2381 Roxbury Rd

Winter Park, FL 32789

$470,000
Last Sold Price
3
Beds
1,785 Sq. Ft.
$263 / Sq. Ft.
1,785
Sq. Ft.
$263
per Sq. Ft.
Sold 12/23/25Virtual Tour
Sold 12/23/25Virtual Tour

Description

One or more photo(s) has been virtually staged. Live the Winter Park dream in this freshly updated 3-bedroom, 2-bath home—just steps from Lake Killarney and minutes to I-4, boutique shopping, and top dining spots. The interior has been freshly painted, creating a bright and welcoming feel throughout. The updated kitchen shines with white shaker cabinets, quartz countertops, a subway-tile backsplash, and stainless-steel appliances. It’s perfect for everyday cooking and effortless entertaining. Wood-look...One or more photo(s) has been virtually staged. Live the Winter Park dream in this freshly updated 3-bedroom, 2-bath home—just steps from Lake Killarney and minutes to I-4, boutique shopping, and top dining spots. The interior has been freshly painted, creating a bright and welcoming feel throughout. The updated kitchen shines with white shaker cabinets, quartz countertops, a subway-tile backsplash, and stainless-steel appliances. It’s perfect for everyday cooking and effortless entertaining. Wood-look laminate floors flow through the spacious living and dining rooms and into the bedrooms, while the family room offers wood-look tile, a cozy fireplace, and sliding doors that open to the screened patio. Outside, a long driveway extends beyond the fenced yard to a side-entry oversized two-car garage with workshop area. Surrounded by mature trees, the backyard is a private retreat with a cozy firepit, utility shed, and a versatile concrete pad—ideal for basketball games or weekend gatherings under the stars. Zoned R-1A, the property also allows for an accessory structure such as a guest suite or studio (no kitchen permitted) Thoughtful updates, generous outdoor space, and an unbeatable location near Lake Killarney make this home a rare find. Come experience comfort, character, and convenience in the heart of Winter Park.
  1. Listed by Alex Vastardis • Brokerage DRE #2008695 • COLDWELL BANKER REALTY
    P: (407)-947-6264 C: (407)-947-6264 aavastardis@live.com

Property Details for 2381 Roxbury Road

Architectural Style
Ranch
Subdivision Name
GLENCOE SUB
Township
22
Garage Spaces
2
Waterfront
No
LISTING UPDATED: 12/24/2025 09:13 AM

Property Details for 2381 Roxbury Road

StatusSold
MLS #O6355324
Days on Market24
Taxes$2,001 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1949
Lot Size0.28 AC / 11,989 SF
CountyOrange County

Location

Listing Courtesy of COLDWELL BANKER REALTY, Alex Vastardis

Sold By PRISTINE INTERNATIONAL REALTY LLC, Silvia Fumagalli, PA

Add your commute

Virtual Tour

Building Information for 2381 Roxbury Road

Stories1Year Built1949Building Size-Lot Size0.28 AC / 11,989 SF

Payment Calculator

$2,489 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,322

Property Taxes

$167

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 2381 Roxbury Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2565.0
  • Building Area Units: Square Feet
  • Direction Faces: South
  • Directions: From 17-92 go West on Fairbanks, Right on Cambridge Blvd Left on Killarney, Left on Roxbury
  • Elementary School: Killarney Elem
  • Middle Or Junior School: College Park Middle
  • High School: Edgewater High
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 2381
  • Street Name: ROXBURY
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER PARK
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 27x26
  • Garage: Yes
  • Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Oversized, Workshop in Garage
Taxes and HOA Information
  • Association Approval Required: No
  • Association: No
  • CDD: No
  • Tax Block: I
  • Tax Book Number: L-132
  • Tax Legal Description: GLENCOE SUB L/132 LOT 22 & E1/2 LOT 23 BLK I
  • Tax Lot: 22
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: City Lot, Oversized Lot, Sidewalk
  • Parcel Number: 022229299609220
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1A
  • Living Area: 1785
Property and Assessments
  • Year Built Numeric: 1949
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0235F
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 29
  • Public Survey Section: 02
Utilities
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Electricity Connected, Public, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block
  • Exterior Features: Sidewalk, Sliding Doors
  • Fencing: Chain Link, Vinyl
  • Foundation Details: Slab
  • Levels: One
  • Other Structures: Shed(s), Workshop
  • Patio And Porch Features: Covered, Screened
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Vegetation: Mature Landscaping
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Additional Rooms: Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility
  • Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Family Room, Wood Burning
  • Fireplace: Yes
  • Flooring: Laminate, Tile
  • Heating: Central, Electric, Heat Pump
  • Interior Features: Ceiling Fan(s), Stone Counters, Thermostat
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Estimated
  • Living Area Units: Square Feet
  • Room Count: 9.0
  • Water View: No
  • Window Features: Blinds
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 2381 Roxbury Road

DateEvent & SourcePriceAppreciation
Dec 23, 2025

Sold

MFRMLS #O6355324

$470,000—
Nov 18, 2025

Pending

MFRMLS #O6355324

—
Nov 14, 2025

Price Change

MFRMLS #O6355324

$499,900—
Oct 25, 2025

Listed (Active)

MFRMLS #O6355324

$510,000—
Sep 30, 2025

Expired

MFRMLS #O6291504

$519,000—
Aug 14, 2025

Price Change

MFRMLS #O6291504

$525,000—
Aug 1, 2025

Listed (Active)

MFRMLS #O6291504

—
Jul 31, 2025

Expired

MFRMLS #O6291504

$528,000—
Jun 11, 2025

Price Change

MFRMLS #O6291504

$539,000—
May 29, 2025

Price Change

MFRMLS #O6291504

$548,000—
Mar 30, 2025

Listed (Active)

MFRMLS #O6291504

—
Mar 25, 2025

Pending

MFRMLS #O6291504

—
Mar 21, 2025

Listed (Active)

MFRMLS #O6291504

$565,000—
Nov 2, 2023

Expired

MFRMLS #O5989448

$450,000—
Dec 4, 2021

Listed (Active)

MFRMLS #O5989448

$459,900—
Oct 27, 2019

Expired

MFRMLS #O5779567

$345,000—
Apr 25, 2019

Listed (Active)

MFRMLS #O5779567

$350,000—
Aug 15, 2002

Sold (Public Record)

Public Record #98392184

$130,000—
DateEvent & SourcePrice
12/23/2025

Sold

MFRMLS #O6355324

$470,000
11/18/2025

Pending

MFRMLS #O6355324

—
11/14/2025

Price Change

MFRMLS #O6355324

$499,900
10/25/2025

Listed (Active)

MFRMLS #O6355324

$510,000
09/30/2025

Expired

MFRMLS #O6291504

$519,000
08/14/2025

Price Change

MFRMLS #O6291504

$525,000
08/01/2025

Listed (Active)

MFRMLS #O6291504

—
07/31/2025

Expired

MFRMLS #O6291504

$528,000
06/11/2025

Price Change

MFRMLS #O6291504

$539,000
05/29/2025

Price Change

MFRMLS #O6291504

$548,000
03/30/2025

Listed (Active)

MFRMLS #O6291504

—
03/25/2025

Pending

MFRMLS #O6291504

—
03/21/2025

Listed (Active)

MFRMLS #O6291504

$565,000
11/02/2023

Expired

MFRMLS #O5989448

$450,000
12/04/2021

Listed (Active)

MFRMLS #O5989448

$459,900
10/27/2019

Expired

MFRMLS #O5779567

$345,000
04/25/2019

Listed (Active)

MFRMLS #O5779567

$350,000
08/15/2002

Sold (Public Record)

Public Record #98392184

$130,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 2381 Roxbury Road

Taxable ValueLand-Additions-Total-
Tax Record2024$2,001 ($167 / month)
Home Facts
Beds3Total Finished SqFt1,645 SqFtAbove Grade Finished SqFt1,645 SqFtStories1Lot Size11,993 SqFtStyleSingle Family ResidenceYear Built1949Year Renovated1968ZoningR-1ACountyORANGEAPN02-22-29-2996-09-220Fireplace TypeHas Fireplace

Schools near 2381 Roxbury Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Killarney Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
College Park Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Killarney Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

College Park Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of COLDWELL BANKER REALTY, Alex Vastardis

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 12/24/2025 09:13 AM