Under contract-accepting backup offers. HUGE PRICE REDUCTION! Spacious 2,336 SF pool home in the gated, tranquil Overlook Estates. This 4BR/2BA floorplan features a split-bedroom layout and generous living space including an eat-in kitchen, 17x18 vaulted family room, 10x16 dining room with bay window, and a large foyer. The master suite includes a dressing alcove and walk-in closet; an adjacent bedroom makes an ideal office or nursery. High-traffic areas feature tile flooring; sliding glass doors in three rooms recess into the wall and open to a 31x50 pool deck — perfect for indoor/outdoor living. Additional highlights: 95x130 lot, terraced front walkway, 7x8 laundry with cabinetry and utility sink, 22x23 garage with built-in storage, tankless water heater, and leaf filter gutter guards. Ready for your finishing touches!
Pending
Price cut: $35K (6/18)
$290,000
262 Santa Rosa Dr, Winter Haven, FL 33884
4beds
2,336sqft
Single Family Residence
Built in 1987
0.28 Acres Lot
$-- Zestimate®
$124/sqft
$46/mo HOA
What's special
Split-bedroom layoutLarge foyerGenerous living spaceTerraced front walkwayLeaf filter gutter guardsEat-in kitchen
- 113 days |
- 1,209 |
- 85 |
Zillow last checked:
Listing updated:
Listed by:
Amy Reynolds 863-412-2279,
LOCKHART & ASSOCIATES INC 863-293-1234
Source: Stellar MLS,MLS#: L4960100
Originating MLS: Lakeland

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Family Room, Dining Room, Living Room, Utility Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 223.13 Square Feet
- Dimensions: 17.5x12.75
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 149.5 Square Feet
- Dimensions: 13x11.5
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 169 Square Feet
- Dimensions: 13x13
Bedroom 4
- Features: Built-in Closet
- Level: First
- Area: 110 Square Feet
- Dimensions: 11x10
Dining room
- Level: First
- Area: 123 Square Feet
- Dimensions: 12x10.25
Family room
- Level: First
- Area: 274.5 Square Feet
- Dimensions: 18x15.25
Kitchen
- Level: First
- Area: 171 Square Feet
- Dimensions: 18x9.5
Living room
- Features: Ceiling Fan(s)
- Level: First
- Area: 178.75 Square Feet
- Dimensions: 13.75x13
Heating
- Central, Electric, Heat Pump
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Tankless Water Heater, Washer
- Laundry: Gas Dryer Hookup, Inside, Laundry Room
Features
- Ceiling Fan(s), Eating Space In Kitchen, Primary Bedroom Main Floor, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Ceramic Tile, Vinyl
- Doors: Outdoor Grill, Sliding Doors
- Windows: Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 3,136
- Total interior livable area: 2,336 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 23x22
Features
- Levels: One
- Stories: 1
- Patio & porch: Rear Porch, Screened
- Exterior features: Irrigation System, Outdoor Grill, Private Mailbox
- Has private pool: Yes
- Pool features: Gunite, In Ground, Screen Enclosure
Lot
- Size: 0.28 Acres
- Dimensions: 95 x 130
- Features: In County
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 262835662926000110
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1987
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: BB/HS Internet Available, Natural Gas Connected, Underground Utilities
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: OVERLOOK ESTATES
HOA
- Has HOA: Yes
- HOA fee: $46 monthly
- HOA name: Overlook Estates/ Mark Koski
- HOA phone: 717-855-3110
Location
- Region: Winter Haven
Financial & listing details
- Price per square foot: $124/sqft
- Tax assessed value: $312,529
- Annual tax amount: $739
- Date on market: 3/11/2026
- Cumulative days on market: 113 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/18/2026 | Pending sale | $290,000$124/sqft |
Source: | ||
| 6/18/2026 | Price change | $290,000-10.8%$124/sqft |
Source: | ||
| 6/3/2026 | Price change | $325,000-7.1%$139/sqft |
Source: | ||
| 4/23/2026 | Price change | $350,000-6.7%$150/sqft |
Source: | ||
| 4/11/2026 | Price change | $375,000-5.1%$161/sqft |
Source: | ||
| 3/11/2026 | Listed for sale | $395,000+107.9%$169/sqft |
Source: | ||
| 12/31/2015 | Sold | $190,000-5%$81/sqft |
Source: Stellar MLS #P4703806 Report a problem | ||
| 9/25/2015 | Price change | $199,900-4.8%$86/sqft |
Source: JUDY B CLEAVES PROPERTIES INC #P4703806 Report a problem | ||
| 6/10/2015 | Price change | $209,900-6.7%$90/sqft |
Source: JUDY B CLEAVES PROPERTIES INC #P4703806 Report a problem | ||
| 3/6/2015 | Listed for sale | $224,900$96/sqft |
Source: Judy B. Cleaves Properties, Inc. #P4703806 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $207,198 +2.9% |
| 2024 | -- | $201,359 +3% |
| 2023 | -- | $195,494 +3% |
| 2022 | -- | $189,800 +3% |
| 2021 | -- | $184,272 +1.4% |
| 2020 | -- | $181,728 +2.3% |
| 2019 | -- | $177,642 +1.9% |
| 2018 | $403 +6.1% | $174,330 +2.1% |
| 2017 | $380 -79.3% | $170,744 +2.1% |
| 2016 | $1,833 +14.6% | $167,232 +18.2% |
| 2015 | $1,600 -12.7% | $141,489 +0.8% |
| 2014 | $1,833 +14.9% | $140,366 +1.5% |
| 2013 | $1,595 -10.5% | $138,292 -8.3% |
| 2012 | $1,782 -6.9% | $150,872 -4.4% |
| 2011 | $1,913 -6% | $157,782 -3.4% |
| 2010 | $2,036 -7.8% | $163,353 -2.4% |
| 2009 | $2,207 +7% | $167,334 +0.1% |
| 2008 | $2,062 | $167,167 |
| 2007 | -- | -- |
| 2006 | $2,390 | -- |
| 2005 | -- | -- |
| 2004 | $2,061 +2.3% | -- |
| 2003 | $2,014 +0.4% | $143,230 +2.4% |
| 2002 | $2,006 +2% | $139,873 +1.6% |
| 2001 | $1,967 | $137,670 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: Cypress Gardens
Nearby schools
GreatSchools rating
- 2/10Elbert Elementary SchoolGrades: PK-5Distance: 1.4 mi
- 3/10Denison Middle SchoolGrades: 6-8Distance: 2.2 mi
- 3/10Winter Haven Senior High SchoolGrades: 9-12Distance: 1.8 mi
Schools provided by the listing agent
- Elementary: Elbert Elem
- Middle: Denison Middle
- High: Winter Haven Senior
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Florida
- Polk County
- Winter Haven
- 33884
- Cypress Gardens
- 262 Santa Rosa Dr





