215 Santa Rosa Dr

Winter Haven, FL 33884

$329,900
Price
4
Beds
2,355 Sq. Ft.
$140 / Sq. Ft.
2,355
Sq. Ft.
$140
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Pending
Pending
a front view of a house with garden
a living room with furniture a fireplace and a flat screen tv
a living room with furniture a fireplace and a flat screen tv
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a kitchen with stainless steel appliances granite countertop a stove a refrigerator and a sink
a kitchen with stainless steel appliances granite countertop a refrigerator and a stove top oven
a dining room with furniture window and wooden floor
a view of a dining room with furniture window and outside view
a living room with furniture a fireplace and a flat screen tv
a living room with furniture a window and a chandelier
a bathroom with a sink and a mirror
a bathroom with a sink and a mirror
a bedroom with a bed and a chandelier
a bedroom with a bed and a chandelier
a bedroom with a bed and window
a very nice looking room with a ceiling fan and a window
a bedroom with a bed and a flat screen tv
a bedroom with a bed mirror and window
a bedroom with a large bed and a chandelier
a bedroom with a bed and a chandelier
a bathroom with a double vanity sink a mirror a bathtub and shower
a bathroom with a double vanity sink a mirror and a bathtub
a bathroom with a double vanity sink and a mirror
a bathroom with a sink a toilet and shower
a view of a dining room with furniture window and outside view
a view of a swimming pool with a yard
a view of a backyard with swimming pool
a living room with furniture and a large window
a view of a house with backyard and a large tree

Description

One or more photo(s) has been virtually staged. This 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,...One or more photo(s) has been virtually staged. This 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.
  1. Listed by Michelle Paez • Brokerage DRE #1064903 • SILVER DOOR REALTY LLC
    P: (954)-589-0144 C: (954)-589-0144 offerscashflow@gmail.com

Property Details for 215 Santa Rosa Drive

Subdivision Name
OVERLOOK ESTATES
Township
28
Garage Spaces
2
Waterfront
No
Furnished
Furnished
LISTING UPDATED: 05/04/2026 03:45 PM

Property Details for 215 Santa Rosa Drive

StatusPending
MLS #TB8494313
Days on Market28
Taxes$3,255 / year
HOA Fees$550 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1988
Lot Size0.34 AC / 14,693 SF
CountyPolk County
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Location

Listing Courtesy of SILVER DOOR REALTY LLC, Michelle Paez
Add your commute

Building Information for 215 Santa Rosa Drive

Stories1Year Built1988Building Size-Lot Size0.34 AC / 14,693 SF

Payment Calculator

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$1,961 per month

30 year fixed, 6.36% Interest

Principal and Interest

$1,644

Property Taxes

$271

HOA Dues

$46

The Payment Calculator is for illustrative purposes only.

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Property Information for 215 Santa Rosa Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2355.0
  • Building Area Units: Square Feet
  • Community Features: Deed Restrictions, Gated Community - Guard
  • Direction Faces: Northeast
  • 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.
  • Elementary School: Elbert Elem
  • Middle Or Junior School: Denison Middle
  • High School: Winter Haven Senior
  • Mls Major Change Type: Pending
  • Major Change Type: Pending
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 215
  • Street Name: SANTA ROSA
  • Street Suffix: DRIVE
  • State: FL
  • City: WINTER HAVEN
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Driveway
Taxes and HOA Information
  • Association Fee Requirement: Required
  • Association Name: Overlook Estates
  • Association Phone: 717-855-3110
  • Association: Yes
  • CDD: No
  • Tax Book Number: 82-44
  • Tax Legal Description: OVERLOOK ESTATES PHASE TWO PB 82 PG 44 LOT 68
  • Tax Lot: 68
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Size Dimensions: 62 x 165
  • Parcel Number: 262835662926000680
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Living Area: 2355
  • Lot Dimensions: 62 x 165
Property and Assessments
  • Year Built Numeric: 1988
  • Flood Zone Code: X
  • Flood Zone Date: 12-22-2016
  • Flood Zone Panel: 12105C0368G
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 26
  • Public Survey Section: 35
Utilities
  • Sewer: Septic Tank
  • Utilities: Other
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Stucco
  • Exterior Features: French Doors, Private Mailbox, Storage
  • Foundation Details: Concrete Perimeter
  • Levels: One
  • Patio And Porch Features: Enclosed, Front Porch, Patio
  • Pool Features: In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Additional Rooms: Family Room
  • Appliances: Disposal, Range, Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Family Room, Wood Burning
  • Fireplace: Yes
  • Flooring: Carpet, Tile
  • Heating: Central, Electric
  • Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Thermostat
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 8.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 215 Santa Rosa Drive

DateEvent & SourcePriceAppreciation
May 4, 2026

Pending

MFRMLS #TB8494313

—
Apr 21, 2026

Price Change

MFRMLS #TB8494313

$329,900—
Apr 16, 2026

Price Change

MFRMLS #TB8494313

$349,900—
DateEvent & SourcePrice
05/04/2026

Pending

MFRMLS #TB8494313

—
04/21/2026

Price Change

MFRMLS #TB8494313

$329,900
04/16/2026

Price Change

MFRMLS #TB8494313

$349,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 215 Santa Rosa Drive

Taxable ValueLand-Additions-Total-
Tax Record2025$2,516 ($210 / month)
Home Facts
Beds4Total Finished SqFt2,355 SqFtAbove Grade Finished SqFt2,355 SqFtStories1Lot Size14,693 SqFtStyleSingle Family ResidenceYear Built1988CountyPOLKAPN262835662926000680Fireplace TypeHas Fireplace

Schools near 215 Santa Rosa Drive

This home is within Polk.
Rating
School
Type
Grades
Distance
Frank E. Brigham Academy
Public - PK to 5
Elbert Elementary School
Public - PK to 5
Jewett School Of The Arts
Public - PK to 8
Jewett Middle Academy Magnet
Public - 6 to 8
Rating
School
Distance
Frank E. Brigham Academy
PublicPK to 5

Elbert Elementary School
PublicPK to 5

Jewett School Of The Arts
PublicPK to 8

Jewett Middle Academy Magnet
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of SILVER DOOR REALTY LLC, Michelle Paez

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 05/04/2026 03:45 PM