Winter Haven, FL Homes

/25
$446,700
- 4 Beds
- 2.5 Baths
- 2,850 Sq Ft
240 Santa Rosa Dr, Winter Haven, FL 33884

Luxury Meets Paradise in Winter Haven's Exclusive Overlook Estates! Experience the pinnacle of Florida living in this exceptional 4-bedroom, 2.5-bath pool home, offering 2,850 sq ft of light-drenched space in the established Overlook Estates neighborhood, where privacy and prestige define the community. Originally built in 1988, this residence masterfully blends timeless elegance with impressive

Brian Surrency LIVE FLORIDA REALTY

240 Santa Rosa Dr, Winter Haven, FL 33884
/16
$1,785 per month
- 3 Beds
- 2 Baths
- 1,904 Sq Ft
- House for Rent
3233 Timberline Rd, Winter Haven, FL 33880

This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

Daniel Reyes MAIN STREET RENEWAL LLC

3233 Timberline Rd, Winter Haven, FL 33880
/2
$229,000 Sold Jul 15, 2025

4174 Pirates Landing, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 1,332 Sq Ft
- Built 1985
Last Sold Summary
- 5% Below List Price
- $172/SF
- 91 Days On Market
Current Estimated Value $231,826

Last Listing Agent Jill Lingenfelter CENTURY 21 MYERS REALTY

4174 Pirates Landing, Winter Haven, FL 33884

/12
Est $294,243 Not Listed For Sale

3604 Julius Estates Blvd, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
- Built 2015
3604 Julius Estates Blvd, Winter Haven, FL 33881

Last Sold Summary
- $159/SF
- 81 Days On Market
Last Sold Price $294,000

Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

/32
$485,000
- 4 Beds
- 3 Baths
- 2,569 Sq Ft
305 Hernando Rd, Winter Haven, FL 33884

Enjoy the quaint living in this deed restricted community! Step into this stunning home through a spacious, light-filled foyer and prepare to be impressed by the thoughtfully, well maintained designed layout and exceptional features throughout. This home offers oversized bedrooms and a versatile bonus room—perfect for a game room, home office, or even a private in-law suite. This home has a

Sherry Sapp COLDWELL BANKER REALTY

305 Hernando Rd, Winter Haven, FL 33884
/20
$2,195 per month
- 4 Beds
- 2 Baths
- 2,818 Sq Ft
- House for Rent
833 Sun Ridge Village Dr, Winter Haven, FL 33880

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2339.90. That covers your base rent, $2195.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

833 Sun Ridge Village Dr, Winter Haven, FL 33880
/2
$360,000 Sold Apr 07, 2025

359 Mandolin Ln, Winter Haven, FL 33884
- 4 Beds
- 2 Baths
- 2,356 Sq Ft
- Built 2009
Last Sold Summary
- 4% Below List Price
- $153/SF
- 60 Days On Market
Current Estimated Value $367,691

Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR

359 Mandolin Ln, Winter Haven, FL 33884

/25
Est $358,235 Not Listed For Sale

124 Waterside Cir, Winter Haven, FL 33880
- 4 Beds
- 2.5 Baths
- 2,556 Sq Ft
- Built 2017
124 Waterside Cir, Winter Haven, FL 33880

Last Sold Summary
- 2% Above List Price
- $137/SF
- 129 Days On Market
Last Sold Price $350,000

Last Listing Agent ALLISON JOHNSTON MAINSTAY BROKERAGE LLC

/14
$343,950 New Construction
- 4 Beds
- 3 Baths
- 2,070 Sq Ft
Slate Plan at Annabelle Estates, Lake Wales, FL 33859

The thoughtfully designed Slate floor plan opens with two bedrooms flanking a full hall bath. Beyond the entry, you'll find an open layout with a dining nook, a great room with access to an inviting covered patio, and a kitchen with a center island, walk-in pantry and abundant cabinetry. The owner's suite is nearby, offering a generous walk-in closet and a private bath with optional dual sinks, a

Richmond American Homes Builder

4130 Old Bartow Lake Wales Rd Unit 36431511, Lake Wales, FL 33859
/16
$2,200 per month
- 4 Beds
- 2.5 Baths
- 1,933 Sq Ft
- House for Rent
1334 Diego Terrace, Winter Haven, FL 33884

Brand New Spacious 4 Bedroom/2.5 Bathroom Home with a Community Pool Access for Rent! Built in 2024 this bright modern house with an open and airy living/dining space concept is perfectly located in a nice neighborhood right across from the elementary school. Property Features include Modern Kitchen with Quartz Countertops equipped with stainless steel appliances - stove, microwave, dishwasher,

ANNA KOSTENKO KELLER WILLIAMS REALTY AT THE LAKES

1334 Diego Terrace, Winter Haven, FL 33884
/2
$150,000 Sold Apr 29, 2025

1810 Woodpointe Dr, Winter Haven, FL 33884
- Land
- 0.44 Acre
- $340,909 per Acre
Last Sold Summary
- 1,011 Days On Market
Current Estimated Value $156,794

Last Listing Agent John Wood, JR JOHN WOOD REALTY, INC.

1810 Woodpointe Dr, Winter Haven, FL 33884

/24
Est $304,858 Not Listed For Sale

1152 Bowline St, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,622 Sq Ft
- Built 2013
1152 Bowline St, Winter Haven, FL 33880

Last Sold Summary
- 3% Below List Price
- $194/SF
- 0 Days On Market
Last Sold Price $314,000

Last Listing Agent Florina Sharrock GERMEROTH REALTY LLC

/73
$250,000
- 2 Beds
- 2.5 Baths
- 2,045 Sq Ft
11 Casarena Ct, Winter Haven, FL 33881

Discover a rare opportunity to own this architecturally distinctive 2-bedroom, 2.5-bath residence located in the gated community of Casarena on the Lakes. This well-designed home offers an impressive blend of indoor and outdoor living spaces. The main level features a formal living room with a fireplace and wet bar, a dining area, a functional kitchen with breakfast bar, a guest half bath, and

Tim Weisheyer DREAM BUILDERS REALTY

11 Casarena Ct, Winter Haven, FL 33881
/17
$1,575 per month
- 3 Beds
- 1 Bath
- 864 Sq Ft
- House for Rent
2265 3rd St NE, Winter Haven, FL 33881

Available the first week of January, this well-maintained 3-bedroom home is tucked away on a quiet dead-end street, offering privacy and a peaceful setting. The interior features a functional and efficient layout designed to make the most of every square foot, with a welcoming living area ideal for everyday comfort and casual entertaining.The kitchen is thoughtfully updated with stainless

2265 3rd St NE, Winter Haven, FL 33881
/10
$352,990 Sold Aug 08, 2025

3458 Evening Star Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,900 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $186/SF
- 13 Days On Market
Current Estimated Value $290,667

Starlight Homes Sunset Hills

3458 Evening Star Dr, Winter Haven, FL 33881

/30
Est $230,057 Not Listed For Sale

1621 Vienna Square Dr, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 1,497 Sq Ft
- Built 2015
1621 Vienna Square Dr, Winter Haven, FL 33884

Last Sold Summary
- 8% Below List Price
- $166/SF
- 61 Days On Market
Last Sold Price $249,000

Last Listing Agent Wanda Dicks COLDWELL BANKER REALTY

/77
$129,900
- 2 Beds
- 2 Baths
- 1,190 Sq Ft
700 Mirror Terrace NW Unit 505, Winter Haven, FL 33881

Best view in the building! Welcome to your dream Florida escape at 700 Mirror Terrace NW, a beautifully updated and well-maintained condo in this lively 55+ Spring Lake Towers Community. This stunning unit boasts unparalleled lakefront views on the Chain of Lakes in Winter Haven, offering breathtaking sunrises and sunsets every day. Step inside and discover a spacious living and dining room. The

Victoria Bollea CHARLES RUTENBERG REALTY INC

700 Mirror Terrace NW Unit 505, Winter Haven, FL 33881
/21
$2,500 per month
- 3 Beds
- 2 Baths
- 1,391 Sq Ft
- House for Rent
112 Lagoon Rd, Winter Haven, FL 33884

For Rent – Winter Haven, FL Welcome to this beautifully remodeled home located at 112 Lagoon Rd, Winter Haven, FL 33884. This property offers comfort, convenience, and a prime location. “The property includes an efficient that you can rent out to help cover the rent payment.” Property Features: • 3 spacious bedrooms • 2 updated bathrooms • Modern remodeled kitchen with quality finishes • Indoor

Zulmy Serrano AGENT TRUST REALTY CORPORATION

112 Lagoon Rd, Winter Haven, FL 33884
/2
$340,000 Sold Jul 28, 2025

741 Canberra Rd, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,749 Sq Ft
- Built 1987
Last Sold Summary
- 3% Below List Price
- $194/SF
- 6 Days On Market
Current Estimated Value $333,149

Last Listing Agent Julie Matthews JULIE MATTHEWS GROUP LLC

741 Canberra Rd, Winter Haven, FL 33884

/2
Not Listed For Sale

6380 Lolly Bay Loop NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,681 Sq Ft
- Built 1989
6380 Lolly Bay Loop NE, Winter Haven, FL 33881

Last Sold Summary
- $110/SF
- 22 Days On Market
Last Sold Price $185,000

Last Listing Agent Anya Kovalenko LPT REALTY, LLC

/34
$329,990 New Construction
- 5 Beds
- 3 Baths
- 2,077 Sq Ft
4422 Blackwell Ave, Lake Wales, FL 33859

The property is located at 4422 Blackwell Avenue LAKE WALES FL 33859 priced at 329990, the square foot and stories are 2077, 1.The number of bath is 3, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

D.R. Horton Builder

4422 Blackwell Ave, Lake Wales, FL 33859
/7
$1,395 per month
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- House for Rent
210 Sweet Cir, Winter Haven, FL 33884

Property Id: 2325698Monthly rent includes cable,internet,trash pickup and use of the many amenities. Updated A/C and ducts. New carbage disposal,ceiling fan,vanity,medicine cabinet,sink,faucet,bathroom flooring,fire extinquisher,GFI and smoke detectors. Power washed,carpet shampooed and deep cleaned throughout. Shed with washer/dryer, screen porch and handicap accessible. Close to

210 Sweet Cir, Winter Haven, FL 33884
/2
$274,000 Sold Jul 16, 2025

4163 Pirates Landing, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,935 Sq Ft
- Built 1985
Last Sold Summary
- 12% Below List Price
- $142/SF
- 229 Days On Market
Current Estimated Value $276,544

Last Listing Agent April Radermacher CENTURY 21 WATSON & MYERS REALTY

4163 Pirates Landing, Winter Haven, FL 33884

/41
Not Listed For Sale

509 Sharon Hill Ct, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
- Built 1992
509 Sharon Hill Ct, Winter Haven, FL 33880

Last Sold Summary
- $124/SF
- 3 Days On Market
Last Sold Price $215,000

Last Listing Agent Mary Kay Cook STRAIGHT UP REALTY & PM LLC

/41
$350,000
- 5 Beds
- 2.5 Baths
- 2,274 Sq Ft
271 Inman Blvd, Winter Haven, FL 33881

PRISTINE AND MOVE-IN READY! Come and see this barely lived in 5 BEDROOM, 2.5-BATH home nestled in the solar-friendly community of INMAN GROVES. Built in 2024 and set on a corner lot with NO REAR NEIGHBORS, this home offers peaceful views, unbeatable privacy, and all the advantages of brand-new construction—without the wait. Step inside and be greeted by a bright and open first floor layout

Isabelle Maye BHHS FLORIDA PROPERTIES GROUP

271 Inman Blvd, Winter Haven, FL 33881
/16
$1,350 per month
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Condo for Rent
2001 San Marcos Dr SE Unit 1, Winter Haven, FL 33880

FOR RENT - Lovely 2/2 Bedroom condominium on the First Floor in the most coveted area of Southeast Winter Haven. The unit comes with a refrigerator, range, dishwasher, microwave, and a stackable washer and dryer in the primary bathroom. The clubhouse has a small fitness area and a beautiful pool. The community has access to Lake Lulu which is on the Chain of Lakes, a dock, and a gazebo. The condo

Linda Andre COLDWELL BANKER REALTY

2001 San Marcos Dr SE Unit 1, Winter Haven, FL 33880
/2
$415,000 Sold Oct 22, 2025

731 Avenue A SW, Winter Haven, FL 33880
- 8 Beds
- 5 Baths
- 3,588 Sq Ft
- Built 1920
Last Sold Summary
- 2% Below List Price
- $116/SF
- 30 Days On Market
Current Estimated Value $412,630

Last Listing Agent Craig Morby SAUNDERS REAL ESTATE, LLC

731 Avenue A SW, Winter Haven, FL 33880

/27
Not Listed For Sale

6417 Jacaranda Ave NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1983
6417 Jacaranda Ave NE, Winter Haven, FL 33881

Last Sold Summary
- $147/SF
- 35 Days On Market
Last Sold Price $169,900

Last Listing Agent Jean Murphy CENTURY 21 MYERS REALTY

/19
$329,900
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
287 Inman Blvd, Winter Haven, FL 33881

CORNER LOT! PRISTINE! MOVE IN READY! Come see this Pristine 3 BED 2 BATH home. in a solar-friendly community. Built in 2023 this home offers peaceful views, unbeatable privacy, and all the advantages of brand-new construction—without the wait. Welcome to this bright, open-concept home designed for easy living and entertaining. Features a modern kitchen with quartz countertops, stainless steel

Emanuel Martinez MARCILLO REAL ESTATE LLC

287 Inman Blvd, Winter Haven, FL 33881
/20
$2,548 per month
- 3 Beds
- 2 Baths
- 1,722 Sq Ft
- Condo for Rent
919 Ave S SE Unit SI FL1-ID1325030P, Winter Haven, FL 33880

The advertised rate of $2,549/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

919 Ave S SE Unit SI FL1-ID1325030P, Winter Haven, FL 33880
/2
$310,000 Sold Mar 26, 2025

5844 Royal Hills Cir, Winter Haven, FL 33881
- 4 Beds
- 3.5 Baths
- 3,004 Sq Ft
- Built 2006
Last Sold Summary
- 5% Below List Price
- $103/SF
- 98 Days On Market
Current Estimated Value $337,975

Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR

5844 Royal Hills Cir, Winter Haven, FL 33881

/2
Est $295,634 Not Listed For Sale

4723 Mandolin Loop, Winter Haven, FL 33884
- 4 Beds
- 2.5 Baths
- 1,860 Sq Ft
- Built 2011
4723 Mandolin Loop, Winter Haven, FL 33884

Last Sold Summary
- 3% Below List Price
- $164/SF
- 24 Days On Market
Last Sold Price $305,000

Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

/23
$330,490 New Construction
- 5 Beds
- 2.5 Baths
- 2,326 Sq Ft
Georgia Plan at Peace Creek Reserve - Manor Key Collection, Winter Haven, FL 33884

This two-story home highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family

Lennar Builder

1108 Tyler Loop Unit 36037863, Winter Haven, FL 33884
/19
$1,300 per month
- 2 Beds
- 2 Baths
- 823 Sq Ft
- Condo for Rent
632 Pavare Ct Unit 632, Winter Haven, FL 33884

Freshly renovated, spacious, 2 bed 2 bath condo with resort pool and amenities. Located on the second floor with no one above you. Quiet serene location with beautiful garden views from your private balcony. Washer and dryer included.First, Last and one months rent deposit due at signing

Reeve Levanthal IRIS INTERNATIONAL

632 Pavare Ct Unit 632, Winter Haven, FL 33884
/2
$239,000 Sold May 16, 2025

144 Lowell Rd, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,380 Sq Ft
- Built 1964
Last Sold Summary
- 11% Below List Price
- $173/SF
- 49 Days On Market
Current Estimated Value $232,318

Last Listing Agent Steven Ray Burnett NUGGET REALTY

144 Lowell Rd, Winter Haven, FL 33884

/2
Not Listed For Sale

313 Thornhill Estates Ct, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,539 Sq Ft
- Built 1997
313 Thornhill Estates Ct, Winter Haven, FL 33880

Last Sold Summary
- $143/SF
- 42 Days On Market
Last Sold Price $220,000

Last Listing Agent Debbie Owen WHIPPET PROPERTIES OF FLORIDA LLC

/26
$340,000
- 4 Beds
- 2.5 Baths
- 2,526 Sq Ft
3600 Julius Estates Blvd, Winter Haven, FL 33881

AMAZING two-story home!!! Located in a BEAUTIFUL LAKEFRONT COMMUNITY! HUGE, fenced corner lot, very nice layout with a FLEX area/room that can be used as a formal Livingroom, office, or den, large master bedroom with a nice bathroom with dual sinks, walk in shower & walk-in closet, laundry room, 2 car garage & so much MORE**Seller may consider buyer's concessions **CALL YOUR AGENT FOR A PRIVATE

Gladys Falcon LUXURY REAL ESTATE GROUP LLC

3600 Julius Estates Blvd, Winter Haven, FL 33881
/17
$1,785 per month
- 4 Beds
- 2.5 Baths
- 2,121 Sq Ft
- House for Rent
1112 Sophia Blvd, Winter Haven, FL 33881

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1929.90. That covers your base rent, $1785.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

1112 Sophia Blvd, Winter Haven, FL 33881
/2
$377,000 Sold Nov 26, 2025

522 Alachua Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 2,054 Sq Ft
- Built 1973
Last Sold Summary
- 1% Below List Price
- $184/SF
- 25 Days On Market
Current Estimated Value $368,411

Last Listing Agent Christopher Howard DALTON WADE INC

522 Alachua Dr, Winter Haven, FL 33884

/31
Not Listed For Sale

6709 Canterbury Dr NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,222 Sq Ft
- Built 1984
6709 Canterbury Dr NE, Winter Haven, FL 33881

Last Sold Summary
- $113/SF
- 24 Days On Market
Last Sold Price $137,500

Last Listing Agent Carol Berglund EXP REALTY LLC

Showing Results 601 - 640, Page 16 of 18

Florida Polk County Winter Haven

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