2301 Rambling Oaks Way, Kissimmee, FL 34746

Sold on may 2026

$520,000

•

2,678

sq ft

2301 Rambling Oaks Way, Kissimmee, FL 34746

Track this home’s value and nearby sales activity

About this home

WELCOME HOME to Oak Hammock Preserve! This recently updated home features a large open-concept floor plan that includes separate formal dining and living room areas! As you enter, you are greeted by a large entryway with tall ceilings and a view of the large pool and water views! The footprint of the home offers split-bedroom design with the owner's retreat and three secondary bedrooms on opposite sides of the home. The kitchen and great room combination offers an excellent space to gather, along with large sliding doors that lead you to the lanai and huge outdoor space. Enjoy the pool and spa, surrounded by large hardscaped spaces the completely surround it, offering a nice space to enjoy the water views directly behind the home. Large trees surround the home, giving natural shaded spaces that invite you to enjoy this home both inside and out. Come see it today!

Single-familyProperty Type

2005Year Built

10,672 sq ftLot Size

$194Price/Sq.Ft.

$53/moHOA Dues

2 car garageParking

Listed by Tavis Peeks, Sr • LA ROSA REALTY PREMIER LLC

Contact: 407-401-9076

Bought with Anthony Rosselli, PA • FLORIDA REALTY INVESTMENTS

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6392253

Redfin Estimate

$521,426

$1,426 since sold in May 2026$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.2% higher than the average sale price ($449K) of 6 comparable homes.

SOLD MAR 26, 2026
$530,000
A
4 beds3 baths2,678 sq ft
2251 Rambling Oaks Way, Kissimmee, FL 34746
SOLD SEP 4, 2026
$378,000
B
4 beds2 baths2,233 sq ft
2651 Rambling Oaks Way, Kissimmee, FL 34746
SOLD JUN 15, 2026
$471,000
C
4 beds3 baths2,671 sq ft
2622 Roughside Cir, Kissimmee, FL 34746
SOLD AUG 6, 2026
$458,000
D
4 beds2.5 baths2,760 sq ft
2363 Great Harbor Dr, Kissimmee, FL 34746
SOLD APR 6, 2026
$405,000
E
4 beds3 baths2,581 sq ft
1965 Fairway Loop, Kissimmee, FL 34746
SOLD JUL 30, 2026
$450,000
F
5 beds4 baths2,862 sq ft
2901 Rambling Oaks Way, Kissimmee, FL 34746

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Market trends in 34746, FL

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

97.0%

0.1% MoM

Median sale price

$384K

$487 MoM

Avg. days on market

85d

22 days MoM

Recently sold homes

292

26 MoM

New listings for sale

NEW 18 MINS AGO
$57,000
1 bed1 bath300 sq ft
2930 Polynesian Isles Blvd #145, Kissimmee, FL 34746
NEW 1 HR AGO
$525,000
4 beds3 baths2,610 sq ft
2111 Drive Way, Kissimmee, FL 34746
NEW 21 HRS AGO
$317,000
3 beds2 baths1,237 sq ft
3545 Bristlecone Ct, Kissimmee, FL 34746
NEW 21 HRS AGO
$489,900
5 beds4 baths2,168 sq ft
4838 Love Storey Ln, Kissimmee, FL 34746
OPEN SAT, 12PM TO 3PM
$365,000
3 beds2 baths1,839 sq ft
1806 Ironwood Way, Kissimmee, FL 34746
NEW 26 HRS AGO
$370,000
4 beds3.5 baths1,649 sq ft
5105 Killarney Way, Kissimmee, FL 34746
NEW 27 HRS AGO
$479,000
5 beds4 baths2,128 sq ft
4870 Clock Tower Dr, Kissimmee, FL 34746
NEW 30 HRS AGO
$249,900
3 beds2.5 baths1,286 sq ft
4766 Vero Beach Pl, Kissimmee, FL 34746
EARLY ACCESS
$409,000
4 beds3 baths2,370 sq ft
3639 Sail Harbor Dr, Kissimmee, FL 34746
NEW 32 HRS AGO
$340,000
4 beds2 baths1,936 sq ft
2109 Woodsedge Dr, Kissimmee, FL 34746
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Rental estimate

Est. $3,076 per month, based on comparable rentals

Sale and tax history for 2301 Rambling Oaks Way

Sale History
Tax History

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6392253

May 13, 2026

Sold

$520,000

$194/sq ft

Mar 27, 2026

Pending

—

Mar 20, 2026

Listed

$524,000

$196/sq ft

Stellar MLS as Distributed by MLS Grid #O6014914

Apr 22, 2022

Sold

$485,000

$181/sq ft

Apr 3, 2022

Pending

—

Mar 31, 2022

Listed

$485,000

$181/sq ft

UPDATED AND RENOVATED! This beautiful home in Oak Hammock Preserve has been updated throughout. With 4 bedrooms/ 3 baths, and just shy of 2700 square feet of indoor living space, the entertainment and comfort spaces are abound! The kitchen has been updated with cabinets, new countertops and appliances, and the family room has been updated with beautiful tile that invites you from the large front entrance. You will be wow’d by the large covered lanai and pool area. The pool and hardscape areas that surround it have been resurfaced, and the pool heater replace in 2021. Next door, you will find a large gazebo beneath large trees that provide shade as you look upon the large pond! This carefully and meticulously maintained home will not last long!

Stellar MLS as Distributed by MLS Grid #S5048919

Jun 4, 2021

Sold

$410,000

$153/sq ft

May 1, 2021

Pending

—

Apr 25, 2021

Relisted

—

Apr 21, 2021

Pending

—

Apr 7, 2021

Listed

$384,500

$144/sq ft

Don't miss opportunity to preview this beautiful pool home in Oak Hammock Preserve. 4 bedrooms/ 3 baths and over 2600 square feet of living space. This home has a separate living room and dining room. The formal living room would make a great home office. The family room is located right off kitchen. .. . very open and spacious with kitchen breakfast bar. The pool and expansive deck are all screened in and offers lots of space to entertain the family, pool bath off patio. The double sliding doors open up all the way to extend the living area out to the pool. Enjoy the park gazebo next door under gracious old oak trees, for some quiet time. This home has been used as second home for sellers, which can be seen in the like new condition inside and outside. Three way split bedroom plan, provides unique privacy. Sprinkler and alarm system. Close to public transportation, restaurants, shopping and schools.

Stellar MLS as Distributed by MLS Grid #S5018650

Feb 17, 2020

Listing Removed

—

Year

Property tax

Land + Additions

Assessment*

2025

$6,326 (+2.2%)

$63,200 + $330,400

$393,600

2024

$6,188 (−2.5%)

$63,200 + $330,400

$393,600

2023

$6,344 (+31.9%)

$63,200 + $329,600

$392,800

2022

$4,811 (+12.5%)

$51,800 + $351,900

$403,700

2021

$4,277 (+2.8%)

$36,800 + $221,300

$258,100

2020

$4,161 (+2.7%)

$36,800 + $221,300

$258,100

2019

$4,051 (+6.5%)

$36,800 + $213,200

$250,000

2018

$3,805 (+3.8%)

$34,500 + $205,200

$239,700

2017

$3,667 (+5.7%)

$28,800 + $182,600

$211,400

2016

$3,469 (+5.4%)

$28,800 + $182,600

$211,400

2015

$3,291 (+2.9%)

$28,800 + $167,900

$196,700

2014

$3,197 (+3.4%)

$25,300 + $151,000

$176,300

2013

$3,092 (+7.5%)

$25,300 + $143,400

$168,700

2012

$2,875

$25,300 + $131,800

$157,100

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

75 ft.

Lot depth

142 ft.

Lot size

10,672 Sq. Ft.

Year renovated

2005

Sq. Ft.

2,678

Year built

2005

Style

Single Family Residential

County

Osceola County

APN

052629444200012290

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 12, 2026.

Property details

Parking

Parking Information
Parking Features: Driveway, Garage Door Opener, On Street, Oversized, Garage
Garage Spaces: 2
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 3

Laundry Room Information
Laundry Features: Inside, Laundry Room

Other Rooms Information
# of Rooms: 4

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

Interior Features
Interior Features: Ceiling Fans(s), Dry Bar, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-in Closet(s), Window Treatments
Window Features: Blinds, Drapes
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Flooring: Carpet, Ceramic Tile

Exterior

Building Information
Construction Materials: Block, Stucco
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Front Porch, Screened
Exterior Features: Awning(s), French Doors, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors

Pool Information
Spa Features: Heated, In Ground
Has Private Pool
Pool Features: Child Safety Fence, Deck, Gunite, Heated, In Ground, Lighting, Outside Bath Access, Pool Sweep, Screen Enclosure
Has Spa

Property Features
Universal Property Id: US-12097-N-052629444200012290-R-N

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

Property Information
CDD Y/N: 0
Homestead Y/N: 0
Other Equipment: Irrigation Equipment
Property Type: Residential
Property Sub Type: Single Family Residence
Zoning: PD

Land Information
Vegetation: Trees/Landscaped
Total Acreage: 1/4 to less than 1/2

Lot Information
Lot Features: Sidewalk, Paved
Lot Size Acres: 0.25
Road Surface Type: Asphalt
Lot Size Square Meters: 991

Building Information
MFR_BuildingAreaTotalSrchSqM: 317.36

Financial

Tax Information
Tax Annual Amount: $6,326
Tax Year: 2025

Lease / Rent Details
Lease Restrictions YN: 1

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: BB/HS Internet Available, Electricity Connected, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected

Location

Multi-Family Financial Information
Total Annual Fees: $640
Total Monthly Fees: $53.33

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

HOA Information
Association Name: ARTEMIS LIFESTYLES SERVICES
Has HOA
MFR_Association2YN: 0
Association Fee Requirement: Required
Association Approval Required Y/N: 1
Monthly HOA Amount: 53.33
Association Fee: $160
Association Fee Frequency: Quarterly

School Information
Elementary School: Pleasant Hill Elem
Middle Or Junior High School: Horizon Middle
High School: Liberty High

Location Information
Directions: South on John Young Parkway, Left on Pleasant Hill Road. Left on Oak Hammock Preserve, right on Viehman Trail, Left on Rambling Oaks Way. House located on the right.

Community Information
Pets Allowed: Yes

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,678
Stories: 1.0
Lot Size: 10,672 square feet
Style: Single Family Residential
Year Built: 2005
Year Renovated: 2005
County: Osceola County
APN: 052629444200012290

Home facts updated by county records on Oct 12, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 407-401-9076
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 7
Status Contractual Search Date: 2026-05-13

Listing Price Information
Calculated List Price By Calculated Sq Ft: 195.67

Green Information
Green Verification Count: 0
Direction Faces: South

Home Information
Living Area: 2678
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 248.79
Building Area Total: 3416
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Stories Total: 1
Levels: One

Around this home

Schools

Pleasant Hill Elementary School

Public PreK-5 • Assigned • 2.0mi

2/10

Horizon Middle School

Public 6-8 • Assigned • 2.1mi

5/10

Liberty High School

Public PreK-12 • Assigned • 5.6mi

3/10

Provided by GreatSchools

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

Kissimmee, FL • 34746

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

$496,000 – $600,000

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New listings for sale in 34746

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NEW 27 HRS AGO

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4870 Clock Tower Dr, Kissimmee, FL 34746

NEW 30 HRS AGO

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EARLY ACCESSREDFIN OPEN OCT 24, 12PM TO 3PM

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Home values near 2301 Rambling Oaks Way

Data from public records.

Address	Redfin Estimate
2250 Rambling Oaks Way, Kissimmee, FL 5 Beds \| 3 Baths \| 3248 Sq. Ft.	$484,099
2174 Rambling Oaks Way, Kissimmee, FL 4 Beds \| 3 Baths \| 2848 Sq. Ft.	$353,885

Address	Redfin Estimate
2274 Rambling Oaks Way, Kissimmee, FL 4 Beds \| 3 Baths \| 2831 Sq. Ft.	$426,415
2224 Rambling Oaks Way, Kissimmee, FL 4 Beds \| 3 Baths \| 2630 Sq. Ft.	$375,813

Address	Redfin Estimate
2150 Rambling Oaks Way, Kissimmee, FL 4 Beds \| 3 Baths \| 2661 Sq. Ft.	$450,565
2275 Rambling Oaks Way, Kissimmee, FL 4 Beds \| 3 Baths \| 2768 Sq. Ft.	—

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2026. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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2301 Rambling Oaks Way, Kissimmee, FL 34746

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About this home

Redfin Estimate

Market trends in 34746, FL

Homeowner tools

Sale and tax history for 2301 Rambling Oaks Way

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Other

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34746

Home values near 2301 Rambling Oaks Way

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