4 E Crest Ave, Oakland, FL 34787
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Property image
OFF MARKET

4 E Crest Ave
Oakland, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,897 sqft (on 0.43 acres)

$885,100

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $6,159/mo*
Refinance Your Home

$885,100

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $6,159/mo*
Refinance Your Home
3 Beds
3 Baths
2,897 sqft
(on 0.43 acres)

Home Value

Trulia Estimate
$885K
Since last month
Decreased$5K (-0.5%)
Since last year
Increased$38K (+4.5%)
Since last sale
Increased$285K (+47.6%)
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 +144% in the last 10 years
MonthEstimated value
2026
August 2026$885K
July 2026$878K
June 2026$890K
May 2026$874K
April 2026$874K
March 2026$868K
February 2026$849K
January 2026$836K
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
426 N BOYD STREET, Winter Garden, FL
0.22
Single-Family Home
$775,000
12/08/25
3
2.5
2,637
520 N Woodland St, Winter Garden, FL
0.10
Single-Family Home
$495,000
08/26/25
3
3
1,909
515 N BOYD STREET, Winter Garden, FL
0.13
Single-Family Home
$825,000
02/04/26
5
4
3,152
423 N MAIN STREET, Winter Garden, FL
0.22
Single-Family Home
$655,000
09/26/25
3
2
1,668
724 GRASSY STONE DRIVE, Winter Garden, FL
0.46
Single-Family Home
$640,000
08/15/25
4
3
2,756
336 COURTLEA PARK DRIVE, Winter Garden, FL
0.38
Single-Family Home
$775,000
04/16/26
4
4
2,640
405 COURTLEA PARK DRIVE, Winter Garden, FL
0.36
Single-Family Home
$775,000
09/30/25
4
4
2,686
519 HEARTHGLEN BOULEVARD, Winter Garden, FL
0.52
Single-Family Home
$500,000
08/29/25
4
3
3,009
436 VALLEY VIEW DRIVE, Winter Garden, FL
0.50
Single-Family Home
$1,000,000
11/24/25
3
3.5
3,130
563 COPPERDALE AVENUE, Winter Garden, FL
0.46
Single-Family Home
$710,000
10/17/25
5
3
3,048

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
20 W CREST AVENUE, Winter Garden, FL 34787
0.06
$2,190,000
5
4
4,668
For Sale
14 W GARDEN AVENUE, Winter Garden, FL 34787
0.08
$591,100
3
2
1,380
Off Market
208 SURPRISE DRIVE, Winter Garden, FL 34787
0.16
$810,200
3
2.5
2,577
Off Market
515 N BOYD STREET, Winter Garden, FL 34787
0.13
$825,000
5
4
3,152
Recently Sold
519 N DILLIARD STREET LOT 4, Winter Garden, FL 34787
0.16
-
-
-
-
Off Market
205 SURPRISE DRIVE, Winter Garden, FL 34787
0.17
$1,200,000
4
2.5
2,171
For Sale
506 N DILLARD STREET, Winter Garden, FL 34787
0.16
$760,800
3
3.5
2,241
Off Market
214 SURPRISE DRIVE, Winter Garden, FL 34787
0.17
$905,800
4
3.5
3,464
Off Market
104 REGAL PLACE DRIVE LOT 1, Winter Garden, FL 34787
0.17
-
-
-
-
Off Market
20 E DIVISION STREET, Winter Garden, FL 34787
0.17
$1,080,000
4
3
2,729
For Sale
627 PALM DRIVE, Winter Garden, FL 34787
0.17
$489,500
3
2
1,605
Off Market
226 SURPRISE DRIVE, Winter Garden, FL 34787
0.19
$848,600
4
3.5
2,914
Off Market

Local Information

  • Map ViewExplore the area around 4 E Crest Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1948
Lot Size
0.43 acres
Living Area
2,897 sqft
Price/Sqft
$306

About this House

Complete info: http://crestpoolhome.iHouseNet.com - Not a short sale or bank-owned. Looking for a unique floor plan with IN-LAW SUITE? Tired of cookie-cutter homes? Come see this Historic Winter Garden charm. This beautiful home has been renovated for modern comfort while maintaining its charming 1940's style. Fantastic POOL home with huge bedrooms and in-law suite. Feel the pride of ownership as you walk through the enclosed porch with relaxing views of Lake Apopka and into your foyer with the home's original chandelier. Walk through the completely remodeled kitchen overlooking the dining room and into the spacious living room with crown molding. The home's oversized bedrooms with walk-in closets provide plenty of room to grow and an abundance of storage. The in-law wing provides its own entrance, living area/study/den, bathroom and laundry room with access to the pool. Enjoy the newly resurfaced large pool deck or swim in the 10'-deep pool. Sitting on almost 1/2 acre on the corner where Main Street, Surprise Drive and Crest Avenue meet and within walking distance to Lake Apopka and Downtown Winter Garden, this home is the best value in Winter Garden. Home has new refrigerator, A/C's, roof, electrical and has been re-plumbed. NO HOA...
4 E Crest Ave, Oakland, FL 34787 is a 3 bedroom, 3 bathroom, 2,897 sqft single-family home built in 1948. It last sold for $600,000 on Jun 7, 2021. It is currently off market. The Trulia Estimate is $885,100, with a rent estimate of $4,143/month.

Home Details for 4 E Crest Ave

Interior Features

Heating & Cooling
Heating: Forced AirCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: Composition
Pool
Pool

Property Information

Year Built
Year Built: 1948Year Updated: 1980
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.43 acres

Price and Tax history

DateEventPrice
Jul 12, 2024
Source: Stellar MLS #O5938157
ListingRemoved
$675,000
Jun 7, 2021
Source: N/A
Sold
$600,000
Apr 21, 2021
Source: Stellar MLS #O5938157
Pending
$675,000
Oct 17, 2017
Source: N/A
Sold
$230,000
Jul 19, 2016
Source: N/A
Sold
$360,000

Market trends in Winter Garden

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$583K
$3.33KMoM
Sale-to-List Price
98.3%
0.2%MoM
Price per sq ft
$254
$3MoM
Available listings
760
4MoM
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Around this home

What Locals Say about Winter Garden

At least 513 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 76 % Say it's quiet

  • 75 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 50 % Say it's walkable to grocery stores

  • 47 % Say it's walkable to restaurants

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • jhp331
    "A rated schools and lots to do for families "
    0
    Flag
  • Trulia User
    "Its great to live this area we have market and restauran near us . We can walk when we want in our neighboorhood. We have parks schools near us …"
    0
    Flag
  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
    0
    Flag
  • Ypgs9v7hpd
    "It is a nice area and the schools are nice. It is good area to raise children away from the tourists area and the city ."
    0
    Flag
  • Ypgs9v7hpd
    "The only thing that is unique about this neighborhood is the people that are friendly and the kids get along great. The only downside of living here in Wintergarden is it’s not enough places to go out to eat and it is not enough places for kids to hang out or teenagers to hang out and the closest place for teenagers to hang out is at the Wintergarden Grove area where you have to take off the exit 9, which I think that’s a bit too far for them to hang out when they can remain closer, it would be better if they had a place to hang out within the neighborhood. Also, Price is over here for a living is very high so if you’re not making a decent amount of money, it is expensive even the apartments that are surrounding it. It’s expensive.."
    0
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  • Emilye Chasen
    "Downtown events occur all the time. Christmas, Halloween, 4th of July etc. Santa comes down my street"
    1
    Flag
  • Ypgs9v7hpd
    "I’ve living here for the last 3 yrs. It’s nice area, people are nice. It’s nice area to raise your family there."
    0
    Flag
  • Heather Kotyk
    "I work near the airport and the commute using the turnpike and I4 is about 25-30 minutes. Traffic is usually manageable and continuously is moving "
    0
    Flag
  • Erin
    "There are many families in the neighborhood, a great playground and an A rated school nearby. There’s also a grocery store and pharmacy conveniently within a mile. "
    0
    Flag
  • Maria Rojas
    "Great place to have a family, lots of parks and activities for kids. Amazing schools and the community is very united. Most communities have hoa "
    0
    Flag
  • Rosa Aguilar
    "There’s lots of places, activities, parks, trails to take kids. There’s also lots of churches with daycare and city programs for children to take part in."
    0
    Flag
  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
    0
    Flag
  • Logan Mahalek
    "The historic area of downtown winter garden boasts local shops and restaurants and also hosts a farmers market every weekend. There is also plenty of name brands within 15 minutes "
    0
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  • Cfbranf3rd
    "I’m don’t have a commute, as I’m retired. I’m in Cypress Reserve, and Avalon Road can be a nightmare at school drop off/pick up times."
    0
    Flag
  • Kelly
    "Beautiful, safe & friendly area. Winter Garden is a great place to raise a family! This is a very active area with tons of activities. Lots of wildlife & opportunities to get in touch with nature. Big, beautiful Florida birds and animals all around. Great restaurants too! "
    0
    Flag
  • Geisha
    "In Winter Garden for the area's of Horizon West, Hamlin, Summerlake, Waterleight, The Grove is amazing is like living in a perfect community bubble completely recomend"
    0
    Flag
  • Catherine Law
    "There is a private lake side park and a bbq area. Dogs poop trash and bags available. Dogs need to be on leash all the time. No many houses are fenced. "
    0
    Flag
  • Vanessaasantini
    "Wonderful , Safe, beatiful, peaceful, very good, clean, good school, nice and bog city Close to supermarket, gas station "
    2
    Flag
  • Aj2636
    "Halloween costume parties for kids. Community Easter egg hunts. Santa Claus visits on a fire truck. Community watch parties for football games. A soccer field, tennis courts, pickleball courts and basketball courts that allow the neighborhood to enjoy each other’s company. During COVID, we had live music performances in the park."
    0
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  • Cara Conley
    "The area is established and offers. Great amenities within 15 minutes. Clean and safe and welcoming."
    1
    Flag
  • Isaac Peterson
    "Very friendly and helpful neighbors, and the schools are awesome. Very safe "
    2
    Flag
  • Aj2636
    "I’ve lived here for 11 years. It’s close to shopping. The neighborhood feels comfortable with homes far apart from each other. Nice lakes nearby that most neighborhoods have access to. Hospital close-by for emergencies."
    1
    Flag
  • Felton.amanda
    "I lived here for 10 years and just now moving this month. The neighborhood is safe not a lot of crime just a few thieves here and there that steal packages from ppls door steps occasionally."
    1
    Flag
  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
    0
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  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
    Flag
  • Megan E.
    "You will love it! Lots of dog owners and very kind. Lots of doggy poop bag stations as we all know! Great dog parks and trails to go on lovely long walks. "
    13
    Flag
  • Zimmiac
    "Everything is very nice ,and the persons are very nice ,very quite area and the schools are good also,parks and events as well very nice"
    0
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  • Lil D.
    "The people and shops are great. Love all the bike tails as well. Every Saturday they have the farmers market and quite enjoyable to go to and walk around. "
    0
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  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
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  • Hollister M.
    "Lots of dogs. Most people are very polite about their dogs. People with cats do not keep them indoors and they roam the streets a lot. Most people pick up after their dogs and keep them on leashes."
    0
    Flag
  • Jim
    "It’s an amazing place to love. Doesn’t feel like living in Florida. I love living the country and still being close to Disney"
    6
    Flag
  • Cathy
    "Great it is safe and very homey the people are friendly and irs all clean. Very close to shopping places to eat and nice bars "
    5
    Flag
  • Jonathancrespo21
    "We have a neighborhood Facebook page open to everyone and we use this to communicate with each other regularly. We participate in food drives, raise money for special causes, and even sponsor dinners for our local police, firefighters, and nurses."
    0
    Flag
  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
    0
    Flag
  • Valerie
    "Weekend Farmers Market. Beautiful downtown area. Older historic feeling. Very convenient with shops food and stores. Best city I've lived in since being here in Florida."
    0
    Flag
  • jay j
    "People love dogs. They are loving animals that make everyone happy when they see them. Most people now a days have dogs"
    0
    Flag
  • Nicola O.
    "Some neighbors don’t clean up after their pets or leave their pets on the balcony barking all night long, but there is a lot of open grass fields and dog stations all throughout. "
    0
    Flag
  • Candy H.
    "Winter Garden Farmer’s Market and shows going on at the Garden Theatre, along with more dog friendly mom and pop places."
    0
    Flag
  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
    Flag

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Homes for sale near 4 E Crest Ave

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Off Market Homes Near 4 E Crest Ave

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Frequently asked questions about 4 E Crest Ave

  • What is 4 E Crest Ave estimated to be worth?
    Trulia's estimated value for 4 E Crest Ave in Oakland, FL is $885,100.
  • What is the price history for 4 E Crest Ave?
    4 E Crest Ave in Oakland, FL last sold for $600,000 in June 2021.
  • Is Oakland a buyer's or seller's market?
    Oakland is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Oakland?
    The median sale price in Oakland is $583K. That is down $3.33K from the prior month.
  • Does 4 E Crest Ave have air conditioning?
    Yes, 4 E Crest Ave in Oakland, FL has air conditioning.
  • Does 4 E Crest Ave have a pool?
    Yes, 4 E Crest Ave in Oakland, FL has a pool.