Cypress Knoll Homes with Two Story Style

Welcome to Cypress Knoll, a hidden gem nestled in the heart of Safety Harbor, Florida, within the picturesque Pinellas County. This charming subdivision is a perfect blend of tranquility and modern living, making it an ideal choice for families, professionals, and retirees alike. With its lush landscapes and friendly atmosphere, Cypress Knoll invites you to experience the quintessential Florida lifestyle.

One of the standout features of Cypress Knoll is its stunning two-story homes, which exude elegance and versatility. These residences are designed with both style and functionality in mind, offering spacious layouts that cater to a variety of lifestyles. From sunlit living areas to gourmet kitchens, two-story homes in this community provide ample space for entertaining guests, enjoying family time, or simply unwinding after a long day.

The architectural charm of these two-story homes is complemented by the community’s beautiful surroundings. Residents can take advantage of nearby parks, scenic walking trails, and the vibrant downtown area of Safety Harbor, which boasts delightful shops, restaurants, and cultural attractions. Whether you’re sipping coffee at a local café or enjoying a stroll along the waterfront, there’s always something to explore.

Cypress Knoll isn’t just a place to live; it’s a community where neighbors become friends. With a welcoming spirit and an array of amenities, this subdivision is the perfect backdrop for creating lasting memories. If you’re seeking a home that combines comfort, style, and a sense of belonging, look no further than the enchanting two-story homes of Cypress Knoll in Safety Harbor. Your dream home awaits!

Newest Cypress Knoll Homes with Two Story Style

$1,099,999

4 Beds ⋅ 4 Baths ⋅ TB8511118 MLS

Location, location, location! Welcome to beautiful Safety Harbor, one of the most desirable communities in Pinellas County, known for its charming downtown, waterfront parks, and top-rated schools. This fully updated, move-in ready home features extensive upgrades throughout. Zoned for highly sought-after Safety Harbor Elementary and Safety Harbor Middle Fundamental School. All kitchens and all bathrooms have been completely remodeled with modern finishes. Major improvements include a brand-new roof (December 2025) and two new A/C systems installed in February 2026. Interior updates include fresh paint completed in December 2025, creating a clean and modern feel throughout. The backyard features low-maintenance artificial turf, providing a clean outdoor space with no dirt or mud tracking into the home. A standout feature is the custom theater room, offering a true home entertainment experience. All theater room furniture is included with the sale. Additional highlights: • No flood insurance required • Homeowners insurance approximately $3,600/year • Well-maintained and truly move-in ready • Convenient to downtown Safety Harbor, parks, dining, and waterfront amenities A rare opportunity in a prime location

2348 Messenger Circle, Safety Harbor

$599,000

4 Beds ⋅ 4 Baths ⋅ FC317640 MLS

New Price: $599,000! Stunning custom-built pool home located in the desirable E-section of the Cypress Knoll neighborhood in Palm Coast, a sought-after golf course area. This beautifully upgraded residence offers 4 bedrooms, 4 bathrooms, and a versatile den on an oversized corner lot, showcasing exceptional craftsmanship and thoughtful design throughout. Elegant architectural details abound, including double tray ceilings in the master bedroom, dining room, and den, adding depth and sophistication to the home’s most prominent living spaces. The chef’s kitchen features maple cabinetry, stainless steel appliances including a gas cooktop with full exhaust hood, built-in oven and microwave, granite countertops, under-cabinet lighting, and a spacious island. The breakfast nook boasts mitered windows overlooking the pool, while the sunken family room, complete with a gas fireplace and built-in shelving, creates a warm and inviting living space. The luxurious owner’s suite includes a private sitting area, and the spa-like bath offers a walk-in shower, whirlpool tub, and dual vanities. A private second-level guest suite adds flexibility, along with a convenient pool bath accessible from the lanai. Extensive upgrades include a whole-house generator, dual HVAC systems with 3-zone control, roof replaced in 2018 with wind mitigation certified, updated gas hot water heater, pool equipment, and garage system, enhanced drainage and irrigation, and beautifully landscaped grounds with stonework and pavers. Additional highlights include central sound and intercom, plantation shutters, retractable screens on the double front entry doors for added comfort and airflow, an outdoor wet bar with wine cooler, and a gated garden area, perfect for enjoying Florida living. Ideally situated within minutes of the Cypress Knoll Golf Course, this home enjoys a prime Northeast Florida location just approximately 40 minutes from historic St. Augustine, known as the nation’s oldest city, and Daytona Beach, famous for its world-renowned racing events, and about an hour to an hour and a half from Jacksonville and Orlando, home to major attractions including Walt Disney World, offering convenient access to beaches, shopping, and dining, truly an exceptional location. ** Sellers will consider a credit toward flooring updates with an acceptable offer **

40 Edgewater Drive, Palm Coast

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The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Realty Exchange LLC are marked with the listing broker’s name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. Data last updated