3333 Middlesex Rd, Orlando, FL 32803
OFF MARKET

3333 Middlesex Rd
Orlando, FL 32803

Orwin Manor
  • 3 Beds
  • 2 Baths
  • 1,688 sqft

$964,200

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $6,555/mo*
Refinance Your Home

$964,200

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $6,555/mo*
Refinance Your Home
3 Beds
2 Baths
1,688 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 3333 Middlesex Rd, Orlando, FL. 3333 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 1,688 sqft of floor space. This property has a lot size of 9336 sqft and was built in 1950.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

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

Home Details for 3333 Middlesex Rd

Interior Features

Heating & Cooling
Heating: Forced AirCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: Composition
Pool
Pool
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1950Year Updated: 1970
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9336 sqft

Market trends in Orlando

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$366K
$2KMoM
Sale-to-List Price
97.8%
0.2%MoM
Price per sq ft
$231
$1MoM
Available listings
4131
8MoM
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Property Tax and Assessment

Year2024
Tax$4,136
Assessment$631,833
Home facts updated by county records

Comparable Sales for 3333 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1516 Nottingham St, Orlando, FL
0.05
Single-Family Home
$860,000
05/18/26
4
3
2,080
3308 Middlesex Rd, Orlando, FL
0.04
Single-Family Home
$1,325,000
10/17/25
3
2.5
2,960
1313 S Denning Dr, Winter Park, FL
0.36
Single-Family Home
$300,000
03/27/26
3
2
1,700
1201 Nottingham St, Orlando, FL
0.40
Single-Family Home
$675,000
03/09/26
3
2
1,696
1202 Chichester St, Orlando, FL
0.37
Single-Family Home
$764,990
06/23/25
3
2
1,787
3223 Middlesex Rd, Orlando, FL
0.09
Single-Family Home
$1,466,580
03/30/26
3
3
2,159
1105 Chichester St, Orlando, FL
0.44
Single-Family Home
$689,500
07/18/25
3
2
1,594
1347 Orchid Ave, Winter Park, FL
0.41
Single-Family Home
$445,000
03/20/26
4
2
1,490
1105 Nottingham St, Orlando, FL
0.45
Single-Family Home
$668,500
03/04/26
3
2
1,595
1550 Norfolk Ave, Winter Park, FL
0.53
Single-Family Home
$695,000
06/05/26
3
2
1,762

Nearby homes

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Assigned Schools

These are the assigned schools for 3333 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 3333 Middlesex Rd

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Off Market Homes Near 3333 Middlesex Rd

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Homes for rent near 3333 Middlesex Rd

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3333 Middlesex Rd, Orlando, FL 32803 is a 3 bedroom, 2 bathroom, 1,688 sqft single-family home built in 1950. 3333 Middlesex Rd is located in Orwin Manor, Orlando. This property is not currently available for sale. The current Trulia Estimate for 3333 Middlesex Rd is $964,200.