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$419,900 Just Listed
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Property Description
Located in a sought-after Portland cul-de-sac, this well-maintained ranch offers over 2,600 square feet of versatile living space. The main level centers around a spacious eat-in kitchen and a living room accented by a cozy wood-burning stove. This floor also hosts two bedrooms and a full bath, all flowing into an oversized four-season room surrounded by an abundance of natural light that serves as a retreat for year-round enjoyment. The finished lower level provides exceptional flexibility, featuring a private living area with a third bedroom and a full bath. Already plumbed for a kitchenette, this space is primed for a seamless conversion into an in-law suite. Outside, the property is designed for entertaining, boasting a sprawling patio and an above-ground pool perfect for summer gatherings. For the hobbyist or professional, the attached two-car heated garage is a standout feature. Outfitted with a 100-amp sub-panel and extra electrical outlets, it functions perfectly as a dedicated workshop. This home combines comfort, potential, and professional-grade utility in one exceptional package. Don't miss the opportunity to make this exceptional home yours!
Full Property Details
Full Property Details for 25 Hilltop Dr
General
- Price: $419,900
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24172796
- Updated: Today (5/8/2026)
- Added to Site: Today
Interior
- Number of Rooms: 7
- Interior Features: Cable - Available
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Electric Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Full Bath: Tub w/Shower, Tile Floor, Main
Bedrooms
- Total Bedrooms: 2
- Primary Bedroom: Primary Bedroom - Ceiling Fan, Hardwood Floor, Main
- Bedroom 1: Bedroom - Ceiling Fan, Hardwood Floor, Main
Other Rooms
- Living Room: Living Room - Bay/Bow Window, Wood Stove, Hardwood Floor, Main
- Kitchen: Kitchen - Ceiling Fan, Eating Space, Sliders, Tile Floor, Main
- Laundry: Lower Level
- Other Room 1: Other - Full Bath, Laundry Hookup, Laminate Floor, Lower
Additional Information
- Pool: Yes
- Pool Description: Above Ground Pool
Exterior
- Exterior Features: Shed, Gutters, Lighting, Patio
- Color: White
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Total Spaces: 6
- Parking: Attached Garage, Paved, Off Street Parking, Driveway
Location
- County: Middlesex
- Driving Directions: W High Street ( Route 66) to High Street, (L) onto Spring Street, (R) on Dogwood Drive, (L ) onto Hilltop ( 25 Hilltop Drive ).
School Information
- Elementary School: Per Board of Ed
- High School: Portland
Heating & Cooling
- Cooling Type: Ceiling Fans, Central Air, Ductless, Whole House Fan
- Heating Type: Baseboard, Hot Water, Wood/Coal Stove, Electric, Oil, Wood
- Heating Fuel: Electric, Oil, Wood
- Water Heater: Domestic
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Ranch
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Heated, Fully Finished, Cooled, Interior Access, Liveable Space, Full With Hatchway
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 2,622
- Above Ground: 1,569 Sq. Ft.
- Below Ground: 1,053 Sq. Ft.
- Year Built: 1955
Lot Features
- Lot Size (Acres): 0.4
- Driveway/Sidewalk: Private, Paved, Asphalt
- Zoning: R15
- Lot Description: Lightly Wooded, Level Lot, On Cul-De-Sac
Financial Considerations
- Assessment Amount: $198,520
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1033389
Listed by Berkshire Hathaway NE Prop., Carolyn Kress
Get Pre-Approved Today
Schools
Schools serving 25 Hilltop Dr
School District:Portland School District
| Name | Grades | Distance |
|---|---|---|
Valley View School 81 High Street, Portland, CT 06480 | PK-1 | 0.3 mi |
Gildersleeve School 565 Main Street, Portland, CT 06480 | 2-4 | 0.9 mi |
Portland Middle School 93 High Street, Portland, CT 06480 | 7-8 | 0.4 mi |
Portland High School 95 High Street, Portland, CT 06480 | 9-12 | 0.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 25 Hilltop Dr
Date
Details
Price
Change
Source
5/08/2026
Listed
$419,900
28.8%
MLS
4/12/2022
Sold
$326,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 25 Hilltop Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,008
3%
$198,520
—
2023
$6,809
6%
$198,520
—
2023
$6,444
—
$198,520
—
2022
$6,440
7%
$198,520
15%
2021
$6,031
2%
$172,270
—
2020
$5,923
2%
$172,270
—
2019
$5,824
—
$172,270
—
2018
$5,824
3%
$172,270
—
2017
$5,681
10%
$172,270
8%
2016
$5,177
1%
$159,250
—
2015
$5,150
2%
$159,250
—
2014
$5,061
2%
$159,250
—
2011
$4,981
—
$159,250
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 25 Hilltop Dr
25 Hilltop Drive, Portland, CT 06480 (MLS# 24172796) is a Single Family property with 2 bedrooms and 2 full bathrooms. 25 Hilltop Drive is currently listed for $419,900 and was received on May 08, 2026. Want to learn more about 25 Hilltop Drive? Do you have questions about finding other Single Family real estate for sale in Portland? You can browse all Portland real estate or contact a Coldwell Banker agent to request more information.

