Location: Winter Haven
Do Not Show Listings
737 SANTA MARIA DR, WINTER HAVEN, FL 33884
$478,000Listed 04/22/2026 9:01PM MLS ID: P4938535
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2571 Built: 1993Monthly Fee: $46 Tax: $3,220 (2025)Community: Overlook EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,220
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
Remarks: Already appraised for the listing price, this home is a great opportunity for massive savings every month on utility bills. Current owners typical electric bill in heat of summer is approx. $16 Solar panels WILL be PAID IN FULL by Sellers at closing. 4 BR/2.5 BA w/NEW ROOF 2025, NEW AC 2024. Durable porcelain wood plank-look floors throughout. Stone, wood burning fireplace in great room. Very private, screened 32 x 16 HEATED pool with large covered seating area, cabana bath, outdoor shower and and roomy storage. Well established, small gated community convenient to shopping, downtown WH, chain-of-lakes recreation. Easy going HOA. Pet friendly! Safe concrete block/stucco construction and NO CDD. Don't miss this opportunity to protect yourself from future electric rate hikes. It's move in ready!
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Julie Phillips (561-906-1118)
131 TREMONT DR, WINTER HAVEN, FL 33884
$50,000Listed 04/22/2026 9:17PM MLS ID: O6401182
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1366 Built: 1977 Tax: $1,353 (2025)Community: Eloise Woods Lake RoySingle Family
Taxes:$1,353
Elementary School: None
High School: None
Middle School: None
Remarks: Great opportunity for investors, builders, or buyers looking for a renovation project. Home has sustained fire damage, will require substantial repairs or rebuild, and is being sold as-is. Ideal for those looking to restore, rebuild, or reimagine this home. Situated on a desirable lot with existing utilities in place, offering a streamlined path for redevelopment, and a solid lot footprint. Cash or renovation financing recommended. Perfect for builders or buyers looking to construct new in an established area. Bring your vision and unlock the potential this property has to offer. Large fenced yard, and extra space for parking your toys. Buyer to verify all information and condition. Ideally located on a quiet residential street in an established neighborhood with no HOA. You’ll enjoy a welcoming community feel while being just minutes from Legoland, Walmart, hospital, shopping, dining, major highways, local attractions, and everyday conveniences, making everyday errands and weekend fun effortlessly accessible.
Listing is courtesy of: GENSTONE REALTY (407-237-0905)
Listing Agent: Shaunda Hall (407-625-4044)
1739 UPLAND LN, WINTER HAVEN, FL 33884
$326,990Listed 04/22/2026 6:10PM MLS ID: W7885115
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1815 Built: 2026Monthly Fee: $63Community: Ashton CoveySingle Family
Taxes:$0
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2026
Middle School: Mclaughlin Academy Of Excellence
Remarks: Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Baymont 2-car garage single-family home has it all, all on one level. A welcoming foyer invites you inside and leads you past 2 spacious bedrooms to a unique flex space, which can be used as a study or an additional bedroom. From there, a large great room is where you’ll make memories with family and friends, and it flows directly into the gourmet kitchen. Set up games or enjoy homemade meals around the large center island. At the end of the day, escape to your main-level owner’s suite with its tray ceiling, walk-in closet and double-vanity bath. This is the next level of great living. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)
Listing Agent: Bill Maltbie (813-819-5255)
1726 UPLAND LN, WINTER HAVEN, FL 33884
$386,990Listed 04/22/2026 5:44PM MLS ID: W7885114
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2797 Built: 2026Monthly Fee: $63Community: Ashton CoveySingle Family
Remarks: Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the extended lanai, and store seasonal items in the 3-car garage. There’s even more to love upstairs with a loft, 3 bedrooms and a full bath. In your deluxe owner’s suite, enjoy beautiful tray ceilings, double vanities and a walk-in closet. You can have it all in The Lynn Haven. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
592 ITUNA CIR, WINTER HAVEN, FL 33881
$389,955Listed 04/22/2026 1:03PM MLS ID: L4961319
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2819 Built: 2026Monthly Fee: $50Community: Harbor At Lake HenrySingle Family
Remarks: Under Construction. New construction home with 2819 square feet two-story including 5 bedrooms, 3.5 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 3 and 4 share a jack-and-Jill bathroom. Plus, enjoy a 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey."
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
717 BAYSIDE BLVD, WINTER HAVEN, FL 33881
$334,765Listed 04/22/2026 12:54PM MLS ID: L4961317
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1819 Built: 2026Monthly Fee: $50Community: Harbor At Lake HenrySingle Family
Remarks: Under Construction. New construction home with 1819 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with, Quartz countertops Samsung stainless steel appliances, a walk-in pantry, and a spacious counter height island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. "Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.
443 ITUNA CIR, WINTER HAVEN, FL 33881
$319,120Listed 04/22/2026 12:47PM MLS ID: L4961315
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1644 Built: 2026Monthly Fee: $50Community: Harbor At Lake HenrySingle Family
Remarks: Under Construction. Brand-new 3-bedroom 2-bath home! The Ashlyn features an inviting and open living area under an airy volume ceiling. Relax in your private owner's suite featuring a large en-suite bath with a decorative tiled shower with glass enclosure, dual vanities, a closeted toilet, and walk-in wardrobe .Two secondary bedrooms share a hall bath. Plus, enjoy outdoor living on your covered lanai! This home includes features and finishes hand-selected by our professional designers to provide you with enduring style, move-in convenience, and easy home maintenance: Beautifully designed kitchen with: Breakfast bar. Quartz countertops. 36-in. espresso birch wood cabinets with decorative knobs/pulls. Stainless steel undermount sink with a pull-down faucet. Convenient pantry. Samsung stainless steel appliances: 5-burner smooth-top electric range with wi-fi smart controls. Fingerprint-resistant microwave with ventilation system. ENERGY STAR(R) quiet-operation dishwasher. ENERGY STAR(R)side-by-side refrigerator. . . Low-maintenance luxury vinyl plank flooring throughout the living areas, kitchen, laundry room, and bathrooms. Mohawk stain-resistant carpet in the bedrooms. Energy-efficient LED lighting in the kitchen and gathering room. Custom-fit 2-in. faux wood window blinds. Built-in pest control. Architectural shingles with limited-lifetime warranty. Fully sodded homesite with Florida friendly landscaping and irrigation system. ... and much more!. Save on utilities with energy-efficient R-30 insulation, foam-injected block insulation, double-pane Low-E windows, and a programmable thermostat. For more information about this beautiful, professionally designed move-in ready home in Winter Haven, FL, call or email us today!
6212 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
$299,490Listed 04/22/2026 10:15AM MLS ID: O6401328
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Monthly Fee: $320 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Taxes:$32
Elementary School: Pinewood Elem
Remarks: One or more photo(s) has been virtually staged. Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
853 AVENUE R NE, WINTER HAVEN, FL 33881
$264,9001 Day on yellowkey MLS ID: P4938521
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1384 Built: 2026 Tax: $400 (2025)Community: Jewett Mary BSingle Family
Taxes:$400
Remarks: BEAUTIFUL NEW CONSTRUCTION 3BR/2BA/2CG SINGLE FAMILY RESIDENCE LOCATED IN CENTRAL WINTER HAVEN. NO HOA OR CDD! CONVENIENT TO BOTH TAMPA AND ORLANDO.THIS HOME IS THOUGHTFULLY DESIGNED WITH SIGNATURE QUALITY THAT OFFERS OPEN-CONCENT LAYOUT WITH LAKE VIEW FROM YOUR FRONT PORCH. SOME INTERIOR FEATURES OF THIS HOME INCLUDE: STAINLESS STEEL APPLIANCES, TREY CEILING IN THE PRIMARY BEDROOM, QUARTZ COUNTERTOPS IN THE KITCHEN AND BATHS, WALK IN PANTRY, WALK IN CLOSET IN THE PRIMARY, CEILING FANS IN THE LIVING ROOM AND BEDROOMS, AS WELL AS BLINDS IN ALL THE WINDOWS. DON'T MISS THE OPPORTUNITY TO OWN A BRAND-NEW HOME AT A FANTASTIC PRICE.
Listing is courtesy of: J&S PROPERTY REALTY GROUP LLC (863-899-5441)
Listing Agent: Stephenie Long (863-899-5441)
1347 OAKMONT DR, WINTER HAVEN, FL 33884
$384,90032 Days on yellowkey MLS ID: L4960249
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 2020Monthly Fee: $5 Tax: $3,921 (2025)Community: Lake Ashton West Ph 2 SouthSingle Family
Taxes:$3,921
Remarks: Are you looking for a move-in ready home? Well, you found it! This home is like a new build, only better. It is clean as a whistle, has tasteful lighting and fans, luxury plank vinyl, granite countertops, screened lanai, retractable screens on the garage, epoxy garage floor, pad for a grill outback, only naming a few. This is an open floor plan that is great for either entertaining or hanging out at home by yourselves. The home was built in 2020 so it was designed to be eco friendly which makes it easier on the pocketbook. The master has an ensuite bath and a large walk in closet. The two additional bedrooms are a comfortable size for guests. One of the rooms has 3 windows that bow out which allows in lots of natural light, not to mention the bit of extra floor space it adds. It is a perfect space for a desk should you choose to make this your office. All this plus the fact that it is in one of Florida's premier Active Adult Communities. There are two 24 hr manned entrances, 2 pools & hot tubs, billiard rooms, craft rooms, computer libraries, bowling alley, movie theater, 3 dog parks, golf course, pro shop, dances, entertainment and too many clubs and activities to mention. You can be as active or involved as you like. Live and mingle among folks you may have a lot in common with and many of the same interests.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ann Heaton (407-758-1472)
WINTER HAVEN, FL 33880
$390,000181 Days on yellowkey MLS ID: TB8441385
REDUCED by $9,500 (2.4%) on 04/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2242 Built: 2007Monthly Fee: $15 Tax: $3,305 (2024)Community: Ridge Acres Ph IiSingle Family
Taxes:$3,305
Tax Year: 2024
Remarks: Over a half-acre fenced in lot with a 4 bedroom 2 1/2 bath home with an office or den. Large family room with a separate formal dining room. Eat in kitchen with 2 pantry's. New roof in 2017-2018 and a new air conditioner in 2019. Great location minutes from State Road 60 and close to all the dining and theme parks and spring baseball field in Winter Haven.
Listing is courtesy of: BROOKS REALTY GROUP LLC (813-653-7291)
Listing Agent: Erica Ranson (863-934-3510)
2036 WHISPERING TRAILS BLVD, WINTER HAVEN, FL 33884
$228,00056 Days on yellowkey MLS ID: P4937721
0 Days Off yellowkey (back on 4/22/2026)
REDUCED by $2,000 (0.9%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1148 Built: 2006Monthly Fee: $96 Tax: $3,259 (2025)Community: Whispering Trails Ph 01Single Family
Taxes:$3,259
Remarks: Under contract-accepting backup offers. Charming 3-bedroom, 2-bath home located in a desirable HOA community in Winter Haven! This well-maintained residence offers 1,148 square feet of comfortable living space with a functional layout designed for everyday living. Enjoy the convenience of an interior laundry area and a spacious living room that flows into the dining and kitchen areas. The primary suite features a private bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Step outside and take advantage of the community amenities, including a refreshing community pool perfect for relaxing and enjoying Florida living year-round. Conveniently located near shopping, dining, schools, and major roadways. Great opportunity for homeowners or investors alike!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Marisela Quintero (863-605-1566)
1117 MICHELANGELO LN, WINTER HAVEN, FL 33884
$390,00035 Days on yellowkey MLS ID: O6392049
REDUCED by $10,000 (2.5%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2626 Built: 2023Monthly Fee: $89 Tax: $4,323 (2025)Community: Estates/Lk FlorenceSingle Family
Taxes:$4,323
Remarks: Welcome to this beautifully maintained 2023-built home offering the perfect blend of modern design, functionality, and space to grow! Located in a desirable Winter Haven community, this move-in ready residence feels just like new construction without the wait. This spacious home features 4 bedrooms and 3 bathrooms, with all bedrooms thoughtfully located upstairs for added privacy and separation from the main living areas. The versatile floor plan is ideal for both everyday living and entertaining, offering a seamless flow throughout the home. The kitchen and living spaces showcase a clean, modern aesthetic, perfect for today’s lifestyle, while large windows bring in plenty of natural light. Whether you're starting a family or need more room to grow, this layout adapts to your needs with ease. Step outside to a huge fully fenced backyard with endless possibilities, create your dream outdoor oasis, add a pool, or design the perfect space for gatherings and play. Conveniently located just minutes from Legoland, shopping, dining, and major roadways, this home combines comfort, location, and value all in one. Don’t miss your opportunity to own a practically new home in one of Winter Haven’s growing areas!
Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)
Listing Agent: Nellymar Albelo Pllc (407-435-1939)
6056 NAVONA WAY, WINTER HAVEN, FL 33884
$269,999259 Days on yellowkey MLS ID: TB8415411
REDUCED by $12,000 (4.3%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1615 Built: 2025Monthly Fee: $18 Tax: $2,271 (2025)Community: Villa MarSingle Family
Taxes:$2,271
Remarks: BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a brand-new washer and dryer conveniently located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. 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.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
265 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$239,990Listed 04/22/2026 2:47PM MLS ID: S5147785
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1426 Built: 2020Monthly Fee: $17 Tax: $5,036 (2024)Community: 407-872-7608 HoaSpa: NoSingle Family
Taxes:$5,036
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 265 Meadowbrook Blvd, Winter Haven, FL 33881—this well-maintained 3-bedroom, 2-bathroom residence features a comfortable and functional layout designed for everyday living and entertaining. The home features an open-concept floor plan with generous living and dining areas filled with natural light, creating an inviting atmosphere throughout. The kitchen provides ample cabinetry and counter space, along with modern appliances, making it both practical and efficient. The primary bedroom includes a private en-suite bathroom and a walk-in closet, while the additional bedrooms provide versatility for guests, a home office, or other needs. Step outside to a spacious backyard with plenty of room for outdoor activities, gardening, or relaxation. Conveniently located with easy access to major roadways, this property is just minutes from shopping and dining options at Posner Park and Eagle Ridge Mall, as well as outdoor recreation at Lake Shipp Park. Enjoy proximity to popular attractions like LEGOLAND Florida Resort and convenient travel via Orlando International Airport. This property presents a great opportunity to own a move-in ready home in a centrally located area close to everyday conveniences, entertainment, and recreation.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Michael Cruz Irizarry (407-530-7620)
3732 GIORGIO DR, WINTER HAVEN, FL 33884
$270,500Listed 04/22/2026 12:44PM MLS ID: S5147116
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1713 Built: 2024Monthly Fee: $15 Tax: $6,432 (2025)Community: Villamar Ph 6 & Ph 6DSingle Family
Taxes:$6,432
Remarks: Short Sale. Welcome to this beautiful Winter Haven home! Villamar This property offers a spacious layout, abundant natural light, and comfortable living areas ideal for everyday living and entertaining. The backyard provides great outdoor potential. Conveniently located near shopping, dining, schools, and major highways. Short Sale opportunity — perfect for buyers looking for value and investment potential.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Yoja Mirabal (407-543-7789)
4040 CARTERET, WINTER HAVEN, FL 33884
$259,00019 Days on yellowkey MLS ID: B4902225
REDUCED by $10,000 (3.7%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 2006Monthly Fee: $484 Tax: $1,588 (2024)Community: Traditions Phase 1Single Family
Taxes:$1,588
Remarks: This is a very well maintained home which is priced to sell! The property has many upgrades; a new roof in 21, new AC coil in 25, and newer countertops. It is also located close to the side entrance gate for easy access. No rear neighbors provides for a more serene atmosphere and the north facing rear screened porch is pleasantly shady and backyard has room to be expanded. This is truly Central Florida's retirement living at its best. Located in a master planned community with most exterior maintenance included for easy living and full resort-like amenities. The beautifully maintained on-site managed lakefront community clubhouse offers many opportunities for an active lifestyle. This home is move-in ready.
Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)
Listing Agent: Scott Kline (863-287-0204)
1491 AXEL CIR, WINTER HAVEN, FL 33880
$499,90072 Days on yellowkey MLS ID: P4937768
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3022 Built: 2023Monthly Fee: $71 Tax: $4,969 (2025)Community: Pinnacle PointSingle Family
Taxes:$4,969
Elementary School: Lake Shipp Elem
Middle School: Westwood Middle
Remarks: Conveniently located in the heart of Winter Haven, this 5 Bedroom 3 Bathroom home with two Flex Rooms is move in ready and close to everything loved, including: Easy commuting, Grocery Stores, Shopping, Dining, Chain of Lakes, Boat Ramps, Scenic Walking Trails, Legoland Florida Resort, and Beaches just an hour and a half away! Step outside to your private oasis featuring a Caged Saltwater Pool with a Safety Alarm System, perfect for peace of mind. The spacious Gazebo adds a relaxing shaded retreat for outdoor dining, lounging, or entertaining. Unique Bonus Room with a Sound Proofing wall, ideal for Recording Studios, Podcasters, Musicians, Content Creators or any Work from home professionals needing their quiet space. This home shows like new with Fresh interior paint, New Luxury Laminate flooring, Carrara porcelain tile for a sleek modern finish, Bright open concept living spaces and a Spacious Kitchen perfect for gatherings. With this home offering flexibility for Large Families, Multi Generational living or hosting guests comfortably, it is a must see! Schedule your showing soon!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Andrea Friedmann (863-661-6535)
264 RUBY LAKE LN, WINTER HAVEN, FL 33884
$699,000190 Days on yellowkey MLS ID: P4936678
1 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2217 Built: 1999Monthly Fee: $71 Tax: $5,543 (2024)Community: Ruby Lake Ph 04Single Family
Taxes:$5,543
Remarks: Under contract-accepting backup offers. Central Florida Lakefront home for sale now with a HUGE PRICE IMPROVEMENT! Move in ready 4BR/2BA with Office on Private-Access Lake Bess complete with a Slalom Ski Course! Enjoy direct connection to Lake Ruby! You access to TWO beautiful lakes featuring white sandy bottoms, tranquil waters. These lakes are ideal for water sports (private access) and serene lakeside living. The open layout and large glass sliding doors create a seamless connection between Indoor Elegance and Outdoor Beauty, making every arrival feel like a moment of escape! Enjoy Updated Features including ROOF 2019, NEW EPOXY GARAGE FLOORING, Stunning Views, Resurfaced Pool, Covered Lanai for Outdoor Living, NEWLY PAINTED Dock with Boat Lift, Large Windows for Natural Light, Formal Dining Room, Lake View Breakfast Nook and Inside Laundry Room with Utility Sink and Cabinets. The Kitchen offers Lake Views, Granite and a Full Appliance Package, while the Spacious Primary Suite includes a Walk-In Closet and a Luxurious En-Suite Bathroom. This lakefront Split Floor Design not only enhances privacy for you and guests but also creates a more spacious, balanced flow throughout the home, ideal for both everyday living and entertaining. Enjoy lush landscaping with an eco-friendly irrigation system that draws from the lake. Come see why Ruby Lake with barely over 200 homes is ideal with Manicured landscaping, Underground Utilities and quiet streets for evening or morning strolls. Located less then two miles from a Golf Course, less than five to Legoland, shopping, dining, and medical facilities plus easy access to both Tampa and Orlando. Florida's Beautiful Gulf and Atlantic Beaches less then two hours away in either direction! Cruise enthusiasts, Port Canaveral is only 70 miles away! Whether you're seeking adventure on the water or peaceful evenings by the dock, Ruby Lake offers a lifestyle that’s both vibrant and serene!
220 RUBY LAKE LN, WINTER HAVEN, FL 33884
$799,90016 Days on yellowkey MLS ID: P4938358
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2705 Built: 2001Monthly Fee: $71 Tax: $7,665 (2025)Community: Ruby Lake Ph 04Single Family
Taxes:$7,665
Remarks: Welcome to this beautifully upgraded lakefront home nestled inside a private gated community, offering 2,705 square feet of thoughtfully designed living space. Perfectly positioned on scenic Lake Ruby, which connects to Lake Bess, this west-facing property delivers breathtaking sunset views that can be enjoyed daily from your own backyard. Inside, the home features a stunning, oversized living room with cathedral ceilings and expansive views of the water—creating a bright, open atmosphere that truly feels like the heart of the home. The home boasts sliding glass doors that fully retract, inviting in cool breezes during the milder months. These sliders have been freshly tinted, along with the bath door, for added privacy and energy efficiency. Step outside to your private oasis where the recently remodeled pool and professionally leveled pavers provide a clean, modern look. The screened-in pool area also features a covered patio—perfect for relaxing or enjoying meals outdoors rain or shine. Additional exterior upgrades include 22 all new windows and screens, a lanai screen roof on the west side upper screens, lanai fans, solar exhaust attic fans, dock lights, dock power, and a boat lift motor with decking at the bow. The entire exterior has been enhanced with fresh flowers, and the north path walkway has been updated alongside the pool lite timer. The lanai also includes a separate 220 volt outlet to accommodate a hot tub.Entertaining is effortless with a convenient pool bathroom, allowing guests to shower or refresh without entering the main home—thanks to the new shower diverter in the master and fully upgraded plumbing, including all faucets (3 bathrooms, kitchen, and garage), toilet innards, and a new guest toilet. A cozy wood burning fireplace adds warmth and charm, while the overall condition of the home reflects true pride of ownership—impeccably maintained and move-in ready. Interior finishes include fresh interior paint, crown molding, electronic door locks on all 3 exterior doors, an electronic garage door lock, in-wall medicine cabinets, kitchen backsplash, pantry can closet, anti-skid tiles & garage floor, regrouted all bath wall tiles, and slider rollers & rebalance. Built-in cabinets in the living room have been removed for a more open feel, and the floor in the TV room has been updated. The home also features new smoke detectors throughout.Electrical upgrades are extensive: new lighting in the halls, bath, and garage, washer & dryer, master closet, dock lights, generator outlet, generator cutoff, additional lanai power, dock power, pool lite timer, and more. The HVAC system has been enhanced with an added garage AC split system, blown insulation, solar exhaust attic fans, and an insulated garage door. The garage offers exceptional versatility with its own AC split unit, insulated garage door, garage door springs, electronic garage door lock, and upgraded LED lighting, making it ideal for a workshop, home gym, or additional functional space. Additional thoughtful touches include all outside hose bibs x4, the main drain “Roto Rootered”, pool fill line. The property features lake-fed irrigation, removed lake grass and lake rocks for a clean, polished waterfront appearance. This home combines luxury, comfort, and functionality in a serene waterfront setting—an exceptional opportunity to enjoy Florida living at its finest. You'll also be able to enjoy the fireworks from LegoLand and Disney is only 30 miles away.
Listing Agent: Keith St. Onge (863-651-1397)
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