74 High Street

Closed 7/9/25
Closed 7/9/25
Gallery Image 1
Sold
Last Sold Price
$700,000
2 beds3,750 sqft$187/sqft
74 High St, Portland, CT 06480
Single FamilyProperty Type
3 acresLot Size
2002Year Built
$187/sq ftPrice per sq ft
2 carsParking Spaces

Description

Tucked away in nature yet minutes from downtown Portland, this stunning McGinley custom home offers over 3,750 sq ft of luxury living - with public utilities! Step into the grand foyer and fall in love with the open layout, soaring ceilings, sun-filled windows, and an oversized fireplace that anchors the space beautifully. The chef's kitchen boasts granite counters, an 8-foot island, double ovens, and breathtaking ceiling details. Cozy up in the upstairs loft, or unwind in the sun-drenched breakfast...Tucked away in nature yet minutes from downtown Portland, this stunning McGinley custom home offers over 3,750 sq ft of luxury living - with public utilities! Step into the grand foyer and fall in love with the open layout, soaring ceilings, sun-filled windows, and an oversized fireplace that anchors the space beautifully. The chef's kitchen boasts granite counters, an 8-foot island, double ovens, and breathtaking ceiling details. Cozy up in the upstairs loft, or unwind in the sun-drenched breakfast and sunrooms overlooking your private backyard. The spacious home office and true primary suite - complete with a walk-in closet, jetted tub, and separate shower - make daily living feel like a retreat. Need more space? The second floor is framed for 3 bedrooms, a sitting area, and a full bath, easily adding another 1,380 sq ft! Top-notch mechanicals include dual Buderus boilers, hydro-air heating, central air, a security system, lightning rod protection, and more. This extraordinary property is ready to welcome its next chapter - will it be yours?
  • Listed by: Amy F Rio 860.916.6048 amy.executive@gmail.com • Better Homes and Gardens Real Estate Executive Real Estate
Listing closed: 07/09/2025 12:00 AM • Source: SMARTMLS, MLS#: 24091363

Recent comparable sales

Median sold price

$557,650

Avg days on market

23

Sale-to-list ratio

101.6%

Portland, CT

9 comparable properties found

$557,650 | 107 Chestnut Hill Road, Unit 107, Portland, CT 06480
1

$557,650

Sold 06/13/25

2
Bedrooms
1,985
Square Feet
0.18
Acres

107 Chestnut Hill Road, Unit 107, Portland, CT 06480

$499,000 | 286 Marlborough Street, Portland, CT 06480
2

$499,000

Sold 07/28/26

2
Bedrooms
4,205
Square Feet
1.11
Acres

286 Marlborough Street, Portland, CT 06480

3

$525,000

Sold 12/27/24

3
Bedrooms
2.5
Bathrooms
3,181
Square Feet
0.58
Acres

76 Collins Hill Road, Portland, CT 06480

$425,000 | 6 Victoria Road, Portland, CT 06480
4

$425,000

Sold 07/22/25

2
Bedrooms
1,759
Square Feet
0.43
Acres

6 Victoria Road, Portland, CT 06480

a front view of a house with a yard
5

$370,000

Sold 06/23/26

2
Bedrooms
2,169
Square Feet
1.02
Acres

31 Grandview Terrace, Portland, CT 06480

$600,000 | 5 Pear Orchard Road, Unit 5, Portland, CT 06480
6

$600,000

Sold 07/14/25

2
Bedrooms
2,648
Square Feet
0.17
Acres

5 Pear Orchard Road, Unit 5, Portland, CT 06480

7

$600,000

Sold 07/14/25

2
Bedrooms
2.5
Bathrooms
2,208
Square Feet
Unavailable
Acres

5 Pear Orchard Road, Portland, CT 06480

8

$557,650

Sold 06/06/25

2
Bedrooms
2.5
Bathrooms
1,985
Square Feet
Unavailable
Acres

107 Chestnut Hill Road, Portland, CT 06480

a front view of a house with a yard
9

$725,000

Sold 08/07/26

4
Bedrooms
3,220
Square Feet
0.57
Acres

103 Fairway Drive, Portland, CT 06480

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Listing Courtesy of Better Homes and Gardens Real Estate Executive Real Estate, Amy F Rio
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Property Information for 74 High Street

Property Details
  • Taxes: $14,543 / year
  • MLS Type: Residential
  • County: Middlesex County
  • Basement Description: Full
  • Direct Waterfront: No
  • Expected Active Date: 05-01-2025
  • Garages Number: 2
  • Style: Cape Cod
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
  • Expected On Market Date: 05-01-2025
Building Information
  • Year Built: 2002
  • Lot Size: 3.00 AC / 130,680 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS
  • Elementary School: Per Board of Ed
  • High School: Portland
  • Latitude: 41.580407
  • Longitude: -72.627582
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2024-June 2025
  • Property Tax: $14,543
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher
  • Attic Description: Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Rooms Total: 6
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Cedar
  • Construction Description: Frame
  • Exterior Siding: Cedar
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2002
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: 1,000 sq ft unfinished
  • Living Area SQFT Per Public Records: 4666
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 1033617
  • Sq Ft Est Heated Above Grade: 3750.0
  • Sq Ft Total: 3750.0
  • Zoning: R15
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: 40 Gallon Tank
  • Sewage System: Public Sewer In Street
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 74 High Street

DateEvent & SourcePriceAppreciation
Jul 9, 2025

Closed (Public Record)

Public Record #1905303534

$700,000

+4.8% / yr

Nov 23, 2021

Closed (Public Record)

Public Record #1478379248

$590,000—
DateEvent & SourcePrice
07/09/2025

Closed (Public Record)

Public Record #1905303534

$700,000

+4.8% / yr

11/23/2021

Closed (Public Record)

Public Record #1478379248

$590,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 74 High Street

Taxable ValueLand$60,480Additions$363,510Total$423,990
Tax Record2024$14,967 ($1,247 / month)
Home Facts
Beds2Baths2.5Total Finished SqFt4,666 SqFtAbove Grade Finished SqFt4,666 SqFtUnfinished Basement SqFt1,155 SqFtStories2Lot Size130,680 SqFtStyleSingle Family ResidenceYear Built2002Year Renovated2002ZoningR15CountyLOWER CONNECTICUT RIVERAPNPORT M:030 B:0003

Schools near 74 High Street

This home is within Portland School District.
Rating
School
Type
Grades
Distance
Valley View School
Public - PK to 1
Gildersleeve School
Public - 2 to 4
Brownstone Intermediate School
Public - 5 to 6
Portland Middle School
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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 74 High Street, Portland, CT 06480
$700,000
2
3,750
130,680
88 High Street, Portland, CT 06480
–
5
3.5
4,300
148,104
21 Covell Hill Road, Portland, CT 06480
$265,000
4
3
2,888
54,886
78 High Street, Portland, CT 06480
–
3
3.5
3,121
33,977
80 High Street, Portland, CT 06480
$315,000
4
2.5
2,760
31,363
76 High Street, Portland, CT 06480
$646,500
3
3,486
35,283

Explore Nearby Homes

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Listing Courtesy of Better Homes and Gardens Real Estate Executive Real Estate, Amy F Rio

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.