Location: Winter Haven , 33880
Do Not Show Listings
505 MAGGIE CIR, WINTER HAVEN, FL 33880
$249,90011 Days on yellowkey MLS ID: P4938744
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1973 Tax: $2,729 (2025)Community: Jan Phyl VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,729
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: MAKE YOUR APPOINTMENT NOW TO VIEW THIS WELL-MAINTAINED & UPDATED HOME . THIS IS A THREE BEDROOM, TWO BATH HOME. THE KITCHEN AND BOTH BATHS HAVE BEEN UPDATED. LAMINATE AND TILE IS THROUGHOUT THE RESIDENCE. THE KITCHEN BOASTS WOOD CABINETRY, GRANITE COUNTER TOPS AND STAINLESS STEEL APPLIANCES. THE LIVING ROOM IS LARGE WITH A BEAMED VAULTED CEILING AND DOUBLE FRENCH DOORS THAT LEAD TO THE SCREENED REAR PORCH. THE PRIMARY BEDROOM HAS A HUGE ENSUITE BATH WITH LOADS OF STORAGE. THERE ARE BEAUTIFUL SHUTTERS ON ALL THE WINDOWS FOR THE NEW OWNERS. THE ROOF WAS DONE IN 2025. THE EXTERIOR OF THE HOME WAS PAINTED IN 2025 AND A NEW A/C WAS INSTALLED IN 2018. THERE IS A LARGE SOLAR HOT WATER HEATER--PANELS HAVE BEEN " PAID OFF " BY THE SELLERS. THE REAR YARD IS FENCED AND HAS A LARGE (13X11) AIR CONDITIONED SHED THAT CAN BE AN OFFICE, RETREAT, EXTRA TV ROOM, MAN CAVE OR SHE SHED--WHATEVER YOU WANT. NO HOA.
Listing is courtesy of: QUINN & COMPANY REALTORS, LLC (863-412-2287)
Listing Agent: Brenda J Quinn (863-412-2287)
509 CLAYTON CIR, WINTER HAVEN, FL 33880
$305,00093 Days on yellowkey MLS ID: O6385911
1 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1974 Tax: $2,876 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$2,876
Elementary School: Pinewood Elem
High School: Lake Region High
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. SELLER IS MOTIVATED!!! RENTAL POTENTIAL!!! NO HOA!!! 20 MINUTES AWAY FROM LEGOLAND!!! NEW FLOORING INSTALLED IN FEBRUARY 2026!!!! NEW ROOF INSTALLED IN 2022!!! This 3-bedroom, 2-bathroom home offers the perfect combination of comfort, functionality, and location. The property features a screened-in back porch overlooking a private, fully fenced backyard — ideal for relaxing or entertaining. Enjoy your own private pool with both shallow and deep areas, perfect for family fun or hosting guests. The backyard also includes an area of synthetic grass and a basketball hoop, creating a versatile outdoor space for all ages. A standout feature of this home is the spacious storage shed, thoughtfully divided into two areas. One half is fully set up as an office, complete with a wooden desk, chair, wall-mounted whiteboard, and air conditioning — perfect for working from home. The other half offers additional storage space. The home was extensively updated, with a new roof installed in 2022, along with renovations completed the same year. The flooring was replaced in February 2026, giving the home a fresh, modern feel. High-quality, newer appliances add both style and functionality to the kitchen. Conveniently located just 20 minutes from LEGOLAND Florida Resort and about one hour from Tampa and the beautiful beaches of Florida’s west coast. You’re also just minutes away from Publix, McDonald's, restaurants, and everyday conveniences. The seller is highly motivated and welcomes offers — don’t miss this opportunity!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Julia Ferreira (352-298-7325)
2085 ISLE ROYALE CT SE #284, WINTER HAVEN, FL 33880
$124,999111 Days on yellowkey MLS ID: O6380383
REDUCED by $1 (0.0%) on 04/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 648 Built: 2004Monthly Fee: $270 Tax: $213 (2025)Community: Park LakeCondo
Taxes:$213
Elementary School: John Snively Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: CORNER UNIT WITH VAULTED CEILINGS AND PRIVATE BALCONY- Welcome to your new retreat in the highly sought-after chain of lakes community of Park Lake — where comfort, style, and location come together beautifully. Step inside this charming one-bedroom, one-bath home and you’ll immediately notice the open feel created by vaulted ceilings and luxury vinyl flooring throughout the main living areas. The kitchen is a true highlight, featuring quartz countertops, sleek cabinets, stylish backsplash a modern tile floor, and all-new stainless steel appliances — including a five-burner stove, low-profile microwave, and refrigerator with exterior ice-maker. Thoughtful upgrades like new sinks, faucets, a garbage disposal, and modern lighting add both function and sophistication. The bathroom feels spa-like with a sleek tile shower, coordinating tile floor, quartz countertop, new sink, fixtures, and an elegant multi-illuminating with anti fog mirror that provides perfect lighting for any time of day. Two sliding glass doors — one from the living room and another from the bedroom — open to your private screened balcony, filling the home with natural light and offering peaceful outdoor views. The spacious bedroom includes a large closet, providing plenty of storage. This home also features a 2026 hot water heater, 2021 roof, and 2017 AC- offering peace of mind for years to come. Updated blinds, modern ceiling fans, and an inside utility with a washer/dryer combo add even more comfort and convenience. Just five minutes from vibrant downtown Winter Haven and next door to the state-of-the-art Advent Health Field House — complete with basketball courts and an Olympic-size swimming pool — this home’s location can’t be beat. Park Lake sits on the shores of beautiful Lake Lulu, where residents can fish from the pier or enjoy skiing right on the water. Perfectly centered near shopping, dining, and grocery stores, this prime location truly offers it all — comfort, convenience, and the best of the Florida lifestyle. Listing agent is owner. Seller Financing Available.
Listing is courtesy of: LIONHEART BROKERS (321-214-4640)
Listing Agent: Claudia Centesimo (407-383-8882)
1511 GAINES RD, WINTER HAVEN, FL 33880
$155,00056 Days on yellowkey MLS ID: TB8493080
1 Days Off yellowkey (back on 5/20/2026)
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 860 Built: 1974 Tax: $2,075 (2025)Community: Acreage & UnrecSpa: NoMobile Home
Taxes:$2,075
Elementary School: Eagle Lake Elem
Remarks: Welcome to your own 3/4-acre mini farm oasis! This fully fenced and gated property is a secure haven offering space for a variety of living needs, farm animals and plenty of room for parking. Large carport with garage attached. Mature trees provide serene shade on this picturesque retreat. The property includes a shed with chicken coops and pig pens, perfect for your feathered and four-legged friends. Updated remodeled 3BR, 1.5BA mobile home with an open floor plan, new fixtures, and an inside laundry room for convenience. Plenty of room for dogs, goats, boats, and RVs with electric hookup. Grow your garden with crystal clear well water. Enjoy the front porch with rocking chairs in screened room. Experience farm living with modern comfort and affordability. Welcome to your peaceful country sanctuary! Cash Only Sale. The info provided herein is subject to errors, omissions or changes without notice, and Seller expressly disclaim any warranty or representation regarding the Property Information. You must independently verify the Property Information prior to purchasing the Property.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880
$250,00054 Days on yellowkey MLS ID: TB8493899
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 2883 Built: 1920 Tax: $5,897 (2025)Community: Leonards SubSingle Family
Taxes:$5,897
Elementary School: Inwood Elem
Remarks: This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique potential for 3 or even 4 separate doors (units), making it an ideal candidate for a multi-generational living setup or a high-performing rental portfolio addition. Only 12 minutes away from LEGOLAND!
Listing is courtesy of: MARZUCCO REAL ESTATE (813-679-1365)
Listing Agent: Clarisa Moody (813-446-2003)
1290 N LAKE SHIPP DR N, WINTER HAVEN, FL 33880
$795,00043 Days on yellowkey MLS ID: L4961193
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2001 Built: 2021 Tax: $7,094 (2025)Community: N/ASingle Family
Taxes:$7,094
Remarks: Welcome to true lakefront living on the renowned Chain of Lakes in Winter Haven, perfectly positioned on Lake Shipp with approximately 500 feet of waterfrontage, an extremely rare offering that creates the feel of your own private park right in your backyard. Built in 2021 with block-on-slab construction and a durable metal roof, this 3-bedroom, 3-bathroom home was designed to maximize water views and effortless indoor-outdoor living. Inside, you’ll find soaring ceilings and an open layout that flows seamlessly into the kitchen, featuring 42-inch cabinetry, quartz countertops, a large island, pantry, and a dine-in area—ideal for entertaining or everyday living. Large 8-foot sliding glass doors open out to a fully screened lanai that spans the entire width of the living area, creating a true extension of the home and the perfect place to relax while overlooking the water. The split floor plan offers privacy, with a spacious primary suite positioned to capture lake views, complete with a large walk-in closet and a spa-style en-suite bathroom featuring double vanities and a walk-in shower. One of the additional bedrooms also features its own en-suite bathroom, creating a secondary primary suite—ideal for guests or multi-generational living. The remaining bedroom is well-sized and positioned for convenience. Step outside and embrace the lifestyle this property was built for. With your own private dock, you can moor your boat and enjoy direct access to the Chain of Lakes. Cruise across to local favorites like Harborside Restaurant and take in some of the best sunsets Central Florida has to offer. Additional features include plantation shutters on the front of the home, a spacious indoor laundry room, a detached storage shed, and a rare drive-through 3-car garage with access from the front all the way to the backyard—perfect for boats, trailers, or additional vehicles. With no HOA and close proximity to downtown Winter Haven, this property delivers a unique combination of space, convenience, and true waterfront living. This is more than just a home—it’s a rare opportunity to own a standout piece of lakefront property on the Chain.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
1501 7TH ST SE, WINTER HAVEN, FL 33880
$369,90053 Days on yellowkey MLS ID: A4689208
REDUCED by $20,000 (5.1%) on 04/21/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2806 Built: 1959 Tax: $5,528 (2025)Community: Highland EstatesSingle Family
Taxes:$5,528
Remarks: Welcome Home to this 5 bedroom 3 bath POOL Home on a large corner lot in Winter Haven. Upgrades galore. NEW ROOF, NEW POOL EQUIPMENT, 2 NEW A/C UNITS. The home features luxury vinyl wood flooring throughout. The kitchen has been renovated featuring white wood shaker cabinets, quartz countertops and stainless steel appliances. The bathrooms have been fully renovated as well and feature modern updated finishes. The living room features a large brick fireplace. The large fenced in backyard has a large underground pool just waiting for its new homeowners to spend their afternoons building memories and soaking up the Florida sun. The front of the home features 2 driveways. This home is close to Legoland, Lakes galore and amazing shopping, dining and entertainment.
Listing is courtesy of: ELEVATE REALTY LLC (561-427-3923)
Listing Agent: Laura Auten (561-427-3923)
1507 FOXRIDGE RUN SW, WINTER HAVEN, FL 33880
$245,00019 Days on yellowkey MLS ID: O6405110
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1148 Built: 1977 Tax: $2,861 (2025)Community: NaSpa: NoSingle Family
Taxes:$2,861
Elementary School: Lake Shipp Elem
Remarks: Under contract-accepting backup offers. Welcome to this charming and move-in ready 3-bedroom, 2-bath home located in the established Foxridge community of Winter Haven. Featuring approximately 1,148 square feet of living space, this cozy residence offers a functional split-bedroom floor plan, spacious living area, and plenty of natural light throughout. The kitchen provides ample cabinet space and flows nicely into the dining area, making it perfect for everyday living or entertaining. Situated on a generously sized lot with a private backyard, there’s plenty of room to relax, garden, or enjoy outdoor gatherings. Conveniently located near shopping, dining, schools, and major roadways with easy access to all that Winter Haven has to offer. Whether you're a first-time homebuyer, or looking to downsize, this property is a fantastic opportunity to own an affordable home in Central Florida.
Listing is courtesy of: CITARELLI REALTY GROUP LLC (321-607-3586)
Listing Agent: Benjamin Crane (302-841-8999)
4212 CEDARWOOD ST, WINTER HAVEN, FL 33880
$133,90022 Days on yellowkey MLS ID: A4692973
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1983Monthly Fee: $136 Tax: $844 (2025)Community: Oakwood EstatesManufactured Home
Taxes:$844
Remarks: Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carport you'll notice the Newly installed flooring that really shines. There are 2 Living Room areas one of which you could close off for a 3rd bedroom. Large Master Bedroom and Bath. Skirting around the home has just been replaced for a new look. Not to mention all of the amenities offered with the community swimming pool, pickleball, tennis courts and putt putt golf course. This property is located on the dog approved residence street, so Fido is in luck. New AC unit was replaced in 2026. You're in close proximity to all the Central Florida attractions. Hurricane/ Tie Down Straps Replaced 2023. Ceiling fans have been updated w/ remotes.
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)
Listing Agent: Karl Erickson (813-245-6181)
621 AVENUE A WAHNETA ST E, WINTER HAVEN, FL 33880
$799,90011 Days on yellowkey MLS ID: TB8510409
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2283 Built: 1960 Tax: $1,546 (2025)Community: Wahneta FarmsSingle Family
Taxes:$1,546
Remarks: Situated on just over 5 acres of pastureland shaded by mature oak trees, this property offers the perfect blend of privacy, space, and functionality. Inside, you'll find an inviting 3 bedroom, 2 bathroom split floor plan featuring a newly renovated kitchen complete with a large hidden walk-in pantry. The guest bedrooms are connected by a versatile flex space ideal for a home office, playroom, or just additional living area. Toward the rear of the home, the enclosed porch has been transformed into the perfect movie room or bonus family space. Step outside to enjoy the screened-in heated saltwater pool, great for Florida summers and entertaining. The property also includes a detached suite with its own private entrance and full bathroom, offering excellent flexibility for guests or a private office setup. Additional highlights include a whole-home generator, large storage building, treehouse with window unit, and an additional shed with attached lean-to for equipment or workspace.
Listing is courtesy of: AGENT GROUP REALTY (843-656-0550)
Listing Agent: Stephanie Bombinski (863-877-5520)
2165 CASTLE PT #2165, WINTER HAVEN, FL 33880
$155,00012 Days on yellowkey MLS ID: S5150150
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1981Monthly Fee: $135 Tax: $256 (2025)Community: StonebridgeSpa: YesCondo
Taxes:$256
Remarks: Located just 15minutes from Legoland Park, Welcome to this beautifully maintained home, new roof, located in a desirable and quiet community in Winter Haven. This property offers a functional and modern layout designed for comfortable living, featuring bright open spaces and a seamless flow between the living, dining, and kitchen areas. The kitchen is well-appointed with ample cabinetry and workspace, perfect for everyday living and entertaining. The bedrooms are generously sized, providing comfort and privacy, while the primary suite offers a relaxing retreat. Enjoy a spacious yard ideal for outdoor activities, gatherings, or future enhancements. Conveniently located near major highways, shopping centers, dining, schools, and entertainment, this home combines comfort with accessibility. Whether you're a first-time buyer, investor, or looking to relocate, this property presents an excellent opportunity in the growing Winter Haven area.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Yoja Mirabal (407-543-7789)
136 MADERA DR, WINTER HAVEN, FL 33880
$175,000240 Days on yellowkey MLS ID: L4956309
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1448 Built: 1996 Tax: $2,625 (2026)Community: Madera Park SubSpa: NoSingle Family
Taxes:$2,625
Elementary School: Wahneta Elem
Tax Year: 2026
Remarks: Short Sale. BANK APPROVED PRICE! Take a look at this 3 bedroom 2 bathroom home located conveniently in Winter Haven with NO HOA. The home needs some TLC. This is a split bedroom home with a large eat-in kitchen and an inside utility room. Additionally, you’ll find a bonus room with its own French door entrance. This home sits on just over a third of an acre, so there’s plenty of room to spread out and entertain. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Casandra Vann (863-546-5446)
154 2ND STREET SW #Unit 7, WINTER HAVEN, FL 33880
$495,00012 Days on yellowkey MLS ID: L4961765
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1640 Built: 2015Monthly Fee: $550 Tax: $5,073 (2025)Community: RaingardenTownhouse
Taxes:$5,073
Remarks: Discover your dream residence at RainGarden Condominiums in Downtown Winter Haven! Designed by renowned architect Max Strang, this stunning townhouse embodies a modern design within a tropical landscape that provides an atmosphere of serenity in the heart of a lively downtown. Prepare to be wowed by the blend of contemporary aesthetics and organic elements, transforming this two-bedroom, two-and-a-half-bathroom residence into a unique piece of architecture! This interior unit is one of nine townhomes that make up the RainGarden Condominium. Upon entering the secured gate into your private courtyard, you’ll immediately notice the lush landscaping and shady tree canopies that provide a peaceful place to relax or entertain guests. Step inside and enjoy a spacious and airy layout that effortlessly connects the living, dining, and kitchen areas. The large custom windows bathe the space in natural light, while the randomized, vertical fins on the front facade provide generous shading and privacy to the outside. The living room dazzles with 9'9" ceilings, elegant concrete floors, dining area, and expansive floor-to-ceiling windows. The gourmet kitchen features a breakfast bar, high-end GE appliances, granite countertops, and ample cabinet space, blending functionality with style. Access your second story via an integrated wooden stairway situated in a clerestory expanse that opens to a skylighted landing. Upstairs, the lofted master bedroom beckons with floor-to-ceiling windows, refined wood floors, an en-suite bathroom, and abundant closet space. The master bath features a double vanity, a large walk-in shower with elegant finishes, and a spacious walk-in closet. The second bedroom boasts a similar en-suite bathroom with a walk-in closet and plenty of storage. Enjoy the convenience of a second-floor washer and dryer as well as an ample storage closet. Located in the heart of Downtown Winter Haven, this home offers an urban lifestyle where you can “live, work, and play” all within a few blocks. You can leave your vehicles in the attached two-car garage and enjoy the vibrant neighborhood with new restaurants, coffee shops, retailers, and other entertainment just steps away. There are also additional visitor parking spots in the rear and ample street parking available on Ave A. This location cannot be beaten! Centrally located between Tampa & Orlando and within 1 1/2 hours of both east-coast and west-coast beaches. Or take your family out on the coveted Chain of Lakes where you can boat or swim between 22 different lakes! Don’t miss out on the opportunity to purchase this architectural gem! HOA provides for trash pickup, sewer, common electric and water expenses, exterior maintenance and landscaping.
Listing is courtesy of: POLK REALTY ADVISORS LLC (786-387-1809)
Listing Agent: Zachary Strang (863-207-3523)
476 SQUIRES GROVE DR, WINTER HAVEN, FL 33880
$290,00036 Days on yellowkey MLS ID: O6401564
1 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1767 Built: 2018Monthly Fee: $60 Tax: $3,467 (2025)Community: Squires GroveSingle Family
Taxes:$3,467
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully upgraded 4-bedroom, 2-bath home designed for comfort, style, and the best of Florida living. Featuring a highly desirable open floor plan, this home is perfect for both everyday living and entertaining, with a spacious kitchen that flows seamlessly into the main living areas. The split-bedroom layout offers added privacy, with a generously sized primary suite separate from the additional bedrooms. Inside, a stunning decorative feature wall with a modern fireplace creates a warm and inviting focal point that truly sets this home apart. Step outside and fall in love with your private outdoor retreat—fully fenced, paved, and complete with a stylish pergola, perfect for entertaining, relaxing, or enjoying Florida evenings year-round. The large backyard offers plenty of space to enjoy and make your own. Freshly painted on the exterior, this home shows pride of ownership and is truly move-in ready. Location is everything—just 3 minutes away, enjoy access to a beautiful recreational lake where you can fish, boat, and unwind. Plus, you’re conveniently located near major roads, shopping, dining, and everything the area has to offer. Homes with these features, upgrades, and location don’t come around often—schedule your private showing today before it’s gone!
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)
Listing Agent: Jose Rojo (786-502-6162)
936 AVENUE T SE, WINTER HAVEN, FL 33880
$18,00068 Days on yellowkey MLS ID: O6392455
2 Days Off yellowkey (back on 5/17/2026)
REDUCED by $262,000 (93.6%) on 05/19/2026
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: Short Sale. 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!
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
874 BUCCANEER BLVD, WINTER HAVEN, FL 33880
$279,900176 Days on yellowkey MLS ID: P4937137
REDUCED by $10,000 (3.4%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1429 Built: 2014Monthly Fee: $68 Tax: $1,888 (2024)Community: Shores At Lake SearsSingle Family
Taxes:$1,888
Tax Year: 2024
Remarks: PRICE REDUCTION ! Seller offering $5,000 toward buyer closing cost! Move-in ready 3-bedroom, 2-bath home in a desirable Winter Haven neighborhood! Just minutes away from hosptials, shopping centers, restaurants, schools ect. Built in 2014, this charming single-story residence offers an open floor plan with bright natural light, spacious living and dining areas, and a well-appointed kitchen with ample cabinet space. The primary suite features a private bath and generous closet storage. Enjoy relaxing evenings in the fenced backyard, perfect for pets, gardening, or entertaining. Well-maintained and ready for its next owner! Sellers are highly motivated—come see this beautiful home and make an offer today!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Alisa Cotton (863-205-2820)
401 ROBERT AVE, WINTER HAVEN, FL 33880
$249,900191 Days on yellowkey MLS ID: O6362338
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1195 Built: 2019 Tax: $3,206 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$3,206
Remarks: Under contract-accepting backup offers. Welcome to this stunning single-story home in Winter Haven! Built in 2019,this 3-bedroom,2-badthroom residence boasts 1,479 Square Feet of living space, perfect for who is seeking a modern and spacious retreat. With its large lot size of approximately 8,224 Square Feet, you'll have ample space for outdoor activities and entertaining. Enjoy the beautiful lakes and parks in Winter Haven, including access to boating and the public boat ramp at Lake Hartridge Nature Park. Take a stroll or stay active on the fitness trail at Inman Park, or catch a skate session at the Winter Haven Skate Park. Fresh produce and local goods are just a short drive away at the Winter Haven Farmers Market. Enjoy all of this and most importantly, No HOA! Don't miss out on this fantastic opportunity to own a piece of paradise! SCHEDULE YOUR SHOWING TODAY'!!
Listing is courtesy of: ON-TARGET REALTY, INC. (407-743-2748)
Listing Agent: Danny Quinones (321-512-2865)
152 1ST ST, WINTER HAVEN, FL 33880
$299,90078 Days on yellowkey MLS ID: TB8484178
REDUCED by $9,600 (3.1%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2026 Tax: $158 (2025)Community: Leslie J A SubSingle Family
Taxes:$158
Remarks: Under Construction. PRICE REDUCED $9,600 FOR QUICK SALE !!!!!!!! Discover this stunning brand-new construction 3-bedroom, 2-bath home with an open living space and a convenient 2-car garage, this move-in-ready gem boasts elegant granite countertops in the kitchen for a touch of luxury and everyday functionality. The bright, airy layout offers three spacious bedrooms, two full baths, and a peaceful setting perfect for relaxing or family life—ideal for first-time buyers or those seeking fresh, contemporary Florida living. Minutes from shopping, dining, parks, and the Chain of Lakes, this serene location combines tranquility with easy access to everything Central Florida offers. Don't miss this pristine new build—schedule your private tour today! All measurements and sizes are deemed to be accurate but not guaranteed; any information contained here that is critical to buyers' purchasing decisions must be verified by the buyers. Private financing is available to qualified buyers.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Juan Carrion (863-581-6028)
140 1ST ST, WINTER HAVEN, FL 33880
$299,90078 Days on yellowkey MLS ID: TB8484176
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2026 Tax: $292 (2025)Community: Leslie J A SubSingle Family
Taxes:$292
1413 HIDDEN CREEK LN, WINTER HAVEN, FL 33880
$580,00022 Days on yellowkey MLS ID: L4961757
REDUCED by $5,000 (0.9%) on 05/19/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3086 Built: 2000Monthly Fee: $13 Tax: $5,683 (2025)Community: Grey Fox Hollow Ph ThreeSingle Family
Taxes:$5,683
Remarks: Welcome to 1413 Hidden Creek Lane—a beautifully maintained 4-bedroom, 2.5-bath residence with a spacious loft, perfectly situated on an expansive .75-acre homesite in one of Winter Haven’s desirable established communities. Offering the ideal blend of peaceful country-style living and convenient access, this property is centrally located to Florida’s world-renowned attractions, including Walt Disney World Resort, Universal Orlando Resort, and LEGOLAND Florida Resort, along with easy access to Gulf Coast beaches and Orlando’s premier shopping, dining, and entertainment. From the moment you arrive, you'll appreciate the home’s inviting curb appeal, highlighted by a charming Southern-style front porch with refreshed columns, creating timeless warmth and character. The scenic setting is truly special, featuring picturesque ponds, charming bridges, and peaceful natural surroundings, offering a park-like backdrop that makes everyday living feel like a retreat. Inside, the spacious floor plan offers room for everyone with 4 generously sized bedrooms, 2.5 baths, a versatile loft area, and an added enclosed rear playroom/flex space—perfect for a game room, homeschool area, fitness studio, or additional family living space. Thoughtful updates throughout include renovated bathrooms, tasteful touch-ups, new hardwood flooring in one bedroom, a brand-new well and filtration system, and a meticulously maintained HVAC system with annual servicing—providing comfort and peace of mind for years to come. For added value and security, the home is also equipped with a whole-house generator, a highly desirable feature that ensures convenience and preparedness year-round. Set on three-quarters of an acre, the outdoor possibilities are endless. Whether you envision a pool, garden retreat, entertaining space, or workshop, this oversized homesite provides the room to create it. A storage shed already on the property adds even more functionality for tools, hobbies, or extra storage needs. Offering space, charm, modern updates, and exceptional versatility, 1413 Hidden Creek Lane is a rare opportunity to enjoy tranquil living without sacrificing convenience.
Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)
Listing Agent: Vikki Thielen (863-604-6627)
612 MORGAN RD, WINTER HAVEN, FL 33880
$524,90030 Days on yellowkey MLS ID: TB8502352
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 896 Built: 2006Monthly Fee: $13 Tax: $1,339 (2025)Community: Peace River DevelopmentManufactured Home
Taxes:$1,339
Remarks: Turnkey opportunity to own a fully equipped citrus nursery on 5 acres! This versatile property is currently functioning as a citrus nursery, with the infrastructure already in place to support expansion into a variety of other agricultural uses. Featuring four greenhouses (one greenhouse has 3 domes) totaling in approximately 16,000 square feet, each equipped with electricity and water. This property has two 4-inch wells with 5-inch submersible pumps, fertilizer injectors, a commercial-grade chemical/fertilizer sprayer, overhead irrigation, greeenhouse benches, 150,000 citrus grow pots, and much much more. Everything you need to hit the ground running. There is additional space for in-ground planting, that has an existing irrigation system with timer already installed. On-site structures include a 12x12 air-conditioned office shed, a 8x8 dedicated chemical storage shed, and a 16x20 workshop with an attached lean-to for additional workspace and storage. Also included is a 2006 single-wide mobile home offering 2 bedrooms and 2 bathrooms, with a split floor plan. The home features a rear covered porch, a private storage shed, and a full-home water purification system that also services the workshop and ice machine. Perfect for on-site living or staff housing. This property is fully set up and ready for continued operation. All measurements to be verified by buyer.
232 W TEMPLE CIR, WINTER HAVEN, FL 33880
$235,000164 Days on yellowkey MLS ID: L4957991
REDUCED by $4,000 (1.7%) on 04/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 1999 Tax: $872 (2025)Community: Orange Hill SubManufactured Home
Taxes:$872
Remarks: Spacious & Updated on a Corner Lot! Welcome home to this beautifully updated 3-bedroom, 2-bath mobile home situated on a generous .41-acre corner lot with no shortage of outdoor space. Fully fenced for privacy, this property offers both comfort and functionality with room to spread out. And the best part is....NO HOA! Inside, you’ll find NEW WINDOWS that enhance energy efficiency and fill the home with natural light. The open and practical layout features a living room and a separate family room. Enjoy your large primary suite complete with a walk-in closet and private bath, creating a relaxing retreat. Two additional bedrooms provide flexibility for family, guests, or a home office. The AC, appliances and roof were all updated in 2017 so you will have peace of mind moving forward. Step outside to the back porch, perfect for morning coffee, grilling, or enjoying Florida evenings. In the backyard you also have a 110-volt receptacle with a 30-amp breaker for RV hook up. With ample yard space for pets, storage, or future additions, this corner-lot property offers incredible versatility. You have your own little slice of heaven with the privacy you'll love. Ideal for those seeking space, privacy, and affordability—this move-in-ready home checks all the boxes. Schedule your showing today!
Listing is courtesy of: REGAL REAL ESTATE LLC (863-660-7927)
Listing Agent: Tammy Storie (863-698-6000)
4555 REDWOOD ST, WINTER HAVEN, FL 33880
$125,000431 Days on yellowkey MLS ID: P4934214
0 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1035 Built: 1983Monthly Fee: $163 Tax: $959 (2024)Community: Oakwood EstatesManufactured Home
Taxes:$959
Remarks: Under contract-accepting backup offers. Move right into this beautifully remodeled home. The open living area features an awesome kitchen with all a huge bar/work space. This home is perfect for entertaining, or just sit out on the open front porch and watch the world go by. There is no carpeting in this home, it is a vinyl plank throughout the home. The windows are a double pane insulated window adding to the energy efficiency of the home. The stackable washer and dryer is located in the shed. The side porch offers lots of room for storage, plus there is a shed out back. The shingled roof was installed in 2024 and the air conditioner was installed in 2020. There is also a water softener. The home comes furnished with what you see in the home as you are viewing it. Oakwood Estates, a 55+ community, offers many amenities such as shuffleboard, 2 pools and 2 clubhouses, tennis courts, miniature golf and much, much more.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Kathy Devor (573-450-1679)
505 HOLT CIR, WINTER HAVEN, FL 33880
$185,00013 Days on yellowkey MLS ID: O6408441
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1304 Built: 1974 Tax: $3,187 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$3,187
Remarks: Short Sale. This 4-bedroom, 2-bath home with a versatile bonus room is situated on a desirable corner lot with no HOA restrictions. Featuring a newer roof installed in 2022, this property offers incredible potential for homeowners and investors alike. Conveniently located near major highways, shopping, and grocery stores, the home also provides plenty of outdoor space with endless possibilities to make it your own. Property is subject to third-party lender approval. Don’t miss this great opportunity!
Listing is courtesy of: MMV REAL ESTATE GROUP LLC (407-437-9754)
Listing Agent: Melissa Victor (407-988-6742)
321 ORANGE BLOSSOM DR, WINTER HAVEN, FL 33880
$215,50061 Days on yellowkey MLS ID: S5146754
REDUCED by $4,500 (2.0%) on 05/04/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1407 Built: 2001Monthly Fee: $408 Tax: $2,757 (2025)Community: Waters Edge Unit 01 A RepSpa: NoTownhouse
Taxes:$2,757
Remarks: Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to Lake Lulu, Lake Roy, Lake Eloise, and the 15 interconnected lakes of the Southern Chain of Winter Haven's Famous Chain of Lakes spanning over 9,000 acres of waterways. Or take some time for yourself to relax at the community pool on the banks of Lake Lulu. This townhome is centrally located near shopping, dining, and major roadways, offering convenient access to all things Winter Haven. Schedule your showing today.
Listing is courtesy of: THE PROPERTY ADVISERS (863-651-5691)
Listing Agent: Jay Scharff, Jr (863-651-5691)
1517 AXEL CIR, WINTER HAVEN, FL 33880
$489,00013 Days on yellowkey MLS ID: P4938741
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3022 Built: 2023Monthly Fee: $71 Tax: $4,964 (2025)Community: Pinnacle PointSingle Family
Taxes:$4,964
Remarks: Winter Haven home near Chain of Lakes featuring 5 bedrooms, 3 bathrooms, and 2 flexible bonus rooms offering exceptional convenience and a lifestyle close to everything Central Florida buyers love. This move in ready property provides effortless access to major commuter routes, grocery stores, shopping, dining, scenic walking trails, LEGOLAND Florida Resort, and Florida’s beautiful beaches just about 90 minutes away. Step into your own private outdoor sanctuary designed for both relaxation and entertainment. The caged saltwater pool includes a 6×10 sun shelf perfect for in water lounging along with a 3 to 6 foot depth range ideal for both play and leisurely floating. Enjoy the luxury of a heated spa with priority Jacuzzi jet action creating the perfect setting for evening unwinding, stress relief, muscle relaxation, or hosting friends for cozy nights under the stars. The spacious gazebo offers a shaded retreat for outdoor dining, socializing, or simply enjoying the Florida breeze. Practical upgrades elevate this property as it is equipped to support a home generator, has a warrantied water softener for supreme taste, two 5-ft gates that create a wide 10-ft entry to the backyard and a on-site shed adding valuable extra storage keeping everything tidy and easy to access. Inside, the home feels bright, modern, and truly move in ready. The open concept layout creates an inviting flow throughout, and the generous kitchen is perfectly suited for gatherings, meal prep, and everyday connection. With its flexible floor plan, this home easily accommodates large families, multi generational living, or hosting guests with comfort and privacy. A standout property offering both lifestyle and practicality. This home is a must see!
Listing Agent: Andrea Friedmann (863-661-6535)
507 SHARON HILL CT, WINTER HAVEN, FL 33880
$254,99958 Days on yellowkey MLS ID: O6395510
REDUCED by $5,000 (1.9%) on 05/08/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2356 Built: 2000 Tax: $2,835 (2025)Community: TanamoraSpa: NoManufactured Home
Taxes:$2,835
Remarks: Beautiful manufactured home on a spacious 0.65-acre lot in Winter Haven! This property features 4 bedrooms, 2 bathrooms, and over 2,300 sq ft of living space. Spacious layout with great potential for customization or investment. NO HOA or CDD. Roof is original (2000). Conveniently located near shopping centers, restaurants, schools, and major highways. Enjoy easy access to everything you need while still having the privacy of your own space. Perfect for first-time buyers or anyone looking for comfort and convenience!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Idalgisa De Jesus (347-797-7849)
4599 REYNOSA DR SW, WINTER HAVEN, FL 33880
$325,000138 Days on yellowkey MLS ID: S5141435
REDUCED by $25,000 (7.1%) on 05/17/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2309 Built: 1984 Tax: $3,589 (2025)Community: Plaza SubSingle Family
Taxes:$3,589
Remarks: Some homes are built. Others are crafted. Tucked away in a quiet Winter Haven neighborhood, 4599 Reynosa Drive is a rare, cedar-constructed residence that blends artisan craftsmanship with modern efficiency. From the moment you arrive, the home sets itself apart fully fenced with new vinyl fencing, enhanced exterior lighting, and a brand-new Trex front porch designed for relaxed mornings and long evenings. Inside, the warmth is immediate. Cedar wood wraps the interior, creating a natural, timeless atmosphere rarely found in Florida homes. The craftsmanship was completed by a skilled wood artisan, and the attention to detail is felt throughout custom wood features, soaring character, and a layout that feels both grounded and inviting. Tile flooring spans the entire downstairs, while all bathrooms are finished floor-to-ceiling in tile, offering durability and a clean, elevated aesthetic. The home has been thoughtfully upgraded for comfort and longevity, including brand-new hurricane-impact, double-pane windows with architectural tint reflecting up to 90% of heat, a new AC unit, new attic fan, insect-repellent insulation, and a fully sealed roof coated with heat-reflective, hurricane-rated paint. Even in peak summer, electric bills remain impressively low under $150 with no solar required. The kitchen and bathrooms feature newer plumbing, modern appliances (all just a few years old), and a standout stone-wrapped Jacuzzi tub, creating a spa-like retreat within the home. Side sliders bring in natural light and connect indoor living with outdoor space, while the garage includes sensor lighting, Hardie backer walls, full electrical, and AC, making it ideal for a workshop, studio, or flex space. The property is being offered fully furnished, including custom handcrafted wood furnishings (excluding beds and sofas), making it a true turnkey opportunity for a buyer who values character, quality, and immediate livability. Regular termite and pest control servicing adds peace of mind to this cedar-built, naturally insect-resistant home. Centrally located between Orlando and Tampa, with convenient access to major highways, shopping, and daily essentials, this home delivers both lifestyle and location. This is not a cookie-cutter property. This is a home with a story built to last, designed to feel different, and ready for its next chapter.
Listing Agent: Jason Prieto (877-366-2213)
1062 SUNSHINE WAY SW, WINTER HAVEN, FL 33880
$242,00019 Days on yellowkey MLS ID: O6406580
0 Days Off yellowkey (back on 5/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1348 Built: 1986 Tax: $2,761 (2025)Community: Sunshine Tree Ph 03Single Family
Taxes:$2,761
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated 3-bedroom, 2-bathroom property located in the heart of Winter Haven! From the moment you arrive, you’ll notice the fresh exterior paint and updated landscaping that give this home fantastic curb appeal. Step inside to discover brand new vinyl flooring flowing throughout the entire home, creating a modern and cohesive feel. The kitchen is equipped with a brand new refrigerator and gas stove, perfect for cooking and entertaining, while the gas water heater adds additional efficiency. The spacious primary suite features a beautifully updated bathroom with a new vanity and tile work, offering a fresh and stylish retreat. Enjoy relaxing evenings on the back porch overlooking the fully fenced backyard with no rear neighbors for added privacy. Major updates include an A/C system that is only 2.5 years old and a roof that is approximately 7 years old, giving peace of mind to the next owner. Best of all — NO HOA! Conveniently located near shopping, dining, and major roadways, this move-in ready home is one you won’t want to miss!
Listing is courtesy of: THE TEAM REAL ESTATE GROUP INC (865-674-5410)
Listing Agent: Chris Watts (407-488-4011)
345 24TH ST NW #23, WINTER HAVEN, FL 33880
$170,00081 Days on yellowkey MLS ID: L4960143
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 942 Built: 1979Monthly Fee: $270 Tax: $1,776 (2025)Community: Imperial VillasVilla
Taxes:$1,776
Remarks: **PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well maintained 2 Bedroom/ 2 Bathroom Villa that offers a complete update, boasting tasteful renovations throughout. Being sold Fully Furnished! From the kitchen to the bathrooms, flooring to the roof, nearly everything has been thoughtfully upgraded. Step inside to discover new ceramic tile and luxury vinyl flooring that sets a modern tone. The kitchen showcases stainless steel appliances, granite countertops, ample cabinet and countertop space. Retreat to the owner's suite at the back of the villa, offering a beautifully tiled walk-in shower and a generous walk-in closet. Through the great room, step into to enclosed lanai. Updates include: Roof (2020), Electrical Panel (2023), HVAC (2012) & Tankless Hot Water Heater (2018). Residents of this community have access to a refreshing pool, making it perfect for leisurely afternoons. The low HOA fee of $270/month covers water, internet, cable, gas, trash and grounds maintenance, ensuring a hassle-free lifestyle. Conveniently located just a short walk from the picturesque Lake Howard and minutes away from downtown Winter Haven. You'll have easy access to charming shops, delectable restaurants, the historic Ritz Theater, and vibrant events like farmers markets in the park. Don't miss out on the opportunity to make this your new home. Schedule your private showing today and experience the epitome of Florida living!!
Listing Agent: Cheryl Brewer (863-224-0045)
507 LAKE LULU DR, WINTER HAVEN, FL 33880
$314,99916 Days on yellowkey MLS ID: L4961910
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1829 Built: 1961 Tax: $4,193 (2025)Community: Southeast TerraceSingle Family
Taxes:$4,193
Remarks: Discover the perfect blend of character, comfort, and convenience at this charming mid-century modern home near beautiful Lake Lulu! Featuring 3 bedrooms and 3 bathrooms, this unique property offers flexible living space with a private mother-in-law suite complete with its own entrance through the carport — ideal for multi-generational living, a young adult retreat, guest quarters, or even a spacious primary suite. Inside, you’ll find timeless mid-century charm paired with thoughtful updates, including newer double-pane windows and sliding glass doors that bring in natural light while improving energy efficiency. The AC and roof are both only 8 years old, and the home also features a newer water heater for added peace of mind. Located just moments from shopping, dining, and the renowned Chain of Lakes, this home puts you close to everything Winter Haven has to offer — all with NO HOA and NO CDD fees! Whether you’re looking for a primary residence, an investment opportunity, or a home with room to grow, this one is full of possibilities and ready for you to make it your own.
Listing Agent: Daniel Cook (863-430-8338)
603 SIDNEY CIR, WINTER HAVEN, FL 33880
$255,00073 Days on yellowkey MLS ID: P4938186
REDUCED by $10,000 (3.8%) on 04/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1981 Tax: $954 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$954
High School: Tenoroc Senior
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained three-bedroom two-bathroom gem offering comfort, charm, and everyday functionality! Situated on a spacious lot with a large front yard, this home features a warm and inviting exterior with great curb appeal and plenty of room to enjoy outdoor living. Step inside to find a bright and open layout with multiple living spaces, perfect for both relaxing and entertaining. The updated kitchen showcases crisp cabinetry, ample counter space, and a cozy, modern feel that flows seamlessly into the dining and living areas. The home offers generously sized bedrooms filled with natural light, along with well-appointed bathrooms designed for both style and convenience. A dedicated laundry space and flexible bonus areas provide extra functionality for today’s lifestyle, whether you need a home office, playroom, or hobby space. Enjoy Florida living with a large backyard, ideal for gatherings, pets, or simply unwinding at the end of the day. With a spacious driveway and additional storage options, this home checks all the boxes. Conveniently located near shopping, dining, and major roadways, this one is move in ready and waiting for its next owner!
Listing Agent: Jamie Baker (863-258-2244)
108 BLACK SKIMMER LN, WINTER HAVEN, FL 33880
$295,000247 Days on yellowkey MLS ID: G5102541
REDUCED by $24,900 (7.8%) on 05/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 2022Monthly Fee: $56 Tax: $4,473 (2024)Community: Lake Deer Ph 2Single Family
Taxes:$4,473
Remarks: Short Sale. Welcome to your dream home with low HOA fees and no CDD! This 4-bedroom, 2-bathroom home is nestled in the sought-after gated community of Lake Deer. With 1,946 square feet of heated and cooled living space, it's ideal for a growing family! The thoughtful split floor plan ensures privacy and comfort for everyone. The kitchen opens up to a spacious great room with sliding glass doors leading to a charming covered lanai and a private, fenced backyard. Residents can enjoy fishing from the private community dock or spending time at the play area! Conveniently located near shops, restaurants, and I-4. Schedule your private showing today!
Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)
Listing Agent: Jeri Anarumo (863-877-1915)
6003 LIVE OAK DR, WINTER HAVEN, FL 33880
$364,99979 Days on yellowkey MLS ID: S5145500
REDUCED by $4,000 (1.1%) on 05/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1907 Built: 2006Monthly Fee: $20 Tax: $2,549 (2025)Community: Oak Preserve Ph 02Single Family
Taxes:$2,549
Remarks: Honey, stop the car! This is the one you’ve been waiting for. This beautifully maintained 4-bedroom, 2-bathroom home sits on a spacious 0.45-acre fenced lot, offering the space, privacy, and outdoor lifestyle today’s buyers are searching for. Enjoy the soon-to-be easy access to Avalon and Disney via Sawgrass Rd extension. Step inside and you’re welcomed by a spacious foyer that flows into a cozy sitting area and formal dining room—perfect for gathering with family or entertaining guests. The open-concept kitchen features a charming breakfast nook and overlooks the main living area, creating a warm, connected space where everyone can come together. The private primary suite is a true retreat, complete with dual vanities, a relaxing soaking tub, a walk-in shower, and a large walk-in closet. The split floor plan provides privacy for everyone, while soaring high ceilings throughout the home create a bright and airy feel. Step outside and discover what truly sets this property apart—an outdoor entertainer’s dream. The covered paver lanai opens to a massive fenced backyard with endless possibilities for entertaining, gardening, play, or simply enjoying peaceful Florida evenings. Additional highlights include: New roof installed in 2021 Covered paver lanai perfect for outdoor gatherings Large private backyard with storage shed Two-car garage Interior laundry room Move-in ready condition in a quiet, established neighborhood Homes with this much space, privacy, and charm don’t come around often. Don’t miss your chance—schedule your private showing today before someone else calls it home.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Paul Shearn (407-713-2127)
4251 CEDARWOOD ST, WINTER HAVEN, FL 33880
$106,000172 Days on yellowkey MLS ID: P4937233
REDUCED by $12,000 (10.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1216 Built: 1982Monthly Fee: $163 Tax: $1,300 (2024)Community: Oakwood EstatesManufactured Home
Taxes:$1,300
Remarks: What an amazing home just waiting for it's new owner!! The kitchen has been completely updated with new cabinets and flooring. The home offers two additional living spaces. The lanai on the side of the home is vented with the central ac and is included in the total square footage. or you can escape to the front porch which is also vented increasing the square footage by an additional 200 sf bringing the total living area to 1216 sf. The primary bathroom has an updated vanity. The laundry is located behind the side lanai so you don't have to go outside. The air conditioner is brand new in December 2025. This home is located in Oakwood Estates, a 55+ community which offers many amenities and activities. You can stay as busy as you like, or just sit back and enjoy the peaceful community.
567 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880
$375,00022 Days on yellowkey MLS ID: S5149475
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2193 Built: 2021Monthly Fee: $38 Tax: $5,084 (2025)Community: Eagle Lndg Ph ISingle Family
Taxes:$5,084
Elementary School: Chain O Lakes Elem
Remarks: This 2 story home features 4 bedrooms, 2.5 baths, a foyer/den, and a huge backyard. No CDD. The home was built in 2021 and is conveniently located to Orlando, Tampa, and just a few minutes away from Lego Land Resort. Eagles Landing is a community in Winter Haven, Florida. Since purchasing the home in 2023, the following improvements and upgrades have been completed. Flooring, Removed all existing carpet throughout the home and Installed new laminate flooring. Interior Updates, Fresh interior paint completed throughout the entire home, Installed California shutters throughout the house, Bathroom Renovations, Renovated two bathrooms. Upgraded both bathrooms with modern walk-in showers. Kitchen Upgraded kitchen countertops, professionally painted kitchen cabinets. Garage / Installed EV charger in the garage. Installed water softener system. The home has been well maintained and thoughtfully upgraded to provide a modern, clean, and move-in-ready living space.
Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)
Listing Agent: Bernard Scarpa (407-572-3022)
2118 EDGEWATER CIR, WINTER HAVEN, FL 33880
$399,00091 Days on yellowkey MLS ID: TB8480830
0 Days Off yellowkey (back on 5/15/2026)
REDUCED by $26,000 (6.1%) on 04/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2763 Built: 2017Monthly Fee: $14 Tax: $4,291 (2025)Community: Edgewater ManorSingle Family
Taxes:$4,291
Remarks: Under contract-accepting backup offers. PRICE REDUCTION!! Welcome to the lakefront community of Edgewater Manor! Come see this awesome custom built 2017 4 bed 3 bath corner lot (1/3 ac.) home with fenced backyard! Located just off Cypress Gardens Blvd., this bright, open floorplan includes combo living and dining area, an office, and a spacious kitchen with white wood cabinets and grey granite counter tops, stainless steel appliances, gas stove, and eat-in area. There is a large family room off the kitchen, crown molding throughout the home, vinyl fencing, and much more, including: gas tankless WH, vinyl planking floor everywhere but bedrooms, plantation shutters, double pane low E windows, a screened lanai. There is even a plug for an electric car built into garage wall, and a shallow well for lawn irrigation. Plus, close to Legoland, restaurants, shopping, and the chain of lakes. A great find!
Listing is courtesy of: STORMS REALTY (813-293-4652)
Listing Agent: Steve Storms (813-293-4652)
2208 SAN MARCOS CIR SE, WINTER HAVEN, FL 33880
$200,00040 Days on yellowkey MLS ID: P4938481
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1224 Built: 1997Monthly Fee: $250 Tax: $3,272 (2025)Community: Townhouses At Park LakeTownhouse
Taxes:$3,272
Remarks: The property you are inquiring about is located in Winter Haven, FL, in the Park Lake area of Polk County. This is an amazing opportunity for anyone wanting to be close in one single floor, walkable distance to almost everything, and is ready to move into. This is a 2-bedroom, 2-bath home with 1,224 sq.ft. plus a single-car garage, and has been updated. Text, call, and see it today. *Agents, please MLS remarks.*
Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)
Listing Agent: Renee Butler (863-294-6773)
880 OLEANDER DR SE, WINTER HAVEN, FL 33880
$279,900253 Days on yellowkey MLS ID: P4936348
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2172 Built: 1958 Tax: $1,154 (2024)Community: Cooper EstatesSingle Family
Taxes:$1,154
Elementary School: Elbert Elem
Remarks: Under contract-accepting backup offers. Welcome to this inviting 3 bedroom, 2 bath home in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious Florida 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 decorative 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)
4263 STAFFORD DR, WINTER HAVEN, FL 33880
$380,00029 Days on yellowkey MLS ID: O6404043
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2234 Built: 1986 Tax: $1,977 (2025)Community: Lake Thomas Woods Add 02Spa: YesSingle Family
Taxes:$1,977
Elementary School: Clarence Boswell Elem
Remarks: ACCEPTING BACK UP OFFERS!! Ready to be impressed, this move-in ready 4-bedroom, 2-bathroom home at 4263 Stafford Dr is perfectly situated in Winter Haven, FL, with easy access to shopping, restaurants, major roads, and so much more. Step inside and you'll immediately notice the high ceilings and open floor plan that make this 2,234 square foot home feel even bigger than it already is. Hard flooring runs throughout the entire house, giving it a clean and modern look that's super easy to maintain. The family room is a real standout with a cozy fireplace that's perfect for those cooler Florida evenings when you just want to kick back and relax. The split bedroom layout gives you plenty of privacy, with the primary bedroom tucked away on one side and the additional bedrooms on the other. It's a great setup for families or anyone who likes their own space. Now let's talk about the backyard because this is where it gets really good. The screened-in back porch opens up to your very own pool and hot tub. Imagine coming home after a long day and just diving right in. Whether you're hosting friends on the weekend or enjoying a quiet evening under the stars, this outdoor space is going to be your favorite spot. Homes like this one in such a convenient Winter Haven location don't sit on the market for long. Come take a look before someone else scoops it up!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Scottie Wilson (305-510-2446)
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