258 Pilot St, Boca Grande, FL 33921
Property image
Property image
OFF MARKET

$3,146,300

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

258 Pilot St, Boca Grande, FL 33921

Est. Refi. Payment $19,722/mo*
Refinance Your Home
Currently Off Market - Sold Apr 16, 2021 for $2,535,000

Home Value

Trulia Estimate
$3.15M
Since last month
Decreased$19K (-0.6%)
Since last year
Decreased$861K (-21.5%)
Since last sale
Increased$611K (+24.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +144% in the last 10 years
MonthEstimated value
2026
August 2026$3.15M
July 2026$3.17M
June 2026$3.27M
May 2026$3.29M
April 2026$3.28M
March 2026$3.31M
February 2026$3.35M
January 2026$4.06M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
312 BAILY STREET, Boca Grande, FL
0.16
Single-Family Home
$3,065,000
05/27/26
3
3
2,572
372 BAILY STREET, Boca Grande, FL
0.14
Single-Family Home
$3,500,000
01/29/26
3
2.5
2,760
320 GASPARILLA STREET, Boca Grande, FL
0.09
Single-Family Home
$2,615,000
05/08/26
3
2
1,741
250 WHEELER ROAD, Boca Grande, FL
0.19
Single-Family Home
$3,300,000
06/23/26
3
3.5
2,552
250 SEABREEZE COURT, Boca Grande, FL
0.14
Single-Family Home
$3,140,000
03/04/26
4
4
3,455
261 SEABREEZE COURT, Boca Grande, FL
0.17
Single-Family Home
$3,875,000
07/06/26
4
3
2,420
521 BUTTONWOOD BAY DRIVE, Boca Grande, FL
0.47
Single-Family Home
$4,050,000
02/04/26
3
3
3,006
160 SHEEPSHANK COURT, Boca Grande, FL
0.41
Single-Family Home
$3,800,000
08/13/26
3
3.5
2,663
158 Sheepshank Ct, Boca Grande, FL
0.41
Single-Family Home
$2,075,000
01/28/26
3
4
1,440
589 BUTTONWOOD BAY DRIVE, Boca Grande, FL
0.66
Single-Family Home
$5,275,000
12/03/25
3
3.5
3,204

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
228 PILOT STREET, Boca Grande, FL 33921
0.06
$4,681,800
4
4.5
2,995
Off Market
320 GASPARILLA STREET, Boca Grande, FL 33921
0.09
$2,615,000
3
2
1,741
Recently Sold
362 BAILY STREET, Boca Grande, FL 33921
0.13
$2,495,000
3
2
1,361
For Sale
372 BAILY STREET, Boca Grande, FL 33921
0.14
$3,500,000
3
2.5
2,760
Recently Sold
312 BAILY STREET, Boca Grande, FL 33921
0.16
$3,065,000
3
3
2,572
Recently Sold
320 GULF BOULEVARD #1A, Boca Grande, FL 33921
0.16
$1,100,000
2
2
1,098
For Sale
260 SEABREEZE COURT, Boca Grande, FL 33921
0.14
$4,594,400
4
4
2,379
Off Market
250 SEABREEZE COURT, Boca Grande, FL 33921
0.14
$3,140,000
4
4
3,455
Recently Sold
320 GULF BOULEVARD #3B, Boca Grande, FL 33921
0.17
$825,000
1
2
1,098
Recently Sold
320 GULF BOULEVARD #2E, Boca Grande, FL 33921
0.18
$965,000
2
2
1,098
Off Market
290 GULF BOULEVARD LOT 21, Boca Grande, FL 33921
0.18
-
-
-
-
Off Market
281 SEABREEZE COURT, Boca Grande, FL 33921
0.17
$2,400,000
3
2
1,504
For Sale

Local Information

  • Map ViewExplore the area around 258 Pilot St.
  • Schools1 Elementary School1 Middle School5 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1961
Lot Size
0.58 acres
Living Area
3,063 sqft
Price/Sqft
$1,027

About this House

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.
258 Pilot St, Boca Grande, FL 33921 is a 3 bedroom, 3 bathroom, 3,063 sqft single-family home built in 1961. It last sold for $2,535,000 on Apr 16, 2021. More recently, it was listed as a rental in December 2015 with an asking price of $13,000 per month. That rental listing was removed on April 27, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,146,300, with a rent estimate of $5,344/month.

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 and Tax history

DateEventPrice
Apr 16, 2021
Source: N/A
Sold
$2,535,000
Jan 25, 2021
Source: Stellar MLS #D6115529
Pending
$2,585,000
Dec 21, 2020
Source: Agent Provided
Listed For Sale
$2,585,000
Aug 1, 2020
Source: Agent Provided
ListingRemoved
$2,350,000
Nov 25, 2019
Source: Agent Provided
Listed For Sale
$2,350,000

Market trends in Boca Grande

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
66
13MoM

Around this home

View nearby schools on GreatSchools
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!"
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Frequently asked questions about 258 Pilot St

  • What is 258 Pilot St estimated to be worth?
    Trulia's estimated value for 258 Pilot St in Boca Grande, FL is $3,146,300.
  • What is the price history for 258 Pilot St?
    258 Pilot St in Boca Grande, FL last sold for $2,535,000 in April 2021.
  • Is Boca Grande a buyer's or seller's market?
    Boca Grande is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Boca Grande?
    Residents describe Boca Grande, FL as quiet, easy to park in, and dog-friendly. Most residents say you can get around without a car. See recently sold homes in Boca Grande, FL.
  • Does 258 Pilot St have air conditioning?
    Yes, 258 Pilot St in Boca Grande, FL has air conditioning.
  • Does 258 Pilot St have laundry facilities?
    Yes, 258 Pilot St in Boca Grande, FL has in-unit laundry.

Apartments for Rent

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