Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
Price: $600,000 to $699,000
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Winter Haven - 9 properties found
815 LAKE JESSIE DR, WINTER HAVEN, FL 33881
$615,00041 Days on yellowkey MLS ID: S5149974
REDUCED by $5,000 (0.8%) on 06/24/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4128 Built: 1949 Tax: $7,136 (2025)Community: East View PkwySpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,136
Elementary School: Auburndale Central Elem
High School: Auburndale High School
Tax Year: 2025
Middle School: Westwood Middle
Remarks: Step into timeless elegance with this stunning Mediterranean-style estate in the heart of Winter Haven. Offering over 4,100 square feet of living space, this one-of-a-kind property features a private casita, private pool, and endless possibilities for multi-generational living, guest accommodations, or a home office. Recent updates include a new roof and new AC, giving buyers peace of mind while preserving the home's unique character and charm. Enjoy spacious living areas, beautiful architectural details, and plenty of room for entertaining both indoors and outdoors. With no HOA, ample parking for boats, RVs, and recreational vehicles, and a prime location near Winter Haven's famous Chain of Lakes, this property combines flexibility, privacy, and convenience. Whether you're looking for a family retreat, a home with income potential, or a distinctive property that stands out from the ordinary, this exceptional residence is a must-see. Schedule your private tour today and discover everything this remarkable home has to offer!
Listing is courtesy of: META ONE REALTY GROUP LLC (407-223-3678)
Listing Agent: Aline Oliveira (407-300-7123)
237 MCLEAN PT, WINTER HAVEN, FL 33884
$699,000234 Days on yellowkey MLS ID: L4957003
REDUCED by $21,000 (2.9%) on 04/30/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2961 Built: 2001Monthly Fee: $238 Tax: $6,631 (2024)Community: RenaissanceSingle Family
Taxes:$6,631
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2024
Middle School: Denison Middle
Remarks: MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision! Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area. Key Features: • Prime Location: Enjoy boat access to Lake Winterset in the chain of lakes and proximity to metro Orlando and Tampa, as well as attractions like Disney and Legoland. • Resort-Style Amenities: Full pickleball and basketball courts for active living and recreation. • Elegant Design: • Wide crown molding and baseboards throughout • 12-foot ceilings and 8-foot doors for an open and airy feel • Three sets of French doors leading to outdoor spaces • His and her walk-in closets for ample storage • Dedicated office space and formal dining room for entertaining Kitchen & Appliances: • Gourmet Kitchen: All stainless-steel kitchen appliances, including a 2022 French door refrigerator. • Smart Home Technology: Equipped with a Schlage keyless entry front door for added security and convenience. Security & Maintenance: • Advanced Security System: NASA security system with 5 cameras and motion sensors for peace of mind. • Irrigation System: 6-zone irrigation system with a separate well, updated in April 2025. Outdoor Oasis: • Salt Water Pool: Installed in 2021, with a new pool surface skimmer in 2025. • New HVAC System: Two 9-ton units refurbished in 2024, ensuring comfort year-round. • Natural Gas Tankless Hot Water Heater: Installed in 2020 for energy efficiency. • New Tile Roof: Installed in 2016, providing durability and style. • Flooring: New carpet, tile, and hardwood flooring installed in 2020. • Plantation Shutters: Added in 2020 for elegance and privacy. Waffle and Tray Ceilings: Transom windows enhance the natural light and aesthetic appeal. All windows were replaced in 2018 for energy efficiency. Additional Features: • Garage Storage: Gladiator metal garage storage system for organization. • Furniture Negotiable: Some furniture items may be negotiable for interested buyers. • Professional Landscaping: Newly updated landscaping in 2025 enhances curb appeal. This luxurious custom-built home is a true paradise waiting for you to call it your own. Don’t miss out on this incredible opportunity! Contact us today to schedule a viewing!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Luis Perez Garcia (201-658-0689)
44 LAKE ELOISE CT, WINTER HAVEN, FL 33884
$619,50055 Days on yellowkey MLS ID: P4938605
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2916 Built: 1989Monthly Fee: $42 Tax: $4,168 (2025)Community: Harbour EstatesSingle Family
Taxes:$4,168
Elementary School: None
High School: None
Middle School: None
Remarks: BEAUTIFUL SE POOL HOME LOCATED ON A QUIET CUL-DE-SAC IN DESIRABLE HARBOR ESTATES. SITUATED ON A SPACIOUS WOODED LOT OF OVER 1/2 ACRE. THIS PROPERTY OFFERS PRIVACY, MATURE LANDSCAPING AND PLENTY OF OUTDOOR LIVING SPACE FOR ENTERTAINING OR FOR THOSE FAMILY GATHERINGS. THIS HOME FEATURES 4BR PLUS A PRIVATE GUEST BEDROOM AND BATH, IDEAL FOR GUESTS, MULTI GENERATIONAL LIVING OR FLEXIBLE HOME OFFICE SPACE. ENJOY THIS 38X10 LANAI OVERLOOKING THE SCREEN ENCLOSED POOL, PERFECT FOR ENTERTAINING AND RELAXING YEAR ROUND. LARGE ENTRY FOYER WITH FORMAL LIVING ROOM WITH FIREPLACE, PLANTATION SHUTTERS THROUGHOUT. FORMAL DINING ROOM FOR THOSE FAMILY DINNERS. LARGE OPEN KITCHEN WITH ABUNDANCE OF CABINETS, LARGE CENTER ISLAND WITH GRANITE COUNTERTOPS AND STAINLESS APPLIANCES, A CHEF'S DELIGHT. 20 X 16 FAMILY ROOM WITH FULL STORAGE WALL. SPACIOUS PRIMARY BEDROOM HAS MASTER BATH WITH DOUBLE VANITIES AND STEP IN SHOWER. WALK IN CLOSET WITH ORGANIZER SHELVING. DON'T NEED TO FORGET ... THE OVERSIZED SIDE ENTRY GARAGE HAS A MINI SPLIT AC UNIT AND HAS PREVIOUSLY COOLED THE SPACE FOR AN ART STUDIO, SO MANY POSSIBILITIES. THIS HOME IS CONVENIENTLY LOCATED NEAR SHOPPING, DOWNTOWN EVENTS, RESTAURANTS AND NEAR AREA LAKES ON OUR FAMOUS WINTER HAVEN CHAIN OF LAKES. THIS IS A RARE OPPORTUNITY TO OWN A HOME IN ONE OF OUR SE WINTER HAVEN'S MOST ESTABLISHED COMMUNITIES.
Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)
Listing Agent: Glenda Pruitt (863-412-2727)
530 SANCTUARY BLVD, WINTER HAVEN, FL 33881
$639,900124 Days on yellowkey MLS ID: S5144344
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3619 Built: 2023Monthly Fee: $83 Tax: $7,594 (2025)Community: Sanctuary By The Lake Ph OneSpa: NoSingle Family
Taxes:$7,594
Elementary School: Lake Alfred Elem
Remarks: Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design, & everyday comfort come together seamlessly. Perfectly positioned on a spacious corner lot directly across from the lake, this stunning home immediately impresses with its commanding presence & refined architectural detail. Step through the beautiful double front doors & experience an immediate sense of openness, highlighted by soaring ceilings, abundant natural light, & expansive living spaces designed to feel both grand & inviting. With over 3,600 square feet of living space, the thoughtfully designed open layout effortlessly connects formal & casual living areas, creating an ideal setting for both entertaining & relaxed daily living. At the heart of the home lies a beautifully appointed chef’s kitchen, featuring granite countertops, upgraded Stainless Steel appliances, a breakfast bar, walk-in pantry, and generous prep space, perfect for hosting gatherings or enjoying quiet mornings at home. The kitchen flows naturally into the impressive great room and dining areas, enhancing the home’s seamless indoor living experience. One of the standout features is the oversized covered and enclosed Florida room, custom added by the owners to extend the living space year-round. Whether hosting celebrations, entertaining guests, or simply unwinding while enjoying peaceful surroundings, this space truly elevates the lifestyle this home offers. Designed with privacy in mind, the desirable triple split floor plan includes 4 spacious bedrooms, 3 full bathrooms, and a dedicated private office, ideal for remote work or flexible living needs. The luxurious primary suite serves as a private retreat, complete with dual vanities, a garden tub, separate walk-in shower, makeup vanity, and a very generous walk-in closet. Beautiful luxury vinyl plank flooring flows throughout the main living areas, complemented by tasteful finishes and quality craftsmanship that reflect the home’s custom construction. A well-equipped laundry room with cabinetry, countertop workspace, and sink adds everyday convenience. A 50 amp generator port was added for peace of mind. Beyond the home itself, the location offers the best of Central Florida living. Just minutes from downtown Winter Haven, residents enjoy award-winning restaurants, local boutiques, parks, and year-round entertainment, while nearby access to Lakeland & I-4 provides an easy commute to both Tampa and Orlando. Florida’s Atlantic and Gulf beaches are approximately 90 minutes away, making weekend coastal escapes effortlessly accessible. This is more than a home, it is a refined living experience combining space, luxury, and lifestyle within one of Winter Haven’s most desirable gated communities.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
226 RUBY LAKE LN, WINTER HAVEN, FL 33884
$679,999285 Days on yellowkey MLS ID: P4936048
REDUCED by $19,901 (2.8%) on 06/14/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2295 Built: 2001Monthly Fee: $63 Tax: $5,762 (2024)Community: Ruby Lake Ph 04Spa: YesSingle Family
Taxes:$5,762
Remarks: Feature highlight — The home features a newly installed roof (May 2026), ensuring durability and reduced maintenance for the next owner! Welcome to this stunning 3 bedroom, 3 bathroom lake front pool home offering gorgeous views of Lake Ruby. Set on a prime waterfront lot, the property includes an oversized 3-car garage and a private boat dock complete with an automated boat lift, making it ideal for boating and lakefront living. Designed with entertaining in mind, the open layout seamlessly blends indoor and outdoor spaces. Sliding glass pocket doors open to a spacious lanai with a screened-in pool and spa, while a remote-controlled awning provides extra shade for relaxing afternoons or gatherings with friends and family. The master suite is a true retreat, featuring a luxurious bathroom with dual sinks, stone countertops, a garden tub, and a walk-in shower. The kitchen is equally impressive with granite countertops, a breakfast bar, and newer appliances. Additional features throughout the home include vaulted ceilings, crown molding, custom window treatments, and blinds that add style and sophistication. This home combines comfort, elegance, and waterfront living all in one.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Eric Chastain (863-224-2745)
12 CHERRY BLOSSOM LN, WINTER HAVEN, FL 33884
$610,00059 Days on yellowkey MLS ID: O6401292
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2100 Built: 1985Monthly Fee: $21 Tax: $2,131 (2025)Community: Sundance Ranch EstatesSingle Family
Taxes:$2,131
Remarks: Welcome to Sundance Ranch Estates! This well-maintained 3-bedroom, 2-bath home sits on 5 acres and offers the ideal balance of country living with convenient access to nearby amenities. The main residence features a spacious living room, formal dining area, and a bright kitchen with breakfast nook. A separate in-law suite includes its own kitchen, bathroom, and private entrance—perfect for multigenerational living or potential rental income. Recent updates include brand new AC (2026), new roof (2024), water heater (2026), and gas stove (2023). Equestrian-friendly, the property is fenced and cross-fenced, providing ample space for horses or other animals. Enjoy privacy, open views, and a versatile layout—all just minutes from shopping, dining, and schools. Move-in ready and designed for flexible living.
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Maribel Ramos, Llc (786-281-3336)
1210 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881
$620,00016 Days on yellowkey MLS ID: L4962611
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2701 Built: 1965 Tax: $6,603 (2025)Community: Pollard ShoresSingle Family
Taxes:$6,603
Remarks: Welcome home to this stunning lakefront 4-bedroom, 2-bath retreat on Lake Hamilton featuring a courtyard outside along with lake views from both the sitting areas and the dining rooms inside of the home. The rooms are spacious, ideal for everyday living and remote work. Whether you're hosting, friends, enjoying family meals, or taking in the scenery after a long day. Spending mornings with coffee, enjoy evenings outdoors, or entertain with ease that comes from a deck right where you want to be, overlooking the lake lifestyle. The community is located near daily conveniences, including shopping, dining, and nearby attractions such as Legoland. From the first look at the views to the comfort of this home, this lakefront home is ready to be enjoyed. Don't miss the opportunity to own a home with lake views in multiple living areas and the added benefit of a deck for outdoor relaxation.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Marquita Smith (863-289-3343)
803 LAKE JESSIE DR DR, WINTER HAVEN, FL 33881
$669,00023 Days on yellowkey MLS ID: TB8503132
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3050 Built: 2023 Tax: $7,358 (2025)Community: Lake Jessie Or Carrs J ASingle Family
Taxes:$7,358
Remarks: Experience luxury living in this newly built (2023) modern style home featuring breathtaking views of Lake Jessie and no HOA! This spacious 4-bedroom, 4-bath single-family residence offers an expansive open floor plan, soaring ceilings, and porcelain tile throughout. The elegant living room features a dramatic porcelain tile fireplace, creating a warm and stylish focal point. The chef’s kitchen is designed to impress with quartz countertops, stainless steel appliances, sleek modern cabinetry, and ample storage. A spacious indoor laundry room adds everyday convenience. Additional highlights include a 3-car garage, durable tile roof, whole-home water filtration system, and pre-wiring for a security camera system. Enjoy year-round outdoor living with a fully enclosed porch and large paver patio—perfect for relaxing or entertaining. Conveniently located directly across from a public boat ramp, offering easy access to boating and recreation without the upkeep of lakefront ownership. An exceptional opportunity to own a move-in-ready home with thoughtful upgrades, modern design, and a prime location near the water. Schedule your private showing today!
Listing is courtesy of: LANTES REAL ESTATE LLC (813-408-0980)
Listing Agent: Asley Garcia (813-613-2666)
441 ARCHAIC DR, WINTER HAVEN, FL 33880
$694,900282 Days on yellowkey MLS ID: P4936265
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2947 Built: 1998Community: Village Spirit Lake Ph 01Single Family
Taxes:
Tax Year:
Remarks: Discover this spacious & stunning lakefront 4BR, 3BA home where elegant living & breathtaking panoramic views create the perfect Florida lifestyle. This lakeside haven is ~3000 sq ft LA & has upgrades galore including new windows, granite countertops, lots of ceiling fans & engineered hardwood floors throughout with upgraded tile in the wet areas. Enter into a spacious, light-filled foyer facing formal areas with high ceilings. Perfect for gatherings, the formal dining room boasts an ornate mirrored wall & a picturesque arched window with plantation shutters. The living room is complemented with triple-glass sliders leading out to the pool area with serene waterfront scenery, where sparkling lake views become part of your everyday backdrop. The beautifully remodeled gourmet kitchen features tall cabinetry with crown moulding, granite counters & backsplash, modern under lighting, & comes fully equipped with all of the upgraded appliances . A quaint dinette area with a seamless window overlooks the pool & lake with a door conveniently leading to the patio. The cozy yet hosting-ready family room boasts 2 bright & cheery windows with recessed shades, a gasp-worthy lake view, & an 85" TV placed in between that stays with the home. This desirable triple split BR plan offers all generously sized rooms. Because of its close proximity to the formal areas, the 4th BR is ideal as an office with its French doors & plantation shutters. The primary BR includes a sitting area & 2 nice walk-in closets. The primary BA offers a whirlpool tub, tiled walk-in shower, & dual granite vanities. The laundry room offers ample cabinetry, granite counters, a conveniently placed sink & comes complete with W/D. Both guest BAs are remodeled: one with tub/shower combo, the other with a walk-in shower & direct pool access. Outdoors, the large screened pool & patio invite endless relaxation with multiple covered sitting areas, a passthrough window from the kitchen & a mini fridge for convenience. The solar-heated pool with waterfall becomes the centerpiece, framed by serene lake views. Beyond the screen, the backyard transforms into your private retreat: an expansive lawn leading to a sandy beach with protective seawall, a sun deck with pavers & firepit for unforgettable evenings, & a long dock stretching into the lake with a covered section complete with electricity & an overhead fan. Additional features include a double car garage, irrigation system, full-house portable generator with propane tanks, intercom, solar attic fans for energy efficiency, Aquasana water filtration system, Ring security system, & Armor hurricane screens for the entire house. Recent updates include: roof (2024), zoned C/H/A (2020), house repaint (2024), driveway redo (2024), tankless gas water heater (2023), pool cage (2023), pool pump & deck (2024), & new piping for pool solar panels (2023). Whether for close-knit evenings or lively gatherings, this home showcases lakefront living at its finest! Best yet, it's nestled in a gated community w/ an abundance of community amenities including a nice clubhouse, a large swimming pool, tennis, pickleball, basketball, a playground, a boat ramp & a dock onto Spirit Lake. This beauty is located in the heart of Central Florida w/ easy access to the Polk Parkway making it convenient & easy for commuting to Lakeland, Tampa or Orlando! All measurements are approximate.
Listing is courtesy of: JULIE MATTHEWS GROUP LLC (863-528-0037)
Listing Agent: Kennedy Matthews (863-207-4722)
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