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3843 Eloise Estates Court, Winter Haven
$280,000
3 Beds ⋅ 2 Baths ⋅ P4936639 MLS
HUGE PRICE REDUCTION! POND-VIEW MOVE-IN READY HOME! Enjoy a serene setting and modern updates including tile flooring & kitchen backsplash (2022) and a NEW ROOF (2023). Kitchen features granite countertops and stainless steel refrigerator. Spacious master suite with pond view, walk-in closet, and large bathroom. Split bedroom layout offers privacy and comfort. Located near Lake Smart with Chain of Lakes access! Community offers a pool and is just a short walk to the lake. This community also offers a community dock so bring your poles. Conveniently located near HWY 27, I-4, and HWY 60. Approx. 6 miles to LEGOLAND, 4 miles to Winter Haven Hospital & Publix, and 6 miles to Winter Haven Regional Airport. Furnishings negotiable (TVs do not convey). Schedule your showing today—don’t miss this opportunity!

3843 Eloise Estates Court, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 11@gmail.com

757 Lake Jessie Drive, Winter Haven
$240,000
TB8427058 MLS
COME BUILD YOUR DREAM HOME RIGHT ACROSS THE STREET FROM LAKE JESSIE ! LIVE THE BEST LIFE OF WHAT FLORIDA HAS TO OFFER NEAR BEAUTIFUL LAKE JESSIE ! THIS VACANT LAND HAS 3 SEPARATE PARCELS THAT HAVE BEEN DEEDED TOGETHER TO MAKE ONE BUILDABLE LOT THAT IS “JUST SHY” OF ONE ACRE ! THE TOTAL SIZE OF THIS LAND IS .73 OF AN ACRE APPROXIMATELY ! YOU CAN ACCESS LAKE JESSIE WHERE YOU CAN ENJOY THE BEST LAKE ACTIVITIES THAT ARE AVAILABLE SUCH AS : WAKEBOARDING, WATERSKIING, PADDLEBOARDING, KAYAKING, BOATING AND BAREFOOT SKIING ! THIS LOT/LAND IS LOCATED 10 MINUTES FROM DOWNTOWN WINTER HAVEN WHERE YOU CAN FIND RESTAURANTS, THEATERS, HOSPITAL AND CENTRAL PARK EVENTS ! YOU ARE ONLY 30-45 MINUTES FROM THE BEST OF FLORIDA’S RESORT PARKS LIKE DISNEY WORLD, LEGO LAND AND UNIVERSAL STUDIOS ! WITH NO HOA YOU CAN PICK YOUR OWN BUILDER ! WITH THE RIGHT DESIGN AND BUILDING PLANS YOU CAN VIEWS OF THE LAKE EVERYDAY ! PLEASE COME DRIVE BY THIS LOT ANYTIME YOU WOULD LIKE TO SEE IT IN PERSON !

757 Lake Jessie Drive, Winter Haven

Listing courtesy of FLORIDA EXECUTIVE REALTY. 813-327-7807

38th Street Nw, Winter Haven
$220,000
TB8432726 MLS
Seize a prime investment opportunity in the heart of Winter Haven with this vacant corner lot. Ideal for building your dream home or for savvy investors and developers aiming to meet the rising demand for single-family homes. Zoned residential, it supports the construction of 4 single family homes. Essential infrastructure— electricity—is readily accessible. Enjoy unparalleled convenience with nearby schools, public transportation, and major roads. Don’t let this exceptional chance slip by. Documents have been submitted to have the lot split into 4 lots with Polk county! Please use caution when entering and walking this vacant wooded land. Uneven terrain, vegetation, wildlife, and other natural conditions may pose potential hazards. By entering the property, you acknowledge and assume all risks associated with access. The Seller and Broker make no representations regarding safety and shall not be held liable for any injury, accident, or harm that may occur while on the property. Entry is at your own risk.

38th Street Nw, Winter Haven

Listing courtesy of MIHARA & ASSOCIATES INC.. 813-960-2300

502 Leyland Cypress Way, Winter Haven
$98,800
2 Beds ⋅ 2 Baths ⋅ 11581294 MLS
CYPRESS CREEK VILLAGE #61 / 2 BED / 2 BATH / 1,344 SF / $98,800 POND VIEW HOME with Double Driveway! This Large WELL MAINTAINED updated home is partially furnished and move-in-ready for you! This 2006 Nobility Home features an open floor plan and large two-level lanai overlooking a pond! Lanai includes tile floors, vinyl windows, roman shades, and a covered patio that is perfect for grilling out! The open plan combines dining room, family room, and living room. A light filled kitchen with breakfast nook is steps away. Vaulted ceilings add volume to the open space. The split floor plan provides privacy for the guest bedroom at the far end of the home. Upgrades include: Newer architectural shingle roof and air-conditioning (installed in 2020), hard floors, and amazing plantation shutters - providing the perfect Florida feel. Master bath remodel includes new vanity, tile shower surround, barn doors, and tall commode. Large master bedroom features a walk in closet. The double driveway provides room for multiple cars and a golf cart! The large, corner lot is filled with tropical trees and is truly a Florida Paradise! Cypress Creek Village is one of the Newest Gated 55+ active adult communities in Central Florida. This pet friendly community is located in beautiful Winter Haven, halfway between Tampa and Orlando -- both with major airports. Close to downtown Winter Haven and attractions such as Disney World, Universal Studios, Lego Land, and Bok Tower Gardens. Ride your golf cart to Cypresswoods Golf Course, Dollar General, and several retail shops. This gem of a home won't last long! Schedule your showing today.

502 Leyland Cypress Way, Winter Haven

Listing courtesy of Russ Heitman with CRF Communities

1008 Heartwood Cypress Dr., Winter Haven
$87,900
2 Beds ⋅ 2 Baths ⋅ 11581332 MLS
CYPRESS CREEK VILLAGE #222 / 2 BED / 2 BATH / 1,000 SF / $87,900 SPRING SAVINGS! NEW LOWER PRICE APPLIES TO MARCH 2026 BUYERS! COZY HOME with tranquil views! This 2016 Nobility Home features an open floor plan AND two large bedroom suites! The screen room overlooks a meadow framed by live oak trees. An additional covered area by the shed is a perfect spot for grilling! The open plan combines a breakfast nook, living room, and light filled kitchen. Vaulted ceilings add volume to the open space. The split floor plan includes two bedroom suites at opposite ends of the home for privacy. Both suites have walk in closets. This popular "Mandy Model" home works well for singles or couples. Upgrades include: New architectural shingle roof in 2022 / New floors in kitchen, laundry, and guest bathroom in 2024 / New washer and dryer in 2022 / New dishwasher and refrigerator in 2021. Cypress Creek Village is the Newest Gated 55+ active adult community in Central Florida. This pet friendly community is located in beautiful Winter Haven, halfway between Tampa and Orlando -- both with major airports. Close to downtown Winter Haven and attractions such as Disney World, Universal Studios, Lego Land, and Bok Tower Gardens. Ride your golf cart to Cypresswood Golf Course and Restaurant, Dollar General, and several retail shops. This affordable home feels warm and cozy! Schedule your showing today.

1008 Heartwood Cypress Dr., Winter Haven

Listing courtesy of Russ Heitman with CRF Communities

3307 Fox Ridge Drive, Winter Haven
$230,000
3 Beds ⋅ 2 Baths ⋅ L4956106 MLS
Short Sale. BANK APPROVED PRICE! Welcome to your 3 bedroom 2 bathroom home located conveniently in Winter Haven with easy access to shopping, dining, and major roadways. The roof and AC were replaced in 2023. This home features luxury vinyl plank flooring throughout. The living room is spacious and features vaulted ceilings. The kitchen has been remodeled and features newer cabinets and granite countertops and a closet pantry. The primary bedroom is spacious with a walk in closet and en-suite bathroom. The remaining bedrooms offer plenty of space and share the main hall bathroom featuring a single sink vanity and tub/shower combo. The home also features a large screened in back porch, the perfect spot for entertaining. This home has so much to offer. Schedule your private showing today!

3307 Fox Ridge Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234

1709 Linz Ct, Winter Haven
$248,000
2 Beds ⋅ 2 Baths ⋅ P4936273 MLS
NATURE CALLS, flies, and strolls by this beautiful NEW CONSTRUCTION Villa. Complete, and ready for its 1st happy homeowner. Bright, fresh, and relaxing 2 bedroom 2 bath with 2 car garage. The beautifully finished kitchen comes complete with a full stainless steel appliance package, granite tops, and modern gray cabinets. These lovely cabinets, and countertops also complement both the primary bath, and the guest bathroom. Neutral colors offer a nice finish to this well designed floor plan. Enjoy the privacy from your screened patio with no back door neighbors. Easy living awaits without the big worries. Exterior paint, roof replacement, irrigation water, yard maintenance, and Spectrum Internet/TV package is included in the reasonable monthly fees. Enjoy the social activities with the neighbors, splash in the community pool, or make a hit on the tennis/pickleball courts. The convenient location, and reasonable monthly fees makes this 55+ community an easy choice. Step inside, fall in love. Make it yours!

1709 Linz Ct, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 11@gmail.com

1818 6th Street Se, Winter Haven
$479,000
5 Beds ⋅ 3 Baths ⋅ O6341480 MLS
Fully Renovated! Discover the perfect blend of modern upgrades and timeless charm in this beautifully updated 5-bedroom, 3-bathroom home. Featuring a brand-new kitchen, updated living spaces, new flooring throughout, and completely renovated bathrooms, this property is truly move-in ready. Recent upgrades include a new roof (2024), new electrical panel, new water heater, fresh interior and exterior paint, and all-new lighting and ceiling fans. The kitchen is a standout, showcasing quartz countertops, new cabinetry, stainless steel appliances, and modern finishes. Enjoy the warmth of a cozy wood-burning fireplace or step outside to your private oasis with a resurfaced pool and a spacious, fully fenced backyard—perfect for entertaining or relaxing. Located between Orlando and Tampa with no HOA or CDD, this home offers flexibility, freedom, and excellent investment potential. Conveniently close to major highways, theme parks, shopping, and dining. Short-term rentals are allowed, making this a great opportunity for both homeowners and investors.

1818 6th Street Se, Winter Haven

Listing courtesy of GARCIA REALTY GROUP. 407-920-3616

2400 Buckeye Road Ne, Winter Haven
$600,000
P4936046 MLS
Prime development opportunity located at 2400 Buckeye Rd NE in Winter Haven. This 4.45-acre parcel is situated at the intersection of two collector roads—Buckeye Loop Road with an average daily traffic count of 14,800 and Buckeye Road NE with an average daily traffic count of 10,100—offering excellent visibility and access. The property falls within the Residential Low-3 (RL-3) future land use designation, allowing for low-density residential development with a minimum lot size of 10,000 square feet. It is also located within the Buckeye Heights Subdivision. City of Winter Haven water lines run adjacent to the property, and the land is contiguous to city limits, making it eligible for voluntary annexation. Upon annexation, the City may consider assigning zoning designations consistent with nearby uses, including R-2, R-3, or potentially a commercial designation, subject to City Commission approval. This makes the site an excellent candidate for developers looking to build single-family residential homes or explore rezoning options for higher density or mixed-use projects. The area continues to see residential and infrastructure growth, making this an ideal investment for builders or investors seeking a well-positioned piece of land with long-term potential. Please see all attachments for more information.

2400 Buckeye Road Ne, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

98 Rigi Slope Unit #98, Winter Haven
$42,900
2 Beds ⋅ 2 Baths ⋅ 11558861 MLS
Swiss Village / Lot #98 / 2 Bedroom/2 Bath / 1,320 Sq. Ft. / $42,900.00 REDUCED $5K!! This beautiful home is right across from the clubhouse! It has great curb appeal with the screen room and covered front porch to enjoy the Florida breeze and weather as your friends are shoveling out snow up north! This home is priced to sell with so many upgrades such as: New A/C, New Roof & Carport, Updated counter tops, Handicap Commode, Furnished, Carpet Allowance, and Long Driveway! This home presents so well and has been well maintained since it was newly purchased in 1982. Spacious, this home has two walk-in closets, a large master ensuite, extra linen closets, built ins, and plenty of kitchen cabinets. Put your name on this beautiful home before it is gone!

98 Rigi Slope Unit #98, Winter Haven

Listing courtesy of Donna Kendall with CRF Communities

6764 Brentwood Dr NE, Winter Haven
$133,000
2 Beds ⋅ 2 Baths ⋅ 11557144 MLS
Welcome to one of the most desirable 55+ communities in Florida! You have found this hidden gem located on a canal front lot between Lake Henry and Lake Hamilton in Northeast Winter Haven. This FURNISHED 2-bedroom, 2-bathroom manufactured home will offer you a relaxing move-in ready lifestyle with multiple upgrades. Some of the extras included in your purchase are a new roof, upgraded kitchen appliances, a large bonus 'Florida Room' with wall mounted A/C for added comfort, additional enclosed front patio, a workshop with laundry, and so much more...... Oh, and did I forget to mention, you OWN your lot! That's right -, NO LOT RENT! Here at Lake 'N Golf Estates you will enjoy multiple community amenities including a large multi-purpose clubhouse with daily and weekly activities, heated pool, spa, shuffleboard courts, a boat dock and boat ramp and low ANNUAL Hoa fees of only $550. This low fee makes this home affordable whether you choose to live here year-round or seasonally. Enjoy the convenience of living close to HWY 27, midway between Tampa and Orlando with easy access to dining, shopping, medical offices and of course the famous 'Winter Haven Chain of Lakes'. Call today to schedule your private showing.

6764 Brentwood Dr NE, Winter Haven

Listing courtesy of Toni Albritton with TONI ALBRITTON

3356 Avenue Q  Nw, Winter Haven
$290,000
4 Beds ⋅ 2 Baths ⋅ S5132588 MLS
BACK ON MARKET — NOW PRICED UNDER $300K! Seller offering a $5,000 buyer closing cost credit. Occupied Winter Haven duplex generating $2,550/month in gross rental income. Both units are 2 bed / 1 bath and feature stone countertops, laminate flooring, and separate living spaces. No carpet. No HOA. No current vacancy. This property offers immediate income from day one with a practical two-unit setup for long-term rental demand. Located in a quiet residential area less than 2 miles from public schools, near Winter Haven’s Chain of Lakes, Lake Shipp Park, public boat ramps, trails, shopping, dining, and approximately 20 minutes from LEGOLAND Florida. Investors looking for an income-producing asset under $300K should take a serious look. Schedule your showing today.

3356 Avenue Q Nw, Winter Haven

Listing courtesy of BANERSY REAL ESTATE, LLC. 407-962-6201

4612 Reynosa Drive Sw, Winter Haven
$305,000
3 Beds ⋅ 2 Baths ⋅ V4944212 MLS
Short Sale. BACK ON THE MARKET WITH A BANK-APPROVED SHORT SALE PRICE! Don’t miss the opportunity to own this one-of-a-kind, 3-bedroom, 2-bathroom, 2-car garage custom home. Upon arriving at the property, you are greeted by an oversized lot and mature trees in a quiet, well-established neighborhood. Inside, the home offers an open and split floor plan, cathedral ceilings, and an indoor/outdoor pool that flows from the back patio into the living room, adding a unique feature to this property—perfect for entertaining and allowing you to take a dip in any weather. On the left side of the home are two spacious bedrooms with large closets and a shared bathroom featuring a single vanity and a shower/tub combo. Moving to the right side of the house, you’ll find the master suite, loft, and kitchen. The master suite offers ample space and direct access to the pool area. The en-suite bathroom includes a garden tub and walk-in shower. The loft overlooks the living room and pool area and also contains two large storage spaces on either side, making storage accessible while serving as a great spot to watch a show and unwind. The kitchen features tile countertops and a small bar for additional seating. Right out back, the pool is enclosed in a full-screen cage with a large deck. The yard also boasts a shed for storage and plenty of space for activities. This home has so much to offer. Don’t wait—schedule your private showing today!

4612 Reynosa Drive Sw, Winter Haven

Listing courtesy of LPT REALTY LLC. 877-366-2213

369 Putter Circle, Winter Haven
$44,000
2 Beds ⋅ 2 Baths ⋅ 11546825 MLS
This 2-bedroom, 2-bathroom home offers a perfect place for relaxation plus lots of room for activities. Enjoy the convenience of an inside laundry and unwind in your private screened room at the back of the home. The central A/C was upgraded to "mini splits" in 2028 & 2019 in the living room, the Florida room and both of the bedrooms. The windows were replaced in 2018. There is a handicapped lift at the front door so no problems with walkers or wheelchairs. In fact, the "guest" bedroom has double doors for easy access. Home is offered furnished. Includes an older golf cart which hasn't been used in a couple years. Embrace the Florida lifestyle in style! More photos and 360 video to come 2025 monthly lot rent $681.00 Swiss Golf & Tennis is an active 55+ gated Community 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. Community is located on Lake Henry in Winter Haven, FL. Property address is 369 Putter Circle, Winter Haven, FL 33881. 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!

369 Putter Circle, Winter Haven

Listing courtesy of Cindy Minnick with Sun Resales, Inc.

1340 Daisy Field Dr, Winter Haven
$310,000
4 Beds ⋅ 2 Baths ⋅ O6331865 MLS
SELLER MOTIVATED!!! investment opportunity Welcome to this stunning corner-lot home located in the desirable community of Harmony on Lake Eloise — just minutes from LEGOLAND and perfectly situated between Tampa and Orlando! This beautifully designed property offers a modern open-concept floor plan ideal for today’s lifestyle. Step inside to find elegant shaker-style cabinets, quartz countertops, and a stainless-steel range hood vented to the exterior. The kitchen is fully equipped with Whirlpool stainless-steel appliances including range, dishwasher, refrigerator, washer, and dryer — all included! The spacious layout provides comfort and style with thoughtful upgrades throughout. The large corner lot offers a generous backyard, perfect for entertaining, relaxing, or even building your dream outdoor space. Built with quality in mind, the home features block-on-block construction, architectural shingles, and a sleek stucco exterior for long-lasting durability and curb appeal. Inside, integrated smart home technology allows you to control lighting, temperature, and more — all from the palm of your hand. Living in Harmony on Lake Eloise means enjoying Florida’s outdoor lifestyle with access to the Chain of Lakes, nearby parks, shopping centers, restaurants, and golf courses. Plus, with easy access to major highways, commuting is a breeze. Don’t miss your chance to own this move-in-ready home in one of Central Florida’s most convenient and charming communities!

1340 Daisy Field Dr, Winter Haven

Listing courtesy of PREFERRED REAL ESTATE BROKERS. 407-440-4900

4273 Stafford Drive, Winter Haven
$349,900
3 Beds ⋅ 2 Baths ⋅ P4935622 MLS
This 3 bedroom 2 bath home is located in an established neighborhood close to the Polk parkway for easy access to Orlando or Tampa. The Kitchen is equipped with stainless steel appliances, wood cabinets, granite counter tops, breakfast bar. There is a fire place and a wet bar in the large living room with beautiful tile & wood flooring throughout the home. The back porch is screened and the entire backyard is beautifully landscaped with mature landscaping, various trees and surrounded with a brick wall. There is also a detached workshop that is completely finished with tile floors and air conditioning. The home features a gas tankless hot water heater and smart lock on the doors.

4273 Stafford Drive, Winter Haven

Listing courtesy of THOMAS REALTY. 863-412-4253

19 Garden Way, Winter Haven
$18,000
2 Beds ⋅ 1.5 Baths ⋅ 11538215 MLS
This 1968 on large lot, featuring 2 bedrooms, 1 1/2 bathrooms, , is situated within Cypress Shores Community a resort-style mobile home community for residents aged 55 and above in Winter Haven, FL . Additionally, the property includes a covered carport, a spacious screened-in lanai, and a detached shed. updated kitchen. including a nice sized separate laundry area. The home is positioned on an -large lot by the water and offers convenient walking access to The home features a master bedroom with an ensuite bathroom at one end and two bedrooms or an office and bathroom at the other end, offering privacy for guests. Vinyl wood laminate flooring throughout adds a rich look and feel. The kitchen comes with all appliances: refrigerator, oven/range, built-in microwave, dishwasher, New dual compressor 6/2025 . The home offers a separate shed set up as a workshop. This home is at Cypress Shores features 2 clubhouses, a riverfront pavilion, a private fishing pier, a private marina, very pet-friendly), Boat Ramp and boat parking on property allowed. The approximate monthly lot fee of $731.00. includes water/sewer and access to all the amenities outlined above. Residents refer to Cypress Shores a small slice of PARADISE All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Integrity Mobile Home Sales cannot guarantee or warrant the accuracy of this information, measurements, or condition of any property. Measurements are approximate. Lot rent is subject to change.

19 Garden Way, Winter Haven

Listing courtesy of Jennifer Maasdorp with Integrity Mobile Homes

4246 Cedarwood Street, Winter Haven
$99,000
2 Beds ⋅ 2 Baths ⋅ O6325757 MLS
Welcome to your move in ready home in Oakwood Estates, a gated community designed for those aged 55 and older. This beautifully maintained 2-bedroom, 2-bathroom manufactured home comes fully furnished and is being sold as-is, allowing you to move in comfortably without additional expenses. The double panes windows add thermal efficiency, and the 2014 shingle roof is in great condition . Features Include: - Two spacious bedrooms (split bedroom ) and bathrooms - Two attached screened-in porches, perfect for enjoying the Florida sunshine - Utility shed for additional storage (houses washer/dryer) - Parking space for two vehicles - Access to community amenities, including swimming, shuffleboard, fishing pier, and tennis Location: Conveniently located close to shopping centers and restaurants, everything you need is just a short drive away. Enjoy a vibrant community lifestyle with various social activities and events right at your doorstep. This section is a “No Dog” area but other inside pets are acceptable (cat, bird, fish)

4246 Cedarwood Street, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

440 Midnight Cypress Drive, Winter Haven
$175,000
3 Beds ⋅ 3 Baths ⋅ 11532723 MLS
Lot #97 / 3 B / 3 BA / 1,988 Sq. Ft. / $184,900.00 Spectacular Home! Completely Remodeled 2009 Erica Model in popular Cypress Creek Village! This large home is located on a spacious corner lot. It has a double carport with extra covered golf cart parking. Professionally remodeled upgrades include: - New Architectural Shingle Roof - New Air Conditioner and New Mr. Cool a/c for the tiled Florida Room - New Kitchen including granite counter tops, cabinets, backsplash, wine cooler and more! - New LG "ThinkQ" Appliances - New Mohawk waterproof Luxury plank floors and new carpet/pad. - New Master bath including oversized shower by Westshore Construction - Beautifully Landscaped corner lot. Shed with double doors. Irrigation system. Home is a must see! Featuring a split floor plan with a massive master bedroom at one end - including a huge walk through closet & (2) his/hers bathrooms! This is luxury retirement living in a spectacular community.

440 Midnight Cypress Drive, Winter Haven

Listing courtesy of Russ Heitman with CRF Communities

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