2361 ROXBURY ROAD, Winter Park, FL, 32789 | $599,000

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!

Features

  • Rooms: 4
  • Bedrooms: 3
  • Baths: 2 full
  • Lot Size: 81 x 149
  • Laundry: In Garage
  • Style: Mid-Century Modern, Ranch
  • Year Built: 1951
  • Heating: Central
  • Cooling: Central Air
  • Approx Sq. Feet: 1,723
  • Acreage: 0.28
  • Lot Size: 81 x 149
  • Est. Taxes: $2,184
  • Elem. School: Killarney Elem
  • Middle School: College Park Middle
  • High School: Edgewater High
  • Pool: Gunite
  • Appliances: Dryer, Range, Refrigerator, Washer
  • MLS#: O6418164
  • Days on Market: 1 day
  • Website: https://www.raveis.com
    /prop/O6418164/2361roxburyroad_winterpark_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is 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. (last updated 7/1/2026 3:49:02 AM)
Listing courtesy of ANNE ROGERS REALTY GROUP INC   Phone: 407-649-4141

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Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

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2361 ROXBURY ROAD, Winter Park, FL, 32789

$599,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $479,200 $479,200 $479,200
Term 360 months 360 months 180 months
Initial Interest Rate** 5.875% 6.375% 5.625%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.230% 6.512% 5.866%
Monthly Tax Payment $182 $182 $182
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $2,835 $2,990 $3,947
Total Monthly Payment $3,109 $3,264 $4,221

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.