4040 Cherrybrook Loop, Fort Myers, FL 33966
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Property image
OFF MARKET

4040 Cherrybrook Loop
Fort Myers, FL 33966

  • 3 Beds
  • 3 Baths
  • 1,675 sqft

$238,200

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $1,542/mo*
Refinance Your Home

$238,200

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $1,542/mo*
Refinance Your Home
3 Beds
3 Baths
1,675 sqft

Local Information

  • Map ViewExplore the area around 4040 Cherrybrook Loop.
  • Schools4 Preschool Schools4 Elementary Schools2 Middle Schools6 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Beautiful three bedroom, two and a half bath, two car garage town home for lease in San Simeon in Fort Myers. San Simeon is a gated community located in the heart of Fort Myers near restaurants, entertainment, and shopping. A short ride takes you to beaches and local hot spots. This home is a beautifully kept unit with tile on the main floor and a renovated kitchen with granite and upgraded cabinets. There are plantation shutters, impact windows, and custom paint through out. Laundry is located on the second floor in the unit near the master bedroom and two guest rooms. The front has a covered entry and the rear a screened lanai that looks out to the preserve. Schedule your appointment today. This home will not last.
4040 Cherrybrook Loop, Fort Myers, FL 33966 is a 3 bedroom, 3 bathroom, 1,675 sqft townhouse built in 2006. It last sold for $200,000 on Mar 11, 2022. More recently, it was listed as a rental in October 2025 with an asking price of $2,250 per month. That rental listing was removed on May 3, 2026. It is currently off market. The Trulia Estimate is $238,200, with a rent estimate of $1,895/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 4040 Cherrybrook Loop

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet
Interior Details
Types of Rooms: PantryCeiling Fan
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileExterior: StuccoPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2006Year Updated: 2006
Property Type / Style
Property Type: TownhouseArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 2178 sqft

Price History for 4040 Cherrybrook Loop

DatePriceEventSource
05/03/2026$1,950ListingRemovedFlorida Gulf Coast MLS #2025016169
02/10/2026$1,950PriceChange
Florida Gulf Coast MLS #2025016169
11/01/2025$2,050PriceChange
Florida Gulf Coast MLS #2025016169
10/21/2025$2,250Listed For RentFlorida Gulf Coast MLS #2025016169
10/10/2025$2,250ListingRemovedFlorida Gulf Coast MLS #225020315
08/09/2025$2,250PriceChange
Florida Gulf Coast MLS #225020315
07/20/2025$2,400PriceChange
Florida Gulf Coast MLS #225020315
05/24/2025$2,500PriceChange
Florida Gulf Coast MLS #225020315
05/03/2025$2,700PriceChange
Florida Gulf Coast MLS #225020315
05/01/2025$319,900ListingRemovedSWFLMLS #224084720
02/22/2025$2,900Listed For RentFlorida Gulf Coast MLS #225020315
02/08/2025$319,900PriceChange
SWFLMLS #224084720
11/09/2024$335,000Listed For SaleSWFLMLS #224084720
03/11/2022$200,000Sold
N/A
05/13/2020$1,600ListingRemovedAgent Provided
02/03/2020$1,600Listed For RentAgent Provided
01/31/2020$199,000Sold
Florida Gulf Coast MLS #219078983
01/07/2020$204,500PendingAgent Provided
12/03/2019$204,500Listed For SaleAgent Provided
11/02/2006$270,100Sold
N/A

Market trends in Fort Myers

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$319K
$1.67KMoM
Sale-to-List Price
96.0%
0.2%MoM
Price per sq ft
$204
$0MoM
Available listings
3336
290MoM
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Property Tax and Assessment

Year2025
Tax$4,350
Assessment$246,617
Home facts updated by county records

Comparable Sales for 4040 Cherrybrook Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4023 Cherrybrook Loop, Fort Myers, FL
0.06
Townhouse
$210,000
09/29/25
3
2.5
1,648
3813 Cherrybrook Loop, Fort Myers, FL
0.17
Townhouse
$246,500
04/20/26
3
2.5
1,650
3838 Cherrybrook Loop, Fort Myers, FL
0.23
Townhouse
$237,000
06/25/26
3
2.5
1,650
3821 Clearbrook LN, Fort Myers, FL
0.18
Townhouse
$260,000
11/03/25
3
2.5
1,566
3836 Cherrybrook Loop, Fort Myers, FL
0.23
Townhouse
$237,000
05/27/26
3
2.5
1,826
3844 Cherrybrook Loop, Fort Myers, FL
0.24
Townhouse
$242,500
03/30/26
3
2.5
1,650
3937 Cherrybrook LOOP, Fort Myers, FL
0.17
Townhouse
$280,000
09/25/25
3
2.5
1,566
3809 Clearbrook Ln, Fort Myers, FL
0.19
Townhouse
$150,000
03/03/26
3
3
1,566
3943 Cherrybrook Loop, Fort Myers, FL
0.16
Townhouse
$249,900
07/28/25
3
2.5
1,680
4017 Cherrybrook Loop, Fort Myers, FL
0.07
Townhouse
$290,000
09/04/25
3
2.5
1,868

Nearby homes

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Assigned Schools

These are the assigned schools for 4040 Cherrybrook Loop.
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 Fort Myers

At least 1701 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 83 % Say it's dog friendly

  • 76 % Say parking is easy

  • 69 % Say there's holiday spirit

  • 65 % Say it's quiet

  • 62 % Say yards are well-kept

  • 60 % Say people would walk alone at night

  • 59 % Say there are sidewalks

  • 54 % Say kids play outside

  • 52 % Say streets are well-lit

  • 51 % Say they plan to stay for at least 5 years

  • 49 % Say neighbors are friendly

  • 45 % Say it's walkable to restaurants

  • 44 % Say there's wildlife

  • 43 % Say it's walkable to grocery stores

  • 32 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Lme8482
    "It's safe and has beautiful landscaping. There is also a loop around the lake, perfect for walking the dog or an easy run"
    0
    Flag
  • Dana N
    "Lived in McGregor isles for a while - most homes flood if on the water side. Just something to be aware of and usually is not told . "
    2
    Flag
  • Patti Waldner Eldred
    "Family friendly. Nice amenities! Great location and convenient to all beachs, stores and restaurants!"
    0
    Flag
  • Jonathan Michael Fossani
    "Having a car or means of transportation is very helpful as everything is spread out unless you live in the downtown area."
    0
    Flag
  • Liz Perkins
    "We walk our dogs together, have happy hours, yard sales, garden, proximity to downtown, text chains, local park."
    0
    Flag
  • Laura Lynn Purks
    "Lots of dog owners and friendly dogs. Most owners pick up after themselves. There is a dog park that is used quite a bit."
    0
    Flag
  • Natasha Holley
    "Not many kids live in my community. Also besides pool not much else to do. No dog park area. No gym. "
    0
    Flag
  • Victoria Greene
    "The Halloween / fall train and Christmas train at lakes park makes the holiday season special! My family looks forward to it every year"
    0
    Flag
  • Vanity Lopez
    "All the special holiday events that go on downtown I love the area I love how close we are to everything. The river is near and I get to go on walks over the bridge "
    1
    Flag
  • Poboxcapecoral
    "There are a lot of things going on at the clubhouse. Card players are welcome and holiday parties are fun."
    0
    Flag
  • K68prpy2gb
    "Definitely! I see people every day walking their dogs and engaging in conversations. It’s a very friendly and safe environment."
    0
    Flag
  • RJ
    "They normally don’t allow renters with pets. Owners have pets, they like it here. Great community, family oriented, close to everything you need. The community doesn’t have a playground or gym. "
    0
    Flag
  • Sara.clifford81
    "My neighborhood is 15 minutes from RSW airport and 25 minutes to the beach. So close to everything you need. Family friendly "
    0
    Flag
  • Novicelady91
    "There are many safe gated communities in Fort Myers. It is clean, well-maintained town. Beautiful, hospitals are near, shopping centers are closely. Restaurants, parks, etc. "
    0
    Flag
  • Jbertdavis
    "The neighborhood I live in is Edison Park and is the historic area across from the Edison Ford homes , lab, plant nursery, and museum. Its close proximity to the revitalized downtown area is incredible. The downtown entertainment area has all arts, culture, theater, dining, music, and entertainment. "
    0
    Flag
  • Michele Prahl
    "People always walk their dogs in the community. It would be nice if we had a dog park so the dogs and owners could socialize with each other. "
    0
    Flag
  • Jbertdavis
    "The Edison Ford Estate and Museum along with revitalization of downtown Fort Myers has made this city one of southwest Florida’s most desirable places to live in the country. Public schools are well established and safe year round sunshine and great wether and beaches are the areas treasures. "
    0
    Flag
  • 8x4tcms97f
    "I live in an HOA compound. The traffic and weather are brutal. I miss my friends. The beach events are for the young. Theater and shopping locations are ok."
    0
    Flag
  • Vanity Lopez
    "The commute to downtown is so convenient just a walk or bike ride away, I usually ride my bike and go by the river, or hit up some of the local eatery’s or bars. I love living downtown fort Myers. "
    0
    Flag
  • Jacqueline Foisey
    "We are an old neighborhood filled with a multi cultural people. Not the greatest to raise children. But if you want to be close to everything But at the same time feel like your away from everything this is the place to be "
    0
    Flag
  • Kerry Krasinskas
    "Lots of families in our neighborhood. Kids safely play outside with friends. Great place to ride bikes and get to know neighbors. "
    0
    Flag
  • Stephanie Letourneau
    "We have wonderful private schools. I would suggest those with state vouchers when looking for a school."
    0
    Flag
  • Tammy
    "Not applicable. I can work remotely. The internet is amazing. Just drive for fun around town. Great place to live"
    0
    Flag
  • estelle parismd
    "I grew-up in this neighborhood. It is safe, diverse and clean. I attended grammar school and still live near my old neighborhood."
    0
    Flag
  • Jolee G.
    "My neighborhood has great access to public transportation. The commute to downtown is about a 5-10 minute drive."
    0
    Flag
  • Juan D.
    "Insane amount of cars in the neighborhood. Rents have increased and most units do not have washer & dryer."
    0
    Flag
  • Jolee G.
    "There are many families that live in this area. There are also many great parks that are clean and great for kids of all ages!"
    0
    Flag
  • Tara Irene Rodriguez
    "Great family neighborhood, stores are very close by you don’t have to travel far to get to a place. "
    0
    Flag
  • Brad Burnham
    "Traffic is nuts! Especially “in season “ Not sure what they were thinking with traffic management. Oh, they didn’t. Many drivers are lost, too old or never learned how to drive. They don’t even have the tech for emergency vehicles to change the stop lights prior to going through the intersection. "
    7
    Flag
  • Bbaird
    "You will see both people walking their dogs as well as dog owners and their dogs socializing at our dog park. "
    0
    Flag
  • Natalia Salazar
    "People don’t curve the dogs There’s no dog parks Not a lot of green areas Don’t have anything else to say but this app wants more characters and I have no more to say. Thank you very much "
    2
    Flag
  • Andrew Caylor
    "15 minutes from everything with any restaurant or entertainment you could want. Lots of potential for home improvement and investment in the area. "
    0
    Flag
  • Trulia User
    "The neighborhood is very friendly and family oriented. The homes and neighborhoods are well kept and maintained and there are plenty of shops and Restaurant’s nearby. There are also beaches and outdoor things to do and pets are always around. "
    1
    Flag
  • Audrey E.
    "Dog owners are fine. They pick up after their pets and most pets are well behaved and not a problem. "
    0
    Flag
  • Karen P.
    "I have never lived here but I expect to visit often now that I moved to Cape Coral. So far I realize that there are many commercial properties as well as primary residences and it is very well kept up. "
    0
    Flag
  • Luigis247
    "We are a gated waterfront community. Really friendly neighbors. We do have snowbirds that live here which was a surprise to me. "
    5
    Flag
  • Wiszniewskaa
    "Very Friendly people, close proximity to attractions, stores and beautiful beaches and cleanliness in the streets and facilities. "
    0
    Flag
  • Luigis247
    "Our neighborhood is a gated waterfront community. Most of the neighbors are extremely friendly. The houses are well maintained. There are great places to walk and ride bikes . "
    2
    Flag
  • Inocent S.
    "The privacy fences really are a blessing and it’s a quiet small neighborhood. Children roam without parents worrying for their safety. There is a park walking distance for kids to play and exercise. The neighborhood recycles. "
    0
    Flag
  • Riskinne
    "Family friendly, well maintained, elegant, sidewalks. Close to hospital, library, Sanibel ,great schools love it."
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

472 pet-friendly rentals in Fort Myers, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

1180 rentals with air conditioning in Fort Myers, FL

Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

113 rentals with an outdoor space in Fort Myers, FL

Homes for sale near 4040 Cherrybrook Loop

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Off Market Homes Near 4040 Cherrybrook Loop

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