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$310,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,418 Sq. Ft.
  • Updated 9 days ago
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Under contract-accepting backup offers. One or more photo(s) has been virtually staged. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. One or more photo(s) has been virtually staged. Welcome to your serene retreat in the heart of Orlando, Florida! Nestled within the distinguished Oaktree Village, this charming three-bedroom, two-bathroom home offers almost 1,500 square feet of beautifully designed living space, ready for a new owner! As you first enter, you'll be greeted by fresh paint and new fixtures, reflecting a MODERN AESTHETIC that compliments several accent walls found within several rooms. The bright and airy kitchen is a culinary dream, featuring stunning GRANITE COUNTERTOPS, a LUXURY FREE HANGING HOOD RANGE, and a BRAND NEW COOKTOP/DOUBLE OVEN equipped with both an air fryer and convection oven, to help you perfect all your cooking endeavors. Enjoy peace of mind with ENERGY EFFICIENCY thanks to NEWLY INSTALLED SOLAR PANELS, resulting in impressively low utility bills. The home also has many recent updates, including a NEWER ROOF, NEWER HVAC SYSTEM, NEW ELECTRICAL PANELS BOTH INSIDE AND OUTSIDE, NEW RHEEM WATER HEATER and a newly RENOVATED REAR DECK WITH A JOINING BOARDWALK to the backyard. The LARGE FENCED IN REAR YARD offers privacy for outdoor gatherings. Entertain with ease on the EXPANSIVE REAR DECK, soak in your PRIVATE HOT TUB which is located right outside the primary bedroom! Utilize the LARGE SHED for additional storage or a sizable workshop. Enjoy the luxury of having a two-car garage AND AN OVERSIZED CARPORT. This property transforms the ordinary into the extraordinary, making it an optimal choice for your next move. To fully appreciate the unique details of this home, schedule a private showing! Offers may be entered ONLINE through Wednesday, April 15, 2026 at 5:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

Full Property Details for 5177 Chesapeake Ave

General

  • Price: $310,000
  • Taxes: $4,745 (2025)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6380363
  • Updated: 4/2/2026
  • Added to Site: 57 day(s) ago

Rental Information

  • Min. Lease: 1-7 Days

Interior

  • Number of Rooms: 6
  • Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Range, Range Hood, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Garage

Additional Information

  • Spa: Yes
  • Spa Description: Above Ground, Heated
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: French Doors, Garden, Irrigation System, Lighting, Private Mailbox, Rain Gutters, Sidewalk, Storage
  • Deck/Patio: Deck, Rear Porch, Screened
  • Porch/Patio/Deck: Deck, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Carports: Yes
  • Carport: 1
  • Carport Spaces: 1
  • Covered Spaces: 3
  • Parking Features: Covered, Driveway, Guest, Off Street, Oversized, Parking Pad

Location

  • Area: 32808 - Orlando/Pine Hills
  • County: Orange
  • Development Name: 32808 - Orlando/Pine Hills
  • Subdivision: OAKTREE VILLAGE
  • Driving Directions: Head NORTHWEST on N. Orange Blossom Trail. Turn LEFT onto Rosamond Drive. Turn RIGHT onto N. Lake Orlando Parkway. Continue on Long Road. Take Point Look Out Road to Chesapeake Avenue.
  • Direction Faces: West

School Information

  • Elementary School: Rosemont Elem
  • Middle School: College Park Middle
  • High School: Evans High

Community

  • Community Name: 32808 - Orlando/Pine Hills
  • Community Features: Playground
  • Pet Restrictions: Please verify with city or county.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Contemporary, Traditional
  • Architectural Style: Contemporary, Traditional
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds, Window Treatments
  • Stories/Levels: One
  • Square Feet: 1,418
  • Sq. Ft. Source: Public Records
  • Year Built: 1980

Additional Structures

  • Other Structures: Shed(s)

Lot Features

  • Lot Size (Acres): 0.26
  • Lot Size (Sq. Ft.): 11,337
  • Lot Size: 11337
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Vinyl

Financial Considerations

  • Tax Amount: $4,745.57
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: OAKTREE VILLAGE 8/99 LOT 58 BLK B
  • Flood Zone Info: X
  • APN: 52229651002580
  • Property ID: 52229651002580
  • Block/Lot/Section: B

Listed by Easy Street Realty Florida,Inc

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Listing agents

— 5177 Chesapeake Ave —

  • Easy Street Realty Florida,Inc

  • Easy Street Realty Florida,Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 5177 Chesapeake Ave

School District:Orange County School District
NameGradesDistance
Rosemont Elementary School
4650 Point Look Out Road, Orlando, FL 32808
PK-50.2 mi
College Park Middle School
1201 Maury Road, Orlando, FL 32804
6-83.2 mi
Maynard Evans High School
4949 Silver Star Road, Orlando, FL 32808
9-121.9 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 5177 Chesapeake Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/01/2026
Price Increased
$310,000
3.33%
MLS
2/13/2026
Listed
$300,000
-9.09%
MLS
5/03/2022
Sold
$330,000
—
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 5177 Chesapeake Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,746
—
$300,513
3%
2024
$4,746
-7%
$292,044
6%
2023
$5,101
105%
$274,812
63%
2021
$2,490
-2%
$168,607
-3%
2022
$2,540
2%
$173,665
2%
2021
$2,490
24%
$170,794
22%
2019
$2,008
1%
$139,994
2%
2018
$1,982
2%
$137,384
2%
2017
$1,948
42%
$134,558
30%
2016
$1,372
-34%
$103,122
5%
2015
$2,093
167%
$97,865
47%
2014
$785
5%
$66,634
2%
2013
$747
—
$65,649
—
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.

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Listed by Easy Street Realty Florida,Inc

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5177 Chesapeake Avenue, Orlando, FL 32808 (MLS# O6380363) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5177 Chesapeake Avenue is currently listed for $310,000 and was received on February 13, 2026. Want to learn more about 5177 Chesapeake Avenue? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

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