3303 Middlesex Rd, Orlando, FL 32803
OFF MARKET

3303 Middlesex Rd
Orlando, FL 32803

Orwin Manor
  • 3 Beds
  • 2 Baths
  • 1,766 sqft (on 0.26 acres)

$1,037,900

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $7,051/mo*
Refinance Your Home

$1,037,900

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $7,051/mo*
Refinance Your Home
3 Beds
2 Baths
1,766 sqft
(on 0.26 acres)

Local Information

  • Map ViewExplore the area around 3303 Middlesex Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 3303 Middlesex Rd, Orlando, FL. 3303 Middlesex Rd is in the Orwin Manor neighborhood in Orlando, FL and in ZIP code 32803. This property has 3 bedrooms, 2 bathrooms and approximately 1,766 sqft of floor space. This property has a lot size of 0.26 acres and was built in 1951.
3303 Middlesex Rd, Orlando, FL 32803 is a 3 bedroom, 2 bathroom, 1,766 sqft single-family home in Orwin Manor, built in 1951. It last sold for $350,000 on Nov 29, 2006. It is currently off market. The Trulia Estimate is $1,037,900, with a rent estimate of $3,253/month.

Home Highlights

Parking
No Info
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 3303 Middlesex Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 1951
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Price History for 3303 Middlesex Rd

DatePriceEventSource
11/29/2006$350,000Sold
N/A
03/01/2005$300,000Sold
N/A
03/30/2001$250,000Sold
N/A
03/28/1996$185,000Sold
N/A
02/08/1995$185,000Sold
N/A

Market trends in Orlando

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$371K
$4.33KMoM
Sale-to-List Price
97.9%
0.1%MoM
Price per sq ft
$231
$1MoM
Available listings
4113
23MoM
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Property Tax and Assessment

Year2024
Tax$11,742
Assessment$637,472
Home facts updated by county records

Comparable Sales for 3303 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1313 S Denning Dr, Winter Park, FL
0.37
Single-Family Home
$300,000
03/27/26
3
2
1,700
1201 Nottingham St, Orlando, FL
0.36
Single-Family Home
$675,000
03/09/26
3
2
1,696
1516 Nottingham St, Orlando, FL
0.06
Single-Family Home
$860,000
05/18/26
4
3
2,080
3223 Middlesex Rd, Orlando, FL
0.04
Single-Family Home
$1,466,580
03/30/26
3
3
2,159
1347 Orchid Ave, Winter Park, FL
0.41
Single-Family Home
$445,000
03/20/26
4
2
1,490
3308 Middlesex Rd, Orlando, FL
0.04
Single-Family Home
$1,325,000
10/17/25
3
2.5
2,960
1105 Chichester St, Orlando, FL
0.40
Single-Family Home
$689,500
07/18/25
3
2
1,594
947 Camellia Ave, Winter Park, FL
0.33
Single-Family Home
$435,000
09/30/25
3
1
1,212
1550 Norfolk Ave, Winter Park, FL
0.49
Single-Family Home
$695,000
06/05/26
3
2
1,762
1105 Nottingham St, Orlando, FL
0.41
Single-Family Home
$668,500
03/04/26
3
2
1,595

Nearby homes

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Assigned Schools

These are the assigned schools for 3303 Middlesex Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Orwin Manor
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Orwin Manor

At least 34 Trulia users voted on each feature.

  • 92 % Say there are sidewalks

  • 88 % Say it's dog friendly

  • 85 % Say parking is easy

  • 81 % Say car is needed

  • 77 % Say yards are well-kept

  • 68 % Say there's holiday spirit

  • 68 % Say they plan to stay for at least 5 years

  • 64 % Say people would walk alone at night

  • 59 % Say streets are well-lit

  • 56 % Say it's quiet

  • 55 % Say it's walkable to restaurants

  • 50 % Say it's walkable to grocery stores

  • 48 % Say neighbors are friendly

  • 45 % Say kids play outside

  • 41 % Say there's wildlife

  • 32 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Sallymac
    "Great location. Heart of town! Great neighbors, great walking neighborhood, acres to Mead Garden and walkable to many nearby shops and restaurants , "
    0
    Flag
  • Sallymac
    "I have lived her for 19 months. We are so happy. We walk to Mead Gardens. Friendly neighbors and great tree lined streets! "
    0
    Flag
  • Blessedandres
    "We have a church nearby. St Johns Lutheran Church. Most of the activities are nearby. The streets are not well lit though. Its very dark at night."
    1
    Flag
  • King F.
    "Location, Location, Location. Rose Isle/Beverly Shores is within minutes of downtown Winter Park with direct access to downtown Orlando, I-4, and Florida Hospital. It's one of the most sought after neighborhoods in the entire area, on the shores of Winter Park Lake Sue."
    1
    Flag
  • Sliotta
    "The location of the neighborhood is ideally located between downtown Orlando, Winter Park. Also offers great access to I-4z"
    0
    Flag

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Homes for sale near 3303 Middlesex Rd

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Off Market Homes Near 3303 Middlesex Rd

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