4008 Cherrybrook Loop, Fort Myers, FL 33966
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OFF MARKET

4008 Cherrybrook Loop
Fort Myers, FL 33966

  • 3 Beds
  • 2.5 Baths
  • 1,839 sqft

$267,000

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $1,758/mo*
Refinance Your Home

$267,000

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $1,758/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,839 sqft

Local Information

  • Map ViewExplore the area around 4008 Cherrybrook Loop.
  • Schools4 Preschool Schools4 Elementary Schools2 Middle Schools6 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
2007
Living Area
1,839 sqft
Price/Sqft
$145
Parking
Garage

About this House

FHA and VA Buyers welcome. Back on the market. Buyer "decided" there weren't enough people of their religion nearby and backed out without even making their deposit. This is an end unit, away from the pool, that backs up to the wooded preserve. Exactly what you want for privacy, less noise, and to have a fresh air, rural type setting, yet still located within the security of a gated community. This unit has a 2 car garage, impact windows, front door rolling screen, and roll down shutters to enclose your screened lanai. Upgrade costs many take on later, yet your new home already has them installed, ready to offer you the insurance discounts you deserve, and peace of mind. San Simeon is a secure, gated community in a centrally located area of Fort Myers with a resort style pool & hot tub, gym, kid's play area, and much more. Your new home has upgraded tile, carpet, granite countertops, stainless steel appliances, pull-down attic stairs, a frameless shower door, dual sinks, soaking tub, walk-in closets, a pantry, washer & dryer, 3 bedrooms & 3 bathrooms, and over 1800 sq. ft, making it the largest available in San Simeon. The HOA fees are some of the most affordable in the area.
4008 Cherrybrook Loop, Fort Myers, FL 33966 is a 3 bedroom, 3 bathroom, 1,839 sqft condo built in 2007. It last sold for $330,000 on Jun 16, 2022. It is currently off market. The Trulia Estimate is $267,000, with a rent estimate of $2,496/month.

Home Details for 4008 Cherrybrook Loop

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other, StuccoSprinkler System
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2007Year Updated: 2007
Property Type / Style
Property Type: CondoArchitecture: townhouse

Community

Units in Building: 1

Lot Information

Lot Area: 4225 sqft

Price History for 4008 Cherrybrook Loop

DatePriceEventSource
06/16/2022$330,000Sold
Florida Gulf Coast MLS #222037747
05/26/2022$330,000PendingFlorida Gulf Coast MLS #222037747
05/26/2022$330,000PendingToActiveFlorida Gulf Coast MLS #222037747
05/25/2022$330,000PendingFlorida Gulf Coast MLS #222037747
05/22/2022$330,000PendingToActiveFlorida Gulf Coast MLS #222037747
05/20/2022$330,000PendingFlorida Gulf Coast MLS #222037747
05/16/2022$330,000Listed For SaleFlorida Gulf Coast MLS #222037747
07/05/2007$231,000Sold
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$4,821
Assessment$275,186
Home facts updated by county records

Comparable Sales for 4008 Cherrybrook Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8484 Bernwood Cove Loop #1301, Fort Myers, FL
0.48
Condo
$160,000
02/26/26
3
2
1,118
8484 Bernwood Cove Loop #1301, Fort Myers, FL
0.48
Condo
$160,000
02/24/26
3
2
1,118
8407 Bernwood Cove Loop #501, Fort Myers, FL
0.43
Condo
$180,500
05/20/26
3
2
1,118
8423 Bernwood Cove Loop #401, Fort Myers, FL
0.44
Condo
$164,000
12/01/25
3
2
1,118
4573 Waterscape LN, Fort Myers, FL
0.74
Condo
$290,000
02/27/26
2
2
1,441
8423 Bernwood Cove Loop #406, Fort Myers, FL
0.44
Condo
$156,000
10/20/25
2
2
932
3508 Milan Dr #103, Fort Myers, FL
0.84
Condo
$229,000
01/06/26
3
2
1,223
3511 Milan Dr #204, Fort Myers, FL
0.81
Condo
$191,000
02/17/26
3
2
1,249
10240 Washingtonia Palm Way #2012, Fort Myers, FL
0.76
Condo
$395,000
02/26/26
2
2
1,414
4263 Liron Ave #204, Fort Myers, FL
0.88
Condo
$203,000
06/26/26
3
2
1,344

Nearby homes

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Assigned Schools

These are the assigned schools for 4008 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

  • 77 % Say parking is easy

  • 70 % 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"
    1
    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
    Flag

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Explore by feature - Pet Friendly

484 pet-friendly rentals in Fort Myers, FL

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Homes for sale near 4008 Cherrybrook Loop

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Off Market Homes Near 4008 Cherrybrook Loop

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