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$250,000 Contingent

  • For Sale
  • Contingent
  • Condo
  • 1 Bed
  • 1 Full Bath
  • 703 Sq. Ft.
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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.

Full Property Details for 27 Rollingwood Dr #27

General

  • Price: $250,000
  • HOA FEE: $436/month
  • Taxes: (July 2025-June 2026)
  • Status: Contingent
  • Type: Condo
  • Source: SMARTMLS
  • MLS ID: 24141137
  • Updated: 12/19/2025
  • Added to Site: 56 day(s) ago

Interior

  • Number of Rooms: 4
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 1
  • Primary Bedroom: Primary Bedroom - Walk-In Closet, Hardwood Floor, Vinyl Floor, Main

Other Rooms

  • Living Room: Living Room - Hardwood Floor, Vinyl Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Balcony/Deck, Pantry, Tile Floor, Main
  • Den: Den - Hardwood Floor, Main
  • Laundry: Main Level

Additional Information

  • Shared Amenities: Playground/Tot Lot, Pool, Tennis Courts
  • Pool: Yes
  • Pool Description: In Ground Pool

Exterior

  • Exterior Features: Deck

Parking

  • Parking: None

Location

  • County: Fairfield
  • Complex: Rollingwood
  • Driving Directions: gps friendly. Rollingwood to Essex Court, turn left, #27 is straight ahead (rear of building)

School Information

  • Elementary School: Candlewood Lake Elementary
  • High School: Brookfield

Community

  • Association: Yes
  • Home Owners Assn.: 1
  • Assoc. Fees Include: Grounds Maintenance, Heat, Property Management
  • Pets Allowed: Yes
  • Pet Restrictions: See rules & regs

Heating & Cooling

  • Cooling Type: Wall Unit
  • Heating Type: Hot Water, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Upright Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Stucco
  • Basement Desc.: None
  • Unit on End: Yes
  • Square Feet: 703
  • Above Ground: 703 Sq. Ft.
  • Year Built: 2002

Lot Features

  • Zoning: C-1
  • Lot Description: Lightly Wooded, Level Lot

Financial Considerations

  • Association Fee: $436
  • Assoc Fee Freq.: Monthly
  • Annual Sewer Fee: $520
  • Assessment Amount: $106,830
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 54330

Listed by William Pitt Sotheby's Int'l, Kellie Martone

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Listing agent

— 27 Rollingwood Dr #27 —

  • Kellie Martone

    William Pitt Sotheby's Int'l

Agent Contact: (203) 948-1034 Office Contact: (203) 796-7700

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 27 Rollingwood Dr #27

School District:Brookfield School District
NameGradesDistance
Whisconier Middle School
17 West Whisconier Road, Brookfield, CT 06804
5-81.3 mi
Brookfield High School
45 Long Meadow Hill Road, Brookfield, CT 06804
9-122.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 27 Rollingwood Dr #27 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/22/2025
Listed
$250,000
16.28%
MLS
8/25/2005
Sold
$215,000
—
Public Record
Get Price Alerts and Save Property
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 for 27 Rollingwood Dr #27

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,091
4%
$106,830
—
2023
$2,981
4%
$106,830
—
2023
$2,869
4%
$106,830
—
2022
$2,765
-1%
$106,830
15%
2021
$2,802
2%
$93,090
—
2020
$2,760
2%
$93,090
—
2019
$2,713
3%
$93,090
—
2018
$2,638
4%
$93,090
—
2017
$2,540
-2%
$93,090
-5%
2016
$2,582
3%
$97,800
—
2015
$2,513
—
$97,800
—
2014
$2,513
1%
$97,800
—
2011
$2,484
—
$97,800
—
View All
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 for 27 Rollingwood Dr #27

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Pitt Sotheby's Int'l, Kellie Martone

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27 Rollingwood Drive #27, Brookfield, CT 06804 (MLS# 24141137) is a Condo property with 1 bedroom and 1 full bathroom. 27 Rollingwood Drive #27 is currently listed for $250,000 and was received on November 21, 2025. Want to learn more about 27 Rollingwood Drive #27? Do you have questions about finding other Condo real estate for sale in Brookfield? You can browse all Brookfield real estate or contact a Coldwell Banker agent to request more information.

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