4099 Cherrybrook Loop, Fort Myers, FL 33966
Property image
Property image
OFF MARKET

$280,300

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,826 sqft

4099 Cherrybrook Loop, Fort Myers, FL 33966

Est. Refi. Payment $1,883/mo*
Refinance Your Home
Currently Off Market - Sold Oct 17, 2006 for $316,600

Home Value

Trulia Estimate
$280K
Since last month
Increased$4K (+1.6%)
Since last year
Decreased$3K (-1%)
Since last sale
Decreased$36K (-11.5%)
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 +28% in the last 10 years
MonthEstimated value
2026
August 2026$280K
August 2026$280K
July 2026$276K
June 2026$283K
May 2026$282K
April 2026$287K
March 2026$286K
February 2026$289K
January 2026$275K
2025
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
3827 Clearbrook Ln, Fort Myers, FL
0.11
Townhouse
$280,000
03/26/26
3
2.5
1,651
4074 Cherrybrook Loop, Fort Myers, FL
0.06
Townhouse
$225,000
07/17/26
3
2.5
1,657
3932 Cherrybrook LOOP, Fort Myers, FL
0.14
Townhouse
$270,000
07/01/26
3
2.5
1,680
3937 Cherrybrook LOOP, Fort Myers, FL
0.11
Townhouse
$280,000
09/25/25
3
2.5
1,566
4023 Cherrybrook Loop, Fort Myers, FL
0.04
Townhouse
$210,000
09/29/25
3
2.5
1,648
3813 Cherrybrook Loop, Fort Myers, FL
0.09
Townhouse
$246,500
04/20/26
3
2.5
1,650
3908 Cherrybrook Loop, Fort Myers, FL
0.18
Townhouse
$252,450
01/14/26
3
2.5
1,566
3821 Clearbrook LN, Fort Myers, FL
0.11
Townhouse
$260,000
11/03/25
3
2.5
1,566
3836 Cherrybrook Loop, Fort Myers, FL
0.15
Townhouse
$237,000
05/27/26
3
2.5
1,826
3838 Cherrybrook Loop, Fort Myers, FL
0.15
Townhouse
$237,000
06/25/26
3
2.5
1,650

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
4087 Cherrybrook Loop, Fort Myers, FL 33966
0.03
$235,800
3
2.5
1,709
Off Market
4102 Cherrybrook LOOP, Fort Myers, FL 33966
0.03
$248,700
3
2.5
1,794
Off Market
4031 Cherrybrook Loop, Fort Myers, FL 33966
0.04
$168,400
3
2.5
1,677
Off Market
4092 Cherrybrook Loop, Fort Myers, FL 33966
0.03
$245,800
2
2.5
1,456
Off Market
4023 Cherrybrook Loop, Fort Myers, FL 33966
0.04
$207,800
3
2.5
1,648
Off Market
4021 Cherrybrook Loop, Fort Myers, FL 33966
0.04
$302,800
3
2.5
1,837
Off Market
4074 Cherrybrook Loop, Fort Myers, FL 33966
0.06
$225,000
3
2.5
1,657
Recently Sold
4066 Cherrybrook Loop, Fort Myers, FL 33966
0.07
$228,600
2
2.5
1,456
Off Market
3803 Cherrybrook LOOP, Fort Myers, FL 33966
0.07
$294,300
3
2.5
1,835
Off Market
3963 Cherrybrook Loop, Fort Myers, FL 33966
0.08
$244,700
3
2.5
1,653
Off Market
4048 Cherrybrook Loop, Fort Myers, FL 33966
0.09
$349,000
3
2.5
1,876
For Sale
3951 Cherrybrook LOOP, Fort Myers, FL 33966
0.09
$295,000
2
2.5
1,508
For Sale

Local Information

  • Map ViewExplore the area around 4099 Cherrybrook Loop.
  • Schools4 Preschool Schools4 Elementary Schools2 Middle Schools6 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Townhouse
Built in 2006
1,826 sqft
$154/sqft
Garage

About this House

C.17123 - WATERVIEW! Gorgeous updated End Unit Town Home! A piece of paradise in Town Homes of San Simeon. A wonderful 3 bedroom + 2 1/2 baths, end unit on Cherrybrook Loop, lies within the gates of Town Homes of San Simeon. This Town Home is a breath of fresh air. Kitchen has cherry wood cabinets with Granite Countertops. Tile in living room. The Master Bedroom suite has walk in shower, tub, dual sinks and walk in closet. Two bedrooms complete this tranquil setting.New AC System, Hot Water Heater, Washing Machine. Carpet new two years ago. Gutter was added by homeowner to prevent splashing of rain. Enjoy the peaceful and relaxing view of Lake from your lanai. Close to Pool and Clubhouse. Newer Hot Water Heater. Hurricane Windows. Take a look at this wonderful Town Home, it won't last long. Fort Myers Best Kept Secret!
4099 Cherrybrook Loop, Fort Myers, FL 33966 is a 3 bedroom, 3 bathroom, 1,826 sqft townhouse built in 2006. It last sold for $316,600 on Oct 17, 2006. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $280,300, with a rent estimate of $2,058/month.

Home Details for 4099 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: Dining Room, PantryCeiling Fan
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: TileExterior: Stucco, Cement ConcretePatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

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

Community

Units in Building: 1

Lot Information

Lot Area: 3484 sqft

Building

Community rooms
Fitness Center

Price and Tax history

DateEventPrice
May 8, 2020
Source: Agent Provided
ListingRemoved
$234,500
Feb 6, 2020
Source: Agent Provided
PriceChange
$234,500
Price decreased by 2%
Jan 25, 2020
Source: Agent Provided
Listed For Sale
$239,000
Oct 17, 2006
Source: N/A
Sold
$316,600

Market trends in Fort Myers

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$315K
$1.83KMoM
Sale-to-List Price
95.8%
0.1%MoM
Price per sq ft
$196
$4MoM
Available listings
3002
144MoM

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 Fort Myers

At least 1702 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 83 % Say it's dog friendly

  • 77 % 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.
  • Hernandezjapa
    "Nice and quiet "
    0
    Flag
  • 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 . "
    3
    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. "
    1
    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
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  • 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
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 4099 Cherrybrook Loop

  • What is 4099 Cherrybrook Loop estimated to be worth?
    Trulia's estimated value for 4099 Cherrybrook Loop in Fort Myers, FL is $280,300.
  • What is the price history for 4099 Cherrybrook Loop?
    4099 Cherrybrook Loop in Fort Myers, FL last sold for $316,600 in October 2006.
  • Is Fort Myers a buyer's or seller's market?
    Fort Myers is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Fort Myers?
    The median sale price in Fort Myers is $315K. That is down $1.83K from the prior month.
  • Does 4099 Cherrybrook Loop have air conditioning?
    Yes, 4099 Cherrybrook Loop in Fort Myers, FL has air conditioning.
  • Does 4099 Cherrybrook Loop have laundry facilities?
    Yes, 4099 Cherrybrook Loop in Fort Myers, FL has in-unit laundry.

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Apartments for Rent

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Off Market Homes Near 4099 Cherrybrook Loop

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