median Closed Price
$346,000
382 sales
Median Days on Market
19
46 active listings
Median $ / Sq Ft
$240
46 active listings
Sale-to-List Ratio
103.9%
382 sales
How this home compares
List Price
$279,900
vs $392,000 median
28.6% below median
Price / Sq Ft
$267
vs $240 median
11.3% above median
Days on Market
43 days
vs 19 days median
24 days longer than median
Based on 46 active and 382 closed sales (trailing 12 mo) of single family in Manchester. Source: SmartMLS · As of July 28, 2026.
Location
395 Highland Street, Manchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,427
- Property Taxes$511
- Insurance$93
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Manchester
- Neighborhood
- Highland Park
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1876
- New Construction
- No/Resale
- Living Area
- 1,048 sq ft
Schools
- Elementary
- Highland Park
- High
- Manchester
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Laundry
- Main Level
- Laundry Location
- Off kitchen
- Appliances
- None
- Basement
- Crawl SpaceFullUnfinishedHatchway AccessDirt Floor
Exterior & Lot
- Lot Size
- 1.20 acres
- Zoning
- RR
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Lot Description
- DryLevel LotCleared
Listing & Financials
- Property Taxes
- $6,132 / Annually
- Days on Market
- 43
- MLS #
- 24183993
- MLS Status
- Under Contract
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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 7/28/2026. 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 7/28/2026 at 6:10 AM UTC.