Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$465,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,398 Sq. Ft.
  • Updated 15 hours ago
See This Home
Save This Home
See This Home
Save This Home
WELCOME HOME to this spacious 4-bedroom, 2 1/2-bath pool home designed for comfortable everyday living and entertaining. The thoughtfully designed floor plan features formal living and dining rooms, a spacious primary suite, convenient inside laundry room, and easy-care flooring throughout no carpet. At the heart of the home is an expansive open-concept living area that flows seamlessly into the kitchen and breakfast nook, creating an inviting space for gathering. French doors open to the covered lanai and screened-in pool and spa, extending the living space outdoors. Remote-controlled vertical shades provide welcome afternoon shade and added privacy, while the fenced backyard offers additional outdoor space to enjoy. Enjoy the added benefit of a low HOA along with community amenities including a playground and community pool. Whether relaxing poolside, entertaining under the lanai, or enjoying the generous indoor gathering spaces, this home offers the indoor-outdoor lifestyle Florida living is all about. Don't delay call and schedule your showing TODAY!

Full Property Details for 2856 Middleton Cir

General

  • Price: $465,000
  • HOA FEE: $38/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $2,651 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5155955
  • Updated: 8/20/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 9
  • Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Living Room/Dining Room Combo, Vaulted Ceiling(s)
  • Appliances: Dishwasher, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, Lighting, Pool Sweep, Screen Enclosure
  • Spa: Yes
  • Spa Description: In Ground

Exterior

  • Exterior Features: French Doors, Rain Gutters, Sidewalk

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34743 - Kissimmee
  • County: Osceola
  • Development Name: 34743 - Kissimmee
  • Subdivision: PEBBLE POINTE UNIT 2
  • Driving Directions: HEAD WEST ON 192 FROM FL TURNPIKE EXIT 244 TURN RIGHT ON SIMPSON ROAD TURN LEFT ON PEBBLE POINT WAY TURN RIGHT ON MIDDLETON CR HOME ON THE LEFT
  • Direction Faces: South

School Information

  • Elementary School: Ventura Elem-OS
  • Middle School: Parkway Middle
  • High School: Tohopekaliga High School

Community

  • Community Name: 34743 - Kissimmee
  • Association: Yes
  • Assoc. Name: PEBBLE POINTE ASSOCIATION
  • Pet Restrictions: BUYER OR BUYERS AGENT CHECK WITH HOA FOR ALL RULES AND REGULATIONS

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,398
  • Sq. Ft. Source: Public Records
  • Year Built: 1999

Lot Features

  • Lot Size (Acres): 0.2
  • Lot Size (Sq. Ft.): 8,799
  • Lot Size: 8799
  • Lot Dimensions: 80 x 110
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $114
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $2,651.95
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: PEBBLE POINTE UNIT 2 PB 7 PGS 137-139 BLK 14 LOT 21
  • Flood Zone Info: X
  • APN: 82530468600140210
  • Property ID: 82530468600140210
  • Block/Lot/Section: 14

Listed by Southern Grounds Realty Llc

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 2856 Middleton Cir —

  • Southern Grounds Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2856 Middleton Cir

School District:Osceola County School District
NameGradesDistance
Ventura Elementary School, Kissimmee, FL
275 Waters Edge Drive, Kissimmee, FL 34743
PK-50.6 mi
Tohopekaliga High School
3675 Boggy Creek Road, Kissimmee, FL 34744
9-122.5 mi
Parkway Middle School, Kissimmee, FL
857 Florida Parkway, Kissimmee, FL 34743
6-82.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2856 Middleton Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/19/2026
Listed
$465,000
252.27%
MLS
3/30/2010
Sold
$132,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2856 Middleton Cir

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,652
7%
$171,875
3%
2024
$2,490
2%
$167,032
3%
2023
$2,441
7%
$162,167
6%
2021
$2,291
-1%
$152,859
-3%
2022
$2,323
1%
$157,444
4%
2021
$2,291
6%
$150,749
2%
2019
$2,161
5%
$147,360
2%
2018
$2,060
1%
$144,613
2%
2017
$2,049
2%
$141,639
2%
2016
$2,018
-2%
$138,726
1%
2015
$2,050
2%
$137,762
1%
2014
$2,001
2%
$136,669
1%
2013
$1,970
—
$134,650
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 2856 Middleton Cir

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Southern Grounds Realty Llc

Similar Properties near 2856 Middleton Cir

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2024 Bearing Ln, Kissimmee, FL 34744 - Photo 1 Price Reduced
-$2,000 (-0.43%)
$467,000
Open House

2024 Bearing Ln  Kissimmee, FL 34744

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,561
    Sq. Ft.
Listed by Investor's Home Realty
3504 Southern Cross Loop, Kissimmee, FL 34744 - Photo 1
$472,900

3504 Southern Cross Loop  Kissimmee, FL 34744

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,463
    Sq. Ft.
Listed by Keller Williams Legacy Realty
2905 Summer Grn Trl, Kissimmee, FL 34744 - Photo 1
$456,500

2905 Summer Grn Trl  Kissimmee, FL 34744

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,344
    Sq. Ft.
Listed by Nizz Realty Inc
1515 Beechmont Dr, Kissimmee, FL 34744 - Photo 1 Just Listed
$474,550

1515 Beechmont Dr  Kissimmee, FL 34744

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,077
    Sq. Ft.
Listed by Dr Horton Realty Of Central Florida Llc

Just Listed near 2856 Middleton Cir

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2301 Betsy Ross Ln, Saint Cloud, FL 34769 - Photo 1 Just Listed
$229,995

2301 Betsy Ross Ln  #Unit A  Saint Cloud, FL 34769

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,273
    Sq. Ft.
Listed by Sharina George (407) 750-3959
4745 Avon Ct, Saint Cloud, FL 34769 - Photo 1 Just Listed
$145,000

4745 Avon Ct  #4745  Saint Cloud, FL 34769

  • Condo
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 967
    Sq. Ft.
Listed by The Quiroz group (407) 647-1211
1389 Shipwreck Ln, Saint Cloud, FL 34771 - Photo 1 Just Listed
$85,000

1389 Shipwreck Ln  Saint Cloud, FL 34771

  • Lots/Land
  • Active
  • Updated 2 days ago
  • 0.06
    Acres
Listed by St. Cloud Real Estate
5636 Camilla St, Saint Cloud, FL 34771 - Photo 1 Price Reduced
-$9,690 (-2.02%)
$469,990

5636 Camilla St  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 13 hours ago
  • 5
    Beds
  • 3
    Total Baths
  • 3,166
    Sq. Ft.
Listed by Road House Realty Inc.

Price Reduced near 2856 Middleton Cir

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1551 Immokalee St, Intercession City, FL 33848 - Photo 1 Price Reduced
-$4,999 (-10%)
$45,000

1551 Immokalee St  Intercession City, FL 33848

  • Lots/Land
  • Active
  • Updated 6 days ago
  • 0.14
    Acres
Listed by La Rosa Realty Orlando Llc
3432 Perching Rd, Saint Cloud, FL 34772 - Photo 1 Price Reduced
-$5,000 (-1.2%)
$410,000

3432 Perching Rd  Saint Cloud, FL 34772

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,251
    Sq. Ft.
Listed by Empire Network Realty
865 Seagrove Trl, Saint Cloud, FL 34771 - Photo 1 Price Reduced
-$5,000 (-1.01%)
$489,990

865 Seagrove Trl  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,490
    Sq. Ft.
Listed by Dr Horton Realty Of Central Florida Llc
5792 Springer St, Saint Cloud, FL 34771 - Photo 1 Price Reduced
-$5,000 (-1.12%)
$441,990

5792 Springer St  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,077
    Sq. Ft.
Listed by Dr Horton Realty Of Central Florida Llc

Recent Sales near 2856 Middleton Cir

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2701 Rismen Ct, Kissimmee, FL 34743 - Photo 1 Sold
$405,000

2701 Rismen Ct  Kissimmee, FL 34743

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 2,129
    Sq. Ft.
Listed by Empire Network Realty
Sold by Fn Realty Group Llc
2652 Hawthorne Ln, Kissimmee, FL 34743 - Photo 1 Sold
$450,000

2652 Hawthorne Ln  Kissimmee, FL 34743

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 2,026
    Sq. Ft.
Listed by La Rosa Realty Kissimmee
Sold by The C Smith Real Estate Group Llc
2605 Hawthorne Ln, Kissimmee, FL 34743 - Photo 1 Sold
$400,000

2605 Hawthorne Ln  Kissimmee, FL 34743

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,554
    Sq. Ft.
Listed by Real Broker, Llc
Sold by Re/Max Exclusive Collection
3198 Turret Dr, Kissimmee, FL 34743 - Photo 1 Sold
$403,000

3198 Turret Dr  Kissimmee, FL 34743

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,964
    Sq. Ft.
Listed by Keller Williams Advantage Iii
Sold by Agent Trust Realty Corporation

2856 Middleton Circle, Kissimmee, FL 34743 (MLS# S5155955) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 2856 Middleton Circle is currently listed for $465,000 and was received on August 19, 2026. Want to learn more about 2856 Middleton Circle? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

Tour this property