208 3RD STREET, Winter Garden, FL 34787
FOR SALE

$435,000

  • 8 Beds
  • 3 Baths
  • 1,750 sqft

208 3RD STREET, Winter Garden, FL 34787

Est. Mortgage $3,118/mo*
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Home Highlights

Single-Family Home
Built in 1925
$249/sqft
Garage

Local Information

  • Map ViewExplore the area around 208 3RD STREET.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

8 bedrooms. 3 full baths. Approximately 1,750 SF. Just blocks from Plant Street. Space and location set this property apart. Offering 8 bedrooms and 3 full baths across approximately 1,750 SF, the home sits on a 9,431 SF fully fenced lot—a combination of interior space and land increasingly difficult to find this close to Historic Downtown Winter Garden. Built in 1925 and sold as-is, the home presents an opportunity to update and personalize to your own vision. The flexible room count provides options for bedrooms, guest space, home offices, or additional living needs, while the generous 75' x 125' lot leaves plenty of outdoor space to create a garden, entertaining area, or backyard retreat. No HOA, city utilities, and R-2 zoning add to the property's flexibility and long-term appeal. Location is the part that cannot be renovated. Enjoy being just blocks from Plant Street, the Saturday farmers market, restaurants, cafés, shops, entertainment, and the West Orange Trail, with Lake Apopka, SR-429, and Florida's Turnpike conveniently nearby. Currently income producing, the property offers the flexibility to maintain its existing rental use or be delivered vacant upon request. 8 Bedrooms. 3 Full Baths. Approx. 1,750 SF. 0.22 Acres. 9,431 SF Lot. 75' x 125'. No HOA. Bring your vision and make the space your own in a location that's increasingly difficult to replicate. Schedule your private showing today.
Last check for updates: about 2 hours ago
Listing Provided by: Ahmad Hassan, PA, (718) 641-9358
COMPASS FLORIDA LLC, (407) 203-9441
Originating MLS: Osceola
Source: Stellar MLS, MLS#O6435284
Also Listed on Stellar MLS, Stellar MLS, Stellar MLS.
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 208 3RD STREET

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Primary Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 8Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 1750 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Water ConnectedAppliances: NoneLaundry: None
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Wall/Window Unit(s)Has HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Wood BurningHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 1Levels: TwoFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: CoveredExterior: NoneFoundation: CrawlspaceNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageParking Spaces: 1Parking: Garage
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 1Days on Market: 15

Property Information

Year Built
Year Built: 1925
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl SidingNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 232227881613110

Price & Status

Price
List Price: $435,000Price Per Sqft: $249
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Location

Direction & Address
City: WINTER GARDENCommunity: TWIN CITY DEV CO SUB
School Information
Elementary School: Dillard Street ElemJr High / Middle School: Lakeview MiddleHigh School: West Orange High

Agent Information

Listing Agent
Listing ID: O6435284

Building

Building Area
Building Area: 2186 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: OsceolaNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 9432 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6435284Showing Requirements: Appointment OnlyUniversal Property Id: US-12095-N-232227881613110-R-N

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 ."
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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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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"
    0
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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
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  • 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
    Flag

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

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
320 PENNSYLVANIA AVENUE, Winter Garden, FL
0.26
Single-Family Home
$445,000
10/17/25
4
2
1,922
417 S MAIN STREET, Winter Garden, FL
0.31
Single-Family Home
$743,148
03/16/26
3
2.5
2,172
275 VIRGINIA DRIVE, Winter Garden, FL
0.42
Single-Family Home
$465,000
12/02/25
4
2.5
2,004
215 S BOYD STREET, Winter Garden, FL
0.32
Single-Family Home
$739,000
01/05/26
6
4
2,470
308 Florida Avenue, Winter Garden, FL
0.18
Single-Family Home
$315,000
02/20/26
3
2
1,050
214 S MAIN STREET, Winter Garden, FL
0.29
Single-Family Home
$739,000
01/05/26
4
4
2,268
205 S WOODLAND STREET, Winter Garden, FL
0.21
Single-Family Home
$770,000
11/07/25
3
2
2,502
410 S MAIN STREET, Winter Garden, FL
0.33
Single-Family Home
$750,000
11/21/25
5
4
2,813

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
208 3RD STREET LOT 11, Winter Garden, FL 34787
0.00
$435,000
-
-
-
For Sale
205 3RD STREET, Winter Garden, FL 34787
0.03
$341,400
3
1
976
Off Market
209 3RD STREET, Winter Garden, FL 34787
0.03
$351,400
2
2
882
Off Market
210 2ND STREET LOT 10, Winter Garden, FL 34787
0.06
-
-
-
-
Off Market
225 1ST STREET, Winter Garden, FL 34787
0.09
$288,000
3
1
1,020
For Sale
301 E MAPLE STREET, Winter Garden, FL 34787
0.12
$386,200
3
2
1,149
Off Market
243 FLORIDA AVENUE, Winter Garden, FL 34787
0.13
$335,000
2
2
1,100
Recently Sold
215 PENNSYLVANIA AVENUE, Winter Garden, FL 34787
0.16
$286,200
2
1
836
Off Market
345 WINTER STREET, Winter Garden, FL 34787
0.17
$285,000
2
1
700
Recently Sold
308 Florida Avenue, Winter Garden, FL 34787
0.18
$315,000
3
2
1,050
Recently Sold
205 S WOODLAND STREET, Winter Garden, FL 34787
0.21
$770,000
3
2
2,502
Recently Sold

Price and Tax history

DateEventPrice
Aug 20, 2026
Source: Stellar MLS #O6435218
Listed For Sale
$435,000
May 15, 2017
Source: Agent Provided
ListingRemoved
$99,000
Nov 29, 2016
Source: Agent Provided
Pending
$99,000
Nov 29, 2016
Source: Agent Provided
Listed For Sale
$99,000
Oct 5, 2016
Source: Agent Provided
ListingRemoved
$99,000

LGBTQ Local Legal Protections

Ahmad Hassan, PA, COMPASS FLORIDA LLC, (407) 203-9441
Agent Phone: (718) 641-9358

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Frequently asked questions about 208 3RD STREET

  • What is the estimated monthly payment for 208 3RD STREET?
    Based on a $435,000 list price with 20% down at today's rates, the estimated monthly payment for 208 3RD STREET in Winter Garden, FL is approximately $3,131 (about $2,284 principal & interest, $772 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 208 3RD STREET compare to homes in Winter Garden?
    208 3RD STREET in Winter Garden, FL is listed at $435,000, about 25% below the $583K median sale price in Winter Garden.
  • What do residents say about Winter Garden?
    Residents describe Winter Garden, FL as dog-friendly, pedestrian-friendly, and easy to park in. See homes for sale in Winter Garden, FL.
  • What are the closest schools to 208 3RD STREET?
    The closest schools to 208 3RD STREET in Winter Garden, FL are Dillard Street Elementary School (Pre-K, rated 5/10), Lakeview Middle School (rated 4/10), West Orange High School (rated 7/10).
  • Does 208 3RD STREET have air conditioning?
    Yes, 208 3RD STREET in Winter Garden, FL has air conditioning.
  • How big is the lot at 208 3RD STREET?
    The lot at 208 3RD STREET in Winter Garden, FL is about 0.22 acres (9,432 sq ft).
208 3RD STREET, Winter Garden, FL 34787 is a 8 bedroom, 3 bathroom, 1,750 sqft single-family home built in 1925. This property is currently available for sale and was listed by Stellar MLS on Aug 20, 2026. The MLS # for this home is MLS# O6435284.