Location: Winter Haven , 33884
Do Not Show Listings
6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$469,000186 Days on yellowkey MLS ID: P4937082
1 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 2019Monthly Fee: $5 Tax: $4,742 (2025)Community: Lake Ashton West Ph Ii NorthSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,742
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained 3-bedroom, 2-bath home awaits. From the stone on the front elevation and bronze screened front entry to the 32’ x 18’ bronze screened veranda, the home impresses in every way. It is situated on a quiet cul-de-sac with views of a large pond and golf course in the distance. Step inside and you’ll immediately notice how clean, crisp, and welcoming the home feels, offering the perfect setting for both comfortable, relaxed living and gracious entertaining. Tasteful 18” x 18” tile flooring provides a uniform flow throughout the house. Plantation shutters adorn all windows. Six interior and 2 exterior veranda fans (total of 8 fans) are remote controlled, high-end Minka ceiling fans. The living room is accented by a coffered ceiling. The kitchen is highlighted by maple cabinets in Toffee color, and feature rollout trays, a corner lazy-susan, refrigerator cabinet and bump ups and bump outs. Identical cabinets and granite counters are found in both baths. The chef’s kitchen appliances are fingerprint resistant stainless steel. A large walk-in pantry offers ample storage space off the kitchen. Multiple pocket doors afford smooth flow room to room. The granite kitchen counters are accented with pendant lighting above the island. Identical cabinets with granite counter and desk/work area are located in the laundry room. Tranquil views from the living room, kitchen and expanded veranda are stunning. The master bath provides dual vanities, one with makeup station, and a spacious, glass-enclosed shower with custom fixtures. The garage features parking for two vehicles and a separate golf cart garage. In addition to the Green Home features built into the house, extra insulation was blown in the attic, providing added energy savings. Plus, the CDD DEBT IS PAID IN FULL on this property, saving you over $10,000! With so many outstanding features, this property must be seen in person to be appreciated. Beyond your doorstep, Lake Ashton’s unmatched amenities invite you to enjoy two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, on-site restaurant, and so much more, ensuring an active and fulfilling lifestyle. This special property is the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.
Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)
Listing Agent: Brad Kirwan (863-280-0390)
2964 PLANTATION RD, WINTER HAVEN, FL 33884
$579,900232 Days on yellowkey MLS ID: O6352519
REDUCED by $20,000 (3.3%) on 04/30/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3614 Built: 1989Monthly Fee: $137 Tax: $618 (2024)Community: Cypresswood PlantationsSpa: YesSingle Family
Taxes:$618
Tax Year: 2024
Remarks: Welcome to this refined sanctuary where timeless elegance meets Florida’s tranquil landscape. On a premium golf-adjacent lot within the guarded, gated community, 2964 Plantation Road blends gracious scale, luminous living and multi-generational flexibility in one seamless layout. Upon arrival, you are greeted by mature landscaping, a circular drive and side-entry access to a three-car garage, with stunning views of golf course fairways and water views. Enter inside to discover over 3,600 square feet of thoughtfully designed space. Formal living and dining rooms flow with grace and purpose, while a custom wet bar offers effortless entertaining. The split floor plan is crafted for privacy and connection. The primary suite is complete with dual vanities, walk-in closets, a garden tub, separate shower and private pool access. On opposite wing rests an en-suite bedroom, complete with full bath and independent access. Ideal for multigenerational living, guest privacy or an upscale in-law suite. Two additional bedrooms share a dual bath, while a half bath serves daily living or poolside use. Gourmet gathering begins in the kitchen, including a center island with gas range, generous counter space and views out toward the lanai. The breakfast nook offers a comfortable space for everyday dining, complemented by a nearby utility room and a flexible bonus room. Going outside, this home’s soul lives in its outdoor realm. A pool and spa, and a summer kitchen complete with built-in grill, sink and prep station, invite all-day alfresco living. A covered lanai frames those golf and pond vistas beautifully, offering shade and breeze for lounging or entertaining. Cypresswood is a full-amenity, guard-gated community with an 18-hole golf course, clubhouse with restaurant and lounge, tennis and pickleball, fitness/wellness center, and social programming. A $10,000 seller concession and one-year home warranty.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Audrey Christman (516-547-5343)
3865 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$255,000151 Days on yellowkey MLS ID: S5141071
REDUCED by $10,000 (3.8%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1603 Built: 2006Monthly Fee: $210 Tax: $3,716 (2025)Community: Osprey PointeSingle Family
Taxes:$3,716
Remarks: "OWNER WILL CREDIT UP TO $15,000 FOR THE COST OF ROOF REPLACEMENT AT CLOSING" FOR SALE: Attractive 3-Bedroom, 2-Bathroom Single-Family Home in Winter Haven! Discover your dream home in Osprey Pointe, where comfort meets style. This home is designed for modern living and entertaining. An open floor plan connects the eat-in kitchen and breakfast bar seamlessly to the living and dining areas, perfect for gatherings. Equipped kitchen with an eat-in area and a breakfast bar, ready for family meals and casual dining. Luxurious Master Suite: Retreat to your sanctuary featuring an elegant tray ceiling, a generous walk-in closet, double vanities in the primary bathroom, and a large glass shower stall. Enjoy the Florida lifestyle on your covered and screened rear porch. A paver driveway and an attached 2-car garage add to the curb appeal. The home includes inside laundry with washer and dryer hook-ups. Tiled common areas and bathrooms offer easy maintenance, while plush carpet in the bedrooms provides comfort. Exceptional Community Amenities: Live like you're on vacation every day! Enjoy access to a community clubhouse and a sparkling pool. Plus, take advantage of the private waterfront dock on beautiful Lake Ned for fishing and recreational activities. Lawncare included in HOA. Don't miss this opportunity to own a piece of paradise in Winter Haven. Schedule your showing today!
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Debbie Browning (407-908-9060)
20 BREVARD DR SE, WINTER HAVEN, FL 33884
$515,00043 Days on yellowkey MLS ID: L4961284
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2340 Built: 1976 Tax: $2,154 (2025)Community: Eloise Woods Lake Mariam UnitSingle Family
Taxes:$2,154
Remarks: Under contract-accepting backup offers. Private tri-level pool home on a quiet dead-end street—just minutes from the Winter Haven Chain of Lakes and LEGOLAND® Florida Resort. This 4-bedroom, 3.5-bath home is designed for flexibility, privacy, and real Florida living. Situated at the end of a street with no drive-by traffic, this property offers a peaceful setting that’s hard to come by—perfect for those who value space and quiet. One of the biggest advantages here is the tri-level layout, featuring a separate downstairs bedroom and full bathroom—ideal for guests, multi-generational living, or even a private office setup with its own space away from the main living areas. Out back, you’ll find a screen-enclosed pool and expansive patio, built for year-round enjoyment and entertaining. The large, fully fenced yard adds another layer of privacy and gives you room to spread out without feeling boxed in. And here’s where this one separates itself—there’s plenty of room for RV or boat parking with coverage, making it a rare find for buyers needing space for larger vehicles or recreational toys. Inside, the home offers a comfortable flow with multiple living areas, a spacious primary suite, and well-sized secondary bedrooms—giving everyone their own space while still feeling connected. Highlights: 4 Bedrooms | 3.5 Bathrooms Tri-level layout with private downstairs bedroom & full bath Dead-end street – no through traffic Screen-enclosed pool with large outdoor living area Fully fenced yard with strong privacy Covered parking for RV, boat, or extra vehicles Close to Chain of Lakes, boat ramps, and LEGOLAND® If you’re looking for a home that offers privacy, flexibility, and outdoor living—while still being close to everything—this one delivers. Call for your very own private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Don Jerue (863-259-9550)
5850 CYPRESS GARDENS BLVD #304, WINTER HAVEN, FL 33884
$139,000526 Days on yellowkey MLS ID: O6266648
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1332 Built: 1975 Tax: $1,531 (2023)Community: Royal Crescent CondoSpa: NoTownhouse
Taxes:$1,531
Tax Year: 2023
Remarks: Welcome to your new home located directly across the street From Legoland. Home features community pool and tennis court and is ready for a new owner. Located in the central Hub of Winter Haven and close to anything any everything you need. Shopping, restaurants, schools.
Listing is courtesy of: FLORIDA HOMES REALTY & MTG (904-996-9115)
Listing Agent: Matthew Davis (321-848-2004)
69 ENCLAVE DR, WINTER HAVEN, FL 33884
$300,00038 Days on yellowkey MLS ID: S5148089
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 1998Monthly Fee: $435 Tax: $2,189 (2024)Community: Cypresswood Enclave Ph 02Villa
Taxes:$2,189
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Welcome to 69 Enclave Drive, a beautifully updated home nestled inside the sought-after Cypresswood Golf & Country Club, a gated golf community known for its lush landscaping, resort-style amenities, and peaceful, secure atmosphere right in the heart of Polk County. From the moment you arrive, the manicured curb appeal sets the tone: mature palms, trimmed hedges, and a well-maintained façade with a two-car garage greet you at the entry. Step inside and you'll immediately notice the quality of every update, high-end laminate flooring flows throughout the home, complementing the fresh, modern palette and abundant natural light. The fully updated kitchen is a true showstopper, featuring custom raised-panel cabinetry, stunning granite countertops, a designer arabesque tile backsplash, and a full suite of stainless steel appliances, all included. A skylight above adds a bright, airy feel that makes cooking here a genuine pleasure. The spacious open-concept living and dining areas are designed for how Florida families actually live, wide open, light-filled, and flowing seamlessly toward the backyard through large sliding glass doors. The living room offers an ideal layout for entertaining, with a vaulted ceiling effect and views out to the lush, private backyard. Plantation shutters add a polished, upscale touch throughout. Bathrooms have been tastefully renovated with matching granite vanities, updated fixtures with brushed nickel hardware, and designer tile surrounds, all carrying that same cohesive, elevated look. The screened lanai is your private Florida retreat, perfect for morning coffee or evening sunsets, while the backyard offers mature trees, green space, and real privacy. An aerial view reveals just how spacious and private this lot truly is within the community. Practical updates make this home truly move-in ready: newer thermal windows for energy efficiency, a newer gas water heater, an updated laundry room with custom cabinetry, and a stunning epoxy-coated garage floor that gives the two-car garage a clean, finished look with room to spare. Living in Cypresswood means access to golf, a clubhouse, community pool, and the peace of mind that comes with a gated, well-managed neighborhood, all just minutes from shopping, dining, medical facilities, and major corridors serving the greater Central Florida area. Homes in Cypresswood at this level of finish don't last. Schedule your private showing today.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Manny Quiros (863-221-3036)
3410 FOX RIDGE ST, WINTER HAVEN, FL 33884
$275,000113 Days on yellowkey MLS ID: P4937797
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1369 Built: 1986 Tax: $1,686 (2025)Community: Fox Ridge Ph 02Single Family
Taxes:$1,686
Remarks: Welcome to 3410 Fox Ridge Street in Winter Haven, FL. This 3-bedroom 2 bath home features tiled flooring throughout, new appliances, new interior and exterior paint. Granite countertops in kitchen and bathrooms. Open floor plan with a wood burning fireplace. Inside laundry room. Master bedroom features his and her walk-in closets. The home is within walking distance of Garden Grove elementary school. Minutes from Legoland, shopping , medical facilities and many dining options. No HOA in this community. Easy access to major highways and located in between Tampa and Orlando. This home has much to offer. Schedule your appointment today!
Listing is courtesy of: THE HOME COMPANY (863-268-8157)
Listing Agent: Sue Ann Williamon (863-258-3115)
131 RUBY LAKE DR, WINTER HAVEN, FL 33884
$375,00058 Days on yellowkey MLS ID: P4938379
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1914 Built: 2000Monthly Fee: $71 Tax: $4,453 (2025)Community: Ruby Lake Ph 01Single Family
Taxes:$4,453
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: One or more photo(s) has been virtually staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the rest. Offering high ceilings and a well-designed flow from the L-shaped formal living room that transitions into the formal dining area, creating a defined yet open feel. The kitchen sits at the center with a dinette overlooking the family room. A standout feature is the seamless connection to the outdoor space, with three separate access points to the 33x10 screened-in lanai, from the dinette, formal dining area, and primary suite—creating true indoor-outdoor living. The kitchen has been tastefully updated with brand new granite countertops, new range, and new microwave, along with ample cabinetry, a closet pantry, and breakfast bar. The primary suite is generously sized and opens into an en-suite featuring dual walk-in closets, split vanities, a garden tub, walk-in tile shower, and a private water closet. The split-bedroom floor plan offers privacy, while all bedrooms include walk-in closets. Recent improvements make this one stand out from others in the neighborhood, including brand new carpet throughout, fresh interior paint, and a new water heater, giving buyers peace of mind from day one. Located in the gated Ruby Lake community in Southeast Winter Haven, just minutes from convenient access to shopping, dining, Publix, Walmart, Legoland, and Hwy 27 for an easy commute.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: Carlee Marchetti (863-258-3338)
1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884
$259,99061 Days on yellowkey MLS ID: O6396319
REDUCED by $12,010 (4.4%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1596 Built: 1987Monthly Fee: $45 Tax: $2,901 (2025)Community: Lake Dexter MooringsSpa: NoSingle Family
Taxes:$2,901
Remarks: Beautifully maintained and move-in ready 2BR/2BA home in desirable SE Winter Haven, located in Lake Dexter Moorings with low HOA and access to a community pool, private boat ramp, and dock on Lake Dexter. Major updates include a brand new roof installed February 2026 and fresh exterior paint, showcasing true pride of ownership. This well-cared-for home features a split bedroom plan with the primary suite in the rear and guest bedroom in the front. Spacious living/dining room combo flows into a bright kitchen with breakfast nook and ceiling fan. New laminate flooring throughout (tile in entry). Enjoy the large Florida room with sliding door access—perfect for entertaining. The primary suite offers a walk-in closet and en suite bath with a walk-in shower, and skylight. Guest bath is also updated with a skylight. Additional highlights include a fenced backyard, custom tile patio, and a 2-car garage with washer/dryer hookups, utility sink, and screened sliding door. A truly well-maintained home you don’t want to miss!
Listing is courtesy of: SUNSHINE INTERNATIONAL REALTY LLC (407-314-1827)
Listing Agent: Lizzie Zirillo (407-314-1827)
6086 SOUTHERN OAKS DR SE, WINTER HAVEN, FL 33884
$185,000114 Days on yellowkey MLS ID: L4959284
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1998Monthly Fee: $65 Tax: $749 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$749
Remarks: Welcome to 6086 Southern Oaks Drive SE, a beautifully updated and well- maintained, move in ready manufactured home located in the highly sought after 55+ community of Garden Grove Oaks where you OWN your Land and enjoy low HOA fees in a peaceful, well-maintained neighborhood. This home features two generously sized bedrooms and two full bathrooms. The primary suite boasts a private en-suite bath. Step into the living space filled with natural light featuring spacious living and dining areas ideal for entertaining or family gatherings. The kitchen has been updated and equipped with updated appliances (refrigerator and dishwasher are still under warranty), ample counter space and plenty of storage. Exterior doors have been replaced with wood doors. Roof was installed in 2018 A/C 2007. Laminate flooring throughout. The home has a shed and screened porch adding an additional 224 sq ft of space for storage or relaxing on the back screen porch. Enjoy community amenities, friendly neighbors and the convenience of being just minutes from local shopping, dining, medical facilities, and Winter Haven's world-famous Chain of Lakes. With access to major highways, commuting to nearby cities like Orlando or Tampa is a breeze. Don't miss the opportunity to make this beautifully maintained home in Garden Grove Oaks your new home! Schedule your private showing today and experience this property for yourself.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Anita Lowe (863-269-6461)
6081 SOUTHERN OAKS DR SE, WINTER HAVEN, FL 33884
$169,500116 Days on yellowkey MLS ID: L4959229
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1990Monthly Fee: $65 Tax: $1,102 (2025)Community: Garden Grove OaksManufactured Home
Taxes:$1,102
Remarks: Welcome to 6081 Southern Oaks Drive SE, a beautifully maintained manufactured home in the highly sought after 55+ community of Garden Grove Oaks where you OWN your Land and enjoy low HOA fees in a peaceful, well-maintained neighborhood. This home features two generously sized bedrooms and two full bathrooms. The primary suite boasts an extra-large walk in closet and private en-suite bath. Step into the living space filled with natural light featuring spacious living and dining areas ideal for entertaining or family gatherings. The kitchen is equipped with updated appliances, ample counter space and plenty of storage. The home has a beautiful Florida room with new windows. A new roof was installed in 2025. Vinyl plank flooring in main living area. Inside laundry room. Enjoy community amenities, friendly neighbors and the convenience of being just minutes from local shopping, dining, medical facilities, and Winter Haven's world-famous Chain of Lakes. With access to major highways, commuting to nearby cities like Orlando or Tampa is a breeze. Don't miss the opportunity to make this beautifully maintained home in Garden Grove Oaks your new home! Schedule your private showing today and experience this property for yourself.
1039 MEDINAH DR, WINTER HAVEN, FL 33884
$195,00088 Days on yellowkey MLS ID: P4938088
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1278 Built: 1980Monthly Fee: $290 Tax: $2,627 (2025)Community: CypresswoodVilla
Taxes:$2,627
Remarks: 1 OWNER HOME!! Don't miss out on this 2 bed 2 bath tennis villa in the highly desired neighborhood of Cypresswood. The HOA takes care of the roof, lawn, paint, and exterior maintenance. Enjoy the security of living in a community with a 24 hour guard at the gate. There is plenty to do all within the community. There is a golf course, restaurant, community pool and tennis courts. The home has all new flooring, paint, and granite counter tops. Make your appointment TODAY!!
Listing is courtesy of: JOHN WEBB INC (863-422-2999)
Listing Agent: Robert Webb (863-557-6229)
7904 WATERVIEW WAY #7904, WINTER HAVEN, FL 33884
$159,999171 Days on yellowkey MLS ID: L4957843
1 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Monthly Fee: $355 Tax: $1,640 (2024)Community: Garden Villas Ph 5Condo
Taxes:$1,640
Remarks: Under contract-accepting backup offers. Welcome to resort-style living in the highly sought-after gated waterfront community of Winterset, where convenience meets comfort in this charming 2-bedroom, 2-bathroom downstairs condo. Step inside to discover a spacious living and dining room combo that creates an inviting atmosphere for relaxation and entertaining. The well appointed kitchen features stainless steel appliances and a convenient breakfast bar, perfect for causal dining or morning coffee. The master bedroom suite features a generous walk-in closet, providing ample storage space. For your convenience, a stackable washer and dryer are included. This professionally managed community boasts a plethora of amenities, including a clubhouse, fishing pier, heated pool, hot tub, and tennis courts—all overlooking the serene Lake Winterset, part of the renowned "Chain of Lakes." Enjoy peace of mind with state-of-the-art security in this well-maintained environment. You’re just minutes away from Lego Land and conveniently located near Disney and other Florida amusement parks, shopping, dining, and more. Alternatively, relish the numerous community offerings, including a fitness center, shuffleboard, and expansive green spaces perfect for walking your family pet. Additionally, most furniture is negotiable, providing a seamless transition into your new home. Experience the perfect blend of leisure and lifestyle at Winterset!
Listing Agent: David Small (407-601-8351)
6033 GRAND OAKS DR SE, WINTER HAVEN, FL 33884
$137,900215 Days on yellowkey MLS ID: P4936903
REDUCED by $2,100 (1.5%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1982Monthly Fee: $65 Tax: $1,784 (2024)Community: Garden Grove OaksManufactured Home
Taxes:$1,784
Remarks: PRICE REDUCTION!! Very well kept home on your own lot. No lot rent here! Low HOA of only $65 a month. Garden Grove Oaks is a well-kept and managed over 55 park in a great location in SE Winter Haven. Home has 2 bedrooms and 2 full bathrooms. Kitchen and dining area have tons of cabinets and storage for all your dishes and cookware and includes a closet pantry. There is a wet bar in the dining area with a small sink, open shelves and cabinet storage underneath. The opposite side of the dining room has a built-in china cabinet. Main bedroom is a great size with a walk-in closet and small bathroom with tub and tiled shower. Second bedroom has door opening to nice-sized bathroom with large sink and cabinets and a shower/tub combination. Home has a membrane roof that was installed in spring of 2014. York air conditioner is 8-9 years old. Nice large laundry room has Bosch washer and dryer. Back screened porch is always cool! HOA fee includes use of the clubhouse with many activities planned every month. There is a billiard room, card and game room with library and puzzles to check out, large event area, and great kitchen. Huge heated pool and spa for all residents and their guests. There is a screened-in area with a grill for Bar-B-Q's with family and friends. There is also a shuffleboard court. HOA is an award-winning association. Community is close to a Super Walmart and grocery stores as well as shopping and restaurants. Only minutes to Hwy. 27! Winter Haven is famous for its Chain of Lakes! Where else can you find all of this for only $137,900? Please make an appointment to see this great home today!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Peggy Lewellen (863-412-7692)
5452 SAN PIETRO DR, WINTER HAVEN, FL 33884
$349,99970 Days on yellowkey MLS ID: TB8491409
0 Days Off yellowkey (back on 4/27/2026)
REDUCED by $10,000 (2.8%) on 04/21/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2470 Built: 2025Monthly Fee: $53 Tax: $2,689 (2025)Community: Villa MarSingle Family
Taxes:$2,689
Elementary School: Pinewood Elem
Remarks: Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. 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.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
5457 SAN PIETRO DR, WINTER HAVEN, FL 33884
$359,99970 Days on yellowkey MLS ID: TB8491423
REDUCED by $5,000 (1.4%) on 04/21/2026
1742 UPLAND LN, WINTER HAVEN, FL 33884
$380,99044 Days on yellowkey MLS ID: W7885110
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2250 Built: 2026Monthly Fee: $63Community: Ashton CoveySingle Family
Taxes:$0
Tax Year: 2026
Middle School: Mclaughlin Academy Of Excellence
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 Sandalwood single-family home sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full bath sits between 2 bedrooms, while a guest suite with full bath is found off the 3-car garage. Use the versatile flex space as a home office. The gourmet kitchen includes a large island overlooking dining space and the family room, ideal for gathering with family and friends. Your luxurious owner’s suite features a double vanity bath and massive walk-in closet, plus private access to the rear lanai. You’ll be stunned by The Sandalwood. 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)
202 SAINT LUCIE RD, WINTER HAVEN, FL 33884
$328,99943 Days on yellowkey MLS ID: L4961340
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1973 Tax: $3,069 (2025)Community: Eloise Woods East Lake Mariam UnitSingle Family
Taxes:$3,069
Remarks: **Location, Location, Location! Seller offering $10,000 toward buyer closing costs, prepaid items, or interest rate buy-down with acceptable offer!** Beautifully maintained 3-bedroom, 2-bath home situated on an expansive oversized corner lot in desirable Southeast Winter Haven with **no city taxes — county taxes only**. Major updates have already been completed, including a **2024 A/C**, **2019 roof**, **new drain field**, and recent **septic inspection/pump-out** for added peace of mind. Inside, you'll find luxury laminate flooring throughout the main living areas with ceramic tile in wet areas, creating a clean and modern feel. Enjoy outdoor living in the private rear courtyard shaded by mature landscaping and beautiful trees, plus a stunning oak tree that enhances the curb appeal of this spacious corner homesite. A rare bonus is the **704 sq. ft. detached garage/workshop**, offering endless possibilities for storage, hobbies, vehicles, or workspace. Conveniently located near shopping, dining, schools, **only 2.1 miles from LEGOLAND Florida Resort**, close to Chain of Lakes access, near Freedom Boat Club, and just minutes from the new Chain of Lakes Baseball Complex. Don’t miss this opportunity!
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: John Calhoun (863-528-7973)
153 LAKE OTIS RD, WINTER HAVEN, FL 33884
$749,00084 Days on yellowkey MLS ID: L4959536
REDUCED by $26,000 (3.4%) on 04/24/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3913 Built: 1968Monthly Fee: $100 Tax: $5,530 (2025)Community: LakewoodSpa: NoSingle Family
Taxes:$5,530
Remarks: Opportunities like this rarely come available in the gated Lakewood community. This beautifully updated lakefront pool home sits on a private one-acre lot and offers breathtaking sunset views across Lake Otis from your own backyard. Spend your evenings relaxing on the dock as the sun sets over the water, launch a kayak from the built-in racks, or enjoy weekends boating right from your covered dock. The backyard is designed for Florida living with a resurfaced pool, spacious screened patio, and incredible water views. Inside, the home offers 5 bedrooms and 3.5 bathrooms, including a highly desirable layout with two primary suites—one upstairs and one downstairs, perfect for guests or multi-generational living. Major updates provide peace of mind, including a new roof, two HVAC systems, new water heater, new flooring, and new carpet. The home also features all new double-pane impact windows and sliding doors, a newly resurfaced and retiled pool, and a new covered dock with kayak storage. The irrigation system pulls directly from the lake, so watering your lawn is never restricted by city water rules. Recent improvements include a re-screened patio, new gutters, new garage door, and a new privacy fence, making this home move-in ready. Imagine ending every day watching the sunset over Lake Otis from your own backyard. Homes like this rarely come on the market—schedule your private showing before it’s gone.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Kelly Fain (863-617-0074)
1739 UPLAND LN, WINTER HAVEN, FL 33884
$326,99044 Days on yellowkey MLS ID: W7885115
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1815 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 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.
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