3595 Cheswick Dr, Ocoee, FL 34761
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Property image
OFF MARKET

3595 Cheswick Dr
Ocoee, FL 34761

  • 3 Beds
  • 3.5 Baths
  • 2,865 sqft

$489,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $3,443/mo*
Refinance Your Home

$489,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $3,443/mo*
Refinance Your Home
3 Beds
3.5 Baths
2,865 sqft

Home Value

Trulia Estimate
$490K
Since last month
Increased$2K (+0.3%)
Since last year
Decreased$9K (-1.9%)
Since last sale
Increased$207K (+72.5%)
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 +65% in the last 10 years
MonthEstimated value
2026
August 2026$492K
July 2026$488K
June 2026$490K
May 2026$495K
April 2026$494K
March 2026$496K
February 2026$492K
January 2026$490K
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
3621 MEADOW BREEZE LOOP, Ocoee, FL
0.07
Single-Family Home
$475,000
08/18/25
4
2.5
2,263
2738 NORWAY MAPLE COURT, Ocoee, FL
0.27
Single-Family Home
$505,000
12/29/25
3
2.5
2,429
3472 GRETCHEN DRIVE, Ocoee, FL
0.13
Single-Family Home
$570,000
11/07/25
4
2.5
2,750
3426 APPLE RIDGE ROAD, Ocoee, FL
0.12
Single-Family Home
$420,000
11/13/25
4
2
2,046
3402 MCCORMICK WOODS DRIVE, Ocoee, FL
0.23
Single-Family Home
$481,000
08/14/26
4
3.5
2,895
1219 GARRETT GILLIAM DRIVE, Ocoee, FL
0.17
Single-Family Home
$530,000
05/15/26
4
2.5
2,892
2003 AMERICAN BEECH PARKWAY, Ocoee, FL
0.20
Single-Family Home
$500,000
08/25/25
5
3
2,555
3475 GRETCHEN DRIVE, Ocoee, FL
0.16
Single-Family Home
$300,000
12/24/25
3
2
1,675
2850 ALDER BERRY BOULEVARD, Ocoee, FL
0.15
Single-Family Home
$420,000
06/24/26
4
2.5
1,870
3554 GRETCHEN DRIVE, Ocoee, FL
0.14
Single-Family Home
$520,000
07/17/26
4
2
2,406

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
3572 CHESWICK DRIVE, Ocoee, FL 34761
0.05
$466,500
4
2.5
2,407
Off Market
3543 MEADOW BREEZE LOOP, Ocoee, FL 34761
0.10
$483,000
3
2.5
2,233
Off Market
3594 CHESWICK DRIVE, Ocoee, FL 34761
0.03
$580,400
4
3.5
2,848
Off Market
3621 MEADOW BREEZE LOOP, Ocoee, FL 34761
0.07
$472,100
4
2.5
2,263
Off Market
3426 APPLE RIDGE ROAD, Ocoee, FL 34761
0.12
$420,000
4
2
2,046
Recently Sold
3573 GRETCHEN DRIVE, Ocoee, FL 34761
0.09
$541,700
3
2
2,043
Off Market
941 BRYNMAR ESTATES BOULEVARD, Ocoee, FL 34761
0.12
$446,100
4
2
2,046
Off Market
3626 CHESWICK DRIVE, Ocoee, FL 34761
0.07
$572,800
5
4
3,461
Off Market
3633 GRETCHEN DRIVE, Ocoee, FL 34761
0.10
$588,900
4
2.5
2,836
Off Market
3554 GRETCHEN DRIVE, Ocoee, FL 34761
0.14
$520,000
4
2
2,406
Recently Sold
3440 MEADOW BREEZE LOOP, Ocoee, FL 34761
0.18
$469,500
4
2.5
2,424
Off Market
3626 Gretchen Dr, Ocoee, FL 34761
0.11
$439,000
3
2
1,515
For Sale

Local Information

  • Map ViewExplore the area around 3595 Cheswick Dr.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2015
Living Area
2,865 sqft
Price/Sqft
$171
Parking
Garage

About this House

MOVE IN READY! This 3 bedroom, 3.5 bath, 2-car garage new home features upgrades throughout including gorgeous tile floors. Highlights include a covered entry and patio, a spacious great room and an open kitchen with upgraded cabinets, an island and walk-in pantry. Brynmar offers a low HOA fee & a playground with picnic tables all of which are very well maintained. Country living yet close enough to the city. Brynmar boasts a great road system as the community is approx. 2-miles from Hwy 429, 5-miles from Hwy 414, and 6-miles from FL Turnpike. A cozy neghborhood, Brynmar has just 95 homesites. Shopping, groceries and restaurants are only 2 miles away. Ask about our closing cost offer!
3595 Cheswick Dr, Ocoee, FL 34761 is a 3 bedroom, 4 bathroom, 2,865 sqft single-family home built in 2015. It last sold for $285,000 on Dec 16, 2015. It is currently off market. The Trulia Estimate is $489,900, with a rent estimate of $3,235/month.

Home Details for 3595 Cheswick Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: StuccoLawnSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9003 sqft

Price and Tax history

DateEventPrice
Dec 16, 2015
Source: Stellar MLS #O5359847
Sold
$285,000
Oct 8, 2015
Source: Agent Provided
Pending
$295,950
Aug 10, 2015
Source: Agent Provided
PriceChange
$295,950
Price increased by 2%
Jul 17, 2015
Source: Agent Provided
Pending
$290,950
Jul 5, 2015
Source: Agent Provided
PriceChange
$290,950
Price increased by 0%

Market trends in Ocoee

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$419K
$10.67KMoM
Sale-to-List Price
99.2%
Price per sq ft
$215
$6MoM
Available listings
188
6MoM
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Around this home

What Locals Say about Ocoee

At least 341 Trulia users voted on each feature.

  • 89 % Say there are sidewalks

  • 88 % Say it's dog friendly

  • 86 % Say car is needed

  • 79 % Say parking is easy

  • 78 % Say yards are well-kept

  • 77 % Say there's holiday spirit

  • 70 % Say kids play outside

  • 69 % Say it's quiet

  • 69 % Say streets are well-lit

  • 65 % Say people would walk alone at night

  • 51 % Say neighbors are friendly

  • 51 % Say it's walkable to grocery stores

  • 49 % Say they plan to stay for at least 5 years

  • 40 % Say there's wildlife

  • 34 % Say it's walkable to restaurants

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Rose4andy
    "Community Market and lots of events every week Clean and well organized city hall is neat and charming"
    0
    Flag
  • Analisa Doczekalski
    "Becoming a very busy area with traffic especially around drop off and pick up time. Lots of commercial building going up causing daily trucks on the road keeping one lane traffic on roads back. "
    0
    Flag
  • Queenjai247
    "Love it here! Very safe for the children no complaints at all from the cleanliness or neighborliness."
    0
    Flag
  • Mdshumate1
    "No public transport is available - I drive my personal vehicle. The roads are well maintained and traffic flows smoothly. "
    1
    Flag
  • Mike D.
    "The neighborhood is great feel extra safe and everyone is very nice. I would recommend it to anyone!!!"
    5
    Flag
  • Neysha C.
    "my neighborhood had great success to public transportation and also commute to downtown and would like to buy a house around here "
    0
    Flag
  • Tamyres V.
    "People walk with their dogs everyday, and they always seemed friendly and happy doing it....... dog "
    4
    Flag
  • Sidebyeachinc
    "Great community. Safe and good value for real estate Everything is close and convenient. Great schools and activities to do. "
    0
    Flag
  • Jamalreece
    "Founders Day is celebrated every year and families have been here for generations. Can’t complain with good food options like authentic Mexican and Jamaican cuisines "
    1
    Flag
  • Jose.deleon0322
    "Awesome area. Many stores and restaurants withing short distance and close to the highway. I recommend it. "
    2
    Flag
  • Bert K.
    "i like this neighborhoods it's myself home we all are friends and we helped one anotherhhggfghjjjhffgu"
    0
    Flag
  • Ann W.
    "Commuting is easy. Most restaurants and shopping areas are less than five miles. You can get to downtown Orlando in about 25 minutes. All major attractions are easily accessible."
    0
    Flag
  • Lisa S.
    "Family fun block parties a lot of trees parks pool friendly neighbors Santa rides through with the fire department "
    0
    Flag
  • Eric J. C.
    "There is a variety of shopping choices nearby good schools and major crime is very low. It is near the 408 the turnpikes day 429. Downtown isn’t far. "
    0
    Flag
  • Eric J. C.
    "It’s quiet and safe here. Quite clean. Good schools nearby. Shopping and medical clinics are close. "
    0
    Flag
  • Carrollann B.
    "Child friendly with parks, lakeview with shallow water, playgrounds, good schools, library close by, churches, hospital,pumpkin patches, blueberry and fruit picking and centralized grocery stores/supermarkets for healthy eating"
    0
    Flag
  • David S
    "Tucked away and in a space where downtown, midtown, I4, and the tolls are all accessible is Ocoee. A quiet and safe space for new homeowners to grow and established families can thrive. "
    0
    Flag
  • Martin29usa
    "I live here, good area many shopping center, easy the get the high way like I4,408,429 and turnpike "
    0
    Flag
  • Holleyparis
    "Convenient to most major highways and fairly central to most of major locations in the Orlando area. "
    0
    Flag
  • Courtney A.
    "There are many parks for the kids to enjoy in Ocoee. The west orange trail is also easily accessible, and nicely shaded. "
    0
    Flag
  • Courtney A.
    "We have an Annual get together and movie nights in the neighborhood. Nice neighbors. Community is growing more, and the downtown has been newly renovated. Excited for the growing Ocoee. "
    0
    Flag
  • Attilahgdhdhdhdhdhdhsj Verdell
    "Size matters and I see the difference in the water bill . Well kept lawn. The community seems to keep the outside well maintained"
    0
    Flag
  • Tb_waller
    "I love Ocoee and am looking to buy a home here. It is a great neighborhood with really good schools."
    0
    Flag
  • Sam P. .
    "Unless you live in a neighborhood subdivision of kids with a large population of children, it’s a sad place to be for kids and sort of unsafe for kids to walk or play outside. It’s a decently sized town that is trying to clean up its act. The mall in town is terribly unsafe. This isn’t the type of town that kids can go out and explore by themselves "
    0
    Flag
  • Kerrie L.
    "My neighborhood is very pretty. The commute seems to be very good. I do run into traffic near Gotha. But, that's only during high traffic times. Other than that I think it's beautiful. "
    0
    Flag
  • Well
    "Very quietly place and very good schools near to my house. Good neighborhood and good access. My daughter loves her school."
    0
    Flag
  • CP
    "It's a nice and safe place. Mall,stores and hospital are very close. It's a family friendly place to live but parking is horrible."
    0
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  • Clewisjr1969
    "helping out in the community is it and how it works. neighborhood is very special with a lot nationalities and kids and vary good school."
    0
    Flag
  • Zahmoulemnaben
    "hi. I like the area it's very quiet and nice. everything is too close restaurant, shopping area, banks, hospital"
    0
    Flag
  • Nic T.
    "It was affordable but it is high crime and noisy. Lots of stray cats and a few stay people. Residents use my street like it was a race track. Loud and unsafe"
    1
    Flag
  • Clare B.
    "It’s a lovely gated area with a lovely lake. The roads are clear and the surrounding gardens are well kept "
    0
    Flag
  • Jason Bailey
    "It is a beautiful, new, and quiet neighborhood far away from I4 traffic. Lots of kids and families throughout the neighborhood."
    1
    Flag
  • Metaltek92
    "My neighbors don't walk their dogs, they run wild here with wild cats! The wild animals around keep the cat population under 16 cats!"
    0
    Flag
  • Beccabecca777
    "Block parties friendly neighborhood lots of kids, dogs and very quite NeighborHood. Friendly neighbors no crime"
    0
    Flag
  • Patricia S.
    "i see dogs all the time, walking with owners. there are many vet clinics around, some are really affordable."
    0
    Flag

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Homes for sale near 3595 Cheswick Dr

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Off Market Homes Near 3595 Cheswick Dr

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Frequently asked questions about 3595 Cheswick Dr

  • What is 3595 Cheswick Dr estimated to be worth?
    Trulia's estimated value for 3595 Cheswick Dr in Ocoee, FL is $489,900.
  • What is the price history for 3595 Cheswick Dr?
    3595 Cheswick Dr in Ocoee, FL last sold for $285,000 in December 2015.
  • Is Ocoee a buyer's or seller's market?
    Ocoee is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Ocoee?
    The median sale price in Ocoee is $419K. That is down $10.67K from the prior month.
  • How big is the lot at 3595 Cheswick Dr?
    The lot at 3595 Cheswick Dr in Ocoee, FL is about 0.21 acres (9,003 sq ft).
  • Does 3595 Cheswick Dr have a garage?
    Yes, 3595 Cheswick Dr in Ocoee, FL has a garage.