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$599,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,723 Sq. Ft.
  • Updated 1 hour ago
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Nested on a spacious, tree lined lot just steps from Lake Killarney, 2361 Roxbury Road offers a rare opportunity to create your dream home in one of Winter Park's most convenient locations. Ideally situated just off Fairbanks Avenue with quick access to I-4 , this 3 bedroom, 2 bath residence features 1723 square feet of living space and mid century character. Built in 1951, the home showcases an original pine paneled ceiling in the living room, adding warmth and architectural charm. Two large new Anderson windows fill the room with natural light and highlight the pool view. The expansive Florida room provides flexible space for entertaining or future updates. Major improvements include a resurfaced pool (2024), exterior paint (2024), new paver driveway (2024), roof (2020) and HVAC system (2019). The garage has been enclosed and currently serves as storage and utility space. Outside you'll find a fully fenced backyard with plenty of room to enjoy the Florida lifestyle. Located on a large lot with sidewalks and mature trees, this home presents an excellent opportunity for buyers looking to personalize a property in a desirable Winter Park location. The septic system was pumped in 2026, providing peace of mind. Bring vision and make this home your own!

Full Property Details for 2361 Roxbury Rd

General

  • Price: $599,000
  • Taxes: $2,184 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6418164
  • Updated: Today (6/30/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 4
  • Interior Features: Thermostat
  • Appliances: Dryer, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Engineered Hardwood, Porcelain Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Garage

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite

Exterior

  • Exterior Features: Private Yard, Rain Gutters

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: GLENCOE SUBDIVISION
  • Driving Directions: From downtown Orlando, take i-4 to Fairbanks. Turn right on Fairbanks. Turn left on Cambridge Blvd. Curve around Lake Killarney and turn left on Roxbury Road. House is on the right.
  • Direction Faces: South

School Information

  • Elementary School: Killarney Elem
  • Middle School: College Park Middle
  • High School: Edgewater High

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Public, Water Connected

Structural Information

  • Architectural Info: Mid-Century Modern, Ranch
  • Architectural Style: Mid-Century Modern, Ranch
  • Exterior Const.: Concrete
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,723
  • Sq. Ft. Source: Public Records
  • Year Built: 1951

Lot Features

  • Lot Size (Acres): 0.28
  • Lot Size (Sq. Ft.): 11,991
  • Lot Size: 11991
  • Lot Dimensions: 81 x 149
  • Street/Road Desc.: Paved
  • Fencing (Description): Chain Link

Financial Considerations

  • Assoc Fee Desc.: None
  • Tax Amount: $2,184.32
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: Glencoe Sub L/132 W1/2 LOT 20 & ALL LOT 21 BLK 1
  • Flood Zone Info: X
  • APN: 22229299609201
  • Property ID: 22229299609201
  • Block/Lot/Section: 90

Listed by Anne Rogers Realty Group Inc

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Listing agent

— 2361 Roxbury Rd —

  • Anne Rogers Realty Group Inc

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 2361 Roxbury Rd

School District:Orange County School District
NameGradesDistance
Killarney Elementary School
2401 Wellington Boulevard, Winter Park, FL 32789
PK-50.2 mi
College Park Middle School
1201 Maury Road, Orlando, FL 32804
6-81.3 mi
Edgewater High School
3100 Edgewater Drive, Orlando, FL 32804
9-121.4 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 2361 Roxbury Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/30/2026
Listed
$599,000
418.61%
MLS
8/06/1997
Sold
$115,500
—
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 2361 Roxbury Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,184
8%
$151,424
6%
2024
$2,022
8%
$143,288
3%
2023
$1,877
8%
$139,115
6%
2021
$1,742
-2%
$131,129
-3%
2022
$1,782
2%
$135,063
4%
2021
$1,742
3%
$129,319
2%
2019
$1,689
2%
$126,412
2%
2018
$1,664
2%
$124,055
2%
2017
$1,631
2%
$121,503
2%
2016
$1,600
-1%
$119,004
1%
2015
$1,624
-2%
$118,177
1%
2014
$1,665
2%
$117,239
2%
2013
$1,630
—
$115,506
—
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 2361 Roxbury Rd

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

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with our affiliated lender
NMLS#: 1598647

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Listed by Anne Rogers Realty Group Inc

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2361 Roxbury Road, Winter Park, FL 32789 (MLS# O6418164) is a Single Family property with 3 bedrooms and 2 full bathrooms. 2361 Roxbury Road is currently listed for $599,000 and was received on June 30, 2026. Want to learn more about 2361 Roxbury Road? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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