Price Reduced25
$440,000
4 bd · 3 ba · 2,850 sqft
240 Santa Rosa Dr, Winter Haven, FL
Brian Surrency · LIVE FLORIDA REALTY
Est. $2,322/mo$151/sqft · 36 days on Realty
4
Beds
2
Baths
2,257
Sqft
2001
Built
** $10K PRICE REDUCTION as of 10/23/2026!!** More space, more flexibility, and more included! Located near LEGOLAND Florida Resort, this spacious Winter Haven home offers 2,257 square feet of total living area, including a permitted 320-square-foot addition completed in 2021. The interior features a bright main living area with vaulted ceilings, a separate dining space, generously sized bedrooms, an interior laundry room, and a well-equipped kitchen with ample cabinetry and counter space. The refrigerator, range, microwave, dishwasher, washer, and dryer are all included. Step outside to a fenced backyard designed for enjoying the Florida lifestyle. A brand-new permitted covered patio, completed in March 2026, provides an inviting shaded space for relaxing, grilling, or entertaining. The backyard also features mature shade trees and a paver gathering area with a built-in firepit and seating. Additional highlights include a complete HVAC system installed in 2023, a main house roof installed in 2017, a new patio roof installed in 2026, a two-car garage, an included security system, and eight included 360-degree security cameras. Conveniently positioned in Central Florida between Orlando and Tampa, the home provides access to major attractions, shopping, dining, recreation, and everything the Winter Haven area has to provide. With substantial living space, valuable permitted improvements, included appliances, and an outdoor area ready to enjoy, this home delivers features that are increasingly difficult to find at this price point. Schedule your private showing and see how much this property has to give.
Listing agent
Don Jerue
Courtesy of KELLER WILLIAMS REALTY SMART 1
(863) 259-9550
Stellar MLS · Listing MFRL4965212
$68,000
Estimated monthly payment
$2,322/mo
Loan amount $272,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
School ratings (A+ to F) from HJN community data.
Garden Grove Elementary School
PK-5 · Regular · Polk County School District
652 students · 21.0:1 student–teacher
Chain of Lakes Elementary School
PK-5 · Regular · Polk County School District
1,007 students · 18.0:1 student–teacher
Valor Christian Leadership Academy
KG-12 · Regular
56 students · 14.0:1 student–teacher
South Pointe Elementary School
PK-5 · Regular · Polk County School District
689 students · 21.5:1 student–teacher
Wahneta Elementary School
PK-5 · Regular · Polk County School District
491 students · 17.5:1 student–teacher
Elbert Elementary School
PK-5 · Regular · Polk County School District
549 students · 18.9:1 student–teacher
Winter Haven Senior High School
9-12 · Regular · Polk County School District
2,648 students · 24.3:1 student–teacher
John Snively Elementary School
PK-5 · Regular · Polk County School District
396 students · 16.5:1 student–teacher
Within 2 miles of this home: 38+ restaurants and cafés, 4 grocery stores, 19 parks and green spaces, and 2 transit stops.
Place data from OpenStreetMap.
Giovanni's NY Pizza
Cypress Gardens Boulevard
McDonald's
Cypress Gardens Boulevard
Zarza Latin food & grill
Cypress Gardens Boulevard
Deb breakfast & deli
China Park
Cypress Gardens Boulevard
Margarita's Cocina Mexicana
Mexican restaurant · Cypress Gardens Boulevard
Subway
Cypress Gardens Boulevard
Hurricane Grill & Wings
Cypress Gardens Boulevard
Walmart Supercenter
Cypress Gardens Boulevard
Publix
My Nature's Delight
Cypress Gardens Road
La Suerte Oriental Market
River Lake
Lake Ruby
Lake Fox
Dollar Lake
Lake Bess
Lake Winterset
Round Lake
Lake Dexter
Legoland
Safari Trek
Stellar MLSThis content last refreshed on 2026-10-27 02:56:19 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Price Reduced25
$440,000
4 bd · 3 ba · 2,850 sqft
240 Santa Rosa Dr, Winter Haven, FL
Brian Surrency · LIVE FLORIDA REALTY
New12$285,000
3 bd · 2 ba · 1,695 sqft
3952 Giorgio Dr, Winter Haven, FL
Bryan Sumner · MERITAGE HOMES OF FL REALTY
22$300,000
3 bd · 3 ba · 1,867 sqft
222 Cloverdale Rd, Winter Haven, FL
Karen Albright · OPENDOOR BROKERAGE LLC
Price Reduced57$399,000
4 bd · 2 ba · 2,215 sqft
344 Ruby Lake Loop, Winter Haven, FL
Brenda Brooks · KELLER WILLIAMS REALTY SMART 1
Price Reduced38$279,900
3 bd · 2 ba · 1,505 sqft
419 Saint Anns Dr, Winter Haven, FL
Stacey Foskey · UNITED COUNTRY SMITH & ASSOCIATES
Price Reduced32$379,900
4 bd · 2 ba · 2,420 sqft
408 Coleman Dr, Winter Haven, FL
Summer Brady · MAINSTAY BROKERAGE LLC




