Location: Winter Haven , 33884
Do Not Show Listings
4019 CARTERET DR, WINTER HAVEN, FL 33884
$274,90020 Days on yellowkey MLS ID: S5145776
1 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1719 Built: 2006Monthly Fee: $484 Tax: $1,704 (2025)Community: Traditions Ph 01Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,704
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communities known for its vibrant lifestyle and exceptional amenities. This thoughtfully designed 2 bedroom, 2 bathroom home also includes a versatile office that can easily serve as a third bedroom, along with a spacious family room that provides additional living space for relaxing or entertaining. As you arrive, you’re welcomed by a covered and screened front entry. Inside, the open concept floor plan is enhanced by vaulted ceilings and a stylish blend of luxury vinyl flooring in the main living areas and ceramic tile in the kitchen, bathrooms and laundry room, creating both elegance and easy maintenance. The eat in kitchen is bright and inviting, featuring a closet pantry, stainless steel appliances that are just two years old and a comfortable dining space ideal for everyday meals. An interior laundry room is conveniently located just off the kitchen and provides direct access to the two car garage. Sliding glass doors from the living room lead to a screen enclosed patio, offering the perfect spot to unwind, entertain guests, or simply enjoy Florida’s beautiful year round weather. The primary suite serves as a relaxing retreat, highlighted by a tray ceiling, walk in closet and an ensuite bathroom with a double sink vanity and step-in shower. Recent updates provide added peace of mind, including a brand new HVAC system and water heater, installed in March 2026, a new roof (November 2023), updated kitchen appliances (2024), fresh interior paint, and refreshed landscaping (2026). Outside, the property is beautifully framed by mature landscaping, with an attached two car garage, brick paved driveway and walkway that enhance the home’s inviting curb appeal. Residents of Traditions enjoy a true resort style lifestyle, featuring a lakefront clubhouse with a library, fitness center, card room, and billiards, as well as a resort style pool, hot tub and sauna. Additional amenities include tennis and shuffleboard courts, a dog park, a boat ramp and a dock overlooking Ruby Lake, providing endless opportunities for relaxation and recreation. The $484 monthly HOA fee covers lawn care (including bush/tree trimming and mulch replacement), exterior painting, cable, and internet. Ideally located near shopping, dining, and medical facilities with Publix opening soon just down the street, this home offers the perfect combination of comfort, convenience, and an active community lifestyle.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
125 LAKE HAZEL DR, WINTER HAVEN, FL 33884
$115,000Listed 04/01/2026 8:58PM MLS ID: P4938311
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1985Monthly Fee: $279 Tax: $1,272 (2025)Community: Orange Manor West Coop IncManufactured Home
Taxes:$1,272
Remarks: NO LOT RENT! Live the retired life you worked so hard for. Whether you are a snowbird or looking to enjoy full-time residency, Orange Manor West welcomes you. This highly sought-after 55+ gated community in Winter Haven, secondary resident(s) must be 40+. This fully furnished 2-bedroom, 2-bath home offers a functional layout with recent updates including a 2018 roof, 2022 HVAC, 2021 water heater, newer vinyl flooring, and updated appliances. The home features a spacious layout with walk-in closets in both bedrooms, a private primary suite with a step-in shower, and an enclosed Florida room that is perfect for relaxing mornings or unwinding in the evening. Enjoy an active, low-maintenance lifestyle with monthly fees that include cable, internet, and trash, in a community that allows only service and emotional support animals. Residents have access to a wide range of amenities including a community pool, clubhouse, billiards, shuffleboard, horseshoes, mini golf, fishing, lake access, and a full calendar of social activities such as bingo, cards, sports tournaments, quilting, and much more. Additional features include onsite management, 24-hour emergency service, extra storage for boats and recreational vehicles, and boat slips. Located in Southeast Winter Haven, you are just minutes from shopping, dining, and everyday conveniences, with Legoland ad Peppa Pig theme parks nearby for visiting guests. This is a great opportunity to enjoy comfort, convenience, and community all in one place.
Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)
Listing Agent: Jenn Manzella (863-866-0335)
262 SANTA ROSA DR, WINTER HAVEN, FL 33884
$395,00022 Days on yellowkey MLS ID: L4960100
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2336 Built: 1987Monthly Fee: $46 Tax: $739 (2025)Community: Overlook EstatesSingle Family
Taxes:$739
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Spacious 2,336 SF pool home in the gated, tranquil Overlook Estates. This 4BR/2BA floorplan features a split-bedroom layout and generous living space including an eat-in kitchen, 17x18 vaulted family room, 10x16 dining room with bay window, and a large foyer. The master suite includes a dressing alcove and walk-in closet; an adjacent bedroom makes an ideal office or nursery. High-traffic areas feature tile flooring; sliding glass doors in three rooms recess into the wall and open to a 31x50 pool deck — perfect for indoor/outdoor living. Additional highlights: 95x130 lot, terraced front walkway, 7x8 laundry with cabinetry and utility sink, 22x23 garage with built-in storage. Ready for your finishing touches!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
1854 ELOISE COVE DR, WINTER HAVEN, FL 33884
$450,00070 Days on yellowkey MLS ID: L4958664
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2888 Built: 2006Monthly Fee: $94 Tax: $3,516 (2025)Community: Eloise CoveSingle Family
Taxes:$3,516
Elementary School: Pinewood Elem
High School: Lake Region High
Remarks: PRICED REDUCED!! This wonderful 4-bedroom, 3-bath pool home is located in the gated community of Eloise Cove and is a former Lennar model featuring the highly sought-after Sheffield floor plan. NEW ROOF 9/2025. Water heater 2021. The spacious kitchen offers granite countertops, stainless steel appliances, double ovens, and a breakfast bar—perfect for entertaining. The home boasts a separate living room, dining room, family room, and office, along with a split bedroom floor plan for added privacy. The primary suite features a walk-in closet, dual vanities, a jetted soaking tub, and a separate shower. Additional highlights include a laundry room, crown molding, tinted windows, a security system, and magnificent decorator faux finishes with custom window treatments already in place for the next owner. Enjoy Florida living at its finest on the large screened lanai overlooking a private pool and fully fenced backyard. Residents also have access to a community dock on Lake Eloise, part of the renowned Chain of Lakes. Call today to schedule your private showing!
3865 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$265,00087 Days on yellowkey MLS ID: S5141071
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1603 Built: 2006Monthly Fee: $210 Tax: $3,716 (2025)Community: Osprey PointeSingle Family
Taxes:$3,716
Remarks: "OWNER WILL CREDIT UP TO $15,000 FOR THE COST OF ROOF REPLACEMENT AT CLOSING" FOR SALE: Attractive 3-Bedroom, 2-Bathroom Single-Family Home in Winter Haven! Discover your dream home in Osprey Pointe, where comfort meets style. This home is designed for modern living and entertaining. An open floor plan connects the eat-in kitchen and breakfast bar seamlessly to the living and dining areas, perfect for gatherings. Equipped kitchen with an eat-in area and a breakfast bar, ready for family meals and casual dining. Luxurious Master Suite: Retreat to your sanctuary featuring an elegant tray ceiling, a generous walk-in closet, double vanities in the primary bathroom, and a large glass shower stall. Enjoy the Florida lifestyle on your covered and screened rear porch. A paver driveway and an attached 2-car garage add to the curb appeal. The home includes inside laundry with washer and dryer hook-ups. Tiled common areas and bathrooms offer easy maintenance, while plush carpet in the bedrooms provides comfort. Exceptional Community Amenities: Live like you're on vacation every day! Enjoy access to a community clubhouse and a sparkling pool. Plus, take advantage of the private waterfront dock on beautiful Lake Ned for fishing and recreational activities. Lawncare included in HOA. Don't miss this opportunity to own a piece of paradise in Winter Haven. Schedule your showing today!
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Debbie Browning (407-908-9060)
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)
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: STUNNING ENTERTAINER’S RETREAT IN PREMIER LAKE ASHTON! Experience the pinnacle of Florida resort living in this meticulously maintained residence, where soaring high ceilings create an expansive, airy atmosphere from the moment you step inside. Designed for those who love to host, the heart of this home is a professionally expanded and fully enclosed Florida Room, seamlessly integrated into the living space with dedicated AC vents for year-round, climate-controlled comfort. The impressive interior height extends into the closets, providing massive vertical storage capacity—a rare and functional benefit for organized, upscale living. UNRIVALED AMENITIES & SOCIAL LIFESTYLE: Beyond your front door, enjoy a world-class "vacation-at-home" experience across two massive clubhouses: Elite Health & Wellness: State-of-the-art fitness center with a unique indoor walking track, full gym, sauna, and multiple heated indoor/outdoor pools and spas. Premier Recreation: On-site professional bowling alley, private cinema, grand ballroom for live entertainment, and a billiard room. Active Sports: Two 18-hole championship golf courses, plus dedicated courts for pickleball, tennis, and bocce ball. Dining & Social: Walk or take your golf cart to the on-site Eagles Nest restaurant, explore 100+ active social clubs, or use the community boat ramp for direct access to Lake Ashton. With 24-hour manned security gates and a golf-cart-friendly infrastructure, this home offers the ultimate blend of elegance, storage, and social activity. Schedule your private tour today and see why this is Florida’s most vibrant 55+ community!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Wes Fleming (863-666-4136)
5337 HOGAN LN, WINTER HAVEN, FL 33884
$359,000161 Days on yellowkey MLS ID: TB8440646
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 2006Monthly Fee: $5 Tax: $4,665 (2024)Community: Lake Ashton West Ph 01Single Family
Taxes:$4,665
Tax Year: 2024
Remarks: Welcome to the luxurious 55+ golf course community of Lake Ashton! The home is the Biscayne floor plan, consisting of 3 bedrooms and 2 baths and a 2 car garage. The home and garage are accessible with electronic entry for ease. This home has been a winter retreat and only lived in a few months per year. Beautifully installed ceramic tile throughout and carpet in the bedrooms with 9' ceilings create such volume to the space. This home has stainless appliances and solid countertops to compliment the solid wood cabinetry giving it overall elegant feel and spaciousness. The breakfast nook looks into the main living space as well as out to the pond and nature preserve through one of the two 8' sliders giving perfect tranquility to peaceful mornings. No backyard neighbors!! Expansive primary bedroom with soaking tub and dual walk in closets make for the perfect retreat. Home is fully furnished with golf cart in the garage and all items are negotiable with purchase. Come see all that the Lake Ashton community has to offer.
Listing is courtesy of: KEYS TO THE BAY REAL ESTATE (813-965-1057)
Listing Agent: Nicholas Costello (813-965-1057)
5122 KINSLEY DR, WINTER HAVEN, FL 33884
$422,94855 Days on yellowkey MLS ID: S5143312
2 Days Off yellowkey (back on 4/2/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3030 Built: 2026Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Taxes:$0
Remarks: Under Construction. The main floor of the inviting Ammolite plan offers a private study and versatile flex space, which can be optioned as an additional bedroom and bathroom or a guest suite, complete with living room. You’ll also appreciate a convenient powder room; a nook; a great room and a well-appointed kitchen with a center island, a large pantry, and optional additional cabinets. Upstairs, discover an airy loft, a convenient laundry, three secondary bedrooms, and a lavish primary suite boasting an expansive walk-in closet and a private bath. This plan also features a patio and a 2-car garage. SAMPLE PHOTOS. Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s).*Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Stephanie Morales, Llc (407-399-2055)
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
Taxes:$4,284
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)
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)
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 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
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)
123 ELOISE OAKS DR, WINTER HAVEN, FL 33884
$395,0001 Day on yellowkey MLS ID: L4960769
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2029 Built: 2018Monthly Fee: $56Community: Eloise OaksSingle Family
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)
5847 RED FOX DR, WINTER HAVEN, FL 33884
$160,0001 Day on yellowkey MLS ID: L4960707
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1981 Tax: $1,093 (2025)Community: Foxhaven Ph 02Manufactured Home
Taxes:$1,093
Remarks: Located in Winter Haven, this 2 bedroom, 2 bathroom double wide mobile home sits on an oversized corner lot! The home offers a functional layout with comfortable living space and enclosed front porch. Both bedrooms have walk-in closets and the primary bedroom also has an en suite. The closed-in carport space offers extra functionality as a bonus room and also has an enclosed laundry room. The large corner lot has a fenced in backyard and also provides a detached workshop with AC unit perfect for storage, hobbies, and so much more! The neighborhood also has a boat ramp to Lake Fox for the boaters and fishing lovers! Conveniently located near shopping, dining, Legoland, and Hwy 27 for commuters, this is a great opportunity for a primary residence or investment property! Schedule a private tour today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Ashley Helms (863-206-7260)
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)
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.
112 SHELLEY DR, WINTER HAVEN, FL 33884
$225,00035 Days on yellowkey MLS ID: S5144724
0 Days Off yellowkey (back on 3/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1099 Built: 1966 Tax: $2,499 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$2,499
Elementary School: Garden Grove Elem
Remarks: Multiple offers, kindly asking highest and best by Monday 3/2 at 3pm. Location, updates, and flexibility, all in one. Welcome to this beautifully maintained home in the desirable Garden Grove community of SE Winter Haven, just down the street from Lake Ned and minutes to shopping, restaurants, and easy access to HWY 27. Situated on a spacious .22-acre fully fenced lot, this 2-bedroom, 2-bath + bonus room residence offers warmth and functionality throughout. Fresh interior paint gives the home a clean, move-in-ready feel, while hardwood flooring flows through the main living areas. The kitchen features porcelain tile, a tiled backsplash, stainless steel refrigerator, and all appliances included. Natural light fills the living room, with sliding glass doors leading to a screened lanai, the perfect spot for morning coffee or unwinding in the evening. Part of the one-car garage has been converted into a versatile bonus room with wood flooring and its own split AC/heat unit, ideal for a home office, gym, hobby room, or guest overflow. A Tesla charger remains in place for electric vehicle convenience. Both bathrooms have been partially updated and showcase beautiful accent tile flooring. Step outside to enjoy a fully vinyl-fenced backyard designed for privacy and enjoyment, complete with an open patio, firepit area, and additional storage shed. The covered front porch adds charm and curb appeal. The roof was replaced in 2020 and the AC in 2021. This home offers the ideal combination of comfort, location, and practical upgrades. Schedule your private showing today.
2118 CHRIS DR, WINTER HAVEN, FL 33884
$252,00043 Days on yellowkey MLS ID: O6383217
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1433 Built: 2025 Tax: $3,665 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$3,665
Remarks: 2118 Chris Dr is a property that boasts a kitchen equipped with all stainless steel appliances, adding a modern touch to the culinary space. The kitchen island serves as a functional centerpiece, perfect for meal preparation or casual dining. The primary bedroom is a haven of comfort, complete with a walk-in closet that provides ample storage for your wardrobe. With these attributes, this property ensures a comfortable and convenient lifestyle. 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)
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