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For sale
$1,499,999
4beds
3,507sqft

241 N DILLARD STREET, WINTER GARDEN, FL 34787

4beds
3,507sqft
Single family residence
Built in 1953
0.64 Acres
6 Carport spaces
$428 price/sqft

What's special

Breathtaking natural lightExpansive outdoor footprintTimeless curb appealAiry open atmosphereRare triple lotLush private grounds outside

Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. Nestled beneath the shade of enchanting oak trees, this stately residence sits ...

281 days
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736
|
13
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Source: Stellar MLS,MLS#: O6353975MLS LogoOriginating MLS: Orlando Regional
Travel times

Family Room

Kitchen

Primary Bedroom

Primary Bathroom

Dining Room

Zillow last checked:

Listing updated:

Listed by:

Erica Diaz 407-897-5400,

HOMEVEST REALTY 407-897-5400

Source: Stellar MLS,MLS#: O6353975MLS LogoOriginating MLS: Orlando Regional

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 3
  • Full bathrooms: 3
Rooms
  • Room types: Bonus Room, Utility Room
Primary bedroom
  • Description: Room5
  • Features: Built-in Closet
  • Level: First
Bedroom 2
  • Description: Room6
  • Features: Built-in Closet
  • Level: First
Bedroom 3
  • Description: Room7
  • Features: Built-in Closet
  • Level: First
Dining room
  • Description: Room2
  • Level: First
Family room
  • Description: Room1
  • Level: First
Kitchen
  • Description: Room4
  • Level: First
Living room
  • Description: Room3
  • Level: First
Heating
  • Central, Electric
Cooling
  • Central Air
Appliances
  • Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Washer
  • Laundry: Inside, Laundry Room
Features
  • Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Stone Counters
  • Flooring: Carpet, Hardwood
  • Doors: French Doors
  • Has fireplace: Yes
  • Fireplace features: Other Room, Wood Burning
Interior area
  • Total structure area: 4,671
  • Total interior livable area: 3,507 sqft
Video & virtual tour

Property

Parking
  • Total spaces: 6
  • Parking features: Covered, Driveway, Garage Faces Side
  • Carport spaces: 6
  • Has uncovered spaces: Yes
Features
  • Levels: One
  • Stories: 1
  • Patio & porch: Patio, Porch, Rear Porch
  • Exterior features: Courtyard, Garden, Irrigation System, Lighting, Sidewalk, Storage
Lot
  • Size: 0.64 Acres
  • Features: Corner Lot, City Lot, In County, Landscaped, Level, Oversized Lot, Sidewalk
  • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
  • Parcel number: 272214208800010
  • Zoning: R-2
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Traditional
  • Property subtype: Single Family Residence
Materials
  • Block, Concrete
  • Foundation: Slab
  • Roof: Shingle
Condition
  • New construction: No
  • Year built: 1953

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Water Connected

Community & HOA

Community
  • Pet fee: $0 monthly
  • Subdivision: J L DILLARD SUB 3
HOA
  • Has HOA: No
Location
  • Region: Winter Garden

Financial & listing details

  • Price per square foot: $428/sqft
  • Tax assessed value: $766,752
  • Annual tax amount: $2,959
  • Date on market: 10/20/2025
  • Cumulative days on market: 282 days
  • Listing terms: Cash,Conventional,VA Loan
  • Ownership: Fee Simple
  • Total actual rent: 0
  • Electric utility on property: Yes
  • Road surface type: Paved

Price history

DateEventPrice
4/13/2026Price change$1,499,999-6.3%$428/sqft
Source: Stellar MLS #O6353975 Report a problem
3/24/2026Price change$1,600,000-8.6%$456/sqft
Source: Stellar MLS #O6353975 Report a problem
2/19/2026Price change$1,750,000-2.8%$499/sqft
Source: Stellar MLS #O6353975 Report a problem
10/20/2025Listed for sale$1,800,000$513/sqft
Source: Stellar MLS #O6353975 Report a problem

Public tax history

YearProperty taxesTax assessment
2024$2,959 +4%$225,337 +3%
2023$2,846 +3.3%$218,774 +3%
2022$2,755 +1.7%$212,402 +3%
2021$2,709 +0.9%$206,216 +1.4%
2020$2,686 +1.1%$203,369 +2.3%
2019$2,657 +1%$198,797 +1.9%
2018$2,629 $195,090 -30.1%
2017$2,629 +2.8%$279,264 -0.4%
2016$2,557 +0.3%$280,436 +0.1%
2015$2,549 -2.4%$280,287 +23.7%
2014$2,610 +2.5%$226,609 +10.6%
2013$2,546 +1.4%$204,910 +0.9%
2012$2,510 +3.4%$203,012 -2.1%
2011$2,427 +5.7%$207,290 -27.6%
2010$2,296 $286,315 -15.1%
2009-- $337,298 -21.9%
2008$2,010 -1.2%$431,741 +5.1%
2007$2,035 -7.6%$410,847 +6.8%
2006$2,202 +0.2%$384,690 +66.5%
2005$2,197 +4.9%$231,079 +6.7%
2004$2,094 +0.4%$216,501 +1.7%
2003$2,086 +3%$212,796 +4.8%
2002$2,026 -1%$203,074 +17.8%
2001$2,047 +2.9%$172,376 +5.5%
2000$1,990 $163,338

Find assessor info on the county website

Monthly payment

Est. payment
$10,340/mo
Principal & interest
$7678
Property taxes
$2662
More affordability toolsChevron Right

Estimated market value

$1,421,100

$1.35M - $1.49M

$3,793/mo

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 34787

Nearby schools

Dillard Street Elementary School
Grades PK-5 • 0.2 miles
5/10
GreatSchools® Rating
Test Score Rating
5/10
Student Progress Rating
4/10
Lakeview Middle School
Grades 6-9 • 1.2 miles
4/10
GreatSchools® Rating
Test Score Rating
4/10
Student Progress Rating
4/10
West Orange High School
Grades 9-12 • 1.9 miles
7/10
GreatSchools® Rating
Test Score Rating
7/10
College Readiness Rating
8/10
Student Progress Rating
5/10

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