Privacy, convenience, and timeless value, all in a truly special Redding setting. Welcome to 27 W Woodland Drive, a charming Colonial offering over 2,000 square feet of living space, tucked away at the end of a peaceful cul-de-sac in a neighborhood with minimal through traffic, offering a comfortable and welcoming environment. This four-bedroom, two-and-a-half-bath home provides the perfect blend of space and comfort. The main level features hardwood floors throughout, a spacious family room with a wood-burning fireplace, a dedicated living room or dedicated office space, an open kitchen with eat-in space that flows into the dining room, making it ideal for entertaining. Conveniently attached is the two-car garage which leads directly into the kitchen, making everyday living easy. Just off the kitchen, you will find laundry access and a deck overlooking the private backyard, perfect for gatherings or quiet relaxation. Upstairs, four generously sized bedrooms with ample closet space add comfort and character, while a walk-up attic provides easy access to storage. The unfinished basement with its own fireplace offers additional potential for future living space or recreation. All mechanicals less than 5 years old. Set on 1.2 private acres, this home offers the best of both worlds, a peaceful setting surrounded by Redding's natural beauty, yet only minutes to major routes: the Merritt Parkway, I-84, and Route 25, making daily commuting and weekend travel remarkably convenient.
Sold for $675,000
$675,000
27 West Woodland Drive, Redding, CT 06896
4beds
2,070sqft
Single Family Residence
Built in 1962
1.21 Acres Lot
$795,100 Zestimate®
$326/sqft
$5,402 Estimated rent
Home value
$795,100
$739,000 - $859,000
$5,402/mo
Zestimate® history
Owner options
List your home for rent
$5,402/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$5,402/mo
Rent Zestimate®
Refinance and save
$4,604/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$4,604/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Wood-burning fireplaceSpacious family roomUnfinished basementGenerously sized bedroomsHardwood floorsAmple closet spaceEat-in space
Zillow last checked:
Listing updated:
Listed by:
Julie Setterlund (203)253-2552,
William Pitt Sotheby's Int'l 203-438-9531
Bought with:
Denise Kavovit, RES.0796211
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24125735
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bedroom Suite, Cedar Closet(s), Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Dining room
- Features: Hardwood Floor
- Level: Main
Kitchen
- Features: Breakfast Nook, Dining Area, Hardwood Floor
- Level: Main
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
Office
- Features: Hardwood Floor
- Level: Main
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Electric Cooktop, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Basement: Full,Unfinished,Concrete
- Attic: Storage,Walk-up
- Number of fireplaces: 2
Interior area
- Total structure area: 2,070
- Total interior livable area: 2,070 sqft
- Finished area above ground: 2,070
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Lot
- Size: 1.21 Acres
- Features: Level, Cul-De-Sac, Open Lot
Details
- Parcel number: 271702
- Zoning: R-2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1962
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Golf, Health Club, Lake, Library, Medical Facilities, Park, Near Public Transport, Shopping/Mall
- Security: Security System
- Subdivision: North Park Avenue
HOA
- Has HOA: No
Location
- Region: Redding
Financial & listing details
- Price per square foot: $326/sqft
- Tax assessed value: $347,200
- Annual tax amount: $10,256
- Date on market: 9/12/2025
Price history
| Date | Event | Price |
|---|---|---|
| 12/12/2025 | Sold | $675,000-3.4%$326/sqft |
Source:  Smart MLS #24125735 Report a problem | ||
| 12/8/2025 | Pending sale | $699,000$338/sqft |
Source: Smart MLS #24125735 Report a problem | ||
| 9/12/2025 | Listed for sale | $699,000$338/sqft |
Source: Smart MLS #24125735 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,256 +2.8% | $347,200 |
| 2024 | $9,972 +3.7% | $347,200 |
| 2023 | $9,614 -0.7% | $347,200 +19.5% |
| 2022 | $9,685 +2.4% | $290,500 +0.9% |
| 2021 | $9,458 | $288,000 |
| 2020 | $9,458 | $288,000 |
| 2019 | $9,458 +3.5% | $288,000 |
| 2018 | $9,135 +9.1% | $288,000 +1.9% |
| 2017 | $8,371 +1.3% | $282,600 |
| 2016 | $8,263 +1.1% | $282,600 |
| 2015 | $8,170 | $282,600 |
Find assessor info on the county website
Neighborhood: 06896
Nearby homes
- $706,5003 bd3 ba2.9k sqft25 W Woodland Dr, Redding, CT 06896Off Market
- $767,6003 bd2 ba2.9k sqft33 W Woodland Dr, Redding, CT 06896Off Market
- $644,6003 bd2 ba1.6k sqft23 W Woodland Dr, Redding, CT 06896Off Market
- $599,0003 bd2 ba1.2k sqft22 Woodland Dr, Redding, CT 06896Off Market
- $638,1003 bd3 ba1.5k sqft25 Woodland Dr, Redding, CT 06896Off Market
- $492,4002 bd1 ba1.3k sqft26 W Woodland Dr, Redding, CT 06896Off Market
- $920,8004 bd4 ba3.7k sqft18 Woodland Dr, Redding, CT 06896Off Market
- $633,1003 bd2 ba1.7k sqft5 Woodland Drive Ext, Redding, CT 06896Off Market
Nearby schools
GreatSchools rating
- 8/10Redding Elementary SchoolGrades: PK-4Distance: 3.9 mi
- 9/10John Read Middle SchoolGrades: 5-8Distance: 4.7 mi
- 7/10Joel Barlow High SchoolGrades: 9-12Distance: 1.4 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.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$795,100
2% more
+$15,902
With Zillow Showcase(estimated)
$811,002
- Connecticut
- Fairfield County
- Redding
- 06896
- 27 West Woodland Drive
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Redding Topics
