1 bedroom plus den, end-unit Ranch condo with its own private entrance and serene wooded views. This solid unit offers a practical floor plan with living room, private deck, eat-in kitchen with pantry, one bedroom with walk-in closet, den/laundry room, and full bath-all on a single floor. Located in the peaceful Rollingwood community on Federal Road, you'll enjoy a quiet setting surrounded by mature trees, yet remain just steps from shopping, dining, and public transportation. This property awaits your personal vision and updates to unlock its full potential. With some TLC and modern touches, this well-located Ranch offers an excellent opportunity to create your ideal home in a desirable, established complex.
Sold for $240,000
$240,000
27 Rollingwood Drive #27, Brookfield, CT 06804
1beds
703sqft
Condominium
Built in 2002
-- sqft lot
$251,100 Zestimate®
$341/sqft
$1,846 Estimated rent
Home value
$251,100
$226,000 - $279,000
$1,846/mo
Zestimate® history
Owner options
List your home for rent
$1,846/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$1,846/mo
Rent Zestimate®
Refinance and save
$2,103/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$2,103/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
Zillow last checked:
Listing updated:
Listed by:
Kellie E. Martone (203)948-1034,
William Pitt Sotheby's Int'l 203-796-7700
Bought with:
Lori J. Campbell, RES.0762337
Coldwell Banker Realty
Source: Smart MLS,MLS#: 24141137
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 1
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s), Hardwood Floor, Vinyl Floor
- Level: Main
Den
- Features: Hardwood Floor
- Level: Main
Kitchen
- Features: Balcony/Deck, Pantry, Tile Floor
- Level: Main
Living room
- Features: Hardwood Floor, Vinyl Floor
- Level: Main
Heating
- Hot Water, Natural Gas
Cooling
- Wall Unit(s)
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Basement: None
- Attic: None
- Has fireplace: No
- Common walls with other units/homes: End Unit
Interior area
- Total structure area: 703
- Total interior livable area: 703 sqft
- Finished area above ground: 703
Property
Features
- Stories: 1
- Patio & porch: Deck
- Has private pool: Yes
- Pool features: In Ground
Lot
- Features: Few Trees, Level
Details
- Parcel number: 54330
- Zoning: C-1
Construction
Type & style
- Home type: Condo
- Architectural style: Ranch
- Property subtype: Condominium
- Attached to another structure: Yes
Materials
- Stucco
Condition
- New construction: No
- Year built: 2002
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Golf, Lake, Medical Facilities, Park, Near Public Transport, Shopping/Mall
HOA
- Has HOA: Yes
- Amenities included: Playground, Pool, Tennis Court(s), Management
- Services included: Maintenance Grounds, Heat
- HOA fee: $436 monthly
Location
- Region: Brookfield
Financial & listing details
- Price per square foot: $341/sqft
- Tax assessed value: $106,830
- Annual tax amount: $3,091
- Date on market: 11/21/2025
Price history
| Date | Event | Price |
|---|---|---|
| 2/28/2026 | Listing removed | $2,400$3/sqft |
Source: Smart MLS #24152210 Report a problem | ||
| 2/3/2026 | Listed for rent | $2,400+60%$3/sqft |
Source: Smart MLS #24152210 Report a problem | ||
| 1/22/2026 | Pending sale | $250,000+4.2%$356/sqft |
Source:  Smart MLS #24141137 Report a problem | ||
| 1/20/2026 | Sold | $240,000-4%$341/sqft |
Source: Smart MLS #24141137 Report a problem | ||
| 11/22/2025 | Listed for sale | $250,000+98.4%$356/sqft |
Source: Smart MLS #24141137 Report a problem | ||
| 11/26/2019 | Listing removed | $1,500$2/sqft |
Source: William Pitt Sotheby's International Realty #170251479 Report a problem | ||
| 11/10/2019 | Listed for rent | $1,500$2/sqft |
Source: William Pitt Sotheby's International Realty #170251479 Report a problem | ||
| 11/1/2000 | Sold | $126,000+54.6%$179/sqft |
Source: Smart MLS #98080142 Report a problem | ||
| 7/9/1999 | Sold | $81,500$116/sqft |
Source: Smart MLS #98039203 Report a problem | ||
Public tax history
Tax history is unavailable.
Find assessor info on the county website
Neighborhood: 06804
Nearby homes
- $240,0001 bd1 ba703 sqft27 Rollingwood Dr, Brookfield, CT 06804Sold
- $229,0001 bd1 ba703 sqft28 Rollingwood Dr #28, Brookfield, CT 06804Pending
- $263,1001 bd1 ba703 sqft28 Rollingwood Dr, Brookfield, CT 06804Off Market
- $283,7001 bd1 ba789 sqft26 Rollingwood Dr, Brookfield, CT 06804Off Market
- $277,8001 bd1 ba703 sqft25 Rollingwood Dr, Brookfield, CT 06804Off Market
- $255,0001 bd1 ba748 sqft22 Rollingwood Dr, Brookfield, CT 06804Sold
- $255,0001 bd1 ba703 sqft22 Rollingwood Dr BUILDING 22-13, Brookfield, CT 06804Sold
- $268,7001 bd1 ba703 sqft21 Rollingwood Dr, Brookfield, CT 06804Off Market
Nearby schools
GreatSchools rating
- 6/10Candlewood Lake Elementary SchoolGrades: K-5Distance: 0.9 mi
- 8/10Whisconier Middle SchoolGrades: 6-8Distance: 1.3 mi
- 8/10Brookfield High SchoolGrades: 9-12Distance: 2.4 mi
Schools provided by the listing agent
- Elementary: Candlewood Lake Elementary
- High: Brookfield
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 .
$251,100
2% more
+$5,022
With Zillow Showcase(estimated)
$256,122
- Connecticut
- Fairfield County
- Brookfield
- 06804
- 27 Rollingwood Drive Unit 27
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Brookfield Topics
