2444 ENTERPRISE ROAD UNIT 29, CLEARWATER, FL, 33763
Active61 days on marketListed May 28, 2026MLS #TB8513404
About this home
2444 ENTERPRISE ROAD UNIT 29
Located in the desirable Villas at Countryside community in Clearwater, this condo offers a convenient Countryside location just steps from the heated community pool and clubhouse. The community features an all ages setting with low HOA fees, assigned covered parking, guest parking, elevator access, shuffleboard courts, and proximity to Woodgate Park. You are also close to Countryside Mall, shopping, dining, parks, US 19, Dunedin, Safety Harbor, Clearwater Beach, and Honeymoon Island State Park, which is approximately 10 miles away, with Tampa International Airport and St. Pete Clearwater Airport also within easy reach. Inside, the unit offers a bright and functional layout with warm wood look flooring, neutral finishes, ceiling fans, and an easy flow between the living, dining, and kitchen areas. The kitchen provides plenty of cabinet storage, a double sink, pantry style storage, and a practical setup for everyday use. Inside laundry adds valuable convenience, making daily living easier. The enclosed balcony adds approximately 130 bonus square feet of usable space and gives the home a flexible extension of the interior living area. With direct access from the bedroom, it is a great spot for morning coffee, a reading nook, a sitting area, or additional usable space. The balcony also includes extra storage, adding even more function to the home. Whether you are looking for a full time residence, seasonal getaway, or low maintenance Clearwater retreat, this condo brings together location, amenities, value, and Florida lifestyle appeal.
Facts & features
The home at a glance
1
Bedrooms
1
Bathrooms
593
Sqft
1.1 ac
Lot size
1985
Year built
One
Levels
$194
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$1,045 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$1,045/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs VILLAS AT COUNTRYSIDE THE
$194 vs $196
Days on market
61 vs 47 typical
Where $194/sqft sits among the 11 homes for sale in VILLAS AT COUNTRYSIDE THE
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Clearwater
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Clearwater. See the full Clearwater guide →
CLEARWATER 33763 — neighborhood snapshot
Population
21,278
Median age
53.8
Median income
$53,552
Median home value
$215,900
Avg household
2.12
Households w/ children
1,898
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Clearwater market
$332K → $335K
Clearwater median sold, yr/yr
95.8%
Sale-to-list ratio (12 mo)
9 of 11
VILLAS AT COUNTRYSIDE THE have cut their price
Median sold price, Clearwater, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 28% below the CLEARWATER 33763 median. See the full Clearwater market guide →
Paper trail
This home's history
Reality check
What actually sold near 2444 ENTERPRISE ROAD UNIT 29
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$141,500
2476 ENTERPRISE ROAD UNIT 1 · same community
1 bd · 1 ba · 593 sqft · $239/sqft · 7 DOM
Sold · May ’26$172,000
2452 ENTERPRISE ROAD UNIT 15 · same community
2 bd · 1 ba · 817 sqft · $211/sqft · 32 DOM
Sold · Jun ’26$149,900
2452 ENTERPRISE ROAD UNIT 2030 · same community
2 bd · 2 ba · 925 sqft · $162/sqft · 102 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 2444 ENTERPRISE ROAD UNIT 29 — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2444 ENTERPRISE ROAD UNIT 29 — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
2444 ENTERPRISE ROAD UNIT 29 FAQs
What would the monthly payment be for 2444 ENTERPRISE ROAD UNIT 29?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $1,045/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 2444 ENTERPRISE ROAD UNIT 29?+
The most recent tax bill on record (2025) was $1,895. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 2444 ENTERPRISE ROAD UNIT 29?+
The listing reports pets: Dogs OK. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Clearwater?+
At $114,900, this home is listed about 58% below the Clearwater median of $275,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2444 ENTERPRISE ROAD UNIT 29?+
Dunedin High School (high), Leila Davis Elementary School (elementary), Safety Harbor Middle School (middle) — Pinellas County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the CLEARWATER 33763 market on paper
$114,900 is 28% below the CLEARWATER 33763 median of $159,900, and at $194/sqft it sits under the Clearwater average of $275.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Dunedin High School, Leila Davis Elementary School, Safety Harbor Middle School — Leila Davis Elementary School rates 4 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $115,000, now $114,900 — a $100 cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of EXP REALTY LLC · Valerie Jarnberg. MLS #TB8513404.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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