4,500 Sq. Ft.
$166 / Sq. Ft.
4,500
Sq. Ft.
$166
per Sq. Ft.

Description

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...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.
  1. Listed by Jody L Smaglis • Coldwell Banker Realty
    P: (860)-573-2090 C: (860)-573-2090 jody.smaglis@gmail.com

Property Details for 68 High Street

Basement Description
Full, Full With Walk-Out
Direct Waterfront
No
Garages Number
5
Neighborhood
N/A
Style
Colonial
Subdivision
The Highlands
Garage Parking Info
Carport, Barn, Paved, Driveway, Unpaved
Swimming Pool
No

Open Houses

Saturday, Jun 27th11:00 AM - 1:00 PM
LISTING UPDATED: 06/24/2026 04:33 PM

Property Details for 68 High Street

StatusActive
MLS #24184500
Days on Market5
Taxes$11,839 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1999
Lot Size3.34 AC / 145,490 SF
CountyMiddlesex County

Location

Listing Courtesy of Coldwell Banker Realty, Jody L Smaglis
Add your commute

Building Information for 68 High Street

Stories-Year Built1999Building Size-Lot Size3.34 AC / 145,490 SF

Payment Calculator

$4,719 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,732

Property Taxes

$987

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 68 High Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Bartlett to High Street ~ The Highlands
  • Elementary School: Valley View
  • High School: Portland
  • Intermediate School: Brownstone
  • Latitude: 41.579557
  • Longitude: -72.627543
  • Middle Jr High School: Portland
  • Neighborhood Amenities: Golf Course, Library, Medical Facilities, Park, Putting Green
  • State: Connecticut
  • Subd Complex: The Highlands
Parking
  • Parking Total Spaces: 12
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $11,839
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Wrap Around, Balcony, Underground Utilities, Shed, Porch, Barn, Deck, Gutters
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer
  • Attic Description: Unfinished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Info: Main Level
  • Rooms Additional: Laundry Room, Mud Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Balcony/Deck,Beams,Fireplace,Hardwood Floor
  • Room Length: 30.3
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 15.11
Room 2
  • Room Entry Order: 10
  • Room Length: 14.1
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 9.3
Room 3
  • Room Entry Order: 2
  • Room Features: French Doors,Hardwood Floor
  • Room Length: 15.3
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 13.79
Room 4
  • Room Entry Order: 3
  • Room Features: Island,Pantry
  • Room Length: 31.16
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 13.33
Room 5
  • Listing Key: 546222A4CBA55953E0631A01100A8E2E
  • Room Entry Order: 4
  • Room Features: Full Bath,Walk-In Closet
  • Room Length: 26.11
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 15.11
Room 6
  • Room Entry Order: 5
  • Room Features: Bedroom Suite,Ceiling Fan
  • Room Length: 18.11
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.8
Room 7
  • Room Entry Order: 6
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 15.1
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.9
Room 8
  • Room Entry Order: 7
  • Room Length: 18.0
  • Room Level: Lower
  • Room Type: Family Room
  • Room Width: 17.8
Room 9
  • Listing Key: 546222A4CBA55953E0631A01100A8E2E
  • Room Entry Order: 8
  • Room Length: 13.1
  • Room Level: Lower
  • Room Type: Kitchen
  • Room Width: 7.11
Room 10
  • Room Entry Order: 9
  • Room Length: 14.1
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 14.9
Property
Property and Assessments
  • Color: grey
  • Construction Description: Frame
  • Driveway Type: Private, Paved
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1999
  • Year Built Source: Owner
  • Bank Owned Property: No
  • In Law Access: Lower Level
  • In Law Apartment: Possible
  • Sq Ft Est Heated Below Grade: 1304
  • Living Area SQFT Per Public Records: 3196
Lot Information
  • Lot Description: In Subdivision, Lightly Wooded, Level Lot
  • Parcel Number: 1033521
  • Sq Ft Est Heated Above Grade: 3196.0
  • Sq Ft Total: 4500.0
  • Zoning: R15
Utilities
  • Energy Features: Programmable Thermostat, Storm Doors, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Public Records for 68 High Street

Taxable ValueLand$62,230Additions$273,140Total$335,370
Tax Record2024$11,839 ($987 / month)
Home Facts
Beds4Baths4Total Finished SqFt3,196 SqFtAbove Grade Finished SqFt3,196 SqFtStories2Lot Size145,490 SqFtStyleSingle Family ResidenceYear Built1998ZoningR15CountyLOWER CONNECTICUT RIVERAPNPORT M:029 B:0169Fireplace TypeHas Fireplace

Schools near 68 High Street

This home is within Portland School District.
Rating
School
Type
Grades
Distance
Public - PK to 1
Public - 2 to 4
Public - 5 to 6
Public - 7 to 8
Rating
School
Distance
Valley View School
PublicPK to 1

Gildersleeve School
Public2 to 4

Brownstone Intermediate School
Public5 to 6

Portland Middle School
Public7 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

68 High Street is a single family home for sale in Portland, CT 06480. This property was listed for sale on June 22, 2026 by Coldwell Banker Realty, it's currently listed at $749,000. This listing's school district is Portland School District. Nearby schools include Valley View School, Gildersleeve School and Brownstone Intermediate School. 68 High Street is a 4-bed, 4-bath, 4,500 sqft single family home built in 1999.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Realty, Jody L Smaglis

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.