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$885,000
5 Beds ⋅ 5 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 32835 Zip Code
Luxuriously Updated Pool Home in the Heart of Dr. Phillips – Walk to Windy Ridge Elementary! Welcome to this beautifully updated and spacious home located in the highly sought-after Cypress Landing community in Dr. Phillips. Just minutes from top-rated schools, world-class dining, shopping, and Orlando’s premier attractions, this stunning residence combines luxury, comfort, and convenience in one perfect package. Step inside through a charming front porch and be greeted by a grand foyer with soaring ceilings, abundant natural light, and an open, flowing floor plan. The formal living and dining areas offer elegant spaces for entertaining, with direct views and access to the screened-in saltwater pool and spa, surrounded by travertine flooring and a covered lanai—perfect for relaxing or hosting guests year-round. A private home office sits just off the main entry, ideal for today’s remote lifestyle. The chef-inspired kitchen has been thoughtfully renovated with sleek white soft-close cabinetry, quartz countertops, high-end stainless steel appliances, double ovens, and a wine cooler. Enjoy casual meals in the sunny breakfast nook or gather in the oversized family room, complete with a gas fireplace and views of the backyard oasis. The first-floor master suite is a true retreat, offering generous space, direct pool access, and an abundance of natural light. The spa-like master bathroom features an updated walk-in shower, premium finishes, and a large walk-in closet. You'll find four additional spacious bedrooms and three fully renovated bathrooms, plus a convenient half bath with pool access—ideal for guests. The fully fenced backyard offers plenty of space to play, garden, or unwind in total privacy. As a resident of Cypress Landing, you’ll also enjoy access to tennis and basketball courts, a playground, and well-maintained common areas. Key Features includes: 5 Bedrooms | 4.5 Bathrooms Renovated Kitchen with Quartz Counters & High-End Appliances Oversized Family Room with Gas Fireplace Saltwater Pool & Spa with Screen Enclosure First-Floor Master Suite with Pool Access Spacious Fenced Backyard Walk to Windy Ridge Elementary Community Tennis Courts, Basketball Courts & Playground This move-in-ready home offers the perfect blend of modern updates, generous living space, and unbeatable location. Don’t miss your opportunity to make it yours—schedule your private showing today!

3609 Bellington Drive, Orlando
$855,000
5 Beds ⋅ 3 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 32835 Zip Code
Beautiful updated floor plan in this semi custom home by Reiche Silliman in the tree lined streets of Cypress Landing. Located in the heart of Dr. Phillips just a few blocks from the school. Home was been completely updated with new Cabinets & Vanities, all with Quartz counter tops. new Luxury Vinyl flooring through out and dual air both replaced in 2023 and 2025. Pool interior and tile just refinished. Fresh Market shopping center just across the street from Cypress landing community.

8027 Belshire Drive, Orlando
$290,000
3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code
LAKEFRONT LIVING in Winter Haven! Welcome to 3986 Jaclyns Jetty, a beautifully maintained 3-bedroom 2-bathroom, split bedroom floor plan with a large and open living area, waterfront home offering the perfect blend of comfort, convenience, and breathtaking views of Lake Dexter. Nestled within the desirable Cypress Landing community, this residence is ideally positioned to capture stunning lake views and Florida sunsets from the comfort of your own backyard. Whether you're enjoying your morning coffee, unwinding after a long day, or entertaining family and friends, the tranquil waterfront setting creates a lifestyle many only dream of. Inside, you'll find a bright and inviting floor plan with spacious living areas designed for everyday living and effortless entertaining. Large windows and sliding glass doors allow natural light to pour inside while showcasing picturesque views of the lake beyond. The kitchen offers ample cabinetry, generous counter space, and a functional layout that flows seamlessly into the dining and living areas. The primary suite provides a peaceful retreat with water views, an en-suite bathroom, and ample closet space. Additional bedrooms offer flexibility for guests, family members, or a home office. Step outside and experience what makes this property truly special. The backyard overlooks beautiful Lake Dexter, providing a picturesque backdrop for everyday living and outdoor enjoyment. Whether you enjoy fishing, boating, kayaking, or simply soaking in the peaceful waterfront scenery, you'll appreciate having lakefront living right outside your door. Residents of Cypress Landing enjoy an outstanding array of amenities, including a heated community pool, tennis courts, private lake access, and a community boat ramp providing convenient access to Lake Dexter. These amenities create the perfect opportunity to embrace the Florida lifestyle and enjoy year-round recreation close to home. Conveniently located near shopping, dining, medical facilities, LEGOLAND Florida, and major roadways, this property offers the ideal balance of waterfront tranquility and everyday convenience. Whether you're searching for a primary residence, seasonal retreat, or waterfront escape, this move-in ready lakefront property presents a rare opportunity to enjoy the best of Winter Haven's lake lifestyle.

3986 Jaclyns Jetty, Winter Haven
$290,000
3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code
BEAUTIFUL 3 BED 2 BATH 2 CAR GARAGE HOME IN THE CYPRESS LANDING COMMUNITY OF WINTER HAVEN ON LAKE DEXTER. This beautifully maintained home has it all. Some more recent updates include plumbing and roof redone in 2019 along with exterior paint and in 2020 all new flooring was installed. Upon entering the home through the extended foyer and step into the large open living space that boasts a beautiful brick encased wood burning fireplace. The galley style kitchen offers an abundance of cabinet space and includes a newer range, resurfaced cabinets, as well as newer kitchen backsplash in 2020. The primary suite is extensive in size with sliding doors that open to the lanai, as well as an attached primary bathroom that features a walk in shower and walk-in closet. The secondary bedrooms are both generously sized with built in closets and the secondary bathroom is oversized with a unique subway tile countertop, linen closet and tub/shower combo. Some additional rooms and spaces include an interior laundry room as well as a rear screened in lanai that is 26X10 in size and overlooks the backyard. Some community features do include pickle ball and tennis ball courts, heated pool, clubhouse with library, private boat ramp with water access and social clubs for members to become a part of. This home is centrally locate in the heart of Winter Haven and has a plethora of options for nearby shopping, social events and restaurants with easy commutes to nearby areas such as Lakeland, orlando and Kissimmee

4018 Cypress Landing S, Winter Haven
$259,900
3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code
One or more photo(s) has been virtually staged. Welcome to your dream home in Cypress Landing, where comfort meets convenience in this inviting three-bedroom, two-bathroom residence featuring a spacious two-car garage. The open-concept design effortlessly combines the dining and living areas, enhanced by high ceilings and an abundance of natural light from a large wall of windows and sliding glass doors that lead to a serene screened lanai. The thoughtfully designed split bedroom layout offers two cozy bedrooms at the front of the home, while the expansive primary suite at the back boasts an en suite bathroom with a luxurious shower and a generous walk-in closet, along with direct access to the lanai through another set of sliding glass doors. The kitchen is a chef's delight, equipped with a closet pantry and a dining nook, with additional sliding glass doors leading to a charming side porch. Enjoy the benefits of a separate laundry room, tile flooring in the kitchen and dining areas, and plush carpeting in the bedrooms and living room. Outside, the fully fenced backyard provides a private retreat, while the exceptional community amenities—including access to Lake Dexter, a heated pool, clubhouse, tennis and pickleball courts, fishing pier, private boat ramp, and boat parking—make this home the perfect blend of relaxation and recreation.

4020 Cypress Landing S, Winter Haven
$255,000
2 Beds ⋅ 3 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to your lakefront retreat in the Cypress Landing subdivision of Winter Haven, Florida, offering beautiful sunsets over Lake Dexter every day. This 2-bedroom, 2.5-bath home features a bonus Florida room overlooking the water—perfect for relaxing, entertaining, or enjoying your morning coffee in serene waterfront views, or unwind as you view the sunsets. While the home does need some updating, it’s priced accordingly and presents a wonderful opportunity to personalize and build equity in a desirable, resort-style community. Cypress Landing also provides fantastic amenities, including a community pool, community center, and a boat ramp with a dock for easy access to the lake—making this an ideal home for both peaceful living and weekend adventures.

3962 Cypress Landing W, Winter Haven
$225,000
2 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code
One or more photo(s) has been virtually staged. Newly renovated 2 bedroom, 2 bathroom home with all the major updates already done for you — new roof, new floors ,new AC, and new water heater. This is a boater and fisher’s dream property located on beautiful Lake Dexter, Enjoy boating, water skiing, and freshwater fishing right from your backyard playground. The community offers a dock with boat slips available on a first-come, first-served basis, perfect for boats up to 24 feet. Residents also enjoy a clubhouse, pickleball courts, and tennis courts, making it easy to enjoy the Florida lifestyle. Whether you're looking for a full-time residence or a weekend lake retreat, this home offers the perfect mix of updates, amenities, and waterfront living.

4009 Cypress Landing S, Winter Haven