Location: Winter Haven
Do Not Show Listings
523 LITTLE LAKE CT, WINTER HAVEN, FL 33884
$305,00016 Days on yellowkey MLS ID: O6391604
REDUCED by $10,000 (3.2%) on 04/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2034 Built: 2018 Tax: $4,284 (2025)Community: Little Lake EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,284
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to 523 Little Lake Court — a spacious 3-bedroom, 2-bath home on a generous lot in the heart of Winter Haven. Step through elegant double front doors with decorative glass and an arched transom into soaring vaulted ceilings that flow throughout the main living areas. The open layout features beautiful hardwood floors in the formal living and dining rooms, a large family room with a cozy fireplace and dramatic arched windows, and a kitchen with wihte cabinetry, a center island, and breakfast bar. The master suite has vaulted ceilings, a freestanding fireplace, French doors to the backyard, and an en-suite bath with a soaking tub, walk-in shower, and dual vanity beneath a stunning arched window. Additional highlights include an interior laundry room, an attached two-car garage, and a large fully fenced backyard with mature trees and a storage shed. Conveniently located just minutes from Little Lake with easy access to shopping, dining, and everything Winter Haven has to do.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1130 CAREFREE COVE DR, WINTER HAVEN, FL 33881
$259,90062 Days on yellowkey MLS ID: S5142654
3 Days Off yellowkey (back on 2/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1961 Tax: $2,369 (2024)Community: Carefree CoveSingle Family
Taxes:$2,369
Elementary School: Lake Alfred Elem
High School: Auburndale High School
Tax Year: 2024
Middle School: Westwood Middle
Remarks: Under contract-accepting backup offers. Beautifully renovated solid concrete block home featuring 3 bedrooms and 2 bathrooms, ideally located within walking distance to the Happy Valley Trail in a highly desirable neighborhood with breathtaking water views of Lake Conine. Situated on an oversized 0.31-acre corner lot, this property offers exceptional space, privacy, and endless possibilities for outdoor living and future enhancements — with NO HOA. Upon entry, you are welcomed into a bright and open-concept floor plan that seamlessly connects the living, dining, and kitchen areas, creating the perfect space for everyday living and entertaining. The modern updated kitchen showcases stylish finishes and ample cabinetry for all your cooking needs. The home also includes a dedicated laundry room that provides additional storage, along with an exterior utility room for extra convenience. The property features a covered carport with an extended concrete driveway, allowing parking for multiple vehicles. The spacious backyard includes an unfinished structure that can easily be converted into a garage, workshop, storage area, or even an Additional Dwelling Unit (ADU), offering a great opportunity to add value and customize the space to your vision. With its large corner lot, stunning lake views, move-in-ready renovations, and no HOA restrictions, this home is a rare opportunity offering comfort, versatility, and long-term potential.
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Thay Barrera Troya (689-278-5059)
720 SANTA MARIA DR, WINTER HAVEN, FL 33884
$339,00076 Days on yellowkey MLS ID: P4937320
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 1990Monthly Fee: $46 Tax: $2,173 (2024)Community: Overlook EstatesSingle Family
Taxes:$2,173
Remarks: IMPRESSIVE HOME IN GREAT LOCATION! Move-In-Ready— This home has a wonderful design of open concept living, formal dining room, split bedroom plan and screen lanai overlooking a wooded area giving a peaceful setting without rear neighbors. A welcoming foyer leads to the formal dining room and a step down into the lovely living room featuring a cathedral ceiling, fireplace, built-in entertainment center and sliding glass doors that give view and access to the relaxing lanai highlighting an inground spa. The living room links to the dinette with lanai access and a breakfast bar joining the kitchen. This appealing kitchen has elegant cabinetry accented with upper cabinets of frosted glass doors, pantry storage, decorative tile backsplash, dark stone counters and stainless appliances including a gas range. The home’s design has a contemporary flair that is prominent within the owners’ en suite. Privately situated, this spacious bedroom not only has a walk-in closet and French doors to the lanai, but its unique design delivers an elaborate, elevated and open bathroom featuring a sunken marble bathtub, tile & glass surroundings, lengthy dual sink vanity, shower stall and water closet. The opposite side of the home houses a full bathroom and two lovely bedrooms, one with French doors accessing the lanai. The home is outfitted with an abundance of good-looking ceiling fans and attractive floor coverings including the brick decking on the lanai with the in-ground hot tub! Additional elements that make this a fabulous home include the brand New Roof, New Water Heater, New A/C, large driveway for extra parking, peaceful backyard and lovely gated community. This is a great location offering convenience to all shopping, dining, entertainment, schools and medical around Winter Haven. Call to arrange your appointment today, don’t miss out on this opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Erin Floyd (863-412-2286)
305 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$350,00050 Days on yellowkey MLS ID: O6381073
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 2020Monthly Fee: $17 Tax: $6,152 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$6,152
High School: Haines City Senior High
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: One or more photo(s) has been virtually staged. Seller is offering $5,000 towards the buyers closing costs and prepaids! Completed in 2020 and ready for immediate occupancy, this property blends modern construction with thoughtful recent upgrades. Notable features include a brand-new roof installed in 2023, fully paid solar panels, a freshly painted interior, and professionally serviced and cleaned air ducts, all contributing to energy efficiency and average utility costs of approximately $85–$100 a month. The home is equipped with smart home technology and constructed with concrete block on both the first and second floors, offering added durability and peace of mind. Inside, the kitchen opens naturally to the main living spaces, creating an inviting layout for everyday living and entertaining. A future flooring update provides an easy opportunity to personalize the space. Bedrooms are generously sized, with the primary suite located upstairs, and a fully fenced backyard enhances privacy and functionality. Ideally positioned within the community, the home is just a short walk to the mailbox, pool, and playground, with convenient access to shopping, dining, grocery stores, major roadways, just a short drive to LEGOLAND® and less then one hour from Walt Disney World.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Kristin Duncan (407-274-5911)
2708 ATTWATER LOOP, WINTER HAVEN, FL 33884
$269,999Listed 04/02/2026 2:49AM MLS ID: O6395048
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1561 Built: 2017Monthly Fee: $486 Tax: $769 (2025)Community: Traditions Ph 02Single Family
Taxes:$769
Remarks: Impeccably maintained home in the sought-after Traditions 55+ community in Winter Haven! This spacious 2-bedroom, 2-bath home with a dedicated office/den offers over 1,500 square feet of open-concept living space, designed for both comfort and functionality. The home features new flooring throughout, upgraded countertops, 36-inch kitchen cabinets, and modern lighting fixtures, creating a bright and inviting kitchen and living area perfect for everyday living or entertaining. Both bathrooms have been tastefully upgraded, and additional improvements include a new water heater and recently replaced AC coil for added efficiency and peace of mind. The home was freshly painted inside and out in 2023, giving it a clean, modern feel throughout. Step outside to enjoy the new screened-in porch, ideal for relaxing mornings or evening gatherings while overlooking the newly installed sod that enhances the home’s curb appeal. The extended driveway provides additional parking and convenience, and the home is handicap accessible, offering added functionality and ease of living. Residents of Traditions enjoy resort-style amenities, including community boat ramp access, fishing, dock, and private water access, along with a community pool and recreational facilities. The HOA includes cable TV, internet, exterior, grounds maintenance, pool maintenance, recreational facilities, and security, making this a truly low-maintenance lifestyle. Located just minutes from shopping, dining, and major roadways, this move-in ready home combines modern updates, accessibility, and the vibrant lifestyle of one of Winter Haven’s most desirable active adult communities.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Nathan Mercado (407-353-8612)
10 APPLE TREE LN, WINTER HAVEN, FL 33884
$625,000202 Days on yellowkey MLS ID: P4936277
1 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2491 Built: 1997Monthly Fee: $21 Tax: $2,835 (2024)Community: Sundance Ranch EstatesSingle Family
Taxes:$2,835
Elementary School: Chain O Lakes Elem
Middle School: Mclaughlin Middle
Remarks: Under contract-accepting backup offers. Discover the perfect blend of country living and modern convenience with this well-maintained property set on over 5 acres. This spacious home offers 3 bedrooms plus a dedicated office, 2 full baths, a welcoming living room, formal dining room, and a bright kitchen with a breakfast nook. Step outside to your own private retreat featuring a screened pool, ideal for relaxing or entertaining. Equestrian enthusiasts will appreciate the horse barn along with fenced and cross-fenced pastures, providing plenty of space for animals. The property combines privacy and wide-open views with easy access to city amenities, shopping, and schools. With its well-cared-for condition and versatile layout, this home is move-in ready and waiting for you to enjoy the best of both worlds—peaceful country living just minutes from town.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steve Lockhart (863-289-9801)
1019 ROBIN LN, WINTER HAVEN, FL 33884
$305,000105 Days on yellowkey MLS ID: O6368296
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 2003Monthly Fee: $38 Tax: $3,920 (2023)Community: Audubon PlaceSingle Family
Taxes:$3,920
Tax Year: 2023
Remarks: Charming residence in Winter Haven featuring 3 bedrooms and 2 bathrooms. This home has a spacious living area with abundant natural light, a modern kitchen with ample storage, and a serene backyard appropriate for relaxation. Located in a peaceful neighborhood with convenient access to local amenities, this property provides a welcoming atmosphere and comfortable living. Don't miss this opportunity to be part of the vibrant Winter Haven community. Key Features: *Kitchen: Newly remodeled kitchen with soft close upgraded cabinets and new appliances. Features: Fully furnished home with washer and dryer included; new bathrooms with upgrade tiles. Vinyl fence for pets and privacy. *Water softner system included
22 LAKE LINK DR SE, WINTER HAVEN, FL 33884
$359,997Listed 04/02/2026 6:37AM MLS ID: O6394657
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1777 Built: 1971 Tax: $3,975 (2025)Community: Lake Link EstatesSingle Family
Taxes:$3,975
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Welcome to 22 Lake Link in Winter Haven, where space, lifestyle, and location come together in one exceptional opportunity. Situated on a large corner lot, this 4-bedroom, 2-bathroom home with a 2-car garage offers the perfect combination of comfort, functionality, and Florida living. Step inside to a bright and open floor plan designed for modern living and entertaining. The spacious layout flows seamlessly from the living and dining areas to the kitchen, creating the perfect environment for hosting family and friends. Enjoy your mornings on the front balcony and unwind in the evenings on the screened-in patio, overlooking your huge fenced-in backyard—ideal for pets, gatherings, or even adding a pool. Additional highlights include a durable metal roof for long-term value and a large driveway with plenty of space for multiple vehicles, guests, or recreational toys. This home is perfectly positioned to give you access to everything that makes Central Florida one of the most desirable places to live. Convenient access to major highways including Interstate 4, US Route 27, and Florida State Road 540 for easy commuting to Orlando, Tampa, and beyond. Just a short drive to world-famous attractions like Walt Disney World, Universal Orlando Resort, and LEGOLAND Florida Resort. Enjoy weekend trips to Florida’s beautiful beaches including Clearwater & St. Pete Beach (west coast) and Cocoa Beach (east coast). Living in Winter Haven means you’re close to a growing scene of local favorites and everyday conveniences such as, Coffee spots like Richard's Fine Coffees and Starbucks. Popular dining options including Harborside, Tanners Lakeside Restaurant & Bar, Aria and Azteca D'Oro. Shopping and entertainment nearby at Winter Haven Central Park and Eagle Ridge Mall. Minutes from Lake Link and the Chain of Lakes of Winter Haven, Florida.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Omar Andreasen (407-883-2989)
140 KRENSON BAY LOOP N, WINTER HAVEN, FL 33881
$260,000Listed 04/01/2026 7:51PM MLS ID: S5146942
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1479 Built: 2022Monthly Fee: $83 Tax: $3,522 (2025)Community: Krenson BaySingle Family
Taxes:$3,522
Remarks: Short Sale. 3-bedroom, 2-bath Adams Homes 1512 floor plan in Winter Haven offering 1,512 square feet of living space, a split-bedroom layout, and a 2-car attached garage. Interior features include tile flooring in the main living areas, carpet in the bedrooms, and an open kitchen with pantry and dining area. The primary suite includes a walk-in closet, and the primary bath features dual sinks, a garden tub, and a separate shower. The kitchen includes a range, dishwasher, and microwave. Located in Krenson Bay with convenient access to shopping, dining, major roadways, medical facilities, Polk State College, and downtown Winter Haven. Buyer and buyer’s agent should verify all measurements, HOA information, lease restrictions, and any other information important to them.
Listing is courtesy of: ZARZUELA REALTY, LLC (855-577-4549)
Listing Agent: Daniel Rivera Fontan (407-747-5408)
1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$442,500Listed 04/01/2026 6:14PM MLS ID: S5146706
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2536 Built: 2022Monthly Fee: $60 Tax: $739 (2025)Community: Chestnut CrkSingle Family
Taxes:$739
Remarks: Fall in love with this expansive 5-bedroom, 3-bath, 3-car garage home situated on a quarter-acre of land, where luxury, functionality, and energy efficiency come together. Explore every corner of this stunning property right now through a 3D interactive walkthrough or a full video tour. Designed with an open layout and split bedrooms for privacy, the home feels massive yet efficient. The heart of the home is a wide-open living area and a huge kitchen featuring a gigantic island, 42-inch upper cabinets, a spacious pantry, and top-of-the-line stainless steel appliances. Whether you are relaxing, hosting, or cooking, the home provides boundless space to move and mingle. High-quality finishes are found throughout, including granite countertops in the bathrooms, luxury vinyl plank flooring in the main areas, and premium carpeting in the bedrooms. This isn't just a home; it’s an investment featuring $30,000 in upgrades available for your review! One of the standout benefits of this property is the incredible energy efficiency. Powered by solar panels plus a solar-powered attic fan, the home’s energy costs are cut in half compared to neighboring homes that have much smaller living areas. The solar panel lease is a manageable $180 a month, which keeps the actual electric bill payable to TECO energy as low as $5 to $20 a month. For added convenience, the home also includes a paid security system and a water softener system paired with reverse osmosis in the kitchen. The outdoor space is just as impressive, featuring a large, private backyard on a quarter-acre lot fully enclosed by a vinyl fence. You can enjoy the Florida weather from the comfort of a huge, screened-in lanai, surrounded by custom pavers that wrap seamlessly around the sides and back of the home. The meticulous landscaping is easily maintained by a full irrigation system. Located in a quiet, peaceful community in Polk County, you are perfectly positioned near Highway 27 for an easy drive to Disney and the Orlando Airport. Best of all, there are no CDD fees and a low HOA of only $725 a year. This home is being sold AS IS and is ready for you to move in. Schedule your showing today!
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Mary Sorrell (765-434-1802)
123 ELOISE OAKS DR, WINTER HAVEN, FL 33884
$395,000Listed 04/01/2026 4:04PM MLS ID: L4960769
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2029 Built: 2018Monthly Fee: $56Community: Eloise OaksSingle Family
Taxes:$0
Elementary School: Pinewood Elem
High School: Lake Region High
Remarks: Welcome to this beautifully maintained 4-bedroom, 2.5-bath home built in 2018, offering the perfect blend of modern comfort and Florida lifestyle living. From the moment you step inside, you’ll appreciate the open-concept layout, ideal for both everyday living and entertaining. The spacious kitchen flows seamlessly into the living and dining areas, featuring contemporary finishes, ample cabinetry, and plenty of natural light throughout. The living area is enhanced by a stylish built-in electric fireplace, creating a warm and inviting focal point. This thoughtfully designed single-story home features a spacious primary suite with a private bath and walk-in closet, along with three additional bedrooms that offer flexibility for family, guests, or a home office. Step outside and enjoy your private backyard space—perfect for relaxing evenings or weekend gatherings. The garage is equipped with a mini-split air conditioning system, adding comfort and versatility for a workspace, gym, or additional storage. Located in a desirable community with private access to Lake Eloise, part of the renowned Winter Haven Chain of Lakes, you’ll have endless opportunities for boating, fishing, and enjoying the water just minutes from your doorstep. Plus, you’re just 10 minutes from LEGOLAND Florida Resort, making this location perfect for both everyday convenience and fun-filled weekends. Conveniently situated near shopping, dining, and major roadways, this move-in-ready home offers the ideal combination of location, lifestyle, and value. Schedule your private showing today and experience everything this home has to offer!
Listing is courtesy of: CLARK REALTY LLC (863-345-2155)
Listing Agent: Ty Dennis (863-651-8328)
1456 WALLACE MANOR LOOP, WINTER HAVEN, FL 33880
$315,000Listed 04/01/2026 1:31PM MLS ID: L4960754
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1811 Built: 2018Monthly Fee: $42 Tax: $5,181 (2025)Community: Central PointeSingle Family
Taxes:$5,181
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the desirable community of Winter Haven! Built by the reputable local builder Southern Homes, this residence showcases quality craftsmanship and thoughtful design throughout. This spacious split floor plan offers both privacy and functionality, ideal for everyday living and entertaining. Step inside to find soaring ceilings in the main living area, creating an open and airy feel that enhances the home’s natural light and livability. The large kitchen provides ample space for cooking and gathering, with tile flooring that extends through the kitchen, dining area, laundry room, and both bathrooms for durability and easy maintenance. The primary suite serves as a true retreat, featuring a tray ceiling with elegant crown molding, two walk-in closets, and a well-appointed en-suite bathroom. The primary bath includes a dual vanity, relaxing garden tub, and a separate step-in shower, offering both comfort and convenience. Additional interior highlights include indoor laundry and well-sized secondary bedrooms that provide flexibility for guests, family, or office space. Outside, enjoy a screened-in covered lanai overlooking a fully fenced backyard—perfect for entertaining, pets, or quiet evenings outdoors. The front landscaping has been freshly updated just in time for spring, giving the home outstanding curb appeal while maintaining a move-in ready interior. The garage is a standout feature, offering an epoxy-coated floor, an extra-long extension for added space, and a convenient man door for easy access. All information and property details are deemed reliable but not guaranteed and Buyer/Buyer's Agent is responsible for their own due diligence including but not limited to verifying HOA, Community Info, Rules, Leasing Requirements, Sqft, Lot Size, Room Dimensions, and Taxes.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Ashli Smith (863-248-9438)
5352 NICKLAUS DR, WINTER HAVEN, FL 33884
$369,9001 Day on yellowkey MLS ID: L4960750
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2354 Built: 2007Monthly Fee: $87 Tax: $5,617 (2025)Community: Lake Ashton West Ph 01Single Family
Taxes:$5,617
Remarks: Discover the ultimate "Entertainer’s Dream" in the heart of Lake Ashton, Central Florida’s premier 55+ gated community. This residence is meticulously designed for those who love to host, featuring soaring high ceilings that create an immediate sense of grandeur and an open, airy flow throughout the main living areas. These impressive heights extend into the closets, offering massive vertical storage capacity to keep your home guest-ready and clutter-free. The centerpiece for social gatherings is the professionally expanded and fully enclosed Florida Room, which has been seamlessly integrated into the home with dedicated AC vents. This climate-controlled sanctuary provides a vast, versatile space for hosting dinner parties or holiday gatherings in year-round comfort. A Resort Lifestyle Without Equal When you aren't hosting at home, the Lake Ashton lifestyle offers a world-class social calendar and unrivaled amenities across two massive clubhouses: Social & Dining Hubs: Impress guests at the on-site Eagles Nest restaurant, or join one of over 100 active social clubs. Elite Recreation: Enjoy a professional-grade bowling alley, a private cinema, a grand ballroom for live entertainment, and a billiard room. Active Sports: Access two 18-hole championship golf courses, plus dedicated courts for pickleball, tennis, and bocce ball. Health & Wellness: A state-of-the-art Health & Fitness Center featuring an indoor walking track, a full gym, sauna, and multiple heated indoor/outdoor pools and spas. Water Access: Explore the community boat ramp with direct access to Lake Ashton for fishing and boating. Safety & Accessibility: Peace of mind is standard with 24-hour manned security gates and a golf-cart-friendly infrastructure throughout the neighborhood. From the expansive interior spaces to the endless community perks, this home is designed for a life well-lived.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Wes Fleming (863-666-4136)
1522 ECKART DR, WINTER HAVEN, FL 33881
$400,0001 Day on yellowkey MLS ID: L4959745
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1524 Built: 1982 Tax: $3,192 (2025)Community: Rochelle GardensSingle Family
Taxes:$3,192
Remarks: This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spacious open floor plan featuring a Great Room, dining area, and family room combination with cathedral ceilings, wood burning fireplace, laminate wood flooring, and abundant recessed lighting. French doors from the dining room lead to an open patio and a large backyard—ideal for entertaining or relaxing outdoors. This home is light and bright and move-in ready just for you! The kitchen features white raised-panel PVC cabinetry, black tile countertops, a closet pantry, and updated appliances including a refrigerator (2026) and stove (2022). Major system upgrades include a new 3.5-ton A/C system with new ductwork and a roof replaced in 2022. The split-bedroom layout offers privacy, with both bathrooms very nicely updated. The spacious primary suite includes a beautiful bath with stone floors, a quartz vanity with integral sink and wall-mounted faucet, and a walk-in shower with new tile, glass doors, and drain pan—part of a $15,000 renovation. Additional highlights include a garage with mini-split A/C, insulated garage door, pull-down ladder for attic access, washer/dryer hookup, and laundry sink. Outside you will have a 10’x12’ shed with electric, and a well house with a Culligan water softener system. A new black aluminum fence surrounds the property, with vinyl PVC privacy fencing along the left side, 12-foot gates on both sides plus a 6-foot front gate—perfect for storing a boat, RV, or extra vehicles. A covered rear carport adds even more flexibility. Conveniently located on a large corner lot near lakes, parks, recreation areas, LEGOLAND, Hwy 27 & I-4, and all that Central Florida has to offer. Welcome home!
Listing Agent: Russ Rhoads (863-604-1570)
1581 OAKVIEW CIR SE, WINTER HAVEN, FL 33880
$214,90041 Days on yellowkey MLS ID: G5108372
REDUCED by $5,000 (2.3%) on 04/02/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1220 Built: 1996Monthly Fee: $180 Tax: $923 (2025)Community: OakviewSingle Family
Taxes:$923
Remarks: Welcome to this move-in ready villa located in the desirable 55 and better Oakview community of Winter Haven. This well-maintained 2-bedroom, 2-bath home offers 1,220 sq ft of comfortable living space with a functional open layout, spacious bedrooms with walk-in closets, and a screened lanai perfect for relaxing mornings or evenings. Major updates have already been completed, including a new roof (2024) and HVAC system (2019), providing added peace of mind. The kitchen has been refreshed and features brand-new appliances, creating a clean and inviting space for everyday living. The garage includes a screen system, allowing you to keep the door open during the day while enjoying fresh air and additional comfort. The HOA covers lawn care and exterior maintenance, supporting a truly low-maintenance lifestyle. Conveniently located near shopping, dining, and medical facilities. Recently repositioned to reflect today’s market—now one of the best values in the community. Schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Vanessa Aybar Badillo (352-557-1682)
716 SANTA MARIA DR, WINTER HAVEN, FL 33884
$399,900118 Days on yellowkey MLS ID: S5139735
3 Days Off yellowkey (back on 3/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2378 Built: 1996Monthly Fee: $46 Tax: $4,576 (2024)Community: Overlook Estates EastSingle Family
Taxes:$4,576
Remarks: IMPROVED PRICE!! LOCATION, LOCATION!! Gorgeous 3 bed, 2 bath POOL home with idyllic views across pretty pond with water frontage and private wooded island!! Located in the sought after gated, Overlook Estates on a spacious corner lot with mature landscaping. The open-concept living area creates an inviting atmosphere, ideal for both relaxed family gatherings and formal entertaining. Enter into the foyer which is flanked by dining room, living room and an additional study/den. Continue through into the spacious kitchen and family room with sliding doors leading to the covered lanai and screened pool area. Relax with your favorite beverage and enjoy the tranquil views of the pond and wooded island with an abundance of wildlife! The primary suite is to the left of the family room and boasts an atmospheric, cozy, gas fireplace and spacious primary bathroom. To the right of the family room are two further bedrooms and full size bathroom. Overlook Estates is perfectly situated among the Chain of Lakes in Winter Haven, not far from Cypress Gardens Blvd for fast commuting and access to dining, shopping and much more. Do not miss this opportunity to live the Florida lifestyle in this unique home!
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Sue Webb (407-361-6425)
1987 8TH ST SE, WINTER HAVEN, FL 33880
$261,222316 Days on yellowkey MLS ID: P4934891
3 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2363 Built: 1959 Tax: $1,648 (2024)Community: Laha Wa ManorSingle Family
Taxes:$1,648
Remarks: Short Sale. "SHORT SALE!! Seller accepting CASH ONLY!! APPROVED SHORT SALE PRICE BY LIEN HOLDER. Needs TLC. This midcentury POOL home has much potential. It features 3 bedrooms and 3 baths. It has a formal living room area, an office area and a large dining/family room for family gatherings. The fireplace has been converted to gas. Pool enclosure can be developed to be an amazing outdoor space. There is NO HOA, NO CDD and NO FLOOD ZONE is this well-established neighborhood. Located close to popular restaurants, shopping centers, and Legoland Florida Resort & Park, banks and lakes. It is tucked away, yet close to it ALL.
Listing Agent: Kelly Hansell (863-557-1784)
262 OLEANDER ST, WINTER HAVEN, FL 33881
$274,90023 Days on yellowkey MLS ID: TB8479025
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1743 Built: 2017Monthly Fee: $49 Tax: $2,428 (2025)Community: Lakes/Lucerne Park Ph 3Single Family
Taxes:$2,428
Remarks: One or more photo(s) has been virtually staged. SUPER DEAL on a big four bedroom home! Clean, fresh and well maintained home! PLUS, an American Preferred Home Warranty is included! With American Home Warranty, if you ever need to use it, you get to choose your own preferred vendors! Enjoy room for the family and privacy for mom and dad in the spacious split bedroom layout . You are going to like the open-concept living areas, big island kitchen with walk-in kitchen pantry. The large master suite with ensuite bath has a large walk in closet. Plenty of natural light brightens your living spaces from the energy efficient windows. All bedrooms are generously sized. Style and comfort welcome you with brand new beautiful, premium style, extra thick, waterproof luxury vinyl plank flooring in all the living areas. Fresh new carpet in all bedrooms. Pretty ceramic tile in wet areas. ROOF 2024! A fresh coat of premium exterior paint has been done and seals the deal for years to come. MOVE IN READY! Come and see this lovely home in the well-maintained Lakes at Lucerne community today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Patty Wolfgang (813-389-5226)
126 HOMEWOOD DR, WINTER HAVEN, FL 33880
$335,00050 Days on yellowkey MLS ID: L4959293
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2113 Built: 1994 Tax: $1,396 (2025)Community: Homewood SubSingle Family
Taxes:$1,396
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. SELLERS are MOTIVATED! Just made a big price reduction! The moment you walk up you’ll discover your own private & peaceful setting under the paved Pergola area incorporated with a running fountain pond awaiting more koi fish. You’ll enjoy your shaded space with the feel & sounds of nature surrounding you. Your entire home is equipped with installed roll-up hurricane shutters (some are hardwired for a flip of a switch, and some are manual). If you love to cook, you’ll love this chef’s dream kitchen offering plenty of cooking/prepping countertop space. Kitchen has an island with electric, gas range, wide breakfast bar open to the living areas and a walk-in pantry. This home offers a split plan layout, wide hallways, ceiling fans, recessed lighting, large closets, high 10 ft ceilings throughout. You will find you have multiple uses of living/family/dining /office areas. The options are endless. Main bedroom has 2 walk-in closets and access to the nice screened-in back patio. The main bedroom bathroom offers a double sink make-up vanity, walk-in shower, and a linen closet. The 2nd full bathroom offers a shower/tub combo with access to the back screened-in patio. The half bathroom is located off the entry to bedroom #3. The inside utility room is equipped with shelving, a utility sink, a cabinet unit, and a built-in ironing board. New luxury vinyl plank flooring in the utility room and bedroom #3. If all this wasn’t enough there is more…. You will love enjoying the 11x25 covered & screened-in back patio. Your front entryway is also covered. The 2-car garage has a newer electric garage door opener, shelving on both sides & a cabinet for storage. It also provides a keyless touchpad for access from the outside. Ring doorbell. You won’t want to miss the 12x14 workshop/shed equipped with electric, a work bench, storage shelving, and an access ramp. Your home is situated on a beautiful lot with mature landscaping. The lawn and landscaping is beautiful and will snap back as we just had the FL record-breaking cold front when pictures were taken so see past that. It will all green up beautifully in no time. Lawn irrigation is on a well water system equipped with a timer system. NO HOA!!! Home has been overhead plumbed. All of this conveniently located close to the 570 Toll Rd taking you to Orlando/Tampa. Be sure to check back for the virtual tour link coming soon and will be attached to the listing. Welcome Home!
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Jennifer Smith (863-559-1229)
1915 AUSTIN TER, WINTER HAVEN, FL 33884
$450,00062 Days on yellowkey MLS ID: S5142775
0 Days Off yellowkey (back on 2/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2557 Built: 2001Monthly Fee: $92 Tax: $3,887 (2025)Community: Woodpointe Ph 01Single Family
Taxes:$3,887
Remarks: Welcome to this exceptional 4-bedroom, 3-bath pool home located in the highly sought-after gated community of Woodpointe in Winter Haven. Custom built by John Wood, this home was thoughtfully designed for both everyday comfort and entertaining. Upon entering, you are immediately impressed by the tall specialty ceilings and the abundance of natural light throughout. The formal living room offers stunning views of the screened pool area, creating an inviting and elegant first impression. The spacious island kitchen features ample cabinetry and counter space and opens seamlessly to the main living area, allowing for an easy flow between spaces while maintaining beautiful pool views. The living room continues to showcase serene views of the screened pool, enhancing the home’s indoor-outdoor living experience. Large bedrooms provide comfort and privacy, while the well-designed floor plan offers functionality and flexibility for a variety of lifestyles. Step outside to the private backyard oasis where a sparkling pool and peaceful surroundings create the perfect setting for relaxation or entertaining. Nestled within a beautifully maintained gated community known for its prime location, this home offers both exclusivity and convenience, with close proximity to shopping, dining, and major roadways, yet tucked away in a tranquil setting. Major updates include a roof replaced in 02/2021, AC replaced in 2017, and a water heater replaced in 07/2025. Homes in Woodpointe are rarely available, schedule your private showing today and experience the lifestyle this property has to offer.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
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