Homes for Sale with a Pool in Dunedin, FL

5 Beds ⋅ 5 Baths ⋅ Spanish Trails SubDv.

Dunedin - Hidden beneath a canopy of majestic oaks along the peaceful banks of Curlew Creek, this extraordinary Spanish-inspired estate is a rare expression of architectural artistry, timeless craftsmanship, and refined Florida living. Situated on nearly 1.5 secluded acres in the coveted Spanish Trails community, the residence offers almost 5,300 square feet of beautifully curated living space where every detail has been thoughtfully designed to inspire. A private circular drive welcomes you to a home that immediately captivates with authentic character and enduring elegance. Rich reclaimed 114-year-old Pennsylvania oak floors, imported Spanish cedar doors, exposed pecky cypress beams, custom millwork, bay windows, and a magnificent wood-burning fireplace create an atmosphere that is both sophisticated and inviting. Thoughtfully renovated over the years, the home perfectly blends classic architecture with modern luxury. Designed for effortless entertaining and everyday living, the heart of the home is a gourmet chef's kitchen appointed with granite countertops, abundant custom cabinetry, a Sub-Zero refrigerator, and a Wolf gas cooktop. Multiple gathering spaces flow seamlessly throughout the home, while a hidden climate-controlled wine cellar with capacity for approximately 1,000 bottles is sure to impress the discerning collector. The private second level offers five spacious bedrooms, including a serene owner's retreat with two private balconies overlooking the lush grounds and tranquil creek—perfect for enjoying morning coffee or evening sunsets in complete privacy. Step outside to an exceptional outdoor sanctuary. An expansive screened lanai with Spanish tile flooring, a natural gas grilling station, and a granite serving bar overlooks the sparkling pebble-finish pool. Beyond, a freestanding entertainment pavilion with bar seating, an expansive deck, and a children's play area provides endless opportunities for gathering with family and friends. A charming bridge crosses picturesque Curlew Creek, leading to a private secondary green space where towering oaks and mature landscaping create the feeling of your own botanical park. Modern conveniences, including dual-zone Trane HVAC systems, updated electrical, and an oversized attached garage, blend seamlessly into the home's timeless design. Located in desirable Flood Zone X, this remarkable estate offers exceptional privacy just minutes from downtown Dunedin, marinas, boutique shopping, acclaimed restaurants, the Pinellas Trail, and the award-winning Gulf beaches. Homes of this caliber are seldom available. Rich in character, surrounded by nature, and crafted with uncompromising quality, this is more than an exceptional residence - it is a legacy estate. If you've been searching for a home that offers extraordinary privacy, timeless design, and a setting unlike any other in Dunedin, this is your opportunity. Schedule your private tour today and experience the beauty, serenity, and exceptional craftsmanship of 1850 Oak Creek Drive for yourself.

1850 Oak Creek Drive, Dunedin

$625,000

3 Beds ⋅ 1 Baths ⋅ Dunedin Manor Sub SubDv.

Welcome home to this beautifully updated pool home in the highly sought-after Dunedin Manor neighborhood, where coastal charm meets everyday convenience. Perfectly positioned just 1 mile from the heart of Downtown Dunedin, you'll love living in one of Florida's most desirable golf cart-friendly communities. Cruise to locally owned restaurants, rooftop bars, craft breweries, boutique shopping, coffee shops, waterfront parks, live music, and the countless festivals that make Dunedin such a vibrant place to call home. Situated on a beautifully landscaped corner lot, this 3-bedroom, 1-bathroom home offers nearly 1,500 square feet of thoughtfully designed living space. As you step inside, gorgeous laminate wood flooring flows throughout the spacious living and dining room combination, creating a warm and inviting atmosphere. Renovated in 2019, the kitchen is sure to impress with granite countertops, abundant wood cabinetry, a Frigidaire glass cooktop with stainless steel vent hood, stainless steel appliances, a wet bar sink, and a built-in wine refrigerator. A charming eat-in dining area showcases beautiful wood ceiling detailing and French doors that open directly to the backyard, seamlessly blending indoor and outdoor living. French doors lead into the spacious primary bedroom, while the additional bedrooms offer comfortable accommodations for family or guests. The updated bathroom features an oversized vanity and a tub/shower combination. An office or study nook provides the perfect work-from-home space. An interior laundry room with a utility sink and ample storage adds everyday functionality. Step outside to the backyard you’ve been dreaming of. Designed for entertaining and enjoying Florida’s year-round sunshine, the spectacular outdoor living space features a free-form saltwater pool surrounded by an expansive paver deck. Complete with a tranquil fountain, sun shelf with a built-in umbrella holder, and a brand-new 2025 pool pump, this private backyard oasis is equally suited for relaxing afternoons or hosting family and friends. On the opposite side of the pool, a lush, green grassy yard offers plenty of space for pets, play, or gardening, all maintained with a cost-saving reclaimed irrigation system. A storage shed provides additional space for tools, pool equipment, or outdoor gear, making this outdoor retreat as functional as it is beautiful. Built with solid block construction and located in flood zone X, where flood insurance is not required, this home also offers valuable peace of mind with major updates already completed, including a new HVAC system (2025), complete home replumb (2026), and tankless water heater (2022). Living in Dunedin Manor means embracing the Florida lifestyle. Outdoor enthusiasts will appreciate being just minutes from the Pinellas Trail, Edgewater Park, TD Ballpark, home of the Toronto Blue Jays' spring training, and the award-winning beaches of Honeymoon Island State Park. Enjoy easy access to grocery stores, shopping, medical facilities, and countless dining options, while Clearwater, Palm Harbor, Safety Harbor, and Tampa are all just a short drive away. Whether you're searching for a primary residence, vacation home, or seasonal retreat, this is the one for you. Schedule your showing today!

894 Joan Street, Dunedin

$110,000

1 Beds ⋅ 1 Baths ⋅ Pinehurst Village SubDv.

Seller Motivated!! Welcome to this charming villa-style condominium, where carefree, low-maintenance living meets comfort and convenience. This beautifully maintained home features a brand-new tile roof, fresh interior paint and exterior painting coming soon, adding even more value and curb appeal. Inside, you'll find a spacious, open living area and a bright eat-in kitchen complete with a newer refrigerator. The convenient indoor utility room includes a washer/dryer combination and additional storage. The generously sized bedroom offers a large walk-in closet, plus two additional closets throughout the home provide exceptional storage space. Enjoy the convenience of assigned covered parking space along with ample guest parking for family and friends. The HOA offers outstanding value by covering water, trash, internet, basic cable with premium channels, exterior maintenance, lawn and grounds care, building and roof maintenance, allowing you to truly enjoy a worry-free lifestyle. Residents also have access to an array of resort-style amenities, including a heated pool, shuffleboard courts, a clubhouse, and a picnic and grilling area. The community hosts year-round social events, making it easy to meet neighbors and enjoy an active lifestyle. Ideally located just minutes from shopping, restaurants, parks, the vibrant downtown Dunedin district, the marina, and beautiful Honeymoon Island. Plus, you'll appreciate easy access to two major airports, both approximately 30 minutes away. Whether you're looking for a seasonal retreat or a full-time residence, this delightful villa-style condo offers the perfect combination of comfort, convenience, and Florida living at its finest.

1701 Pinehurst Road Unit 16D, Dunedin

$559,000

4 Beds ⋅ 2 Baths ⋅ Amberlea Unit 2 SubDv.

Virtually Staged. Discover your dream home in the highly sought-after Amberlea neighborhood, nestled in the heart of Delightful Dunedin! This beautifully maintained 4-bedroom, 2-bathroom pool home offers the perfect blend of comfort, style, and Florida living. Inside, you'll find a bright and inviting floor plan designed for everyday living. With the additional bonus room, this home has multiple spaces perfect for family time and for entertaining. Step outside to your own private backyard retreat, where a sparkling pool, inviting screened lanai, and plenty of space to relax, dine al fresco, or gather with family and friends create the ultimate outdoor oasis. Perfectly located just minutes from vibrant Downtown Dunedin, Honeymoon Island State Park, the Dunedin Causeway, the Pinellas Trail, and an incredible selection of shopping, dining, and entertainment, this home places the very best of the Gulf Coast lifestyle at your fingertips. Spend your days exploring award-winning beaches, biking scenic trails, enjoying waterfront sunsets, or taking advantage of the area's year-round festivals and community events. Four-bedroom homes with private pools rarely become available in Amberlea, making this an exceptional opportunity to own in one of Dunedin's most desirable neighborhoods. Notable updates: AC 6/2020, Roof & Soffits 10/2020, Pool Resurfaced 8/2023. Schedule your private showing today and experience everything this remarkable home has to enjoy!

1614 Dale Circle N, Dunedin

$1,850,000

5 Beds ⋅ 3 Baths ⋅ Stirling Heights SubDv.

This home is a complete gem. You cannot duplicate this property, as it is nestled on an oversized 0.60-acre lot in one of Dunedin's most coveted enclaves. This exceptional waterfront residence embodies the rare marriage of timeless charm and spacious living. Majestic oak trees frame the property, while expansive, beautifully landscaped grounds set the stage for the dream that awaits. A wide front porch welcomes you upon arrival, offering plenty of space for rocking chairs and quiet mornings. Upon entering, a spacious hacienda-style first-floor layout reveals a gorgeous great-room floor plan with a fireplace and multiple sets of French doors that wrap around the home, providing beautiful views of the spring-fed lake and opening to the expansive enclosed pool, spa, and patio area. The custom kitchen includes ceramic tile floors, beautiful custom cabinetry, a center island, and granite countertops. High-end appliances complete the kitchen, along with a built-in desk and walk-in pantry. The oversized primary bedroom measures 14' x 37' and includes an area that can be used for exercise, yoga, an office, or a quiet sitting area. French doors lead out to the pool and patio area with views of the lake. The luxurious en-suite primary bath boasts a steam shower, separate his-and-her vanities, and a large soaking tub. The enormous primary closet is fully customized cabinetry, built-in drawers, and abundant storage. Off the kitchen is a large bonus room with direct pool access through French doors that can effortlessly transform into a bedroom, game room, art studio, or whatever your imagination desires. The oversized laundry room includes custom built-in cabinetry and a utility sink. There is also an office with uniquely designed custom cabinetry and a centrally located half bathroom. Upstairs, you will find three additional large bedrooms with dormer windows and plenty of closet space. The full bathroom is beautifully appointed. Step outside to your oversized pool and heated spa, surrounded by quartz tile pavers and completely enclosed within a screened lanai spanning 1,992 square feet. Multiple seating areas provide plenty of places to relax and entertain. Beyond the pool area lies your own private backyard sanctuary. Beautiful, mature oak, mango, Florida apple, and banana trees line a brick-paver path leading to the spring-fed lake, fire pit, and floating dock. You may spot otters, owls, and herons that call this area home. A large three-car garage provides ample space for vehicles, a golf cart, storage, or a workshop. Recent updates include a new spa heater, a whole-home generator installed in 2022 with its own propane tank, two new A/C units installed in 2025, freshly sealed pavers around the pool deck, and a 10-year roof sealant. Location! Ideally situated near Honeymoon Island State Park, the Pinellas Trail, and downtown Dunedin's charming shops, restaurants, and entertainment. The location even allows you to drive your golf cart into downtown Dunedin. This home is unique, unforgettable, and far from the typical cookie-cutter Florida property. A must-see!

1976 Dunloe Circle, Dunedin

$1,650,000

4 Beds ⋅ 4 Baths ⋅ Grove Terrace SubDv.

One of Downtown Dunedin’s Most Exceptional Properties! Welcome to 636 Wilkie Street, a truly one-of-a-kind property nestled on the iconic brick streets in the heart of Downtown Dunedin. Combining timeless character with modern luxury, this rare offering features a beautifully restored 1916 bungalow (1,602 square feet) of heated living space, a newly constructed(2017/2018) detached two-car garage with a fully appointed accessory dwelling unit (ADU) that is an additional 610 sq feet of living space and an incredible backyard oasis highlighted by a newer heated salt water pool and spa designed for year-round Florida living. The main home 3 bed 2.5 bath showcases all the charm of the early 1900s while offering today’s most desired updates. You’ll fall in love with the stunning kitchen featuring quartz countertops, vinyl plank floors with hardwood underneath, and a seamless blend of historic character and contemporary finishes. An expansive addition includes a luxurious primary suite with a beautifully updated bathroom, two additional spacious bedrooms, and 2.5 bathrooms, creating the perfect balance of historic charm and modern functionality. The addition in the main house has hurricane impact windows and doors and vaulted ceilings. The home is a Dunedin Historic Preservation home which helps to keep the exterior charm of the 1900s! Step outside and you’ll discover an entertainer’s dream. The expansive deck overlooks the stunning new heated salt water pool and spa, complete with a natural gas pool heater, a custom tiki hut with bar seating, lush outdoor entertaining space, a generous side yard, and a large storage shed. The detached two-car garage is topped by an exceptional ADU, ideal for multigenerational living, visiting guests, a private home office, or as an income-producing rental. Alley access behind the property provides convenient entry to the garage. This home is loaded with valuable upgrades, including natural gas service with a tankless water heater, a natural gas range, and a natural gas pool heater. Additional improvements include a 50-year metal roof installed in 2019, newer air conditioning systems 2024/2026, newer hurricane-impact windows throughout the addition of the main home, and a fully hurricane-rated garage and ADU, providing exceptional peace of mind. Also the exterior siding of the home is cedar siding and the garage/ADU has hardie plank siding. Located just a short stroll or golf cart ride from vibrant Downtown Dunedin, you’ll enjoy award-winning restaurants, breweries, boutique shopping, waterfront parks, marinas, the Pinellas Trail, and countless community events—all just moments from your front door. Not in a flood zone and fully fenced in yard with white vinyl fence! Properties like this rarely become available. Offering historic charm, modern luxury, a spectacular new pool and spa, an income-producing ADU, and one of the best locations in Downtown Dunedin, this is truly a once-in-a-lifetime opportunity. Coming soon, with additional interior photos to be released shortly. Schedule your private showing before this exceptional property is gone!

636 Wilkie Street, Dunedin

$784,999

3 Beds ⋅ 2 Baths ⋅ Pinehurst Highlands SubDv.

PRICE IMPROVEMENT! Welcome to the perfect blend of style, comfort, and location in one of Dunedin's most sought-after neighborhoods—Pinehurst Highlands! This beautifully renovated 3-bedroom, 2-bathroom pool home offers an ideal layout for Modern Florida Living. The stunning remodeled kitchen features elegant marble countertops, shaker cabinetry, stainless steel appliances, abundant storage, and a built-in office workspace overlooking the screened Rear Patio and sparkling pool. Designed with both everyday living and entertaining in mind, the home also offers a spacious living room, separate family room with a cozy wood-burning fireplace, and a dedicated dining area. The split-bedroom floor plan provides added privacy, with a generous primary suite featuring a walk-in closet and beautifully updated ensuite bathroom. Additional highlights include impact windows (2021), a remodeled kitchen with new appliances (2021), new blown attic insulation and AC Ducts (2025), new water heater (2025), updated electrical panel and shell parking pad for a 3rd vehicle, Boat, RV, etc. Located in a non-flood zone and within Dunedin's golf cart district, you'll enjoy direct access to nearly 100-acre Hammock Park at the end of the street and be just minutes from top-rated schools, vibrant downtown Dunedin, the Recreation and Aquatic Centers, Splash Park, Dunedin Golf Club, Highlander Park, the Pinellas Trail, baseball fields, tennis and pickleball courts, the Public Library, and TD Ballpark, home of Blue Jays Spring Training. Move-in ready and perfectly located—it's easy to see why homes in Pinehurst Highlands don't stay on the market for long!

1070 Mccarty Street, Dunedin

$209,500

2 Beds ⋅ 2 Baths ⋅ Royal Stewart Arms SubDv.

Welcome to Royal Stewart Arms on Honeymoon Island, where every day feels like a vacation. This 2nd-floor unit offers 975 square feet of comfortable living with 2 bedrooms and 2 full baths. The primary bedroom features an en-suite bath with a walk-in shower, and the split-bedroom layout provides excellent privacy when guests come to visit. The kitchen is equipped with newer stainless steel appliances and offers generous cabinet storage. Step out onto your own private balcony and watch the colors of the sunset. From the balcony you will also catch some peek-a-boo views of St. Jospeh Sound. The unit has been updated with a newer electrical panel and impact windows, giving you a solid foundation to personalize the space and make it your own. The community itself is one of the most scenically situated on Florida's Gulf coast. Residents enjoy a heated waterfront pool, clubhouse, sauna, fitness room, and pickleball courts. Just across the street, the Pinellas Trail leads directly to Honeymoon Island State Park. Charming downtown Dunedin is just a couple of miles to the south, offering waterfront dining and craft breweries. The unit carries a clean, neutral palette throughout — a blank canvas ready for your personal touches. Do yourself a favor and see this one before it's gone.

9 Forbes Place Unit 205, Dunedin

$264,900

2 Beds ⋅ 2 Baths ⋅ Forest Park Condo SubDv.

Welcome to this beautifully updated 2 bed, 2 bath END-UNIT condo in the desirable Forest Park community of Dunedin. Offering 1,005 square feet of thoughtfully designed living space, this GROUND FLOOR residence combines modern updates with low-maintenance Florida living. The remodeled kitchen features granite countertops, stainless steel appliances, modern shaker-style cabinetry, subway tile backsplash, a convenient breakfast bar, and a pass-through overlooking the dining and living area. Attractive luxury vinyl flooring extends throughout the home, creating a clean, cohesive look while offering durability and easy maintenance. The spacious primary suite includes an en-suite bath, while the split-bedroom layout provides privacy for guests or a home office. An enclosed Florida room offers additional living space ideal for morning coffee, reading, or any other space that your imagination desires. Out back there is a patio, made with pavers, where you can sit and enjoy the serene pond view that this condo backs up to. A designated carport is included with this unit. Some important updates; A/C replaced in 2025, IMPACT RATED WINDOWS from 2023, HOT WATER HEATER from 2022, and a newer roof. Forest Park is conveniently located just minutes from charming Downtown Dunedin, the Pinellas Trail, Honeymoon Island, Gulf beaches, shopping, dining, golf, and everyday conveniences. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this move-in-ready condo offers exceptional value in one of Pinellas County’s most sought-after communities! Call today to schedule your showing!

2170 Elm Street Unit 901, Dunedin

$425,000

2 Beds ⋅ 2 Baths ⋅ Concord Groves SubDv.

Welcome to this charming 2-bedroom, 2-bathroom pool home in the heart of Dunedin, offering the perfect blend of comfort, convenience, and outdoor living. The home has a VA assumable loan with a 2.75% interest rate, for those who can qualify. Designed with a split floor plan, this home features a spacious living room and dining room combination, creating an open and inviting atmosphere for everyday living and entertaining. The kitchen is equipped with granite countertops, stainless steel appliances, and a reverse osmosis system. The primary suite offers wood-style flooring, an attached bathroom with a step-in shower, and a comfortable retreat at the end of the day. The second bedroom is thoughtfully positioned on the opposite side of the home, providing privacy for guests or family members. Sliding glass doors from the family room open to the backyard oasis, seamlessly blending indoor and outdoor living. Step outside and discover the true highlight of this property. The heated PebbleTec pool is surrounded by a fully vinyl-fenced yard, creating a private setting for relaxation and entertainment. A huge covered deck provides ample space for outdoor dining, gatherings, or simply enjoying the Florida lifestyle, complete with a ceiling fan for added comfort and shade year-round. Located just 2 miles from Downtown Dunedin, you'll enjoy easy access to local restaurants, breweries, boutique shopping, the popular Saturday Morning Market, and year-round events and activities. Parks, shopping centers, and countless dining options are just moments away, while the Gulf beaches are only a short drive from home. Schedule your showing today!

1635 Brandywine Way, Dunedin

$1,100,000

5 Beds ⋅ 3 Baths ⋅ Fairway Estates 4th Add SubDv.

Welcome home to a rare opportunity in Fairway Estates. Beautifully updated and situated on a rare 0.45-acre double lot, this 5-bedroom, 3-bath pool home offers 3,384 Sq Ft of thoughtfully designed living space with room to spread out both inside and out. Properties with this much usable yard space are seldom available, offering privacy, flexibility, and endless possibilities for outdoor living. Surrounded by mature trees and tropical landscaping, this home provides a peaceful setting while remaining close to everything you need. A private courtyard welcomes you to the front entrance. Inside, the spacious floor plan flows naturally from the living and dining rooms into the heart of the home, a large family room featuring a beautiful wood-burning fireplace with a travertine marble surround, creating a warm and inviting space for family gatherings or quiet evenings at home. The renovated kitchen blends style and function with custom wood cabinetry, granite countertops, double ovens, generous counter space, a breakfast area, and a movable granite-top island that's perfect for entertaining. Travertine marble flooring extends through the kitchen and dining room, while upgraded wood-look porcelain tile adds a fresh, modern feel to the living room and bonus room. The bonus room provides flexible space for a home office, playroom, fitness room, or media room. One of the home's standout features is the impressive 40-foot Florida room, creating an incredible extension of the living space with beautiful views of the screened pool and backyard. With multiple living and gathering areas throughout the home, there's plenty of space for everyone to spread out while still coming together for holidays, celebrations, and everyday life. At the end of the day, retreat to the oversized primary suite, thoughtfully updated with new porcelain tile flooring and a beautifully renovated en-suite bathroom featuring a double-sink vanity, designer finishes, and a spacious walk-in shower. Four additional bedrooms and three full bathrooms provide flexibility for growing families, guests, or multigenerational living. Step outside and enjoy your own backyard retreat. The covered screened lanai opens to a spacious screened pool enclosure, creating the perfect setting for relaxing or entertaining throughout the year. Situated on a rare double lot, the property offers an expansive side yard with the potential for boat or RV parking—an uncommon feature in this neighborhood. Whether you need extra space for your recreational vehicles, outdoor hobbies, pets, or simply want room to spread out, this property offers flexibility that's hard to find. Additional updates provide peace of mind, with a Fully renovated primary bathroom (2026), upgraded energy-efficient windows, fresh exterior paint (2026), upgraded 24-inch soffits, a new HVAC system with all-new ductwork and variable-speed air handler (2023), and new pool equipment (2023). Only minutes from Dunedin Golf Club, Downtown Dunedin, Dunedin Causeway & Honeymoon Island, Restaurants, Hospitals, Shopping and more. Whether you're looking for room to entertain, space for a growing family, or simply a property with features that are becoming harder to find, this Fairway Estates home offers an exceptional opportunity to make it your own. No Flood Zone

1350 Fairway Drive, Dunedin

$959,000

3 Beds ⋅ 2 Baths ⋅ SubDv.

RARE CHANCE to own a beautiful pool home DIRECTLY OVERLOOKING the $6M restored DUNEDIN GOLF COURSE, offering one of its best vistas. The home features large sliding doors opening the house for Al FRESCO living. The lanai offers ample space for entertaining or enjoying your private retreat. With a new pool cage, pump, and filter…RELAX with the oak trees, rolling greens and GULF BREEZE. Layout highlights the golf course views and open-floor plan preserves the integrity of each designated space. GOURMET KITCHEN features custom Amish cabinetry, a large island with quartz countertops, and eat-in area. Cabinets offer deep drawer storage, pull-out shelves, glass doors, and decorative lighting. A separate DINING ROOM seats 12 with space for a buffet and hutch. Bathrooms- fully remodeled with new tile, glass doors, fixtures, and built-in storage. Bedrooms have generous windows and closets. The 2.5-car garage with workbench, cabinetry and built-in ceiling storage has plenty of room for equipment and additional refrigeration. MAJOR UPDATES- new roof, water heater, washer/dryer, water softener/RO system, windows, hardwood flooring, electrical upgrade, add’l outlets and light dimming, solid core doors, garage door opener, and much more! Recent 4 Pt Inspection confirms 2011 HVAC is in good working order. What I love about this TURNKEY home: sea breeze, natural light, built-in storage, low maintenance, irrigation system, voluntary HOA, and NO FLOOD INSURANCE. The quiet, neighborhood has mature trees, a lake, and a park. This home has been well-maintained over the years, and updates include quality materials. Just minutes from charming downtown Dunedin and 1 mile from the Gulf. Neighborhood provides direct access to the Pinellas Trail; ride to the Dunedin Causeway, Honeymoon Island and Caladesi State Park. Dunedin is also a golf cart community. DON’T MISS OUT- Own one of a select few homes on the golf course, near the gulf!

2285 Watrous Drive, Dunedin

Homes for Sale with a Pool in Dunedin, FL

All Homes for Sale with a Pool in Dunedin, FL

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