Date
Details
Price
Change
Source
7/31/2026
Listed
$229,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/23
$229,500 Just Listed
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1/23
Property Description
Welcome to this 2-bedroom, 2.5-bath townhome located in the desirable gated community of Countryside Key in the heart of Oldsmar. This spacious floor plan features two primary suites upstairs, each with its own private bathroom, while the convenient half bath downstairs is perfect for guests. Enjoy an open living and dining area with plenty of natural light and a private screened patio ideal for relaxing or entertaining. The seller is offering a concession toward new flooring and/or appliances, providing a great opportunity to personalize the home to your own style. Residents of Countryside Key enjoy access to a community pool, tennis courts, and beautifully maintained grounds, all just minutes from shopping, dining, parks, top-rated schools, Tampa International Airport, and the beaches.
Full Property Details
Full Property Details for 366 Countryside Key Blvd
General
- Price: $229,500
- HOA FEE: $454/month
- Taxes: $3,475 (2025)
- Status: Active
- Type: Townhouse
- Source: MidFloridaRegionalMLS
- MLS ID: TB8534362
- Updated: 8/1/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 4
- Interior Features: Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Thermostat, Window Treatments
- Appliances: Dishwasher, Electric Water Heater, Range, Range Hood, Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile, Linoleum
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: Electric Dryer Hookup, In Kitchen, Laundry Closet, Washer Hookup
Additional Information
- Security/Safety: Gated Community, Smoke Detector(s)
Exterior
- Exterior Features: Sidewalk, Sliding Doors
- Deck/Patio: Covered, Enclosed, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Enclosed, Rear Porch, Screened
Parking
- Parking Features: Assigned, Guest
Location
- Area: 34677 - Oldsmar
- County: Pinellas
- Development Name: 34677 - Oldsmar
- Subdivision: COUNTRYSIDE KEY
- Driving Directions: From Curlew Road and US Highway 19, head east on Curlew Road. Turn left onto Countryside Key Boulevard at the entrance to the gated Countryside Key community. After passing through the gate, turn left and continue following the road through the community to 366 Countryside Key Boulevard. Property on the right, and guest parking is available in any unmarked parking space.
- Direction Faces: West
Community
- Community Name: 34677 - Oldsmar
- Community Features: Association Recreation - Owned, Deed Restrictions, Gated Community - No Guard, Pool, Sidewalks, Tennis Court(s)
- Association: Yes
- Assoc. Name: Ameritech
- Assoc. Fees Include: Cable TV, Common Area Taxes, Community Pool, Escrow Reserves Fund, Insurance, Internet, Maintenance Structure, Maintenance Grounds, Manager, Pool Maintenance, Sewer, Trash, Water
- Number of Pets: 2
- Pet Restrictions: verify restrictions with HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Wood Frame
- Roof: Shingle
- Windows: Blinds
- Stories/Levels: Two
- Square Feet: 1,110
- Sq. Ft. Source: Public Records
- Year Built: 1997
Lot Features
- Property View: Water
- Lot Size (Acres): 0.02
- Lot Size (Sq. Ft.): 797
- Lot Size: 797
- Frontage: Street Paved
- Street/Road Desc.: Paved
Water Features
- Water View: Yes
Financial Considerations
- Association Fee: $454
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $3,475
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: COUNTRYSIDE KEY, UNIT THREE BLK 23, LOT 4
- Flood Zone Info: X
- APN: 162816186640230040
- Property ID: 162816186640230040
- Block/Lot/Section: 23
Listed by Century 21 Integra
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Listing agent
— 366 Countryside Key Blvd —
Century 21 Integra
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 366 Countryside Key Blvd
School District:Pinellas County School District
| Name | Grades | Distance |
|---|---|---|
Curlew Creek Elementary School 3030 Curlew Road, Palm Harbor, FL 34684 | PK-5 | 0.5 mi |
East Lake High School 1300 Silver Eagle Drive, Tarpon Springs, FL 34688 | 9-12 | 5.2 mi |
Joseph L. Carwise Middle School 3301 Bentley Drive, Palm Harbor, FL 34684 | 6-8 | 2.9 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 366 Countryside Key Blvd
Tax History
Tax History for 366 Countryside Key Blvd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,475
7%
$230,583
-4%
2024
$3,256
4%
$241,388
2%
2023
$3,124
30%
$237,440
63%
2021
$2,410
-10%
$145,623
-22%
2022
$2,689
12%
$187,572
42%
2021
$2,410
16%
$132,379
30%
2019
$2,081
8%
$101,787
10%
2018
$1,929
7%
$92,534
-15%
2017
$1,801
11%
$109,358
17%
2016
$1,625
9%
$93,569
15%
2015
$1,487
9%
$81,309
10%
2014
$1,360
16%
$74,162
29%
2013
$1,172
—
$57,457
—
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 366 Countryside Key Blvd
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366 Countryside Key Boulevard, Oldsmar, FL 34677 (MLS# TB8534362) is a Townhouse property with 2 bedrooms, 2 full bathrooms and 1 partial bathroom. 366 Countryside Key Boulevard is currently listed for $229,500 and was received on July 31, 2026. Want to learn more about 366 Countryside Key Boulevard? Do you have questions about finding other Townhouse real estate for sale in Oldsmar? You can browse all Oldsmar real estate or contact a Coldwell Banker agent to request more information.