Skip to content
1 / 23
Active · Townhouse

366 COUNTRYSIDE KEY BOULEVARD

OLDSMAR, FL 34677

$229,500
$207/sqft
Beds
2 beds
Baths
3 baths
Area
1,110 sqft
TownhouseBuilt 1997797 sqft lotCentral, ElectricCentral Air$207/sqft4 days on market

About this home

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.

Facts & features

Interior

Bedrooms
2
Bathrooms
3
Living area
1,110 sqft
Heating
Central, Electric
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Linoleum
Stories
2
Features
Ceiling Fans(s), High Ceilings, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Thermostat, Window Treatments
Appliances
Dishwasher, Electric Water Heater, Range, Range Hood, Refrigerator

Exterior & lot

Lot size
797 sqft (0.02 ac)
Roof
Shingle
Construction
Frame
Exterior
Sidewalk, Sliding Doors

Financial

HOA dues
$454 / monthly
Annual tax
$3,475 (2025)
Price / sqft
$207/sqft

Utilities

Water
Public
Sewer
Public Sewer
Utilities
Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Property

Property type
Townhouse
Year built
1997
Subdivision
COUNTRYSIDE KEY
County
Pinellas

Listing

Status
Active
Days on market
1 day
MLS #
MFR801447492
Source
Stellar MLS

Listed by Becki Server · CENTURY 21 INTEGRA

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

RRENA ValiQRENA ValiQ is an estimated value, blended from public sale comps, neighbourhood trend and this listing’s own metrics. It is a reference, not a guaranteed or asking price. The final number moves on diligence, terms and timing.Estimate

Sample estimate — not an appraisal

$233k
+1.6% vs asking
$219k low$247k high

Based on 25 comparable sales within 1 mile of OLDSMAR, FL. priced under RENA ValiQ.

Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.

Estimate your monthly cost

PITI + HOA
Estimated monthly payment$1,594/mo
Principal & interest
$1,221/mo
Property tax
$172/mo
Home insurance
$200/mo

Tax, insurance and HOA are editable estimates with Florida-typical defaults — Florida homeowners insurance in particular varies widely by location and elevation. Confirm exact figures with a lender and insurer.

Price historySample data

Reference timeline for $229,500. Live MLS history swaps in with the Stellar feed.

DateEventPriceChange
2026-08Listing updated$229,500
2026-05Price changed$229,500−$9,180
2026-02Listed$238,680

NeighbourhoodSample data

Reference scores for OLDSMAR, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.

Walk Score
80/ 100
Very walkable
Transit Score
43/ 100
Some transit
Bike Score
83/ 100
Very bikeable
Elementary school
10/ 10
Top-rated
Middle school
7/ 10
Above average
High school
10/ 10
Top-rated

Location

Similar homes nearby

Homes for sale in OLDSMAR within the same price band.