Homes for Sale with a Pool in Safety Harbor, FL

3 Beds ⋅ 2 Baths ⋅ Harbor Woods Village SubDv.

Safety Harbor - Harbor Woods Village - Welcome to this inviting 3-bedroom, 2-bath pool home, offering nearly 2,400 square feet of comfortable living space. Designed with versatility in mind, the flexible floor plan seamlessly adapts to both everyday living and easy entertaining. Step inside to a sun-drenched living room where expansive sliding doors open to a charming front atrium, filling the space with natural light and creating a warm, airy ambiance. The living room seamlessly transitions into the dining area, which features a lighted built-in cabinet - perfect for displaying your favorite dishes or collectibles. From there, the open layout leads into the kitchen and an adjacent bonus room for added flexibility. The kitchen is a chef’s delight, boasting bright cabinetry, butcher-block-look countertops, stainless steel appliances, a custom backsplash, and a convenient breakfast bar for casual meals. Overlooking the family room, bonus room, and the outdoor living area, the kitchen truly serves as the heart of the home. The inviting family room centers around a cozy wood-burning fireplace with an elegant tile surround, perfect for relaxing with family and friends. Throughout the main living areas, engineered teak flooring adds warmth and continuity, while tile flooring in the kitchen and bonus room ensures easy maintenance. Plush carpeting in the bedrooms offers comfort underfoot. The spacious primary suite is a private retreat, featuring a wall of closets plus a separate walk-in closet, an expansive en suite bath, and sliding doors that provide direct access to the sparkling pool and outdoor living space. The en suite bath is beautifully updated with a dual-sink quartz-topped vanity, a modern soaking tub, and a custom-tiled walk-in shower with a glass enclosure - offering a spa-like experience at home. Two generously sized secondary bedrooms share a stylish, well-appointed guest bath, while the versatile bonus room can easily serve as a home office, hobby space, game room, or additional living area to suit your needs. Step outside to enjoy the best of Florida living in your private screened pool area, complete with a paver surround, covered outdoor sitting area, and tranquil views of the fenced backyard. Whether you’re relaxing poolside, hosting lively gatherings, or unwinding with a quiet evening outdoors, this inviting setting seamlessly extends your living space. Additional highlights include a spacious 2-car garage, secondary parking pad, and impact windows and sliding doors installed in 2023 for peace of mind and added energy efficiency. This exceptional home is situated in a golf cart-friendly community and offers a wonderful opportunity to embrace the Florida lifestyle. Experience the vibrant pulse of Safety Harbor - enjoy lively festivals, monthly gatherings, delightful art walks, and an array of restaurants, charming bars, unique shops, and a flourishing local arts scene. Don’t miss your chance to make this stunning Harbor Woods Village residence your next home. Come take a look…You’ll like what you see!

3314 Enterprise Road E, Safety Harbor

$949,000

3 Beds ⋅ 2 Baths ⋅ Del Oro Shores SubDv.

Virtually Staged. Bay views out front, lake views out back, and Safety Harbor main street just 0.50 miles down the road. This fully remodeled 3 bed, 2 bath pool home sits across from Old Tampa Bay and backs up to Alligator Lake, with a lake-view sunroom. Enjoy a large backyard with a pool that has a brand-new pump, heater and child safety fence. Remodeled from top to bottom with restored terrazzo flooring, new kitchen cabinet, lighting and ceiling fans, new interior doors, new guest bathroom, and a seller credit to customize the kitchen appliances. The living room overlooks views of Old Tampa Bay with open floorpan to the dining area. The sunroom offers an ADDITIONAL 260sq ft of bonus living space with a pass through window from the kitchen makes easy entertaining, play room, office and much more. In the primary bedroom, enjoy an oversized ensuite bathroom with a soaking tub, shower and dual vanities. The extra large walk in closet leaves room for customization and overlooks views of the bay as you get ready for your day. Stay cool during household tasks with an indoor laundry room and large utility closet. Rest easy during storm season with hurricane shutters and a whole-home Generac generator. The garage has a 220-amp outlet that could easily accommodate electric vehicle charging stations. Other updates include new fan and lighting fixtures, new water heater and new garage door. A half a mile from Downtown Main Street's restaurants, coffee shops, boutiques, live music, and the historic Safety Harbor Resort & Spa. The Bayshore Linear Greenway runs right along the boulevard, a paved, roughly two-mile bike and walking trail that connects to the Ream Wilson Clearwater Trail and runs north past Waterfront Park, the marina and pier, all the way to Philippe Park, with its waterfront picnic spots, centuries-old oaks, and historic Tocobaga mound. Marshall Street Park's nature trail and boardwalk are close by too. Schedule your showing today!

725 S Bayshore Boulevard, Safety Harbor

255 Los Prados Drive Unit 255, Safety Harbor

$265,000

2 Beds ⋅ 1 Baths ⋅ Los Prados Condo SubDv.

Discover easy, low-maintenance living in the charming Los Prados community of Safety Harbor! This second-floor, 2-bedroom, 1-bath condo offers a comfortable, practical layout with bright living and dining areas that makes everyday living feel relaxed and welcoming. Step out to your private patio, a perfect spot for morning coffee or unwinding in the evening breeze, that includes an extra storage closet. Both bedrooms offer good closet space, and the upstairs location adds a lovely sense of privacy and quiet. Added conveniences include inside laundry and assigned covered parking. One of the best parts of calling Los Prados home is the location. You're within walking distance of downtown Safety Harbor, where you can enjoy local restaurants, shops, the marina, and the community events that give this little town so much character. Back at home, residents enjoy a community pool, heated spa, peaceful ponds, and private access to Folly Farms Nature Preserve, with walking trails and garden areas to explore. The HOA fee includes water, cable, internet, sewer and trash. Whether you're looking for a full-time residence or a second home getaway, this Safety Harbor condo delivers comfort, convenience, and small-town charm. High and Dry - no flood insurance required! Schedule your showing today!

255 Los Prados Drive Unit 255, Safety Harbor

105 N Bay Hills Boulevard, Safety Harbor

$564,900

3 Beds ⋅ 2 Baths ⋅ North Bay Hills Rep SubDv.

Charming updated pool home in sought-after North Bay Hills. This 3-bedroom, 2-bath home with bonus sunroom offers 1,691 SF of thoughtfully designed living space on a fenced 0.18-acre lot, ideal as a primary residence, second home, or turnkey short-term rental. The split floorplan places the primary suite privately apart from two secondary bedrooms, while a sunroom/family room addition off the kitchen adds flexible living space perfect for a home office, playroom, or additional lounge area. Step outside to your private, heated in-ground pool — a true Florida oasis for year-round entertaining. Recent updates include a newer roof (2020), newer A/C (2021), both bathrooms renovated (2020), and updated kitchen appliances including stove, dishwasher, and water heater. A whole-home water treatment system and updated interior doors round out the improvements. The attached 2-car garage and irrigation system add everyday convenience. Ideally located in Safety Harbor with easy access to downtown's shops and restaurants, top-rated schools, and Tampa Bay waterfront parks — this move-in-ready pool home is ready for its next chapter. Voluntary HOA at just $35/year, no CDD.

105 N Bay Hills Boulevard, Safety Harbor

84 Cedar Elm Drive Unit 28, Safety Harbor

$69,500

2 Beds ⋅ 2 Baths ⋅ Briar Creek Mobile Home Community I Condo SubDv.

Incredible Potential in a Premier Location! Rare Fixer-Upper nestled on a beautiful tree lined street in Briar Creek the area's most desirable, well-maintained 55+ community, this 2-bedroom, 2-bathroom manufactured home offers an affordable entry into a fantastic neighborhood. Best of all? You own the land - no lot rent here! The home features a functional layout with spacious living areas. It does need a full cosmetic overhaul presenting a blank canvas for DIY buyers, investors, or anyone who wants to create their vision dream space. Briar Creek is a peaceful, friendly community with easy access to nearby shopping, dining, parks, beaches, major roadways and airports. HOA fee is $235 a month which includes water, sewer, trash, lawn, private roads, clubhouse, heated pool & spa. Opportunities to buy land-owned property at this price point in such a lovely location do not last long! Sold Strictly As-Is. Needs Work.

84 Cedar Elm Drive Unit 28, Safety Harbor

$849,900

4 Beds ⋅ 3 Baths ⋅ Bay Woods - Unit Ii SubDv.

Welcome to 210 Woodland Ct, a truly distinctive custom built home tucked away in the highly desirable Baywoods II neighborhood of Safety Harbor. Set on a large, beautifully wooded lot, this four bedroom, three full bathroom residence offers a rare combination of thoughtful custom design, spacious living, privacy, and an exceptional connection to the natural Florida landscape. From the moment you enter, the character of the home is immediately apparent. An abundance of natural light fills the interior through the home's many windows, highlighted by a grand front window with its own inviting nook that creates a beautiful focal point. Hardwood floors flow throughout much of the living space, complemented by ceramic tile, while tall ceilings in the living room add to the home's open, airy feel. The generously sized living areas provide plenty of room to gather and entertain, while all four bedrooms are comfortable proportions and flexibility for family, guests, an office, or a private retreat. The kitchen features stainless steel appliances, granite stone countertops, ample cabinetry, and plenty of workspace, making it practical for everyday living and entertaining. The spacious primary suite features a private balcony overlooking the surrounding landscape, a large walk in closet, and an expansive primary bathroom complete with a double vanity, walk in shower, and Jacuzzi tub. A dedicated laundry room and two car garage add convenience. Built as a completely custom, one of a kind residence, the home incorporates 13 structural pillars extending down to bedrock, reflecting the engineering and craftsmanship behind its original construction. The original architect's plans have been preserved and are available to view, offering a unique look into the home's design. Improvements include a full house Generac generator, a roof approximately two years old, and numerous hurricane rated windows, with most first floor windows replaced and additional newer windows on the second floor. The private pool has also been resurfaced. An expansive back deck extends the living area into the lush surroundings and overlooks the pool, providing an ideal setting for outdoor dining, entertaining, or relaxing. Just off the deck, an exclusive paver fire pit area creates an intimate setting for evenings outdoors. Mature Florida vegetation provides exceptional privacy, while a natural creek running through the property adds an extraordinary sense of place and attracts abundant native Florida wildlife. The property has never flooded and includes a transferable flood insurance policy currently priced at approximately $1,212 annually, adding valuable peace of mind. Baywoods II adds privacy and tranquility, with a single way in and a single way out, while remaining conveniently located in Safety Harbor. Philippe Park is just minutes away, offering waterfront scenery, shaded trails, recreation, and beautiful natural surroundings, while downtown Safety Harbor is close enough to enjoy its restaurants, shops, waterfront, events, and unmistakable small town charm. This is a custom residence with character, history, thoughtful construction, beautiful indoor and outdoor living spaces, and a natural setting that is exceptionally difficult to replicate. Every part of 210 Woodland Ct contributes to an experience that feels private and connected to everything that makes Safety Harbor special. A home this unique is best appreciated in person.

210 Woodland Court, Safety Harbor

612 Baldwin Avenue Unit C, Safety Harbor

$235,000

3 Beds ⋅ 2 Baths ⋅ Yorktown At Beacon Place SubDv.

One or more photo(s) was virtually staged. THREE BEDROOMS. WATER VIEW. STEPS FROM THE POOL. SAFETY HARBOR. This is the combination buyers wait for — and at this price, it is hard to find. Welcome to 612 Baldwin Avenue #C, a spacious 3-bedroom, 2-bath end-unit condo with 1,230 square feet in Yorktown at Beacon Place. One of the best-positioned units in the community, this condo sits closest to the pool and clubhouse and offers a private balcony where you can look out over the pond and community pool. The floor plan is a major advantage. The primary suite is separated from the other two bedrooms, giving everyone more privacy, while three true bedrooms create flexibility for guests, a home office, or additional living space. The home also features a dedicated laundry room, generous storage, covered carport parking, and additional outdoor storage. With no upstairs neighbors and an end-unit location, you get extra privacy in a setting that feels tucked away while still being close to everything. And then there is Safety Harbor — one of Pinellas County’s most desirable small-town communities. Downtown Safety Harbor, Philippe Park, waterfront parks, restaurants, breweries, shopping, and the Safety Harbor Resort & Spa are all just minutes away, with convenient access to Tampa, Clearwater, St. Petersburg, and both area airports. The property is also zoned for Safety Harbor Elementary, Safety Harbor Middle, and Countryside High School. For buyers who have been waiting for three bedrooms, a water view, pool access, covered parking, and a Safety Harbor address without the Safety Harbor price tag, this is one to see quickly. The location within the community is difficult to duplicate — and opportunities like this do not come around often.

612 Baldwin Avenue Unit C, Safety Harbor

300 N Bay Hills Boulevard, Safety Harbor

$549,000

3 Beds ⋅ 2 Baths ⋅ North Bay Hills Rep SubDv.

WELCOME TO SAFETY HARBOR LIVING - 3 BEDROOMS + OFFICE, CORNER LOT, FULLY REMODELED POOL HOME! If you've been waiting for a home that feels fresh, stylish, and unmistakably Florida, this is the one! Trending modern design with a relaxed coastal casual vibe—this one is move-in-ready for you to start enjoying the Safety Harbor lifestyle. Step inside and you'll immediately love the vaulted ceilings, luxury vinyl plank flooring, 5-inch baseboards, modern black accent fixtures and door hardware that give the home a clean, contemporary look. The soft, neutral color palette keeps everything light, airy, and effortlessly coastal. The kitchen is a true standout! Beautifully designed, it features new dark stainless-steel appliances, soft-close cabinetry, a subway tile backsplash, and matte-black cabinet hardware and pulls. The striking tuxedo-style island with contrasting accent details is visual eye candy and accentuates the open floor concept. Whether you're making coffee on a quiet morning or gathering with friends over cocktails at sunset, this is a kitchen you'll love spending time in. The spacious primary suite is complete with a walk-in closet and additional built-in closet storage. The primary bathroom takes the spa-retreat vibe to another level with a stunning dual-showerhead, a floating vanity, and a built-in shower niche—a beautiful combination of form and function. The hallway bathroom continues the home's thoughtful modern design with a floating vanity and low-flow toilet. Need a little extra flexibility? The dedicated office provides the perfect space for working from home, a study, a creative space, or a cozy den—whatever fits your lifestyle. And then there's the backyard… hello, Florida! Your in-ground pool and paved patio with covered outdoor living space create a private outdoor retreat made for sunny afternoons, pool days, weekend get-togethers, and evenings under the Florida sky. Removable child safety fencing provides an added layer of peace of mind when the pool isn't in use. Unexpected Extras Include: 2026 Roof, 2024 HVAC, and 2024 Water Heater - the biggest-ticket items are already done! Safety Harbor is all about enjoying the good life— local shops and restaurants, waterfront sunrises and sunsets, community events, and that unmistakable small-town charm. Better yet, hop in your golf cart and cruise into downtown for dinner, coffee, shopping, festivals, or an evening stroll. Come take a look—you might just find your happy place!

300 N Bay Hills Boulevard, Safety Harbor

$335,000

2 Beds ⋅ 2 Baths ⋅ Bay Towne SubDv.

Welcome to 321 Dover Ct E, a beautifully maintained 2-bedroom, 2-bath end-unit villa nestled in the desirable Bay Towne community of Safety Harbor. Offering the feel of a single-family home with the convenience of low-maintenance living, this light and bright residence features an open floor plan, vaulted ceilings, split-bedroom layout, and tile and laminate flooring throughout. The spacious living and dining areas flow seamlessly into the kitchen, creating an inviting space for both everyday living and entertaining. The primary suite offers privacy and comfort with an en-suite bath and generous closet space, while the second bedroom and bathroom are ideally situated in the home to provide privacy for guests. Step outside to the screened lanai and enjoy the privacy of the fenced backyard, mature landscaping, and additional outdoor living space. An attached storage area provides convenient room for bikes, tools, and recreational gear. Residents also enjoy access to the community pool and other neighborhood amenities. One of the home's standout features is the transferable solar panel system, offering the next owner the opportunity to take advantage of solar energy and reduced electric costs. The solar system adds an attractive combination of energy efficiency and long-term value for the future owner. Located just minutes from everything that makes Safety Harbor special, this home provides easy access to downtown Safety Harbor, waterfront parks, restaurants, shopping, and recreation, while also offering convenient access to Tampa, Clearwater, and the Gulf beaches. If you're looking for a move-in-ready home with a private outdoor space, spacious interior layout, and desirable community amenities, this villa is a must-see.

321 Dover Court E, Safety Harbor

1816 Lake Cypress Drive Unit 1816, Safety Harbor

$299,000

2 Beds ⋅ 2 Baths ⋅ Cypress Trace North Condo SubDv.

This Beautiful 2-bedroom, 2-bath corner unit offering 1,260 sq. ft. of pristine living space on the second floor, complete with dramatic cathedral ceilings throughout. Stunning new hardwood flooring flows through the home, complementing an updated light & bright kitchen featuring a brand-new Whirlpool refrigerator, high-end granite countertops, Italian tumbled marble backsplash, custom Charleston Maple solid wood cabinetry, and stainless steel appliances. Includes a full-sized newer LG washer and dryer. The guest bathroom has a new vanity and faucet, while the private en-suite bath offers granite counters and updated fixtures. Experience stress-free Florida living in this beautifully maintained, turn-key community. Enjoy absolute peace of mind located outside of a flood zone. Bonus for the buyer! Seller is offering select functional furniture items at no additional cost, including the neutral sectional sofa, rustic glass-door credenza, and matching media console (all convey AS-IS at buyer's discretion). Schedule your private showing today!

1816 Lake Cypress Drive Unit 1816, Safety Harbor

631 Fairmont Avenue Unit C, Safety Harbor

$229,000

2 Beds ⋅ 2 Baths ⋅ Yorktown At Beacon Place SubDv.

WELCOME HOME! Welcome to 631 Fairmont Ave #C — your opportunity to enjoy the best of the Safety Harbor lifestyle! This beautifully maintained 2-bedroom / 2-bath, 2nd-story condo is located in the desirable Yorktown at Beacon Place community and offers a wonderful combination of comfort, convenience, and low-maintenance living. Step inside to an inviting open-concept layout where the kitchen flows seamlessly into the living room, creating an ideal space for entertaining & relaxing. Vinyl plank flooring adds a modern, easy-care touch throughout the main living areas. Just off the living room, a screened porch provides the perfect spot to enjoy your morning coffee, unwind after a long day, or simply take in the Florida lifestyle. Residents of Yorktown at Beacon Place enjoy access to a gorgeous community pool, perfect for cooling off and relaxing year-round. The monthly condo fee provides exceptional value, including use of the community pool as well as covering water, sewer, trash, cable, and internet — making everyday living simple and convenient. The property also includes a private one-car carport along with guest parking. Location is everything, and this home puts you close to some of Safety Harbor's most treasured destinations. Philippe Park is nearby and easily accessible. Hop on your golf cart and head into downtown Safety Harbor to explore local restaurants, coffee shops, boutiques, parks, and community events. Enjoy dining at the BRAND NEW Frenchy's location, Café Vino Tinto, Water Oak Grill, or Haven House Coffee Shop, then experience the vibrant local calendar featuring Third Friday street festivals, holiday parades, car shows, art festivals, and more. Whether you're looking for a full-time residence, a Florida getaway, or an easy-care Seasonal home in a charming community, this condo offers the opportunity to embrace the relaxed, connected, and highly sought-after Safety Harbor lifestyle. Park the car, grab the golf cart, and enjoy everything this wonderful community has to offer!

631 Fairmont Avenue Unit C, Safety Harbor

$420,000

3 Beds ⋅ 1 Baths ⋅ Bayfront Manor SubDv.

Some houses are simply cute. This one has that unmistakable Safety Harbor charm…warm, inviting, and surrounded by the beauty of mature trees and lush landscaping. This beautifully maintained 3 bedroom pool home offers a comfortable layout with thoughtful updates and plenty of character. The kitchen features a newer stove and dishwasher, plus a charming coffee bar that will make mornings a little sweeter. Three cozy bedrooms offer generous closets with built-in shelving, while a wood-burning fireplace brings warmth and personality to the living room. At the rear of the home, the light-filled Florida room naturally blends the indoors with the outdoors. Large sliding doors frame views of the pool and garden, making this versatile space ideal for morning coffee, casual gatherings, or simply enjoying the peaceful surroundings. Beyond the glass, a covered lanai, screened pool, mature palms, lush plantings, and fully fenced yard create a secluded setting for enjoying the best of the Florida climate. A one car garage provides convenient parking and storage with a beautifully appointed laundry area. The pool enclosure was re-screened in 2026, and the pool pump has a newer motor and timer box. Additional updates include a 2020 HVAC condenser and impact rated front door and front of home windows. The existing floor plan also offers an opportunity to explore adding a second bathroom, allowing the next owner to further customize the home over time. Just minutes from downtown Safety Harbor, you’re close to local restaurants, coffee shops, breweries, boutiques, markets, waterfront parks, recreation facilities, pickleball courts, and scenic Tampa Bay trails. Tampa International Airport, award-winning Gulf beaches, Honeymoon Island, and nearby marinas are also within easy reach.

2941 Bay View Drive, Safety Harbor

Homes for Sale with a Pool in Safety Harbor, FL

All Homes for Sale with a Pool in Safety Harbor, FL

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