THIS ISN’T JUST A HOUSE—IT’S A LOT MORE HOUSE THAN YOU’D EXPECT. About 1,500 SF of easy living with 3 bedrooms, an open floor plan, fresh paint, newer flooring, newer appliances, and a BRAND-NEW ROOF. Then things get interesting… a huge bonus/utility room, an oversized backyard, and a back patio that practically begs for weekend BBQs. And the detached garage/workshop? That’s where the toys, tools, hobbies, or big ideas get their own space. All this minutes from Downtown Winter Haven. Come see it. I have a feeling the backyard might sell you.

1825 34th Street Nw, Winter Haven

Listing courtesy of WEICHERT REALTORS HALLMARK PRO. 407-841-8011

923 W Lake Cannon Drive Nw, Winter Haven

$240,000

3 Beds ⋅ 2 Baths ⋅ A4706514 MLS

Welcome to this beautiful renovated3-bedroom, 2-bathroom home, perfectly situated on an oversized lot with partial lake views. This home offers a fresh, modern feel while maintaining a warm and inviting atmosphere.The spacious layout provides plenty of room for comfortable living and entertaining, while the generous lot offers endless possibilities for outdoor enjoyment, gardening, recreation, or future enhancements. A wonderful opportunity to own a move-in-ready home in a picturesque setting..

923 W Lake Cannon Drive Nw, Winter Haven

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-758-7777

$169,900

3 Beds ⋅ 1 Baths ⋅ TB8544010 MLS

Welcome to this charming 3-bedroom, 1-bathroom single-family home in Winter Haven, FL, offering a great opportunity for a first-time home buyer or real estate investor. Major updates include a 2-year-old septic system, 3-year-old AC that has been professionally maintained annually, and a NEW ROOF to be installed at closing, with reasonable offer. Recently painted inside and out, this home feels fresh and ready for its next owner. The kitchen also has new counter tops! Enjoy Florida living from the covered back porch, perfect for relaxing or entertaining. Conveniently located with access to US-27, US-17, the Polk Parkway and I-4, making travel throughout Central Florida, Tampa and Orlando easily accessible. Whether you’re searching for your first home or your next investment property, this Winter Haven home is one to see!

1550 36th Street Nw, Winter Haven

Listing courtesy of THE WILKINS WAY LLC. 407-874-0230

$220,000

3 Beds ⋅ 1 Baths ⋅ S5155664 MLS

Welcome to this charming Winter Haven property offering comfortable living spaces and a functional layout with plenty of potential. The home provides a great opportunity for those looking for a primary residence, first home, or investment property in a convenient Central Florida location. Enjoy easy access to shopping, restaurants, schools, parks, and major roadways, making everyday errands and commuting convenient. Located near Winter Haven’s many recreational attractions and lakes. It comes with all apliances and includes a fully renovated additional bathroom. New fence, new fan in all rooms. Whether you are looking for a place to call home or an investment opportunity, this property is worth a closer look. Schedule your showing today!

3462 Avenue T Nw, Winter Haven

Listing courtesy of NAIM REAL ESTATE LLC. 818-268-9917

$199,900

3 Beds ⋅ 2 Baths ⋅ L4963796 MLS

Under contract-accepting backup offers. Virtually Staged. Welcome to 1725 31st St. NW in Winter Haven—where thoughtful updates, stylish finishes, and exceptional value come together! Offering an impressive amount of living space for the price, this beautifully renovated 3-bedroom, 1.5-bath home is the perfect opportunity for first-time buyers, downsizers, or investors looking for a move-in-ready property. Step inside to discover brand-new luxury vinyl plank flooring throughout, complemented by a fresh coat of paint inside and out, creating a bright, modern feel from the moment you enter. The fully renovated kitchen is the heart of the home, featuring new cabinetry, solid surface countertops, stainless steel appliances, and plenty of workspace for everyday living and entertaining. Additional upgrades include new doors, new ceiling fans, and modern light fixtures throughout, giving the home a polished, cohesive look. A dedicated laundry area adds convenience, while the freshly landscaped front yard provides great curb appeal and a welcoming first impression. If you're searching for a home that delivers more living space and more value than you'd expect, this Winter Haven gem is one you won't want to miss. Schedule your private showing today!

1725 31st Street Nw, Winter Haven

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 863-701-2350

$189,990

3 Beds ⋅ 1 Baths ⋅ S5153207 MLS

Under contract-accepting backup offers. Virtually Staged. **Calling all lake lovers!** Discover this charming 3-bedroom, 1-bath home situated on **nearly half an acre** in the heart of Winter Haven. Featuring a functional floor plan, a spacious yard, and **private rear access**, this property offers endless possibilities for outdoor entertaining, gardening, parking boats, RVs, or work vehicles, or even future expansion. No HOA. Conveniently located near shopping, dining, schools, and major roadways, you'll also enjoy easy access to Central Florida's top attractions. **LEGOLAND® Florida Resort is approximately 15 minutes away**, **Walt Disney World® Resort is about 35–40 minutes away**, and **Universal Orlando Resort** and **SeaWorld Orlando** are both within **45–50 minutes**, making this home an excellent choice for both homeowners and investors. Boating and fishing enthusiasts will appreciate the close proximity to several of Winter Haven's beautiful lakes, with a public boat ramp located just half a mile away, making it easy to enjoy Florida's year-round outdoor lifestyle. Whether you're a first-time homebuyer, looking to downsize, or searching for a fantastic investment opportunity, this property offers comfort, convenience, generous outdoor space, and tremendous potential. **Schedule your private showing today and discover everything this home has!**

3328 Avenue T Nw, Winter Haven

Listing courtesy of AXEN REALTY, LLC. 818-932-8800

$109,900

3 Beds ⋅ 2 Baths ⋅ O6418011 MLS

Bring your next project to this really nice house!!!!

3915 Avenue Q Nw, Winter Haven

Listing courtesy of SOLARE REALTY LLC. 321-247-7765

$145,000

2 Beds ⋅ 1 Baths ⋅ S5152821 MLS

Under contract-accepting backup offers. Investor special in the heart of the Inwood neighborhood — solid block construction, new roof (2024), and a location that puts you minutes from everything Winter Haven has to give. This two-bedroom (possibly could be a 3 bedroom), one-bath home sits on a fenced lot with mature shade trees, and the covered, screened front porch gives the place a real homey feel the moment you pull up. Inside you'll find ceramic tile throughout the bedrooms and living areas, ceiling fans in every room, and a converted single-car garage that works well as an additional bedroom or possibly a den, home office, or storage space. The layout is straightforward and functional — living room, eat-in kitchen, two bedrooms with built-in closets, and a full bath with pedestal sink and tiled shower. There's also a linen closet in the hall. A shed out back adds extra storage. And the size of the backyard allows for endless possibilities. The home currently has window AC units but no central air or heat system — a definite opportunity for a buyer to update to their preference and immediately add equity. Dual septic system on site. Water is public. The property is being sold as-is. Convenient to US-17, shopping, dining, Polk State College, the Chain of Lakes trail system, and downtown Winter Haven. No HOA. Great bones, priced to move.

3319 Avenue U Nw, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

$220,000

2 Beds ⋅ 1 Baths ⋅ L4963168 MLS

Price Improvement!! Welcome to your private backyard paradise! This beautiful home features two bedrooms, one bath, no HOA, a relaxing jacuzzi spa, functional greenhouses for gardening, storage sheds, irrigation system and a rare, gated private alley at the rear of the property which provides convenient access to your backyard. The property is currently an active plant nursery and the sale includes everything to continue that if you choose. Inside you will find an open layout perfect for comfortable living. Enjoy total peace of mind with newer appliances, windows (2026), electrical wiring (2025), HVAC (2025) and also an indoor laundry space. This property is conveniently located five minutes from downtown Winter Haven, near dining and shopping, close to the Chain of Lakes, Legoland and many parks and outdoor activities. If your looking for the Florida lifestyle then come tour this unique property.

1405 28th Street Nw, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

$212,000

3 Beds ⋅ 1 Baths ⋅ O6420432 MLS

Virtually Staged. 3129 Avenue W NW is a residence with a functional layout and modern finishes throughout. Clean interior finishes and updated flooring carry through the home, creating a well-maintained aesthetic throughout. This residence combines practical design with comfortable living spaces, delivering functional amenities throughout every room.. Included 100-Day Home Warranty with buyer activation

3129 Avenue W Nw, Winter Haven

Listing courtesy of OPENDOOR BROKERAGE LLC. Homes@opendoor.com

$200,000

5 Beds ⋅ 2 Baths ⋅ O6418690 MLS

Closing costs assistance is available. Welcome to 1605 36th Street NW, a beautifully updated and remarkably spacious 5-bedroom, 2-bathroom home located in the heart of Winter Haven. Spanning 1,700 square feet of single-story living space, this concrete block and stucco home offers the perfect blend of worry-free longevity and modern interior features.Absolute peace of mind comes included with a brand-new, lifetime-durable metal roof, alongside a completely new septic tank and brand-new drainfield. Inside, you are greeted by an expansive layout featuring low-maintenance vinyl plank flooring throughout and an open-concept kitchen equipped with stainless steel appliances and a center cooktop island.Situated on a clean, 7,405 square foot lot with zero HOA restrictions, you have total freedom to park your boat, trailer, or RV. Conveniently located near local shopping, dining, parks, and major Polk County thoroughfares. Move-in ready and completely optimized for low maintenance—schedule your tour today!

1605 36th Street Nw, Winter Haven

Listing courtesy of INTELLIGENCE CHOICE REALTY LLC. 407-272-4833

$249,000

3 Beds ⋅ 2 Baths ⋅ L4962912 MLS

Welcome to 820 NW 26th St, Winter Haven, Florida—a move-in ready 3-bedroom, 2-bath home featuring updates inside and out. This property has been thoughtfully refreshed with a focus on comfort, style, and modern living. Enjoy a beautifully updated interior along with exterior improvements that enhance the home’s appeal. The kitchen comes equipped with all-new appliances, making everyday living and entertaining effortless. The spacious layout offers comfortable living areas, well-appointed bedrooms, and a functional design perfect for families, guests, or anyone looking for a fresh, updated home in Central Florida.

820 26th Street Nw, Winter Haven

Listing courtesy of 241 REAL ESTATE LLC. 863-738-7001

$200,999

2 Beds ⋅ 1 Baths ⋅ O6414725 MLS

Unlock Incredible Income Potential in Winter Haven! This unique property at 1101 28th St NW is the ultimate value-add or "house-hack" opportunity you’ve been waiting for! While public records show a 2/1, the property features a spacious 3-bedroom, 2-bathroom layout, completely optimized with a separate, income-producing apartment unit that is currently rented. Whether you are looking to offset your mortgage by living in one side and renting the other, accommodating multi-generational living, or adding an asset to your portfolio, this property delivers. Sold AS-IS—bring your vision and capitalize on this rare find today!

1101 28th Street Nw, Winter Haven

Listing courtesy of OUTLET REALTY. 407-308-0600

$185,000

3 Beds ⋅ 1 Baths ⋅ O6416312 MLS

Virtually Staged. Don't miss this charming 1-story home featuring 3 bedrooms, 1 bathroom, and a 1-car carport. The functional floor plan offers comfortable living spaces with plenty of natural light and room for everyday living. The kitchen provides ample cabinet and counter space, while the bedrooms offer flexibility for family, guests, or a home office. Enjoy the spacious yard with plenty of room for outdoor activities, gardening, or entertaining. Conveniently designed for easy living, this property presents a great opportunity to make it your own. One or more photo(s) has been virtually staged, AI generated, or rendered.

1680 32nd Street Nw, Winter Haven

Listing courtesy of MAINSTAY BROKERAGE LLC. 800-583-2914

$109,000

TB8516744 MLS

Build your dream home on this beautiful 0.25-acre Lakefront lot located on Lake Blue Dr NW in the established Inwood community of Winter Haven, Polk County. Offering Direct Frontage on scenic Lake Blue, this waterfront parcel presents a rare opportunity to enjoy lakefront living in the heart of Central Florida. Zoned RL-3 Residential, the property is suitable for a single-family residence or modular home. The lot features approximately 10,720 square feet, paved road frontage, electricity available at the street, nearby city water, and private septic service. With direct lake access and beautiful water views, this property is ideal for a custom home, seasonal retreat, or long-term investment. Enjoy the Florida waterfront lifestyle with opportunities for boating, fishing, kayaking, paddleboarding, and relaxing lake views right from your backyard. Located within a designated Opportunity Zone, the property offers additional long-term investment appeal while remaining conveniently situated near major transportation corridors, including Havendale Boulevard (SR 544), US Highway 92, US Highway 17, and Interstate 4, providing excellent connectivity throughout Central Florida. Conveniently located approximately 10 minutes from Downtown Winter Haven, 15 minutes from Auburndale, 20 minutes from Lakeland, 35 minutes from Walt Disney World, 50 minutes from Orlando International Airport (MCO), and approximately 1 hour from Tampa International Airport (TPA). Nearby amenities include Publix, Walgreens, Wawa, Planet Fitness, restaurants, medical facilities, shopping, entertainment, and everyday conveniences. No HOA. Direct lake frontage. Opportunity Zone location. Paved road access. City water nearby. Electricity available. Financing available with as little as 20% down for qualified buyers.

Lake Blue Drive Nw, Winter Haven

Listing courtesy of PLANTATION REALTY, INC.. 352-795-0784

$164,900

2 Beds ⋅ 1 Baths ⋅ O6408954 MLS

Virtually Staged. Charming single-story home located in Winter Haven with a functional layout and comfortable living spaces throughout. This 3-bedroom, 1-bath property features an inviting living area filled with natural light, a spacious kitchen with ample cabinet and counter space, and tile flooring throughout for easy maintenance. The home also offers a covered parking area, paved driveway, and a generously sized yard with room to enjoy outdoor living. Conveniently located near shopping, dining, parks, lakes, and major roadways for an easy commute throughout Polk County.

3214 Avenue Q Nw, Winter Haven

Listing courtesy of MAINSTAY BROKERAGE LLC. 800-583-2914

$225,000

3 Beds ⋅ 3 Baths ⋅ L4961252 MLS

Under contract-accepting backup offers. Fully Remodeled 3 Bed / 3 Bath with No HOA – Move-In Ready in Winter Haven! Welcome to 3420 Avenue T NW — a completely updated 3-bedroom, 3-bathroom home featuring a rare full-bath-for-every-bedroom layout, all-new appliances, and a brand-new 6-foot privacy fence. This home has been renovated with today’s buyer in mind, offering a clean, modern interior with updated flooring, a refreshed kitchen, and a seamless open-concept living space. The kitchen is equipped with brand-new stainless steel appliances and flows easily into the main living areas, making it perfect for both daily living and entertaining. Each bedroom offers direct access to a full bathroom, providing flexibility for families, guests, or multi-use living arrangements — a feature that sets this home apart from typical properties in this range. The fully fenced backyard adds another layer of value, giving you private outdoor space ready for pets, play, or relaxation. If you’re searching for a move-in-ready home with modern updates, functional layout, and strong value, this one checks the boxes.

3420 Avenue T Nw, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$75,000

P4938352 MLS

Great vacant lot for sale. Owner wishes to sell adjoining lot at same time. Adjoining lot is 3790 Avenue U NW. 3790 is.68/acre. Total land available is 1.11 acres. Pretty trees on both lots! No structure on property; however, a footer is present from a previous owner who started to build a house on this lot. 3790 Avenue U NW is a beautiful lakefront lot, across the street from Lake Blue. There is a public park on the actual lake frontage. The park has a boat ramp, fishing dock, picnic tables, playground and grills available. There is a great paved walking trail that runs through the park. The park will never be built on, so the lakeview is permanent. What a wonderful future homesite this could be for you! Please call agent with any questions!

3799 Avenue T Nw, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$300,000

P4938353 MLS

Beautiful vacant lakefront lot for sale!! .68 acres! Owner wishes to sell an adjoining lot at the same time. Adjoining lot is 3799 Avenue T NW which is .43/acre. Total land available is 1.11 acres. Very nice trees on each side of lot. No structure on property. This lot is across the street from Lake Blue. There is a public park on the actual lake frontage. The park has a boat ramp, fishing dock, picnic tables, playground and grills available. There is also a great paved walking trail that runs through the park. The park will never be built on, so the lakeview is permanent. This could be a very beautiful lakefront homesite for your future new home! Please call agent with any questions.

3790 Avenue U Nw, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

1450 W Lake Cannon Drive Nw, Winter Haven

$299,000

5 Beds ⋅ 2 Baths ⋅ L4960456 MLS

CALLING ALL INVESTORS!! Amazing opportunity with a blank canvas to be creative! This property boasts 2 separate dwellings, both with living spaces, kitchens, dining areas, 2 bedrooms and 1 bathroom WITH an in ground pool in between! Property also has a THREE car garage AND a huge open space in the attic with stair access from a bedroom! Direct view and access to Lake Cannon, WOW!! Make your appointment today to secure this amazing opportunity! CASH ONLY, BEING SOLD AS IS.

1450 W Lake Cannon Drive Nw, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

$257,999

4 Beds ⋅ 2 Baths ⋅ S5143914 MLS

Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary tile finishes. The oversized lot offers endless possibilities and plenty of room to park your RV, boat, jet ski, work vehicles, or recreational toys worry-free — something hard to find in today’s market. Conveniently located near major supermarkets, restaurants, schools, and main roads for easy commuting, this property is ideal for homeowners seeking space and flexibility or investors looking for a strong opportunity. Schedule your private showing today and discover the value, freedom, and potential this unique property has to offer!

1701 36th Street Nw, Winter Haven

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$248,000

3 Beds ⋅ 1 Baths ⋅ S5143521 MLS

Enjoy the best of Florida living with tranquil lake views welcoming you home to this charming residence. Bright, airy, and filled with natural light, the thoughtfully designed floor plan offers a seamless flow that's ideal for both everyday living and effortless entertaining. The functional layout combines comfort, style, and low-maintenance convenience. Step outside to a fully fenced backyard offering privacy, versatility, and plenty of room to make it your own. Whether you're creating a play area for pets, hosting family and friends, starting a garden, or simply unwinding in your private outdoor retreat, this backyard is ready to fit your lifestyle. Combined with the peaceful water views, it creates a relaxing setting you'll enjoy year-round. Ideal for first-time homebuyers, downsizers, seasonal residents, or investors, this home offers the perfect blend of charm, functionality, and scenic appeal. Conveniently located in desirable Central Florida, it presents an outstanding opportunity to enjoy comfortable living in a beautiful setting.

2122 Lake Boulevard, Winter Haven

Listing courtesy of IAD FLORIDA LLC. 407-720-0020

$189,900

3 Beds ⋅ 2 Baths ⋅ O6344380 MLS

Cute as a button. Great starter home or investment property. Large corner lot. Featuring NEW ROOF, NEW SEPTIC, NEW ELECTRICAL PANELS. This three bedrooms one & one half bathroom has a new modern eat in kitchen and laminate floors. Open spacious living and dining room. Covered front porch. Why rent just buy. Adjoining vacant lot is not included in the sale and has been removed from the legal description. Lot maybe purchased separately. Seller will contribute towards buyers closing costs. Please see realtor remarks.

1997 26th Street Nw, Winter Haven

Listing courtesy of CAPITAL REALTY GROUP FLORIDA. 407-447-7253

$295,000

4 Beds ⋅ 2 Baths ⋅ S5132588 MLS

BACK ON MARKET — NOW PRICED UNDER $300K! Seller offering a $5,000 buyer closing cost credit. Occupied Winter Haven duplex generating $2,550/month in gross rental income. Both units are 2 bed / 1 bath and feature stone countertops, laminate flooring, and separate living spaces. No carpet. No HOA. No current vacancy. This property offers immediate income from day one with a practical two-unit setup for long-term rental demand. Located in a quiet residential area less than 2 miles from public schools, near Winter Haven’s Chain of Lakes, Lake Shipp Park, public boat ramps, trails, shopping, dining, and approximately 20 minutes from LEGOLAND Florida. Investors looking for an income-producing asset under $300K should take a serious look. Schedule your showing today.

3356 Avenue Q Nw, Winter Haven

Listing courtesy of BANERSY REAL ESTATE, LLC. 407-962-6201

$1,300,000

L4953426 MLS

The property at 1701 42nd Street NW in Auburndale, Florida, includes 4 parcels, encompasses approximately 6.8 acres and features about 540 feet of frontage along 42nd Street NW. Additionally, it boasts roughly 900 feet of frontage on Lake Blue, offering significant waterfront access. This site is zoned for Residential Medium Land Use. However, there’s potential for commercial or industrial development, subject to land use modifications or annexation and rezoning into the City of Auburndale.

1701 42nd Street Nw, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY. 863-875-5656

$204,999

3 Beds ⋅ 2 Baths ⋅ S5127631 MLS

Welcome to 1101 28th St NW, Winter Haven, FL 33881 – a fully remodeled and income-generating property perfect for first-time buyers, investors, or anyone needing a private space for in-laws or extended family! Public records show the home as a 2-bedroom, 1-bathroom, but it now features including a completely separate 1-bedroom, 1-bath apartment currently rented for extra income. The entire property has been tastefully updated—move-in ready with modern finishes throughout. Whether you're looking to offset your mortgage, expand your rental portfolio, or bring your parents closer while maintaining privacy, this home checks all the boxes. Don’t miss this unique opportunity

1101 28th Street Nw, Winter Haven

Listing courtesy of DEAL MAKERS REALTY TEAM CORP. 407-288-0260

Inwood Homes for Sale

Inwood - Winter Haven Florida Homes for Sale