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$349,000 Just Listed
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Property Description
Relaxed Golf Course Living on the 16th Green in Rotonda West! This four bedroom, two bathroom golf course pool home in the Oakland Hills section of Rotonda West offers a light and bright interior, open living spaces, and plenty of room for family and friends. Tropical landscaping welcomes you to the property, highlighted by a beautiful Bismark Palm and a distinctive entry wall. Step through the decorative lead glass front door into a split floor plan that opens to a welcoming formal living room, providing a comfortable space to unwind. The well designed kitchen features wood cabinetry, granite countertops, a tray ceiling, tile backsplash, breakfast bar, and closet pantry. Just off the kitchen is a perfect space for a dining nook, while the fully enclosed Florida room beyond overlooks the pool and includes a convenient pass through from the kitchen along with double French doors that open to the lanai and pool area. The ensuite primary bedroom offers a quiet retreat with two large reach in closets. The primary bathroom features a beautifully tiled step in shower, pedestal sink, and a door that leads to a private screened lanai, creating a peaceful outdoor space for reading, relaxing, or enjoying the fresh Florida air. Three additional guest bedrooms each include reach in closets, providing comfortable accommodations for visitors. The recently remodeled guest bathroom includes a solid surface vanity and a fully tiled tub and shower combination, along with a convenient door to the pool area to help keep wet feet off the interior floors. Outdoor living takes center stage on the partially covered and screened lanai, where golf course views create a peaceful backdrop. The PebbleTec deck surrounds the large 15 by 25 pool, offering plenty of room to float in the sunshine or swim laps. Additional updates and upgrades include a 2023 roof, whole house impact windows, a hurricane rated garage door, wood look vinyl and tile flooring throughout, a newer panel box with surge protector, a 2021 air conditioning system, newer gutters, an alarm system, and a Nest thermostat. Located in the golfing community of Oakland Hills within Rotonda West, this deed restricted neighborhood offers activities including golf, tennis, hiking trails, and fishing. The home is also less than ten miles from Englewood Beach where residents can spend the day enjoying the sand and water, dining at local restaurants or tiki bars, or ending the evening with a sunset and several options for live entertainment. From morning coffee overlooking the fairway to afternoons by the pool, this home is ready to be enjoyed at 256 Caddy Road.
Full Property Details
Full Property Details for 256 Caddy Rd
General
- Price: $349,000
- HOA FEE: $16/month
- HOA FEE FREQ.: Annually
- Taxes: $2,950 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: D6146423
- Updated: 3/11/2026
- Added to Site: 5 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 11
- Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Window Treatments
- Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Luxury Vinyl, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Garage
Additional Information
- Shared Amenities: Clubhouse, Park, Pickleball Court(s), Playground, Tennis Court(s)
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Screen Enclosure
- Security/Safety: Security System, Smoke Detector(s)
Exterior
- Exterior Features: French Doors, Lighting, Rain Gutters
- Deck/Patio: Covered, Patio, Porch, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Patio, Porch, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener, Oversized
Location
- Area: 33947 - Rotonda West
- County: Charlotte
- Development Name: 33947 - Rotonda West
- Subdivision: ROTONDA WEST OAKLAND HILLS
- Driving Directions: From the intersection of Placida Road and Winchester Boulevard, drive south on Placida Road, turn left onto Rotonda Boulevard West, then right onto Rotonda Cir, and left onto Caddy Road to reach 256 Caddy Road. Home is on your right.
- Direction Faces: North
School Information
- Elementary School: Vineland Elementary
- Middle School: L.A. Ainger Middle
- High School: Lemon Bay High
Community
- Community Name: 33947 - Rotonda West
- Community Features: Clubhouse, Deed Restrictions, Park, Playground, Tennis Court(s)
- Optional Amenities: Clubhouse, Park, Pickleball Court(s), Playground, Tennis Court(s)
- Association: Yes
- Assoc. Name: Rotonda West HOA/Derrick Hedges
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Electricity Connected, Public, Sewer Available, Sewer Connected, Underground Utilities, Water Available, Water Connected
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Storm Window(s)
- Stories/Levels: One
- Square Feet: 1,820
- Sq. Ft. Source: Public Records
- Year Built: 1973
Lot Features
- Property View: Golf Course, Pool
- Lot Size (Acres): 0.22
- Lot Size (Sq. Ft.): 9,600
- Lot Size: 9600
- Lot Dimensions: 80 x 120
- Frontage: Street Paved
- Street/Road Desc.: Paved
Financial Considerations
- Association Fee: $190
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $2,950.19
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ROH 000 0000 0635 ROTONDA WEST OAKLAND HILLS LT 635 392/362 565/677 865/437 DC2665/2151-BE DC2665/2152-ME PR05-2057 LOA2800/788 2820/1193 2820/1195 2820/1197 2820/1198 2820/1199 2967/814 2967/815 3497/1441 4216/1557 4944/1404
- Flood Zone Info: AE
- APN: 412022453006
- Property ID: 412022453006
Listed by Re/Max Alliance Group
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Schools
Schools serving 256 Caddy Rd
School District:Charlotte County School District
| Name | Grades | Distance |
|---|---|---|
Vineland Elementary School 467 Boundary Boulevard, Rotonda West, FL 33947 | PK-5 | 1.8 mi |
L. A. Ainger Middle School 245 Cougar Way, Rotonda West, FL 33947 | 6-8 | 1.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 256 Caddy Rd
Date
Details
Price
Change
Source
3/09/2026
Listed
$349,000
365.33%
MLS
7/23/2010
Sold
$75,000
—
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 256 Caddy Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,892
3%
$163,906
3%
2024
$1,840
—
$159,287
3%
2022
$1,836
3%
$154,648
3%
2022
$1,776
—
$150,144
3%
2021
$1,776
1%
$145,771
1%
2020
$1,755
-23%
$143,758
-1%
2019
$2,283
7%
$145,548
2%
2018
$2,126
-14%
$142,834
2%
2017
$2,479
7%
$140,667
12%
2016
$2,315
10%
$125,397
37%
2015
$2,096
9%
$91,533
10%
2014
$1,929
11%
$83,212
15%
2013
$1,732
—
$72,406
—
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 256 Caddy Rd
256 Caddy Road, Rotonda West, FL 33947 (MLS# D6146423) is a Single Family property with 4 bedrooms and 2 full bathrooms. 256 Caddy Road is currently listed for $349,000 and was received on March 09, 2026. Want to learn more about 256 Caddy Road? Do you have questions about finding other Single Family real estate for sale in Rotonda West? You can browse all Rotonda West real estate or contact a Coldwell Banker agent to request more information.

