Date
Details
Price
Change
Source
1/16/2026
Sold
$900,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
$900,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
Property Description
Welcoming and bright aptly describes this pristine 4 bedroom, 3.5 bath + bonus room + loft pool home in the highly sought after gated community of Highland Woods. This neighborhood has a wonderful sense of community. This spacious home features a desirable open floor plan with a large living room and dining room when you enter through the regal double doors. This delightful home has new hurricane windows and sliders (2024), and a new roof (2025). The spacious kitchen has new stainless steel appliances (including a 5 burner gas stove on the center island), a stainless wall double ovens that includes a microwave convention oven and white quartz countertops and backsplash. The blonde wood cabinetry compliments the white quartz on the center island and the cabinetry that circumvents the spacious kitchen. This desirable home has 4 generous sized bedrooms, a DOWNSTAIRS primary bedroom with tray ceilings, an ensuite bathroom featuring double sinks, a bath tub and separate shower. Upstairs is an oversized awesome bonus room, a loft/office and 3 generous sized bedrooms and 2 additional bathrooms. The upstairs majestically opens up to the 2 story family room below with 3 large picture windows letting in streams of natural light. The hurricane sliding doors from the primary, the family room and dining room open on to the patio and pool area creating a seamless blend of indoor/outdoor living. This pristine home is move in ready with tasteful touches such as; newly painted interior, neutral color tones, wood flooring, ceramic tile, tasteful lighting and fans, new stainless steel appliances, 2 story family room, trey ceiling, high ceilings (including upstairs), newer a/c's (2019/2014) and impact windows throughout most of the home (2024). There is plenty of natural light and room to grow in this well laid out popular open floor plan. This delightful home is move in ready and a money saver with 2 newer efficient a/c's, hurricane windows, natural gas for cooking and hot water and reclaimed water for irrigation. For backyard privacy, the home is able to be fenced. This home is not in a flood zone or an evacuation zone and has underground utilities. The location is also amazing; close to Countryside Mall, US19, excellent schools and beaches and all fabulous Downtown Dunedin has to offer.
Full Property Details
Full Property Details for 2258 Highland Woods Dr
General
- Sold For: $900,000
- HOA FEE: $99/month
- HOA FEE FREQ.: Semi-Annually
- Taxes: $5,160 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8439528
- Added to Site: 26 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 10
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Walk-In Closet(s)
- Appliances: Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator
- Flooring: Carpet, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground
- Spa: Yes
- Spa Description: Heated, In Ground
Exterior
- Exterior Features: Irrigation System, Rain Gutters, Sidewalk, Sliding Doors
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener, Tandem
Location
- Area: 34698 - Dunedin
- County: Pinellas
- Development Name: 34698 - Dunedin
- Subdivision: HIGHLAND WOODS SUB
- Driving Directions: From 580 West, turn North (right) onto Belcher Rd. Turn right onto Highland Woods Drive at the gate. Gate code required. Turn right once inside of gate home up on the left.
- Direction Faces: East
School Information
- Elementary School: Curlew Creek Elementary-PN
- Middle School: Palm Harbor Middle-PN
- High School: Dunedin High-PN
Community
- Community Name: 34698 - Dunedin
- Association: Yes
- Assoc. Name: Regan McCreight
- Number of Pets: 2
- Pet Restrictions: Pet friendly neighborhood.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected
Structural Information
- Architectural Info: Florida
- Architectural Style: Florida
- Exterior Const.: Block, Stucco, Wood Frame
- Roof: Tile
- Windows: ENERGY STAR Qualified Windows, Storm Window(s)
- Stories/Levels: Two
- Square Feet: 3,543
- Sq. Ft. Source: Public Records
- Living Area: 3,543 Sq. Ft.
- Year Built: 2002
Lot Features
- Lot Size (Acres): 0.22
- Lot Size (Sq. Ft.): 9,496
- Lot Size: 9496
- Lot Dimensions: 65 x 135
- Frontage: Street Paved, Private Road
- Street/Road Desc.: Paved, Asphalt
Green Features
- Energy Efficient: Windows
- Water Conservation: Irrigation-Reclaimed Water
Financial Considerations
- Association Fee: $595
- Assoc Fee Freq.: Semi-Annually
- Assoc Fee Desc.: Required
- Tax Amount: $5,160.99
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: HIGHLAND WOODS SUB LOT 38
- Flood Zone Info: X
- APN: 182816393500000380
- Property ID: 182816393500000380
Listed and Sold by Coastal Properties Group International
Listing agent
— 2258 Highland Woods Dr —
Coastal Properties Group International
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 2258 Highland Woods Dr
School District:Pinellas County School District
| Name | Grades | Distance |
|---|---|---|
Curlew Creek Elementary School 3030 Curlew Road, Palm Harbor, FL 34684 | PK-5 | 2 mi |
Palm Harbor Middle School 1800 Tampa Road, Palm Harbor, FL 34683 | 6-8 | 1.6 mi |
Dunedin High School 1651 Pinehurst Road, Dunedin, FL 34698 | 9-12 | 1.9 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 2258 Highland Woods Dr
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 11 days ago
- 4Beds
- 4Total Baths
- 2,792Sq. Ft.
Listed by Keller Williams Tampa Central
- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 4Total Baths
- 3,021Sq. Ft.
Listed by Dino Cappelli (813) 391-5684
- Single Family
- Active
- 4Beds
- 4Total Baths
- 2,900Sq. Ft.
Listed by Realty One Group Sunshine and Urban Real Estate Us
- Single Family
- Active
- 4Beds
- 4Total Baths
- 3,294Sq. Ft.
Listed by Coastal Properties Group International
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 7 hours ago
- 2Beds
- 2Total Baths
- 1,288Sq. Ft.
Listed by Amanda Justus (727) 330-4478
- Condo
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 1,071Sq. Ft.
Listed by Amanda Justus (727) 330-4478
- Mobile Home
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,116Sq. Ft.
Listed by Stacey Glogowski (727) 421-0961
- Townhouse
- Active
- Updated 3 days ago
- 2Beds
- 3Total Baths
- 1,344Sq. Ft.
Listed by Amanda Weiss (727) 687-7369
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,270Sq. Ft.
Listed by Meridith Stalnaker (727) 386-2684
- Condo
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,400Sq. Ft.
Listed by Lynne Leida -Goldsmith (727) 410-9099
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,874Sq. Ft.
Listed by Linda Karpathios (727) 488-5453
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- Updated 3 days ago
- 4Beds
- 4Total Baths
- 3,491Sq. Ft.
Listed by Quicksilver Real Estate Group
Sold by Re/Max Realtec Group Inc
Sold by Re/Max Realtec Group Inc
- Single Family
- Closed
- 4Beds
- 4Total Baths
- 3,698Sq. Ft.
Listed by Dhm Real Estate Group Llc
Sold by Gionta Realty Group Llc
Sold by Gionta Realty Group Llc
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,736Sq. Ft.
Listed by Smith & Associates Real Estate
Sold by Bhhs Florida Properties Group
Sold by Bhhs Florida Properties Group
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,472Sq. Ft.
Listed by Preferred Shore Llc
Sold by Luxury & Beach Realty Inc
Sold by Luxury & Beach Realty Inc
2258 Highland Woods Drive, Dunedin, FL 34698 (MLS# TB8439528) is a Single Family property that was sold at $900,000 on January 16, 2026. Want to learn more about 2258 Highland Woods Drive? Do you have questions about finding other Single Family real estate for sale in Dunedin? You can browse all Dunedin real estate or contact a Coldwell Banker agent to request more information.