1 of 20

Want to see this home?

4025 Chesswood Drive

Holiday, FL 34691

3 beds
2 baths
1,257 sqft
5,551 sqft lot
$139 per sqft
1966 build
– on site

Under contract-accepting backup offers. MULITPLE OFFERS RECEIVED - HIGHEST AND BEST DUE BY 6/24/25 AT 6PM. Attention investors and renovators! This 1,276 sq ft home is ready for a full transformation. With solid bones and endless potential, it’s the perfect blank slate for your next project. The property needs complete remodeling—including kitchen, baths, flooring, roof, windows, and all interior finishes. Located in an area with strong rental and resale potential. Seller is unaware of any leasing restrictions, making this a great opportunity for a flip or long-term rental hold. Cash or renovation loans only. Property sold as-is, no repairs or warranties offered. Bring your vision—and your toolbox—and unlock the possibilities!

Listing courtesy of STELLAR_MLS / KELLER WILLIAMS TAMPA PROP.

Last checked: Checking… • Last updated Jun 28, 2025 •

MLS# TB8399673 —

The Building

Year Built:

1966
New Construction:

false
Construction Materials:

Block
Levels:

One
Stories Total:

1
Roof:

Shingle
Foundation Details:

Slab
Building Area Total:

1645
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Ceiling Fan(s)
Furnished:

Unfurnished
Flooring:

Carpet
Additional Rooms:

Family Room
Fireplace:

false

Room Dimensions

Living Area:

1257
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

N on US 19 to left onto Darlington Rd / Left onto Roselawn Dr / Left on Chesswood / Home is on left. No Sign.
Latitude:

28.193276
Longitude:

-82.747387
Coordinates:

-82.747387, 28.193276

The Property

Parcel Number:

1626300200000010230
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size Acres:

0.13
Lot Size Area:

5551
Lot Size SqFt:

5551
Lot Size Units:

Square Feet
Total Acres:

0 to less than 1/4
Zoning:

R4
Direction Faces:

South
View:

false
Exterior Features:

Sidewalk
Fencing:

Wood
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:

1023
Tax Block:

0/0
Tax Legal Description:

BUENA VISTA MELODY MANOR ADDN PB 8 PG 111 LOT 1023 OR 3698 PG 673
Tax Book Number:

8-111
Tax Annual Amount:

$468.18

Beds

Bedrooms Total:

3

Baths

Total Baths:

2
Total Baths:

2
Full Baths:

2

The Listing

Virtual Tour URL Unbranded:

https://www.propertypanorama.com/instaview/stellar/TB8399673
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Electricity Connected
Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher
Laundry Features:

In Garage

The Community

Subdivision Name:

BUENA VISTA MELODY MANOR ADD
Senior Community:

false
Waterview:

false
Water Access:

false
Waterfront:

false
Pool Private:

false
Association:

false
Ownership:

Fee Simple

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

1
Carport:

false
Covered Spaces:

1

Monthly cost estimate

Asking price

$175,000

Expense	Monthly cost
Mortgage	$937
Taxes	$39
Insurance	$48
Utilities	$171 See report
Total	$1,195/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Max Internet Speed

Frontier

Provided by BroadbandNow®

Sale history

Date	Event	Source	Price	% Change
6/27/25 Jun 27, 2025	Pending	STELLAR_MLS	$175,000
6/23/25 Jun 23, 2025	Listed / Active	STELLAR_MLS	$175,000

Want a closer look?

Go see 4025 Chesswood Drive

Or Call Toll Free 1-800-258-2512

We guarantee that we’ll never spam you.

* indicates a required field

More homes

Newest listings in Holiday, FL

Similar sold homes

This house located in Buena Vista, Holiday, FL 34691 is currently pending sale for $175,000. 4025 Chesswood Drive is a 1,257 square foot house with 3 beds and 2 baths that has been on Estately for 4 days. 4025 Chesswood Drive is in the Buena Vista neighborhood of Holiday and has a WalkScore® of 40, making it car-dependent. This house is in the attendance area of Gulfside Elementary School, Anclote High School, and Paul R. Smith Middle School.

Listing Courtesy of: STELLAR_MLS and KELLER WILLIAMS TAMPA PROP..

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.