Off Market Apr 2023 for $1.2M

$1,380,800

Est. refi paymentEst. refi $8,585/mo

•

3,726

sq ft

5534 Tiny Rd, Winter Garden, FL 34787

About this home

Welcome to a RARE FIND!! That’s right, 5.32 Acres in a PRIME WINTER GARDEN location! This stunning oasis embodies all the character and charm of country living with all of the conveniences and luxuries that Winter Garden has to offer. This 4 bedroom / 3 bathroom; 3700+ sf home features a UNIQUE WALK-OUT BASEMENT that leads to your incredible 11’x60’ HEATED LAP POOL (New in 2018). Upon entering the front door your eyes will quickly be drawn to the vast and expansive “countryside” acreage. Off the back of the house, you have TWO SCREENED PORCHES (one up and one down); each stretch an ENORMOUS 14’ x 46’. There are so many amazing upgrades and features to mention, here are some of the highlights: TANKLESS HOT WATER HEATER and VIKING 6-BURNER KITCHEN GAS COOKTOP are powered by a propane tank while the remainder of the home is electric. The NEWLY UPDATED KITCHEN features PULL-OUT CABINET DRAWERS, OVERSIZED WATERFALL QUARTZ ISLAND, LARGE SINGLE SINK, SLATE BACKSPLASH, BUILT-IN WINE FRIDGE, and COFFEE BAR. Flooring includes BAMBOO THROUGHOUT MAIN FLOOR and LUXURY VINYL PLANKS DOWNSTAIRS IN THE “BASEMENT”, NO CARPET! Window shades open and close with the push of a button. The front of the home features a privacy, remote controlled-programmable front gate installed in 2018, circular driveway with a 3-car carport and pavers that were installed in 2017. The garage was converted into a Media Room and workshop, however it can easily be converted back into a garage if you choose. SOLAR PANELS were installed in 2017, and covers a good portion of the electric bill; UPDATED PLUMBING & ELECTRICAL in 2016, RE-ROOF in 2015 and NEW DOUBLE PANE (HURRICANE PROOF) WINDOWS installed in 2017. THIS ONE IS A MUST SEE! NO HOA!! Please call or text to schedule your private showing!

Single-familyProperty Type

1960Year Built

5.32 acresLot Size

$371Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Debbie Sansing • COLDWELL BANKER REALTY

Contact: 407-352-1040

Bought with Debbie Sansing • COLDWELL BANKER REALTY

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6094571

Redfin Estimate

$1,380,800

$106K since sold in April 2023$15K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 43.1% higher than the average sale price ($965K) of 6 comparable homes.

SOLD JUL 10, 2026
$1,570,500
A
3 beds3 baths2,474 sq ft
5526 Tiny Rd, Winter Garden, FL 34787
SOLD JUL 17, 2026
$675,000
B
5 beds2.5 baths2,830 sq ft
6110 Meriwether Cres, Winter Garden, FL 34787
SOLD AUG 28, 2026
$1,690,000
C
5 beds4.5 baths3,742 sq ft
14802 Speer Lake Dr, Winter Garden, FL 34787
SOLD JUN 12, 2026
$691,000
D
4 beds4 baths3,487 sq ft
14525 Whittridge Dr, Winter Garden, FL 34787
SOLD MAR 19, 2026
$565,000
E
4 beds3.5 baths2,818 sq ft
15607 Camp Dubois Cres, Winter Garden, FL 34787
SOLD AUG 5, 2026
$600,000
F
4 beds3.5 baths2,418 sq ft
15162 Evergreen Oak Loop, Winter Garden, FL 34787

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Earn from this home

Sell

$343,457

Est. take-home

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Refinance

Est. cash available

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Rent

$4,054/mo

Redfin rental estimate

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Market trends in 34787, FL

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

97.8%

0.0% MoM

Median sale price

$611K

$11K MoM

Avg. days on market

42d

4 days MoM

Recently sold homes

558

8 MoM

New listings for sale

NEW 3 HRS AGO
$889,900
4 beds3 baths2,239 sq ft
226 Hammock Preserve Loop, Oakland, FL 34787
NEW 11 HRS AGO
$399,000
3 beds2.5 baths1,451 sq ft
10119 Salt Point Dr, Winter Garden, FL 34787
NEW 12 HRS AGO
$1,399,999
5 beds4.5 baths4,919 sq ft
1720 Lake Roberts Landing Dr, Winter Garden, FL 34787
$850,000
6 beds5 baths2,876 sq ft
402 E Maple St, Winter Garden, FL 34787
OPEN SAT, 11AM TO 2PM
$649,900
4 beds2.5 baths2,211 sq ft
13184 Dendy Way, Winter Garden, FL 34787
OPEN SAT, 10AM TO 2PM
$479,000
3 beds2.5 baths1,944 sq ft
8931 Doddington Way, Winter Garden, FL 34787
OPEN SAT, 11AM TO 2PM
$629,000
5 beds3.5 baths2,369 sq ft
5506 New Independence Pkwy, Winter Garden, FL 34787
NEW 16 HRS AGO
$230,000
3 beds2.5 baths1,216 sq ft
988 Stucki Ter, Winter Garden, FL 34787
COMING SOON
$350,000
3 beds2.5 baths1,625 sq ft
1017 Priory Cir, Winter Garden, FL 34787
NEW 17 HRS AGO
$749,000
4 beds3 baths2,335 sq ft
12021 Windstone St, Winter Garden, FL 34787
See all

Provided by Redfin

Redfin agents who toured

All of the bedrooms are on the left hand side of the home including the master bedroom. The kitchen and bathrooms need updating. The family room has a brick fire place and a spiral staircase that goes to the finished basement. Also it appears they...
11 years ago• May not reflect the current state of the home
Christopher Maggart
Redfin agent

Sale history for 5534 Tiny Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6094571

Apr 24, 2023

Sold

$1,275,000

$342/sq ft

Apr 1, 2023

Listing Removed

—

Mar 1, 2023

Listed

$1,295,000

$348/sq ft

Stellar MLS as Distributed by MLS Grid #R4704585

Aug 15, 2016

Sold

$337,000

$90/sq ft

Jul 18, 2016

Pending

—

Jun 2, 2016

Contingent

—

Jun 2, 2016

Pending

—

May 18, 2016

Listed

$415,000

$111/sq ft

Contract Pending. Contact Eric Bolves. Come and see this beautiful home on mostly wooded 5.32 Acres of land with an incredible view from the 40' deck. This one of the last 5 acres parcels inside the beltway and probably the most beautiful. Zoned for horses. Fruit trees include pomagranite, guava, pears, loquat, grapefruit, plum and pomelo. NO HOA!!! This home is a stunning 3 bedroom, 3 baths 3600 sq. ft in living space! With 2 car garage. Formal living and dining room with dark wood flooring. Eat-in kitchen. Family room has a gas/wood fireplace and spiral stairs going to the walk out on second floor. Huge 12X40 deck over a 10X40 Patio. Walk out finished second floor! Huge second level (walk-out basement) with large bathroom and garden tub / shower. Easily create a 30x30 master suite downstairs! There are no interior load bearing walls. New roof, soffits and gutters. Recently painted inside and out. Electrical and Plumbing completely re-done in 1995. Bonuses at list price include: Connection to county water, new AC/heat pump, new yard tractor, pool table, desk and piano. Zoning allows 2 homes per acre on this amazing property. "Create the private estate you have always desired. "

Stellar MLS as Distributed by MLS Grid #R4703122

May 18, 2016

Listing Removed

—

May 15, 2016

Price Changed

Nov 26, 2015

Relisted

—

Nov 23, 2015

Listing Removed

—

Sep 15, 2015

Listed

Stellar MLS as Distributed by MLS Grid #S4818155

Sep 14, 2015

Listing Removed

—

Sep 2, 2015

Relisted

—

Sep 1, 2015

Listing Removed

—

Jul 27, 2015

Price Changed

Jul 27, 2015

Listed

Stellar MLS as Distributed by MLS Grid #O5322546

Nov 17, 2014

Listing Removed

—

Nov 4, 2014

Price Changed

Oct 1, 2014

Listed

Stellar MLS as Distributed by MLS Grid #O5322540

Nov 17, 2014

Listing Removed

—

Nov 4, 2014

Price Changed

Oct 1, 2014

Listed

Stellar MLS as Distributed by MLS Grid #O5223491

Sep 26, 2014

Listing Removed

—

Jun 10, 2014

Listing Removed

—

May 21, 2014

Price Changed

May 21, 2014

Relisted

—

May 21, 2014

Price Changed

Apr 23, 2014

Listed

Stellar MLS as Distributed by MLS Grid #O5223342

Sep 26, 2014

Listing Removed

—

Jun 10, 2014

Listing Removed

—

Jun 3, 2014

Price Changed

May 21, 2014

Relisted

—

May 21, 2014

Price Changed

Apr 23, 2014

Listed

Public Records

Aug 23, 1993

Sold

$39,000

$10/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$18,157 (+4.0%)

$250,000 + $850,440

$1,100,440

2024

$17,457 (+262.5%)

$250,000 + $850,440

$1,100,440

2023

$4,815 (+3.6%)

$250,000 + $812,273

$1,062,273

2022

$4,648 (+1.5%)

2021

$4,578 (−0.7%)

2020

$4,611 (−2.9%)

$212,800 + $99,620

$312,420

2019

$4,748 (−5.4%)

2018

$5,017 (−0.4%)

2017

$5,038 (−11.5%)

$186,200 + $103,415

$289,615

2016

$5,693 (−1.4%)

$186,200 + $103,415

$289,615

2015

$5,772 (+3.8%)

$186,200 + $133,506

$319,706

2014

$5,562 (+2.7%)

2013

$5,418 (−0.1%)

2012

$5,424

Tax history for 5534 Tiny Rd

Year

Property tax

Land + Additions

Assessment*

2025

$18,157 (+4.0%)

$250,000 + $850,440

$1,100,440

2024

$17,457 (+262.5%)

$250,000 + $850,440

$1,100,440

2023

$4,815 (+3.6%)

$250,000 + $812,273

$1,062,273

2022

$4,648 (+1.5%)

2021

$4,578 (−0.7%)

2020

$4,611 (−2.9%)

$212,800 + $99,620

$312,420

2019

$4,748 (−5.4%)

2018

$5,017 (−0.4%)

2017

$5,038 (−11.5%)

$186,200 + $103,415

$289,615

2016

$5,693 (−1.4%)

$186,200 + $103,415

$289,615

2015

$5,772 (+3.8%)

$186,200 + $133,506

$319,706

2014

$5,562 (+2.7%)

2013

$5,418 (−0.1%)

2012

$5,424

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

5.27 Acres

Year renovated

2015

Sq. Ft.

3,726

Year built

1960

Style

Single Family Residential

County

Orange County

APN

272316000000022

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

R-T-2

Combination Mobile Home and Single-Family Dwelling District

To provide areas for the low density development of conventional single-family dwelling units; To provide areas for the low density development of mobile homes used as single-family dwelling units; To provide for the combination of 2 modes of residential living within the same zoning district.

Permitted uses

Include but are not limited to:

Housing-Single unit
Fire house
Police station
Housing-Mobile home park

Property details

Parking

Parking Information
Parking Features: Circular Driveway, Converted Garage, Driveway, Ground Level, Off Street
Has Carport
Carport Spaces: 3
Has Attached Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 3

Laundry Room Information
Laundry Features: Inside

Basement Information
Basement Features: Bath/Stubbed, Daylight, Finished, Interior Entry

Other Rooms Information
# of Rooms: 7

Heating & Cooling
Heating Information: Central, Electric, Solar
Cooling Information: Central Air

Interior Features
Interior Features: Ceiling Fans(s), Eat-in Kitchen, Open Floorplan, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-in Closet(s), Window Treatments
Window Features: Blinds, Double Pane Windows, Window Treatments
Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Flooring: Bamboo, Ceramic Tile, Vinyl
Building Elevator YN: 0

Exterior

Building Information
Construction Materials: Block, Brick
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Deck, Porch, Rear Porch, Screened
Exterior Features: Irrigation System, Lighting, Outdoor Shower, Private Mailbox, Sliding Doors

Pool Information
Pool Dimensions: 11' x 60'
Has Private Pool
Pool Features: Gunite, Heated, In Ground, Lap, Lighting, Tile

Property Features
Universal Property Id: US-12095-N-162327000000022-R-N

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 0
Water Extras Y/N: 0

Farm Information
Number Of Wells: 1
Number Of Septics: 1

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Other Equipment: Fuel Tank(s), Irrigation Equipment
Property Type: Residential
Property Sub Type: Single Family Residence
Property Condition: Completed
Zoning: R-T-2

Land Information
Vegetation: Mature Landscaping, Trees/Landscaped, Wooded
Total Acreage: 5 to less than 10

Lot Information
Lot Features: In County, Irregular Lot, Landscaped, Oversized Lot, Private, Sidewalk, Paved, Zoned for Horses
Lot Size Acres: 5.32
Road Surface Type: Asphalt
Road Responsibility: Public Maintained Road
Lot Size Square Meters: 21529
Zoning Compatible YN: 1

Building Information
MFR_BuildingAreaTotalSrchSqM: 420.48

Financial

Tax Information
Tax Annual Amount: $4,647.82
Tax Year: 2022

Lease / Rent Details
Lease Restrictions YN: 0

Utilities

Utility Information
Water Source: Public
Sewer: Septic Tank
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Electricity Connected, Propane, Solar, Sprinkler Well, Street Lights, Water Available, Water Connected

Location

Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished

HOA Information
MFR_Association2YN: 0
Association Approval Required Y/N: 0

School Information
Elementary School: Independence Elementary
Middle Or Junior High School: Bridgewater Middle
High School: Windermere High School

Location Information
Directions: CR 535 traveling NE, turn Right on Tilden Rd, Turn Left on Tiny Rd, Property is on the Right.

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 3,726
Stories: 2.0
Lot Size: 5.27 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: 2015
County: Orange County
APN: 272316000000022

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 407-352-1040
Previous Status: Pending
Backups Requested YN: 0
Home Warranty YN: No

Listing Date Information
Days to Contract: 31
Status Contractual Search Date: 2023-04-24

Listing Price Information
Calculated List Price By Calculated Sq Ft: 347.56

Green Information
Green Verification Count: 0
Direction Faces: West
Green Energy Generation: Solar

Home Information
Living Area: 3726
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 346.16
Building Area Total: 4526
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Basement
Stories Total: 2
Levels: Two
Security Features: Security Gate, Smoke Detector(s)

Around this home

Schools

Independence Elementary

Public K-5 • Assigned • 1.1mi

9/10

Bridgewater Middle School

Public 6-8 • Assigned • 0.2mi

9/10

Windermere High School

Public 9-12 • Assigned • 1.9mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

1% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 23 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Winter Garden, FL • 34787

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 6.7 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.31M – $1.59M

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New listings for sale in 34787

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NEW 12 HRS AGO

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OPEN SAT, 11AM TO 2PM3D WALKTHROUGH

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13184 Dendy Way, Winter Garden, FL 34787

OPEN SAT, 10AM TO 2PM

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8931 Doddington Way, Winter Garden, FL 34787

OPEN SAT, 11AM TO 2PM3D WALKTHROUGH

$629,000

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NEW 16 HRS AGO

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COMING SOON

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Home values near 5534 Tiny Rd

Data from public records.

Address	Redfin Estimate
5526 Tiny Rd, Winter Garden, FL 3 Beds \| 3 Baths \| 2474 Sq. Ft.	$1,394,774
15193 Evergreen Oak Loop, Winter Garden, FL 7 Beds \| 4 Baths \| 4054 Sq. Ft.	$780,027

Address	Redfin Estimate
5444 Tiny Rd, Winter Garden, FL 3 Beds \| 2 Baths \| 960 Sq. Ft.	$333,487
15187 Evergreen Oak Loop, Winter Garden, FL 5 Beds \| 4 Baths \| 3559 Sq. Ft.	$749,330

Address	Redfin Estimate
5500 Tiny Rd, Winter Garden, FL 4 Beds \| 2 Baths \| 1869 Sq. Ft.	$732,372
15162 Evergreen Oak Loop, Winter Garden, FL 4 Beds \| 3.5 Baths \| 2418 Sq. Ft.	$614,003

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2023. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 34787, FL

Redfin agents who toured

Sale history for 5534 Tiny Rd

Tax history for 5534 Tiny Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34787

Home values near 5534 Tiny Rd

More real estate resources