Location: Winter Haven
Do Not Show Listings
3865 GIORGIO DR, WINTER HAVEN, FL 33884
$299,48054 Days on yellowkey MLS ID: TB8508578
REDUCED by $29,000 (8.8%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 2026Monthly Fee: $154 Tax: $1 (2026)Community: VillamarSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2026
Middle School: Denison Middle
Remarks: Under Construction. Brand new, energy-efficient home available by Jul 2026! Open kitchen flows to the dining space, great room and outside patio. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.
Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)
Listing Agent: Bryan Sumner (813-336-5895)
3924 GIORGIO DR, WINTER HAVEN, FL 33884
$274,10062 Days on yellowkey MLS ID: TB8502451
REDUCED by $35,000 (11.3%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1483 Built: 2026Monthly Fee: $15Community: VillamarSpa: NoSingle Family
Taxes:$0
Tax Year: 2025
Remarks: Under Construction. Brand new, energy-efficient home available by Jul 2026! Retreat to your primary suite located in the back of the home for plenty of privacy and features a huge walk-in closet. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.
5041 KAIA AVE, WINTER HAVEN, FL 33884
$250,99962 Days on yellowkey MLS ID: TB8502452
REDUCED by $5,000 (2.0%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1269 Built: 2026Monthly Fee: $15 Tax: $5,000 (2025)Community: VillamarSpa: NoSingle Family
Taxes:$5,000
Remarks: Under Construction. Brand new, energy-efficient home available by Jun 2026! Prepare dinner while catching up on the day’s events from this home's chef-inspired kitchen which overlooks a great room. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.
5029 KAIA AVE, WINTER HAVEN, FL 33884
$279,99062 Days on yellowkey MLS ID: TB8502450
REDUCED by $5,000 (1.8%) on 07/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1607 Built: 2026Monthly Fee: $14Community: VillamarSpa: NoSingle Family
Remarks: Under Construction. Brand new, energy-efficient home available by May 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.
83 JENNI ASHLEY CT, WINTER HAVEN, FL 33884
$849,00063 Days on yellowkey MLS ID: TB8506932
REDUCED by $26,000 (3.0%) on 07/09/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3799 Built: 1994Monthly Fee: $83 Tax: $5,583 (2025)Community: SkidmoreSingle Family
Taxes:$5,583
Elementary School: Pinewood Elem
Remarks: Winter Haven, FL is known as the Chain of Lakes City, and this home is located in a beautiful gated subdivision (Skidmore) that sits on Lake Eloise. This subdivision has 1/2 acre lots, with lake views on your neighborhood walk as well as mature and expansive trees and friendly neighbors. Across the lake you can see Lego Land fireworks on special occasions. This 4 bedroom home features 3 indoor living spaces and 2 outdoor living spaces. Whether you are looking to enjoy an evening in the game room or watching TV by the pool this house has been designed to be welcoming and enjoyable for all. The kitchen is the center of the home and features top of the line appliances and excellent storage space. This true one-story home is an excellent choice for all stages of life and includes thoughtful upgrades from the laundry room to custom pantry.This house is truly move-in ready, due to recent updates and upscale additions. The house is very light, with plantation shutters on all windows and 6 sets of French doors. No carpet. Floor plan is exceptional, and it’s a true one story. Open floor plan. 4 bedrooms or 3 and an office. Ceiling heights and finishes are amazing, including a 14 foot ceiling in the formal living room, dining room and covered lanai, vaulted ceiling in the kitchen and family room, and a coffered ceiling in the game room. Double iron front door. The family room and game room share a dual sided fireplace with beautiful surrounds. The wet bar is strategically placed between the family room, kitchen and game room. The kitchen has Thermador appliances, granite countertops, desk, tall built in book shelf, wine rack, and 3 pantries. The laundry room has a large farmhouse sink, cabinets to the ceiling, granite countertop, and a built in ironing board. The master bedroom is very large, with his and her closets, and hers is large and 3 tiered. The en-suite master bath was updated in 2020 and has a standalone tub with tub filler, a shower with jets, double sinks, vanity and granite countertops. The outside space is equally beautiful, with a 1/2 acre lot, a screened pool, a separate screened patio, several large trees, and a very long privacy hedge. Updates: The flooring in the house was all replaced in 2020. All surfaces were painted in 2020. The game room, fireplace and screened patio were added in 2021. The roof was replaced in 2023 and the house was fully repiped in 2024.
Listing is courtesy of: LISTED SIMPLY (800-995-5879)
Listing Agent: Sinan Zakaria (800-995-5879)
180 SOLIS DR, WINTER HAVEN, FL 33880
$274,00021 Days on yellowkey MLS ID: P4939000
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1460 Built: 2018Monthly Fee: $65 Tax: $3,064 (2025)Community: Solis GardensSingle Family
Taxes:$3,064
Elementary School: None
High School: None
Middle School: None
Remarks: $5,480 in seller concessions! Welcome home to this beautiful 3-bedroom, 2-bath home located in the gated community of Solis Gardens comprised of 61 homes. Built in 2018, this home offers modern construction, comfortable living spaces, and energy-conscious features designed for everyday convenience. Inside, you’ll find a functional layout with inviting living areas, a split bedroom plan, and a seamless flow that makes the home easy to enjoy. The private owner’s suite features a spacious bathroom with a large walk-in shower and soaking tub, creating a comfortable retreat at the end of the day. The A/C was serviced and has also had a UV light added to keep bacteria and germs at bay. The fenced backyard provides added privacy and usable outdoor space, perfect for relaxing, entertaining, pets, or simply enjoying Florida living. Also, if you enjoy gardening, you'll love the beautiful flowers that are growing as well as the use of the raised planting beds. One of the standout features of this home is the solar panel system, which helps keep monthly utility costs impressively low. The sellers pay a connection fee, along with a low solar payment for easy budgeting. The neighborhood offers a tucked-away feel with its gated entrance and limited number of homes, while still being close to everyday conveniences. Enjoy easy access to LEGOLAND, restaurants, medical facilities, schools, shopping, and the beautiful Chain of Lakes. If you’re looking for a newer home with a fenced yard, solar savings, and a welcoming community setting in a convenient Central Florida location, this one is a must-see. No CDD!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Tisha Talbot (863-236-7610)
1645 CRUMP RD, WINTER HAVEN, FL 33881
$1,050,00017 Days on yellowkey MLS ID: P4939113
0 Days Off yellowkey (back on 7/2/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3612 Built: 2003 Tax: $7,380 (2025)Community: Lake Regions Country PlaceSpa: YesSingle Family
Taxes:$7,380
Remarks: 5 BEDROOM 4 BATH POOL HOME ON 5 ACRES WITH AN IN-LAW SUITE!!! Built by custom home builder Bill Reed, this residence is full of beautiful detail and remarkable finishes. Features include: over 3600sqft of living area, towering ceiling heights, spacious great room, formal living/den/office space, open kitchen with GAS, walk in pantry, butler's pantry, a poured safe room, a mud room, separate 1BR/1BA guest quarters above the garage, 3 car garage, private 1/4 acre pond, gorgeous crown molding, new pool and hot tub, new outdoor kitchen with brand new grill, covered outdoor seating, primary suite downstairs, metal roof, massive front porch, fire pit, gazebo, expansive utility room, NO CARPET, and the list goes on! Nestled amongst towering oaks on a secluded 5 acre parcel adjacent to the Country Club of Winter Haven and a tranquil natural creek - privacy is guaranteed! Want an out building or guest house? There is plenty of room to make that happen! This one of a kind home is conveniently located close to Winter Haven Country Club, 3 miles from Hwy 27 for easy access to Interstate 4, and just minutes to downtown Winter Haven. The pictures speak for themselves and this residence is even more impressive in person. Schedule your showing today to see one of Winter Haven’s most unique properties!
Listing is courtesy of: THE K TEAM REAL ESTATE SERVICES LLC (863-604-1601)
Listing Agent: Cathy Kluytenaar (863-604-6220)
1819 SANDHILL LN, WINTER HAVEN, FL 33884
$345,00027 Days on yellowkey MLS ID: K4903563
REDUCED by $9,000 (2.5%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 2002Monthly Fee: $149 Tax: $3,960 (2025)Community: Sand Hill LaneSpa: NoSingle Family
Taxes:$3,960
Remarks: Welcome to Cypresswood Golf & Country Club, a gated and guard-gated community offering resort-style living in a beautiful golf course setting. This well-maintained 3-bedroom, 2-bathroom home is ideally situated at the end of a quiet cul-de-sac, providing one of the most desirable locations on the street. Inside, you'll find a spacious open-concept floor plan designed for comfortable living and entertaining. The large kitchen features stainless steel appliances, abundant cabinetry, and a center island that serves as the heart of the home. The living and dining areas flow seamlessly to the expansive fully screened lanai, creating the perfect indoor-outdoor living space. The private primary suite offers direct access to the lanai, a massive walk-in closet, and an oversized walk-in shower complete with a built-in bench. Two additional bedrooms and a second full bath provide plenty of room for family and guests. Residents of Cypresswood Golf & Country Club enjoy access to exceptional community amenities, including a clubhouse, community pool, tennis courts, and beautifully maintained grounds. Don't miss this opportunity to enjoy Florida living at its finest in one of the area's most sought-after communities.
Listing is courtesy of: GOLD HEART REALTY LLC (863-224-2419)
Listing Agent: Lori Roberts (863-224-2419)
1144 HIGH SEAS ST, WINTER HAVEN, FL 33880
$310,00013 Days on yellowkey MLS ID: L4963179
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1716 Built: 2016Monthly Fee: $69 Tax: $1,443 (2024)Community: Shores At Lake SearsSingle Family
Taxes:$1,443
Elementary School: Lake Shipp Elem
Tax Year: 2024
Middle School: Westwood Middle
Remarks: Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 2-bath upgraded Southern Homes residence in the gated community of Shores at Lake Sears. A screened and tiled front entry porch offers a warm welcome and the perfect place to enjoy your morning coffee or unwind in the evening. From the moment you step inside, you'll appreciate the high ceilings, abundant natural light, and all tile and luxury vinyl flooring throughout with no carpet. The beautifully appointed kitchen showcases rich dark wood cabinetry, granite countertops, a stylish tile backsplash, under and above cabinet lighting, stainless steel appliances, and a spacious corner walk-in pantry. French doors lead to an enclosed screened lanai with tile flooring and double-pane windows, creating the perfect space to enjoy Florida living year-round. The private primary suite is a relaxing retreat with attractive wood-look tile flooring, an impressive 11' x 5' walk-in closet, and a spacious ensuite bath featuring dual vanities, a relaxing garden tub, and a separate tiled walk-in shower. The secondary bedrooms are generously sized, and the guest bathroom features a beautifully tiled shower. The spacious interior laundry room offers a convenient utility sink and built-in shelving for added storage and organization. Step outside to a beautifully landscaped, low-maintenance backyard featuring decorative white rock, paver walkways throughout, concrete landscape edging, and vinyl fencing that provides both beauty and privacy. Unlike many homes of this model, this Southern Homes residence was built with numerous upgraded finishes, including granite countertops, a tile backsplash, all tile flooring or luxury vinyl throughout with no carpet, a screened and tiled front porch, an back enclosed screened lanai with tile flooring and double-pane windows, both bathrooms have tile showers with tile floors. Recent improvements include a new air conditioning system installed in January 2026 and a new refrigerator installed in 2026, offering added value and peace of mind. Residents of this gated community enjoy a secure entrance, security cameras, and a picturesque community lake with benches, all included with the affordable HOA fee of just $208 quarterly. Conveniently located near the Polk Parkway and I-4, this home offers easy access to Tampa and Orlando and is just minutes from downtown Winter Haven, Lakeland, Bartow, shopping, dining, medical facilities, and everyday conveniences. This beautifully upgraded home is truly move-in ready and offers the perfect combination of style, comfort, and convenient Central Florida living.
Listing is courtesy of: UNITED COUNTRY SMITH & ASSOCIA (352-493-4200)
Listing Agent: Stacey Foskey (863-280-0000)
567 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880
$375,00066 Days on yellowkey MLS ID: S5149475
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2193 Built: 2021Monthly Fee: $38 Tax: $5,084 (2025)Community: Eagle Lndg Ph ISingle Family
Taxes:$5,084
Remarks: Don't miss this home for sale. This 2 story home features 4 bedrooms, 2.5 baths, a foyer/den, and a huge backyard. No CDD. The home was built in 2021 and is conveniently located to Orlando, Tampa, and just a few minutes away from Lego Land Resort. Eagles Landing is a community in Winter Haven, Florida. Since purchasing the home in 2023, the following improvements and upgrades have been completed. Flooring, Removed all existing carpet throughout the home and Installed new laminate flooring. Interior Updates, Fresh interior paint completed throughout the entire home, Installed California shutters throughout the house, Bathroom Renovations, Renovated two bathrooms. Upgraded both bathrooms with modern walk-in showers. Kitchen Upgraded kitchen countertops, professionally painted kitchen cabinets. Garage / Installed EV charger in the garage. Installed water softener system. The home has been well maintained and thoughtfully upgraded to provide a modern, clean, and move-in-ready living space.
Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)
Listing Agent: Bernard Scarpa (407-572-3022)
1097 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$410,000133 Days on yellowkey MLS ID: L4959736
REDUCED by $10,000 (2.4%) on 07/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1912 Built: 2022Monthly Fee: $63 Tax: $3,339 (2025)Community: Chestnut CreekSingle Family
Taxes:$3,339
Remarks: Welcome to 1097 Sandpiper Loop, a beautifully maintained home situated in an intimate community of fewer than 90 residences. Conveniently positioned just off Country Club Road in Winter Haven, this property offers the best of both worlds—quick access to downtown amenities while enjoying the comfort of spacious quarter-acre lots that provide added breathing room. As you enter, you’re welcomed by attractive luxury vinyl flooring that runs throughout the main living spaces, creating a cohesive and low-maintenance design. The kitchen is thoughtfully designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, and a generous walk-in pantry. It flows seamlessly into a flexible dining area that can easily adapt to formal gatherings or casual meals. In addition to the main living areas, the home includes a versatile flex room—perfect for a home office, study, playroom, or additional lounge space. The primary suite offers ample space and comfort, paired with a well-appointed bathroom designed with quality finishes and a relaxing atmosphere. Step outside to enjoy the extended covered and screened patio, providing a peaceful outdoor retreat overlooking a fully enclosed backyard. Numerous upgrades throughout the home enhance both functionality and overall appeal. Don’t miss your chance to own this thoughtfully designed home in a desirable Winter Haven location. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
6228 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
$296,4905 Days on yellowkey MLS ID: O6423296
1 Days Off yellowkey (back on 7/9/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2326 Built: 2026Monthly Fee: $53 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Taxes:$32
Remarks: Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. 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)
1063 BRIMSTONE CIR, WINTER HAVEN, FL 33884
$339,000117 Days on yellowkey MLS ID: P4938156
REDUCED by $10,000 (2.9%) on 07/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2476 Built: 2024Monthly Fee: $30 Tax: $6,401 (2025)Community: Harmony/Lk Eloise Ph 1Single Family
Taxes:$6,401
Elementary School: John Snively Elem
Remarks: HUGE PRICE REDUCTION! Welcome to this stunning 2024-built Ensley model located in the highly sought-after Harmony at Lake Eloise community in Winter Haven, Florida. Offering, 2,476 square feet of beautifully designed living space and over 2,900 total square feet under roof and all exterior block construction. This two-story smart home perfectly blends modern style, comfort, and functionality. Step inside to an inviting open-concept floor plan featuring a spacious living area that flows seamlessly into the kitchen and dining area—ideal for entertaining and everyday living. The kitchen is a true centerpiece, showcasing sleek quartz countertops, stainless steel appliances, ample cabinetry, and a large island for gathering. The first floor also includes a convenient bedroom and full bathroom, perfect for guests or a private home office. Upstairs, you’ll find a versatile spacious loft space that can serve as a second living area, media room, or guest retreat. The second floor also features three additional bedrooms, including a generously sized primary suite complete with a walk-in closet and a well-appointed en-suite bathroom. A dedicated laundry room adds convenience to the upper level. This home is equipped with a smart home system, allowing you to control key features with ease and efficiency. The two-car garage provides plenty of storage and parking space. Located in the desirable Harmony at Lake Eloise community, residents enjoy a low HOA of just $30 per month along with excellent amenities including a community swimming pool and sidewalks. Even more exciting, and only a stones throw away the neighborhood is expanding to include a future lakefront clubhouse on Lake Eloise, one of 25 canal connected lakes connected to the world renowned "Winter Haven Chain of Lakes" offering endless fishing, skiing and recreational opportunities. Also future plans include playground, and boat slips on Lake Eloise for homeowners—offering a true Florida lifestyle experience. Don’t miss your opportunity to own this move-in-ready, nearly new home in one of Winter Haven’s premier neighborhoods.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY (833-765-3244)
Listing Agent: Brad Martin (863-307-5074)
1185 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$569,9007 Days on yellowkey MLS ID: L4963274
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2410 Built: 2023Monthly Fee: $63 Tax: $4,918 (2025)Community: Chestnut CreekSpa: YesSingle Family
Taxes:$4,918
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: If you've been waiting for the one home that truly stands above everything else in its price range, your search ends here. Better than new and extensively upgraded beyond anything the builder offers today, this extraordinary 2023-built residence in Chestnut Creek is the definition of turnkey luxury. Every inch of this home reflects exceptional craftsmanship, meticulous attention to detail, and an uncompromising commitment to quality. With well over $150,000 invested after construction—including a custom resort-style pool and spa that alone exceeded $120,000—this is a property that simply cannot be replicated at this price point. Offering four bedrooms, two-and-a-half baths, a private office, and a three-car garage, the home makes an unforgettable first impression with meticulous landscaping, decorative landscape lighting, an extended paver walkway, epoxy-coated garage floors, and a fully fenced backyard. Inside, luxury vinyl plank flooring has replaced the builder-grade flooring throughout, complemented by upgraded baseboards, custom window treatments that remain, and carefully selected designer finishes that elevate every room. A private office with French doors provides the perfect work-from-home space, while the expansive open-concept floor plan offers effortless everyday living and entertaining. The kitchen is both stunning and functional, featuring upgraded stainless Samsung appliances, an oversized quartz island with breakfast bar seating, abundant cabinetry, a spacious walk-in pantry, a touch-activated faucet, and seamless flow into the dining and living areas. The spacious primary suite serves as a luxurious retreat with a walk-in closet featuring custom organizational systems, granite vanity, a soaking tub, oversized walk-in shower, and generous proportions. Three additional bedrooms provide flexibility for family and guests, while the upgraded half bath showcases custom shiplap detailing. Even the laundry room has been thoughtfully appointed with Samsung washer and dryer that convey with the home. Step outside and discover what truly sets this property apart. Designed for a private resort feel, the backyard centers around a spectacular heated saltwater pool and spa featuring Jandy automation, an automated pool cleaner, expansive paver decking, a screened enclosure, and a covered lanai. Combined with lush landscaping and evening landscape lighting, the outdoor living space offers an extraordinary setting for entertaining or simply relaxing in complete privacy. Additional premium upgrades include a radiant roof barrier for enhanced energy efficiency, water softener, irrigation system, extensive garage storage systems that convey with the home, epoxy garage flooring, and countless additional improvements that would cost a substantial amount of time and money to duplicate today. Even the three-car garage has been transformed into an exceptionally organized and highly functional space with professional storage solutions ideal for vehicles, hobbies, and equipment. Located in the desirable Chestnut Creek community, you'll enjoy the benefits of newer construction while remaining just minutes from downtown Winter Haven, shopping, restaurants, Winter Haven Hospital, Polk State College, and the renowned Chain of Lakes. Convenient access to the Polk Parkway and I-4 places Lakeland, Tampa, Orlando, major employers, international airports, and Central Florida attractions within easy reach. Schedule your appointment today!
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
1604 2ND ST NW, WINTER HAVEN, FL 33881
$499,99920 Days on yellowkey MLS ID: O6419175
0 Days Off yellowkey (back on 7/9/2026)
Bed: 8 Bath: 0.0 Liv Area Sq Ft: 2800 Built: 1963 Tax: $5,034 (2025)Community: Beg 212Pt7 Ft S Of Nw Cor Of E1/2 Of Se1/4 Of Ne1/Apartment
Taxes:$5,034
Remarks: Under contract-accepting backup offers. Photos are from premove in! Welcome to this high-yield, income-producing quadraplex in Winter Haven! Featuring two separate detached buildings on over a 1/4 acre lot, this property offers 4 total units, each featuring 2 bedrooms and 1 full bath. Excellent efficiency for the owner—all units feature separate, individual meters for both water and electricity paid directly by the tenants. Low expenses mean maximum profit. Conveniently located near shopping, schools, and major transit. Don't miss out on this prime investment opportunity!
Listing is courtesy of: SPANN & ASSOCIATES REAL ESTATE (407-468-7512)
Listing Agent: Kal Scarvers (863-617-5236)
5872 ROYAL HILLS CIR, WINTER HAVEN, FL 33881
$290,00034 Days on yellowkey MLS ID: P4938974
0 Days Off yellowkey (back on 7/6/2026)
REDUCED by $20,000 (6.5%) on 06/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1730 Built: 2006Monthly Fee: $25 Tax: $3,749 (2025)Community: Royal HillsSingle Family
Taxes:$3,749
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: Seller is offering a $5,000 buyer incentive with a full-price offer (subject to appraisal)! Buyers may use the credit toward closing costs and prepaids, an interest rate buy-down, or personalized upgrades after closing giving you the freedom to customize it to your taste instead. Welcome to Royal Hills, where comfort, space, and convenience come together in this beautifully maintained 4-bedroom, 2-bath home. Situated on a quiet street with no rear neighbors, this move-in-ready property offers a desirable split-bedroom floor plan, mature landscaping, and an abundance of indoor and outdoor living space. Step inside to vaulted ceilings, an abundance of natural light, and a versatile layout designed for both everyday living and entertaining. The kitchen, dining area, and living room form the heart of the home, creating an open and inviting gathering space for family and friends. The kitchen features wood cabinets with granite countertops, stylish glass tile backsplash, and a island with a raised breakfast/coffee bar overlooking the living room, allowing the chef to stay connected to the conversation. In addition to the main living area, the home offers a spacious family room that provides endless possibilities. Whether you envision a media room, game room, home office, playroom, fitness space, or second living area, this flexible bonus space can easily adapt to your lifestyle. The private owner's suite is thoughtfully positioned on one side of the home features vaulted ceilings, a walk-in closet, and an en-suite bath. Three additional generously sized bedrooms and a second full bath are located on the opposite side of the home, providing privacy and flexibility for family or guests. An inside laundry room and two-car garage add convenience to everyday living. Enjoy Florida living year-round from the expansive screened porch, accessible through sliding glass doors and offering plenty of space for outdoor dining, relaxing, or entertaining. The fenced backyard includes a storage shed and a large patio area perfect for grilling and gatherings. Additional features include a water softener system, newer appliances, and garbage disposal, new A/C, Roof, and Windows for added peace of mind. Conveniently located near shopping, dining, entertainment, major highways, Legoland, theme parks, and Lake Lucerne, this exceptional home offers the perfect blend of tranquility and accessibility. Schedule your private showing today! Some photos are virtualy staged. It is the buyers responsibility to verify all measurements and listing information.
Listing is courtesy of: XCELLENCE (866-595-6025)
Listing Agent: Felicia Nicholson (863-701-4435)
321 ALEXZANDER WAY, WINTER HAVEN, FL 33881
$365,50015 Days on yellowkey MLS ID: TB8524056
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 2021Monthly Fee: $83 Tax: $5,965 (2025)Community: Jace LndgSingle Family
Taxes:$5,965
Elementary School: Fred G. Garnier Elem
Remarks: Virtually Staged. Welcome to 321 Alexzander Way, a spacious, well apportioned home in the heart of Winter Haven! This location is central to Tampa and Orlando along with a very short drive to attractions such as Legoland. Built in 2021, this home boasts new sleek vinyl flooring in living areas, new carpet in bedrooms, new quartz countertops in the kitchen and fresh paint. 5 full bedrooms and 3 full baths, including a full bed/bath on the first floor for privacy or guests. Don't miss out on one of the few opportunities for a truly move-in ready home in this price point.
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Joshua Nogowski (754-234-9626)
1501 7TH ST SE, WINTER HAVEN, FL 33880
$360,00097 Days on yellowkey MLS ID: A4689208
REDUCED by $5,000 (1.4%) on 07/09/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2806 Built: 1959 Tax: $5,528 (2025)Community: Highland EstatesSingle Family
Taxes:$5,528
Remarks: Welcome Home to this 5 bedroom 3 bath POOL Home on a large corner lot in Winter Haven. Upgrades galore. NEW ROOF, NEW POOL EQUIPMENT, 2 NEW A/C UNITS. The home features luxury vinyl wood flooring throughout. The kitchen has been renovated featuring white wood shaker cabinets, quartz countertops and stainless steel appliances. The bathrooms have been fully renovated as well and feature modern updated finishes. The living room features a large brick fireplace. The large fenced in backyard has a large underground pool just waiting for its new homeowners to spend their afternoons building memories and soaking up the Florida sun. The front of the home features 2 driveways. This home is close to Legoland, Lakes galore and amazing shopping, dining and entertainment.
Listing is courtesy of: ELEVATE REALTY LLC (561-427-3923)
Listing Agent: Laura Auten (561-427-3923)
1680 32ND ST NW, WINTER HAVEN, FL 33881
$229,99927 Days on yellowkey MLS ID: O6416312
REDUCED by $10,000 (4.2%) on 07/09/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1104 Built: 1956 Tax: $2,771 (2025)Community: InwoodSingle Family
Taxes:$2,771
Remarks: 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.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
3214 AVENUE Q NW, WINTER HAVEN, FL 33881
$199,99954 Days on yellowkey MLS ID: O6408954
REDUCED by $18,000 (8.3%) on 07/09/2026
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
High School: Auburndale High School
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.
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