2 Bed Pool Home for Sale in Estero, FL, $499,000
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SoldMLS# 225074575

$499,000

2 Bed Pool Home for Sale in Estero, FL, $499,000

21139 Winterberry Way, Estero, FL, 33928

2 beds2 baths1,855 sqft2 garage
GolfClubhouse

About this home

Experience refined Florida living at its best in this beautifully remodeled residence tucked away on a serene, tree-lined street in the exclusive Villages at Country Creek. Every detail of this 2-bedroom plus den, 2-bath home has been thoughtfully designed to balance modern elegance with effortless comfort. Step inside to soaring vaulted ceilings, designer lighting, and luxury flooring that flow seamlessly through the open-concept living spaces. The chef’s kitchen has been tastefully updated with high-end cabinetry, quartz countertops, stainless steel appliances, and a stylish backsplash, creating an inviting space to cook, gather, and entertain. The primary suite is a true retreat—featuring a spa-inspired bathroom with dual vanities, frameless glass shower, and custom finishes, along with private access to the lanai. A flexible den provides the perfect setting for a home office, library, or guest room. Outside, your private tropical oasis awaits. The expansive screened lanai showcases a sparkling pool and spa with waterfall feature, surrounded by lush landscaping and tranquil preserve views—ideal for both quiet relaxation and elegant outdoor entertaining. Residents of Country Creek enjoy a bundled-golf lifestyle with access to a championship executive golf course, five resort-style pools, a clubhouse with restaurant and bar, tennis and bocce courts, and a full fitness center. Lawn care, cable, and water are included—so you can focus on living beautifully. Ideally located in the heart of Estero, just minutes from Coconut Point, RSW International Airport, and the Gulf’s pristine beaches, this home combines luxury, leisure, and location in perfect harmony.

Property details

Type
SingleFamilyResidence
Year built
1988
Interior
1,855 sqft
Lot size
9,626.76 sqft
Acreage
0.22 acres
Garage
2 car
Days on market
3
Total association fees
$6,500/yr (~$542/mo)
CDD
None
Est. taxes (1.4%)
$6,986/yr
Flood zone (area est.)
No · Low risk (X)
Storm protection
None listed
Exposure
South
Waterfront
No
Gulf access
No
Gulf access type
N/A
Pool
Yes
Spa
Yes
Natural gas
No
Water
Public
Sewer
Public Sewer
New construction
No
Pets
Call, Conditional
County
Lee

Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges — mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees — which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.

Maintenance included in the fee

MaintenanceGroundsPestControlRecreationFacilitiesRoadMaintenanceStreetLightsTrash

What the association dues cover, per the MLS. Confirm the full schedule with the HOA.

Amenities

Clubhouse

Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.

Above marketThis home is priced above comparable recent sales.
This home
$269/sqft
Comp median
$231/sqft
Difference
+16%

Based on the $/sqft of 16 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.

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Your notes on this home

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Recently sold nearby

Closed comparable sales within ~1 mile in the last 12 months — similar price, size, beds/baths, and age.

AddressSoldSold priceBeds/BathsSq ft$/sqft
20700 Persimmon PlaceJun 2026$415,0002/21,656$251
20860 Rivers FordSep 2025$392,0002/21,684$233
20741 Rivers FordMar 2026$470,0002/21,697$277
20626 W Silver Palm DriveSep 2025$400,0003/21,974$203
20613 E Golden Elm DriveSep 2025$384,0003/21,974$195
21460 Strada Nuova Circle B407Oct 2025$379,0003/21,748$217
Average6 comps$406,667$229

Market trends — Country Creek

Median list
$317,400
Median $/sqft
$234
Median sold (90d)
$285,000
Avg days on market
70
Active listings
18
Median sold price · Country Creek
$285,000last 3 months7.5% vs $308,000 prior 3 months

Live community medians from the MLS · see all listings. Indicative, not an appraisal.

Price & status history

Nov 18, 2025Sold$499,000
Oct 15, 2025Back on market
Oct 10, 2025Listed$499,000

The good, the trade-offs & the location

Pros
  • Lower flood risk (zone X)
  • Private pool
  • 2-car garage
Consider
  • Built 1988 — pre-2002 construction may carry older wind codes and higher insurance
Location convenienceHigh
Hospital
8.6 mi
HealthPark Medical Center
Beach
6 mi
Lovers Key State Park
Airport
7.5 mi
RSW Intl (Fort Myers)
Shopping
0.7 mi
Coconut Point (Estero)

Straight-line distances to major SWFL amenities — approximate; actual drive times vary.

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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.