18 COOLEDGE STREET, Winter Garden, FL 34787
OFF MARKET

$542,100

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,128 sqft

18 COOLEDGE STREET, Winter Garden, FL 34787

Est. Refi. Payment $3,949/mo*
Refinance Your Home
Currently Off Market - Sold Oct 14, 2025 for $550,000

Home Value

Trulia Estimate
$542K
Since last month
Decreased$4K (-0.8%)
Since last year
Decreased$21K (-3.7%)
Since last sale
Decreased$8K (-1.4%)
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 +127% in the last 10 years
MonthEstimated value
2026
September 2026$542K
August 2026$546K
July 2026$552K
June 2026$556K
May 2026$551K
April 2026$547K
March 2026$541K
February 2026$544K
January 2026$546K
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
217 W STORY ROAD, Winter Garden, FL
0.02
Single-Family Home
$440,000
08/31/26
3
2
1,120
634 BURCH AVENUE, Winter Garden, FL
0.20
Single-Family Home
$608,000
04/07/26
4
3.5
2,351
328 S BOYD STREET, Winter Garden, FL
0.27
Single-Family Home
$527,000
06/18/26
4
2
1,626
636 S PARK AVENUE, Winter Garden, FL
0.15
Single-Family Home
$230,000
06/02/26
4
1.5
1,272
604 FOSTER AVENUE, Winter Garden, FL
0.22
Single-Family Home
$381,000
05/21/26
3
2
1,275
315 S BOYD STREET, Winter Garden, FL
0.32
Single-Family Home
$550,000
12/22/25
3
2
1,511
417 S MAIN STREET, Winter Garden, FL
0.34
Single-Family Home
$743,148
03/16/26
3
2.5
2,172
117 STEINBECK STREET, Winter Garden, FL
0.59
Single-Family Home
$580,000
06/05/26
4
2
1,928
214 MELJANE DRIVE, Winter Garden, FL
0.38
Single-Family Home
$482,000
03/12/26
3
2
1,264

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
217 W STORY ROAD, Winter Garden, FL 34787
0.02
$440,000
3
2
1,120
Recently Sold
213 W STORY ROAD, Winter Garden, FL 34787
0.03
$298,200
2
1
819
Off Market
543 SEMINOLE STREET, Winter Garden, FL 34787
0.04
$759,700
4
3
2,560
Off Market
244 W STORY ROAD, Winter Garden, FL 34787
0.08
$470,000
-
-
-
Recently Sold
244 W STORY ROAD LOT 1, Winter Garden, FL 34787
0.08
$470,000
-
-
-
Recently Sold
W VINING STREET, Winter garden, FL 34787
0.08
-
-
-
-
Off Market
W VINING STREET LOT 7, Winter Garden, FL 34787
0.08
-
-
-
-
Off Market
139 W STORY ROAD, Winter Garden, FL 34787
0.08
$414,200
3
2
1,502
Off Market
232 W LAFAYETTE STREET, Winter Garden, FL 34787
0.12
$254,400
1
1
880
Off Market
516 S HIGHLAND AVENUE, Winter Garden, FL 34787
0.10
$495,000
3
2
1,716
For Sale
227 W CYPRESS STREET LOT 22, Winter Garden, FL 34787
0.14
$155,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around 18 COOLEDGE STREET.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2006
2,128 sqft
$255/sqft
2 Car Garage

About this House

What's unique:Outdoor kitchenExpansive yard spaceOpen layoutSoaring ceilingsBamboo flooringFlexible dining room
Welcome to this breathtaking 4-bedroom, 2-bathroom CUSTOM BUILT home, ideally located ONE MINUTE from the heart of Historic Downtown Winter Garden. And with a NEW ROOF, NEWER AC system, and NO HOA, this home delivers tremendous value and peace of mind for years to come. Tucked away on a quiet dead-end street, this property offers both privacy and peace of mind — an ideal setting for families. Inside, you’ll find bamboo flooring throughout, soaring ceilings in the living room, EVERY SINGLE ROOM being OVERSIZED, and an open layout that feels bright, spacious, and inviting. The kitchen features generous counter space and seamlessly connects to the living and dining areas, making it perfect for both everyday life and entertaining. The flexible dining room could easily double as a home office or study, depending on your lifestyle needs. Step outside to your own backyard oasis — complete with an outdoor kitchen, expansive yard space, and plenty of room to add a pool if desired. Don’t miss your chance to own a spacious home in one of Central Florida’s most desirable areas — just moments from Winter Garden’s dining, shopping, and trails!
18 COOLEDGE STREET, Winter Garden, FL 34787 is a 4 bedroom, 2 bathroom, 2,128 sqft single-family home built in 2006. It last sold for $550,000 on Oct 14, 2025 (6% below the $585,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $542,100, with a rent estimate of $3,014/month.
Last check for updates: about 5 hours ago
Listed by Ty McTague, (407) 615-0582
RE/MAX VANTAGE, (407) 745-4980
Bought with: Chris Gabriel, PA, (386) 451-1361, EXP REALTY LLC, (888) 883-8509
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6297601
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 18 COOLEDGE STREET

Interior Features

Interior Details
Number of Rooms: 4Types of Rooms: Primary Bedroom, Primary Bathroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2128 Square Feet
Appliances & Utilities
Utilities: PublicAppliances: Dishwasher, Microwave, Range, RefrigeratorDishwasherLaundry: InsideMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Door: Outdoor KitchenFlooring: Bamboo
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Bamboo
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Outdoor KitchenFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 298

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNot Attached PropertyNo Additional Parcels
Property Information
Parcel Number: 232227715208050

Price & Status

Price
List Price: $585,000
Status Change & Dates
Off Market Date: Thu Sep 18 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER GARDENCommunity: PLEASANT PARK

Building

Building Area
Building Area: 2802 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 9380 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6297601Showing Considerations: See RemarksShowing Requirements: See Remarks, ShowingTimeUniversal Property Id: US-12095-N-232227715208050-R-N

Price and Tax history

DateEventPrice
Oct 14, 2025
Source: Stellar MLS #O6297601
Sold
$550,000
Sep 18, 2025
Source: Stellar MLS #O6297601
Pending
$585,000
Aug 1, 2025
Source: Stellar MLS #O6297601
PriceChange
$585,000
Price decreased by 3%
May 12, 2025
Source: Stellar MLS #O6297601
PriceChange
$600,000
Price decreased by 2%
Apr 17, 2025
Source: Stellar MLS #O6297601
Listed For Sale
$615,000

Market trends in Winter Garden

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$585K
$1.67KMoM
Sale-to-List Price
98.1%
0.2%MoM
Price per sq ft
$251
$4MoM
Available listings
742
21MoM

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

  • 46 % 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
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  • 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
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  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
    0
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  • 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
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  • 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
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  • 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
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  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
    0
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  • 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
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  • 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
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  • 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
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LGBTQ Local Legal Protections

Frequently asked questions about 18 COOLEDGE STREET

  • What is 18 COOLEDGE STREET estimated to be worth?
    Trulia's estimated value for 18 COOLEDGE STREET in Winter Garden, FL is $542,100.
  • What is the price history for 18 COOLEDGE STREET?
    18 COOLEDGE STREET in Winter Garden, FL last sold for $550,000 in October 2025.
  • Is Winter Garden a buyer's or seller's market?
    Winter Garden is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Garden?
    The median sale price in Winter Garden is $585K. That is up $1.67K from the prior month.
  • Does 18 COOLEDGE STREET have air conditioning?
    Yes, 18 COOLEDGE STREET in Winter Garden, FL has air conditioning.
  • Does 18 COOLEDGE STREET have laundry facilities?
    Yes, 18 COOLEDGE STREET in Winter Garden, FL has laundry facilities.

Explore by feature - Pet Friendly

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Off Market Homes Near 18 COOLEDGE STREET

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