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. OFFER DEADLINE MON 5/18 @ 5pm. Main House: 1,812 SF Cottage: 624 SF
Under contract
$825,000
81 Pinetree Road, Redding, CT 06896
4beds
2,436sqft
Single Family Residence
Built in 1900
1.66 Acres Lot
$-- Zestimate®
$339/sqft
$-- HOA
What's special
- 31 days |
- 1,828 |
- 135 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
THE BRIANNA CARVALHO TEAM,
Brianna Carvalho (516)319-7609,
Compass Connecticut, LLC 203-290-2477
Source: Smart MLS,MLS#: 24174134
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Full Bath, Hardwood Floor
- Level: Main
Bedroom
- Features: Built-in Features, Hardwood Floor
- Level: Upper
Bedroom
- Features: Built-in Features, Hardwood Floor
- Level: Upper
Bedroom
- Level: Main
Dining room
- Features: Hardwood Floor
- Level: Main
Family room
- Features: French Doors, Tile Floor
- Level: Main
Kitchen
- Features: Quartz Counters, Tile Floor
- Level: Main
Living room
- Features: Bay/Bow Window, Built-in Features, Gas Log Fireplace, Hardwood Floor
- Level: Main
Heating
- Forced Air, Zoned, Oil
Cooling
- Ceiling Fan(s), Window Unit(s)
Appliances
- Included: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Tankless Water Heater
- Laundry: Upper Level
Features
- Doors: French Doors
- Basement: Crawl Space,Partial,Unfinished
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 2,436
- Total interior livable area: 2,436 sqft
- Finished area above ground: 2,436
Property
Features
- Patio & porch: Patio
- Exterior features: Awning(s), Garden
- Fencing: Wood,Full
Lot
- Size: 1.66 Acres
- Features: Few Trees, Level
Details
- Additional structures: Shed(s), Guest House
- Parcel number: 269044
- Zoning: R-2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique,Cottage
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Cedar
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Subdivision: Redding Ridge
HOA
- Has HOA: No
Location
- Region: Redding
Financial & listing details
- Price per square foot: $339/sqft
- Tax assessed value: $472,800
- Annual tax amount: $13,967
- Date on market: 5/8/2026
- Exclusions: See attachments
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/8/2026 | Pending sale | $825,000$339/sqft |
Source:  Smart MLS #24174134 Report a problem | ||
| 5/13/2026 | Listed for sale | $825,000+33.1%$339/sqft |
Source: Smart MLS #24174134 Report a problem | ||
| 5/6/2016 | Sold | $620,000+37%$255/sqft |
Source: Smart MLS #99136710 Report a problem | ||
| 4/13/2012 | Sold | $452,500-24.6%$186/sqft |
Source: Smart MLS #98514994 Report a problem | ||
| 3/31/2005 | Sold | $600,000$246/sqft |
Source: Smart MLS #98205687 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $13,967 +2.9% | $472,800 |
| 2024 | $13,579 +3.7% | $472,800 |
| 2023 | $13,092 +28.7% | $472,800 +55% |
| 2022 | $10,169 +1.5% | $305,000 |
| 2021 | $10,016 | $305,000 |
| 2020 | $10,016 | $305,000 |
| 2019 | $10,016 +3.5% | $305,000 |
| 2018 | $9,675 +7.9% | $305,000 +0.8% |
| 2017 | $8,963 +1.3% | $302,600 |
| 2016 | $8,848 +1.1% | $302,600 |
| 2015 | $8,748 | $302,600 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06896
Nearby schools
GreatSchools rating
- 8/10Redding Elementary SchoolGrades: PK-4Distance: 2.7 mi
- 9/10John Read Middle SchoolGrades: 5-8Distance: 3.4 mi
- 7/10Joel Barlow High SchoolGrades: 9-12Distance: 0.6 mi
Schools provided by the listing agent
- Elementary: Redding
- Middle: John Read
- High: Joel Barlow
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Fairfield County
- Redding
- 06896
- 81 Pinetree Road
Nearby cities
Nearby neighborhoods
Nearby zip codes
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