Under contract-accepting backup offers. 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, solid plaster walls 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. New Anderson exterior doors improve the homes security and efficiency. The expansive Florida room provides flexible space for entertaining or future updates.
Major improvements include a resurfaced Gunite pool in pebble finish (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!
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. New Anderson exterior doors improve the homes security and efficiency. The expansive Florida room provides flexible space for entertaining or future updates.
Major improvements include a resurfaced Gunite pool in pebble finish (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!
Property Details
Price:
$599,000
MLS #:
O6418164
Status:
Active Under Contract
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
GLENCOE SUBDIVISION
Neighborhood:
32789winterpark
Listed Date:
Jun 30, 2026
Finished Sq Ft:
1,723
Total Sq Ft:
1,847
Lot Size:
11,991 sqft / 0.28 acres (approx)
Year Built:
1951
See this Listing
Schools
Elementary School:
Killarney Elem
Middle School:
College Park Middle
High School:
Edgewater High
Interior
Appliances
Dryer, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Engineered Hardwood, Porcelain Tile
Heating
Central
Interior Features
Thermostat
Laundry Features
In Garage
Levels
One
Exterior
Architectural Style
Mid-Century Modern, Ranch
Construction Materials
Concrete
Direction Faces
South
Exterior Features
Private Yard, Rain Gutters
Fencing
Chain Link
Roof
Shingle
Financial
Tax Year
2025
Taxes
$2,184
Map
Community
- Address2361 ROXBURY ROAD WINTER PARK FL
- SubdivisionGLENCOE SUBDIVISION
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
Market Summary
Current real estate data for Single Family in WINTER PARK as of Aug 29, 2026
302
Single Family Listed
85
Avg DOM
468
Avg $ / SqFt
$1,281,345
Avg List Price
Property Summary
- Located in the GLENCOE SUBDIVISION subdivision, 2361 ROXBURY ROAD WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $599,000 and features 3 beds, 2 baths, and has approximately 1,723 square feet of living space, and was originally constructed in 1951. The current price per square foot is $348. The average price per square foot for Single Family listings in WINTER PARK is $468. The average listing price for Single Family in WINTER PARK is $1,281,345. To schedule a showing of MLS#o6418164 at 2361 ROXBURY ROAD in WINTER PARK, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of ANNE ROGERS REALTY GROUP INC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 2361 ROXBURY ROAD
WINTER PARK, FL
