68 High Street
Portland, Connecticut 06480
- Beds
- 4
- Baths
- 4
- SqFt
- 4,500
- Acres
- 3.34
- Year Built
- 1998
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Custom-built by renowned local builder McGinley, this exceptional home is tucked away at the end of a peaceful private road, in the desirable The Highlands subdivision, privately situated on 3.34 acres. Thoughtfully designed and built as the builder's own residence, this spacious home offers quality craftsmanship, character, and incredible versatility throughout. A grand foyer welcomes you into the impressive front-to-back living room featuring an oversized fireplace with a stately mantle, ceilings with exposed beams and a sunken area with a slider that leads you out to a private deck creating warm inviting spaces perfect for gathering. The expansive kitchen offers abundant cabinetry, custom wood block island, pantry, hardwood floors, and a cozy seating nook overlooking the backyard. Formal dining room , mudroom and laundry area conveniently located off the kitchen. Elegant crown molding and hardwood throughout the home.The upper level offers 3 bedrooms and 2 full baths with a spacious primary suite with a walk-in closet and full bath.The finished walk-out lower level provides excellent in-law potential with an additional bedroom, kitchen, bathroom, and flexible living space. Enjoy the outdoors from the wraparound deck overlooking the tranquil, private backyard setting.
Key Facts
- City/Town
- Portland
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1998
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 4 full
- Living Area
- 4,500 sq ft
- Lot Size
- 3.34 acres
- Garage / Parking
- 5 garage · 12 total
- Property Taxes
- $11,839 / Annually
Market Snapshot
The Portland Market
Single Family · trailing 12 months
Active Listings
8
15 under contract
Median List Price
$444,450
8 active listings
Median Closed Price
$417,450
70 sales
Median Days on Market
16
8 active listings
Median $ / Sq Ft
$274
8 active listings
Sale-to-List Ratio
101.2%
70 sales
How this home compares
List Price
$690,000
vs $444,450 median
55.2% above median
Price / Sq Ft
$153
vs $274 median
44.2% below median
Days on Market
0 days
vs 16 days median
16 days fresher than median
Based on 8 active and 70 closed sales (trailing 12 mo) of single family in Portland. Source: SmartMLS · As of August 5, 2026.
Location
68 High Street, Portland, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$3,547
- Property Taxes$987
- Insurance$230
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Portland
- Neighborhood
- N/A
- County
- Middlesex
- Subdivision
- The Highlands
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1998
- New Construction
- No/Resale
- Living Area
- 4,500 sq ft
- Below Grade
- 1,304 sq ft
Schools
- Elementary
- Valley View
- Middle
- Brownstone
- High
- Portland
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullFull With Walk-Out
- In-Law Apartment
- PossibleLower Level
- Additional Rooms
- Laundry RoomMud Room
Exterior & Lot
- Lot Size
- 3.34 acres
- Zoning
- R15
- Garage / Parking
- 5 garage spaces12 total parking spacesCarportBarnPavedDrivewayUnpavedPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-Wrap AroundBalconyUnderground UtilitiesShedPorchBarnDeckGutters
- Lot Description
- In SubdivisionLightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $11,839 / Annually
- Days on Market
- 0
- MLS #
- 24196429
- MLS Status
- Active
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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 8/5/2026. 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 8/5/2026 at 5:50 PM UTC.