Location: Winter Haven
Do Not Show Listings
4150 BEDFORD AVE, WINTER HAVEN, FL 33884
$265,000273 Days on yellowkey MLS ID: P4935519
0 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 2006Monthly Fee: $486 Tax: $397 (2023)Community: Traditiions Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$397
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into your dream lifestyle with this stunning 3-bedroom, 2-bathroom gem perched on a desirable corner lot in the highly sought-after gated community of Traditions! This well-maintained home is a perfect blend of comfort and elegance, designed for those who appreciate both style and function. As you enter, you’ll be greeted by an inviting open concept layout that seamlessly integrates the living, dining, and kitchen areas—ideal for entertaining or simply enjoying a quiet evening at home. The thoughtful split bedroom design ensures privacy and tranquility for everyone. The heart of this home is the kitchen, boasting all brand-new stainless steel appliances, including a dishwasher, stove, side-by-side refrigerator with an in-door ice dispenser, garbage disposal, and a hot water heater. Cooking and entertaining will be a delight in this modern space! Step outside to your screened-in patio, perfectly designed for savoring the beautiful Florida weather! With a ceiling fan to keep you cool, this outdoor oasis is easily accessible from both the kitchen and the primary bedroom, making it a perfect spot for morning coffee or evening relaxation. The spacious primary bedroom features a fantastic walk-in closet equipped with shelving, ensuring ample storage. The en suite bathroom is a true retreat, showcasing a standalone garden tub, a walk-in shower, and dual sinks with a shared vanity—luxury at its finest! Freshly painted interiors and a pristine garage floor add to the home's appeal, making it move-in ready! Situated on a charming corner lot, this home offers added privacy and an abundance of natural light. Traditions is more than just a residence; it’s a vibrant 55+ community brimming with amenities designed for your enjoyment and well-being. With remote-controlled gated entry, you’ll feel secure in your new haven. Take advantage of the clubhouse, dog park, fitness center, pool, and tennis courts—all at your fingertips! And yes, golf carts are welcome in this community, so you can explore in style. The HOA covers access to all amenities, cable, internet, and common area maintenance, ensuring a hassle-free lifestyle. Don’t miss out on this incredible opportunity—schedule your showing today and discover the lifestyle you’ve been dreaming of in Traditions!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
132 MILLER DR, WINTER HAVEN, FL 33884
$210,00094 Days on yellowkey MLS ID: P4937499
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1972 Tax: $972 (2025)Community: Eloise Woods Lake Roy UnitSingle Family
Taxes:$972
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Fully renovated home nearing completion! This beautiful property has undergone a complete renovation and is almost finished—just a few minor touches remain. Featuring modern updates throughout, this home offers a fresh, stylish feel and is perfect for buyers looking for move-in ready with final details underway. Don’t miss the opportunity to own a beautifully updated home in Winter Haven!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Stephan Elmera (407-750-1765)
1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880
$260,00074 Days on yellowkey MLS ID: L4958444
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1075 Built: 1984 Tax: $1,330 (2025)Community: Sandalwood SubSingle Family
Taxes:$1,330
Elementary School: Lake Shipp Elem
High School: Winter Haven Senior
Middle School: Westwood Middle
Remarks: Attention Investors & Homeowners! Whether you’re a seasoned investor or looking for a home with built-in income, this property presents an exciting opportunity. This well-maintained 3-bedroom, 2-bath block home is located within Winter Haven city limits and offers 1,155 square feet of tile flooring throughout with no HOA. The home features a functional layout, spacious rooms, ample kitchen counter space, and a large fenced backyard. Major updates include a newer roof (2018), A/C replacement (2014), and a water heater installed in 2004. Currently tenant-occupied, making it a great income-producing option with future flexibility. Conveniently located just minutes from shopping, downtown Winter Haven, and approximately 12 minutes from LEGOLAND. Don’t miss out—schedule your showing today and see the potential for yourself.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Melissa Ramirez (813-956-1071)
1798 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884
$298,90060 Days on yellowkey MLS ID: TB8476320
2 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2025Monthly Fee: $90Community: Peach CrossingsSingle Family
Taxes:$0
Elementary School: Pinewood Elem
High School: Lake Region High
Tax Year: 2024
Middle School: Denison Middle
Remarks: Welcome to Peach Crossings, a brand-new community in Winter Haven! This beautiful three-bedroom, two-bathroom home is designed with both comfort and style in mind. The kitchen is a true highlight, featuring expansive counter space, perfect for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The combination of granite countertops and crisp white cabinetry creates a timeless and elegant look. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy outdoor living on the covered patio, an ideal space for relaxing, dining, or enjoying the Florida weather. This home also comes with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for modern convenience. A mudroom just off the garage provides a functional space to store shoes, bags, and coats, helping to keep the home organized. Conveniently located next to the laundry room, this area makes everyday tasks easier. Located in the heart of Polk County, Peach Crossings offers the perfect balance of peaceful lake living with easy access to shopping, dining, and local attractions. Families will appreciate the top-rated Polk County schools, and the community features a children’s playground and a picnic area for all to enjoy. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
4420 LIMEWOOD ST, WINTER HAVEN, FL 33880
$117,00082 Days on yellowkey MLS ID: S5142224
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 864 Built: 1980Monthly Fee: $159 Tax: $708 (2025)Community: Oakwood EstatesManufactured Home
Taxes:$708
Remarks: Welcome home to 4420 Limewood St in Winter Haven, located in the desirable 55+ co-op community of Oakwood Estates—a neighborhood known for active living, friendly neighbors, and resort-style amenities that make every day feel like a vacation.This home has been thoughtfully updated so you can move right in with confidence. One of the biggest improvements is the brand-new architectural shingle roof, designed to withstand winds up to 175 MPH—a huge value and peace-of-mind upgrade. Inside, you’ll immediately notice the refreshed, modern feel thanks to new flooring throughout, plus drywall upgrades in the kitchen and living room, replacing traditional paneling for a brighter, cleaner look.The kitchen is both functional and inviting, featuring all-new stainless steel appliances and a convenient drop-leaf table—perfect for morning coffee, casual meals, or entertaining. The home also includes a mini bar, creating the perfect space for hosting friends and family. The primary bedroom is ready for comfort from day one with a brand-new king bed and mattress included.To make ownership even easier, the seller is providing a home warranty to the buyer.Life in Oakwood Estates is all about lifestyle. Residents enjoy an incredible list of amenities including a lake for water activities, a heated community pool, clubhouse, tennis, pickleball, shuffleboard, mini golf, and a full calendar of community events and activities designed to keep you as social—or as laid back—as you’d like.Whether you’re looking for a seasonal getaway or a full-time Florida lifestyle, 4420 Limewood St offers the perfect blend of upgrades, comfort, and community living in one of Winter Haven’s most established 55+ communities.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Chris Loschiavo (863-280-2201)
511 MARCIA LOOP, WINTER HAVEN, FL 33884
$284,900141 Days on yellowkey MLS ID: L4957392
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2159 Built: 1993Monthly Fee: $27 Tax: $3,345 (2025)Community: Crystals LandingSpa: YesSingle Family
Taxes:$3,345
Elementary School: Chain O Lakes Elem
Remarks: 4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) keeping the average electric bill around $35/month, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Deanna Stone (863-412-2080)
1630 TEAGAN LN, WINTER HAVEN, FL 33884
$315,00088 Days on yellowkey MLS ID: A4678440
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2025Monthly Fee: $16 Tax: $3,665 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$3,665
Elementary School: Bartow Elem Academy
Middle School: Bartow Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully upgraded, lightly lived-in home that truly shows better than new construction. Why wait for a build when this move-in-ready home already has everything done for you? This spacious 4-bedroom, 2.5-bath home features an open-concept layout with the main entertaining areas conveniently located downstairs and all bedrooms upstairs for added privacy and comfort. The cozy upstairs family room is perfect as a sitting area, reading nook, or secondary lounge space, offering flexibility for your lifestyle. The sellers have thoughtfully invested in high-end upgrades, including a brick-paver patio ideal for outdoor entertaining, a brand-new fence for privacy, and professionally landscaped grounds with beautiful palm trees and solar lighting that create a true resort-style feel. The garage has been upgraded with a sleek epoxy floor, adding both style and durability. The home is also equipped with smart home technology that includes a security system, providing modern convenience and peace of mind. EVEN BETTER — all appliances, TVs, and furniture are included, making this a true turnkey opportunity. Lightly lived in and meticulously maintained, this home reflects pride of ownership throughout. From the interior finishes to the outdoor living space, every detail has been carefully curated. The amenities include:playground and a community pool. Skip the construction delays, upgrade costs, and uncertainty of new builds — this home is ready now and offers exceptional value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Aleksandra Tarica (201-888-6025)
610 GROVE ST, WINTER HAVEN, FL 33881
$271,000104 Days on yellowkey MLS ID: L4957731
REDUCED by $14,000 (4.9%) on 04/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2022Monthly Fee: $50 Tax: $4,897 (2024)Community: Inman Grvs Ph 2Single Family
Taxes:$4,897
Elementary School: Elbert Elem
Remarks: This 3 YEAR YOUNG, 4 bedroom, 2 bath single-family home built by DR Horton offers 1,867 square feet of thoughtfully designed living space and a 2-car ATTACHED GARAGE with OPENER and NO SOLAR PANELS!! The open floorplan features a seamless kitchen, dining area, and family room combination, ideal for both everyday living and entertaining. The kitchen includes a CENTER ISLAND, GRANITE countertops, DOUBLE SINK, and a WALK-IN PANTRY and is ready for your personal touch with NEEDED APPLIANCES (except for the included dishwasher). Ceramic tile flooring runs throughout the main living areas, with carpet in the bedrooms. The PRIMARY BEDROOM boasts a WALK-IN CLOSET and a spacious EN-SUITE BATHROOM featuring a walk-in SHOWER, DUAL SINKS with GRANITE countertops, and a PRIVATE WATER CLOSET. Three additional bedrooms are serviced by BATHROOM #2, which offers a TUB/SHOWER combination, SINGLE SINK VANITY, and GRANITE countertop. An INSIDE LAUNDRY ROOM with washer/dryer HOOK-UPS adds convenience. Additional features include an IRRIGATION SYSTEM and a COVERED concrete LANAI, accessed through sliding glass doors from the family room. This home combines modern design, functionality, and value in a well-built, nearly new property. NOTE: THIS PROPERTY IS NOT FOR RENT!!! DON'T BE SCAMMED BY SOMEONE ADVERTISING THE PROPERTY FOR RENT ON SOCIAL MEDIA!!
Listing is courtesy of: VIEWPOINT VALUE REALTY (863-617-7015)
Listing Agent: Pat Pearson (908-295-7970)
441 SAN JOSE DR, WINTER HAVEN, FL 33884
$285,000340 Days on yellowkey MLS ID: P4934776
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1843 Built: 1984Monthly Fee: $5 Tax: $1,000 (2024)Community: Orchid Springs Patio HomesSpa: NoSingle Family
Taxes:$1,000
Remarks: Welcome to this exceptional 2-bedroom, 2-bathroom patio home nestled within the highly sought after Orchid Springs community. Positioned on an expansive double lot, this residence offers a serene and secluded wooded vista visible from the open kitchen and the generously proportioned screened patio. Noteworthy exteri9or features; Paved drive and walkways, attractive canopies and covered front porch invites you inside to discover a charming home. The kitchen boasts custom pantry space, ample counter area and is thoughtfully designed for hosting guests without compromising meal preparation. Beyond the kitchen, the spacious living room, flex apace is adjacent to a second private patio. The large family room offers expansive sliding doors and windows making the perfect space for relaxation. Leading to a beautiful lanai ideal for sharing a glass of wine or enjoying a barbeque, with its scenic outlook. The dining room is designed for casual or formal entertainment. The master bedroom features an ensuite bath and picturesque views while additional bedrooms and guest bathroom complete the layout. Flooring; Tiled foyer, kitchen and bathrooms with plush carpet in the master bedroom as well as the second bedroom, living and dining rooms. Designed with single level living in mind this Orchid Springs Patio Home offers ease of mobility and low maintenance. Stop outside to the spacious outdoor area enveloped by lush trees providing privacy and a natural ambiance. Additional amenities include a spacious 2 car garage with natural gas water heater & washer & dryer. Conveniently located in SE Winter Haven, this central Florida home provides easy access to downtown, Chain of Lakes boat launches, LegoLand, and major highways. The neighborhood also features a community clubhouse and pool, enhancing the overall Florida lifestyle experience.
Listing is courtesy of: NEXTHOME NORRIS & COMPANY REALTY (863-875-5583)
Listing Agent: Michael Norris (863-287-3105)
936 AVENUE T SE, WINTER HAVEN, FL 33880
$195,00022 Days on yellowkey MLS ID: O6392455
REDUCED by $55,000 (22.0%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1960 Tax: $3,545 (2025)Community: WoodmereSingle Family
Taxes:$3,545
Remarks: AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. Welcome to this beautiful 3-bedroom, 2-bathroom block home perfectly positioned at the end of a quiet cul-de-sac in Winter Haven's sought-after Cypress Gardens neighborhood. With 1,400 square feet of interior living space and a layout designed for both comfort and connection, this home checks every box. Step inside and you're immediately greeted by a bright, open floor plan where the living room, dining area, and kitchen flow together seamlessly ideal for everyday living and effortless entertaining. The kitchen is generously sized, featuring an abundance of cabinetry and two lazy Susan's that maximize every inch of storage. Natural light floods the home through an impressive array of windows, and sliding glass doors in the main bedroom, middle bedroom, and living room all open directly onto the crown jewel of this property: a stunning 47 x 15 screened-in patio complete with a bar area, built-in grill, refrigerator, and cabinetry. Whether you're hosting guests or simply enjoying a quiet Florida evening, this outdoor space delivers. Both bathrooms have been tastefully updated. The guest bath features a brand-new tub and shower installed by Westshore Homes in October 2025, along with a new vanity, mirrored medicine cabinet, cabinet above the toilet, and new toilet. The main bathroom has also been refreshed with a new mirrored medicine cabinet, cabinet above the toilet, and new toilet. Major systems are all squared away brand-new roof in 2025, A/C replaced in 2021, and water heater from 2018 offering true peace of mind from day one. The home is also pre-wired for a generator, a smart bonus for Central Florida living. The attached garage includes a dedicated laundry and storage room with extensive shelving, and the washer and dryer convey with the home. Set on an 8,537 square foot lot at the end of a tucked-away cul-de-sac, this property offers the rare combination of privacy, space, and convenience. Just minutes from US-27, LEGOLAND Florida Resort, Winter Haven Hospital, Polk State College, and the renowned Chain of Lakes, everything Central Florida has to offer is right at your doorstep. Homes this move-in ready, this well-maintained, and this well-located don't stay on the market long schedule your private showing today! Offers may be entered ONLINE through Monday, April 20, 2026 at 2:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
3873 GIORGIO DR, WINTER HAVEN, FL 33884
$274,990266 Days on yellowkey MLS ID: O6327569
REDUCED by $15,000 (5.2%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 2025Monthly Fee: $15Community: VillamarSpa: NoSingle Family
Remarks: Under Construction. Brand new, energy-efficient home available by Aug 2025! Open floor plan creates a unified living space with a large great room that overlooks the kitchen. 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)
520 35TH ST NW, WINTER HAVEN, FL 33880
$199,900159 Days on yellowkey MLS ID: K4903131
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1962 Tax: $650 (2024)Community: Deer Lake Terrace SubSingle Family
Taxes:$650
Elementary School: Inwood Elem
Remarks: REDUCED!! Winter Haven Single Family Residential home, 3B/1ba offers a well landscaped Corner Lot. The Interior accommodates Electric AC & natural gas heat. This home still boasts original well maintained kitchen cabinets & oven appliances. The Exterior features are Concrete Block Detached storage/workshop 20x14’, covered carport 20x12’, exterior lighting,pvc plumbing, irrigation well/pump, pole barn for RV parking 28x20’ and outside carport laundry room, This home offers updated plumbing and abundant parking. Pride of Ownership. A must see!
Listing is courtesy of: WATSON & WATSON INC REALTORS (863-294-4149)
Listing Agent: Wendy Gibbs (863-557-5249)
124 1ST ST, WINTER HAVEN, FL 33880
$30,000366 Days on yellowkey MLS ID: TB8373429
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 680 Built: 1943 Tax: $1,076 (2024)Community: Leslie J A SubSingle Family
Taxes:$1,076
Remarks: Auction Property. ***Auction will run April 27th 2026- May 7th 2026 *** 2 bedroom 1 bathroom house ***All property information to be verified by buyers*** Property is sold with any outstanding code violations, liens, or expired permits. Buyer to do own research prior to bidding.
Listing is courtesy of: A BETTER LIFE REALTY (727-521-7378)
Listing Agent: Tony Kelly (863-287-4672)
3256 AVENUE M NW, WINTER HAVEN, FL 33881
$205,00078 Days on yellowkey MLS ID: S5142533
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1097 Built: 2007 Tax: $2,660 (2025)Community: InwoodSingle Family
Taxes:$2,660
Remarks: Under contract-accepting backup offers. This charming Winter Haven home offers comfort, functionality, and a convenient location. Featuring a well-designed layout with spacious living areas and natural light throughout, this property is perfect for homeowners or investors alike. The kitchen provides ample cabinet space and flows easily into the main living area, creating an inviting space for everyday living and entertaining. The bedrooms are comfortably sized, and the home offers a functional floor plan ideal for a variety of lifestyles. Situated in a quiet neighborhood, this property is close to shopping, dining, schools, and major roadways, providing easy access to all that Winter Haven has to give. Whether you’re a first-time buyer, downsizing, or looking for an investment opportunity, this home delivers great value and potential.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Phillip Randall (407-202-2096)
1115 29TH ST NW, WINTER HAVEN, FL 33881
$214,950180 Days on yellowkey MLS ID: L4956589
0 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1129 Built: 1955 Tax: $785 (2025)Community: Rosewood ManorSingle Family
Taxes:$785
Remarks: Welcome to this newly renovated 3-bedroom, 1-bath home conveniently located near Lake Cannon and just minutes from all the dining, shopping, and entertainment that Winter Haven and Auburndale have to offer! Step through the front door to find fresh interior paint, new carpet in all bedrooms, and inviting living spaces. The kitchen has been refreshed with brand-new appliances, provides plenty of cabinetry storage and counter space, and has a convenient layout for everyday cooking and entertaining. The bathroom is your own personal retreat featuring a new vanity and a walk-in shower with a dual shower head system. Major updates include a new roof and a newer A/C unit, giving you peace of mind and comfort year-round. Outside, the property is truly unique. Enjoy mornings on your screened-in front porch, or host gatherings on the spacious screened-in back porch complete with an attached utility room. The fenced backyard offers plenty of space for pets or play, and comes complete with a firepit, detached shed, and extra covered storage. There is also an extra wide driveway providing plenty of off-street parking. This home is the perfect blend of comfort, outdoor space, and accessibility to the amenities near you. Don’t miss your chance to see this one!
Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)
Listing Agent: Angie Reynolds (863-838-1090)
2097 AVENUE H NW, WINTER HAVEN, FL 33881
$349,00012 Days on yellowkey MLS ID: S5147044
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1758 Built: 1952 Tax: $4,086 (2025)Community: Howard Cannon Park ResubApartment
Taxes:$4,086
Remarks: Perfect for Investors! This duplex is located on a corner lot in a very affordable market. This property features two units, each consisting of two bedrooms and one bathroom. Both units are approximately 1758 ft.² generating roughly 2800 a month rental income. Roof was replaced in 2023, new AC unit in unit two, newly repainted.
Listing is courtesy of: IRON VALLEY REAL ESTATE OSCEOLA (407-698-4663)
Listing Agent: Marcy Smiley Theobald (407-908-4042)
5365 HOGAN LN, WINTER HAVEN, FL 33884
$599,90015 Days on yellowkey MLS ID: P4938226
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2591 Built: 2007Monthly Fee: $5 Tax: $5,104 (2025)Community: Lake Ashton West Ph 01Single Family
Taxes:$5,104
Remarks: Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 7½' x 36' bromine pool awaiting your enjoyment. From the striking stone front elevation and bronze screened front entry to the expansive 51' x 13' bronze screened veranda, this home impresses at every turn. Perfectly positioned on a large pond with a nature preserve beyond, it provides delightful sunrise views and frequent sightings of the abundant wildlife that makes Lake Ashton so special. Step inside through the elegant double glass doors and immediately notice the clean, crisp, and welcoming feel that creates the ideal setting for both relaxed everyday living and gracious entertaining. The interior showcases stunning terraced crown molding, coffered ceilings in both the living room and primary bedroom, and five solar tubes that fill the home with abundant natural light. The kitchen is beautifully appointed with gorgeous cabinetry featuring two glass-front cabinets, a wine rack, and rich black granite countertops, complemented by a large walk-in pantry offering generous storage space. Both bathrooms include walk-in showers and granite counters, adding style and convenience. One of the home’s most remarkable highlights is the expansive screened enclosure with pool at the rear of the property, where the views of the pond, wildlife, and nature preserve are among the finest along Hogan Lane. Additional peace of mind comes from an updated air conditioning system and a roof that is only three years old. Residents of Lake Ashton enjoy unmatched amenities including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.
Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)
Listing Agent: Brad Kirwan (863-280-0390)
880 OLEANDER DR SE, WINTER HAVEN, FL 33880
$279,900207 Days on yellowkey MLS ID: P4936348
1 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1860 Built: 1958 Tax: $1,154 (2024)Community: Cooper EstatesSingle Family
Taxes:$1,154
Remarks: Under contract-accepting backup offers. Welcome to this inviting 3 bedroom, 2 bath home with 1,860 sqft of living space in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious family room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a fireplace with built-in bookshelves, creating a warm and welcoming atmosphere. Enjoy a fully fenced backyard, offering privacy and plenty of space for outdoor living, gardening, or pets. Located in a sought-after area, this home combines comfort, character, and convenience—close to schools, shopping, dining, Legoland and all that Winter Haven has to offer. Don’t miss the opportunity to make this beautiful property your own—schedule your showing today!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steve Lockhart (863-289-9801)
221 WHITMAN RD, WINTER HAVEN, FL 33884
$275,00011 Days on yellowkey MLS ID: L4960816
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1511 Built: 1970 Tax: $2,444 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$2,444
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom home situated on a desirable corner lot in Winter Haven. Conveniently located in the heart of Central Florida, Winter Haven is known for its Chain of Lakes, Legoland, local parks, shopping, dining, and easy access to both Orlando and Tampa. This property offers a functional layout with thoughtful updates throughout. The updated kitchen features quartz countertops, ample dark wood cabinetry, and a convenient breakfast bar. Recent improvements include tile flooring and an upgraded electrical panel, adding both style and peace of mind. The primary bedroom includes a walk-in closet, while the additional bedrooms provide flexibility for a variety of uses. Step outside to enjoy the large screened-in porch, ideal for relaxing or entertaining, all within a fully fenced yard with durable PVC fencing. The irrigation system is controlled by a Hydrawise WiFi system, allowing for easy and efficient lawn maintenance. Additional highlights include a 2-car garage, a circular driveway for added parking and convenience, and a roof replaced in 2018. With no HOA or CDD fees, this property offers added flexibility and fewer restrictions. Located near Winter Haven’s popular Chain of Lakes, as well as nearby shopping, dining, and major roadways, this home provides both comfort and accessibility.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Garrett Robinson (863-838-5210)
606 TURNBERRY CT, WINTER HAVEN, FL 33884
$280,00027 Days on yellowkey MLS ID: O6390721
4 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1980Monthly Fee: $17 Tax: $3,745 (2025)Community: Cypresswood Patio HomesSingle Family
Taxes:$3,745
Remarks: Under contract-accepting backup offers. Looking for a gated community, 3 bedroom home with a bonus room? No need to look any further! Welcome to the highly sought-after Cypresswood Golf Community, where comfort, security, and convenience come together in this spacious 3-bedroom, 2-bath home with an added air conditioned Florida Room that offers a flexible bonus space perfect for anything your lifestyle calls for. Enjoy beautiful golf course views right from your backyard...a peaceful and scenic setting you won’t want to miss! From the moment you arrive, you’ll appreciate the private front patio, offering a peaceful outdoor space to relax or entertain. Step inside to a home that is completely carpet-free, featuring durable laminate and tile flooring throughout, including the garage which is designed for both easy maintenance and a clean, modern feel. The interior layout provides a generous and open living space, with natural flow between the living, dining, and kitchen areas, making it ideal for everyday living and gatherings. One of the standout features is the Florida Room (with A/C), offering incredible flexibility. Whether used as a playroom, home office, guest space, or private suite, this area can easily be adapted to fit your needs complete with the option for a separate private entrance. The garage has been thoughtfully enhanced with a full kitchen setup, creating a unique and functional space perfect for outdoor entertaining, hosting, or extended cooking needs..an efficient and valuable addition. Community features you’ll love living in Cypresswood Golf & Country Club means access to: 24-hour guarded and gated entry,Community pool,Tennis courts,18-hole championship golf course, Clubhouse and on-site restaurant.Prime location conveniently located near U.S. Highway 27, I-4, and the Polk Parkway. This home offers easy access to everything Central Florida has to offer, including:LEGOLAND, Pega Pig Theme Park, Walt Disney World, Orlando International Airport and Tampa International Airport,Gulf Coast beaches near St. Petersburg and Tampa! Surrounded by a growing area filled with shopping, dining, and everyday conveniences, this location supports both lifestyle and accessibility. This home offers versatility, unique features, and access to a lifestyle-rich community—a true opportunity to enjoy the best of Florida living. Don't miss this opportunity! Come see it today!
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