Off Market Sep 2020 for $535K

$874,687

Est. refi paymentEst. refi $4,164/mo

•

4,404

sq ft

1397 Simmons Rd, Kissimmee, FL 34744

About this home

A VERY rare and unique ranch located just minutes from the Florida Turnpike and close to everything! There are 2 homes totaling nearly 4500 sq. ft. on this nearly 5 acre corner lot located in a rural enclave in Kissimmee. The main house features 4 LARGE bedrooms, 2 full and one half bath, huge kitchen, formal living and dining, family room, breakfast nook, and a huge inside utility room with tons of storage! Guest house features 2 bedrooms and 2 baths, with a nice open floorplan and full kitchen. This amazing property also features an in ground fiberglass pool with a huge lanai, a covered and screened patio and a sauna! For the horse lovers you will love the 2 stall barn and a fully fenced pasture. Beautiful lush landscaping and large oaks surround the homes providing a serene, tropical environment. A pond with a small beach is perfect for fishing and relaxing with a cocktail! There are too many features to list but if you are looking for a home with space for extended family or guests, this is a must see!

Single-familyProperty Type

1971Year Built

4.85 acresLot Size

$199Est. Price/Sq.Ft.

2 car garageParking

Listed by Jenny Murphy • FLORIDA LIFESTYLE PROPERTIES GROUP

Bought with Angela Phillips • VANGIE BERRY SIGNATURE REALTY

Bought with Brenda Flagg • VANGIE BERRY SIGNATURE REALTY

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #S5037737

Redfin Estimate

$874,687

$340K since sold in September 2020$4,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 52.9% higher than the average sale price ($572K) of 6 comparable homes.

SOLD AUG 11, 2026
$515,000
A
5 beds4.5 baths3,460 sq ft
1002 Belvoir Dr, Kissimmee, FL 34744
SOLD JUL 2, 2026
$900,000
B
4 beds4 baths3,606 sq ft
1384 E Lake Shore Blvd, Kissimmee, FL 34744
SOLD JUN 30, 2026
$460,000
C
5 beds3 baths3,173 sq ft
106 Burrell Cir, Kissimmee, FL 34744
SOLD MAY 1, 2026
$481,000
D
5 beds3 baths2,606 sq ft
229 Strathmore Cir, Kissimmee, FL 34744
SOLD JUN 8, 2026
$515,000
E
5 beds4.5 baths3,199 sq ft
2506 Volunteer Ave, Kissimmee, FL 34744
SOLD JUN 17, 2026
$561,000
F
4 beds2.5 baths2,666 sq ft
215 E Lake Shore Blvd, Kissimmee, FL 34744

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$444,395

Est. take-home

List your home with Redfin and save $8,747

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,626/mo

Redfin rental estimate

List your home for rent

Market trends in 34744, FL

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.7%

0.2% MoM

Median sale price

$401K

$2K MoM

Avg. days on market

40d

3 days MoM

Recently sold homes

185

3 MoM

New listings for sale

NEW 34 MINS AGO
$290,000
3 beds2 baths1,184 sq ft
2116 Sand Run Rd, Kissimmee, FL 34744
NEW 14 HRS AGO
$399,000
3 beds2 baths2,087 sq ft
1989 Spring Shower Cir, Kissimmee, FL 34744
NEW 17 HRS AGO
$283,500
2 beds2.5 baths1,385 sq ft
2548 Hassonite St, Kissimmee, FL 34744
NEW 23 HRS AGO
$425,000
4 beds3 baths1,705 sq ft
1469 Mona Dr, Kissimmee, FL 34744
VIDEO TOUR
$399,999
3 beds2.5 baths1,826 sq ft
2092 Cross Prairie Pkwy, Kissimmee, FL 34744
$520,000
4 beds3.5 baths2,620 sq ft
1017 Berkeley Dr, Kissimmee, FL 34744
$419,900
3 beds2 baths1,668 sq ft
1464 Riverboat Dr, Kindred, FL 34744
$279,000
3 beds2 baths1,107 sq ft
2382 Harbor Town Dr, Kissimmee, FL 34744
3D WALKTHROUGH
$419,000
3 beds2 baths1,919 sq ft
1809 King Edward Dr, Kissimmee, FL 34744
$649,900
4 beds2.5 baths2,653 sq ft
2809 Sail Breeze Way, Kissimmee, FL 34744
See all

Provided by Redfin

Sale history for 1397 Simmons Rd

Tax history for 1397 Simmons Rd

*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
Permits

Beds

—

Baths

Stories

Lot width

330 ft.

Lot depth

640 ft.

Lot size

4.63 Acres

Year renovated

1971

Sq. Ft.

2,904

Year built

1971

Style

Single Family Residential

County

Osceola County

APN

322530000000650000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 10, 2026.

Agricultural Development and Conservation District

The AC District implements the Rural/Agricultural policies of the Osceola County Comprehensive Plan to allow agricultural areas to be developed in a manner consistent with the retention of agriculture, open space and rural character, and typically supports those land uses outside the Urban Growth Boundary. All properties within the AC district shall have a legal access to the property prior to any development activity or use request.

Permitted uses

Include but are not limited to:

Dairy
Greenhouse / nursery
Livestock production
Agriculture-Other
Healthcare
Housing-Group
Housing-Single unit
Housing-Senior
Office
Public service

Property details

Parking

Parking Information
Garage Dimensions: 23x22
Garage Spaces: 2
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 6

Bathroom Information
# of Full Baths (Total): 4
# of Half Baths (Total): 1

Laundry Room Information
Laundry Features: Inside, Laundry Room

Other Rooms Information
Additional Rooms: Inside Utility
# of Rooms: 10

Fireplace Information
Has Fireplace
Fireplace Features: Other, Wood Burning

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

Interior Features
Interior Features: Attic Fan, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Sauna, Skylight(s), Thermostat, Window Treatments
Window Features: Blinds, Insulated Windows, Window Treatments
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Wine Refrigerator
Flooring: Carpet, Ceramic Tile, Laminate

Exterior

Building Information
Construction Materials: Block, Brick, Wood Frame, Wood Siding
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Enclosed, Screened
Exterior Features: Fence, Rain Gutters, Sauna, Sliding Doors
Fencing: Board, Wire

Pool Information
Has Private Pool
Pool Features: Fiberglass

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

Farm Information
Barn Features: Frame, Horse Barn
Number Of Wells: 1
Number Of Stalls: 2
Number Of Septics: 3
Number Of Paddocks Pastures: 1

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Property Type: Residential
Property Sub Type: Single Family Residence
Property Condition: Completed
Other Structures: Additional Single Family Home, Barn(s), Kennel/Dog Run, Shed(s)
Accessibility Features: Accessible Central Living Area
Zoning: AC

Land Information
Vegetation: Bamboo, Mature Landscaping, Oak Trees, Trees/Landscaped, Wooded
Total Acreage: 2 to less than 5

Lot Information
Lot Features: Corner Lot, In County, Oversized Lot, Pasture, Paved, Unincorporated, Zoned for Horses
Lot Size Acres: 4.85
Lot Size Dimensions: 330x640
Road Surface Type: Asphalt
Lot Size Square Meters: 19619

Financial

Tax Information
Tax Annual Amount: $4,462.73
Tax Year: 2019

Lease / Rent Details
Lease Restrictions YN: 1

Utilities

Utility Information
Water Source: Well
Sewer: Septic Tank
Utilities: BB/HS Internet Available, Electricity Connected

Location

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

HOA Information
Association Approval Required Y/N: 0

School Information
Elementary School: Partin Settlement Elem
Middle Or Junior High School: Neptune Middle (6-8)
High School: Gateway High School (9 12)

Location Information
Directions: From Southbound Florida Turnpike take the Kissimmee/St. Cloud exit onto Hwy. 192. Head east on 192. Turn left on Partin Settlement Rd. Turn right on Simmons Rd. Property is on the left side on the corner of Sharp. and Simmons.

Community Information
Pets Allowed: Yes

Public facts

Beds: —
Baths: 3.0
Sq. Ft.: 2,904
Stories: 1.0
Lot Size: 4.63 acres
Style: Single Family Residential
Year Built: 1971
Year Renovated: 1971
County: Osceola County
APN: 322530000000650000

Home facts updated by county records on Jul 10, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 17
Status Contractual Search Date: 2020-09-25

Listing Price Information
Calculated List Price By Calculated Sq Ft: 124.86

Green Information
Green Verification Count: 0
Direction Faces: West

Home Information
Living Area: 4404
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 409.14
Building Area Units: Square Feet
Foundation Details: Slab
Stories Total: 1
Levels: One
Security Features: Smoke Detector(s)

Around this home

Schools

Partin Settlement Elementary School

Public PreK-5 • Assigned • 0.8mi

4/10

Neptune Middle School

Public 6-8 • Assigned • 0.7mi

7/10

Gateway High School

Public 9-12 • Assigned • 2.6mi

5/10

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

3/10 Fire Factor

0.31% 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

Kissimmee, FL • 34744

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 6.8 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$831,000 – $1.01M

Reach more buyers when you sell with Redfin. Save up to $8,747 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

NEW 14 HRS AGO

$399,000

3 beds2 baths2,087 sq ft

1989 Spring Shower Cir, Kissimmee, FL 34744

3D WALKTHROUGH

$499,000

4 beds3 baths2,142 sq ft

1621 Park Side Ave, Kindred, FL 34744

$410,000

4 beds2 baths1,692 sq ft

955 LA Mirada Ct, Kissimmee, FL 34744

$479,000

4 beds3 baths2,050 sq ft

1506 Jenni Lee Ct, Kissimmee, FL 34744

$489,990

4 beds3 baths2,151 sq ft

2410 Relaxing Ln, Kissimmee, FL 34744

$595,000

5 beds3.5 baths3,744 sq ft

202 Woodson Ct, Kissimmee, FL 34744

New listings for sale in 34744

NEW 34 MINS AGO

$290,000

3 beds2 baths1,184 sq ft

2116 Sand Run Rd, Kissimmee, FL 34744

NEW 14 HRS AGO

$399,000

3 beds2 baths2,087 sq ft

1989 Spring Shower Cir, Kissimmee, FL 34744

NEW 17 HRS AGO

$283,500

2 beds2.5 baths1,385 sq ft

2548 Hassonite St, Kissimmee, FL 34744

NEW 23 HRS AGO

$425,000

4 beds3 baths1,705 sq ft

1469 Mona Dr, Kissimmee, FL 34744

VIDEO TOUR

$399,999

3 beds2.5 baths1,826 sq ft

2092 Cross Prairie Pkwy, Kissimmee, FL 34744

$520,000

4 beds3.5 baths2,620 sq ft

1017 Berkeley Dr, Kissimmee, FL 34744

$419,900

3 beds2 baths1,668 sq ft

1464 Riverboat Dr, Kindred, FL 34744

$279,000

3 beds2 baths1,107 sq ft

2382 Harbor Town Dr, Kissimmee, FL 34744

3D WALKTHROUGH

$419,000

3 beds2 baths1,919 sq ft

1809 King Edward Dr, Kissimmee, FL 34744

Home values near 1397 Simmons Rd

Data from public records.

Address	Redfin Estimate
1373 Simmons Road, Kissimmee, FL - Beds \| 3 Baths \| 2297 Sq. Ft.	$694,293
2790 Madison Lane, Kissimmee, FL 3 Beds \| 2.5 Baths \| 1632 Sq. Ft.	$313,387

Address	Redfin Estimate
1420 Simmons Road, Kissimmee, FL 3 Beds \| 2 Baths \| 2014 Sq. Ft.	$416,667
2798 Madison Lane, Kissimmee, FL 3 Beds \| 2.5 Baths \| 1892 Sq. Ft.	$323,246

Address	Redfin Estimate
2796 Merritt Drive, Kissimmee, FL 3 Beds \| 2.5 Baths \| 1718 Sq. Ft.	$338,114
2794 Madison Lane, Kissimmee, FL 3 Beds \| 2.5 Baths \| 1718 Sq. Ft.	$321,119

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2020. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Terra Verde homes for sale
West Kissimmee homes for sale
Venetian Bay homes for sale
Kissimmee Bay homes for sale
Remington homes for sale

34744 homes for sale
32837 homes for sale
34746 homes for sale
32824 homes for sale
34741 homes for sale

Houses for rent in Kissimmee	Agents near me	Sarasota, FL homes for sale	Kissimmee Housing Market
Houses for sale near me	Orlando, FL homes for sale	Fort Lauderdale, FL homes for sale
Land for sale near me	Tampa, FL homes for sale	Boca Raton, FL homes for sale
Open Houses near me	Miami, FL homes for sale	Kissimmee Property Records
Condos for sale near me	Jacksonville, FL homes for sale	FL New Listings

Orlando homes for sale
Winter Garden homes for sale
Winter Park homes for sale