$599,000
2361 Roxbury Road
Winter Park, FL 32789
Listing updated: July 3, 2026 at 3:20 PM ET
Listing courtesy of Anne Rogers Realty Group Inc · Arden Magee · MLS #O6418164 · Active · 407-649-4141Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history3 days on market
- Status: ActiveJun 30, 2026
- Listed$599,000Jun 30, 2026
- Price increased$599,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 3
- Subdivision
- Glencoe Subdivision
- County
- Orange
- Year built
- 1951
- Living area
- 1,723 sq ft
- Price/sq ft
- $348
- Building area
- 1,847 sq ft (Public Records)
- Lot size
- 11,991 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X
- Pool
- Private pool
- Annual taxes
- $2,184 (2025)
- Parcel #
- 02-22-29-2996-09-201
- Zoning
- R-1A
- MLS #
- O6418164
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Carpet, Hardwood, Tile
- Appliances
- Dryer, Range, Refrigerator, Washer
- Interior features
- Thermostat
- Laundry
- In Garage
- Stories / Levels
- One
- Direction faces
- South
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Attached garage
- No
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Private Yard, Rain Gutters
- Construction materials
- Concrete
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Public, Water Connected
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | |
| Living Room | First | |
| Primary Bedroom | First | |
| Florida Room | First | 19.6x14 |
Listing Details
- Listing date
- 2026-06-18
- On market date
- 2026-06-30
- Original list price
- $599,000
- Occupant type
- Owner
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-06-30
- Tax legal description
- Glencoe Sub L/132 W1/2 LOT 20 & ALL LOT 21 BLK 1
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of July 3, 2026 at 3:20 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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