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Winter Haven, FL Open Houses

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  • /71

    $484,000 Open House 1/03

    • 3 Beds
    • 2 Baths
    • 2,363 Sq Ft

    5357 Hogan Ln, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. WATERFRONT CUSTOM St. John floor plan with CDD bond debt PAID IN FULL! A true gem in Lake Ashton. Recent Upgrades: Kinetico whole-house water softener, refrigerator (2025), New roof (2024), AC, dishwasher, stove, additional screened room with pavers, and upgraded landscaping (2022). Experience Florida living at its finest in this beautifully

    Agent Photo

    Emily Muscarella

    A+ REALTY LLC

    (863) 431-8559

    5357 Hogan Ln, Winter Haven, FL 33884
  • /48

    $279,466 Open Sat 1PM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft

    5002 Abigail Dr, Winter Haven, FL 33859

    One or more photo(s) has been virtually staged. Under Construction. Welcome home to the Bradley, one of Dream Finders Homes’ most popular floor plans, offering 4 bedrooms, 2 baths, and 1,625 square feet of thoughtful design. Set on a beautiful homesite with no rear neighbors and a serene conservation view, this brand-new home combines privacy with comfort. The open layout showcases a spacious

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5002 Abigail Dr, Winter Haven, FL 33859
  • /2

    $335,905 Open Sat 1PM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft

    272 Meredith Blvd, Winter Haven, FL 33881

    Under Construction. Welcome to this stunning Dream Finders Bradley floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1598 square feet of living space, and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    272 Meredith Blvd, Winter Haven, FL 33881
  • /34

    $370,761 Open Sat 1PM - 5PM

    • 4 Beds
    • 3 Baths
    • 2,110 Sq Ft

    260 Meredith Blvd, Winter Haven, FL 33881

    Under Construction. Welcome to this stunning Dream Finders Poinciana Floorplan, located in the highly sought-after community of Willowbrook near a beautiful Golf Course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2110 sq feet of living space and provides excellent curb appeal in its elevation. Inside, you will find gorgeous White cabinets complemented by sleek quartz

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    260 Meredith Blvd, Winter Haven, FL 33881
  • /34

    $344,500 Open Sat 1PM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft

    248 Meredith Blvd, Winter Haven, FL 33881

    Under Construction. The Bradley floor plan is a well-designed one-story home featuring four spacious bedrooms and two bathrooms. This layout emphasizes an open concept, with the dining room flowing seamlessly into the great room, creating a bright and airy central living space perfect for gatherings. The kitchen offers easy access to the dining area, making meal times and entertaining more

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    248 Meredith Blvd, Winter Haven, FL 33881
  • /36

    $267,619 Open Sat 1PM - 5PM

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    4093 Penelope Ave, Lake Wales, FL 33859

    One or more photo(s) has been virtually staged. Under Construction. Want a move-in-ready home with quartz countertops, high ceilings, a covered lanai, and smart home technology — plus community amenities the whole family will love? Step into the Auburndale floor plan at Annabelle Estates by Dream Finders Homes, Builder of the Year. Imagine cooking in your modern kitchen with 42-inch cabinets,

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    4093 Penelope Ave, Lake Wales, FL 33859
  • /2

    $374,558 Open Sat 1PM - 5PM

    • 4 Beds
    • 3 Baths
    • 2,110 Sq Ft

    276 Meredith Blvd, Winter Haven, FL 33881

    Under Construction. Welcome to this stunning Dream Finders Poinciana floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2,110 square feet of living space, and providing excellent curb appeal in it's elevation. Inside, you'll find gorgeous Gray cabinets complemented by sleek quartz

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    276 Meredith Blvd, Winter Haven, FL 33881
  • /35

    $362,813 Open Sat 1PM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,938 Sq Ft

    244 Meredith Blvd, Winter Haven, FL 33881

    Welcome to this stunning Dream Finders MULBERRY floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2 and a half-bath home offers 1,938 square feet of living space, and providing excellent curb appeal in it's elevation. Inside, you'll find gorgeous gray cabinets complemented by sleek quartz countertops

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    244 Meredith Blvd, Winter Haven, FL 33881
  • /31

    $338,180 Open Sat 1PM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft

    264 Meredith Blvd, Winter Haven, FL 33881

    Welcome to this stunning Dream Finders Bradley floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,589 square feet of living space and boasts excellent curb appeal due to its impressive elevation. Inside, you'll find gorgeous Gray cabinets complemented by sleek quartz countertops in

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    264 Meredith Blvd, Winter Haven, FL 33881
  • /37

    $370,276 Open Sat 1PM - 5PM

    • 4 Beds
    • 3 Baths
    • 2,110 Sq Ft

    240 Meredith Blvd, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Under Construction. Welcome to this stunning Dream Finders Poinciana floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2,110 square feet of living space, and providing excellent curb appeal in it's elevation. Inside, you'll find

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    240 Meredith Blvd, Winter Haven, FL 33881
  • /2

    $359,277 Open Sat 1PM - 5PM

    • 4 Beds
    • 2.5 Baths
    • 1,938 Sq Ft

    268 Meredith Blvd, Winter Haven, FL 33881

    Welcome to this stunning Dream Finders Mulberry floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2.5-bath home offers 1,938 square feet of living space, and providing excellent curb appeal in it's elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz counter tops in the

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    268 Meredith Blvd, Winter Haven, FL 33881
  • /40

    $305,900 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,847 Sq Ft

    144 Waterside Cir, Winter Haven, FL 33880

    Seller is motivated! ADDITIONAL PRICE ADJUSTMENT! Welcome home! This beautifully maintained 3-bedroom, 2-bathroom, 2 car garage home offers a perfect blend of comfort and style. Waterside Village is a boutique (48 homes) community located in the heart of Winter Haven. Step inside to discover an open-concept floor plan filled with natural light, high ceilings, and spacious living and dining areas

    Anita Lowe LOCKHART & ASSOCIATES INC

    144 Waterside Cir, Winter Haven, FL 33880
  • /22

    $307,000 Open Wed 8AM - 7PM

    • 3 Beds
    • 2 Baths
    • 1,757 Sq Ft

    7010 Summit Cir, Winter Haven, FL 33884

    Welcome to this beautifully maintained property located at 7010 Summit Cir. The living room sets a welcoming tone with fresh interior paint lending a modern, clean feel, while tasteful partial flooring updates add subtle elegance. The kitchen is a chef’s dream featuring all stainless steel appliances and a layout designed for effortless daily cooking. The bedrooms offer a peaceful retreat,

    Karen Albright OPENDOOR BROKERAGE LLC

    7010 Summit Cir, Winter Haven, FL 33884
  • /52

    $325,000 Open House 1/10

    • 3 Beds
    • 2 Baths
    • 2,022 Sq Ft

    240 Golf Aire Blvd, Winter Haven, FL 33884

    TEE TIME? YES! Welcome to Lake Bess Country Club, a hidden gem of Winter Haven. This custom built home combines timeless design, and thoughtful craftsmanship throughout every detail. Designed for gatherings large and small, this home has a unique floor plan, with wonderful golf course views of the #1 green from most rooms. The great room sports hardwood and tile accented floors, an electric built

    Marti Sutton CENTURY 21 WATSON & MYERS REALTY

    240 Golf Aire Blvd, Winter Haven, FL 33884
  • /32

    $375,000 Open House 1/03

    • 5 Beds
    • 3 Baths
    • 2,696 Sq Ft

    6175 Grey Heron Dr, Winter Haven, FL 33881

    Welcome to this exceptional two-story home nestled on one of the largest lots in Lakeside Landings, boasting over a quarter acre of prime real estate. This spacious residence offers five generous bedrooms and three full baths, with the flexibility for a sixth bedroom, as one room is currently being used as a sitting area and can easily be converted to meet your needs. As you enter, you are

    David Small KELLER WILLIAMS REALTY SMART 1

    6175 Grey Heron Dr, Winter Haven, FL 33881
  • /24

    $290,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft

    584 Cody Caleb Dr, Winter Haven, FL 33884

    Discover this charming three-bedroom, two-bathroom residence in the desirable Savannah Estates, where comfort meets style. This inviting space features laminate flooring throughout, complemented by tile in the bathrooms. The open-concept design showcases a spacious kitchen, complete with ample cabinets, generous counter space, a breakfast bar, and stainless steel appliances, including a gas

    David Small KELLER WILLIAMS REALTY SMART 1

    584 Cody Caleb Dr, Winter Haven, FL 33884
  • /29

    $315,000 Open House 1/03

    • 4 Beds
    • 2 Baths
    • 1,707 Sq Ft

    1228 Denali Dr, Winter Haven, FL 33881

    Better Than New 4 Bedroom Home, universal design features, No CDD, flexible floor plan, & Move-In Ready! This thoughtfully designed 4 bedroom, 2 bath home embraces the principles of universal design creating a comfortable, accessible, and intuitive living experience for people of all ages and abilities. You'll enjoy wide 36” interior doorways, no steps in or out of the home, and an open flowing

    Jackie Mazurowski KELLER WILLIAMS REALTY SMART 1

    1228 Denali Dr, Winter Haven, FL 33881
  • /80

    $421,900 Open Sat 11AM - 3PM

    • 4 Beds
    • 3 Baths
    • 1,927 Sq Ft

    4016 Carteret Dr, Winter Haven, FL 33884

    Welcome to 4016 Carteret Drive — a refined 4-bedroom, 3-bathroom lakefront sanctuary located in the incredible 55+ Traditions Community of Winter Haven. Perfectly positioned on one of the largest lots in the neighborhood and offering sweeping views of Ruby Lake, this exceptional residence blends luxury, comfort, and thoughtful upgrades throughout. From the moment you arrive, you'll appreciate the

    Drew Wilson AMPLIFY REAL ESTATE SERVICES FL

    4016 Carteret Dr, Winter Haven, FL 33884
  • /55

    $499,000 Open House 1/03

    • 3 Beds
    • 2 Baths
    • 2,805 Sq Ft

    5353 Hogan Ln, Winter Haven, FL 33884

    Welcome to 5353 Hogan Ln in Winter Haven, FL — a beautifully updated St John Floorplan located in the gated 55+ community of Lake Ashton. This freshly painted 3-bed, 2-bath residence features an open floor plan, an updated gourmet kitchen, a dedicated study with a stone fireplace, and a temperature-controlled oversized veranda (13' x 34') with panoramic views of the pond and conservation area.

    Susan Mayrant COLDWELL BANKER REALTY

    5353 Hogan Ln, Winter Haven, FL 33884
  • /27

    $299,990 Open Sat 11AM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    6412 Domizio Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene

    Ben Goldstein LENNAR REALTY

    6412 Domizio Dr, Winter Haven, FL 33884
  • /10

    $305,113 Open Sat 1PM - 5PM

    • 4 Beds
    • 2 Baths
    • 2,110 Sq Ft

    5032 Abigail Dr, Winter Haven, FL 33859

    One or more photo(s) has been virtually staged. Sample Image* The Poinciana floorplan offers a well-designed, one-story layout that includes 4bedrooms and 2 bathrooms, complete with a spacious two-car garage. This home is centered around a sizable great room, which seamlesslyconnects to the open kitchen and cozy café area, making it ideal for family gatherings and entertaining. The

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5032 Abigail Dr, Winter Haven, FL 33859
  • /44

    $402,546 Open Sat 1PM - 5PM

    • 5 Beds
    • 3 Baths
    • 2,531 Sq Ft

    256 Meredith Blvd, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to this stunning Dream Finders Winston floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 5-bedroom, 3-bath home offers 2,531 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    256 Meredith Blvd, Winter Haven, FL 33881
  • /2

    $315,990 Open Fri 11AM - 5PM

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    3323 Twilight Rd, Winter Haven, FL 33881

    Under Construction. Welcome to this 3BR/2BA home featuring an open layout with updated cabinets, granite countertops & brand-new stainless-steel appliances. The kitchen flows into the dining & family room, perfect for entertaining. The private primary suite includes a spacious bath & walk-in closet, while two additional bedrooms share a full bath with a nearby linen storage. Enjoy outdoor living

    Reed Williams ASHTON WOODS FLORIDA REALTY LLC

    3323 Twilight Rd, Winter Haven, FL 33881
  • /20

    $59,900 Open House 1/10

    • 2 Beds
    • 2 Baths
    • 1,153 Sq Ft

    5 Temple Cir SE, Winter Haven, FL 33884

    This well cared for fully furnished 2 bedroom 2 bath home is located in Orange Manor East 55+ community. Home has living room with separate den which leads to the well appointed galley kitchen with built in breakfast table. Right off of the kitchen is dining room with built in cabinet. Both bedrooms are nice size and each has it's own full sized bathroom. Plenty of storage inside and utility shed

    Emily Muscarella

    5 Temple Cir SE, Winter Haven, FL 33884
  • /60

    $598,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,114 Sq Ft

    725 Heritage Dr NE, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. HUGE Price Reduction! Motivated Seller-Located in the sought-after community of Hamilton Pointe, this beautifully maintained 4-bedroom, 2.5-bath, 3,114 SF pool home sits on a half-acre lot with no rear neighbors. The spacious kitchen features an eat-in area and French doors leading to the lanai, while the grand family room boasts 13’ ceilings, crown

    Laura Slocumb TRIBUTE REALTY LLC

    725 Heritage Dr NE, Winter Haven, FL 33881
  • /11

    $49,500 Open Sun 1:30PM - 2:30PM

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    47 Azalea Dr Unit AZ-47, Winter Haven, FL 33881

    This Beautiful new home features 768 sq. ft. of well-designed living space, 2 bedrooms, and 1 bathroom. Open Floor plan, entertain while cooking. Floors are grey vinyl planked with light tones throughout the home. All new appliances and double stainless-steel sinks. Nice size lot with concrete sidewalk and driveway, off street parking. With restaurants, and shopping all nearby, this community

    Sherri Streight Four Star Homes, Inc.

    47 Azalea Dr Unit AZ-47, Winter Haven, FL 33881
  • /17

    $324,950 Open Wed 11AM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,919 Sq Ft

    5135 Kinsley Dr, Lake Wales, FL 33859

    **Take advantage of special financing + Flex Funds on quick move-in homes** The ranch-style Ruby floor plan was designed for entertaining, offering a generous great room, an open dining room and a comfortable covered patio. You'll also appreciate an inviting kitchen with a center island and walk-in pantry, 42inch White Cabinet and four relaxing bedrooms including an owner's suite with a private

    Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

    5135 Kinsley Dr, Lake Wales, FL 33859
  • /17

    $314,950 Open Wed 11AM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,919 Sq Ft

    5147 Kinsley Dr, Lake Wales, FL 33859

    **Take advantage of special financing + Flex Funds on quick move-in homes** The ranch-style Ruby floor plan was designed for entertaining, offering a generous great room, an open dining room, and a comfortable covered patio. You'll also appreciate an inviting kitchen with a center island and walk-in pantry, 42-inch white cabinets, and four relaxing bedrooms, including an owner's suite with a

    Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

    5147 Kinsley Dr, Lake Wales, FL 33859
  • /20

    $324,950 Open Wed 11AM - 5PM

    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft

    5323 Mickey Ave, Lake Wales, FL 33859

    **Take advantage of special financing + Flex Funds on quick move-in homes** This beautiful Tarragon floorplan boasts an upgraded "C" elevation and features an eye catching 8' exterior doorway. The kitchen is highlighted with preeminent quartz countertops, upgraded 42" cabinets, and stainless GE dishwasher, microwave and stovetop. Contemporary 7"x22" wood grain tile adorns the entry way, great

    Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

    5323 Mickey Ave, Lake Wales, FL 33859
  • /31

    $348,258 Open Sat 1PM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft

    252 Meredith Blvd, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to this stunning Dream Finders Hillcrest floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,758 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    252 Meredith Blvd, Winter Haven, FL 33881
  • /25

    $291,990 Open Sat 11AM - 4PM

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft

    2122 Chris Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. This new single-story Celeste is a modern take on a classic design. Down the foyer is a spacious and open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached patio, perfect for everyday living. In a private corner is the owner’s suite with a convenient adjoining bathroom, while on

    Ben Goldstein LENNAR REALTY

    2122 Chris Dr, Winter Haven, FL 33884

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$290,000
Median Single Family Sale Price
$300,000
Median Townhouse Sale Price
$255,490
Median 2 Bedroom Sale Price
$145,000
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$171
Number of Homes for Sale
902
Last 12 months Home Sales
1,929
Months of Supply
5.60
Median List Price
$309,990
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-1%
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