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!
Single-familyProperty Type
1951Year Built
0.28 acresLot Size
$313Price/Sq.Ft.
Listed by Arden Magee• ANNE ROGERS REALTY GROUP INC
Contact: 407-649-4141
Bought with Silvia Fumagalli, PA• WRA BUSINESS & REAL ESTATE
Est. $3,043 per month, based on comparable rentals
Sale and tax history for 2361 Roxbury Rd
Sale History
Tax History
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #O6418164
Oct 1, 2026
Sold
$540,000
$313/sq ft
Jul 30, 2026
Contingent
—
Jun 30, 2026
Listed
$599,000
$348/sq ft
Public Records
Jun 1, 1970
Sold
$16,300
$9/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$2,184 (+8.0%)
2024
$2,022 (+7.7%)
2023
$1,877 (+5.3%)
2022
$1,782 (+2.3%)
2021
$1,742 (+4.9%)
2020
$1,660 (−1.7%)
2019
$1,689 (+1.5%)
2018
$1,664 (+2.0%)
2017
$1,631 (+2.0%)
2016
$1,599 (−1.5%)
2015
$1,623 (−2.5%)
2014
$1,664 (+2.1%)
2013
$1,630 (+1.2%)
2012
$1,611
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
0.28 Acres
Year renovated
1965
Sq. Ft.
1,723
Year built
1951
Style
Single Family Residential
County
Orange County
APN
292202299609201
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 17, 2026.
R-1A
Single-Family Dwelling Districts
The areas included within R-1-A single-family dwelling districts are intended to be single-family residential areas with large lots and low population densities. Certain structures and uses required to serve educational, religious, utilities and noncommercial recreational needs of such areas are permitted within the districts as special exceptions.
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Total Acreage: 1/4 to less than 1/2
Lot Information
Lot Size Acres: 0.28
Lot Size Dimensions: 81 X 149
Road Surface Type: Paved
Road Responsibility: Public Maintained Road
Lot Size Square Meters: 1114
Planned Unit Development YN: 0
Other Exemptions YN: 0
Building Information
MFR_BuildingAreaTotalSrchSqM: 171.59
Financial
Tax Information
Tax Annual Amount: $2,184.32
Tax Year: 2025
Lease / Rent Details
Lease Restrictions YN: 0
Utilities
Utility Information
Water Source: Public
Sewer: Septic Tank
Utilities: Cable Connected, Electricity Connected, Public, Water Connected
Location
Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished
HOA Information
MFR_Association2YN: 0
Association Fee Requirement: None
School Information
Elementary School: Killarney Elem
Middle Or Junior High School: College Park Middle
High School: Edgewater High
Location Information
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.
Public facts
Beds: 3
Baths: 2.0
Sq. Ft.: 1,723
Stories: 1.0
Lot Size: 0.28 acres
Style: Single Family Residential
Year Built: 1951
Year Renovated: 1965
County: Orange County
APN: 292202299609201
Home facts updated by county records on Aug 17, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-649-4141
Previous Status: Pending
Backups Requested YN: 1
Home Warranty YN: No
Listing Date Information
Days to Contract: 30
Status Contractual Search Date: 2026-10-01
Listing Price Information
Calculated List Price By Calculated Sq Ft: 347.65
Green Information
Green Verification Count: 0
Direction Faces: South
Home Information
Living Area: 1723
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 160.07
Building Area Total: 1847
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: One
Around this home
Schools
Killarney Elementary School
Public PreK-5 • Assigned • 0.1mi
4/10
College Park Middle School
Public 6-8 • Assigned • 1.4mi
3/10
Edgewater High School
Public 9-12 • Assigned • 1.4mi
6/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
8/10 Heat Factor
7 days above 107° expected this year, 22 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Winter Park, FL • 32789
Average low and high temperatures (°F)
68
48
75
55
81
61
84
65
90
73
92
75
94
77
91
76
88
74
83
69
78
60
73
56
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
89/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.1 hrs
6.9 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$560,000 – $678,000
Reach more buyers when you sell with Redfin. Plus, you'll save $5,890 in fees.