739 WINTERBROOKE WAY, SUN CITY CENTER, FL, 33573
Active5 days on marketListed Aug 8, 2026MLS #TB8536579
Come see it
Upcoming open house
Fri, Aug 14
12:00 AM – 3:00 PM
Hosted by Bob Brush, Dalton Wade
About this home
739 WINTERBROOKE WAY
This charming and very popular St. Thomas Model offers 3 bedrooms, 2 baths, a split floor plan, and freshly painted interior. Step inside and take in the vaulted ceilings, abundant natural light, and an inviting view through the great room to the spacious tiled lanai overlooking the peaceful conservation and pond. The home features plantation shutters, tile flooring in wet areas and living areas, and laminate in the bedrooms. The spacious owner’s suite includes two walk-in closets, a garden tub, walk-in shower, double vanities and enclosed water closet for added privacy. The recently updated guest bath boasts a modern walk-in shower, while the versatile third bedroom (or office) has two closets for extra storage. The chef’s kitchen is designed for both function and charm with stainless appliances, plentiful cabinets with pull-outs, a center island, and cozy eat-in area with a cushioned window bench overlooking the pond and wildlife. Adjacent to the kitchen is a formal dining room perfect for gatherings. Additional highlights include: fresh interior paint, laundry room with sink, washer and dryer, extended 2-car garage with storage cabinets, attic access, keypad entry, screen, hurricane shutters, irrigation system, water softener, and newer freezer included. Also note the brick paver driveway, screened front porch, and colorful landscaping for great curb appeal. The tiled lanai is ideal for entertaining or simply enjoying the tranquil outdoor setting. All of this is located in the quiet, highly sought-after Caloosa neighborhood of Sun City Center. This 55+ golf cart–friendly community is designed with an active lifestyle in mind. Residents enjoy a wide variety of amenities including clubhouse, fitness center, indoor and outdoor pools, tennis and pickleball courts, and over 200 clubs and activities for every interest. Sun City Center is located between Tampa and Sarasota and so accessible to major airports, sporting events, amusement parks, and of course, beautiful Florida beaches. Schedule your showing today and see why this property presents one of the best values in Sun City Center!
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
2,180
Sqft
0.16 ac
Lot size
2
Garage
1995
Year built
One
Levels
$151
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 and the real association fee — not generic estimates.
$2,599 /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
$2,599/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.
vs edgeAI estimate
−14.2%
$/sqft vs Sun City Center actives
$151 vs $163
Days on market
5 vs 56 typical
Where $151/sqft sits among the 297 Sun City Center actives
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 Sun City Center
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sun City Center. See the full Sun City Center guide →
The numbers that matter
The Sun City Center market
$255K → $260K
Sun City Center median sold, yr/yr
96.4%
Sale-to-list ratio (12 mo)
182 of 297
Sun City Center actives have cut their price
Median sold price, Sun City Center, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 22% above the Sun City Center median. See the full Sun City Center market guide →
Paper trail
This home's history
Reality check
What actually sold near 739 WINTERBROOKE WAY
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$360,000
742 WINTERBROOKE WAY · same community
3 bd · 3 ba · 2,232 sqft · $161/sqft · 5 DOM
Sold · Jun ’26$305,000
731 WINTERBROOKE WAY · same community
2 bd · 2 ba · 1,731 sqft · $176/sqft · 183 DOM
Sold · Sep ’25$329,900
2334 E DEL WEBB BOULEVARD · same community
2 bd · 2 ba · 1,692 sqft · $195/sqft · 17 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
Anealya Hammad
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 739 WINTERBROOKE WAY — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 739 WINTERBROOKE WAY — before you fall in love.
See it in person
Schedule a tour
Live availability from Anealya's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
739 WINTERBROOKE WAY FAQs
What would the monthly payment be for 739 WINTERBROOKE WAY?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,599/mo — principal and interest, the actual property-tax bill, the $138/mo association fee 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.
How much are the HOA fees at 739 WINTERBROOKE WAY?+
The association fee works out to $138 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 739 WINTERBROOKE WAY?+
The most recent tax bill on record (2025) was $2,589. 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 739 WINTERBROOKE WAY?+
The listing reports pets: Cats OK, 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 Sun City Center?+
At $329,500, this home is listed about 22% above the Sun City Center median of $269,900. The market section on this page shows how the area is trending.
Keep looking
Similar homes nearby
Listing courtesy of DALTON WADE INC · Sandra Guthrie. MLS #TB8536579.
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.
Never miss a listing
New Sun City Center homes, in your inbox
Like 739 WINTERBROOKE WAY but not quite? A daily digest of every new listing in Sun City Center — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask Anealya to ping you on any price or status change →