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215 Santa Rosa Drive , Winter Haven, FL 33884

$369,900
New to the Market
BEDS4 BATHS2 full SQUARE FEET2,355 MLS#TB8494313
MAP LISTING
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884

29 Total Photos [Click to View All]

215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884
215 Santa Rosa Drive , Winter Haven, FL 33884

Property Description

One or more photo(s) has been virtually staged. 215 Santa Rosa Dr is a 4 bedroom, 2 bathroom single family home with approximately 2,355 square feet on about 0.34 acres, a 2 car garage, a wood burning fireplace, and a screen enclosed pool and jacuzzi inside a gated community just minutes from Legoland. This home stands out for buyers who want strong square footage, a functional layout, and outdoor features that are already in place. The floor plan gives plenty of room for daily living, guests, or flexible use, and the 2 car garage adds practical storage and parking that matters for long term ownership. The gated setting brings added privacy and neighborhood appeal while keeping the property close to shopping, dining, schools, and the main conveniences that make this part of Winter Haven attractive. Inside, the home gives a buyer a solid starting point with the chance to update key finish areas over time. The kitchen and bathrooms are the main spaces where a future owner may choose to remodel, making this a value add opportunity for someone who wants to improve the home around an already desirable footprint. The wood burning fireplace adds character to the living area and helps give the interior more presence than a basic builder layout. This is the kind of house that works well for a buyer who wants size, location, and lifestyle features first, then the freedom to make design changes at their own pace. The outdoor setup is a major part of the appeal. The screen enclosed pool and jacuzzi create a more complete Florida living experience and give the backyard a true entertaining and relaxation element. The screened enclosure adds usability and helps the pool area feel like an extension of the home rather than just an extra feature. The pool is reported to be working, with the main noted item being a light, and seller will have the pool fully cleaned and ready to go. For buyers searching online for a Winter Haven pool home, a gated community home near Legoland, a house with jacuzzi and screened pool, or a Polk County property with indoor and outdoor living space, this home checks multiple search points that matter. Major system notes also help frame the opportunity clearly. The AC is reported at about 10 years old, the water heater about 2 years old, and the roof about 10 years old, with a prior note that inspection suggested roof replacement due to age and mentioned one small leak in a closet. The septic system was replaced, which is an important update for future maintenance planning. HOA is reported at approximately $550 a year, and rental restrictions are reported as no. For buyers looking for a 4 bedroom 2 bathroom home in Winter Haven, a gated neighborhood property near Legoland, or a Florida home with pool, fireplace, garage, and room to personalize, 215 Santa Rosa Dr presents a strong opportunity. SOME PHOTOS HAVE BEEN VIRTUALLY EDITED.

215 Santa Rosa Drive | MLS# TB8494313

This single family home located at 215 Santa Rosa Drive , Winter Haven, FL 33884 is currently listed for sale with an asking price of $369,900. This property was built in 1988 and has 4 bedrooms and 2 full baths with 2355 sq. ft. Santa Rosa Drive is located in the OVERLOOK ESTATES subdivision. Search OVERLOOK ESTATES real estate on patsybradley.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central, Electric
Lot Size: 0.34 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $3,255
Year Built: 1988
Square Feet: 2,355

Amenities

Built-in Features
Ceiling Fans(s)
Eat-in Kitchen
Thermostat
French Doors
Private Mailbox
Storage

Feature Descriptions

Additional Rooms: Family Room
Appliances: Disposal, Range, Refrigerator
Community Features: Deed Restrictions, Gated Community - Guard
Days on Site: 1
Directions: Take Cypress Gardens Blvd/FL-540 to Overlook Dr, turn onto Santa Rosa Dr, and 215 Santa Rosa Dr will be on your right in Winter Haven, FL 33884.
Exterior: Stucco
Fireplace: Family Room, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Carpet, Tile
Foundation: Concrete Perimeter
HOA Fee: 550/ Annually
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot Dimensions: 0.34
Ownership: Fee Simple
Parking: Driveway
Parking Notes: Driveway
Patio/Porch: Enclosed, Front Porch, Patio
Pets Allowed: Yes
Pool: In Ground
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: 24 Hour Notice, Appointment Only, Call Before Showing
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Other
Water: Public
Water Access Y/N: No

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: SILVER DOOR REALTY LLC
Agency Contact: 954-993-0696

Shown By

Agent Name: Patsy Bradley
Agent Phone: (386) 689-4849
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 2,249.55 per month $1,870.42 Principal & Interest $271.25 Property Tax $107.89 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 04/07/2026. The listing information on this page last changed on 04/07/2026. 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 04/07/2026 3:31:05 AM EST) or GAMLS (last updated Mon 04/06/2026 11:14:57 PM EST) or Stellar MLS (last updated Tue 04/07/2026 1:58:51 AM EST) or SPC MLS (last updated Mon 04/06/2026 11:20:24 PM EST) or Martin MLS (last updated Mon 04/06/2026 11:38:10 PM EST) or Indian River MLS (last updated Mon 04/06/2026 11:30:19 PM EST) or Daytona MLS (last updated Mon 04/06/2026 11:36:49 PM EST) or Northeast Florida MLS (last updated Tue 04/07/2026 12:18:41 AM EST) or Beaches MLS (last updated Tue 04/07/2026 2:36:03 AM EST) or BORMLS (last updated Mon 04/06/2026 11:14:45 PM EST) or Golden Isles MLS (last updated Mon 04/06/2026 11:26:35 PM EST) or Amelia/Nassau MLS (last updated Mon 04/06/2026 11:25:12 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 04/06/2026 11:42:16 PM EST) or NFLMLS (last updated Mon 04/06/2026 9:04:15 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® 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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