5099 Flag Street, FL
Stellar MLS

$499,000

5099 Flag Street

Sarasota, FL 34232

Active
2
Beds
2
Baths
1,647
Sq Ft
0.09
Acres
2017
Built
$303/sqft
Villa

Property type

2017

Year built

4,125 sqft

Lot size

$303

Price / sq ft

$345/mo

HOA dues

121

Days on market

2

Garage spaces

x

Flood zone

About this home

A beautiful, rare corner-unit, single-story residence in the gated Enclave at Forest Lakes, ideally located in the heart of Sarasota. This meticulously maintained home offers privacy, natural light, and an open layout designed for effortless living, all just minutes from Siesta Key Beach, downtown Sarasota, major highways, shopping, dining, and everyday conveniences. Featuring 2 bedrooms, a dedicated office/den with double French doors, and 2 bathrooms, the home showcases over $60,000 in builder upgrades. Interior highlights include 9-foot ceilings, 8-foot paneled doors, rich hardwood flooring throughout, and stylish tile in both bathrooms. The chef’s kitchen is a standout with light cabinetry, pull-out storage features, quartz countertops, a large island with a breakfast bar, stainless steel appliances, and a marble backsplash. The primary suite serves as a private retreat with a tray ceiling and a spa-like bath offering a walk-in shower, dual sinks, quartz counters, and ample storage. The great room opens to a full-width covered and screened lanai with remote-controlled fans and ceiling speakers, creating an ideal indoor-outdoor living space. Residents enjoy maintenance-free living with access to a heated resort-style pool, pavilion, dog park, and nearby Legacy Trail access. This corner-unit home combines luxury, privacy, and a central Sarasota location that puts beaches, culture, recreation, and shopping all within easy reach.

Estimated monthly payment

Principal & interest$2,523
Property taxes$441
Home insurance (est.)$229
HOA dues$345

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history121 days on market

  1. Status: Active
    Feb 2, 2026
  2. Listed$515,000
    Feb 2, 2026
  3. Price reduced$499,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Villa
Status
Active
Days on market
121
Subdivision
Enclave At Forest Lakes
County
Sarasota
Year built
2017
Living area
1,647 sq ft
Price/sq ft
$303
Building area
2,294 sq ft (Public Records)
Lot size
4,125 sq ft
Lot category
0 to less than 1/4
Flood zone
x
Garage
2 spaces
Annual taxes
$5,291 (2025)
Parcel #
0060040129
Zoning
RSF3
MLS #
A4680473

Interior Details

Bedrooms
2
Full bathrooms
2
Flooring
Tile, Wood
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Refrigerator, Washer
Interior features
Built-in Features, Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Pest Guard System, Split Bedroom, Stone Counters, Tray Ceiling(s), Walk-In Closet(s)
Laundry
Laundry Room
Stories / Levels
One
Direction faces
East

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway, Garage Door Opener

HOA & Financial

HOA fee
$345 / Monthly
Monthly HOA
$345/mo
Total monthly fees
$345/mo
Total annual fees
$4,140
HOA name
Craig Smith / Pinnacle CAM
CDD
No
Min lease term
6 Months
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
See HOA association Rules and regulations
Approval process
See HOA association information

Exterior & Construction

Exterior features
Sidewalk, Sliding Doors
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Road surface
Asphalt, Paved

Utilities

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

Community

Pets allowed
Yes

Schools

ElementaryWilkinson ElementaryGreatSchools ↗
MiddleBrookside MiddleGreatSchools ↗
High SchoolSarasota HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomFirst16x16
KitchenFirst12.2x13
Dining RoomFirst14.7x10.2
DenFirst10x13
Primary BedroomFirst12.8x15.6
Bedroom 2First10.2x12.2
Balcony/Porch/LanaiFirst29x8

Listing Details

Listing date
2026-02-01
On market date
2026-02-02
Original list price
$515,000
Occupant type
Owner
MLS area
34232 - Sarasota/Fruitville
Listing AOR
Sarasota - Manatee
Status changed
2026-02-02
Tax legal description
LOT 99, ENCLAVE AT FOREST LAKES, PB 49 PG 39

Flood risk

Minimal riskFEMA Zone X

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Rt 75 to Beeridge Rd exit head West towards Beneva road, head North(right) on Beneva Rd, take right on Tin Cup, right on Flag St, 5099 Flag is on the right.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of June 3, 2026 at 11:19 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA