21

Winter Haven, FL Open Houses

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  • /71

    $520,000 Open Sat 1PM - 4PM

    • 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

    Agent Photo

    Emily Muscarella

    A+ REALTY LLC

    (863) 431-8559

    5357 Hogan Ln, Winter Haven, FL 33884
  • /86

    $426,900 Open Sat 10AM - 1PM

    • 3 Beds
    • 2 Baths
    • 2,027 Sq Ft

    4081 Dunmore Dr, Lake Wales, FL 33859

    New Price! Stunning waterfront home with amazing views, 2.5/2.599APR assumable VA loan, and CDD bond paid in full! Enjoy breathtaking views of Lake Ashton, golf course greens, and serene ponds from this beautifully updated Provence split floor plan, ideally situated in the heart of Lake Ashton with convenient access to both clubhouses and the golf pro shop. Best of all, this home offers a

    Agent Photo

    Emily Muscarella

    A+ REALTY LLC

    (863) 341-0015

    4081 Dunmore Dr, Lake Wales, FL 33859
  • /32

    $330,142 Open Sat 1PM - 5PM

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

    5031 Abigail Dr, Winter Haven, FL 33859

    One or more photo(s) has been virtually staged. Modern style and smart design come together in this brand-new Hillcrest model. Featuring a sleek gray-and-white theme, the home offers gray tile flooring with elegant white veining, white quartz countertops, and gray cabinetry throughout an open-concept living space filled with natural light. With four bedrooms and two baths, each room is privately

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5031 Abigail Dr, Winter Haven, FL 33859
  • /22

    $299,990 Open Sat 1PM - 5PM

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

    5035 Abigail Dr, Winter Haven, FL 33859

    One or more photo(s) has been virtually staged. "Fresh. Bright. Elevated. Welcome to the Auburndale.This is not your standard builder-grade home. The Auburndale brings together clean coastal design, thoughtful upgrades, and a layout built for modern living. Every detail is designed to deliver a fresh, elevated experience from the moment you walk in. Spanning 1,407 square feet, this

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5035 Abigail Dr, Winter Haven, FL 33859
  • /95

    $985,000 Open House 9/27

    • 4 Beds
    • 4 Baths
    • 5,762 Sq Ft

    1332 Evalyn Dr SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Real 3D Virtual Tour and Video in Link: Welcome to this Private Spanish-Style Luxury Estate in Winter Haven Discover timeless elegance in this remarkable Spanish-style estate, originally built in 1927 and thoughtfully expanded with a 2008 addition that blends historic character with modern design. Situated on three expansive, gated lots in the

    Daniela Zoppe KELLER WILLIAMS REALTY SMART 1

    1332 Evalyn Dr SE, Winter Haven, FL 33880
  • /7

    $309,990 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 to the Bradley model, a stunning 4-bedroom, 2-bath home that blends modern design with everyday comfort. Soft neutrals and light grays create an airy, contemporary feel throughout, complemented by clean lines and stylish finishes. The open-concept layout is filled with natural light, offering a seamless flow from the

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5002 Abigail Dr, Winter Haven, FL 33859
  • /9

    $289,990 Open Fri 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. Step into the Auburndale model, a perfect blend of beachy charm and modern style. This 3-bedroom, 2-bath home features light gray tile flooring, soft sand-toned accents, and an open-concept layout that feels both airy and inviting. The kitchen shines with quartz countertops and a seamless flow into the living space, ideal for

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    4093 Penelope Ave, Lake Wales, FL 33859
  • /18

    $325,104 Open Fri 1PM - 5PM

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

    4998 Abigail Dr, Winter Haven, FL 33859

    One or more photo(s) has been virtually staged. Under Construction. Sample ImageStep into modern living with the Hillcrest model, a 4-bedroom, 2-bath home showcasing sleek design and thoughtful layout. The open-concept floor plan features elegant gray tile flooring, crisp white cabinetry, and quartz countertops that create a clean, contemporary look throughout. Spacious and filled with natural

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    4998 Abigail Dr, Winter Haven, FL 33859
  • /9

    $305,651 Open Fri 1PM - 5PM

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

    4102 Penelope Ave, Winter Haven, FL 33859

    One or more photo(s) has been virtually staged. Under Construction. Welcome to the Auburndale model, a stylish 3-bedroom, 2-bath home featuring a modern blend of gray tones for a clean, contemporary look. The kitchen offers sleek quartz countertops, while the bathrooms are finished with rich granite surfaces. Light gray tile flows through the main living areas, with cozy carpet in the bedrooms

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    4102 Penelope Ave, Winter Haven, FL 33859
  • /27

    $334,971 Open Fri 1PM - 5PM

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

    5039 Abigail Dr, Winter Haven, FL 33859

    One or more photo(s) has been virtually staged. Welcome to the Mulberry, a beautifully designed single-story home offering 1,938 square feet of open and inviting living space. Featuring four bedrooms, two and a half bathrooms, and a spacious two-car garage, this home blends modern comfort with timeless style.Step inside and you are greeted by tall ceilings and an open-concept layout that

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5039 Abigail Dr, Winter Haven, FL 33859
  • /38

    $390,000 Open Sat 12PM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,236 Sq Ft

    2455 Mary Jewett Cir, Winter Haven, FL 33881

    Welcome to your dream home in the highly sought-after Swan Lake Estates community in Winter Haven, Florida! This newly constructed, never lived in, 4-bedroom, 3-bathroom single-family residence offers over-the-top comfort, functionality, and style—perfectly blending modern living with timeless elegance.Step inside to find wood-like porcelain tile flooring throughout, high ceilings, and

    Leslie Parra LPT REALTY, LLC

    2455 Mary Jewett Cir, Winter Haven, FL 33881
  • /34

    $355,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft

    439 Lake Daisy Dr, Winter Haven, FL 33884

    ***NO HOA or CDD***HOME WARRANTY***MULTIPLE DOWN PAYMENT ASSISTANCE PROGRAMS AVAILABLE***Welcome to this stunning 3-bedroom, 2-bathroom home in the desirable community of Winter Haven! This modern, energy-efficient property was built in 2021 and offers a perfect blend of comfort, style, and functionality. As you step inside, you'll immediately notice the open-concept design with soaring

    Estelle Tobin-laurin WATSON REALTY CORP

    439 Lake Daisy Dr, Winter Haven, FL 33884
  • /41

    $349,999 Open Sat 10AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    202 Saint Lucie Rd, Winter Haven, FL 33884

    Corner Lot Charmer in SE Winter Haven — Price Improvement! NO HOA, Major Upgrades & Closing Cost Assistance!Now offered at $349,999, this beautifully maintained 3-bedroom, 2-bath home in southeast Winter Haven delivers unbeatable value, space, and freedom—with NO HOA restrictions!Perfectly situated on a generous corner lot, you’ll have the flexibility to bring your RV, boat, or

    John Calhoun CENTURY 21 WATSON & MYERS REALTY

    202 Saint Lucie Rd, Winter Haven, FL 33884
  • /22

    $394,990 Open Sat 11AM - 5:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,797 Sq Ft

    1905 Quail Fields Cir, Winter Haven, FL 33884

    Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

    Bill Maltbie MALTBIE REALTY GROUP

    1905 Quail Fields Cir, Winter Haven, FL 33884
  • /64

    $419,900 Open Thu 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,312 Sq Ft

    4496 Strathmore Dr, Lake Wales, FL 33859

    THIS IS THE ONE YOU HAVE BEEN WAITING FOR!! CDD bond is PAID IN FULL. This spacious 3-bedroom, 2-bath gem offers comfort and style in Lake Ashton Golf Community. From the moment you arrive, the screened front porch invites you to relax and enjoy the peaceful surroundings. The open split floor plan is both elegant and practical. The spacious owner's suite is a true retreat, featuring French doors,

    Candra Alston LAKE ASHTON REALTY INC.

    4496 Strathmore Dr, Lake Wales, FL 33859
  • /45

    $359,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    606 Morgan Rd, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Nearly 5 acres of fenced and cross-fenced land offering privacy and room to spread out. This 3 bedroom, 2 bath split plan home features an open living and dining area filled with natural light and a large screened lanai overlooking the property. The private primary suite includes a walk-in closet, granite counters, soaking tub, and separate shower.

    Melissa Ramirez BHHS FLORIDA PROPERTIES GROUP

    606 Morgan Rd, Winter Haven, FL 33880
  • /73

    $448,900 Open Fri 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 2,031 Sq Ft

    5225 Pebble Beach Blvd, Winter Haven, FL 33884

    Your Florida dream home is ready and waiting! This fully furnished Sebastian floor plan offers 3 bedrooms, 2 baths, a 2-car garage plus a dedicated golf cart garage and YES, the golf cart is included. Located on a premium lot overlooking Lake Ashton’s West Course 17th hole and a tranquil pond, enjoy exceptional privacy and breathtaking views from your expansive screened lanai. Step inside to

    Candra Alston LAKE ASHTON REALTY INC.

    5225 Pebble Beach Blvd, Winter Haven, FL 33884
  • /40

    $299,000 Open Sat 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft

    409 Bigstaff Ct, Winter Haven, FL 33884

    Welcome to this spacious 3-bedroom, 2-bath home with a BONUS ROOM/OFFICE that could serve as a 4th bedroom, located in the highly desirable community of Berryhill in SE Winter Haven. With a split bedroom floorplan and an inviting layout, this home offers both comfort and functionality.Set on an oversized lot with a very private setting, the property features a large fenced backyard and a

    Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    409 Bigstaff Ct, Winter Haven, FL 33884
  • /24

    $280,000 Open Sat 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft

    403 Saint Anns Dr, Winter Haven, FL 33884

    WOW!!! PRICE ADJUSTMENT!! NEW ROOF to be installed prior to closing at this price! Welcome HOME!! WOW, It is time to get into this Spacious 3 bed 2 bath SALT POOL HOME located in the quiet and well maintained community of Planter's Walk in SE Winter haven, Florida!! LOCATION! LOCATION!! Do you love LEGOLAND( within 2 miles), Disney, The Central Florida area offers Camping, Fishing, Floating &

    Danielle Buurma KELLER WILLIAMS REALTY SMART

    403 Saint Anns Dr, Winter Haven, FL 33884
  • /19

    $324,990 Open Sat 11AM - 5:30PM

    • 3 Beds
    • 2 Baths
    • 1,815 Sq Ft

    1909 Quail Fields Cir, Winter Haven, FL 33884

    Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

    Bill Maltbie MALTBIE REALTY GROUP

    1909 Quail Fields Cir, Winter Haven, FL 33884
  • /66

    $500,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    10 Webb Rd, Winter Haven, FL 33881

    Auction Property. AUCTION! 10AM, Saturday, Sept. 13th.The List Price is the Suggested Starting Bid For The Auction!Secluded 4-Bedroom Ranch on 5 Acres with Pool, Barns & Country Charm!Discover the perfect blend of privacy, convenience, and space with this 4 bedroom, 2.5 bath ranch-style home nestled on 5 acres in East Winter Haven. Tucked away at the end of a quiet road, this former

    Angie Poole HIGGENBOTHAM AUCTIONEERS

    10 Webb Rd, Winter Haven, FL 33881

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$285,949
Median Single Family Sale Price
$299,999
Median Townhouse Sale Price
$259,900
Median 2 Bedroom Sale Price
$140,200
Median 1 Bedroom Sale Price
$100,000
Average Price Per Sq Ft
$172
Number of Homes for Sale
869
Last 12 months Home Sales
1,877
Months of Supply
5.60
Median List Price
$309,999
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-4%
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