Location: Winter Haven
Do Not Show Listings
3831 GAINES DR, WINTER HAVEN, FL 33884
$775,000Listed 06/01/2026 3:40PM MLS ID: L4962328
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2678 Built: 2005Monthly Fee: $27 Tax: $3,522 (2025)Community: Gaines CoveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,522
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning upgrades throughout, including an updated kitchen, modern bathrooms, and spacious living areas designed for both comfort and entertaining. The gorgeous kitchen is complete with brand-new appliances and flows seamlessly into the main living space, creating the perfect atmosphere for family gatherings and everyday living. Additional upgrades include a Kinetico water filtration system and an allergen air filtration system to help provide cleaner water and improved indoor air quality throughout the home. Step outside to your own private oasis featuring a heated pool, incredible outdoor kitchen, and a perfectly maintained yard that makes outdoor living effortless year-round. This move-in-ready home truly has it all — luxury, comfort, thoughtful upgrades, and plenty of space to live, work, and entertain!
Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)
Listing Agent: Vikki Thielen (863-604-6627)
4 CASARENA CT, WINTER HAVEN, FL 33881
$524,00056 Days on yellowkey MLS ID: P4938356
REDUCED by $5,000 (0.9%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3911 Built: 1984Monthly Fee: $320 Tax: $4,267 (2025)Community: Casarena On The LakesSingle Family
Taxes:$4,267
Remarks: This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake Cannon, the property delivers stunning water views and a peaceful setting that’s hard to match. Located within a gated, low-maintenance community, this home allows you to enjoy all the perks of ownership without the added upkeep. The community pool and hot tub sits just steps away—offering the feel of a personal pool without the responsibility. Residents also enjoy access to a community dock with first-come, first-served boat slips, making it easy to embrace the lake lifestyle. The property itself features a fenced yard, and a beautiful pergola—perfect for relaxing, entertaining, or enjoying the serene lakefront setting. The garage is equipped with a 2021 split-unit AC system, creating a versatile space ideal for a workshop, gym, or even additional living area. For added peace of mind, the home includes a gas-powered generator that automatically kicks on when needed. Inside, the home is nothing short of impressive—boasting soaring cathedral ceilings, expansive balconies with breathtaking views, and a layout that is both majestic and thoughtfully designed. The primary suite is a true retreat, featuring a private balcony, dual vanities, and a luxurious soaking tub designed for relaxation. Additional office and bonus spaces offers flexibility and can easily be converted into extra bedrooms to fit your needs. Updates include two AC units installed in 2017, along with a durable metal roof added in 2021 and the roof tiles were sealed and coated for an extra long life. Whether you’re looking for a full-time residence, a seasonal getaway, or a place to gather with family and friends, this home delivers a warm, inviting atmosphere with unique architectural character throughout. Enjoy peaceful mornings overlooking the lake, afternoons gardening in your yard, or evenings unwinding on the balcony while taking in the surrounding wildlife. Conveniently located near shopping, grocery stores, and Home Depot, this is more than just a home—it’s a lifestyle. A property like this must be seen in person to truly appreciate the grandeur and exceptional living experience it offers.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Keith St. Onge (863-651-1397)
725 HERITAGE DR NE, WINTER HAVEN, FL 33881
$559,00026 Days on yellowkey MLS ID: L4961718
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3114 Built: 1992Monthly Fee: $27 Tax: $7,254 (2025)Community: Hamilton PointeSpa: NoSingle Family
Taxes:$7,254
Remarks: One or more photo(s) has been virtually staged. Located in the desirable Hamilton Pointe community, this beautifully maintained 4-bedroom, 2.5-bath, 3,114 sf pool home built in 1992, sits on a half-acre lot with no rear neighbors offering peaceful views of a protected conservation area and ultimate backyard privacy. Features include a spacious kitchen with eat-in area and French doors to the lanai, a grand family room with 13’ ceilings, crown molding, and a striking coral tile fireplace. The split floor plan offers a large master suite with garden tub, walk-in shower, dual vanities, and lanai access, with one bedroom perfect for an office space. Two bedrooms are on the other side of the home with another full bath and laundry room. Enjoy mature landscaping, a refreshing screened-in pool (resurfaced approx. 3 years ago, new sand filter 2 years ago, rescreened 1 year ago), and numerous updates—new roof (2019), Hybrid electric heat pump water heater that is in the garage (2021), gutters/screens (2020), exterior paint (2019) and whole house was re-piped (2021) . Convenient to downtown Winter Haven, Hwy 27, LEGOLAND, golf, shopping, and airports. A Satisfactory 4-Point Inspection has been done.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Laura Slocumb (863-660-7000)
2117 HIGH POINT AVE SW, WINTER HAVEN, FL 33880
$389,90029 Days on yellowkey MLS ID: L4960940
2 Days Off yellowkey (back on 6/1/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2485 Built: 1977 Tax: $6,491 (2025)Community: High PointSingle Family
Taxes:$6,491
Elementary School: Lake Shipp Elem
High School: Lake Region High
Remarks: This spacious 4-bedroom, 3-bathroom home offers the perfect blend of comfort and functionality. Featuring a large living room, there is plenty of space for relaxing, entertaining guests, or enjoying time with family. The open and inviting layout flows beautifully throughout the home, creating a warm and welcoming atmosphere.Step outside to your own private pool, perfect for enjoying Florida’s sunshine year-round, hosting weekend gatherings, or simply unwinding after a long day. With generous bedroom sizes and three full bathrooms, this home is ideal for families or anyone looking for extra space and convenience.Located in a desirable Winter Haven area, this property combines spacious indoor living with fantastic outdoor amenities, making it a wonderful place to call home.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Marissa Hipp (863-624-4995)
896 EAGLE ROCK TER, WINTER HAVEN, FL 33880
$404,900Listed 06/01/2026 7:45PM MLS ID: L4962338
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1632 Built: 2022Monthly Fee: $38 Tax: $3,355 (2025)Community: Eagle Lndg Ph IbSpa: YesSingle Family
Taxes:$3,355
Remarks: ++++ LUXURY AND REMODELED MOVE-IN READY POOL HEATED HOME IN EAGLE LANDING! Welcome to this stunning, fully upgraded corner-lot residence located in the highly desirable Eagle Landing community—just minutes from LEGOLAND and ideally situated between Tampa and Orlando. This home is being sold fully furnished!!! Built in 2023, this beautifully enhanced home offers the perfect blend of modern design, comfort, and resort-style living. The open-concept floor plan creates a bright and spacious atmosphere, ideal for both everyday living and entertaining. The chef-inspired fully remodeled kitchen features brand-new cabinetry and elegant granite countertops, seamlessly flowing into the main living areas for a clean, modern feel. Both bathrooms have been completely remodeled with stylish tile finishes and granite vanities, adding a touch of luxury throughout the home. Step outside to your private backyard oasis, featuring a 16' x 22' saltwater pool, complete with a heater for year-round enjoyment, a relaxing spa/hot tub, and a fully screened enclosure. The outdoor space is finished with beautiful pavers and a fully fenced yard, perfect for entertaining or simply relaxing in privacy. Additional highlights include: ?? 2023 construction ?? Fully remodeled kitchen with new cabinets & granite countertops ?? Smart home technology to control your home & pool ?? Saltwater pool (16’ x 22’) with heater + spa/hot tub/ heated ?? Screen enclosure + pavered outdoor living space ?? Fully vinil fenced backyard for privacy and entertainment ?? Sold fully furnished with brand-new modern furniture ? New front entry door with decorative glass and upgraded hardware ? Block-on-block construction for durability and peace of mind ? Architectural shingles and modern stucco exterior for lasting curb appeal ? Spacious corner lot offering extra privacy and outdoor space This home is being sold fully furnished, featuring modern, nearly new furniture throughout—making it truly turnkey. The only exception is the primary bedroom set, which includes a king-size bed. With its prime location, luxury upgrades, and resort-style amenities, this property is perfect as a primary residence, vacation home, or investment opportunity. ?? Eagle Landing – Winter Haven, Florida ?? Schedule your private showing today before it’s gone!
Listing Agent: Ingrid Reyes (863-838-6863)
5041 KAIA AVE, WINTER HAVEN, FL 33884
$260,00021 Days on yellowkey MLS ID: TB8502452
REDUCED by $32,870 (11.2%) on 06/01/2026
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
Elementary School: Chain O Lakes Elem
Middle School: Denison Middle
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.
Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)
Listing Agent: Bryan Sumner (813-336-5895)
144 BEVERLY DR, WINTER HAVEN, FL 33884
$399,50053 Days on yellowkey MLS ID: O6397768
REDUCED by $400 (0.1%) on 06/01/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2492 Built: 1963 Tax: $3,785 (2025)Community: Eloise Woods Lake Roy UnitSpa: NoSingle Family
Taxes:$3,785
Remarks: FLORIDA LIVING AT ITS BEST! Pool home + oversized lot + NO HOA + Chain of Lakes access just minutes from LEGOLAND Florida Resort! This fully updated 4-bedroom, 3-bath home in SE Winter Haven offers the lifestyle buyers are chasing with TWO master suites, a HUGE FENCED BACK YARD, heated pool, and room to bring the boat, jet skis, golf cart, and all the toys. Inside you’ll find a designer-style interior featuring luxury vinyl flooring, oversized living spaces, and a stunning chef’s kitchen with quartz countertops, custom soft-close cabinetry, stainless steel appliances, and a premium Ruvati workstation sink. The oversized primary suite feels like a private retreat with tray ceilings, spa-inspired bathroom, soaking tub, dual vanities, walk-in shower, and spacious walk-in closet. A second private ensuite is perfect for guests, multigenerational living, or an in-law suite. Step outside to your screened lanai overlooking the heated inground pool and massive backyard — ideal for entertaining, relaxing, and enjoying year-round Florida sunshine. The pool is equipped with a top-of-the-line Raypak pool heater, making it easy to enjoy swimming year-round! MAJOR UPGRADES INCLUDE: New roof (2019), whole-house replumb (2019), AC handler (2019), water heater (2019), remodeled kitchen (2021), luxury vinyl flooring (2021), top-of-the-line Raypak pool heater (2022), variable-speed pool pump (2024), irrigation system (2024), and guest bathroom remodel (2025). Located less than 2 minutes from the Lake Summit boat ramp with access to 20+ connected lakes, waterfront dining, skiing, and fishing, this home is the perfect mix of luxury, freedom, and Florida lifestyle
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Christina Loesch (347-977-0962)
2953 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884
$240,00019 Days on yellowkey MLS ID: O6407939
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1274 Built: 2018Monthly Fee: $96 Tax: $3,757 (2025)Community: Whispering Trails Ph 02Spa: NoSingle Family
Taxes:$3,757
Remarks: Come see 2953 Whispering Trails Dr, a residence showcasing recent fresh interior paint and fresh exterior paint for a clean, cohesive appearance. The kitchen is equipped with all stainless steel appliances, and the primary bathroom provides practical double sinks. Outside, a welcoming patio leads to a fully fenced in backyard. This move-in ready property blends comfort and recent updates seamlessly. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1100 CAREFREE COVE DR, WINTER HAVEN, FL 33881
$217,00021 Days on yellowkey MLS ID: O6407265
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1019 Built: 1969 Tax: $1,264 (2025)Community: Carefree CoveSpa: NoSingle Family
Taxes:$1,264
Remarks: Come see 1100 Carefree Cove Dr, recently improved with a new roof, fresh exterior paint, and fresh interior paint, presenting a comprehensively refreshed presentation. Partial flooring replacement further updates the interior living spaces, while a fenced in backyard provides practical outdoor areas. This property embodies a fresh approach to comfortable living. Included 100-Day Home Warranty with buyer activation
153 STEVENSON RD, WINTER HAVEN, FL 33884
$339,90063 Days on yellowkey MLS ID: L4960685
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1867 Built: 1961 Tax: $4,041 (2025)Community: Garden GroveSpa: NoSingle Family
Taxes:$4,041
Remarks: Fully furnished, move in ready pool home located in a quiet, established Winter Haven neighborhood just minutes from LEGOLAND Florida. Situated in a community known for long term ownership and pride of ownership, this property offers a peaceful setting with exceptional convenience and no HOA. A gated side entrance provides rare RV or boat parking, adding flexibility and value. The interior features updated flooring, a modern kitchen with quartz countertops and stainless steel appliances, and a bright, open floor plan designed for comfortable living. Outdoor living shines with a screened in pool and covered patio, ideal for relaxing or entertaining year round. Offered fully furnished, including TVs, this home is perfect for primary residence, relocation, seasonal use, or investment. Roof will be replaced before closing. Truly turn key—just bring your suitcase and enjoy the Florida lifestyle from day one, 3 miles from LEGOLAND.
Listing is courtesy of: NEXTHOME NORRIS & COMPANY REAL (863-875-5583)
Listing Agent: Michael Norris (863-287-3105)
3097 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881
$449,000Listed 06/01/2026 1:15PM MLS ID: S5150948
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2577 Built: 2004Monthly Fee: $33 Tax: $4,587 (2025)Community: Buckeye PointeSpa: YesSingle Family
Taxes:$4,587
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: Welcome to 3097 Buckeye Pointe Drive, a fully updated pool home in Winter Haven, Florida, offering the space, flexibility, and upgrades today's buyers are searching for in Polk County. If you've been looking for a move-in ready home with a private pool, screened spa, modern finishes, and no rental restrictions, this property deserves a spot at the top of your list.Located in the established Buckeye Pointe community, this spacious two-story home features 5 bedrooms, 2.5 bathrooms, and more than 2,500 square feet of living space. The versatile floor plan includes a first-floor bedroom, making it ideal for multigenerational living, visiting guests, a private home office, or a fitness room.From the moment you step inside, you'll notice the extensive updates throughout. The entire first floor showcases oversized 24x36 porcelain tile, creating a clean, modern look that is both stylish and easy to maintain. The renovated kitchen serves as the heart of the home with updated cabinetry, a large center island, upgraded lighting, and newer appliances including the refrigerator and dishwasher. Every bathroom has been remodeled, while fresh interior and exterior paint give the home a bright, updated feel throughout.Step outside and enjoy the Florida lifestyle year-round. The screened and heated pool and spa create the perfect setting for relaxing after work, entertaining family and friends, or enjoying weekend gatherings. The vinyl fenced backyard offers privacy, while mature fruit trees provide character and charm that are increasingly difficult to find. Major improvements include a newer 2023 roof and a 2020 water heater, giving buyers added confidence and helping reduce future maintenance concerns. One of the most attractive features of this property is the absence of rental restrictions. Buyers searching for an Airbnb-friendly home in Winter Haven, a Florida vacation home, a second home near Orlando attractions, or an income-producing investment property will appreciate the flexibility this community offers. Conveniently located near shopping, restaurants, medical facilities, schools, and major transportation routes, this home provides easy access to everything Central Florida has to offer. Whether you're commuting to Orlando, exploring nearby lakes, visiting world-famous attractions, or simply enjoying the growing Winter Haven lifestyle, this location puts you close to it all.Buyers frequently searching for "homes with pools in Winter Haven," "5-bedroom homes in Polk County," "updated homes near Orlando," "Airbnb investment properties in Central Florida," "homes with no rental restrictions," or "move-in ready Florida homes with a pool" will find everything they're looking for at 3097 Buckeye Pointe Drive. This is more than just a house. It's a move-in ready Florida lifestyle with room to grow, space to entertain, and the flexibility to fit your future plans.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Desiree Carlson (541-743-1985)
3421 HICKORY ST NW, WINTER HAVEN, FL 33881
$187,000Listed 06/01/2026 6:05PM MLS ID: O6412571
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 690 Built: 1955 Tax: $962 (2025)Community: Biltmore ShoresSingle Family
Taxes:$962
Remarks: NO HOA! This 2 bedroom, 1 bathroom property has an eat-in kitchen with granite countertops & dining space, and a separate living room for gathering. There is luxury vinyl plank (LVP) floors throughout the home and the bathroom has been newly tiled. The home has UV double-insulated windows, 8x10 shed with finished interior, electricity & wall A/C unit, and a spacious fenced backyard with vehicle gate. Seller updates include screen-enclosed front entry, landscape & sod, bathroom tile, crown molding, living room ceiling fan, LVP & baseboards, and finished shed. This home sweet home is tucked away approximately a half mile to Havendale Blvd which leads to groceries, restaurants and connecting highways/roads for commutes. A brand new Publix will soon be opening right next to this neighborhood! Bring your watercraft because you're approximately one mile to a public boat ramp for Lake Jessie which is known for its fishing, aviation activity (including seaplanes!), and is part of Winter Haven's famous Chain of Lakes.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Juan Castro (407-808-5353)
3408 COSTELLO CIR, WINTER HAVEN, FL 33884
$299,0004 Days on yellowkey MLS ID: O6411460
REDUCED by $6,000 (2.0%) on 06/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1713 Built: 2025Monthly Fee: $18 Tax: $3,036 (2025)Community: Villamar Ph 6 & Ph 6DSpa: NoSingle Family
Taxes:$3,036
Remarks: JUST REDUCED !! 4-bedroom, 2-bathroom home, you'll find 1,713 square fee of comfortable living. A Craftsman-style front porch welcomes you into the fully open living area featuring airy volume ceilings and sunny natural lighting. Unwind in your private owner's suite complete with a large walk-in wardrobe and a private en-suite bath with dual vanities, a tiled glass-enclosed shower, private toilet, and a linen closet. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting quartz countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms are flexible for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Like all homes in Villamar, the Harper includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. Priced to Sell !!
Listing is courtesy of: BEACH REALTORS (407-201-6300)
Listing Agent: Rachel Reyes (407-201-6300)
622 RIDGE TER, WINTER HAVEN, FL 33881
$150,0008 Days on yellowkey MLS ID: L4962178
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1997Monthly Fee: $253 Tax: $1,644 (2025)Community: Winter Ridge CondoCondo
Taxes:$1,644
Elementary School: Lake Alfred Elem
Remarks: Florida Living at Its Best! Welcome home to this beautifully updated 2-bedroom, 2-bath residence offering the perfect combination of comfort, style, and convenience. From the moment you walk through the door, you'll be impressed by the bright, open floor plan, modern finishes, wood-look flooring, and inviting living spaces designed for everyday living and entertaining. The spacious primary suite serves as a private retreat and features sliding glass doors leading to a screened and covered lanai. A portion of the lanai has been enclosed to create a flexible bonus room—ideal for a home office, reading nook, fitness area, or hobby room. Step outside to your private tiled patio, the perfect place to enjoy your morning coffee, unwind after a long day, or host family and friends. This sought-after community offers amenities rarely found at this price point, including assigned covered parking, a sparkling community pool, and direct access to beautiful Lake Smart with a private boat ramp. Whether you enjoy boating, fishing, kayaking, or simply watching the sunset over the water, you'll love the lifestyle this community provides. Located just minutes from shopping, restaurants, medical facilities, and major roadways, this move-in-ready home offers the convenience buyers are looking for and the Florida lifestyle they dream about. Opportunities like this don't come along often. Schedule your private tour today and discover why this could be the perfect place to call home.
Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)
Listing Agent: Diana Acosta (914-562-3386)
440 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880
$263,000170 Days on yellowkey MLS ID: G5105497
1 Days Off yellowkey (back on 4/15/2026)
INCREASED by $23,000 (9.6%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1688 Built: 2020Monthly Fee: $53 Tax: $3,809 (2024)Community: Kensington ViewSingle Family
Taxes:$3,809
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Short Sale. BANK APPROVED AT 263K --VACANT---ON A CORNER LOT--delightful home boasting a private vinyl fenced side and backyard. Step inside to find three bedrooms and two bathrooms, where the primary suite offers serene privacy and comfort. The kitchen is a homeowner’s dream with upgraded granite countertops, complemented by stylish brown cabinets. Hard flooring flows throughout most of the home, providing both beauty and durability, while the cozy carpet in one guest bedroom offers a touch of warmth. Freshly painted walls and even the ceiling fan in the family room have just been updated, giving the whole space a fresh, inviting feel. Additionally, a covered lanai provides a perfect spot for relaxation or entertaining. Easy access to the Polk Parkway to Orlando And Tampa,
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Michael Huculak (321-624-0150)
1055 30TH ST NW, WINTER HAVEN, FL 33881
$209,90020 Days on yellowkey MLS ID: TB8507249
REDUCED by $10,000 (4.5%) on 06/01/2026
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1020 Built: 1955 Tax: $1,715 (2025)Community: Rosewood ManorSingle Family
Taxes:$1,715
Remarks: Move-in ready and fully remodeled from top to bottom, this 4-bedroom, 1-bathroom home at 1055 30th Street NW in Winter Haven is a true turnkey opportunity. Brand new roof (2026), brand new AC (2026), brand new windows (2026), new plumbing, and a new water heater mean all the big-ticket items are already handled — just bring your furniture and move right in. Inside, you'll find all new vinyl flooring throughout, a beautifully updated kitchen, and a flexible bonus room that can easily serve as a 4th bedroom, home office, playroom, or guest bedroom — whatever fits your lifestyle. Tucked into a quiet Winter Haven neighborhood with quick access to Highway 17, US-27, and Legoland, you're minutes from shopping, dining, and some of Polk County's best lakes.
Listing is courtesy of: YELLOWFIN REALTY (813-347-7547)
Listing Agent: Philips Joseph (813-955-1966)
504 MANILLA LN, WINTER HAVEN, FL 33880
$149,9004 Days on yellowkey MLS ID: W7886152
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1350 Built: 2000 Tax: $1,121 (2025)Community: Ridge Acres Ph IvManufactured Home
Taxes:$1,121
Remarks: Welcome to 504 Manilla Ln, Winter Haven, FL! This 3-bedroom, 2-bath manufactured home sits on a fully fenced and gated 0.5-acre lot, offering privacy, space, and plenty of potential. The property features chain-link fencing around the front yard with vinyl fencing along the rear of the property, creating a secure and private outdoor space. Inside, you'll find a desirable split-bedroom floor plan with a spacious primary suite, comfortable living room, dedicated dining area, breakfast nook, pantry, and interior laundry room. The kitchen includes a dishwasher, and a range will convey with the sale but is not currently installed. One of the standout features is the oversized screened front porch spanning nearly the entire length of the home—an ideal space to relax, entertain, or enjoy Florida's beautiful weather year-round. The property also includes 2- 10x20 outdoor storage buildings, large enough to accommodate a small vehicle, workshop space, or additional storage needs. Conveniently located near Winter Haven's popular attractions, including LEGOLAND® Florida Resort, the Chain of Lakes, parks, shopping, dining, and entertainment. Enjoy easy access to outdoor recreation and all that Central Florida has to offer. Property is being sold as-is.
Listing is courtesy of: FIND YOUR PARADISE (352-675-2209)
Listing Agent: Dylan Mcleod (352-675-2209)
2026 KINGS XING SW, WINTER HAVEN, FL 33880
$235,0004 Days on yellowkey MLS ID: O6410748
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1131 Built: 1980Monthly Fee: $165 Tax: $3,604 (2025)Community: Stonebridge Ph 02Spa: NoSingle Family
Taxes:$3,604
Remarks: WELCOME HOME TO STONEBRIDGE! WHERE COMFORT, STYLE, AND CONVENIENCE COME TOGETHER! Step through the custom gated courtyard and discover this beautifully updated residence that is truly move-in ready. From the moment you enter, you'll be impressed by the gorgeous porcelain tile flooring that flows throughout the main living areas, creating an elegant and welcoming atmosphere. The spacious Great Room serves as the heart of the home, featuring a stunning wood-paneled fireplace that creates a warm focal point for relaxing or entertaining. Newer(2022) Sliding Doors lead to a private covered and screened patio, offering the perfect place to enjoy your morning coffee, unwind after a long day or entertain guests in a peaceful outdoor setting. Adjacent to the Great Room is a dedicated dining area with a convenient pass thru to the kitchen. The beautifully updated kitchen showcases rich cabinetry, granite countertops, stainless steel appliances, and a breakfast nook, perfect for preparing meals and gathering with family and friends. Enjoy the convenience of the sliding doors out to the private courtyard. Retreat to the spacious primary suite, complete with a walk-in closet and an updated ensuite bath featuring a walk-in shower and modern finishes. The guest bedroom offers generous closet space and flexibility for visitors, a home office, or craft room. The beautifully renovated guest bathroom features a striking designer tile accent wall, creating a stylish, space for family and guests. Additional highlights include a NEW ROOF (2024), NEW GUTTERS/DOWNSPOUTS (2026), NEW ELECTRIC PANEL (2024), NEWER WINDOWS AND SLIDERS (2022), updated bathrooms, washer and dryer, one-car garage, neutral décor throughout, and move-in-ready condition. Outside, enjoy both the private courtyard and the covered screened patio, offering multiple outdoor living spaces rarely found at this price point. Residents of Stonebridge enjoy access to a community pool and a convenient location close to shopping, restaurants, churches, medical facilities, and everyday conveniences. Located in the heart of Winter Haven, known as Florida's Chain of Lakes City, residents enjoy boating, fishing, waterfront dining, golf courses, beautiful parks, and year-round recreation. Winter Haven is also home to LEGOLAND Florida Resort and offers convenient access to both Orlando and Tampa, making it an ideal location for full-time residents, seasonal homeowners, or anyone seeking the Florida lifestyle. Hurry, schedule an appointment today to view this fabulous patio home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Kitty Mark (407-491-6857)
352 VAIL DR, WINTER HAVEN, FL 33884
$274,900Listed 06/01/2026 11:12AM MLS ID: L4962337
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2040 Built: 1990Monthly Fee: $17 Tax: $1,538 (2025)Community: Cedar Cove Ph 02Single Family
Taxes:$1,538
Remarks: Move-in ready and priced to sell! Located in a quiet, neighborhood with a low HOA of just $200 annually, this beautifully updated 3-bedroom, 2-bath home offers exceptional value, major system updates, and endless potential on a spacious quarter-acre lot. Step inside to discover an inviting open-concept layout where the living room, dining area, and kitchen flow seamlessly together, creating the perfect space for both everyday living and entertaining. The updated kitchen features modern cabinetry, updated fixtures, appliances, and a center island that serves as the heart of the home. Luxury vinyl plank flooring throughout provides a clean, cohesive look and easy maintenance. Designed with privacy in mind, the split-bedroom floor plan offers a spacious primary suite separated from the guest bedrooms. Every bedroom features a walk-in closet, providing ample storage throughout the home. A large Florida room adds valuable additional living space and connects the home’s interior, making it ideal for a home office, playroom, gym, media room, or second living area. Outdoor living is where this property truly shines. Situated on approximately a quarter-acre lot, the expansive backyard offers plenty of room to create your dream outdoor oasis, including space for a future pool. Enjoy peaceful views with acreage behind the property, providing added privacy and a more open feel than many neighboring homes. The 16x16 screened patio with a concrete slab is perfect for relaxing, entertaining guests, or enjoying Florida evenings year-round. Major updates provide peace of mind, including a 2021 roof and 2021 A/C system. Originally constructed with a tile roof design, the home was built to support the additional structural load, contributing to its durability and long-term appeal. Additional highlights include a two-car garage, vinyl privacy fencing, updated appliances, modern fixtures, and thoughtful improvements throughout. Offering a rare combination of location, lot size, recent updates, low HOA fees, and future potential, this property presents an outstanding opportunity in one of the area’s most desirable neighborhoods. Whether you’re looking for a move-in-ready home, additional space to grow, or a property with room to personalize over time, this home checks all the boxes. Seller is motivated. Schedule your private showing today and discover everything this exceptional property has in store.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Emily Ward (863-632-1865)
2108 RIVER HAWK LOOP, WINTER HAVEN, FL 33880
$384,90033 Days on yellowkey MLS ID: S5148855
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2032 Built: 2026Monthly Fee: $98 Tax: $228 (2025)Community: Residences At Winter HavenSingle Family
Taxes:$228
Middle School: Westwood Middle
Remarks: Move-in ready! Welcome to the Residences at Winter Haven, a premier new single-family community designed for those who value both quality and connection. Set within this inviting neighborhood, the Everglades floor plan brings a natural ease to everyday living, from its open layout to the thoughtful finishes. At the heart of the home is a stunning kitchen featuring a large waterfall island and 42” cabinetry. Designed for hosting, the living area flows effortlessly out to a covered lanai. It’s a clean, modern space ready for you to make your own.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Rodrigo Gomes De Almeida (407-837-8173)
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