Cypress Point Homes for Sale

Welcome to Cypress Point, a picturesque subdivision nestled in the heart of Winter Haven, Florida. This charming community offers a perfect blend of tranquility and modern living, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle. With its lush landscaping and beautiful tree-lined streets, Cypress Point is a neighborhood that truly feels like home.

Cypress Point boasts a variety of homes for sale, each designed to cater to diverse tastes and preferences. From spacious single-family residences to cozy townhomes, you'll find options that fit your lifestyle perfectly. Many homes in this subdivision feature open floor plans, updated kitchens, and private outdoor spaces, ideal for entertaining or unwinding after a long day. With a range of price points, there’s something for everyone in this vibrant community.

Residents of Cypress Point enjoy convenient access to a wealth of amenities, including nearby shopping, dining, and recreational opportunities. The stunning Chain of Lakes is just a short drive away, offering endless options for boating, fishing, and enjoying the beautiful Florida sunshine. Additionally, the area is known for its top-rated schools, making it an attractive choice for families.

Whether you're looking to invest in your first home or seeking a peaceful retreat, Cypress Point in Winter Haven, FL, has it all. Explore the homes for sale in this delightful community and discover the perfect place to create lasting memories. Your dream home awaits in Cypress Point!

Newest Cypress Point Homes for Sale

$549,900

3 Beds ⋅ 2 Baths ⋅ TB8545796 MLS

Virtually Staged. Sophisticated. Refined. Completely Reimagined. Welcome to a truly exceptional residence where luxury design, modern comfort, and meticulous craftsmanship come together. Completely renovated from top to bottom, this designer-inspired home offers a level of finish and attention to detail rarely found at this price point. Step inside to an impressive open-concept living space anchored by a spectacular chef’s kitchen. Custom white oak cabinetry pairs beautifully with exquisite Taj Mahal quartzite countertops, while a cabinet-ready Sub-Zero refrigerator, upgraded cooktop with pot filler, and brand-new double oven with microwave create a kitchen that is as functional as it is stunning. Throughout the home, designer lighting, custom feature walls, sophisticated finishes, and carefully selected materials create a cohesive, elevated aesthetic. The spa-inspired bathrooms offer a luxurious retreat, while the beautifully renovated bedrooms provide comfort, style, and versatility. Offering approximately 1,510 sq. ft. of living space, the home also features an approximately 240 sq. ft. covered patio, extending the living experience outdoors and creating an ideal setting for entertaining, dining, or simply enjoying the Florida lifestyle. Additional upgrades include a brand-new washer and dryer and a brand-new air conditioning system, providing modern convenience and peace of mind. Perfectly positioned just 15–20 minutes from award-winning Clearwater Beach, with convenient access to restaurants, shopping, parks, golf, and everyday amenities, this home delivers the perfect combination of luxury and location. Seller is requesting the highest and best offers from interested buyers. Offers will be reviewed after the first weekend on the market. Seller reserves the right to accept an offer prior to the review period. This is more than a renovation—it’s a complete lifestyle upgrade. IMPORTANT DISCLOSURES: All information, including but not limited to square footage, room dimensions, lot size, measurements, distances, features, improvements, and other property details, is believed to be accurate but is approximate and subject to verification. Buyer and buyer’s agent are responsible for independently verifying all information that is important to their purchase decision, including measurements, dimensions, zoning, permitting, property condition, and any other material facts, through appropriate inspections, public records, and other sources. Some photographs have been virtually staged or digitally enhanced for marketing purposes. Virtually staged images are intended to illustrate potential furniture placement, décor, or use of space and may not represent the property’s actual furnishings, condition, finishes, or appearance. Buyers should rely on the actual property and not solely on digitally enhanced or virtually staged photographs.

2185 Little Brook Lane, Clearwater

Listing courtesy of PEOPLE'S TRUST REALTY. 352-688-7022

$549,999

4 Beds ⋅ 2 Baths ⋅ 2163512 MLS

LOCATION, SPACE & FLEXIBILITY! Just minutes from beautiful Crescent Beach, this inviting St. Augustine home offers a comfortable layout, spacious living areas, and plenty of versatility for everyday living. Step inside to an open floor plan with vaulted ceilings that create a bright, airy feel and make the main living space feel even more expansive. The kitchen features granite countertops and opens naturally to the surrounding living areas, making it easy to stay connected whether you're relaxing at home or entertaining guests. The spacious primary suite includes a walk-in closet, while the versatile bonus room offers endless possibilities as a home office, media room, playroom, guest space, hobby room, or additional living area. With its own dedicated AC, the bonus room can be comfortably enjoyed year-round. Outside, the partially fenced yard provides space to enjoy the Florida sunshine, entertain, let pets roam, or create your own outdoor retreat. The home also offers valuable major components, including a 2025 roof, plus HVAC systems from 2012 and 2017 and a 2013 water heater. Best of all, the location puts you just minutes from Crescent Beach, while keeping shopping, dining, and everyday conveniences close by. Whether you're looking for a primary residence, beach getaway, or investment opportunity, this home offers the space, flexibility, and coastal location you've been looking for!

6888 Cypress Point Drive, St. Augustine

Courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Listing courtesy of SHELBY C HODGES from KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$499,000

4 Beds ⋅ 3 Baths ⋅ TB8541094 MLS

Great bones, a fantastic layout and plenty of potential make this Clearwater home one worth seeing! This 4-bedroom, 3-bath home offers two primary suites, each with a private en-suite bath and walk-in closet, along with a 2-car garage and inside laundry room. The spacious 0.16-acre lot features a large fenced backyard, covered lanai, and screened-in-ground pool, giving you plenty of room to enjoy the Florida lifestyle. The home could use some cosmetic updates, but the layout and space are already here. You can make it your own and watch it shine! Located in a non-flood zone and conveniently close to parks, shopping, dining and entertainment, with Clearwater Beach, Pier 60, Coachman Park and Honeymoon Island all within easy reach. Come take a look, bring your ideas and see the potential this home has to offer!

2179 Cypress Point Drive N, Clearwater

Listing courtesy of JAY ALAN REAL ESTATE. 855-529-2526

$299,900

3 Beds ⋅ 2 Baths ⋅ 2156825 MLS

**Well-maintained 3-bedroom, 2-bath home situated on a peaceful pond lot in the established Cypress Point community. Major updates include a new roof (2026), Trane HVAC system (2019) and AC ductwork replaced in (2025), water heater (2022), and new luxury vinyl plank flooring in the dining room (2026). The spacious living and dining areas provide a functional layout for everyday living and entertaining. Step outside to enjoy the covered patio overlooking the fully fenced backyard. A standout feature is the permitted 400 sq. ft. detached garage/workshop completed in 2010 with 220V electrical service and window A/C, offering exceptional space for hobbies, projects, storage, or a home business. Additional highlights include an extended driveway, active termite bond, and convenient access to shopping, dining, NAS Jacksonville, schools, and interstate travel. Rarely does a home in this price range offer this combination of major updates, a pond lot, and a permitted detached workshop !

8354 Fire Fly Lane, Jacksonville

Courtesy of WATSON REALTY CORP

Listing courtesy of WATSON REALTY CORP.

Listing courtesy of STEVEN RICKETTS from WATSON REALTY CORP.

$315,000

3 Beds ⋅ 2 Baths ⋅ 2153671 MLS

Move-in ready with a brand-new roof, AC, and water heater, plus a freshly painted interior. Welcome to 7260 Eagles Perch Drive -- a charming 3-bedroom, 2-bathroom pool home in Jacksonville, Florida. This single-story residence offers 1,535 square feet of comfortable living space, an attached garage, elegant tile and laminate flooring, and a cozy living room with a fireplace. The updated kitchen features dark cabinetry, stainless steel appliances, a stylish tile backsplash, and plenty of counter space, with an easy flow into the dining and living areas. The primary suite includes a private bath, while the two additional bedrooms provide flexible space for guests, a home office, or hobbies. Conveniently located near major shopping destinations including Costco and Walmart, plus Naval Air Station Jacksonville (NAS JAX). AC, Roof and water heater all installed by licensed contractors and permits pulled. Step outside to discover a screened lanai overlooking the in-ground pool, patio area, and fenced backyard. Conveniently located in the Argyle Forest neighborhood, this Jacksonville pool house offers the perfect blend of indoor comfort and outdoor relaxation.

7260 Eagles Perch Drive, Jacksonville

Courtesy of MOMENTUM REALTY

Listing courtesy of MOMENTUM REALTY.

Listing courtesy of CHRISTOPHER MOORE from MOMENTUM REALTY.

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