Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
Living Area Square Feet: 2000 to 2499
Do Not Show Listings
Winter Haven - 176 properties found
3050 CRUMP RD, WINTER HAVEN, FL 33881
$768,900143 Days on yellowkey MLS ID: L4959091
REDUCED by $100 (0.0%) on 06/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2397 Built: 1982 Tax: $10,845 (2025)Community: Magnolia ShoresSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,845
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Central Florida is known for. Situated on approximately 1.08 acres along Lake Hamilton, this residence combines a thoughtfully updated main home with a private guest studio, outdoor living, and boating amenities. The main home features three bedrooms and two bathrooms with an open and functional layout. A bonus room with built in entertainment cabinetry and surround sound opens through double sliding doors to the pool deck, creating seamless indoor-outdoor living. The living room showcases beautiful wood beams, a wood burning brick fireplace, and triple sliding glass doors overlooking the pool and lake. Tile flooring runs throughout the main living areas, with wood flooring in the bedrooms. The kitchen is designed for everyday living and entertaining, featuring granite countertops, updated cabinetry with pullouts, a large island, built in desk space, wine refrigerator, stainless steel appliances, and a built-in oven/microwave combination. A separate guest studio apartment adds flexibility, complete with a kitchenette and triple sliding glass doors leading directly to the pool area. This space is ideal for guests, extended household needs, or flexible use. Outdoor features include a screened pool with new heater and an 8-foot depth, a spa that conveys, and a gas fireplace on the patio with underground piping in place (propane tank has been removed, but can easily be replaced by the new homeowner). The pool screen was recently replaced. The property includes a private boat dock and lift, allowing easy access to Lake Hamilton and nearby lakefront restaurants by water. Additional highlights include fruit trees in the front yard, RV parking for up to 31 feet with additional storage space, and a metal roof. Practical upgrades and systems include a new air conditioning system installed July 2024 with annual maintenance, water softener, well for irrigation, public water for the home, an inside laundry room, and a 2-car garage. The hot water heater was installed in 2011. Septic service was last completed June 2023. Solar panels are leased at $381.75 per month, with an average Duke Energy bill of approximately $30 per month. Televisions in the main living areas convey, excluding bedrooms. This lakefront retreat offers privacy, functionality, and a connection to the water, all set along beautiful winding roads in a peaceful Winter Haven setting.
Listing is courtesy of: ENGEL & VOELKERS LAKELAND (863-412-6633)
Listing Agent: Lisa Matheny (863-412-6633)
357 RUBY LAKE LOOP, WINTER HAVEN, FL 33884
$415,00097 Days on yellowkey MLS ID: L4960449
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2107 Built: 1998Monthly Fee: $71 Tax: $2,731 (2025)Community: Ruby Lake Ph 01Single Family
Taxes:$2,731
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home, showcasing sleek quartz countertops, a breakfast bar, closet pantry, and durable tile flooring. Retreat to the impressive primary suite, offering a large 17x15 bedroom, walk-in closet, and a spa-like en suite bath complete with soaking tub, walk-in shower, and dual vanities. Thoughtfully designed, the secondary bedroom and bath are handicap accessible with widened doorways for added ease. Enjoy Florida living year-round on the expansive 10x38 screened lanai—perfect for gatherings or quiet evenings. Additional highlights include an interior laundry room with sink, surround sound throughout, plantation shelving with ambient lighting, ceiling fans, irrigation system with separate meter, and a 2-car garage with a high-profile door. Conveniently located near shopping, dining, medical facilities, schools, and Legoland, with easy access to Tampa and Orlando—this exceptional home truly has it all. Don’t miss your opportunity to make it yours!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steve Lockhart (863-289-9801)
820 AVENUE Z NW, WINTER HAVEN, FL 33881
$197,50028 Days on yellowkey MLS ID: S5150017
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2082 Built: 1925 Tax: $3,824 (2025)Community: Hartridge ManorSingle Family
Taxes:$3,824
Elementary School: Frank E. Brigham Academy
High School: Winter Haven Senior
Remarks: Short Sale. Discover a wonderful opportunity in the desirable Winter Haven area. This inviting residence offers comfortable living with a practical and welcoming layout. Bright natural light enhances the interior, creating a warm and airy feel throughout. The living areas flow seamlessly, making everyday living and entertaining effortless. A functional kitchen provides plenty of space for cooking and gathering. Spacious bedrooms showcase relaxing retreats for rest and privacy. The home sits on a generous lot with room to enjoy outdoor living. The backyard is perfect for relaxing evenings, gardening, or weekend gatherings. With no HOA, you’ll enjoy added flexibility and freedom. Ample parking adds convenience for residents and guests alike. The location provides easy access to shopping, dining, and daily essentials. Nearby parks and lakes fit outdoor recreation opportunities year-round. Major roadways are just a short drive away for easy commuting. This property is a great fit for homeowners or investors seeking value and potential. Come explore the possibilities this home has to show for.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Cesar Estrada, Pa (321-209-4782)
2968 PLANTATION RD, WINTER HAVEN, FL 33884
$442,00097 Days on yellowkey MLS ID: P4938120
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $23,000 (4.9%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2433 Built: 1997Monthly Fee: $149 Tax: $3,191 (2025)Community: Cypresswood PlantationsSingle Family
Taxes:$3,191
Remarks: Under contract-accepting backup offers. Enjoy serene golf-front living in this beautifully designed 3BR/2BA home, perfectly positioned to capture golf course frontage and tranquil water views—especially from the private screened patio off the primary suite. A versatile bonus room offers the ideal space for a home office or flex use, and the entire home is wired for surround sound. Thoughtfully equipped for comfort and efficiency, the property features an irrigation well for lush landscaping and a whole-home Generac generator (less than 5 years old) for peace of mind. Inside, a cozy gas fireplace anchors the living area, while the open, spacious floor plan is perfect for both everyday living and entertaining. An expansive screened porch overlooks the golf course and peaceful pastureland, providing exceptional privacy and scenic views. The primary suite is a true retreat, complete with its own screened sitting porch, a spa-like bath with a jetted tub, a walk-in shower, a double vanity, and a bright solarium. The well-appointed kitchen includes a walk-in pantry and built-in shelving, and the oversized laundry room offers a utility sink and abundant cabinetry. Additional highlights include an oversized 3-car garage with extra storage and a paver driveway installed within the last two years. Located in a desirable guard-gated golf course community with amenities including a restaurant, pool, and tennis courts, this home offers a rare opportunity to enjoy relaxed, resort-style living. First time on the market!
Listing is courtesy of: VILLAGE REALTY OF WINTER HAVEN (863-299-6767)
Listing Agent: Joshua Taylor (863-651-5471)
335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884
$484,90020 Days on yellowkey MLS ID: L4962358
0 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2406 Built: 1999Monthly Fee: $71 Tax: $3,154 (2025)Community: Ruby Lake Ph 02Spa: NoSingle Family
Taxes:$3,154
Remarks: Under contract-accepting backup offers. Located in one of SE Winter Haven's most desirable gated communities, this meticulously maintained 4-bedroom, 3-bath pool home offers the perfect blend of elegance, comfort, and Florida outdoor living. Showcasing a desirable triple-split floor plan and numerous updates, including a new roof in 2022 and a new water heater in 2026, this move-in-ready residence is designed to accommodate both everyday living and entertaining with ease. Stepping through the front door, you'll immediately appreciate the soaring ceilings, elegant crown molding, and luxury vinyl flooring that flows seamlessly throughout the entire home. The thoughtfully designed layout offers both formal and casual living spaces, providing a warm and inviting atmosphere. The formal living room features stacking sliding glass doors that open to the lanai and pool, creating seamless indoor-outdoor living, while the adjacent formal dining room provides an elegant setting for gatherings and special occasions. At the heart of the home, the spacious kitchen has been beautifully updated with professionally painted maple wood cabinetry, granite countertops, stainless appliances, a breakfast bar, and a double-door closet pantry offering exceptional storage. The adjoining family room creates a comfortable space to relax and enjoy time with family and friends. The primary suite is a true retreat, featuring pool access, two walk-in closets, and a spacious en-suite bathroom with dual vanities, a soaking tub, and a separate walk-in shower. The home's triple-split layout provides excellent privacy, with two guest bedrooms sharing a full bathroom while the fourth bedroom is tucked away at the rear of the home behind a pocket door alongside the third bathroom, creating an ideal guest suite, in-law space, or home office. The third bathroom also serves as a pool bath. All guest bedrooms are generously sized, and one bedroom features sliding barn doors and a custom-made Lego wall. The interior laundry room adds convenience with built-in cabinetry and a hanging rack. Spend sunny Florida afternoons relaxing in the screen-enclosed swimming pool, lounging on the expansive pool deck, or enjoying shade beneath the covered lanai. The vinyl-fenced backyard offers exceptional privacy with no rear neighbors, creating a peaceful setting for entertaining, pets, or simply enjoying the outdoors. An irrigation well helps keep the landscaping lush while reducing monthly water expenses. Additional features include a generator connection with transfer switch (2024), new toilets (2023), rain gutters, garage work/storage station, extended driveway for additional parking, and more. Residents of Ruby Lake enjoy the security of a gated entrance along with a warm, neighborly atmosphere. Spend peaceful afternoons birdwatching by the scenic community pond, enjoy leisurely bike rides through the neighborhood, or connect with neighbors during an evening stroll along the quiet streets. Conveniently located in Winter Haven with easy access to Legoland FL, downtown restaurants, farmers markets, arts festivals, shopping and a vibrant nightlife scene. Centrally positioned between Tampa and Orlando, this location also provides convenient access to major airports, world-famous attractions, and beautiful Gulf and Atlantic Coast beaches. Combining quality craftsmanship, exceptional privacy, and a desirable location, this beautifully maintained pool home offers an outstanding opportunity to enjoy the very best of Florida living.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Deanna Stone (863-412-2080)
601 LAKE PANSY DR NW, WINTER HAVEN, FL 33881
$765,900162 Days on yellowkey MLS ID: P4937480
REDUCED by $30,000 (3.8%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2140 Built: 1977 Tax: $760 (2025)Community: Not In SubdivisionSpa: NoSingle Family
Taxes:$760
Remarks: Lakefront living with a proper sunset! Down a private road with no HOA (because your house shouldn't come with a rule book). This renovated home offers direct frontage 80' on Lake Pansy and a bonus 80' of canal frontage across the street. The property provides excellent water access and endless sunset views. Outside is where this home really shows off with amenities including a heated saltwater pool / lap pool with markers on the bottom, lighting and water features, added style with a surfboard outdoor shower, screened in with panoramic panels because this view deserves center stage. The outdoor summer kitchen is outfitted with a refrigerator, table top ice chest, bar area, and a grill supplied by a 99-gallon propane tank, making it well-suited for entertaining all year round. The lanai is glassed in with cedar tongue and groove ceiling and motorized retractable sunshade, while enhanced landscape lighting and mature palm trees set the tropical tone. Additional exterior upgrades include a composite dock, fenced in yard, seamless gutters with leaf filters, and recently replaced garage and front entry doors. Inside, the vibe continues with an electric fireplace with customizable lighting (because ambiance matters). Live-edge floating shelves with integrated lighting adds a designer touch. Double-pane replacement windows, custom drapes, California Closets, luxury vinyl and ceramic tile throughout, laundry closet for added convenience. The kitchen brings the function and the flair with an island, generous storage, new cabinetry, quartz countertops, a natural gas range with hood ventilation, along with a built in microwave, electric oven, and refrigerator/freezer. Culligan water treatment. The roof and HVAC system are approximately 10 years old. Additional features include epoxy garage floor, LRE foundation improvements, and well-fed irrigation. Prewired generator hook-up installed in garage. The boat ramp is located on the west side of lake Pansy. Conveniently Located 20 minutes from Lego Land, 7 minutes from Publix Super Market, 5 minutes to Home Depot, 3 minutes to the nearest boat ramp to access the Winter Haven Chain of Lakes. This is a rare opportunity to own a turnkey lakefront property with endless sunsets, extensive upgrades, and no HOA restrictions.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Olivia Boggs (863-232-8234)
1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881
$749,90056 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)
12 CHERRY BLOSSOM LN, WINTER HAVEN, FL 33884
$610,00059 Days on yellowkey MLS ID: O6401292
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2100 Built: 1985Monthly Fee: $21 Tax: $2,131 (2025)Community: Sundance Ranch EstatesSingle Family
Taxes:$2,131
Remarks: Welcome to Sundance Ranch Estates! This well-maintained 3-bedroom, 2-bath home sits on 5 acres and offers the ideal balance of country living with convenient access to nearby amenities. The main residence features a spacious living room, formal dining area, and a bright kitchen with breakfast nook. A separate in-law suite includes its own kitchen, bathroom, and private entrance—perfect for multigenerational living or potential rental income. Recent updates include brand new AC (2026), new roof (2024), water heater (2026), and gas stove (2023). Equestrian-friendly, the property is fenced and cross-fenced, providing ample space for horses or other animals. Enjoy privacy, open views, and a versatile layout—all just minutes from shopping, dining, and schools. Move-in ready and designed for flexible living.
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Maribel Ramos, Llc (786-281-3336)
1192 NORMANDY HEIGHTS CIR, WINTER HAVEN, FL 33880
$338,00069 Days on yellowkey MLS ID: L4961188
REDUCED by $6,900 (2.0%) on 05/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2009Monthly Fee: $50 Tax: $4,839 (2025)Community: Normandy HeightsSingle Family
Taxes:$4,839
Elementary School: Lake Shipp Elem
Remarks: Welcome to this stunning 4-bedroom, 3-bath split floor plan home with tile flooring throughout. The open kitchen features a breakfast bar, brand-new stainless steel appliances, and plenty of storage. You’ll love the formal living room and a dedicated laundry room. Sliders from both the master suite and living room lead to a peaceful lanai. The master bath boasts dual sinks, a garden tub, and a separate shower. Plus, one of the bathrooms conveniently opens to the lanai. The lanai floor and garage floor was recently painted for that added style. The home is located in Winter Haven in between Orlando and Tampa close to all of the amenities you would need. Don’t miss this gem!
Listing is courtesy of: HARPER REALTY FL, LLC (863-687-8020)
Listing Agent: Annie Wood (321-229-1913)
100 ALACHUA DR, WINTER HAVEN, FL 33884
$549,00055 Days on yellowkey MLS ID: B4902232
REDUCED by $15,900 (2.8%) on 06/11/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 2002 Built: 1963 Tax: $3,744 (2025)Community: Eloise Woods Lake Mariam UnitSpa: YesSingle Family
Taxes:$3,744
Remarks: Virtually Staged. Wonderful opportunity to live in a Florida lifestyle property with two (2) ($1800 total) income-producing studio apartments on your property that are currently leased. Additionally the Airbnb potential would provide an even larger income stream since it's located only one mile from Legoland and the famous Winter Haven Chain of Lakes. This is a unique opportunity and is located on an oversized fenced corner double lot and only a 1/2 mile to Legoland. Another benefit is the bonus room could also be turned into a 4th bedroom. Plenty of paved parking for at least 10 cars. Corner lot will also allow for a detached garage to be built. No need to worry about skyrocketing electric bills as this home also has electric solar panels which are fully paid off and provide electric bill relief. Also on the property is a lovely sparkling 15' x 30' screened pool to provide escapes & privacy. There are many taste-full updates already done, including remodeled kitchen & bathrooms, new LVP throughout, newer windows, large storage shed, a hot tub, triple car wide concrete driveway & a portable back-up generator hook-up. Move-in ready and no HOA. This could also be a great place for a multigenerational living, short term rental or Airbnb.
Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)
Listing Agent: Scott Kline (863-287-0204)
6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
$289,49021 Days on yellowkey MLS ID: O6413722
1 Days Off yellowkey (back on 6/11/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Monthly Fee: $53 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Taxes:$32
Elementary School: Pinewood Elem
Remarks: Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
106 JARDIN LN, WINTER HAVEN, FL 33884
$419,900164 Days on yellowkey MLS ID: L4958336
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2319 Built: 2001Monthly Fee: $308 Tax: $5,361 (2025)Community: Gardens InterlochenSingle Family
Taxes:$5,361
Elementary School: Elbert Elem
Remarks: Located in the desirable Gardens of Interlochen, this beautifully renovated and impeccably maintained 3-bedroom, 2-bath residence at 106 Jardin Lane offers thoughtful upgrades, timeless finishes, and a functional open layout designed for both everyday comfort and effortless entertaining. At the heart of the home is a stunning renovated kitchen featuring granite countertops, LG black stainless steel appliances including an induction range, a composite sink highlighted by a striking gold-tone faucet, an eat-in dinette, and a spacious closet pantry. Wood flooring flows throughout the main living areas and bedrooms, complemented by elegant crown molding, plantation shutters, and designer light fixtures that elevate each space. The well-designed floor plan includes a welcoming great room, a dedicated dining room, a split-bedroom layout for added privacy, a built-in bar ideal for entertaining, a laundry closet, screened lanai, and a meticulously maintained side-entry two-car garage. French doors open from the great room to the screened lanai, creating a seamless indoor-outdoor connection and an inviting space to enjoy morning coffee or relax with a good book. The primary suite serves as a true retreat, featuring a tray ceiling, an oversized walk-in closet with custom shelving and drawers, a large linen closet, and a beautifully renovated en-suite bath. The spa-inspired bathroom offers a generous walk-in shower with a bench, handrails, and handheld shower wand, dual vanities with granite countertops and a dedicated makeup area, along with new mirrors, faucets, lighting, and toilet. Both guest bedrooms feature wood flooring, ceiling fans, and closets with overhead storage. The updated guest bath includes a glass enclosed tub, linen storage, a granite topped vanity and pocket-door access to the third bedroom, making it an ideal secondary primary suite or private guest space. The interior laundry closet is equipped with a newer full size Speed Queen washer and dryer, as well as new cabinetry and a hanging rack. The side-entry two-car garage mirrors the care found throughout the home, featuring carpeted flooring, custom built-in cabinetry with countertop workspace, and convenient pull-down attic stairs—perfect for organized storage or hobbies. Set on a generous 0.25-acre lot, the property features an irrigation system with a timer and is shaded by beautiful, mature oak trees that create a peaceful and inviting setting. Lawn care, cable, internet and exterior house painting (every 10 years), are all included in the quarterly HOA fee, providing a low-maintenance lifestyle while the 2019 roof provides added peace of mind. Ideally located just minutes from shopping, dining, and medical facilities, and centrally positioned between Tampa and Orlando, this move-in-ready home offers style, comfort, abundant storage, and an exceptional location in the heart of Winter Haven.
884 CAMBRIDGE DR, WINTER HAVEN, FL 33881
$275,00059 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)
5456 SAN PIETRO DR, WINTER HAVEN, FL 33884
$349,49953 Days on yellowkey MLS ID: TB8504505
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $500 (0.1%) on 05/19/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2471 Built: 2026Monthly Fee: $53 Tax: $4,690 (2025)Community: Villa MarSingle Family
Taxes:$4,690
Remarks: Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
276 MEREDITH BLVD, WINTER HAVEN, FL 33881
$329,99017 Days on yellowkey MLS ID: G5113493
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2110 Built: 2025Monthly Fee: $7 Tax: $500 (2025)Community: Willowbrook NorthSingle Family
Taxes:$500
Elementary School: Fred G. Garnier Elem
Remarks: Poinciana floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2,110 square feet of living space, and providing excellent curb appeal in it's elevation. Inside, you'll find gorgeous Gray cabinets complemented by sleek quartz counter tops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
3322 OAK HILL PL, WINTER HAVEN, FL 33884
$333,00055 Days on yellowkey MLS ID: O6404080
REDUCED by $4,000 (1.2%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2006Monthly Fee: $155Community: Oakgrove SubSingle Family
Taxes:$0
Remarks: WELCOME HOME to this beautifully updated 3-bedroom, 2-bath residence located in the pristine gated community of Cypresswood! From the moment you enter the neighborhood, you’ll feel the charm of this private, resort-style community nestled in the heart of Polk County—just minutes from US Hwy 27, providing easy access to all that Central Florida has to offer. Step through the front door into a grand foyer with soaring ceilings that opens to a spacious, light-filled living room—perfect for entertaining guests or enjoying quiet evenings at home. The kitchen is designed to impress, featuring beautiful cabinetry, abundant pantry space, and brand-new stainless steel appliances that elevate both style and functionality. Just off the kitchen, the oversized laundry room offers even more storage along with a convenient laundry sink. On the opposite side, a charming breakfast nook overlooks the large backyard—ideal for morning coffee or casual dining. The generously sized primary suite is a true retreat, complete with an expansive walk-in closet, dual vanities, a walk-in shower, and private access to the screened lanai—perfect for enjoying Florida evenings. Bedrooms two and three both feature double closets, providing plenty of storage space for family or guests. Major updates give you peace of mind for years to come, including the roof (2021), new A/C (2024), gas water heater 2021, new stainless appliances. This move-in-ready gem offers comfort, style, and thoughtful upgrades in one of the area’s most desirable golf communities which include an 18 hole champion designed course, pro shop, wellness center, Pub/restaurant, clubhouse, swimming pool and more! Don’t miss your opportunity to make it yours—schedule your private showing today!
Listing is courtesy of: INFINITE REAL ESTATE POWERED BY ILIST (321-689-8731)
Listing Agent: Michelle Keohane (850-866-5905)
441 MCKENNA DR, WINTER HAVEN, FL 33881
$335,00076 Days on yellowkey MLS ID: O6398240
REDUCED by $18,000 (5.1%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2360 Built: 2021Monthly Fee: $17 Tax: $6,548 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$6,548
Remarks: One or more photo(s) has been virtually staged. Welcome to 441 McKenna Dr, a well-maintained 4-bedroom, 2.5-bath home in the Lucerne Park Reserve community, where modern design, energy efficiency, and everyday functionality come together in a comfortable Winter Haven setting. From the moment you enter, the home feels bright and open, featuring a clean, neutral palette and durable tile flooring throughout the main living areas. The open-concept layout seamlessly connects the kitchen, dining, and living spaces, creating an ideal environment for both daily living and entertaining. Here is a clean, MLS-appropriate disclaimer you can use: --- All information provided is deemed reliable but is not guaranteed and should be independently verified by buyers and their agents. Room dimensions are approximate and should be measured for accuracy. HOA fees, rules, and restrictions are subject to change and must be confirmed directly with the association. Information regarding the solar system, roof, utilities, and other property features is based on seller representations and has not been independently verified. Listing broker and seller make no warranties, expressed or implied, as to the accuracy of the information provided. The kitchen serves as the heart of the home, showcasing white cabinetry, stainless steel appliances, quartz countertops, ample prep space, and a central island that naturally brings everyone together. The living area is enhanced by a decorative feature wall with a fireplace focal point, adding character and visual interest beyond standard finishes. Large sliding glass doors invite in natural light and provide direct access to the fenced backyard, offering a versatile outdoor space for relaxing, entertaining, or pets. The primary suite features a spacious bathroom with dual sinks, quartz countertops, a glass-enclosed shower, and built-in shelving for added storage and convenience. Additional bedrooms offer flexibility for guests, a home office, or hobbies, while the half bath provides added convenience for visitors. A dedicated laundry room further enhances the home's functionality. This home also includes smart outlet features compatible with Alexa, allowing for convenient voice-controlled functionality and adding a modern smart-home element that enhances everyday living. One of the standout features is the seller-reported solar panel system, designed to produce 100% of the home’s energy consumption. According to the seller, the electric bill is typically around $40 or less per month, reflecting primarily the grid connection charge. The seller will also pay for the solar transfer, adding significant long-term value. Additionally, the seller reports a new roof installed in 2024. Located in Lucerne Park Reserve, residents enjoy access to community amenities including a pool, playground/tot lot, and scenic lakes. The Winter Haven location offers convenient access to shopping, dining, healthcare, schools, and local attractions including LEGOLAND Florida Resort. This property offers a compelling combination of modern features, energy efficiency, and community living—making it an excellent opportunity for buyers seeking both comfort and long-term value. One or more photo(s) has been virtually staged.
Listing is courtesy of: NEXTHOME MY WAY (407-544-4545)
Listing Agent: Angel Pabon (407-544-4545)
1215 26TH ST NW, WINTER HAVEN, FL 33881
$374,000106 Days on yellowkey MLS ID: S5145609
REDUCED by $5,000 (1.3%) on 05/08/2026
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2083 Built: 1940 Tax: $4,946 (2025)Community: Inwood #1Spa: NoSingle Family
Taxes:$4,946
Remarks: MAIN HOME + SEPARATE LEGAL GUEST HOUSE + NO HOA — This is the one. 3 bed / 3 bath main home (2,083 sf) with a fully legal, separate 1 bed / 1 bath guest house (352 sf) on a 0.34-acre double corner lot. Use the guest house for family, a long-term tenant, or short-term rental income — Polk County ADUs are renting $1,400–$2,200/month. Every major system updated: ROOF 2024 | AC 2021 | WATER HEATER 2022 | APPLIANCES 2024. Renovated bathrooms, new laminate flooring, freshly painted interior. Above-ground pool. No HOA. Minutes from downtown Winter Haven and the Chain of Lakes. Schedule your showing today.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Talitha Lastre (305-772-8849)
5444 SAN PIETRO DR, WINTER HAVEN, FL 33884
$324,99990 Days on yellowkey MLS ID: TB8491382
REDUCED by $5,000 (1.5%) on 06/04/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2226 Built: 2025Monthly Fee: $53 Tax: $2,689 (2025)Community: Villa MarSingle Family
Taxes:$2,689
Remarks: One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests, while the spacious laundry room upstairs comes complete with a brand-new washer and dryer. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
3686 PLYMOUTH DR, WINTER HAVEN, FL 33884
$369,900240 Days on yellowkey MLS ID: P4936787
0 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2404 Built: 2015Monthly Fee: $485 Tax: $3,398 (2025)Community: Traditions Ph 02Single Family
Taxes:$3,398
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This spacious 4-bedroom, 3-bath home is located in the desirable 55+ gated community of Traditions at Ruby Lake. Upon entering, you’re greeted by a charming screened-in front porch. The open-concept floor plan features both a formal living room and a great room, with low-maintenance solid surface flooring throughout the main living areas. The great room showcases oversized glass sliding doors that seamlessly blend indoor and outdoor living. The gourmet kitchen offers 42" upper cabinetry with brushed nickel hardware and crown molding trim. The center island is accented with granite countertops and pendant lighting, while the upgraded stainless steel appliance package includes a Bosch dishwasher. Additional conveniences such as pull-out shelving, a closet pantry, and recessed lighting ensure a well-equipped culinary space. A delightful breakfast nook with built-ins and large windows provides beautiful views of the patio, perfect for casual dining. The primary bedroom suite is generously sized, featuring vaulted ceilings and a walk-in closet. The primary bathroom offers a comfort-height vanity with double sinks, a linen closet, water closet, and a handicap-accessible walk-in shower with a glass enclosure. Three spacious guest bedrooms and two additional bathrooms accommodate visitors with ease. Bathroom #3 features a premium walk-in tub with body jets and an overhead shower—designed to promote comfort, safety, and independence. Step outside to your private oasis, where outdoor entertaining is effortless on the paved patio or within the screened lanai. Additional features include: Formal dining room, Laundry room with washer, dryer, utility sink, and cabinetry, Welcoming foyer with transom window, Double-pane Low-E windows, Keyless entry smart lock and Ring doorbell, Irrigation system, Paved walkway and driveway, AO Smith hybrid water heater, Owens Corning architectural shingle roof (2023) with extended warranty, Gutters, water softener system, in-wall pest system and Exterior carriage lighting. The 3-car garage includes smart garage door openers, overhead storage racks, a workbench, remote-controlled ceiling fan, refrigerator, additional electrical outlets, and retractable garage door screens. Traditions at Ruby Lake provides an exceptional array of amenities, including a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting rooms, library, computer room, craft room, dog park, tennis and pickleball courts, basketball, bocce ball, shuffleboard, fitness center, aerobics studio, and more. Conveniently located near shopping, restaurants, LegoLand and major routes, this home offers an exceptional and carefree lifestyle. The monthly HOA fee covers exterior house painting, cable, internet, lawn service, and access to clubhouse amenities—ensuring a truly worry-free living experience. Golf cart included in the sale!
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)
Listing Agent: Eileen Belanger (863-221-0229)
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