Homes for Sale with a Pool in Dunedin, FL

2 Beds ⋅ 1 Baths ⋅ Royal Stewart Arms SubDv.

Fully furnished and move-in ready — just bring your flip-flops. This fifth-floor 2BR/1BA condo at Royal Stewart Arms sits directly beside Honeymoon Island State Park with water views from every window. Watch dolphins from your private balcony over St. Joseph Sound. Hurricane-rated windows, updated kitchen with breakfast bar, solid-surface counters, crown molding, and walk-in closet. This vibrant 55+ community was built for active living — heated pool, tennis, pickleball, shuffleboard, sauna, and a newly renovated clubhouse with billiards. Your $693 monthly fee covers cable, water, sewer, trash, pool, building insurance, exterior maintenance, and all recreational facilities. Downtown Dunedin's waterfront dining and craft breweries are just minutes away. Community fishing pier and the Osprey Trail put Gulf-front nature right at your door. Live the Island life every day. Schedule your private tour today.

7 Elgin Place Unit 508, Dunedin

$784,000

4 Beds ⋅ 2 Baths ⋅ Pinehurst Highlands SubDv.

SELLERS Said Bring Offers!! This stunning 4-bedroom pool home is located in one of Dunedin's most in-demand neighborhoods! Situated within the golf cart zone, you'll enjoy direct access to the lush, nearly 100-acre Hammock Park at the end of the street. NON FLOOD ZONE!! Conveniently located within golf cart distance to Schools, Downtown Dunedin, the Recreation Center, Aquatic Center, Splash Park, Dunedin Golf Club, Highlander Park, baseball fields, tennis and pickleball courts, the Public Library, TD Ballpark (home of Blue Jays Spring Training), and so much more! Inside, you'll find a spacious and inviting floor plan featuring a large living room, travertine and Bamboo hardwood flooring throughout, and a beautifully appointed kitchen with solid wood cabinetry and granite countertops. The private primary suite offers a stunning walk-in closet and a beautifully remodeled ensuite bathroom. Three additional generously sized guest bedrooms, an updated guest bath, a comfortable family room, and a dedicated dining area provide plenty of space for family and guests. Crown moldings, Chair rail and 4 inch base molding accentuate the already stunning home. PERFECT LOCATION!

1110 Mclean Street, Dunedin

$148,000

2 Beds ⋅ 2 Baths ⋅ Douglas Arms SubDv.

Welcome to this charming 2-bedroom, 2-bathroom condo in the heart of vibrant Dunedin! Located just minutes from the quaint shops, restaurants, breweries, and waterfront parks of downtown Dunedin, this second-floor residence in the desirable 55+ Douglas Arms community offers the relaxed Florida lifestyle you've been dreaming of. Enjoy beautifully maintained grounds, a heated community pool, and an active clubhouse where neighbors gather for cards, crafts, and social events. Start your mornings with coffee in the bright Florida room, an ideal space for relaxing, reading, entertaining guests, or simply enjoying the Florida sunshine. Inside, you'll find a spacious and functional floor plan featuring open living and dining areas that create a warm and inviting atmosphere. The split-bedroom layout offers privacy and comfort, making it perfect for both full-time residents and seasonal snowbirds. Convenient laundry facilities are located nearby, adding to the ease of everyday living. Douglas Arms is a well-maintained, peaceful community with a no-pet and no-rental policy, helping preserve its quiet residential atmosphere. Douglas Arms is a no-pet, no-rental community If you're looking for an affordable opportunity to enjoy all that Dunedin lifestyle, from the world-famous Pinellas Trail to nearby beaches and year-round events, this condo is a must-see. Schedule your showing today and discover your new Florida home!

100 Glennes Lane Unit 204, Dunedin

$189,000

1 Beds ⋅ 1 Baths ⋅ Royal Stewart Arms SubDv.

Experience waterfront living at its finest in this beautifully situated condo on the Dunedin Causeway, where breathtaking views of the Intracoastal Waterway and Caladesi Island create the perfect Florida backdrop. Located in Royal Stewart Arms 55+ community, this residence offers a rare opportunity to enjoy one of Florida's most scenic coastal settings, just steps from Honeymoon Island State Park and its award-winning beaches. Wake up to sparkling water views from your enclosed porch, enjoy stunning sunsets in the evening, and watch dolphins and coastal wildlife right outside your door. Whether you're seeking a full-time residence or seasonal retreat, this waterfront gem offers the relaxed lifestyle you've been dreaming of. Residents enjoy an impressive collection of resort-style amenities including a heated waterfront pool, fishing pier, tennis and pickleball courts, fitness center, shuffleboard, bocce courts, gas grilling stations, and a waterfront clubhouse with panoramic views of St. Joseph Sound. The active community calendar offers countless opportunities to connect with neighbors and enjoy the Florida lifestyle. Ideally located just minutes from charming downtown Dunedin, you'll have easy access to local restaurants, breweries, boutique shopping, waterfront parks, festivals, and entertainment. Tampa International Airport, St. Pete-Clearwater Airport, and some of Florida's most beautiful Gulf Coast beaches are all within easy reach. Come discover why life on the Dunedin Causeway is unlike anywhere else.

2 Causeway Boulevard Unit 102, Dunedin

$175,000

2 Beds ⋅ 2 Baths ⋅ Pinehurst Village SubDv.

This beautifully updated one-story 2-bedroom, 2-bath condominium, located in a non-flood zone according to County records, is situated in a desirable 55+ community. The home features a remodeled kitchen, updated bathrooms, attractive tile flooring throughout, and private bathroom access from both bedrooms. Furniture is negotiable. Recent improvements include PGT hurricane-impact windows, a newer roof, a newer water heater, and HVAC coverage under a service contract. Residents enjoy a heated pool, clubhouse, shuffleboard courts, picnic areas, and an active social calendar, with the unit just a short walk to the heated pool and clubhouse. The monthly condo fee covers water, sewer, trash, cable TV, internet, exterior maintenance, grounds care, pest control, and recreational amenities. The property also includes a deeded covered carport and guest parking. Another advantage is its excellent location near downtown Dunedin, the Pinellas Trail, shopping, dining, medical facilities, and Honeymoon Island State Park. As a one-story villa-style condominium with no upstairs neighbors, it offers easy living in a peaceful, park-like setting surrounded by mature landscaping and towering oak trees. Please view both videos: Tour 1 and Tour 2.

1701 Pinehurst Road Unit 9G, Dunedin

$500,000

3 Beds ⋅ 3 Baths ⋅ Mediterranean Manors SubDv.

Beachfront living in Dunedin? Surprised? It's right here- feel your mood change watching the sunsets , feeling the fresh Gulf breeze, grabbing your kayak and push off into the water only feet away! Nearly 1600 square feet with a huge patio, 3 bedrooms, 2 1/2 baths, a GARAGE, lots of windows...all in one of Dunedins finest waterfront communities offering its own beach, parks, heated pool, waterfront clubhouse, rec building, fitness center, tennis/pickleball and more! Like convenience? 1-2 block walk to Publix, Walgreens, restaurants- the Pinellas Bike trail across the street and a Golf Course within blocks! The right home at the right price-don't wait to see this one, but if you drive by at dusk you'll fall in love! Room sizes approximate; small pet OK!

2700 Bayshore Boulevard Unit 525, Dunedin

$6,900,000

5 Beds ⋅ 7 Baths ⋅ Malones L H Sub SubDv.

MASTERFULLY REIMAGINED, THIS EXTRAORDINARY WATERFRONT ESTATE HAS NEVER FLOODED, HAS NEVER EXPERIENCED HURRICANE DAMAGE, AND SITS AT AN IMPRESSIVE ELEVATION OF 11.8 FEET. A rare combination of coveted western exposure and deep protected water makes this a boater’s dream, with spectacular sunsets year-round. The residence occupies a magnificent 1.1-acre lot overlooking the Intracoastal Waterway and the pristine shores of Caladesi Island. Originally built in 2002 and extensively upgraded in 2026, the home was constructed with enduring quality and resilience, featuring insulated concrete form (ICF) walls, rebar reinforced hurricane impact windows and doors, and a roof fortified by metal trusses, delivering exceptional structural integrity and peace of mind. Beyond the gated entrance, a sweeping shellstone driveway and curated landscaping introduce a home of elegance and distinction. Inspired by Coastal Tuscan architecture, stately pillars frame a grand foyer with soaring 24-foot ceilings. Exquisite porcelain flooring, artisan crafted millwork, graceful archways, fluted columns, designer lighting, and smooth Level 5 walls create a sophisticated and timeless aesthetic. The expansive waterfront living room flows seamlessly into a formal dining area, ideal for entertaining. At the heart of the home, the chef’s kitchen showcases dramatic double slab translucent quartzite countertops with ogee edge detailing, matching quartzite backsplash, custom raised panel cabinetry with under cabinet lighting, premium appliances, gas cooking, built in refrigeration, and dual islands with bar seating, all opening effortlessly to the pool deck and waterfront beyond. The spacious family room enjoys sweeping water views and features a custom multi level entertainment bar and serving center with Sub Zero refrigeration and a dedicated ice maker. The waterfront executive office is appointed with extensive custom built ins and offers generous space for workstations and conference style seating. The luxurious owner’s suite is a private waterfront sanctuary, featuring a spacious sitting area and two beautifully designed custom closet systems. The spa inspired owner’s bath is a showpiece of craftsmanship and luxury, finished in marble, quartzite, and translucent quartzite. Highlights include dual vanities, a dedicated cosmetics center, sauna, private rest room, freestanding microjet soaking tub, and a spectacular dual entry walk in rain shower with five additional body sprays. Each of the four guest suites offers exceptional scale and comfort, complete with walk in closet systems and beautifully appointed ensuite baths extensively finished in marble. Outdoors, the estate evokes the glamour and grandeur of a private waterfront resort. A dazzling 5,000 square foot elevated shellstone deck with elegant diamond pattern design surrounds the pool and spa and is enclosed by custom cast stone balustrades.

1516 Bayshore Boulevard, Dunedin

$199,000

2 Beds ⋅ 2 Baths ⋅ Lake Tiffany Condo SubDv.

Welcome to this beautifully updated 2-bedroom, 2-bath condo located in the highly desirable Lake Tiffany community of Dunedin. This light and bright residence features a spacious open layout with vaulted ceilings, modern finishes, and durable flooring throughout. The updated kitchen offers a clean, functional design perfect for everyday living, while the split bedroom layout provides privacy and comfort. Enjoy peaceful Florida living with a screened-in porch area ideal for morning coffee or relaxing evenings overlooking the lush, well-maintained landscaping. The unit also includes convenient in-unit laundry, generous closet space, and an assigned covered carport. Lake Tiffany offers resort-style amenities including a sparkling community pool with cabana, beautifully maintained green spaces, walking paths, and a quiet, pet-friendly environment. The HOA provides exterior maintenance, cable/internet, and community upkeep, making ownership simple and low-stress. Perfectly located just minutes from charming Downtown Dunedin, residents can enjoy local restaurants, boutique shops, farmers markets, and waterfront parks. Nearby attractions include Honeymoon Island State Park, Caladesi Island, the Pinellas Trail, and Clearwater Beach, offering some of the best coastal lifestyle experiences in Florida. Whether as a primary residence, seasonal retreat, or investment opportunity, this condo delivers comfort, convenience, and an unbeatable Dunedin location.

1420 Oak Hill Drive Unit 102, Dunedin

$354,900

2 Beds ⋅ 3 Baths ⋅ Covered Bridge Twnhms SubDv.

Welcome to this beautifully maintained townhome in the highly desirable Covered Bridge community of Dunedin, one of Tampa Bay's most sought-after coastal cities. Offering approximately 1,731 heated square feet of living space, this spacious residence features 2 bedrooms, 2.5 bathrooms, and a 2-car attached garage. The thoughtfully designed floor plan offers an inviting living and dining area, a well-appointed kitchen with ample cabinetry and breakfast bar, an inside laundry room, and a convenient half bath on the first floor. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bath, while the secondary bedroom provides comfort and privacy for guests or family members. Enjoy low-maintenance living with plenty of room to relax and entertain. Ideally located just minutes from vibrant Downtown Dunedin, residents can enjoy an abundance of locally owned restaurants, breweries, boutiques, waterfront parks, marinas, and year-round community events. Outdoor enthusiasts will appreciate easy access to the Pinellas Trail, perfect for biking, jogging, and walking, as well as nearby Honeymoon Island State Park and Caladesi Island State Park, consistently ranked among Florida's most beautiful beaches and natural preserves. The property is conveniently located near top-rated golf courses, shopping centers, medical facilities, and entertainment destinations, with easy access to Clearwater, Palm Harbor, and Tampa. Enjoy the perfect combination of coastal charm, walkable amenities, outdoor recreation, and everyday convenience that makes Dunedin one of the most desirable places to live on Florida's Gulf Coast. This move-in-ready home presents an exceptional opportunity for full-time residents, seasonal homeowners.

3331 Covered Bridge Drive E, Dunedin

$1,950,000

4 Beds ⋅ 5 Baths ⋅ Spanish Trails SubDv.

Welcome to the highly desirable Spanish Trails neighborhood. Discover luxury living in this expansive estate, set on a lush (just under) 1 acre lot, offers 4 spacious bedrooms and 5 bathrooms, perfect for large families and entertaining guests. Dive into relaxation with a huge pool surrounded by stunning tropical landscaping, accompanied by a tiki hut on Oak Creek. Enjoy the serene views from the open kitchen space looking out of the many large windows bringing in an abundance of natural light, multiple living rooms, a bar room and a cozy wood-burning fireplace. This colonial style home has a bunch to offer, starting with the large master bedroom and suite, 2 bedrooms upstairs, a studio suite above the garage and a walk out balcony overlooking the front yard and horseshoe driveway. Real wood cabinetry in the large kitchen with granite countertops in the "chefs" kitchen boasting two refrigerators, two dishwashers, double oven, two cook tops including an "infinite induction cooktop system", wine fridge and detailed architectural moldings/trim! Large gorgeous, landscaped yard, pool area surrounded by natural stone decking and saltwater pool, 2 pergola's covered cabanas with an outside fireplace and pizza over. Detached two car garage with overhanging two car carport and a studio above the garage that can function as an office/extra bedroom/work out room with full bath. Brand new AC units just installed. This one is a must see in person! Schedule your private showing today!

1821 Oak Creek Drive, Dunedin

$242,000

2 Beds ⋅ 2 Baths ⋅ Hunter's Glen Condo SubDv.

Virtually staged. BRAND NEW HVAC! Motivated seller! The exterior of all buildings were recently completely repainted by the HOA, giving the exterior a fresh, updated look.Turn-key and beautifully updated with over $30,000 in upgrades, this first-floor condo in the desirable Hunters Glen community offers stunning pond views and a truly modernized feel. Inside, you'll find gorgeous quartz countertops, shaker cabinets, ample kitchen storage, and an extended countertop that provides extra prep and entertaining space. The kitchen also features a brand-new oven with built-in air fryer functionality. Additional upgrades include a new washer and dryer, a new lanai roller shade, and USB-equipped outlets throughout for added convenience. Residents enjoy a heated community pool year-round, along with cable, water, trash, exterior maintenance, and professional community management, making for easy, low-maintenance living. Ideally located between Palm Harbor and Downtown Dunedin, this well-maintained community has convenient access to shopping, dining, and everything the Florida lifestyle has to provide. With only four units each floor, the building maintains a welcoming, neighborhood feel. Additional highlights include a designated parking space and a private storage unit conveniently located just outside your front door, perfect for keeping seasonal items neatly tucked away. Don’t miss your chance to make this beautifully updated condo your own. Schedule your showing today!

2067 Hunters Glen Drive Unit 312, Dunedin

$750,000

3 Beds ⋅ 2 Baths ⋅ Edgewater Arms 2nd Condo SubDv.

Stunning top floor panoramic waterfront and sunset views in the heart of downtown Dunedin! This 3 BR/2 BA, 2030 sqft condo will wow you with its large living/dining great room. Split bedroom floor plan offers privacy and comfort for guests. The huge primary suite also has gorgeous water views. You will find tons of closet space and large custom built-ins. Laundry and private storage located directly across the hall. Carport, bike and kayak storage. The newly decorated lobby is a great gathering spot. Large waterfront heated pool with spa jets, parklike oasis with picnic facilities, two fishing piers, large clubhouse on the water includes banquet hall, kitchen, fitness center, ping pong, pool table, and poker. An active rec committee hosts weekly activities and special events for this 55+ community. This is a unique opportunity steps from charming Dunedin restaurants, shops, the Pinellas Trail, and the TD Ballpark.

622 Edgewater Drive Unit 823, Dunedin

Homes for Sale with a Pool in Dunedin, FL

All Homes for Sale with a Pool in Dunedin, FL

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