358

Homes for Sale in Winter Haven, FL with 2-Bedrooms

Section Image Section Image
  • /28

    $65,000

    • 2 Beds
    • 2 Baths

    1014 Eagle Dr, Winter Haven, FL 33881

    Tucked away at the end of the street, this charming 2-bedroom, 2-bath home offers privacy and peaceful living with no side or rear neighbors. The desirable split floor plan provides comfort and functionality, perfect for both everyday living and hosting guests. Enjoy a series of thoughtful updates, including stainless steel appliances (2022), A/C (2020), roof & leaf filter system (2023), new

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 329-5459

    1014 Eagle Dr, Winter Haven, FL 33881
  • /30

    $58,000

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    398 Tennis Ln, Winter Haven, FL 33881

    This 2-bedroom, 2-bath home offers 1,296 sq ft of comfortable living with spacious hallways, an open kitchen, and a separate dining area perfect for entertaining. The large living room is filled with natural light and features remote-controlled window shades for effortless comfort. Enjoy Florida living year-round in the oversized screened room with durable polyaspartic flooring (2023)-ideal for

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 250-4362

    398 Tennis Ln, Winter Haven, FL 33881
  • /31

    $90,000

    $39K PRICE DROP
    • 2 Beds
    • 2 Baths

    355 Putter Cir, Winter Haven, FL 33881

    Welcome home to this beautifully maintained 2 bedroom, 2 bath residence offering approximately 1,300 sq ft of comfortable living space and sold fully furnished with an updated kitchen, a bonus room perfect for an office, craft space, or hobbies, and French doors that open into a roomy, front-facing Florida room, ideal for morning coffee or relaxing evenings. Thoughtful details include raised

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 329-5683

    355 Putter Cir, Winter Haven, FL 33881
  • /14

    $115,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 826 Sq Ft

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884

    SO close to HWY 27, Legoland, shopping, golf, and MORE! This beautifully renovated 2/1 condo comes complete with all new appliance suite, including a gas range for the home chef in you! (Gas is included in your HOA) Brand new cabinetry, ceiling fans, laminate flooring, and so much more. There are no age restrictions, and the LOW HOA covers exterior maintenance, grounds maintenance, gas for

    Agent Photo

    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 500-8591

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884
  • /25

    $47,000

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    706 Century Ln, Winter Haven, FL 33881

    Beautifully furnished 2 bedroom, 2 bath home featuring a desirable split floorplan with bedrooms on each end for added privacy. The primary bath renovation, including a brand-new shower, will be completed by 2/1/26. Comfortable living is ensured with a 2023 AC system and an inside laundry room for convenience. Enjoy the added living space in the bright Florida Room, fully equipped with heat and

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 663-2543

    706 Century Ln, Winter Haven, FL 33881
  • /22

    $33,500

    • 2 Beds
    • 2 Baths

    687 Century Ln, Winter Haven, FL 33881

    Charming 2 bed, 2 bath home offering 784 sq ft with a desirable split floor plan for added privacy. Major updates include a shingle/metal roof, gutters, and downspouts (2023) and a recently updated A/C motor (2026), providing peace of mind for years to come. Enjoy Florida living from the screened lanai-perfect for relaxing or entertaining. The home features a large double driveway with a separate

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 334-2416

    687 Century Ln, Winter Haven, FL 33881
  • /40

    $245,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    3363 Livingston Way, Winter Haven, FL 33884

    Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gentlyused.

    Agent Photo

    Beena Kokeram

    AGILE GROUP REALTY

    (863) 694-1013

    3363 Livingston Way, Winter Haven, FL 33884
  • /33

    $69,999

    • 2 Beds
    • 2 Baths

    645 Century Ln, Winter Haven, FL 33881

    Welcome to this beautifully updated and spacious 2-bedroom, 2-bath home offering 1,296 sq ft of comfortable living! From the moment you walk in, you'll appreciate the open-concept layout. The kitchen features warm wood cabinetry with plenty of storage, while the home boasts newer flooring installed in 2022 for a fresh, modern feel throughout. The primary suite is a true retreat, highlighted by a

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 591-6164

    645 Century Ln, Winter Haven, FL 33881
  • /54

    $159,750

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884

    OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring

    Agent Photo

    Sanda Andrews

    GOOD COMPANY REALTY INC.

    (863) 343-1606

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884
  • /30

    $65,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    385 Tennis Ln, Winter Haven, FL 33881

    Community living in a great location with tons of activities in the very popular 55+ gated community of Swiss Golf and Tennis in Winter Haven, FL. This 1989 Homes of Merit 2 bedroom, 2 bath has a nice roomy entryway with laminate flooring throughout and the layout is spacious and open. You will find updates in the bathrooms with newer sink, flooring, commode, faucet, and lighting. The living room

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 588-7358

    385 Tennis Ln, Winter Haven, FL 33881
  • /49

    $130,000

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    1550 11th St NE Unit D7, Winter Haven, FL 33881

    Welcome home to this inviting upstairs condo located in the peaceful Lake Buckeye Condo community, where tranquil lake views and relaxed living come together. Step inside to find laminate and ceramic tile flooring throughout, offering both durability and easy maintenance. The open living and dining area is light and welcoming, seamlessly extending to a private 3x7 balcony, the perfect place to

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 267-8250

    1550 11th St NE Unit D7, Winter Haven, FL 33881
  • /49

    $219,000

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 563-3579

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881
  • /37

    $84,900

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,680 Sq Ft

    92 Greenview Dr, Winter Haven, FL 33881

    This spacious 2-bedroom, 2-bath home offers 1,680 sq ft of comfortable living with beautiful golf course views. A 2023 membrane roof covers the home, Florida room, and shed, providing peace of mind and long-term value. Inside, you'll find newer windows, a generous den with a wet bar-perfect for entertaining-and an inviting layout ideal for everyday living. The kitchen boasts an island, walk-in

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 264-5309

    92 Greenview Dr, Winter Haven, FL 33881
  • /44

    $129,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    409 Village Cir SW, Winter Haven, FL 33880

    Charming and well maintained! 2-Bedroom 2- Bath Home in Desirable 55+ Community – You Own the Land with low HOA fees!This inviting home features fresh interior and exterior paint and a newly screened-in front porch, perfect for enjoying your morning coffee, afternoon tea or just relaxing in the Florida breeze. The property also offers a fenced-in backyard, ideal for pets to play or

    Agent Photo

    Michelle Armbruster

    LOCKHART & ASSOCIATES INC

    (863) 340-7516

    409 Village Cir SW, Winter Haven, FL 33880
  • /30

    $77,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    1011 Eagle Dr, Winter Haven, FL 33881

    This stunning 2 bedroom, 2 bath home has been thoughtfully renovated throughout, featuring newer windows and stylish vinyl plank flooring. The updated kitchen offers plenty of cabinetry and a cozy eat-in area-perfect for morning coffee or casual meals. Both bathrooms have been tastefully updated for a clean, modern feel. You'll love the spacious Florida Room across the front of the home, finished

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 869-2719

    1011 Eagle Dr, Winter Haven, FL 33881
  • /16

    $114,000

    $6K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 851 Sq Ft

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884

    Whether you are looking for your first home or first rental property, this condominium is a must see! Ideally located off of Overlook Drive in Winter Haven, minutes form Legoland, downtown Winter Haven, and the Chain of Lakes. This unit features an updated kitchen with an upgraded stainless steel gas stove, stainless steel dish washer, and a one-year-old refrigerator. Additionally, there are

    Agent Photo

    Steven Perkins

    CLARK REALTY LLC

    (863) 434-8323

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884
  • /31

    $55,500

    $14K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,920 Sq Ft

    488 Putter Cir, Winter Haven, FL 33881

    Welcome to this delightful 2-bedroom, 2-bath home where comfort meets convenience. Recent updates include a new AC (2025) and roof (2024), giving you peace of mind for years to come. A circular driveway and golf cart make life easy, while a large shed offers plenty of storage. Inside, you'll love the bonus room with a wet bar, perfect for entertaining, along with the convenience of indoor laundry

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 349-7230

    488 Putter Cir, Winter Haven, FL 33881
  • /45

    $159,000

    $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,208 Sq Ft

    194 Fairway Cir, Winter Haven, FL 33881

    This beautifully updated 2-bedroom, 2-bathroom unfurnished home offers modern comfort and timeless charm, nestled on a spacious private lot along the 14th hole of the golf course. Step inside to discover a fully renovated interior featuring luxury finishes throughout. A chef's dream kitchen, boasting a 5' double-door pantry, additional storage closet with shelving, tile backsplash, deep

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 336-6201

    194 Fairway Cir, Winter Haven, FL 33881
  • /22

    $35,000

    $13K PRICE DROP
    • 2 Beds
    • 2 Baths

    625 Century Dr, Winter Haven, FL 33881

    This 940 sq ft home offers an open floor plan and a bright Florida room at the front of the house-perfect for relaxing or morning coffee. Recent improvements include new plumbing throughout (10/2023), a newer roof (2023), and an AC system installed around 2020. The home features convenient stackable inside laundry and a large shed for extra storage. A wonderful opportunity to make this home your

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 270-3168

    625 Century Dr, Winter Haven, FL 33881
  • /27

    $77,000

    • 2 Beds
    • 2 Baths

    1010 Eagle Dr, Winter Haven, FL 33881

    This well-maintained home features a membrane roof over the home, Florida room, and shed for added durability and peace of mind. Inside, you'll find newer windows and attractive vinyl flooring throughout, with tile flooring in the Florida room for easy maintenance and added charm. The renovated kitchen offers updated cabinetry, stainless steel appliances, and a reverse osmosis filtration system,

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 591-3165

    1010 Eagle Dr, Winter Haven, FL 33881
  • /29

    $115,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    125 Lake Hazel Dr, Winter Haven, FL 33884

    NO LOT RENT! Live the retired life you worked so hard for. Whether you are a snowbird or looking to enjoy full-time residency, Orange Manor West welcomes you. This highly sought-after 55+ gated community in Winter Haven, secondary resident(s) must be 40+. This fully furnished 2-bedroom, 2-bath home offers a functional layout with recent updates including a 2018 roof, 2022 HVAC, 2021 water heater,

    Agent Photo

    Jenn Manzella

    FLORIDA REALTY MARKETPLACE

    (863) 328-3623

    125 Lake Hazel Dr, Winter Haven, FL 33884
  • /57

    $69,900

    $3K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    8 Captain Kidd Ln SW, Winter Haven, FL 33880

    This beautifully remodeled 2-bedroom, 2-bath home offers 1,254 square feet of comfortable living space in a friendly and active community. The home features a carport and storage shed, providing convenient parking and extra storage. Inside, the home has been completely updated, including all new plumbing, a new electrical main, and newer appliances. Energy-efficient insulated windows and a heat

    Agent Photo

    Glenn Fogg

    FOGG MOBILE HOME SALES LLC

    (863) 485-6496

    8 Captain Kidd Ln SW, Winter Haven, FL 33880
  • /100

    $229,900

    • 2 Beds
    • 2 Baths
    • 1,109 Sq Ft

    4201 Berwick Dr, Lake Wales, FL 33859

    THE CDD BOND IS FULLY PAID on this unique one-owner Marbella floor plan home. As one arrives and tours this home, the pride of ownership is evident. This 2-bedroom, 2-bath open-floor-plan home is located on a large corner lot at the end of a dead-end street. Curb appeal comes from the paver drive and walk, quality plantings, and well-maintained landscaping beds. The lawn and landscaping are

    Agent Photo

    Michael Krigelski

    A+ REALTY LLC

    (863) 264-2903

    4201 Berwick Dr, Lake Wales, FL 33859
  • /88

    $539,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,227 Sq Ft

    4189 Limerick Dr, Lake Wales, FL 33859

    CDD BOND DEBT PAID IN FULL. Thoughtfully designed 2 bedroom plus den RV garage home featuring an oversized, air conditioned Florida room and exceptional handicap accessibility throughout. This home was built with care and intention, offering ADA doorways, pocket doors, accessible closets, kitchen shelving, and a wide open tiled shower in the primary suite. The open concept kitchen and living area

    Agent Photo

    Emily Muscarella

    A+ REALTY LLC

    (863) 694-1821

    4189 Limerick Dr, Lake Wales, FL 33859
  • /43

    $230,000

    $22K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    4009 Cypress Landing S, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Newly renovated 2 bedroom, 2 bathroom home with all the major updates already done for you — new roof, new floors ,new AC, and new water heater. This is a boater and fisher’s dream property located on beautiful Lake Dexter, Enjoy boating, water skiing, and freshwater fishing right from your backyard playground. The community offers a dock with boat

    Agent Photo

    Danielle Davis

    ELEVE REAL ESTATE LLC

    (863) 296-2516

    4009 Cypress Landing S, Winter Haven, FL 33884
  • /46

    $28,000

    $2K PRICE DROP
    • 2 Beds
    • 1 Bath

    574 Century Dr, Winter Haven, FL 33881

    Welcome to your slice of paradise! This charming 2-bedroom, 1-bath home is nestled in a beautiful Florida resort-style park, offering the perfect blend of comfort and relaxation. Enjoy a bright, open living space, a functional kitchen, and cozy bedrooms ideal for full-time living or a seasonal getaway. This home comes partially furnished, making your move-in even easier. Conveniently located

    Agent Photo

    Glenn Fogg

    FOGG MOBILE HOME SALES LLC

    (863) 343-1757

    574 Century Dr, Winter Haven, FL 33881
  • /16

    $125,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    900 Avenue Z SE Unit D6, Winter Haven, FL 33880

    Welcome to easy lakefront living in the highly desirable Sandy Cove community on the Winter Haven Chain of Lakes! This beautiful 2nd floor condo offers low-maintenance living perfect for a full-time residence, seasonal retreat, or investment opportunity. This 2-bedroom, 1-bath condo features a bright and functional layout with comfortable living and dining spaces designed for everyday living and

    Agent Photo

    Samantha Whitmore

    WHITMORE PROPERTIES

    (863) 766-1278

    900 Avenue Z SE Unit D6, Winter Haven, FL 33880
  • /21

    $57,900

    $4K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 248 Sq Ft

    7041 Fairview Village Cir, Winter Haven, FL 33881

    Welcome to Fairview Village, an active 55+ gated waterfront community in Winter Haven. This charming 2-bedroom home offers peaceful canal and lake views, with private access to the water between Lake Hamilton and Lake Henry—perfect for boating and fishing. The community features a 99-year land lease and a low HOA fee of just $90 per month, which includes water and sewer. Residents enjoy a heated

    Agent Photo

    Sandra Perry

    WATSON REALTY CORP.

    (863) 622-8934

    7041 Fairview Village Cir, Winter Haven, FL 33881
  • /49

    $135,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft

    454 Village Cir SW, Winter Haven, FL 33880

    Welcome to your slice of Florida living in Winter Haven! NO LOT RENT. This well-maintained 2-bedroom, 2-bath home offers 1,620 sq ft of comfortable living space and is packed with valuable upgrades, including the ROOF 2023 and 4 ton A/C 2023, water softener, reverse osmosis system, and rain gutters with leaf guards for added peace of mind. Step inside to find a spacious floor plan. Relax and

    Agent Photo

    Carolyn Christian

    Dalton Wade Inc

    (863) 329-2319

    454 Village Cir SW, Winter Haven, FL 33880
  • /63

    $79,900

    $14K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    4109 Sprucewood St, Winter Haven, FL 33880

    SIGNIFICANT PRICE REDUCTION: Now only $79,900 AND new roof put on prior to closing! Welcome to easy, carefree Florida living in the wonderful 55+ community of Oakwood Estates. This warm and welcoming neighborhood offers the perfect blend of relaxation and connection, with amenities designed to make every day feel like a getaway. Enjoy sunny afternoons at the community pool, friendly matches on

    Agent Photo

    Kelly Fain

    KELLER WILLIAMS REALTY SMART

    (863) 343-1377

    4109 Sprucewood St, Winter Haven, FL 33880
  • /26

    $250,000

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,527 Sq Ft

    940 Oleander Dr SE, Winter Haven, FL 33880

    Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.

    Agent Photo

    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 264-5970

    940 Oleander Dr SE, Winter Haven, FL 33880
  • /16

    $54,900

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    213 Lakeside Ranch Cir, Winter Haven, FL 33881

    MAJOR PRICE IMPROVEMENT! Experience relaxed Florida living in this furnished 2-bedroom, 1-bath manufactured home located in the gated 55+ community of Lakeside Ranch. The home features laminate flooring with carpeted bedrooms, central A/C, and a roof that is only 2 years old, offering added peace of mind for the next owner. Residents enjoy an impressive array of amenities, including a heated

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 285-3315

    213 Lakeside Ranch Cir, Winter Haven, FL 33881
  • /73

    $250,000

    $20K PRICE DROP
    • 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
  • /77

    $129,900

    $10K PRICE DROP
    • 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
  • /10

    $135,000

    $15K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,332 Sq Ft

    5850 Cypress Gardens Blvd Unit 302, Winter Haven, FL 33884

    Welcome to this charming and updated, move-in ready 2-bedroom, 1.5-bath condo nestled right on Cypress Gardens Blvd in Winter Haven — just minutes from world-class shopping, dining, and the famous LEGOLAND Florida Resort! This well-maintained two-story unit has been tastefully updated throughout. Rich dark luxury vinyl plank flooring flows through the spacious living areas, giving the home a

    Vince Reina HAVEN REALTY & INVESTMENTS

    5850 Cypress Gardens Blvd Unit 302, Winter Haven, FL 33884
  • /52

    $212,900

    $12K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,281 Sq Ft

    2348 Isle Royale Ct SE, Winter Haven, FL 33880

    PRICE REDUCTION – $5,000! Recently Fully Renovated Townhouse – Move-In Ready! Seller offering $4,000 credit toward buyer’s closing costs or interest rate buydown. Don’t miss your chance to own this completely remodeled 2-bedroom, 2.5-bathroom townhouse in Park Lake, now available at an unbeatable price! This home has been beautifully updated from top to bottom, offering modern style and

    Fatma Higdon HIGDON HOMES REALTY LLC

    2348 Isle Royale Ct SE, Winter Haven, FL 33880
  • /23

    $149,500

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft

    413 Winter Ridge Blvd Unit 90, Winter Haven, FL 33881

    Welcome to Winter Ridge Condominiums — Lakeside Living on the Winter Haven Chain of Lakes. Discover the charm of Winter Ridge, a desirable waterfront condominium community offering direct access to Lake Smart, part of the renowned Winter Haven Chain of Lakes. This inviting 2-bedroom, 2-bath home features an open floor plan with ceramic tile throughout, a galley-style kitchen equipped with a

    Christina Heath Century 21 Myers Realty

    413 Winter Ridge Blvd Unit 90, Winter Haven, FL 33881
  • /13

    $257,000

    $12K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,099 Sq Ft

    1601 Roselawn St SW, Winter Haven, FL 33880

    Welcome to this beautifully updated home in Winter Haven! This move-in ready property combines classic charm with modern upgrades, featuring stunning high-gloss marble-style porcelain flooring throughout that creates a bright and elegant living space. Enjoy a spacious layout filled with natural light, a well-maintained kitchen with stainless steel appliances, wood cabinetry, and a stylish

    Gabriel Rivera Gonzalez LA ROSA REALTY PRESTIGE

    1601 Roselawn St SW, Winter Haven, FL 33880
  • /66

    $329,900

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,354 Sq Ft

    5352 Nicklaus Dr, Winter Haven, FL 33884

    RESORT-STYLE FLORIDA LIVING IN HIGHLY DESIRED LAKE ASHTON! Welcome to your own slice of paradise, where comfort meets connection in one of Central Florida’s most sought-after 55+ communities. This beautifully maintained home offers an easygoing, laid-back lifestyle with soaring ceilings that create an open, breezy feel the moment you walk in—perfect for relaxing or entertaining. At the heart of

    David Fleming BHHS FLORIDA PROPERTIES GROUP

    5352 Nicklaus Dr, Winter Haven, FL 33884
  • /22

    $139,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,077 Sq Ft

    689 Lake Howard Dr NW Unit 2D, Winter Haven, FL 33880

    Price Improvement!! Welcome to this Charming 2-bedroom 2 bath move-in-ready condo in the well-established 55+ Wellington Community. This community has a beautiful lake front with a private dock and access to Lake Howard that connects to the Chain of Lakes. This spacious home provides plenty of living space, with large bedrooms, and sliding doors that lead to a screened in lanai with a side rear

    Rick Hemenway CROSBY & ASSOCIATES, INC.

    689 Lake Howard Dr NW Unit 2D, Winter Haven, FL 33880

Showing Results 1 - 40, Page 1 of 9

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$294,990
Median Single Family Sale Price
$300,000
Median Townhouse Sale Price
$244,990
Median 2 Bedroom Sale Price
$135,000
Median 1 Bedroom Sale Price
$95,500
Average Price Per Sq Ft
$169
Number of Homes for Sale
861
Last 12 months Home Sales
2,085
Months of Supply
5.00
Median List Price
$308,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
How to Buy a Home How to Finance a Home How to Sell a Home