3207 Middlesex Rd, Orlando, FL 32803
OFF MARKET

3207 Middlesex Rd
Orlando, FL 32803

Orwin Manor
  • 3 Beds
  • 2 Baths
  • 2,478 sqft (on 0.35 acres)
3 Beds
2 Baths
2,478 sqft
(on 0.35 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Lovely 1 story pool home surrounded by oak trees in very desirable subdivision on quiet street. Open floor plan w/ lots of windows, hardwood floors, built-ins, fireplace. Spacious sun/bonus rm with brick floors opens out to patio, pool & large backyard. All white kitchen with Mexican tile floors, built-in desk / china wall and large window over the sink just brings in the sun. Ample dining room accommodates just about any size furniture. Wonderful setting for entertaining both small family gatherings and big party events - this home flows! Deep lot provides plenty of backyard for play or gardening and room to add on if desired. Surrounded by beautiful stately homes, this property is not a short sale, but is the bargain!
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
Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 3207 Middlesex Rd

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Additional StorageNumber of Rooms: 10Types of Rooms: Dining Room, Family Room, Laundry Room, Library, Master Bath, Pantry, Sun RoomStorageCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stucco, Cement ConcreteGardenLawnPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1950Year Updated: 2005
Property Type / Style
Property Type: Lot LandArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.35 acres

Price History for 3207 Middlesex Rd

DatePriceEventSource
11/01/2025$3,749,000ListingRemovedStellar MLS #O6331884
08/01/2025$3,749,000Listed For SaleStellar MLS #O6331884
10/17/2024$3,895,000ListingRemovedStellar MLS #O6199693
06/21/2024$3,895,000Listed For SaleStellar MLS #O6199693
03/02/2024ListingRemovedStellar MLS #O6134396
08/25/2023$3,695,000Listed For SaleStellar MLS #O6134396
11/03/2022$984,000Sold
N/A
09/02/2022$995,000Listed For SaleN/A
08/18/2022ListingRemovedStellar MLS #O6032942
07/17/2022$1,095,000PriceChange
Stellar MLS #O6032942
06/13/2022$1,195,000Listed For SaleStellar MLS #O6032942
11/27/2013$485,000Sold
N/A
04/25/2012$450,000ListingRemovedAgent Provided
02/08/2012$450,000Listed For SaleAgent Provided
11/05/2011$450,000ListingRemovedAgent Provided
06/17/2011$450,000PriceChange
Agent Provided
04/18/2011$460,000Listed For SaleAgent Provided
01/06/2004$430,500Sold
N/A
07/01/1998$240,000Sold
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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$7,325
Assessment$400,000
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,876/mo
List your home for rent

Homes for rent near 3207 Middlesex Rd

See what comparable homes in the neighborhood are renting for.
Skip to last item
Skip to first item

Comparable Sales for 3207 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
715 Douglas Ave, Winter Park, FL
1.10
Lot/Land
$469,000
09/09/25
3
-
960
1010 Garden Dr #10, Winter Park, FL
0.36
Lot/Land
$450,000
06/03/26
-
-
141 W Lake Sue Ave #2, Winter Park, FL
0.67
Lot/Land
$1,450,000
03/19/26
-
-
747 McIntyre Ave #80, Winter Park, FL
0.86
Lot/Land
$1,525,000
06/18/25
-
-
1849 Oak Ln #56, Orlando, FL
0.96
Lot/Land
$890,000
07/23/25
-
-
1840 Shiloh Ln, Winter Park, FL
1.17
Lot/Land
$1,025,000
01/27/26
-
-
1800 Palm Ln #1, Orlando, FL
0.95
Lot/Land
$350,000
04/23/26
-
-
1830 Lake Sue Dr #81, Orlando, FL
1.01
Lot/Land
$370,000
10/24/25
-
-
1860 Staunton Ave, Winter Park, FL
1.38
Lot/Land
$610,000
04/13/26
-
-
2002 Karolina Ave #8, Winter Park, FL
1.39
Lot/Land
$700,000
02/26/26
-
-

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 3207 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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Pool

Explore by feature - Washer/dryer

Explore by feature - Outdoor Space

Homes for sale near 3207 Middlesex Rd

Skip to last item
Skip to first item

Off Market Homes Near 3207 Middlesex Rd

Skip to last item
Skip to first item
3207 Middlesex Rd, Orlando, FL 32803 is a 3 bedroom, 2 bathroom, 2,478 sqft lot/land built in 1950. 3207 Middlesex Rd is located in Orwin Manor, Orlando. This property is not currently available for sale. 3207 Middlesex Rd was last sold on Nov 3, 2022 for $984,000.