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$3,100,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,976 Sq. Ft.
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Embrace the laid-back elegance of island life in this beautifully updated 3 bedroom, 2.5 bath cottage, ideally situated just one row from the beach in Boca Grande's historic village. Sunlight fills the home, highlighting timeless details such as crown molding, plantation shutters, and beautiful hardwood floors that flow through the main living areas. The kitchen is both stylish and functional, featuring KitchenAid appliances, solid wood soft-close cabinetry, quartz countertops, and a farmhouse sink. The primary suite serves as a serene retreat with a full ensuite bath offering dual sinks, granite countertops, custom cabinetry, and a frameless glass shower. Downstairs, new tile flooring enhances the spacious ground level, which includes a secondary living area, two guest bedrooms, and a beautifully finished full bath with a glass-enclosed shower, perfect for hosting family and friends. Step outside to a screened lanai overlooking the heated pool, surrounded by mature landscaping and a fully fenced yard for privacy. Paver pathways lead to a generous golf cart garage, large enough for both parking and storage. There is also a private outdoor shower, perfect after a day at the beach. Recent updates include a new pool pump, pool heater, washer, and dryer. The home also features durable HardiePlank siding, a standing seam metal roof, and low-maintenance Apex decking for added peace of mind and longevity. Located on historic Whiskey Row with convenient off-street parking, this cottage perfectly blends privacy, convenience, and the quintessential Boca Grande lifestyle - timeless, relaxed, and effortlessly refined.

Full Property Details for 271 Gilchrist Ave

General

  • Price: $3,100,000
  • Taxes: $35,013 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: D6144615
  • Updated: 11/12/2025
  • Added to Site: 70 day(s) ago

Rental Information

  • Min. Lease: 1-7 Days

Interior

  • Number of Rooms: 5
  • Interior Features: Ceiling Fan(s), Crown Molding, Open Floorplan, Solid Wood Cabinets, Window Treatments
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Flooring: Carpet, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Child Safety Fence, Heated, In Ground

Exterior

  • Exterior Features: Balcony, Irrigation System, Lighting, Outdoor Shower, Sliding Doors
  • Deck/Patio: Covered, Deck, Front Porch, Patio, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Deck, Front Porch, Patio, Rear Porch, Screened

Parking

  • Parking Features: Alley Access, Golf Cart Garage, Golf Cart Parking, Off Street

Location

  • Area: 33921 - Boca Grande (PO BOX)
  • County: Lee
  • Development Name: 33921 - Boca Grande (PO BOX)
  • Subdivision: BOCA GRANDE
  • Driving Directions: Follow Gasparilla Rd to stop sign. Turn right on Fifth Street, and then left on Gilchrist, home will be on your left. Private parking available on Whiskey Row (off 3rd street W.).
  • Direction Faces: East

School Information

  • Elementary School: The Island School
  • Middle School: L.A. Ainger Middle
  • High School: Lemon Bay High

Community

  • Community Name: 33921 - Boca Grande (PO BOX)

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available

Structural Information

  • Architectural Info: Coastal
  • Architectural Style: Coastal
  • Exterior Const.: HardiPlank Type
  • Roof: Metal
  • Stories/Levels: Two
  • Square Feet: 1,976
  • Sq. Ft. Source: Public Records
  • Year Built: 1965

Lot Features

  • Lot Size (Acres): 0.2
  • Lot Size (Sq. Ft.): 8,758
  • Lot Size: 8758
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Gravel
  • Fencing (Description): Vinyl

Financial Considerations

  • Tax Amount: $35,013
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BOCA GRANDE PB 7 PGS 1 + 1A BLK 1 LOT 16 + N 8 OF LOT 17
  • Flood Zone Info: AO
  • APN: 1443200100001.016
  • Property ID: 1443200100001.016
  • Block/Lot/Section: 1

Listed by Gulf To Bay Sotheby's Internat

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— 271 Gilchrist Ave —

  • Gulf To Bay Sotheby's Internat

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 271 Gilchrist Ave

School District:Lee County School District, Fort Myers, FL
NameGradesDistance
The Island School
135 1st Street West, Boca Grande, FL 33921
K-50.2 mi
Mariner Middle School
425 Chiquita Boulevard North, Cape Coral, FL 33993
6-817 mi
Trafalgar Middle School
2120 Trafalgar Parkway, Cape Coral, FL 33991
6-817.6 mi
Gulf Middle School, Cape Coral, FL
1809 Southwest 36th Terrace, Cape Coral, FL 33914
6-819.1 mi
Mariner High School
701 Chiquita Boulevard North, Cape Coral, FL 33993
9-1217 mi
Ida S. Baker High School
3500 Agualinda Boulevard, Cape Coral, FL 33914
9-1218.9 mi
Cape Coral High School
2300 Santa Barbara Boulevard, Cape Coral, FL 33991
9-1220.1 mi
Challenger Middle School, Cape Coral, FL
624 Trafalgar Parkway, Cape Coral, FL 33991
6-819.1 mi
Diplomat Middle School
1039 Northeast 16th Terrace, Cape Coral, FL 33909
6-819.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 271 Gilchrist Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/08/2025
Listed
$3,100,000
16.98%
MLS
4/14/2020
Sold
$2,650,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 271 Gilchrist Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$32,219
-8%
$2,744,215
-22%
2024
$35,013
22%
$3,527,722
39%
2023
$28,633
34%
$2,544,390
58%
2021
$21,444
-23%
$1,605,403
-39%
2022
$27,921
30%
$2,640,547
79%
2021
$21,444
20%
$1,472,876
24%
2019
$17,812
22%
$1,186,720
15%
2018
$14,596
1%
$1,031,178
4%
2017
$14,400
27%
$989,993
30%
2016
$11,320
16%
$760,665
19%
2015
$9,754
2%
$639,900
2%
2014
$9,589
5%
$625,403
3%
2013
$9,143
—
$608,097
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Gulf To Bay Sotheby's Internat

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271 Gilchrist Avenue, Boca Grande, FL 33921 (MLS# D6144615) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 271 Gilchrist Avenue is currently listed for $3,100,000 and was received on November 08, 2025. Want to learn more about 271 Gilchrist Avenue? Do you have questions about finding other Single Family real estate for sale in Boca Grande? You can browse all Boca Grande real estate or contact a Coldwell Banker agent to request more information.

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