Last Sold Price
2 beds3,448 sqft$168/sqft
2701 Middlesex Rd, Orlando, FL 32803

Description

Iconic Hollywood Regency home located in Rose Isle. Custom designed and built for a prominent doctor in 1963 by Clayton Homes, this single-level home sits high above street level . with an extra deep lot that is entirely walled in for privacy. Presently configured as a 2 bedroom, 2.5 bath, plus den, the entrance features double wood doors which lead you into a grand foyer. Built using solid block construction on a slab with terrazzo floors. along with a 10’ ceiling height throughout the entire home....Iconic Hollywood Regency home located in Rose Isle. Custom designed and built for a prominent doctor in 1963 by Clayton Homes, this single-level home sits high above street level . with an extra deep lot that is entirely walled in for privacy. Presently configured as a 2 bedroom, 2.5 bath, plus den, the entrance features double wood doors which lead you into a grand foyer. Built using solid block construction on a slab with terrazzo floors. along with a 10’ ceiling height throughout the entire home. A Wood burning fireplace with Carrera marble slabs shows the sophistication inherent to this truly one- of- a- kind property. The walnut paneled bookcase within the den, or home office, is an ideal place to spend quiet evenings in reading your favorite book. Three separate air conditioning zones provide total comfort and economy. Built and designed for entertaining with over 3400 square feet under air to allow for lavish gatherings.
LISTING CLOSED: 05/12/2017 12:00 AM

Property Details for 2701 Middlesex Road

Status
MLS #
O5505307
Days on Market
1
Taxes
$9,438 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family Residence
Year Built
1963
Lot Size
0.38 AC / 16,533 SF
Architectural Style
Other
Subdivision Name
ROSE ISLE SEC 10
Township
22
Carport Spaces
1
Garage Spaces
2
Waterfront
No
Furnished
Unfurnished

Recent comparable sales

Median sold price

$571,000

Avg days on market

13

Sale-to-list ratio

98.4%

Orlando, FL

9 comparable properties found

front view of a house with a outdoor space
1/2
1

$530,000

Sold 03/26/26

2
Bedrooms
1,343
Square Feet
0.16
Acres
$673,350 | 813 Chichester Street, Orlando, FL 32803
1/2
2

$673,350

Sold 12/27/24

2
Bedrooms
2,009
Square Feet
0.20
Acres
front view of a house with a yard
1/2
3

$575,000

Sold 02/12/25

2
Bedrooms
1,376
Square Feet
0.16
Acres
a front view of a house with a yard and potted plants
1/2
4

$580,000

Sold 10/15/25

2
Bedrooms
1,468
Square Feet
0.26
Acres
a view of a house with a big yard
1/2
5

$580,000

Sold 08/22/25

2
Bedrooms
1,374
Square Feet
0.17
Acres
$480,000 | 1406 North Fern Creek Avenue, Orlando, FL 32803
1/2
6

$480,000

Sold 09/03/24

2
Bedrooms
1,181
Square Feet
0.16
Acres
a view of a house with a yard
1/2
7

$571,000

Sold 08/12/25

2
Bedrooms
1,266
Square Feet
0.20
Acres
front view of a house with a yard
1/2
8

$502,500

Sold 03/27/26

2
Bedrooms
1,267
Square Feet
0.17
Acres
$525,000 | 1746 Dormont Lane, Orlando, FL 32804
1/2
9

$525,000

Sold 02/06/26

2
Bedrooms
1,537
Square Feet
0.15
Acres

Location

Listing Courtesy of FLORIDA ONE REAL ESTATE LLC, Anthony Consalvo

Sold By FLORIDA ONE REAL ESTATE LLC, Caroline Van Den Berg

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Building Information for 2701 Middlesex Road

Stories-Year Built1963Building Size-Lot Size0.38 AC / 16,533 SF

Payment Calculator

$3,735 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,948

Property Taxes

$787

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 2701 Middlesex Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 4228.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • Directions: 17-92 (Mills Ave.) to Dorchester turn East. Take first left and curve to right to Middlesex.
  • Elementary School: Fern Creek Elem
  • Middle Or Junior School: College Park Middle
  • 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
  • Street Number: 2701
  • Street Name: MIDDLESEX
  • Street Suffix: ROAD
  • State: FL
  • City: ORLANDO
Parking
  • Attached Garage: Yes
  • Carport: Yes
  • Garage: Yes
  • Parking Features: Garage Door Opener, Garage Faces Rear, Garage Faces Side, On Street, Open
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: None
  • Association: No
  • CDD: No
  • Tax Block: 7690/00
  • Tax Book Number: W-145
  • Tax Legal Description: ROSE ISLE SECTION TEN W/145 LOT 4 & VACRR R/W ON E PER 2059/0644 & PER 3658/1045 (LESS THAT PT DESC IN 3762/1861)
  • Tax Lot: 4
  • Tax Year: 2016
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: City Lot, Oversized Lot, Sidewalk
  • Parcel Number: 132229769000040
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1AA/T
  • Living Area: 3448
Property and Assessments
  • Year Built Numeric: 1963
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0255F
  • Home Warranty: No
  • Homestead: No
  • New Construction: No
  • Property Condition: Fixer
  • Public Survey Range: 29
  • Public Survey Section: 13
Utilities
  • Utilities: Cable Available, Electricity Connected, Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Sliding Doors, Irrigation System, Lighting
  • Foundation Details: Slab
  • Levels: One
  • Patio And Porch Features: Enclosed, Screened
  • Pool Features: Gunite, In Ground, Screen Enclosure
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Built-Up
  • Vegetation: Mature Landscaping
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 2
  • Bathrooms Full: 2
  • Appliances: Dishwasher, Range, Refrigerator
  • Cooling: Central Air, Zoned
  • Fireplace Features: Wood Burning
  • Fireplace: Yes
  • Flooring: Carpet, Terrazzo
  • Heating: Central, Oil
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 6.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 2701 Middlesex Road

DateEvent & SourcePriceAppreciation
May 12, 2017

Sold

MFRMLS #O5505307

$580,000
Apr 18, 2017

Pending

MFRMLS #O5505307

Apr 18, 2017

Listed (Active)

MFRMLS #O5505307

$595,000
DateEvent & SourcePrice
05/12/2017

Sold

MFRMLS #O5505307

$580,000
04/18/2017

Pending

MFRMLS #O5505307

04/18/2017

Listed (Active)

MFRMLS #O5505307

$595,000

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

Public Records for 2701 Middlesex Road

Taxable ValueLand-Additions-Total-
Tax Record2024$16,910 ($1,409 / month)
Home Facts
Beds3Total Finished SqFt2,856 SqFtAbove Grade Finished SqFt2,856 SqFtStories1Lot Size15,106 SqFtStyleSingle Family ResidenceYear Built1963Year Renovated2000ZoningR-1AA/TCountyORANGEAPN13-22-29-7690-00-040Fireplace TypeHas Fireplace

Schools near 2701 Middlesex Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 8
Charter - K to 8
Charter - 9 to 12
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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 2701 Middlesex Road, Orlando, FL 32803
$580,000
2
3,448
16,533
$1,120,000
3
2,348
13,960
$848,000
4
3,627
13,399
$1,020,000
4
3
2,643
13,305
3
2
1,494
13,092
$957,500
5
3,038
22,050

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of FLORIDA ONE REAL ESTATE LLC, Anthony Consalvo

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: 11/20/2025 02:50 AM