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280 Santa Rosa Drive , Winter Haven, FL 33884

$430,000
  • 280 Santa Rosa Drive , Winter Haven, FL 33884 Main Photo

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New to the Market Active
BEDS3 BATHS2 full SQUARE FEET2,251 MLS#L4964337
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONOVERLOOK ESTATES

Property Description

Welcome to the beautiful neighborhood of Overlook Estates. This 3 bedroom 2 bath + bonus room is waiting for its new owner/s to make it their own. This home is completely vacant which makes it that much easier to envision your own life here. When you first arrive you will notice the beautiful curb appeal this home offers. Upon entering you will be greeted by the stunning entrance. This home is bright and spacious with high ceilings and beautiful wood beams giving it character right off the bat. The kitchen was completely remodeled in 2022. It has floor to ceiling cabinets giving you plenty of space for storage. Use the large island with a built in cook top or move it over to a more formal dining room. Either way this home is the perfect place for entertaining. You can access the lanai/salt water pool from the primary bedroom, kitchen, living room, and even the full guest bath. The open floor plan allows for friends and family to gather while still having plenty of space to spread out. The primary bedroom with ensuite bath and walk in closet as well as that access to the lanai. The primary bathroom has a walk in shower, garden tub, dual vanity and also includes a walk in closet as well as a linen closet. The two additional bedrooms as well as a full bath are located on the opposite side of the house. A fourth room allows for the perfect office space or even a room to host your guests. This home has been wonderfully updated while still holding onto its charm and character. Schedule your showing today!

280 Santa Rosa Drive | MLS# L4964337

This single family home located at 280 Santa Rosa Drive , Winter Haven, FL 33884 is currently listed for sale with an asking price of $430,000. This property was built in 1986 and has 3 bedrooms and 2 full baths with 2251 sq. ft. Santa Rosa Drive is located in the OVERLOOK ESTATES subdivision. Search OVERLOOK ESTATES real estate on jwinkler.realty100.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central
Lot Size: 0.29 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $5,002
Year Built: 1986

Amenities

Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Solid Wood Cabinets
Split Bedroom
Stone Counters
Walk-In Closet(s)
Window Treatments
French Doors
Private Mailbox
Rain Gutters
Sidewalk
Sliding Doors
Sprinkler Metered

Feature Descriptions

Additional Rooms: Bonus Room
Appliances: Built-In Oven, Convection Oven, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Directions: From US-17 head north, turn right onto Cypress Gardens Blvd SW, in 2.5 miles turn left onto Overlook Dr. In .05 a mile turn left onto Wakulla Dr. SE and then take your immediate right turn into the Overlook Estates neighborhood.
Exterior: Block, Stucco
Fencing: Wood
Fireplace: Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Carpet, Tile, Vinyl
Foundation: Slab
HOA Fee: 500/ Annually
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, Other, VA Loan
Lot: Paved, Private
Lot Dimensions: 0.29
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Garage Door Opener, Oversized
Parking Notes: Garage Door Opener, Oversized
Patio/Porch: Covered, Screened
Pets Allowed: Yes
Pets Restrictions: Please see community documents regarding any pet restrictions.
Pool: Heated, In Ground, Salt Water, Tile
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: Appointment Only, Combination Lock Box, Gate Code Required, See Remarks
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Electricity Connected, Sprinkler Meter
Vegetation: Trees/Landscaped
Water: Public
Water Access Y/N: No
Zoning: R

Room Sizes

Kitchen: 25x27
Living Room: 21x20
Primary Bedroom: 14x18
Primary Bathroom: 14x14
Bedroom 3: 13x14
Den: 12x13
Balcony/Porch/Lanai: 14x39

Local Schools

High School: Winter Haven Senior
Middle School: Denison Middle
Elementary School: Elbert Elem

Listed By / Shown By

Listed By

Agency Name: KELLER WILLIAMS REALTY SMART 1
Agency Contact: 863-508-3000

Shown By

Agent Name: Jacqui Winkler
Agent Phone: Cell: (754) 777-2993
Agency Title: Realty 100

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Estimated Payment

$ 1,499.24 per month $956.99 Principal & Interest $416.83 Property Tax $125.42 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 08/18/2026. The listing information on this page last changed on 08/18/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 08/18/2026 12:11:56 PM EST) or Miami MLS (last updated Tue 08/18/2026 12:08:53 PM EST) or Stellar MLS (last updated Tue 08/18/2026 12:00:54 PM EST) or Beaches MLS (last updated Tue 08/18/2026 12:10:02 PM EST). Real estate listings held by brokerage firms other than Realty 100 may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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