To schedule a showing of 260 Gilchrist Avenue, Boca Grande, Florida, Call David Shippey at 863-521-4517 TODAY!

$4,950,000 Reduced -$800,000
260 Gilchrist Avenue
Boca Grande, FL 33921
  • 7Beds
  • 4.00Total Baths
  • 4 Full, 0 HalfBaths
  • 3,902SqFt
  • 1925Year Built
  • 0.35Acres
  • MLS# D6146072
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market4 months, 28 days
  • Area33921 - Boca Grande (po Box)
  • CountyLee
  • Subdivision Boca Grande

Overview

Offered for the first time since 1962, 260 Gilchrist Avenue presents a rare opportunity to acquire a true Boca Grande legacy estate, defined by provenance, architectural presence, and the enduring romance of Old Florida.Built in 1925 and thoughtfully stewarded for generations, this storied residence reflects a time when homes were crafted with intention, scale, and permanence. Sited on an exceptional 100' x 150' in-town parcel, the property is ideally positioned in downtown Boca Grande, just moments from the Village, beaches, dining, and boutiques, yet remarkably private, with a sense of prominence befitting its lineage.The home spans over 3,900 square feet under air, offering seven bedrooms and four bathrooms, with gracious proportions designed for multigenerational living and extended coastal stays. Vaulted ceilings lend volume and elegance, while two original fireplaces anchor the interiors with warmth and authenticity. Original wood floors remain intact, and the homes cypress walls speak to the craftsmanship and character of an earlier era.A newly completed kitchen introduces a refined modern counterpoint, thoughtfully executed to meet todays standards for daily living and entertaining while remaining respectful of the homes historic architectural character. Recent improvements include new HVAC, electrical, and plumbing systems, delivering modern reliability while preserving the homes timeless soul. A driveway permit is already in place, and the estate is accompanied by a current certified survey. A dedicated local historic specialist has also been engaged to outline the full architectural potential of this exceptional property.Rarely does a Gilchrist Avenue residence of this scale, significance, and authenticity come to market. 260 Gilchrist Avenue is a once-in-a-generation offering rich in history, exceptional in presence, and ideally positioned for thoughtful restoration or inspired reimagination.A true Boca Grande heritage estate, ready for its next distinguished chapter.



Agriculture / Farm

Association Fees / Info

Community Features:  Sidewalks

Pets Allowed:  CatsOk, DogsOk

Bathroom Info

Total Baths:  4.00

Fullbaths:  4

Building Info

Window Features:  StormWindows, WoodFrames

Roof:  Other, Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Cottage, Florida, HistoricAntique

Exterior Features:  Storage

Fees / Restrictions

Financial

Original Price:  $5,995,000

Disclosures:  FloodPlainDisclosure

Fencing:  Vinyl

Garage / Parking

Green / Env Info

Interior Features

Fireplace Desc:  FamilyRoom, Other, WoodBurning

Fireplace:  Yes

Floors:  Wood

Levels:  Two

Laundry Features:  Outside

Interior Features:  EatInKitchen, HighCeilings, LivingDiningRoom, MainLevelPrimary, VaultedCeilings

Appliances:  Dryer, Dishwasher, ElectricWaterHeater, Range, RangeHood, Washer

Lot Info

Direction Remarks:  From Placida Road (FL-771) in Placida, continue south toward Boca Grande. Cross the Boca Grande Causeway (toll) onto Gasparilla Island. Continue straight as Placida Road becomes Boca Grande Causeway, then turn right onto 5th Street West. Turn left onto Gilchrist Avenue. Proceed to 260 Gilchrist Avenue, located on the left.

Number of Lots:  1

Lot Size Units:  Acres

Lot Size Acres:  0.35

Lot Sqft:  15,028

Vegetation:  PartiallyWooded

Lot Desc:  FloodZone, HistoricDistrict, OversizedLot, Landscaped

Misc

Other

Other Structures:  Sheds

Special Conditions:  None

Other Rooms Info

Property Info

Section:  14

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  VinylSiding, WoodFrame

Stories:  2

Total Stories:  2

Foundation:  PillarPostPier

Human Modified:  Yes

Room Info

Total Rooms:  11

Sqft Info

Sqft:  3,902

Bulding Area Sqft:  4,249

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  8

Tax Legal Description:  BOCA GRANDE BLK 4 PB 7 PG 1 LOTS 8 + 9

Tax Block:  4

Tax Annual Amount:  10992.46

Tax Book Number:  7-1

Unit Info

Utilities / Hvac

Heating:  Central, Electric, WindowUnit, WallFurnace

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, Ductless, WallWindowUnits

Cooling:  Yes

Heating:  Yes

Utilities:  ElectricityConnected, HighSpeedInternetAvailable, MunicipalUtilities, PhoneAvailable, SewerConnected, WaterConnected

Waterfront / Water

Schools

Elem:  The Island School

Middle:  L.a. Ainger Middle

High:  Lemon Bay High

Directions

From Placida Road (FL-771) in Placida, continue south toward Boca Grande. Cross the Boca Grande Causeway (toll) onto Gasparilla Island. Continue straight as Placida Road becomes Boca Grande Causeway, then turn right onto 5th Street West. Turn left onto Gilchrist Avenue. Proceed to 260 Gilchrist Avenue, located on the left.

This listing courtesy of Gulf To Bay Sotheby's Internat 

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Price & Status History (on davidshippey.com since Fri, Feb 13th 2026)
  • Original Price: $5,995,000
  • Current Price: $4,950,000
  • Price Reduced: $1,045,000
Date ChangedFromTo
05/06/2026$5,750,000 $4,950,000 Reduced by $800,000
03/20/2026$5,995,000 $5,750,000 Reduced by $245,000

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If you have any questions on 260 Gilchrist Avenue, Boca Grande, Florida, please call David Shippey at 863-521-4517.


MLS# D6146072 located at 260 Gilchrist Avenue, Boca Grande, Florida is brought to you by David Shippey REALTOR®

260 Gilchrist Avenue, Boca Grande, Florida has 7 Beds, 4 Full Bath, and 0 Half Bath.
The MLS Number for 260 Gilchrist Avenue, Boca Grande, Florida is D6146072.
The price for 260 Gilchrist Avenue, Boca Grande, Florida is $4,950,000.
The status of 260 Gilchrist Avenue, Boca Grande, Florida is Active.
The subdivision of 260 Gilchrist Avenue, Boca Grande, Florida is Boca Grande.
The home located at 260 Gilchrist Avenue, Boca Grande, Florida was built in 2026.