1389 CHESTERFIELD DRIVE Clearwater, FL $ 575,000
1389 CHESTERFIELD DRIVE
$ 575,000
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1389 CHESTERFIELD DRIVE

Clearwater, FL, 33756
$ 575,000
Bedrooms3 Baths2.0 Sq 1,414

Monthly Estimate*

$ 3,540

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Single Family Home for sale in Clearwater, FL

for $575,000 with 3 bedrooms and 2 full baths. This 1,414 square foot home was built in 1962 on a lot size of 0.19.

Under contract-accepting backup offers. Whether you're searching for your forever home, a sun-soaked Florida retreat, or a savvy investment property — 1389 Chesterfield Drive has you covered. This stunning coastal gem checks every box, and then some. MOVE-IN READY | NEWLY RENOVATED | NO FLOOD ZONE | NO HOA The hard work is already done: Roof (2023), water heater (2023), 125-amp electrical panel (2022), HVAC (2019), screened lanai (2023), gutters (2023), irrigation pump (2023), and appliances (2023). Pack your bags and start living — this home is ready when you are. A recently completed four-point inspection is available upon request, giving you even greater peace of mind. Tucked into a wonderful, established neighborhood within the city limits of Largo, this beautifully designed 3-bedroom, 2-bath coastal home sits just 10 minutes from the beach. From the moment you step through the front door, something shifts — the coastal vibe wraps around you, and it immediately feels like home with a bright open layout. Luxury vinyl plank flooring flows seamlessly throughout, anchoring the open-concept design. The updated kitchen features spectacular quartz countertops, handcrafted tile backsplash, new stainless steel appliances, a designer range hood, and floating shelves that are equal parts functional and gorgeous. Step through to the screened-in lanai and let Florida do its thing. A heated in-ground pool glistens over a paver patio, surrounded by a fully fenced, private backyard complete with a pool shed. A great space for gathering with friend and family, this outdoor space was made for making memories. The primary suite is your personal sanctuary, featuring an en-suite bath and a generous sitting area large enough for a dedicated home office. Both bathrooms have been refreshed with new vanities. The two-car garage offers built-in shelving to keep life organized. And a lawn with a fully automated irrigation system that runs off a private well, without the added water bill. The flexibility here is truly rare. Approved for short-term rentals by the City of Largo, this home works beautifully as a primary residence, a second home escape, or an income-generating investment property. Turnkey setup. Furniture negotiable with a strong offer. All of this, just minutes from the Gulf beaches, top-rated restaurants, shopping, and everything the Coast has to offer. Homes like this don't wait. Neither should you.

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Single Family Pending

Price

$ 575,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 6,700

Style

Coastal Ranch

Lot Size

0.19

Year Built

1962

Town/City

Clearwater

County/Region

Pinellas

MLS | Web ID

TB8504519

Features
General
Sewer Public Sewer
Heating Central Electric Heat Pump
Cooling Central Air
Utilities Cable Connected Fiber Optics Public Sewer Connected Sprinkler Well Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Disposal Dryer Electric Water Heater Microwave Range Range Hood Refrigerator Washer
Zoning RES
Garage Spaces 2
Patio/Porch Features Covered Enclosed Front Porch Patio Rear Porch Screened
Architectural Style Coastal Ranch
Pool Features Gunite Heated In Ground Lighting
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 1962
View City Pool
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Pinellas
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name CHESTERFIELD HEIGHTS
Facing Direction West
Garage Y/N true
Total Rooms 6
Full Baths 2
Status Pending
Directions Take Bellaeir Rd west to S Evergreen Ave. Left on Ponce de Leon Blvd and right on Chesterfield Dr.
High School Largo High-PN
City CLEARWATER
Senior Community Y/N false
MLS Area 33756 - Clearwater/Belleair
Lot Size Units Square Feet
Lot Size Square Feet 8294
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Ponce de Leon Elementary-PN
Land Lease Y/N false
Tax Annual Amount 6700
Home Warranty Y/N false
Middle/Junior High School Largo Middle-PN
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/TB8504519
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Pending
Occupancy Type Vacant
Tax Lot 4
Legal Description CHESTERFIELD HEIGHTS LOT 4
Minimum Lease 1-7 Days
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Ceiling Fan(s) Eating Space In Kitchen Living Room/Dining Room Combo Open Floorplan Primary Bedroom Main Floor Solid Surface Counters Thermostat Window Treatments
Flooring Luxury Vinyl Tile
Furnished Y/N Negotiable
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N false
Half Baths 0
Laundry Features Electric Dryer Hookup In Garage Washer Hookup
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Garden Irrigation System Private Yard Rain Gutters
Vegetation Mature Landscaping
Fencing Wood
Lot Features Cleared Landscaped Near Golf Course
Water Source Public
Lot Size Area 8294
Foundation Details Slab
Building Area Total 1924
Lot Dimensions 75 x 110
Lot Size Acres 0.19
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
Number of Lots 1
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* Excluded Features
List By
Exp Realty Llc

Broker

peter@floridacoastalre.com

Email

Affordability Calculator

$4,099
Per Month
86%
14%
0%
Monthly Principal & Interest
$3,540
Monthly Property Taxes
$558
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Largo High-PN High School High School
Pricing History
DatePricePrice ChangeDescription
5/3/2026$575,000 Listed Price

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1389 CHESTERFIELD DRIVE, Clearwater, FL, 33756 is a Single Family Home for sale at $575,000 with 1,414 sqft and a lot size of 0.19. 1389 CHESTERFIELD DRIVE has 3 bedrooms, 2.0 baths, and was built in 1962. The property's zip code is 33756 which is in Clearwater, FL