by Global Lifestyle Properties

See Home Value
$1,325,000
● House - Off Market

3308 MIDDLESEX ROAD

ORLANDO, FL 32803
bedrooms
3 Beds
bathrooms
2 Baths, 1 Half Bath
square feet
2,960 Ft²
$8,066
Est. Monthly
1.24%
Cap Rate

About This Property

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!
Unit Size
2,960 Ft²
Days on Market
218 days
Land Size
0.22 acres
Price per sqft
$456
Property Type
House
Property Taxes
$1,437
HOA Dues
-
Year Built
1988

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Last updated: 12 months ago (Stellar MLS #O6282612)

Price History

Date / Event Date Event Price
Oct 17, 2025 Sold
Sold
Sep 5, 2025 In contract -
In contract
Jul 12, 2025 Price Decreased $1,350,000
↓ $100K (6.9%)
Price Decreased
May 10, 2025 Price Decreased $1,450,000
↓ $75K (4.9%)
Price Decreased
Mar 13, 2025 Listed by STOCKWORTH REALTY GROUP $1,525,000
Listed by STOCKWORTH REALTY GROUP
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Property Highlights

Garage
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1988
  • Effective Year Built: 1998
  • Building Count: 2
  • Bedroom Count: 3
  • Bathroom Count: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 3
  • Building Condition: 6
  • Building Quality: 13
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 11
  • Interior Walls Type: 3
  • Roof Shape Type: 7
  • Roof Cover Type: 4
  • Floor Count: 300
  • Living Units: 1
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 729
  • Parking Space Count: 3
  • Patio Type: 55
  • Porch Type: 35
  • Pool Type: 8

    Dimensions

  • Lot Size Square Feet: 9,801
  • Total Building Area: 4,031
  • Gross Building Area: 4,031
  • Building Area: 2,799
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 2,799
  • Heating Fuel Type: 2

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: ORWIN MANOR LAKESHORE SEC
  • Land Acres: 0000000225
  • Standard Land Use Code: 1001
  • County Land Use Code: 0104
  • State Land Use Code: 001
  • Legal Description 1: ORWIN MANOR LAKE SHORE SECTION M/104 BEG 50 FT E OF NW COR LOT 22 RUN E 75 FT S 51.83 FT S 58 DEG W 88.2 FT N 98.9 FT TO POB & BEG NW COR OF LOT 22 RUN E 50 FT S 98.9 FT S 58 DEG W 28.3 FT N 14 DEG W 106.7 FT N 10 FT TO POB BLK 36 IN SEC 18 -22-30 NW

Neighborhood

  • School District Name: Orange County School District
  • School Tax School District: 5555
  • Census Tract: 012800

Zoning

  • Zoning: R-1AA

Geography

  • Assessors Map Reference: 176
  • Section: 18
  • Subdivision Tract Number: 6444
  • Parcel: 12-22-29-6444-36-220
  • Block: 36
  • Lot: 22
  • Meridian: SEC 12 TWN 22S RNG 29E
  • Municipality: ORLANDO
  • Latitude: 28.5812
  • Longitude: -81.3589

    Address

  • Full Address: 3308 Middlesex Rd
  • Address - House Number: 3308
  • Address - Street Name: Middlesex
  • Address - Suffix Type: Rd
  • State: FL
  • City Name: Orlando
  • Carrier Code: C003
  • 4-Digit Zip Code: 1100
  • Zip Code: 32803

Valuation

    Tax

  • Total Area: 3,277
  • Tax Year: 2023
  • Tax Amount: $1,661,809
  • Tax Rate Code Area: 08-ORL

    Appraisal Valuation

  • Standard Deviation: 0.1696
  • Valuation Date: Jan 03, 2024
  • Confidence Score: 78
  • Final Value: 1,256,309
  • High Value: 1,469,459
  • Low Value: 1,043,159

    Market Valuation

  • Market Total Value: $1,026,893
  • Market Land Value: $360,000
  • Market Improvement Value: $666,893

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $953,649

    Exemptions

  • Homeowner Exemption: Yes

    Sales

  • Current Sale Contract Date: Mar 01, 2021
  • Current Sale Recording Date: Mar 15, 2021
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 20210146402
  • Previous Sale Recording Date: Sep 05, 2018
  • Previous Sale Contract Date: Aug 30, 2018
  • Previous Sale Amount: $715,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Orwin Manor


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Frequently Asked Questions

When was property at 3308 Middlesex Road built and last sold?
The property at 3308 Middlesex Road was built in 1988 and last sold on Mar 1, 2021 for $1,040,000.
How much is this home worth?
The estimated value of the home located at 3308 Middlesex Road is $0.
What are some comparable homes to 3308 Middlesex Road?
There are currently no comparable homes to 3308 Middlesex Road.