2361 ROXBURY ROAD Winter Park, FL $ 599,000
2361 ROXBURY ROAD
$ 599,000
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2361 ROXBURY ROAD

Winter Park, FL, 32789
$ 599,000
Bedrooms3 Baths2.0 Sq 1,723

Monthly Estimate*

$ 3,782

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Single Family Home for sale in Winter Park, FL

for $599,000 with 3 bedrooms and 2 full baths. This 1,723 square foot home was built in 1951 on a lot size of 0.28.

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!

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Single Family Active

Price

$ 599,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 2,184

Style

Mid-Century Modern Ranch

Lot Size

0.28

Year Built

1951

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6418164

Features
General
Sewer Septic Tank
Heating Central
Cooling Central Air
Utilities Cable Connected Electricity Connected Public Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dryer Range Refrigerator Washer
Zoning R-1A
Architectural Style Mid-Century Modern Ranch
Pool Features Gunite
Construction Materials Concrete
Year Built 1951
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage false
Subdivision Name GLENCOE SUBDIVISION
Facing Direction South
Garage Y/N false
Total Rooms 4
Full Baths 2
Status Active
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.
High School Edgewater High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 11991
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Killarney Elem
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 2184.32
Home Warranty Y/N false
Middle/Junior High School College Park Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 201
Virtual Tour https://www.zillow.com/view-imx/b6f130a0-14c5-48ad-8be4-890554427d89?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard
Legal Description Glencoe Sub L/132 W1/2 LOT 20 & ALL LOT 21 BLK 1
Minimum Lease No Minimum
Water Access Y/N false
Additional Rooms Florida Room
Water View Y/N false
Flood Zone Code X
DockY/N false
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Interior
Interior Amenities Thermostat
Flooring Carpet Engineered Hardwood Porcelain Tile
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Laundry Features In Garage
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Private Yard Rain Gutters
Vegetation Mature Landscaping Oak Trees
Fencing Chain Link
Water Source Public
Lot Size Area 11991
Foundation Details Slab
Spa false
Building Area Total 1847
Lot Dimensions 81 x 149
Lot Size Acres 0.28
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Ardenmagee@icloud.com

Email

Affordability Calculator

$3,964
Per Month
95%
5%
0%
Monthly Principal & Interest
$3,782
Monthly Property Taxes
$182
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Edgewater High High School High School
Pricing History
DatePricePrice ChangeDescription
6/30/2026$599,000 Listed Price

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2361 ROXBURY ROAD, Winter Park, FL, 32789 is a Single Family Home for sale at $599,000 with 1,723 sqft and a lot size of 0.28. 2361 ROXBURY ROAD has 3 bedrooms, 2.0 baths, and was built in 1951. The property's zip code is 32789 which is in Winter Park, FL