To schedule a showing of 5099 Flag Street, Sarasota, Florida, Call David Shippey at 863-521-4517 TODAY!

$499,000 Reduced -$16,000
5099 Flag Street
Sarasota, FL 34232
  • 2Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 1,647SqFt
  • 2017Year Built
  • 0.09Acres
  • MLS# A4680473
  • Residential
  • Villa
  • Active

  • Approx Time on Market4 months, 5 days
  • Area34232 - Sarasota/fruitville
  • CountySarasota
  • Subdivision Enclave At Forest Lakes

Overview

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 chefs 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.



Agriculture / Farm

Association Fees / Info

Community Features:  CommunityMailbox, DogPark, Pool, Gated, Sidewalks

Pets Allowed:  Yes

Hoa Frequency Rate:  345

Association:  Yes

Hoa Fees Frequency:  Monthly

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Community

Exterior Features:  SprinklerIrrigation

Fees / Restrictions

Financial

Original Price:  $515,000

Disclosures:  CovenantsRestrictionsDisclosure

Garage / Parking

Parking Features:  Driveway, Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Tile, Wood

Levels:  One

Laundry Features:  LaundryRoom

Interior Features:  BuiltInFeatures, TrayCeilings, CeilingFans, HighCeilings, KitchenFamilyRoomCombo, OpenFloorplan, StoneCounters, SplitBedrooms, WalkInClosets

Appliances:  BuiltInOven, Cooktop, Dryer, Dishwasher, ExhaustFan, Disposal, Microwave, Refrigerator, Washer

Lot Info

Direction Remarks:  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.

Lot Size Units:  Acres

Lot Size Acres:  0.09

Lot Sqft:  4,125

Misc

Other

Special Conditions:  None

Security Features:  GatedCommunity

Other Rooms Info

Property Info

Section:  34

Class Type:  Villa

Property Sub Type:  Villa

Construction Materials:  Block, Stucco

Stories:  1

Total Stories:  1

Foundation:  Slab

Room Info

Total Rooms:  7

Sqft Info

Sqft:  1,647

Bulding Area Sqft:  2,294

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  99

Tax Legal Description:  LOT 99, ENCLAVE AT FOREST LAKES, PB 49 PG 39

Tax Block:  1

Tax Annual Amount:  5291

Tax Book Number:  49-39

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityConnected, MunicipalUtilities, SewerConnected, WaterConnected

Waterfront / Water

View:  Yes

View:  Garden

Schools

Elem:  Wilkinson Elementary

Middle:  Brookside Middle

High:  Sarasota High

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.

This listing courtesy of Berkshire Hathaway Homeservice 

Mortgage Calculator

%
$
%
Dollars per $1000
$
Approximate Monthly Payment 0.0
Price & Status History (on davidshippey.com since Mon, Feb 2nd 2026)
  • Original Price: $515,000
  • Current Price: $499,000
  • Price Reduced: $16,000
Date ChangedFromTo
03/12/2026$515,000 $499,000 Reduced by $16,000

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 06-08-2026 2:00 AM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

If you have any questions on 5099 Flag Street, Sarasota, Florida, please call David Shippey at 863-521-4517.


MLS# A4680473 located at 5099 Flag Street, Sarasota, Florida is brought to you by David Shippey REALTOR®

5099 Flag Street, Sarasota, Florida has 2 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 5099 Flag Street, Sarasota, Florida is A4680473.
The price for 5099 Flag Street, Sarasota, Florida is $499,000.
The status of 5099 Flag Street, Sarasota, Florida is Active.
The subdivision of 5099 Flag Street, Sarasota, Florida is Enclave At Forest Lakes.
The home located at 5099 Flag Street, Sarasota, Florida was built in 2026.