258 Pilot St, Boca Grande, FL 33921
OFF MARKET

258 Pilot St
Boca Grande, FL 33921

  • 3 Beds
  • 3 Baths
  • 3,063 sqft (on 0.58 acres)

$3,289,800

Trulia Estimate
as of Jun 5, 2026
Est. Refi. Payment $20,306/mo*

$3,289,800

Trulia Estimate
as of Jun 5, 2026
Est. Refi. Payment $20,306/mo*
3 Beds
3 Baths
3,063 sqft
(on 0.58 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This property gracefully sits on a half-acre amidst mature trees on the banks of Lake Cutlass that borders a State Preserve. Serenity surrounds you in this remodeled lakefront 3 bedroom, 3 bath, 3,000+ sq. ft. home located on a cul-de-sac at the end of a quiet street. Built in 1961, remodeled in 2015, a host of features are found from the open floor plan with new wide plank oak wood engineered flooring, vaulted ceilings, gas fireplace, separate dining room, and a light filled Florida room with terrazzo floors. The new kitchen features plenty of workspace, with quartz counters and sold wood cabinetry. An oversized master suite offers a sitting room overlooking the lake and accompanied by a large master bath with his/her vanities. Updates include, impact glass windows, new plumbing, electrical, foam insulated attic, new laundry room and Ipe deck with an automatic awning. The outdoor deck creates added ambience and provides a retreat atmosphere overlooking the lake. One block to the beach and a short bike ride to the village. 1+ car carport.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Patio
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 258 Pilot St

Interior Features

Heating & Cooling
Heating: Forced Air, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: MetalExterior: BrickPatio
Parking & Garage
Parking Space: 1Parking: Carport

Property Information

Year Built
Year Built: 1961Year Updated: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.58 acres

Price History for 258 Pilot St

DatePriceEventSource
04/16/2021$2,535,000Sold
N/A
01/25/2021$2,585,000PendingStellar MLS #D6115529
12/21/2020$2,585,000Listed For SaleAgent Provided
08/01/2020$2,350,000ListingRemovedAgent Provided
11/25/2019$2,350,000Listed For SaleAgent Provided
08/20/2019$2,350,000ListingRemovedAgent Provided
04/01/2019$2,350,000Listed For SaleAgent Provided
04/27/2016$13,000ListingRemovedAgent Provided
12/28/2015$13,000Listed For RentAgent Provided

Market trends in Boca Grande

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
104
3
MoM
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Property Tax and Assessment

Year2025
Tax$28,420
Assessment$2,261,010
Home facts updated by county records

Comparable Sales for 258 Pilot St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.16
Single-Family Home
$3,065,000
05/27/26
3
3
2,572
0.14
Single-Family Home
$3,500,000
01/29/26
3
2.5
2,760
0.09
Single-Family Home
$2,615,000
05/08/26
3
2
1,741
0.14
Single-Family Home
$3,140,000
03/04/26
4
4
3,455
0.47
Single-Family Home
$4,050,000
02/04/26
3
3
3,006
0.27
Single-Family Home
$2,300,000
06/20/25
3
3
1,252
0.41
Single-Family Home
$2,075,000
01/28/26
3
4
1,440
0.66
Single-Family Home
$5,275,000
12/03/25
3
3.5
3,204
0.38
Single-Family Home
$5,250,000
02/27/26
4
4
3,372
0.68
Single-Family Home
$3,200,000
02/13/26
3
2.5
1,976

Nearby homes

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Assigned Schools

These are the assigned schools for 258 Pilot St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Boca Grande

At least 5 Trulia users voted on each feature.
  • 100 % Say it's quiet

  • 86 % Say parking is easy

  • 83 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 80 % Say it's walkable to grocery stores

  • 78 % Say it's walkable to restaurants

  • 75 % Say there's holiday spirit

  • 71 % Say people would walk alone at night

  • 60 % Say streets are well-lit

  • 57 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 50 % Say there are community events

  • 50 % Say there are sidewalks

  • 43 % Say kids play outside

  • 42 % Say there's wildlife

  • 20 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Kelly R. B.
    "Boca Bay is one of the top communities on Gasparilla Island. From award-winning landscaping, to miles of bike path, to first-class amenities, this community has it all. Downtown Boca Grande is just a few minutes by golf cart!"

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 258 Pilot St

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Off Market Homes Near 258 Pilot St

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Homes for rent near 258 Pilot St

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258 Pilot St, Boca Grande, FL 33921 is a 3 bedroom, 3 bathroom, 3,063 sqft single-family home built in 1961. This property is not currently available for sale. 258 Pilot St was last sold on Apr 16, 2021 for $2,535,000. The current Trulia Estimate for 258 Pilot St is $3,289,800.