2237 Howard Dr

Winter Park, FL 32789

$6,800
Price
3
Beds
2,008 Sq. Ft.
$41 / Sq. Ft.
2,008
Sq. Ft.
$41
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Leased
Leased
a living room with furniture and a large window

Description

We are focused on short term rentals. You will be amazed by the natural beauty of the waterfront and century oaks that welcome you every time you come through your front door. Come see this fully furnished, masterfully remodeled, 3 bedroom, 2 bath, with a hidden half bath in the office. A Mid-modern home that represents everything that is lakefront Winter Park history. Walk to downtown Winter Park, Baldwin Park, and East End Market.We are focused on short term rentals. You will be amazed by the natural beauty of the waterfront and century oaks that welcome you every time you come through your front door. Come see this fully furnished, masterfully remodeled, 3 bedroom, 2 bath, with a hidden half bath in the office. A Mid-modern home that represents everything that is lakefront Winter Park history. Walk to downtown Winter Park, Baldwin Park, and East End Market.
  1. Listed by Ryan Feely • Brokerage DRE #1048404 • COLEDEV REAL ESTATE LLC
    P: (321)-663-1433 C: (321)-663-1433 feelydev@gmail.com

Property Details for 2237 Howard Drive

Subdivision Name
LAKE FOREST PARK
Carport Spaces
2
View
Water
Waterfront
Yes
Water View
Lake
Furnished
Furnished
LISTING UPDATED: 08/07/2025 09:39 AM

Property Details for 2237 Howard Drive

StatusLeased
MLS #O6294686
Days on Market127
Rental Incentives-
Costs & Fees-
Available Date08/30/2025
Lease Term-
FurnishedFully Furnished
Compass TypeRental
MLS TypeResidential Lease / Single Family Residence
Year Built1956
Lot Size0.32 AC / 13,738 SF
CountyOrange County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of COLEDEV REAL ESTATE LLC, Ryan Feely
Add your commute

Building Information for 2237 Howard Drive

Building/Complex2237 Howard DrFloor-Stories-Pet Policy-Pet Policy DetailsDogs OK,Number Limit,Pet Deposit,Size LimitYear Built1956Building Size-Lot Size0.32 AC / 13,738 SF

Property Information for 2237 Howard Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2554.0
  • Building Area Units: Square Feet
  • Directions: From Corrine Dr turn north onto Winter Park Rd. Turn Right onto Parkland Dr. Turn Left onto Howard Dr.
  • Elementary School: Audubon Park K8
  • Middle Or Junior School: Audubon Park K-8
  • High School: Winter Park High
  • Mls Major Change Type: Leased
  • Major Change Type: Closed
  • Long Term YN: false
  • Senior Community: No
  • Unit Number: No
  • Street Number: 2237
  • Street Name: HOWARD
  • Street Suffix: DRIVE
  • State: FL
  • City: WINTER PARK
Parking
  • Carport: Yes
  • Garage: No
Taxes and HOA Information
  • Association: No
  • Management: Part Time
  • Number Of Pets: 2
  • Pet Deposit Fee: $250
  • Pet Size: Medium (36-60 Lbs.)
Virtual Tour
Property
Lot Information
  • Lot Features: City Lot, Landscaped, Sloped
  • Parcel Number: 172230443601180
  • Water Access: Lake
  • Water Access: Yes
  • Water Body Name: LAKE HOWARD
  • Water Extras: No
  • Living Area: 2008
Property and Assessments
  • Year Built Numeric: 1956
  • New Construction: No
  • Owner Pays: Grounds Care, Pest Control, Repairs, Taxes, Trash Collection
  • Dock YN: No
Utilities
  • Sewer: Public Sewer
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Fencing: Fenced, Partial
  • Levels: Two
  • Patio And Porch Features: Deck
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Spa: Yes
  • Waterfront Features: Lake Front
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Additional Rooms: Family Room
  • Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer
  • Cooling: Central Air
  • Fireplace Features: Family Room, Masonry
  • Fireplace: Yes
  • Heating: Central
  • Interior Features: Ceiling Fan(s), Thermostat
  • Laundry Features: Inside
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 3.0
  • Water View: Yes
  • Bathrooms Half: 1
Rental
Rental Information
  • Pets Allowed: Dogs OK, Number Limit, Pet Deposit, Size Limit
  • Max Pet Weight: 60

Property History for 2237 Howard Drive

DateEvent & SourcePriceAppreciation
Aug 5, 2025

Rented

MFRMLS #O6294686

$6,800—
Jun 2, 2025

Listed (Active)

MFRMLS #O6294686

—
May 31, 2025

Expired

MFRMLS #O6294686

$6,800—
Mar 29, 2025

Listed (Active)

MFRMLS #O6294686

$5,800—
May 17, 2017

Rented

MFRMLS #R4706372

$2,500—
May 12, 2017

Listed (Active)

MFRMLS #R4706372

$2,500—
Dec 1, 2013

Rented

MFRMLS #R4600633

$2,100—
Nov 25, 2013

Listed (Active)

MFRMLS #R4600633

$2,100—
Sep 23, 2012

Withdrawn

MFRMLS #R4599157

$2,150—
Aug 26, 2012

Listed (Active)

MFRMLS #R4599157

$2,200—
Nov 1, 2010

Rented

MFRMLS #R4594519

$1,900—
Sep 26, 2010

Listed (Active)

MFRMLS #R4594519

$2,100—
Aug 9, 2010

Withdrawn

MFRMLS #R4593970

$2,000—
Jul 2, 2010

Listed (Active)

MFRMLS #R4593970

$2,200—
DateEvent & SourcePrice
08/05/2025

Rented

MFRMLS #O6294686

$6,800
06/02/2025

Listed (Active)

MFRMLS #O6294686

—
05/31/2025

Expired

MFRMLS #O6294686

$6,800
03/29/2025

Listed (Active)

MFRMLS #O6294686

$5,800
05/17/2017

Rented

MFRMLS #R4706372

$2,500
05/12/2017

Listed (Active)

MFRMLS #R4706372

$2,500
12/01/2013

Rented

MFRMLS #R4600633

$2,100
11/25/2013

Listed (Active)

MFRMLS #R4600633

$2,100
09/23/2012

Withdrawn

MFRMLS #R4599157

$2,150
08/26/2012

Listed (Active)

MFRMLS #R4599157

$2,200
11/01/2010

Rented

MFRMLS #R4594519

$1,900
09/26/2010

Listed (Active)

MFRMLS #R4594519

$2,100
08/09/2010

Withdrawn

MFRMLS #R4593970

$2,000
07/02/2010

Listed (Active)

MFRMLS #R4593970

$2,200

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

Schools near 2237 Howard Drive

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
AUDUBON PARK SCHOOL
Public - PK to 8
Cornerstone Academy Charter
Charter - K to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Winter Park High School
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

Winter Park 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.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of COLEDEV REAL ESTATE LLC, Ryan Feely

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: 08/07/2025 09:39 AM