81 Pinetree Rd Redding, CT 06896
Estimated payment $5,568/month
Highlights
- Guest House
- Vaulted Ceiling
- Attic
- Redding Elementary School Rated A
- Antique Architecture
- 1 Fireplace
About This Home
A rare opportunity to own a thoughtfully updated antique home with a separate guest cottage, set on 1.66 picturesque acres in Redding, blending timeless character with modern livability in a way that is increasingly hard to find. A welcoming foyer with a vaulted ceiling sets the tone, leading into a sunlit living room anchored by a gas fireplace, custom built-ins, and a large picture window. The space flows easily into the dining area and an updated kitchen, creating a natural layout for both everyday living and entertaining. Just beyond, a light-filled family room with Saltillo tile floors and oversized windows opens through French doors to a crushed stone patio, where a fire pit and mature hydrangeas create an ideal setting for outdoor gatherings and quiet evenings alike. The main level also features the primary bedroom, offering ease and flexibility, while upstairs includes two additional bedrooms, a full bath with laundry, and a separate bonus space well-suited for a home office or reading nook. Adding to the property's appeal is a separate one-bedroom cottage with a full bath, living room, kitchenette, and its own heating system, an exceptional option for guests, work-from-home needs, or creative use. Set amid established landscaping with a sense of privacy and calm, this storybook home lives beautifully day to day, with the added flexibility and character that make it truly stand apart.
Listing Agent
Compass Connecticut, LLC Brokerage Phone: (516) 319-7609 License #RES.0817929 Listed on: 05/06/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $13,967
Year Built
- Built in 1900
Lot Details
- 1.66 Acre Lot
- Garden
- Property is zoned R-2
Home Design
- Antique Architecture
- Cottage
- Stone Foundation
- Frame Construction
- Asphalt Shingled Roof
- Shingle Siding
- Cedar Siding
Interior Spaces
- 2,436 Sq Ft Home
- Vaulted Ceiling
- Ceiling Fan
- 1 Fireplace
- French Doors
Kitchen
- Gas Range
- Range Hood
- Dishwasher
Bedrooms and Bathrooms
- 4 Bedrooms
- 3 Full Bathrooms
Laundry
- Laundry on upper level
- Dryer
- Washer
Attic
- Storage In Attic
- Pull Down Stairs to Attic
Unfinished Basement
- Partial Basement
- Crawl Space
Outdoor Features
- Patio
- Shed
- Awning
Additional Homes
- Guest House
Schools
- Redding Elementary School
- John Read Middle School
- Joel Barlow High School
Utilities
- Window Unit Cooling System
- Zoned Heating
- Heating System Uses Oil
- Private Company Owned Well
- Tankless Water Heater
- Propane Water Heater
- Fuel Tank Located in Basement
Listing and Financial Details
- Exclusions: See attachments
- Assessor Parcel Number 269044
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $13,967 | $472,800 | $136,400 | $336,400 |
| 2024 | $13,579 | $472,800 | $136,400 | $336,400 |
| 2023 | $13,092 | $472,800 | $136,400 | $336,400 |
| 2022 | $10,169 | $305,000 | $148,800 | $156,200 |
| 2021 | $10,016 | $305,000 | $148,800 | $156,200 |
| 2020 | $10,016 | $305,000 | $148,800 | $156,200 |
| 2019 | $10,016 | $305,000 | $148,800 | $156,200 |
| 2018 | $68,434 | $305,000 | $148,800 | $156,200 |
| 2017 | $68,775 | $302,600 | $149,000 | $153,600 |
| 2016 | $8,848 | $302,600 | $149,000 | $153,600 |
| 2015 | $8,748 | $302,600 | $149,000 | $153,600 |
| 2014 | $8,748 | $302,600 | $149,000 | $153,600 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/06/2016 05/06/16 | Sold | $620,000 | -0.8% | $255 / Sq Ft | View Prior Sale |
| 04/06/2016 04/06/16 | Pending | -- | -- | -- | |
| 03/09/2016 03/09/16 | For Sale | $625,000 | +38.1% | $257 / Sq Ft | |
| 04/13/2012 04/13/12 | Sold | $452,500 | -9.3% | $250 / Sq Ft | View Prior Sale |
| 02/17/2012 02/17/12 | Pending | -- | -- | -- | |
| 09/19/2011 09/19/11 | For Sale | $499,000 | -- | $275 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $620,000 | -- | |
| Quit Claim Deed | -- | -- | |
| Warranty Deed | $452,500 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $558,000 | Purchase Money Mortgage | |
| Previous Owner | $362,000 | No Value Available | |
| Previous Owner | $430,000 | No Value Available | |
| Previous Owner | $265,000 | No Value Available |
Source: SmartMLS
MLS Number: 24174134
APN: REDD-000039-000000-000018
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Ask me questions while you tour the home.