Location: Winter Haven , 33881
Do Not Show Listings
1549 DREXEL AVE NE, WINTER HAVEN, FL 33881
$350,00013 Days on yellowkey MLS ID: S5151595
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1120 Built: 1957 Tax: $1,027 (2025)Community: Lake Elbert Heights Unit 01 02 RepSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,027
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This architecturally significant residence offers a rare blend of iconic mid-century design and historical provenance. One of only a few remaining original 1957 Craney Spec homes, the home was designed by celebrated architect Gene Leedy. Regarded as a legend and an icon, Leedy’s importance in history is prominent as a pioneering architect of the Sarasota School of Architecture movement, famous for integrating mid-century modernism with Florida’s climate. Leedy is globally recognized for revolutionizing the use of raw materials and pre-stressed concrete—particularly inventing and utilizing the “Double T” beam to create open, flexible spaces without load-bearing interior walls. This historic residence showcases Leedy’s signature aesthetic, seamlessly merging natural surroundings with interior and exterior living spaces. Meticulously maintained landscaping and fig vines accent the perimeter walls, adding to the property's eminent beauty and quintessential style. Clean lines, expansive volumes, and a seamless connection between interior and exterior spaces define the home’s architectural character. Floor-to-ceiling sliding glass walls, Ocala block, structural beams, and rich mahogany paneling demonstrate Leedy’s mastery of space, proportion, and detail as well as his talent for displaying the beauty of raw materials rather than covering them up. An expansive backyard and courtyard fully realize his architectural vision. Drexel Avenue remains a celebrated example of Leedy's Florida climate-responsive Mid-Century Modern homes. In 1984, the home was remodeled by Leedy himself. The redesign improved functionality by extending the Primary bedroom and primary bathroom walls, adding depth while creating additional storage and a more versatile living space. Other interior highlights include rich tongue-and-groove wood ceilings, wood-paneled walls, a floating gas fireplace, built-in shelving, and wide unobstructed views of the peaceful landscape. The kitchen and both bathrooms have been gutted, providing a blank canvas for a personalized restoration, allowing you to blend historic character with modern convenience. The dining area overlooks the courtyard, creating a stronger connection to the outdoors. The guest bedroom can also serve as an office, with a sliding glass wall that opens to the backyard. Other features include interior and exterior post-and-beam construction, an enclosed garage, original wrought-iron front gate, outdoor shower, tankless water heater, ample storage, track lighting throughout, central air conditioning, pathways through lush gardens, a relaxing courtyard for enjoying Florida's cooler days and evenings, and an eight-foot perimeter wall with ambient downlighting throughout. Gene Leedy chose to bring his modernist vision to Winter Haven, a city uniquely situated between Orlando and Tampa and surrounded by lakes and year-round pleasant weather. The Lake Elbert Trail is just two blocks away, and downtown is an easy bike ride or enjoyable walk. Polk State College and other everyday conveniences are only minutes from Drexel Avenue. Showings are available for qualified buyers. One or more photos have been virtually staged.
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Michael Brenner (863-557-3300)
1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881
$749,90055 Days on yellowkey MLS ID: L4961524
REDUCED by $27,800 (3.6%) on 06/12/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2363 Built: 1997Monthly Fee: $17 Tax: $6,592 (2025)Community: Hamilton RidgeSingle Family
Taxes:$6,592
Remarks: Welcome to this exceptional 4-bedroom, 3-bath home set on over half an acre, offering a rare combination of space, privacy, and versatility, complete with a heated swimming pool, screened-in patio, and an impressive 32x48 insulated and air-conditioned workshop. From the moment you arrive, you’ll appreciate the curb appeal with a well-maintained exterior, extended driveway, and ample parking leading to the detached workshop — ideal for multiple vehicles, equipment, or recreational toys. Inside, the home offers a bright and functional layout with tasteful finishes throughout. The kitchen is both stylish and practical, featuring warm wood cabinetry, granite countertops, stainless steel appliances, and plenty of counter space — perfect for everyday living and entertaining. The open flow provides easy access to dining and living areas, creating a welcoming environment for family and guests. The primary bathroom is a true retreat, showcasing a spa-like design with a freestanding soaking tub, separate walk-in shower, dual vanities, and modern finishes — offering both comfort and elegance. Step outside and enjoy your private backyard oasis, complete with a heated swimming pool and screened-in patio — ideal for year-round relaxation, bug-free outdoor living, and entertaining. The expansive lot provides plenty of room for additional outdoor activities, storage, or future possibilities. A standout feature is the 32x48 insulated and air-conditioned metal workshop, complete with its own half bathroom, offering endless possibilities for a home business, workshop, vehicle storage, or hobby space. This fully climate-controlled building is a rare find and adds tremendous value and functionality. In addition, the property includes a fully insulated and air-conditioned detached flex space, perfect for a home office, gym, studio, or private retreat — giving you even more versatility to fit your lifestyle. With a rare combination of indoor comfort, outdoor enjoyment, and multiple climate-controlled structures, this property is ideal for those seeking space, functionality, and flexibility.
Listing is courtesy of: PROPERTY SHOPPE OF CENTRAL FL (863-638-6638)
Listing Agent: Damon Trueman (407-276-5417)
117 5TH ST NE, WINTER HAVEN, FL 33881
$484,00050 Days on yellowkey MLS ID: L4961626
0 Days Off yellowkey (back on 5/9/2026)
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2214 Built: 1930 Tax: $962 (2025)Community: Revised Map Of Fernwood AddApartment
Taxes:$962
Remarks: Under contract-accepting backup offers. Great opportunity to add to your portfolio or start your rental property journey! Great Quad that has had multiple upgrades and improvements. The best part is the adjacent empty lot that is zoned for another Quadraplex included in the sale! Build another Quad or even a duplex, the possibilities are endless! Consistently rented with one of the units being newly built out. New roof April of 2026! New commercial grade washer and dryer in the common area along with a new large gas water heater for the building in the last year. All units rented - Come and take a look at your next income property! Unit 115 - Upstairs - 2/1 $1350/month Unit 113 - Downstairs - 1/1 $1500/month includes electric Unit 119 - Upstairs - 2/1 $1350/month Unit 117 - Downstairs - 2/1 $1250/month
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Stacy Tuttle (863-602-9554)
3520 AVENUE V NW, WINTER HAVEN, FL 33881
$345,00014 Days on yellowkey MLS ID: O6413105
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2249 Built: 1951 Tax: $5,404 (2025)Community: InwoodApartment
Taxes:$5,404
Remarks: Investor-friendly duplex opportunity in Winter Haven offering two separate rental units on a spacious 0.36-acre lot, approximately 15,794 sq ft. This income-producing property features 2,249 sq ft of heated space across two buildings, with a front 3-bedroom, 2-bath unit and a rear 2-bedroom, 1-bath unit. Both units are tenant occupied, creating immediate rental income potential from day one. The property has been previously refurbished and includes new roofs noted in the listing details, central air, electric heat, public water, septic, and washer/dryer plumbing for both units. The rear unit also features its own fenced backyard, offering added privacy and usability for tenants. Located in the established Inwood area of Winter Haven, this property is close to downtown shopping, entertainment, schools, medical facilities, major highways, and a nearby lake with a public park, jogging trail, and playground. With no HOA, two rental units, and a convenient Central Florida location, this duplex is a strong option for investors seeking cash flow, long-term rental potential, or a house-hacking opportunity.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tyler Gibson Llc (877-366-2213)
492 LAKESIDE RANCH CIR, WINTER HAVEN, FL 33881
$185,000293 Days on yellowkey MLS ID: P4936182
0 Days Off yellowkey (back on 6/11/2026)
REDUCED by $13,000 (6.6%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1620 Built: 2006Monthly Fee: $140 Tax: $2,148 (2024)Community: Lakeside Ranch For Mobile HomesManufactured Home
Taxes:$2,148
Tax Year: 2024
Remarks: Under contract-accepting backup offers. LAKEFRONT LIVING FOR UNDER $200K, MOTIVATED SELLERS SAY BRING US AN OFFER!! Why pay lot rent when you can enjoy the charm and tranquility in this beautifully renovated, Fully Furnished 2 Bedroom/2 Bath 2006 home in Winter Haven! Nestled in the serene, gated 55+ Lakeside Ranch community on Lake Henry. This home is move-in ready and offers a host of modern updates, including New HVAC (2025) and New Roof and All New Windows both replaced in 2024. The home features a spacious living room, a primary bedroom with an ensuite bathroom and walk-in shower, an indoor utility room with laundry and extra storage, and a screened-in porch perfect for relaxing or enjoying breathtaking sunset views. The kitchen is designed for convenience featuring an Island with Breakfast Bar and ample storage. The carport doubles as additional seating or parking space. Lakeside Ranch is a co-op community where the price includes an $11,000 share in the corporation—meaning no lot rent. The LOW MONTHLY HOA Fee that includes Water, Sewer & Garbage. This vibrant community offers an array of amenities, including a clubhouse, heated swimming pool, library, shuffleboard courts, horseshoe area, billiards, a boat launch, and docks on Lake Henry. Residents can also take advantage of scheduled holiday events, arts and crafts classes, exercise programs, card games, and more. For added convenience, the community has a trailer storage area, self-contained water and sewer systems with backup generators. Perfect for year-round residents or snowbirds. Lakeside Ranch Community offers the flexibility to be as active or as relaxed as you desire. With its idyllic location near shopping, dining, and amusement parks, this home offers the best of Florida living. Call today for a private showing and start enjoying the security, serenity, and vibrant lifestyle of this remarkable Lakeside Community!!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Cheryl Brewer (863-224-0045)
909 CAMBRIDGE DR, WINTER HAVEN, FL 33881
$271,90068 Days on yellowkey MLS ID: G5111142
REDUCED by $5,000 (1.8%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1506 Built: 2022Monthly Fee: $13 Tax: $3,310 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$3,310
Elementary School: Fred G. Garnier Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Short Sale. – PRICED TO SELL! Welcome to this 2022-built 3-bedroom, 2-bathroom home located in the growing Lucerne Park Reserve community of Winter Haven. This newer construction single-story home features a desirable open-concept floor plan, perfect for comfortable everyday living and easy entertaining. The spacious kitchen overlooks the living and dining areas, creating a bright and inviting central gathering space. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. Home includes solar panels, offering potential energy efficiency benefits for the new owner. Conveniently located near shopping, dining, schools, and major highways with easy access to Lakeland, Orlando, and surrounding Central Florida areas. Ideal opportunity for first-time buyers, investors, or anyone looking to add value in a rapidly growing area. Short Sale – subject to lender approval. Property sold as-is. MOTIVATED SELLERS!!!
Listing Agent: Mariel Espinal (407-921-5868)
555 LUCERNE BLVD, WINTER HAVEN, FL 33881
$280,000107 Days on yellowkey MLS ID: S5145385
2 Days Off yellowkey (back on 6/11/2026)
REDUCED by $10,000 (3.4%) on 05/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1980 Built: 2016Monthly Fee: $49 Tax: $2,414 (2025)Community: Lakes/Lucerne Park Ph 4Single Family
Taxes:$2,414
Remarks: Under contract-accepting backup offers. This 4 bedroom, 2 bathroom home offers a rare combination of move in readiness and income potential, making it ideal for homeowners, seasonal residents, or savvy investors. Add seller is willing to assist with buyers closing cost. You have options!!! Step inside to a bright, open layout filled with natural light, spacious living areas, and a functional kitchen designed for everyday living and easy entertaining. Enjoy Florida living at its best with a screened-in lanai perfect for morning coffee or winding down in the evening without the bugs. Major upgrades already done for you NEW roof (May 2025) with transferable warranty, Water filtration system installed no worries about that hard water here, Turn-key condition, Located just minutes from shopping, dining, beautiful lakes, and attractions like LEGOLAND Florida Resort, this home delivers both lifestyle and location. Whether you're looking to move right in, generate rental income, or secure a second home in Central Florida, this property checks all the boxes. Opportunities like this don’t sit long—schedule your private showing today.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Laura Medina Ruiz (863-207-4784)
2710 AVENUE J NW, WINTER HAVEN, FL 33881
$179,00018 Days on yellowkey MLS ID: TB8515967
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1956 Tax: $2,320 (2025)Community: InwoodSpa: NoSingle Family
Taxes:$2,320
Remarks: Welcome to a NO HOA 2 bedroom 1 bath located right between Orlando and Tampa. This starter home is close to everything you need plus wonderful lakes, nature trails, Legoland, and more. Walking into the living room there is plenty of space for unwinding after a long day. The first bedroom is connected to the livingroom. Just to the left of the livingroom is the kitchen. In the kitchen there is plenty of storage and cooking space. The next bedroom is just outside the kitchen. Both bedrooms provide all the essentials and boast a ceiling fan. The side door from the kitchen leads to the carport which could easily act as an awesome covered outdoor space. Walking around the house, a large yard for family activities welcomes you. Come find out why you should make this home yours. Ask about Seller Financing Terms.
Listing Agent: Gregory Watson (863-224-6431)
900 LAKE JESSIE DR, WINTER HAVEN, FL 33881
$450,00088 Days on yellowkey MLS ID: S5146723
REDUCED by $19,900 (4.2%) on 06/06/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1828 Built: 1948 Tax: $4,023 (2025)Community: East View PkwySpa: NoSingle Family
Taxes:$4,023
Elementary School: Auburndale Central Elem
High School: Auburndale High School
Middle School: Westwood Middle
Remarks: Virtually Staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, & unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding, and paddleboarding right from your backyard. With nearby slalom courses & open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds and other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms and 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort and privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with it's oversized driveway & an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining, and entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play, and unwind in one of Florida’s most iconic lakefront settings. Book your showing today!
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
524 HAINES TRL, WINTER HAVEN, FL 33881
$315,00055 Days on yellowkey MLS ID: L4961454
REDUCED by $14,000 (4.3%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1980 Built: 2016Monthly Fee: $48 Tax: $2,501 (2025)Community: Lakes/Lucerne Park Ph 4Single Family
Taxes:$2,501
Elementary School: Lake Alfred Elem
Middle School: Lake Alfred-Addair Middle
Remarks: Beautifully maintained, highly upgraded home in a quiet, conveniently located community. From the moment you arrive, you’ll notice the strong curb appeal with manicured landscaping and a spacious screened front entry welcoming you inside. Step through the front door to find high ceilings and a wide hallway that opens into a bright, inviting great room. The open-concept kitchen flows seamlessly into the living and dining areas, featuring a large island perfect for entertaining, an upgraded deep sink, modern lighting, and plenty of cabinet and counter space. The private primary suite is thoughtfully separated from the other bedrooms, offering a peaceful retreat with a walk-in shower and dual vanities in the en-suite bathroom. Three additional bedrooms are located on the opposite side of the home, sharing a full hall bath, with a centrally located indoor laundry room for added convenience. Enjoy outdoor living on the backyard lanai—perfect for relaxing or hosting weekend barbecues. MUST SEE!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Cepeda (561-214-4879)
4669 OSPREY WAY, WINTER HAVEN, FL 33881
$319,50067 Days on yellowkey MLS ID: R4911042
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1992 Built: 2019Monthly Fee: $35 Tax: $5,100 (2025)Community: St James XingSingle Family
Taxes:$5,100
Elementary School: Walter Caldwell Elem
Remarks: This 4/2 home has a renovated interior showcasing modern upgrades throughout. The home features stunning new 36" x 24" porcelain tile flooring, offering a sleek, contemporary look with durability and easy maintenance. Move-in ready and designed for comfortable, stylish living. Dual access bedroom and bath provides the bedroom with private ensuite access while allowing the bathroom to serve as a main or guest bathroom from the hall, featuring two doors to maximize access and functionality. Large kitchen with island and lots of cabinet space and large pantry. Sliding doors leading to covered screened in porch with additional concreted tiled patio area that leads to a large backyard. Seller will consider contributing toward buyer’s closing costs.
Listing is courtesy of: EASY REALTY (321-895-4636)
Listing Agent: Greg Owen (321-360-4434)
551 LAKE SMART BLVD, WINTER HAVEN, FL 33881
$344,90086 Days on yellowkey MLS ID: S5146731
REDUCED by $15,000 (4.2%) on 05/30/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1936 Built: 2020Monthly Fee: $50 Tax: $4,211 (2025)Community: Lake Smart PointeSingle Family
Taxes:$4,211
Remarks: HUGE PRICE REDUCTION! Looking to buy a home in Winter Haven Florida? Welcome to 551 Lake Smart Blvd, a stunning move in ready residence featuring a brand new roof replaced in 2025. This beautiful home features 4 bedrooms, 2 bathrooms, and 1936 square feet of open concept living space. Imagine relocating to central Florida and stepping into a bright, airy floor plan where natural light fills the generous living spaces and connects seamlessly to a modern kitchen. Picture yourself enjoying a spacious yard or hosting gatherings in a versatile layout designed for effortless living. Remote workers and commuters will love the strategic location along the I-4 corridor, offering a quiet retreat with easy access to both Tampa and Orlando. Only 2 miles away from the premier Willowbrook Golf Course. To make your move even smoother, the seller is offering a $5000 dollar contribution toward buyer closing costs alongside a 1 year home warranty. This property delivers affordable modern comfort just minutes from dining, shopping, and major roadways. It is incredibly easy to tour, schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Kenneth Gonzalez (407-860-2304)
2456 BATES AVE SW, WINTER HAVEN, FL 33881
$249,90014 Days on yellowkey MLS ID: P4938971
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 2015 Tax: $2,789 (2025)Community: West Winter Haven Replat Blks 2 To 6Single Family
Taxes:$2,789
Elementary School: Inwood Elem
Remarks: Super nice! Very affordable with NO HOA! This 3 bedroom, 2 full baths home has lots of great features like high ceilings, laminate flooring throughout, great room, kitchen, cute bathrooms and front and back porches. Quality too, this home has been verified to meet the DOE Challenge Home (US Department of Energy guidelines), verifications are attached in MLS. Certified energy efficiencies that will save you money and universal design for aging in place with wide doors, easy open fixtures, etc.
Listing Agent: J. Michael Nolen, Jr (863-294-7541)
349 WHARF WAY, WINTER HAVEN, FL 33881
$249,900125 Days on yellowkey MLS ID: L4959545
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1604 Built: 2026Monthly Fee: $83Community: Harbor At Lake HenryTownhouse
Taxes:$0
Remarks: Under Construction. 2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and upstairs baths are finished with luxury vinyl plank flooring, with stain-resistant carpet in the bedrooms. Upstairs, you'll find three spacious bedrooms including your owner's suite complete with a walk-in wardrobe, linen closet, and a private en-suite bath with dual vanities and a tiled shower. Additional features for your convenience include a half bath downstairs, upstairs hall bath for the secondary bedrooms, energy-efficient insulation and windows, and a full builder warranty.
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
3214 AVENUE Q NW, WINTER HAVEN, FL 33881
$234,90035 Days on yellowkey MLS ID: O6408954
REDUCED by $12,100 (4.9%) on 06/10/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 936 Built: 1960 Tax: $2,530 (2025)Community: InwoodSingle Family
Taxes:$2,530
Elementary School: Garden Grove Elem
Remarks: 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.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
2790 ADELINE AVE, WINTER HAVEN, FL 33881
$274,90098 Days on yellowkey MLS ID: O6391726
REDUCED by $3,000 (1.1%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 2026Monthly Fee: $8 Tax: $3,456 (2025)Community: Willowbrook SouthSingle Family
Taxes:$3,456
Elementary School: Elbert Elem
Remarks: Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. 2 Spare Bedrooms and an Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today! *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
2786 ADELINE AVE, WINTER HAVEN, FL 33881
$289,90098 Days on yellowkey MLS ID: O6391683
REDUCED by $4,000 (1.4%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 2026Monthly Fee: $8 Tax: $3,456 (2025)Community: Willowbrook SouthSingle Family
Remarks: Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Now let me Introduce you to the Freeport II this 1498 sqft, 4 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas and Great room and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and the laundry room also includes a Washer and Dryer. With 2 Spare Bedrooms in the Front one in the Middle and an Owners Suite in the Back. The Owners Suite can easily fit a King size bed and has a large Walk-in closet. It also includes a Home Smart System. Come by today! *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
2775 ADELINE AVE, WINTER HAVEN, FL 33881
$274,90096 Days on yellowkey MLS ID: O6391813
REDUCED by $2,000 (0.7%) on 06/10/2026
Remarks: Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today! *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
884 CAMBRIDGE DR, WINTER HAVEN, FL 33881
$275,00058 Days on yellowkey MLS ID: TB8502061
0 Days Off yellowkey (back on 6/10/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2368 Built: 2021Monthly Fee: $17 Tax: $7,314 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$7,314
Remarks: Short Sale. SHORT SALE OPPORTUNITY PRICED TO SELL! This is a great opportunity to walk into equity in a newer home. Needs some minor TLC. Lucerne Park Reserve is located in historic Winter Haven only one mile from US-27 providing easy access to major employment centers. The home is located closely to town centers with plenty of restaurant and retail options. Meritage Home is Known for their energy efficient features. Low HOA of $200/year includes community pool and park
Listing is courtesy of: FOUNDATION REALTY GROUP (813-729-6000)
Listing Agent: Dana Cates (813-729-6000)
250 BRIGHAM RD NW, WINTER HAVEN, FL 33881
$1,195,00033 Days on yellowkey MLS ID: L4962128
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 3235 Built: 1971 Tax: $8,444 (2025)Community: NaSpa: YesSingle Family
Taxes:$8,444
Remarks: Prepare to be captivated by this beautifully updated lakefront estate on Lake Hartridge, perfectly positioned along the highly sought-after Winter Haven Chain of Lakes. Situated on approximately 1.3 acres with an impressive 115 feet of waterfront, this exceptional property offers a rare combination of luxury, privacy, and breathtaking panoramic water views, all tucked away on a peaceful dead-end street. Mature oak trees and lush tropical landscaping create a timeless Old Florida ambiance while blending seamlessly with the home’s fresh, modern updates. A long private driveway welcomes you to the property, leading to an oversized detached two-car garage complete with a private apartment above—ideal for guests, multigenerational living, rental income, or a secluded home office—and a convenient full bathroom below. Inside the main residence, an expansive and thoughtfully designed floor plan features four spacious bedrooms and 4.5 beautifully appointed bathrooms. One bedroom is currently styled as a cozy movie room, creating the perfect entertainment space for relaxing evenings or family gatherings. The luxurious first-floor primary suite serves as a true retreat, offering a spacious sitting area with stunning views overlooking the sparkling screened pool and tranquil lakefront setting. The spa-inspired primary bathroom showcases a soaking tub, oversized walk-in shower, elegant dual vanities, and generous space designed for comfort and relaxation. At the center of the home is the beautifully updated gourmet kitchen, featuring sleek quartz countertops, modern cabinetry, stainless steel appliances, and abundant prep and storage space sure to impress any chef. Elegant porcelain flooring flows throughout the main living areas, while plush carpeting adds warmth and comfort to the bedrooms. Recent upgrades, including a new roof and new AC system, provide peace of mind and enhance the home’s fresh, move-in-ready appeal. Designed to maximize the spectacular lake views, the expansive lanai and private screened-in pool area with an in-ground hot tub create the ultimate outdoor oasis for year-round Florida living. Newly refreshed pool and lanai screening further elevate the experience, seamlessly blending indoor and outdoor entertaining spaces. For boating enthusiasts, the property truly stands out with a private covered dock featuring a metal roof and boat lift, offering direct access to the renowned Winter Haven Chain of Lakes, known for boating, fishing, watersports, and unforgettable sunset cruises. Additional highlights include dedicated RV parking with electrical, water, and sewer hookups, making this property ideal for those seeking adventure without sacrificing luxury and convenience. Located in the heart of Winter Haven, known as the “Chain of Lakes City,” residents enjoy easy access to over 50 interconnected lakes, waterfront dining, boutique shopping, recreational trails, and convenient access to both Tampa and Orlando attractions. This extraordinary lakefront estate perfectly combines modern updates, timeless elegance, and resort-style living—offering a truly rare opportunity to own a one-of-a-kind waterfront retreat.
Listing Agent: David Small (407-601-8351)
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