1 of 27

Want to see this home?

255 Sandlewood Trail

Winter Park, FL 32789

2 beds
3 baths
960 sqft
~1/2 acre lot
$281 per sqft
1984 build
– on site

One or more photo(s) has been virtually staged. Dreams Do Come True! FHA, VA, and DPA approved, making it a smart choice for a wide range of buyers. Welcome to your next home in the heart of 32789—Winter Park’s hidden gem, Sandlewood Creek! This rare townhome-style condo offers unbeatable value in a prime location with NO neighbors above or below and a LOW HOA. Step inside and enjoy nearly 1,000 sq. ft. of comfortable living space with an open floorplan, tile flooring downstairs, a large kitchen, and a convenient half-bath and laundry area with washer and dryer included. The 2021 Lennox HVAC system keeps things cool and efficient year-round. Upstairs, you'll find two spacious bedrooms with plush carpeting, and two full bathrooms, making this home as practical as it is inviting. Step outside to your private fenced patio—perfect for relaxing or entertaining. The Sandlewood Creek community is well-maintained and features a sparkling pool for your enjoyment, all while offering a low-maintenance lifestyle. Located just minutes from Park Avenue, Downtown Maitland, and top-tier shopping, dining, and entertainment, this home is also zoned for Dommerich Elementary, Maitland Middle, and Winter Park High—some of the most sought-after schools in the area. Affordable, move-in ready, and packed with value, this is a rare find in Winter Park you don’t want to miss!

Listing courtesy of STELLAR_MLS / INVESTOR'S REAL ESTATE LLC

Last checked: Checking… • Last updated Apr 10, 2025 •

MLS# O6296680 —

The Building

Year Built:

1984
New Construction:

false
Construction Materials:

Block
Building Elevator:

false
Levels:

Two
Stories Total:

2
Roof:

Shingle
Foundation Details:

Concrete Perimeter
Floor Number:

1
Building Area Total:

1120
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Ceiling Fan(s)
Flooring:

Carpet
Fireplace:

false

Room Dimensions

Living Area:

960
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

Take [Main Road/Highway] toward Temple Trail. Turn onto Temple Trail and continue straight. Turn right/left onto Sandlewood Trail. Follow the road to your destination.
Latitude:

28.625478
Longitude:

-81.338561
Coordinates:

-81.338561, 28.625478

The Property

Parcel Number:

292130782204040
Property Type:

Residential
Property Subtype:

Condominium
Lot Size Acres:

0.47
Lot Size Area:

20452
Lot Size SqFt:

20452
Lot Size Units:

Square Feet
Total Acres:

1/4 to less than 1/2
Zoning:

R-3
Direction Faces:

East
View:

false
Exterior Features:

Other
Water Source:

Public
Road Surface Type:

Asphalt
Flood Zone Code:

X
Additional Parcels:

false
Homestead:

false
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

40
Tax Block:

4
Tax Legal Description:

SANDLEWOOD CREEK CONDO PH 4 CB 9/121 BLDG 4 UNIT 4
Tax Book Number:

9-121
Tax Annual Amount:

2769

Beds

Bedrooms Total:

2

Baths

Total Baths:

2.5
Total Baths:

3
Full Baths:

2
Half Baths:

1

The Listing

Virtual Tour URL Unbranded:

https://www.propertypanorama.com/instaview/stellar/O6296680
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Connected
Sewer:

Public Sewer

Appliances

Appliances:

Built-In Oven
Laundry Features:

Inside

The Community

Subdivision Name:

SANDALWOOD CREEK CONDO PH 04
Senior Community:

false
Community Features:

Clubhouse
Waterview:

false
Water Access:

false
Waterfront:

false
Pool Private:

false
Pets Allowed:

Yes
Pet Restrictions:

Check with HOA to confirm subject to change
# of Pets:

2
Max Pet Weight:

60
Association:

true
Association Fee:

318
Association Fee Frequency:

Monthly
Association Fee Includes:

Community Pool
Association Fee Requirement:

Required
Monthly HOA Amount:

318
Ownership:

Fee Simple
Association Approval Required:

true

Parking

Garage:

false
Carport:

false

Monthly cost estimate

Asking price

$269,900

Expense	Monthly cost
Mortgage	$1,445
Taxes	$230
Insurance	$74
HOA fees	$318
Utilities	$135 See report
Total	$2,202/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Transit Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
4/7/25 Apr 7, 2025	Listed / Active	STELLAR_MLS	$269,900

Want a closer look?

Go see 255 Sandlewood Trail

Or Call Toll Free 1-800-241-3327

We guarantee that we’ll never spam you.

* indicates a required field

More homes

Newest listings in Winter Park, FL

Similar sold homes

This condo located in Sandlewood Creek, Winter Park, FL 32789 is currently for sale for $269,900. 255 Sandlewood Trail is a 960 square foot condo with 2 beds and 3 baths that has been on Estately for 8 days. 255 Sandlewood Trail is in the Sandlewood Creek neighborhood of Winter Park and has a WalkScore® of 45, making it car-dependent. This condo is in the attendance area of Winter Park High School, Cornerstone Charter Academy High School, Dommerich Elementary School, Maitland Middle School, and Cornerstone Charter Academy K-8.

Listing Courtesy of: STELLAR_MLS and INVESTOR'S REAL ESTATE LLC.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.