342 Sunset Oaks Rd, Winter Garden, FL 34787

Off market apr 2023 for $515K

$520,549

Est. refi paymentEst. refi $3,618/mo

•

2,052

sq ft

342 Sunset Oaks Rd, Winter Garden, FL 34787

About this home

Welcome to Winter Oaks where tree-lined streets lead you to this 4-bedroom, 2.5 bath bungalow! With over 2000sf and situated on a CORNER LOT, this BLOCK CONSTRUCTED 2-story home is within the GOLF CART DISTRICT near historic and popular downtown Winter Garden, home to the nationally recognized farmers' market and famous Plant Street known for shopping, dining, entertainment, and more! NEWER EXTERIOR PAINT and an expansive front porch affording views of MAJESTIC OAK TREES, green space, and the community pond with fountain greet you. Cathedral ceilings and an abundance of natural light showcase the combined living and dining area. An eat-in kitchen with GAS RANGE has access and tranquil views of an extended paver patio with a vinyl picket FENCED YARD. The DOWNSTAIRS OWNERS' SUITE has front yard views, walk-in closet and newly REMODELED BATH with double vanity, shower, and generous custom storage. Upstairs is a 15x20 loft with 3 additional bedrooms and a dual sink bathroom. A 2-car garage has rear access, water treatment system, and overhead storage racks included. Amenities include community pool, playground, and pond. One block south of the 22-mile long West Orange Trail. Roof 2019. Water Heater 2022. AC 2019. Upstairs windows with transferable warranty 2022. Exterior paint 2020. Garage door 2019.

Single-familyProperty Type

2006Year Built

6,687 sq ftLot Size

$254Est. Price/Sq.Ft.

2 car garageParking

Listed by Natalie Kauffman • KELLER WILLIAMS CLASSIC

Contact: 407-292-5400

Bought with Marlana Alvarez • LA ROSA REALTY ST. PETERSBURG

Redfin checked: 3 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6097373

Redfin Estimate

$520,549

$5,049 since sold in April 2023$6,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.6% lower than the average sale price ($563K) of 6 comparable homes.

SOLD AUG 3, 2026
$580,000
A
3 beds2.5 baths2,044 sq ft
638 Autumn Oaks Loop, Winter Garden, FL 34787
SOLD BY REDFIN SEP 18, 2026
$625,000
B
4 beds3 baths2,308 sq ft
880 Summer Oaks Rd, Winter Garden, FL 34787
SOLD APR 23, 2026
$640,000
C
4 beds3 baths2,186 sq ft
337 Sunset Oaks Rd, Winter Garden, FL 34787
SOLD AUG 26, 2026
$515,000
D
4 beds2.5 baths2,517 sq ft
921 Bending Oak Trl, Winter Garden, FL 34787
SOLD APR 17, 2026
$440,000
E
4 beds2 baths1,698 sq ft
604 Bending Oak Trl, Winter Garden, FL 34787
SOLD JUN 5, 2026
$580,000
F
4 beds2 baths1,928 sq ft
117 Steinbeck St, Winter Garden, FL 34787

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Earn from this home

Sell

$102,585

Est. take-home

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Refinance

Est. cash available

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Rent

$2,885/mo

Redfin rental estimate

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Market trends in 34787, FL

Last updated August 2026

Buyer's Market

Seller's Market

Balanced 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 1 HR AGO
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NEW 1 HR AGO
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3 beds2 baths1,396 sq ft
14501 Grove Resort Ave #2219, Winter Garden, FL 34787
NEW 3 HRS AGO
$925,000
4 beds3 baths2,860 sq ft
313 Merin Ct, Winter Garden, FL 34787
NEW 4 HRS AGO
$4,300,000
5 beds6.5 baths6,601 sq ft
15614 Espalier Way, Winter Garden, FL 34787
OPEN SAT, 12PM TO 2PM
$1,100,000
3 beds2.5 baths1,950 sq ft
206 N Highland Ave, Winter Garden, FL 34787
NEW 8 HRS AGO
$515,000
5 beds3.5 baths2,379 sq ft
6329 Manuscript St, Winter Garden, FL 34787
NEW 9 HRS AGO
$790,000
5 beds3.5 baths3,874 sq ft
15007 Night Heron Dr, Winter Garden, FL 34787
COMING SOON
$575,000
4 beds2 baths2,005 sq ft
995 Sadie Ln, Winter Garden, FL 34787
NEW 20 HRS AGO
$800,000
4 beds3.5 baths3,040 sq ft
14105 Larkspur Lake Dr, Winter Garden, FL 34787
FOR SALE BY OWNER
$31,000
1 bed1 bath— sq ft
14400 W Colonial Dr, Winter Garden, FL 34787
See all

Provided by Redfin

Sale history for 342 Sunset Oaks Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6097373

Apr 7, 2023

Sold

$515,500

$251/sq ft

Mar 24, 2023

Pending

—

Mar 23, 2023

Listed

$500,000

$244/sq ft

Stellar MLS as Distributed by MLS Grid #O5399170

Nov 12, 2015

Sold

$233,000

$114/sq ft

Oct 19, 2015

Listing Removed

—

Oct 19, 2015

Listed

$240,000

$117/sq ft

Public Records

Oct 3, 2006

Sold

$340,000

$166/sq ft

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Tax history for 342 Sunset Oaks Rd

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

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

6,687 Sq. Ft.

Year renovated

2006

Sq. Ft.

1,940

Year built

2006

Style

Single Family Residential

County

Orange County

APN

272222939700120

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

Property details

Parking

Parking Information
Parking Features: Driveway, Garage Faces Rear
Garage Spaces: 2
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 2
# of Half Baths (Total): 1

Laundry Room Information
Laundry Features: Inside, Laundry Closet

Other Rooms Information
Additional Rooms: Inside Utility,Loft
# of Rooms: 7

Heating & Cooling
Heating Information: Central
Cooling Information: Central Air

Interior Features
Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Living Room/Dining Room Combo, Master Bedroom Main Floor, Walk-in Closet(s), Window Treatments
Appliances: Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Water Filtration System
Flooring: Carpet, Ceramic Tile, Tile

Exterior

Building Information
Construction Materials: Block, Stucco
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Front Porch, Patio
Exterior Features: Irrigation System, Rain Gutters, Sidewalk, Sliding Doors
Fencing: Vinyl

Property Features
Universal Property Id: US-12095-N-222227939700120-R-N

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 1
Water View Description: Pond
Water Access Y/N: 1
Water Access Description: Pond
Water Extras Y/N: 0

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Property Type: Residential
Property Sub Type: Single Family Residence
Zoning: PUD

Land Information
Vegetation: Fruit Trees, Mature Landscaping, Trees/Landscaped
Total Acreage: 0 to less than 1/4

Lot Information
Lot Features: Corner Lot, City Limits, Sidewalk, Street One Way, Paved
Lot Size Acres: 0.15
Road Surface Type: Paved
Road Responsibility: Public Maintained Road
Lot Size Square Meters: 621
Planned Unit Development YN: 1

Building Information
MFR_BuildingAreaTotalSrchSqM: 238.57

Financial

Tax Information
Tax Annual Amount: $2,440
Tax Year: 2022

Lease / Rent Details
Lease Restrictions YN: 0

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: Electricity Connected, Fire Hydrant, Natural Gas Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected

Location

Multi-Family Financial Information
Total Annual Fees: $1,608
Total Monthly Fees: $134

Multi-Unit Information
Unit Number YN: 0

HOA Information
Association Name: Specialty Management/Becky Ferebee
Has HOA
MFR_Association2YN: 0
Association Fee Requirement: Required
Association Approval Required Y/N: 0
Monthly HOA Amount: 134.00
Association Amenities: Playground, Pool
Association Fee: $134
Association Fee Frequency: Monthly
Association Fee Includes: Pool, Maintenance Grounds, Pool

Location Information
Directions: From Florida 50 and Avalon Rd., head north on Avalon. Turn right onto FL-438 S/W Plant St. Right onto Sunset Oaks Rd. Home on right.

Community Information
Community Features: Community Mailbox, Deed Restrictions, Golf Carts OK, Park, Playground, Pool, Sidewalks
Pets Allowed: Yes

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 1,940
Stories: 2.0
Lot Size: 6,687 square feet
Style: Single Family Residential
Year Built: 2006
Year Renovated: 2006
County: Orange County
APN: 272222939700120

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 407-292-5400
Previous Status: Pending
Backups Requested YN: 0

Listing Date Information
Days to Contract: 1
Status Contractual Search Date: 2023-04-07

Listing Price Information
Calculated List Price By Calculated Sq Ft: 243.66

Green Information
Direction Faces: East

Home Information
Living Area: 2052
Living Area Units: Square Feet
Living Area Source: Appraiser
Living Area Meters: 190.64
Building Area Total: 2568
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: Two

Around this home

Schools

Tildenville Elementary School

Public PreK-5 • Assigned • 0.5mi

9/10

Lakeview Middle School

Public 6-9 • Assigned • 0.3mi

4/10

West Orange High School

Public 9-12 • Assigned • 2.4mi

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 24 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 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 8.7 hours in June and 6.7 hours in December, placing it above the U.S. average for solar exposure.

8.7 hrs

6.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$495,000 – $599,000

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Land— sq ft

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New listings for sale in 34787

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NEW 3 HRS AGO

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NEW 4 HRS AGO

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OPEN SAT, 12PM TO 2PM

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NEW 8 HRS AGO

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NEW 9 HRS AGO

$790,000

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COMING SOON

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NEW 20 HRS AGO

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Home values near 342 Sunset Oaks Rd

Data from public records.

Address	Redfin Estimate
337 Sunset Oaks Road, Winter Garden, FL 4 Beds \| 3 Baths \| 2186 Sq. Ft.	$643,711
319 Sunset Oaks Road, Winter Garden, FL 3 Beds \| 2 Baths \| 1572 Sq. Ft.	$442,217

Address	Redfin Estimate
343 Sunset Oaks Road, Winter Garden, FL 4 Beds \| 3 Baths \| 3140 Sq. Ft.	$559,657
330 Sunset Oaks Road, Winter Garden, FL 3 Beds \| 3 Baths \| 3216 Sq. Ft.	$686,412

Address	Redfin Estimate
336 Sunset Oaks Road, Winter Garden, FL 3 Beds \| 2 Baths \| 1766 Sq. Ft.	$508,789
318 Sunset Oaks Road, Winter Garden, FL 4 Beds \| 3 Baths \| 2410 Sq. Ft.	$559,936

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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