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Property Description
-- Pool Home in Gated Brookestone | Paid-Off Solar | Newer Roof | Move-In Ready -- Opportunities like this don't come along often in gated Brookestone. Featuring a 2019 roof, paid-in-full solar installed in 2021, updated major systems, a private screened heated pool in 2015, and a whole home water system, this energy-efficient Ocoee home delivers peace of mind and a true Florida lifestyle from day one. Major updates include: Nearly all windows replaced in 2015, 2017 HVAC, 2021 Water Heater, and 2023 New Exterior Paint. Inside, the home is exceptionally clean with high ceilings and a functional split floor plan. Formal living and dining rooms feature plantation shutters, adding timeless character and natural light. The spacious eat-in kitchen features solid-surface countertops and ample cabinetry. It overlooks the large family room with sliding glass doors leading to the extended covered lanai and private screened pool - perfect for entertaining or relaxing. The primary suite includes a generous walk-in closet and a private bath with dual sinks, a separate shower, a jetted garden tub, and a private water closet. Three additional bedrooms share a full bath with convenient patio/pool access - ideal for guests and everyday Florida living. Tile flooring runs throughout the main gathering areas, with carpet in the bedrooms. Ceiling fans are installed in the family room and all bedrooms. The extended covered lanai protects from the elements while offering plenty of entertaining space. It looks out onto the screened-in pool area and the partially fenced backyard. Brookestone features 3 gated entrances, pickleball and tennis courts, a play area, and basketball courts. Brookstone also has its own solar farm powering the main gates and front lighting, providing the community with financial savings. Located minutes from SR-429, shopping, dining, and major Central Florida attractions, this updated pool home in Brookestone checks all the boxes buyers are setting alerts for. Homes with this level of upgrades and paid-off solar rarely stay available for long.
Full Property Details
Full Property Details for 660 Chester Pines Ct
General
- Price: $525,000
- HOA FEE: $108/month
- HOA FEE FREQ.: Semi-Annually
- Taxes: $4,090 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6385992
- Updated: Today (3/3/2026)
- Added to Site: Today
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 14
- Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Shared Amenities: Clubhouse, Fence Restrictions, Gated, Park, Pickleball Court(s), Playground, Recreation Facilities, Tennis Court(s), Vehicle Restrictions
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground, Outside Bath Access, Screen Enclosure
- Security/Safety: Gated Community, Smoke Detector(s)
Exterior
- Exterior Features: Irrigation System, Private Mailbox, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener
Location
- Area: 34761 - Ocoee
- County: Orange
- Development Name: 34761 - Ocoee
- Subdivision: BROOKESTONE UT 03 50 113
- Driving Directions: From Windermere, Take Main to Maguire Road. Turn left onto Highbrooke Blvd. Turn left at the 3rd stop sign. Follow down and turn left onto Chester Pines. The house is on the right.
- Direction Faces: North
School Information
- Elementary School: Whispering Oak Elem
- Middle School: SunRidge Middle
- High School: West Orange High
Community
- Community Name: 34761 - Ocoee
- Community Features: Association Recreation - Owned, Deed Restrictions, Gated Community - No Guard, No Truck/RV/Motorcycle Parking, Park, Playground, Sidewalks, Tennis Court(s)
- Optional Amenities: Clubhouse, Fence Restrictions, Gated, Park, Pickleball Court(s), Playground, Recreation Facilities, Tennis
- Association: Yes
- Assoc. Name: Kathy Bolo
- Assoc. Fees Include: Private Road, Recreational Facilities
- Pet Restrictions: The buyer is to verify with the HOA and the City of Ocoee.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric, Heat Pump
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Phone Available, Public, Sprinkler Meter, Street Lights, Underground Utilities
Structural Information
- Architectural Info: Florida, Ranch, Traditional
- Architectural Style: Florida, Ranch, Traditional
- Exterior Const.: Concrete, Stucco
- Roof: Shingle
- Windows: Double Pane Windows
- Stories/Levels: One
- Square Feet: 1,990
- Sq. Ft. Source: Public Records
- Year Built: 2003
Lot Features
- Lot Size (Acres): 0.21
- Lot Size (Sq. Ft.): 8,999
- Lot Size: 8999
- Lot Dimensions: 75 x 120
- Frontage: Street Paved, Private Road
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Masonry, Other
Green Features
- Energy Efficient: Thermostat, Windows
- Energy Generation: Solar
Financial Considerations
- Association Fee: $650
- Assoc Fee Freq.: Semi-Annually
- Assoc Fee Desc.: Required
- Tax Amount: $4,090.36
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: BROOKESTONE UT 3 50/113 LOT 223
- Flood Zone Info: X
- APN: 302228100202230
- Property ID: 302228100202230
- Block/Lot/Section: 2
Listed by Century 21 Carioti
Get Pre-Approved Today
Schools
Schools serving 660 Chester Pines Ct
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Westbrooke Elementary School 500 Tomyn Boulevard, Ocoee, FL 34761 | K-5 | 0.9 mi |
SunRidge Middle School 14955 Sunridge Boulevard, Winter Garden, FL 34787 | 6-8 | 3.2 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 1 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 660 Chester Pines Ct
Date
Details
Price
Change
Source
3/03/2026
Listed
$525,000
105.88%
MLS
11/24/2014
Sold
$255,000
—
Public Record
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
Tax History for 660 Chester Pines Ct
Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,090
—
$293,766
3%
2024
$4,090
4%
$285,487
3%
2023
$3,939
4%
$277,172
3%
2022
$3,802
1%
$269,099
3%
2021
$3,755
—
$261,261
1%
2021
$3,755
1%
$257,654
2%
2019
$3,709
—
$251,861
2%
2018
$3,697
1%
$247,165
2%
2017
$3,669
17%
$242,081
17%
2016
$3,127
-2%
$207,719
1%
2015
$3,184
-25%
$206,275
6%
2014
$4,239
10%
$194,931
9%
2013
$3,847
—
$178,362
—
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
Estimate the Cost for 660 Chester Pines Ct
660 Chester Pines Court, Ocoee, FL 34761 (MLS# O6385992) is a Single Family property with 4 bedrooms and 2 full bathrooms. 660 Chester Pines Court is currently listed for $525,000 and was received on March 03, 2026. Want to learn more about 660 Chester Pines Court? Do you have questions about finding other Single Family real estate for sale in Ocoee? You can browse all Ocoee real estate or contact a Coldwell Banker agent to request more information.

