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4155 Sprucewood Street, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ P4938325 MLS
Check out this well maintained home located in Oakwood Estates, a 55+ community, located in Sunny central Florida. The home features a very open and inviting kitchen, perfect for entertaining. The cooktop and built in oven have been updated. Step into the primary bedroom to find plenty of space for a king size bed, then step into the remodeled and updated primary bathroom. The split bedroom floor plan offers privacy to guests with a bathroom conveniently located outside the door. All the flooring is a laminate with no carpeting in the home. Enjoy the peaceful screened side porch. The home is located on a corner lot with a Florida room giving views of both streets, a great place for your morning coffee. The double pane windows and window AC offers additional living space when guests arrive. Oakwood Estates offers many amenities and activities. You can be as busy as you would like or enjoy the peaceful community and watch the world go by.

4155 Sprucewood Street, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
6309 Grove Pointe Drive Se, Winter Haven
$154,000
2 Beds ⋅ 2 Baths ⋅ P4938313 MLS
OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring throughout. The floor plan is open with the living room and dining room upon entering. The kitchen provides space for a bistro table, has a pantry, and great cabinet space. New Ceiling fans, faucets, regularly maintained AC, with 25 yr shingles from 2015. Inside laundry also has a utility sink! Both bedrooms are well sized and have walk-in closets. Primary bedroom has an en suite bathroom. Average total utilities are $150/month...water, sewer, electric! The owner has provided a copy of their 4-Point report just done in March for their insurance company. No grey pipe!

6309 Grove Pointe Drive Se, Winter Haven

Listing courtesy of GOOD COMPANY REALTY INC.. 863-585-9610
795 Sand Trap Circle, #795 Unit #795, Winter Haven
$38,900
2 Beds ⋅ 2 Baths ⋅ 11685480 MLS
2 Bed | 2 Bath | 938 square foot | $38,900 (Hidden Golf Club- Lot 795) Located in highly sought after 55+ community! Bright and well-maintained, this fully furnished home features an open, inviting floor plan. Enjoy added privacy with no rear neighbors, along with a spacious 12' x 14' lanai that has been recently restored and updated with new windows and AC. Additional highlights include: Newer AC ( 2023), Newer Roof (2022), updated vanities and showers in both bathrooms, convenient indoor laundry area, and ample storage with a large walk-in closet and separate linen closet. Large extended carport recently redone with ramp making home easily accessible. Plenty of space for 2 vehicles plus large shed with double doors that can accommodate storage for your golf cart that is included! Enjoy the beautifully maintained 18-hole golf course. Plus, one-year FREE golf membership with your purchase! Unwind at the heated pool and spa overlooking beautiful Lake Henry. The community also features an on-site restaurant and pub. Residents also enjoy a variety of recreational activities including tennis, pickleball, and shuffleboard. Call today to schedule a tour!

795 Sand Trap Circle, #795 Unit #795, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities
1382 Salisbury Drive, Winter Haven
$290,000
4 Beds ⋅ 3 Baths ⋅ P4938331 MLS
***SELLER'S ARE VERY MOTIVATED DUE TO JOB TRANSFER***Welcome to this updated 4-bedroom, 2.5 bath Winter Haven home! This home offers modern living, featuring new flooring, appliances, new windows with pull-out panes for easy access and cleaning along with new Plantation Shutters on all windows! You will also enjoy the stylish bathroom/kitchen renovations featuring in the kitchen beautiful backsplash and new pantry door, new tile in guest bath and new shower in primary bathroom! Centrally located near Legoland, shopping, and all your medical facilities, the property includes a new fenced back yard and new storage shed that is HOA/City approved.

1382 Salisbury Drive, Winter Haven

Listing courtesy of STACEY TOWNS REALTY LLC. 863-422-1585
2500 21st Street Nw Unit 15, Winter Haven
$174,000
2 Beds ⋅ 3 Baths ⋅ S5147117 MLS ⋅ 15 BLDG.
Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable layout in the heart of Winter Haven. Every corner has been renovated, featuring new flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living room and downstairs guest half-bath make entertaining a breeze, while both upstairs bedrooms boast private en-suite bathrooms for added convenience. Enjoy a low-maintenance lifestyle with an attached one-car garage, access to the community pool, and a location close to shops and restaurants—all amidst the beautiful landscapes and lakes that surround this lovely community.

2500 21st Street Nw Unit 15, Winter Haven

Listing courtesy of AGENT TRUST REALTY CORPORATION. 407-251-0669
6773 Brentwood Drive Ne, Winter Haven
$139,900
2 Beds ⋅ 2 Baths ⋅ P4938301 MLS
Your new Florida home is waiting for you. This home has many updates and improvements. The shingled roof was installed in December 2024 and the HVAC is 6 years old. A new vapor barrier has been installed. There are new plywood subfloors and luxury vinyl plank in the living room, dining room, hall, and both bathrooms. There is no carpet in this home. The kitchen is perfect for preparing all those special meals. The living room is open and spacious. The front Florida room is perfect for your morning coffee. Lake n Golf Estates, a 55+ community, offers many amenities including a pool, shuffleboard, and clubhouse. Join in the activities or just sit back and enjoy the peaceful community.

6773 Brentwood Drive Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
831 4th Street, Winter Haven
$60,000
L4960795 MLS
Build your vision on this vacant lot located on 4th Lake Ida Street in Winter Haven. This property offers a great opportunity to create the home or investment project you’ve been planning. Situated in an established area, the lot provides convenient access to nearby shopping, dining, schools, and major roadways while still maintaining the quiet feel of a residential neighborhood. Whether you're looking to build a primary residence, add to your investment portfolio, or secure land in a growing area, this parcel offers flexibility and potential. Enjoy the charm of Winter Haven while being just a short drive from surrounding Central Florida cities. Additional parcel available at 0 Denmark Street in Bartow, Florida. Lots can be sold as a package deal or individually. Don’t miss the chance to own a piece of land with endless possibilities.

831 4th Street, Winter Haven

Listing courtesy of ALL COUNTY POLK PROPERTY MANAG. 863-510-5965
125 Lake Hazel Drive, Winter Haven
$100,000
2 Beds ⋅ 2 Baths ⋅ P4938311 MLS
NO LOT RENT! Back on market because buyer couldn't sell their home. Live the retired life you worked so hard for. Whether you are a snowbird or looking to enjoy full-time residency, Orange Manor West welcomes you. This highly sought-after 55+ gated community in Winter Haven, secondary resident(s) must be 40+. This fully furnished 2-bedroom, 2-bath home offers a functional layout with recent updates including a 2018 roof, 2022 HVAC, 2021 water heater, newer vinyl flooring, and updated appliances. The home features a spacious layout with walk-in closets in both bedrooms, a private primary suite with a step-in shower, and an enclosed Florida room that is perfect for relaxing mornings or unwinding in the evening. Enjoy an active, low-maintenance lifestyle with monthly fees that include cable, internet, and trash, in a community that allows only service and emotional support animals. Residents have access to a wide range of amenities including a community pool, clubhouse, billiards, shuffleboard, horseshoes, mini golf, fishing, lake access, and a full calendar of social activities such as bingo, cards, sports tournaments, quilting, and much more. Additional features include onsite management, 24-hour emergency service, extra storage for boats and recreational vehicles, and boat slips. Located in Southeast Winter Haven, you are just minutes from shopping, dining, and everyday conveniences, with Legoland ad Peppa Pig theme parks nearby for visiting guests. This is a great opportunity to enjoy comfort, convenience, and community all in one place.

125 Lake Hazel Drive, Winter Haven

Listing courtesy of FLORIDA REALTY MARKETPLACE. 863-877-1915
674 Century Lane, #674 Unit #674, Winter Haven
$24,900
2 Beds ⋅ 1.5 Baths ⋅ 11683941 MLS
2 Bed | 1 1/2 Bath | 700 square foot | $24,900 (Hidden Golf Club- Lot 674) 15K PRICE DROP, motivated seller! Enjoy the Florida lifestyle in this highly sought after 55+ community. This lovely furnished home boasts newer shingle roof (2025), newer flooring and new vanity and toilet in primary bathroom. Large pantry in the kitchen area. You will love the spacious lanai for relaxing and shed for additional storage. Enjoy Community Amenities such as a private golf course with one-year FREE golf membership, clubhouse with organized activities and social events, 2 Heated swimming pools & spa- one overlooking the lake! Tennis and pickleball courts, fitness center and walking trails. As well as on-site restaurant and pub directly on beautiful Lake Henry! Gated entry and pet friendly. This welcoming community offers a perfect blend of relaxation, recreation, and social connection. Don't miss out on this gem in a peaceful, active adult neighborhood. Call and schedule a showing today!

674 Century Lane, #674 Unit #674, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities
6450 Hollyberry Lane Ne, Winter Haven
$151,000
2 Beds ⋅ 2 Baths ⋅ L4960650 MLS
Virtually Staged. Short Sale. HUGE $37,000 PRICE DROP! Welcome to 6450 Hollyberry Lane in Brookhaven Village—a highly sought-after 55+ community where you own your land, making this a rare opportunity! This beautifully updated, move-in ready home features new luxury vinyl flooring (2025) and a bright, open layout perfect for everyday living and entertaining. The upgraded kitchen offers butcher block countertops, slide-out metal racks for added storage, and a brand-new dishwasher. Washer and dryer are included. Both bathrooms have been beautifully remodeled with modern finishes. Major updates include a new roof (Dec 2024), new HVAC system (2025) with ductwork and air handler, new windows (2025), and all-new screening, including the lanai with vinyl windows—perfect for enjoying Florida living year-round. The home is also fully replumbed with updated anchors and straps, including a vapor barrier that was installed about 4 years ago. The home also includes a great storage shed/workshop—ideal for hobbies or extra storage. Enjoy a super low HOA with access to a community pool and clubhouse, all in the heart of Winter Haven near shopping, dining, and lakes. Fully updated + land ownership + prime 55+ community—this one stands out. Schedule your showing today!

6450 Hollyberry Lane Ne, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
2105 9th Street Ne, Winter Haven
$239,000
3 Beds ⋅ 1 Baths ⋅ O6395140 MLS
Welcome to 2109 9th Street NE in Winter Haven! This home features an updated kitchen, flooring and windows, along with a roof replaced in 2024 and electrical and water heater updates in 2025. Enjoy Winter Haven’s parks, lakes, and outdoor recreation, with LEGOLAND Florida Resort nearby. Walt Disney World, Disney Springs, and Universal Orlando Resort are also within driving distance. The property has a bonus room and an additional bathroom that may not be reflected in public records. Buyer to independently verify room count, square footage, permits, and all property details. Property is being sold as-is. Schedule your private showing today!

2105 9th Street Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 407-352-1040
551 Lake Smart Boulevard, Winter Haven
$319,900
4 Beds ⋅ 2 Baths ⋅ S5146731 MLS
Discover the opportunity at 551 Lake Smart Blvd. in Winter Haven! WHAT IF $5,000 COULD HELP YOU GET INTO YOUR NEXT HOME? And if you qualify with the lenders requirements, you could ASSUME THE CURRENT MORTGAGE AT 2.5 INTEREST RATE. This well-maintained 4-bedroom, 2-bath home offers 1,936 sq. ft. of comfortable living space and was built in 2020, giving you the benefits of a newer home without the wait for new construction. The open-concept design creates a spacious flow between the kitchen, dining and living areas, making everyday living and entertaining easy. The kitchen features cabinetry, generous counter space, a large center island and stainless-steel appliances. The primary suite provides a comfortable retreat, while three additional bedrooms give flexibility for family, guests, a home office or other needs. NEW PRICE: $319,900! The seller is offering a $5,000 contribution toward the buyer's allowable closing costs or buy down mortgage rate, subject to the terms of the purchase contract, buyer's loan program, lender approval and applicable limits. If you've been renting and waiting for the right opportunity to become a homeowner, this may be the one you've been waiting for. Don't just compare the price—compare the value: 2020 construction, 4 bedrooms, 1,936 sq. ft., $5,000 seller contribution AND IF YOU QUALIFY WITH ALL LENDER'S REQUIREMENTS, YOU COULD ASSUME THE MORTGAGE AT 2.5 INTEREST RATE. Schedule your private showing today.

551 Lake Smart Boulevard, Winter Haven

Listing courtesy of LA ROSA REALTY CW PROPERTIES L. 407-910-2168
315 Lake Mariam Blvd, Winter Haven
$349,900
3 Beds ⋅ 2 Baths ⋅ 11678465 MLS
Luxury Living in Gated Lake Mariam Hills - Corner Lot, Custom Features & Lake Access! Welcome to 315 Lake Mariam Blvd, A custom-built 3-bedroom, 2-bathroom home that offers 2,264 sq ft of comfortable living space, perfect for both relaxation and entertaining. Built in 1998, this property features a split floor plan with spacious rooms. Perfectly situated on a lush corner lot, this residence offers both privacy and access to private Lake Mariam with a community boat ramp-bringing lake life right to your doorstep! Enjoy serene Florida living with low HOA fees, private lake access

315 Lake Mariam Blvd, Winter Haven

Listing courtesy of Mark Borosch with XCELLENCE INDEPENDENT
900 Lake Jessie Drive, Winter Haven
$410,000
3 Beds ⋅ 3 Baths ⋅ S5146723 MLS
One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine & unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding & paddleboarding right from your backyard. With nearby slalom courses & open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds & other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms & 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort & privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with its oversized driveway & an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining & entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play & unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

900 Lake Jessie Drive, Winter Haven

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188
39 Morningside Road, Winter Haven
$24,900
2 Beds ⋅ 2 Baths ⋅ 11681122 MLS
** Exclusive Listing! Contact listing agent below for ALL showings and offers.** PRETTY 2BED/2BATH SPLIT PLAN WITH NEWER METAL ROOF! You can afford to soon be living the easy life as the new owner of this well maintained and nicely updated 1981 Fleetwood Broadmore. Priced to sell at $24,900, and measuring 14x60, plus the 11x16 screen room, this home will provide an approximate total of 1010 square feet of enjoyable living space, with two bedrooms and two bathrooms. It is in excellent condition, immediately available, and will be sold unfurnished (appliances will be included), so you may quickly begin to make this your personal showplace, with your own familiar furnishings. This special home is located in Colony Club of Winter Haven, a very friendly 55+ community in the heart of Central Florida. The monthly lot rent is only $600, one of the best rates in the area. Your Florida Forever home is ready for you, so call today and let us help you make it yours! COMMUNITY INFORMATION: Colony Club requires that all prospective residents at Colony Club must have a minimum credit score of 700 and a minimum monthly income of $2,000. Homeowners are responsible to pay for electric, water, sewer, trash removal, and lawn mowing. Up to two pets (25 pound limit) per household are permitted. This is a manufactured home on leased land. The land/lot is not included with the sale.

39 Morningside Road, Winter Haven

Listing courtesy of Shawna Kemp with Mobile Home Spot Inc.
895 Bunker Cirle, #895 Unit #895, Winter Haven
$21,900
2 Beds ⋅ 2 Baths ⋅ 11680992 MLS
2 Bed | 2 Bath | 784 square foot | $21,900 (Hidden Golf Club- Lot 895) PRICE DROP! Seller motivated! Bring offers. Located in highly sought after 55+ community! This well maintained and furnished home offers a bright, comfortable layout. Highlights include- Newer roof (2024), AC (2018). Kitchen offers beautiful updated cabinets. Home has a large lanai for relaxing and shed with newer washer/dryer for additional storage. Long driveway for all your parking needs. Home is located on a quiet street. This home gives you access to a relaxed, resort-style lifestyle. Enjoy the beautifully maintained 18-hole golf course. One-year FREE golf membership with your purchase! Unwind at the heated pool and spa overlooking beautiful Lake Henry. The community also features an on-site restaurant and pub. Residents also enjoy a variety of recreational activities including tennis, pickleball, and shuffleboard. Call today to schedule a tour!

895 Bunker Cirle, #895 Unit #895, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities
220 King Road, Winter Haven
$110,000
2 Beds ⋅ 1 Baths ⋅ B4902220 MLS
***Investor Special*** Welcome to this 2 bedroom 1 bath home. It is in need of some work but not out of range for the right do it your self investor. It is situated on .6 acres of land with room on the back of the lot for a garden, chickens or storage building. This property is located in Winter Haven and is close to everything you need.

220 King Road, Winter Haven

Listing courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC. 863-899-5010
5444 San Pietro Drive, Winter Haven
$304,999
4 Beds ⋅ 3 Baths ⋅ TB8491382 MLS
Virtually Staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests, while the spacious laundry room upstairs comes complete with a brand-new washer and dryer. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5444 San Pietro Drive, Winter Haven

Listing courtesy of CASA FRESCA REALTY. 813-727-4093
104 RIGI SLOPE DR, Winter Haven
$54,990
2 Beds ⋅ 2 Baths ⋅ 11680594 MLS
Discover retirement retreat in Swiss Village, a 55+ community nestled on Lake Henry. This maintained Palm Harbor manufactured home offers comfortable living with 2 bedrooms and 2 bathrooms, plus bonus spaces that make it truly special. Step inside to find updated polywood flooring throughout, replacing carpet in 2022 when subfloors were also reinforced with 3/4" plywood. Enjoy an enclosed front porch (10x15), a heated and air-conditioned sunroom (12x17), a dedicated shed/laundry room (8x10), and additional storage closet (8x10). In 2024, nineteen hurricane slider windows were installed for peace of mind, and in 2026, a brand-new 25-year warranty roof rated for 160 mph winds was added. The HVAC was replaced in 2018, and the entire home has been repiped with PVC. Beyond your front door, Swiss Village feels like a permanent vacation. Residents enjoy two swimming pools, two jacuzzi spas, championship shuffleboard courts, miniature golf, horseshoes, a billiard room, and a large clubhouse with planned activities. Mature trees and charming street lamps create a picturesque neighborhood atmosphere. Pet-friendly and conveniently located near Disney, major sporting venues, excellent shopping, dining, and two modern hospitals, this community has it all. The current owners pay a lot lease of just $374/month, with market rate adjusting in January 2027**. So enjoy discount until 2027.** Don't miss your chance to call this charming lakeside community home! VISIT THE LISTING AGENT'S WEBSITE TO EXPLORE THE VIRTUAL TOUR, THEN ARRANGE A PRIVATE SHOWING IN PERSON. OUT OF TOWN!?!? NO WORRIES, WE CAN DO VIRTUAL SHOWINGS AND WE ARE ABLE TO DO PAPERWORK REMOTELY. FEEL FREE TO CALL, TEXT, OR EMAIL ME. I LOOK FORWARD TO BEING YOUR RAY OF SUNSHINE AND HELPING YOU CALL YOUR NEW HOUSE A HOME! **All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Our company does not and cannot guarantee or warrant the accuracy of this information or the condition of this property. Measurements are approximate. ***The buyer assumes full responsibility for obtaining all current rates of lot rent, fees, and pass-on costs. Additionally, the buyer is responsible for obtaining all rules, regulations, pet policies, etc., associated with the community, park, or home from the community/park manager. Our company is not responsible for quoting said fees or policies. Financing is available through 3rd party lenders. Please contact the sales agent for additional information. The listing price does not include the buyer's closing cost (sales tax etc)

104 RIGI SLOPE DR, Winter Haven

Listing courtesy of Chrissy Walter with Sunset Home Sales
607 Country Lane Ne Unit 607, Winter Haven
$142,500
2 Beds ⋅ 2 Baths ⋅ P4938221 MLS ⋅ 600 BLDG.
R E D U C ED AND WELCOME HOME TO THIS MOVE IN READY LAKEFRONT CONDO. 2BEDROOM - 2 BATH WITH 1252 SQ FT OF LIVING AREA , PLUS A FLORIDA ROOM OVERLOOKING LAKE BUCKEYE. THIS CONDO UNIT HAS STORAGE THROUGHOUT, GREAT STORAGE CLOSET OFF THE FLORIDA ROOM, ALSO INSIDE UTILITY WITH WASHER/DRYER HOOKUPS AND THE PRIMARY BEDROOM HAS A WALK IN CLOSET. YOU HAVE THE PRIVACY OF THIS UPSTAIRS UNIT WITH A BEAUTIFUL VIEW, NEW CARPET & INTERIOR PAINT,. IT ALSO FEATURES CONVENIENT COVERED PARKING AND COMMUNITY POOL & TENNIS. LOCATED NEAR POLK STATE COLLEGE , YOU CAN ENJOY A WALK AROUND NEARBY LAKE ELBERT OR DRIVE JUST MINUTES TO DOWNTOWN WINTER HAVEN FOR SHOPPING, RESTAURANTS AND COMMUNITY EVENTS. DON'T MISS OUT ON THIS LAKEFRONT VIEW OF LAKE BUCKEYE .

607 Country Lane Ne Unit 607, Winter Haven

Listing courtesy of FLORIDA HOME CHOICE REALTY. 863-412-2727
2222 Tamarron Lane, #467 Unit #467, Winter Haven
$74,900
2 Beds ⋅ 2 Baths ⋅ 11680503 MLS
2BR | 2BA | 1,900 Sq Ft | $74,900 Four Lakes Golf Club Lot 467 Price reduced again! Location, space and character-this home truly has it all! Situated on a desirable corner lot just steps from the clubhouse, pool, and restaurant, you'll love the convenience and vibrant lifestyle this home offers. This home is designed to maximize Florida living, featuring both a front Florida room and a side windowed lanai, giving you multiple sunny spaces to relax, entertain and enjoy the energy of the community. Inside, you'll find a spacious living room with a charming corner fireplace and a stunning arched entryway that leads into a bright, window-lined Florida room. The kitchen is ideal for entertaining or everyday living, with generous counter space, a snack bar, and a pass-through to the Florida room. The dining room's built-in buffet adds elegance and extra storage. Features a laundry room with built in desk and cabinetry. Retreat to the oversized primary suite with a large en suite bath featuring double sinks, a vanity area, and a walk-in shower. An oversized golf cart garage with sink and workbench adds convenience and versatility. Golf cart and one FREE year of golf is included! This is more than a home-it's a lifestyle in one of the community's most desirable locations-at an exceptional price.

2222 Tamarron Lane, #467 Unit #467, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
144 Morning Glory Circle, Winter Haven
$265,000
3 Beds ⋅ 2 Baths ⋅ P4938259 MLS
REDUCED AGAIN!!! Welcome to the beautiful waterfront resort-style gated community of Winterset. ! Enjoy the charming 3-bedroom, 2-bathroom home offering a delightful living experience with beautiful hardwood flooring. Built in 2006, this well maintained home is move in ready. The open floor plan seamlessly connects the main living areas, creating a spacious and airy feel throughout. The master bedroom is a serene retreat, complete with ample space, a walk-in closet, and an en-suite bathroom. The additional two bedrooms available for a home office, a guest room, or a personal hobby spa. . Enjoy the resort-style amenities that make this community truly exceptional. The clubhouse serves as a gathering place for residents. The sparkling pool and hot tub invite you to take a refreshing. Bring your boat- ramp available for enjoying Winter Haven’s famous chain-of-lakes.

144 Morning Glory Circle, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 863-324-1000
120 Hideaway Lane, #120 Unit #120, Winter Haven
$39,900
2 Beds ⋅ 2 Baths ⋅ 11680466 MLS
Hidden Cove / Lot #120 / 2 Bedroom/2 Bath / 1,040 Sq. Ft. / NOW ONLY $39,900.00 !!! THAT'S A 5k PRICE REDUCTION! This home may be a 1983, but it doesn't look a day over 2024 with all of the work that has been done! Located in beautiful Hidden Cove, this gorgeous home boasts: New A/C New Vapor Barrier, Tie Downs & Insulation New Thermo-Pane Windows & Siding Luxury Vinyl Plank Flooring Throughout Large Covered Patio w/BBQ Grill Custom Kitchen Cabinets, Countertops, & Backsplash Stainless Steel Appliances PRE-WIRED FOR A GENERATOR 2 Updated & Refreshed Bathrooms Insulated Metal Roof And comes partially furnished! This is a MUST SEE!

120 Hideaway Lane, #120 Unit #120, Winter Haven

Listing courtesy of Donna Kendall with CRF Communities
1256 Las Brisas Lane, #365 Unit #365, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ 11680471 MLS
2BR | 2BA | 1,400 Sq Ft | $129,900 Four Lakes Golf Club Lot 365 Where lifestyle meets luxury views... Step into this beautifully updated home and be instantly captivated by the panoramic golf course and water views showcased in the stunning windowed Florida room-your personal sanctuary for relaxation or entertaining. Thoughtfully designed with modern laminate flooring and upgraded countertops, this home blends comfort with elegance. The spacious primary suite features a private en suite bath, walk-in shower, seated vanity, and direct access to the Florida room-bringing the outdoors in. The oversized golf cart garage is a rare bonus, complete with laundry, sink, built-in workbench and ample overhead storage. Step outside to your side patio-ideal for grilling and enjoying peaceful evenings with a view. Bonus Features Include: New Roof 2025 Furnished Decorator driveway and Golf Cart Garage. Golf cart included with sale. One year of FREE golf. This is more than a home-it's a lifestyle upgrade.

1256 Las Brisas Lane, #365 Unit #365, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
4918 Rosewood Street, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ P4938247 MLS
This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the remodeled bathrooms. All flooring is either ceramic or vinyl flooring. The Singled roof is approximately 11 years old and the ac was installed in 2025. The water heater was installed in 2024. A new refrigerator was installed in Sept 2026. This home will be sold mostly furnished. If that isn't enough, from the carport area there is a beautiful view of the lake and lakeside amenities. Oakwood Estates is a very active 55+ community offering many amenities including two pools, two clubhouses, miniature golf, tennis courts, shuffleboard and more. You can be as busy as you want, or just sit back and enjoy peaceful Florida living. Visit the Oakwood website for more info on the community and to see the governing docs.

4918 Rosewood Street, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
1014 Eagle Drive, Winter Haven
$65,000
2 Beds ⋅ 2 Baths ⋅ 11679738 MLS
Tucked away at the end of the street, this charming 2-bedroom, 2-bath home offers privacy and peaceful living with no side or rear neighbors. The desirable split floor plan provides comfort and functionality, perfect for both everyday living and hosting guests. Enjoy a series of thoughtful updates, including stainless steel appliances (2022), A/C (2020), roof & leaf filter system (2023), new flooring (2024) for low-maintenance living. The spacious primary suite features an updated bathroom, adding a modern touch. The large rear bonus room provides flexible space for a hobby room, office, or additional living area. Relax in the screened-in back room and take in the natural surroundings-perfect for enjoying the peaceful beauty of the community. This home also includes a golf cart-perfect for getting around the community with ease and enjoying the Florida lifestyle. Outside, the double driveway offers ample parking and the shed houses the washer and dryer for added convenience. This home combines privacy, updates, and extra living space-ready for you to move in and enjoy Florida living at its best! 2026 Lot rent 729.00. Property address is 1014 Eagle Drive, Winter Haven, FL 33881. Swiss Golf & Tennis is a gated active 55+ Communities with access to 18 hole Executive golf course, tennis, pickle ball, 2 pools and clubhouses, on site Restaurant and Pub with so much more and all the beauty of Central Florida. All listing information given to Sun Resales, Inc., is considered appropriate and reliable. Measurements are approximate. The buyer assumes full responsibility for obtaining all current rates of lot rent, fees, and pass on costs. Additionally, the buyer is responsible for obtaining all rules, regulations, pet policies, etc., associated with the community, park, or home from the community park manager. Sun Resales, Inc. is not responsible for quoting of said fees or policies. OUT OF TOWN!?!? NO WORRIES, WE CAN DO VIRTUAL SHOWINGS AND WE ARE ABLE TO DO PAPERWORK REMOTELY. Contact Cindy Minnick with Sun Resales today to schedule your tour!

1014 Eagle Drive, Winter Haven

Listing courtesy of Cindy Minnick with Sun Resales, Inc.
2935 Plantation Road, Winter Haven
$529,900
4 Beds ⋅ 4 Baths ⋅ L4959891 MLS
Highly motivated seller! Bring all reasonable offers. This beautiful property is priced to move and the owner is ready to make a deal. Don't miss this incredible opportunity—schedule your showing today! Located in the highly sought-after gated golf community of Cypresswood in Winter Haven, this beautiful 4-bedroom, 3-bathroom home offers over 2,800 square feet of spacious living when pool room footage is added. The offering includes a private pool, and a 9x9 pool house complete with a half bath, perfect for guests, poolside entertaining, or an additional flex space. Inside, the home boasts a formal living room and an open-concept family room, dining area, and kitchen, creating a bright and inviting atmosphere ideal for both everyday living and hosting. Also features granite countertops, resurfaced garage, private office, freshly painted interior, paver driveway, and so much more. Enjoy the comfort, privacy, security, and lifestyle that come with living in one of Winter Haven’s premier golf communities.

2935 Plantation Road, Winter Haven

Listing courtesy of LBJ REALTY AND ASSOCIATES LLC. 863-206-1552
1114 Brimstone Circle, Winter Haven
$399,000
4 Beds ⋅ 3 Baths ⋅ O6392519 MLS
Welcome to Harmony at Lake Eloise, a thoughtfully crafted community in the heart of Winter Haven, designed for homeowners who want modern style and smart features. A beautifully designed floor plan offering open concept living, flexible spaces, and contemporary finishes. The home centers on a stylish kitchen with Shaker cabinetry and stainless-steel Whirlpool appliances, creating the perfect setting for everyday living and effortless entertaining. Built with long-lasting quality in mind, homes feature block-on-block construction, architectural shingles, and timeless stucco exteriors. The largest lot in the community. The open floor plan connects the foyer with a spacious great room and dining area, ideal for entertaining or family gatherings. The kitchen features solid-surface countertops, stainless steel appliances, a disposal, and thoughtful layout for everyday meal prep and hosting. The owner's suite includes a spa-style bathroom and walk-in closet; other bedrooms are generous in size and brightness. A dedicated loft space with scenic window views offers the perfect spot for relaxation or a home office. Eco-conscious tenants will appreciate the solar power system, which contributes to energy savings, and a modern security camera system for peace of mind. With a quiet and good-sized lot, perfect to enjoy Florida weather. Inside, integrated smart home technology brings added convenience, comfort, and peace of mind. The community boasts a state-of-the-art, two-story amenity center, an impressive hub for recreation, relaxation, and connection. Residents will also enjoy private boat slips with direct access to Lake Eloise, offering a true Central Florida lifestyle on the water. Harmony at Lake Eloise is where modern living, exceptional amenities, and a connected location come together. Beyond the interiors, residents can enjoy the tranquil surroundings of Lake Eloise, where outdoor activities abound. Whether you prefer strolls along the water or engaging in recreational activities, this community offers a wealth of opportunities to connect with nature. Located in the master-planned community of Harmony at Lake Eloise, residents currently enjoy access to a community pool, sidewalks throughout the neighborhood, walking paths around scenic ponds, and a designated bike accessway. Future community plans include a proposed lakefront amenity center on Lake Eloise and a planned commercial area with neighborhood shops (subject to development timelines and approvals). Conveniently located near LEGOLAND Florida Resort, the AdventHealth Fieldhouse and Conference Center, and the Freedom Boat Club Winter Haven Lake Eloise location, offering an additional boating lifestyle option by membership. Additional sports and recreation facilities are planned nearby, including four collegiate-level baseball fields projected to generate economic activity for the City of Winter Haven (publicly discussed development plans). Cypress Junction Montessori is planned nearby and is currently accepting enrollment for 2026. Polk County has begun clearing and dredging efforts at nearby Lake Lulu, with discussions suggesting a future canoe and kayak launch and park area (subject to county completion and final designation). With continued infrastructure investment, future recreational access to the Chain of Lakes is anticipated in some form, subject to approvals. Discover the harmony of life at Lake Eloise today!

1114 Brimstone Circle, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS. 407-629-4420
121 Bates Avenue Se, Winter Haven
$179,000
2 Beds ⋅ 1 Baths ⋅ OM721475 MLS
Located in the heart of downtown Winter Haven, FL, this versatile R-3 zoned property presents an excellent opportunity for homeowners, investors, or those seeking future development potential! This charming residence features 2 bedrooms and 1 full bathroom, offering a functional layout with comfortable living spaces. The home includes a spacious kitchen with ample cabinetry and room for dining, perfect for everyday living or rental use. A dedicated utility room adds convenience and extra storage space. Connected to city water and sewer, this property provides reliable infrastructure and ease of maintenance. The R-3 zoning allows for a variety of potential uses (buyer to verify with city) making this a flexible investment in a growing and desirable downtown location. Enjoy close proximity to local shops, dining, parks, and all that Winter Haven has to offer, including its renowned chain of lakes! Whether you're looking for a primary residence, rental property, or future development opportunity - this property checks all the boxes!

121 Bates Avenue Se, Winter Haven

Listing courtesy of RE/MAX REALTY PLUS. 863-385-0077
1629 Nantucket Way, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ TB8490344 MLS
Welcome home to Peach Crossings, a brand-new community in Winter Haven! This stunning three-bedroom, two-bathroom home is designed for modern living, featuring an open-concept layout and stylish finishes. The kitchen is a chef’s dream, offering plenty of counter space 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 granite countertops and sleek cabinetry add a touch of elegance and timeless appeal. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Step outside to the covered patio, a perfect spot for relaxing, dining, or enjoying the beautiful Florida weather. This home is also packed with energy-efficient upgrades, including double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom located off the garage provides a dedicated space to store shoes, bags, and coats, keeping your home neat and organized. Plus, it’s conveniently placed next to the laundry room for maximum functionality. Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community! Nestled in Polk County, Peach Crossings offers a perfect blend of serene lake living with easy access to shopping, dining, and top attractions. Families will love the highly-rated Polk County schools, while the community itself features a playground and a picnic area for residents to enjoy. This home is move-in ready with all upgrades included! Schedule your tour today

1629 Nantucket Way, Winter Haven

Listing courtesy of LGI REALTY- FLORIDA, LLC. 904-449-3938

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