3308 Middlesex Rd

Orlando, FL 32803

$1,325,000
Last Sold Price
3
Beds
2,960 Sq. Ft.
$448 / Sq. Ft.
2,960
Sq. Ft.
$448
per Sq. Ft.
Closed 10/17/25
Closed 10/17/25
a front view of a house with garden

Description

This breathtaking Spanish-style home, winner of First Place for Design by the American Society of Interior Designers in 2020, is a true masterpiece. Designed by HGTV Designer of the Year John McClain, it blends modern luxury with timeless charm. The magazine-worthy kitchen—featured on Southern Living’s website—boasting Sherwin William's 2021 color of the year, the custom Urbane Bronze cabinetry acts as a chic anchor in the heart of the home while allowing the porcelain tile backsplash, quartz countertops,...This breathtaking Spanish-style home, winner of First Place for Design by the American Society of Interior Designers in 2020, is a true masterpiece. Designed by HGTV Designer of the Year John McClain, it blends modern luxury with timeless charm. The magazine-worthy kitchen—featured on Southern Living’s website—boasting Sherwin William's 2021 color of the year, the custom Urbane Bronze cabinetry acts as a chic anchor in the heart of the home while allowing the porcelain tile backsplash, quartz countertops, and modern fixtures to complete this statement piece. A gas range, custom-built hood vent, and private patio off the eat-in kitchen make this the ultimate chef’s dream. Designed for entertaining, the spacious family room features wood ceiling beams, a striking tiled fireplace, and built-ins with a hidden bar lined with festive glass-beaded wallpaper and sleek quartz countertops. The formal living room, highlighted with a stunning fireplace with wood mantle flows effortlessly through french doors to a flex room with panoramic windows overlooking the spacious backyard and pool, perfect for a home gym, office, or Florida room. Outside, enjoy a heated pool with color-changing lights and a soothing waterfall, a newly built screened-in patio, and a brick paver pool deck surrounded by lush landscaping. The fully fenced backyard is a private oasis, perfect for family and pets. Even the downstairs half bath is a designer statement with wallpaper, a mirrored tile wall, and a solid wood vanity. The stunning staircase, accented with classic Spanish tile, leads to the owner’s suite offering quartz counters, dual sinks, a walk-in closet, and a spacious walk-in shower, while the secondary bedrooms share a well-appointed bath upstairs as well. Featured in Interior Appeal Magazine and Haven Orlando Magazine, this extraordinary home is located in one of Orlando’s most desirable neighborhoods, just minutes to Florida Hospital, Lake Highland Prep, Winter Park's Park Avenue, Mills50 shopping and dining, Fresh Market, and more. Enjoy peace of mind with a new roof in 2021, two new A/C's, stove, whole house painting, and upstairs walnut wood flooring all in 2018, as well as a new dishwasher in 2020. Too many upgrades to mention them all...see attached for a complete list. Don't miss this rare opportunity - schedule your private tour today!
  1. Listed by Julie Bettosini, PA • Brokerage DRE #1028197 • STOCKWORTH REALTY GROUP
    P: (321)-689-9594 C: (321)-689-9594 jbettosini@stockworth.com

Property Details for 3308 Middlesex Road

Architectural Style
Mediterranean
Subdivision Name
ORWIN MANOR
Township
22
Garage Spaces
2
Waterfront
No
LISTING UPDATED: 10/17/2025 09:49 PM

Property Details for 3308 Middlesex Road

StatusClosed
MLS #O6282612
Days on Market175
Taxes$17,240 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1988
Lot Size0.23 AC / 9,801 SF
CountyOrange County

Location

Listing Courtesy of STOCKWORTH REALTY GROUP, Julie Bettosini, PA

Sold By KEY REALTY GROUP LLC, Desiree Mellott

Add your commute

Building Information for 3308 Middlesex Road

Stories-Year Built1988Building Size-Lot Size0.23 AC / 9,801 SF

Payment Calculator

$7,894 per month

30 year fixed, 6.15% Interest

Principal and Interest

$6,458

Property Taxes

$1,437

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 3308 Middlesex Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 4031.0
  • Building Area Units: Square Feet
  • Direction Faces: South
  • Directions: From Mills and Chichester, head east on Chichester. Left on Middlesex and house is on the left.
  • Elementary School: Audubon Park K8
  • Middle Or Junior School: Audubon Park K-8
  • 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: 3308
  • Street Name: MIDDLESEX
  • Street Suffix: ROAD
  • State: FL
  • City: ORLANDO
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Garage Door Opener
Taxes and HOA Information
  • Association Approval Required: No
  • Association: No
  • CDD: No
  • Tax Block: 36
  • Tax Book Number: M-104
  • Tax Legal Description: ORWIN MANOR LAKE SHORE SECTION M/104 BEG50 FT E OF NW COR LOT 22 RUN E 75 FT S51.83 FT S 58 DEG W 88.2 FT N 98.9 FT TOPOB & BEG NW COR OF LOT 22 RUN E 50 FTS 98.9 FT S 58 DEG W 28.3 FT N 14 DEG W106.7 FT N 10 FT TO POB BLK 36 IN SEC 18-22-30 NW1/4
  • Tax Lot: 22
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: City Lot
  • Parcel Number: 122229644436220
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1AA
  • Zoning Compatible: Yes
  • Living Area: 2960
Property and Assessments
  • Year Built Numeric: 1988
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0255F
  • Homestead: Yes
  • New Construction: No
  • Property Attached: No
  • Public Survey Range: 29
  • Public Survey Section: 12
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Stucco, Wood Frame
  • Exterior Features: Irrigation System, Sidewalk
  • Fencing: Fenced
  • Foundation Details: Slab
  • Levels: Two
  • Patio And Porch Features: Rear Porch, Screened
  • Pool Features: Gunite, In Ground, Lighting, Salt Water
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Spa: No
  • Vegetation: Trees/Landscaped
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Appliances: Convection Oven, Cooktop, Dishwasher, Microwave, Range, Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Gas
  • Fireplace: Yes
  • Flooring: Carpet, Tile, Hardwood
  • Heating: Central, Electric
  • Interior Features: Ceiling Fan(s), Kitchen/Family Room Combo, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Tray Ceiling(s)
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 10.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0

Property History for 3308 Middlesex Road

DateEvent & SourcePriceAppreciation
Oct 17, 2025

Sold (Public Record)

Public Record #1916871349

$1,325,000

+5.4% / yr

Oct 17, 2025

Sold

MFRMLS #O6282612

$1,325,000—
Sep 4, 2025

Pending

MFRMLS #O6282612

—
Jul 12, 2025

Price Change

MFRMLS #O6282612

$1,350,000—
May 9, 2025

Price Change

MFRMLS #O6282612

$1,450,000—
Mar 13, 2025

Listed (Active)

MFRMLS #O6282612

$1,525,000—
Mar 1, 2021

Sold (Public Record)

Public Record #1455023792

$1,040,000—
Mar 1, 2021

Sold (Public Record)

Public Record #693236480

$1,040,000—
Mar 1, 2021

Sold (Public Record)

Public Record #1454570305

$1,040,000

+16.2% / yr

Mar 1, 2021

Sold

MFRMLS #O5914328

$1,040,000—
Jan 14, 2021

Pending

MFRMLS #O5914328

—
Jan 4, 2021

Listed (Active)

MFRMLS #O5914328

$1,049,000—
Aug 31, 2018

Sold

MFRMLS #O5717432

$715,000—
Aug 30, 2018

Sold (Public Record)

Public Record #630716457

$715,000

+4.4% / yr

Jul 22, 2018

Pending

MFRMLS #O5717432

—
Jun 28, 2018

Listed (Active)

MFRMLS #O5717432

$789,000—
Jul 27, 2015

Sold (Public Record)

Public Record #554706906

$625,000—
Jul 27, 2015

Sold

MFRMLS #O5361568

$625,000—
Jun 28, 2015

Pending

MFRMLS #O5361568

—
Apr 22, 2015

Listed (Active)

MFRMLS #O5361568

$650,000—
Mar 31, 2015

Expired

MFRMLS #O5300494

$650,000—
Jun 20, 2014

Listed (Active)

MFRMLS #O5300494

$819,000—
DateEvent & SourcePrice
10/17/2025

Sold (Public Record)

Public Record #1916871349

$1,325,000

+5.4% / yr

10/17/2025

Sold

MFRMLS #O6282612

$1,325,000
09/04/2025

Pending

MFRMLS #O6282612

—
07/12/2025

Price Change

MFRMLS #O6282612

$1,350,000
05/09/2025

Price Change

MFRMLS #O6282612

$1,450,000
03/13/2025

Listed (Active)

MFRMLS #O6282612

$1,525,000
03/01/2021

Sold (Public Record)

Public Record #1455023792

$1,040,000
03/01/2021

Sold (Public Record)

Public Record #693236480

$1,040,000
03/01/2021

Sold (Public Record)

Public Record #1454570305

$1,040,000

+16.2% / yr

03/01/2021

Sold

MFRMLS #O5914328

$1,040,000
01/14/2021

Pending

MFRMLS #O5914328

—
01/04/2021

Listed (Active)

MFRMLS #O5914328

$1,049,000
08/31/2018

Sold

MFRMLS #O5717432

$715,000
08/30/2018

Sold (Public Record)

Public Record #630716457

$715,000

+4.4% / yr

07/22/2018

Pending

MFRMLS #O5717432

—
06/28/2018

Listed (Active)

MFRMLS #O5717432

$789,000
07/27/2015

Sold (Public Record)

Public Record #554706906

$625,000
07/27/2015

Sold

MFRMLS #O5361568

$625,000
06/28/2015

Pending

MFRMLS #O5361568

—
04/22/2015

Listed (Active)

MFRMLS #O5361568

$650,000
03/31/2015

Expired

MFRMLS #O5300494

$650,000
06/20/2014

Listed (Active)

MFRMLS #O5300494

$819,000

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

Public Records for 3308 Middlesex Road

Taxable ValueLand$360,000Additions$751,970Total$1,111,970
Tax Record2024$17,240 ($1,437 / month)
Home Facts
Beds3Total Finished SqFt2,960 SqFtAbove Grade Finished SqFt2,960 SqFtStories3Lot Size9,801 SqFtStyleSingle Family ResidenceYear Built1988Year Renovated1998ZoningR-1AACountyORANGEAPN12-22-29-6444-36-220Fireplace TypeHas Fireplace

Schools near 3308 Middlesex Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
AUDUBON PARK SCHOOL
Public - PK to 8
Cornerstone Academy Charter
Charter - K to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Edgewater High School
Public - 9 to 12
Rating
School
Distance
AUDUBON PARK SCHOOL
PublicPK to 8

Cornerstone Academy Charter
CharterK to 8

Cornerstone Charter Academy High School
Charter9 to 12

Edgewater High School
Public9 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.

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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 STOCKWORTH REALTY GROUP, Julie Bettosini, PA

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: 10/17/2025 09:49 PM