1066 Bailey Rd, Sanibel, FL 33957
Property image
Property image
SOLD
AUG 4, 2026

$1,797,900

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,361 sqft (on 0.53 acres)

1066 Bailey Rd, Sanibel, FL 33957

Est. Refi. Payment $11,733/mo*
Refinance Your Home
Currently Off Market - Sold Aug 4, 2026 for $1,799,000 (4% below list price)

Home Value

Trulia Estimate
$1.8M
Since last month
Decreased$4K (-0.2%)
Since last year
Increased$24K (+1.4%)
Since last sale
Decreased$5K (-0.3%)
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 +55% in the last 10 years
MonthEstimated value
2026
September 2026$1.79M
August 2026$1.8M
July 2026$1.79M
June 2026$1.79M
May 2026$1.8M
April 2026$1.64M
March 2026$1.66M
February 2026$1.67M
January 2026$1.79M
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
0.18
Single-Family Home
$1,200,000
09/04/26
3
3
2,477
0.05
Single-Family Home
$975,000
03/25/26
3
2
2,250
0.09
Single-Family Home
$1,100,000
05/07/26
3
2
1,669
0.35
Single-Family Home
$1,550,000
07/28/26
3
2.5
2,349
0.25
Single-Family Home
$1,140,000
04/01/26
3
2.5
2,179
0.32
Single-Family Home
$1,330,000
09/11/26
3
2.5
3,100
0.16
Single-Family Home
$1,435,000
04/30/26
3
2
2,015
0.36
Single-Family Home
$1,316,500
03/20/26
3
3
2,350

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
0.05
$975,000
3
2
2,250
Recently Sold
0.09
$1,100,000
3
2
1,669
Recently Sold
0.12
$1,341,000
3
2
1,673
Off Market
0.13
$1,690,100
5
4
2,495
Off Market
0.08
$590,000
2
2
1,044
For Sale
0.08
$516,100
2
2
1,044
Off Market
0.08
$524,800
2
2
1,044
Off Market
0.08
$549,000
2
2
1,044
For Sale
0.13
$2,400,000
4
4.5
4,186
Recently Sold
0.16
$1,320,000
3
2
1,653
For Sale
0.11
$140,000
1
1
310
For Sale

Local Information

  • Map ViewExplore the area around 1066 Bailey Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School6 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
0.53 acre lot
2,361 sqft
$762/sqft
Garage

About this House

What's unique:Elevated canal homeSplit floor plan
Beautiful elevated Canal home in Prestigious Shell Harbor. Walk to private beach access or park your car with all of the beach accessories for the low cost of $100 per year. This home sits right off the beaten path so it is private, yet Very close to everything such as the island exit and eateries. This elevated gem is a split floor plan that has room for all visitors. Sit on your balcony sipping coffee in the morning and watch the manatee or dolphin in your backyard. Don't miss out on this. Come see for yourself.
1066 Bailey Rd, Sanibel, FL 33957 is a 3 bedroom, 3 bathroom, 2,361 sqft single-family home built in 2005. It last sold for $1,799,000 on Aug 4, 2026 (4% below the $1,875,000 asking price). More recently, it was listed as a rental in May 2011 with an asking price of $10,000 per month. That rental listing was removed on June 27, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,797,900.
Last check for updates: about 2 hours ago
Listed by Ken King, (239) 940-9787
Portside Property Group LLC
Bought with: Joel Goodman, (239) 314-4151, Royal Shell Real Estate, Inc.
Source: Sanibel And Captiva Island AOR, MLS#2260467

Home Details for 1066 Bailey Rd

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Master Bedroom, Master Bathroom
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2361 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Internet Ready, Microwave, Electric Range, Refrigerator-Ice maker, Washer, Water HeaterDishwasherDisposalDryerLaundry: Laundry RoomMicrowaveWasher
Heating & Cooling
Heating: Heat PumpHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,ZonedHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Spa: SpaNo Fireplace
Windows, Doors, Floors & Walls
Window: Impact Resistant Windows, Shutters, Shutters Electric, Shutters ManualDoor: French Doors, Shutters Electric, Shutters Manual, Impact Resistant Doors, Wind Rated Garage DoorFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Floors: Carpet, Tile
View
Has a ViewView: Canal
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Wood DeckExterior: Boat Lift, Dock, Electric at Dock, BalconyFoundation: Raised, Piling Concrete, SlabHas a Private Pool
Parking & Garage
No CarportHas a GarageParking Spaces: 3Parking: 3+ Garage,Garage Door Opener,Under Bldg
Pool
Pool: In Ground, Diamond Brite, Electric Heat, Equipment Stays, Fenced, Solar Heat, PrivatePool
Frontage
WaterfrontWaterfront: Canal Salt, Navigable Water, Seawall, Beach Access, Gulf Access, Canal, Near BeachRoad Frontage: Dead End, PublicResponsible for Road Maintenance: Graded/Maintained, Public Maintained RoadOn Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: 101

Days on Market

Cumulative Days on Market: 10

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: Block, Stucco

Price & Status

Price
List Price: $1,875,000Price Per Sqft: $762/sqft
Status Change & Dates
Off Market Date: Sat May 23 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: SanibelCommunity: Shell Harbor

Building

Building Area
Building Area: 6485 Square Feet

Community

Community Features: Deeded Beach Access, Gulf Access

HOA

HOA Phone: 239-454-1101Has an HOA

Lot Information

Lot Area: 0.53 acres

Offer

Listing Terms: BTF/Cash

Miscellaneous

Mls Number: 2260467Water ViewWater View: Canal

Additional Information

Deeded Beach AccessGulf Access

Price and Tax history

DateEventPrice
Aug 4, 2026
Source: Sanibel And Captiva Island AOR #2260467
Sold
$1,799,000
May 24, 2026
Source: Sanibel And Captiva Island AOR #2260467
Contingent
$1,875,000
May 24, 2026
Source: Florida Gulf Coast MLS #2026021739
Pending
$1,875,000
May 13, 2026
Source: Florida Gulf Coast MLS #2026021739
Listed For Sale
$1,875,000
Mar 24, 2021
Source: N/A
ListingRemoved

Market trends in Sanibel

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$982K
$51.67K
MoM
Sale-to-List Price
โ€”
Price per sq ft
$577
$2
MoM
Available listings
287
60
MoM

Around this home

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 Sanibel

At least 52 Trulia users voted on each feature.
  • 84 % Say it's dog friendly

  • 83 % Say it's quiet

  • 81 % Say people would walk alone at night

  • 75 % Say parking is easy

  • 72 % Say car is needed

  • 67 % Say there's wildlife

  • 64 % Say yards are well-kept

  • 64 % Say there's holiday spirit

  • 62 % Say they plan to stay for at least 5 years

  • 56 % Say it's walkable to restaurants

  • 49 % Say it's walkable to grocery stores

  • 47 % Say neighbors are friendly

  • 44 % Say there are community events

  • 41 % Say there are sidewalks

  • 27 % Say kids play outside

  • 17 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Jim Ford
    "Lots of open space and natural areas to walk the dogs. Generally accepted on some beaches and most woodlands"
  • Aerica B.
    "There are always friendly neighbors walking their dogs. Itโ€™s honestly a good way to meet your neighbors and get to know them. I love how everyone is so dog friendly. Everyone is always great about cleaning up after their dogs too and not letting them run around loose and get into other peopleโ€™s yard. Everyone respects each other and I love it!"
  • Cp.andrews
    "Two thirds of Sanibel is preserved for wildlife. It has over 25 miles of off-road bike trails. The beaches are open. It is a beautiful place. "
  • Kspotoka
    "The majority homes in our neighborhood have dogs. Owners always walk their dogs on leashes and there are no issues or neighborhood problems."
  • Laurie
    "Halloween is awesome and the golf course is awesome and the beach is the best part of the entire island"
  • Aschanie
    "Itโ€™s a great place to vacation we have been coming here every year for the past 20 years. We have also stayed on Captiva "
  • Leslie O.
    "Want to come back! Itโ€™s a lovely island. Everyone is super friendly and helpful. The local shops are fun and cute!"
  • Laurie G.
    "The beach is down the street with dolphins and manatees. School is blue ribbon awarded and the class sizes are very small"
  • Cp.andrews
    "I work in Tampa so there is no public transportation. This is a FLORIDA issue. My commute is not normal however. I go in once per week. "
  • Nericynthia
    "This is a very quiet and friendly neighborhood. Itโ€™s so close to the beach you can hear the waves. The deeded beach access allows you to leave your beach chairs on the private path, ready! so your day at the beach is a breeze. There are rarely more than 5 other people on the beach. Itโ€™s like owning on the gulf at a fraction of the cost. "
  • Nericynthia
    "Dogs are welcome on the beach! You can easily walk your leashed dog on the beach. There are a number of other dogs in the neighborhood. People are very friendly. Dogs are welcome lots of places in Sanibel. "
  • JRD
    "Sanibel is as close to heaven on earth as possible. Natural beauty everywhere, nice people an abundance of intellectual activities and the beach on your doorstep"
  • cp a.
    "Dogs arenโ€™t allowed in my neighborhood. Otherwise there are places to walk dogs. Dogs are not allowed st the Farmersโ€™ Market. "
  • cp a.
    " Marti Gras, Christmas Parade, Hula dancers, friendly people, Beautiful birds, safe walking, bike paths, wonderful farmersโ€™ market. "
  • cp a.
    "Sanibel is 2/3 preserves lands. It is natural and beautiful. It has over 25 miles of bike trails. The community is caring and dedicated to the future of the Island. There are many great volunteers. "
  • Bruschjj
    "There are lakes where birds fly in and out all day. Itโ€™s close to the beach. People walk and bike everywhere."
  • Philomena L.
    "Renting a timeshare and just got here. Itโ€™s very beautiful but donโ€™t know much else. I would recommend it to anyone."
  • Thomas S.
    "Quiet community, very friendly neighbors. Clean well kept properties surrounding a golf course"
  • willisjodi
    "If you're looking for privacy, safety, and you love the beach and gulf this is the neighborhood to be in. Most beautiful place in Florida."

LGBTQ Local Legal Protections

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Frequently asked questions about 1066 Bailey Rd

  • What is 1066 Bailey Rd estimated to be worth?
    Trulia's estimated value for 1066 Bailey Rd in Sanibel, FL is $1,797,900.
  • What is the price history for 1066 Bailey Rd?
    1066 Bailey Rd in Sanibel, FL last sold for $1,799,000 in August 2026.
  • Is Sanibel a buyer's or seller's market?
    Sanibel is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Sanibel?
    The median sale price in Sanibel is $982K. That is down $51.67K from the prior month.
  • Does 1066 Bailey Rd have air conditioning?
    Yes, 1066 Bailey Rd in Sanibel, FL has air conditioning.
  • Does 1066 Bailey Rd have a pool?
    Yes, 1066 Bailey Rd in Sanibel, FL has a pool.

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