Dunedin Homes with Two Story Property Description

Dunedin Homes with Two Story Property Description

Welcome to Dunedin, Florida – a charming coastal city that perfectly blends small-town charm with vibrant culture and stunning natural beauty. Nestled in Pinellas County along the Gulf Coast, Dunedin is renowned for its picturesque waterfront parks, rich history, and a thriving arts scene. Whether you’re strolling through the historic downtown area or enjoying the sun-kissed shores of Honeymoon Island, Dunedin offers an inviting atmosphere that makes it a perfect place to call home.

For those seeking spacious living options, Dunedin boasts a variety of stunning two-story homes that cater to diverse lifestyles. These properties often feature open-concept layouts, allowing for seamless transitions between living, dining, and kitchen spaces – perfect for entertaining friends and family. With generous square footage, two-story homes provide ample room for growing families or those who simply desire extra space for hobbies and relaxation.

Many of these residences come equipped with modern amenities, including gourmet kitchens, luxurious master suites, and outdoor living areas that beckon you to enjoy the beautiful Florida weather. Imagine sipping your morning coffee on a private balcony or hosting summer barbecues in a beautifully landscaped backyard.

Dunedin is not just about beautiful homes; it’s a community that values connection and engagement. From local festivals to farmer's markets, there’s always something happening in this vibrant city. With its stunning beaches, scenic parks, and friendly neighborhoods, Dunedin is truly a place where you can find your dream home and create lasting memories. Come discover the allure of two-story living in this delightful coastal gem!

Newest Dunedin Homes with Two Story Property Description

$650,000
2 Beds ⋅ 3 Baths ⋅ South Paula Point Condo SubDv. ⋅ 34698 Zip Code
Exceptional corner waterfront residence offering refined coastal living and sweeping water views in the heart of the coveted Dunedin Causeway. Positioned on the second floor, this light-filled condo welcomes you with an elegant open-concept main level designed to showcase the surrounding scenery and create an effortless flow for entertaining. The beautifully appointed kitchen is anchored by an expansive quartzite island with seating, complemented by matching countertops, upgraded appliances, thoughtfully designed cabinetry, and a pantry that blends everyday function with sophisticated style. The spacious living and dining area opens through sliding doors to a private balcony with a retractable awning, creating an inviting outdoor retreat for morning coffee, coastal breezes, and unforgettable sunset views. A corner fireplace adds warmth and architectural interest while discreetly concealing additional closet storage. Upstairs, two private suites offer comfort and separation, each featuring an en-suite bath and three closets. The waterside primary suite is a true retreat, complete with a step-out balcony showcasing spectacular south-facing views of St. Joseph Sound and the Intracoastal Waterway. Hurricane-rated windows and doors with shutters provide added confidence and peace of mind. Enjoy a resort-inspired waterfront lifestyle with community amenities including a pool, clubhouse, lush landscaped grounds, and beautifully maintained common areas. Ideally located just minutes from Honeymoon Island and Caladesi Island State Park, with easy access to Downtown Dunedin, the Pinellas Trail, waterfront parks, boutique dining, shopping, breweries, galleries, beaches, Clearwater, and area airports. A rare opportunity to enjoy elevated, low-maintenance waterfront living in one of Dunedin’s most desirable coastal destinations.

433 S Paula Drive Unit 32, Dunedin
$360,000
2 Beds ⋅ 3 Baths ⋅ South Paula Point Condo SubDv. ⋅ 34698 Zip Code
Welcome to your new light-filled waterfront retreat on the breathtaking Dunedin Causeway! This beautifully updated condo offers the perfect blend of coastal elegance and effortless Florida living. Featuring luxury vinyl plank flooring, stunning granite countertops, crisp white Shaker-style cabinetry with soft-close doors and drawers, and gleaming stainless steel appliances, this home is both stylish and functional. The open-concept kitchen and living area create a warm and inviting space perfect for everyday living and entertaining. The oversized kitchen island provides ample workspace and serves as the perfect gathering spot. The living room opens to your balcony overlooking an intracoastal canal, where dolphins, manatees, sea turtles, and otters are often seen enjoying the tranquil waters. Electric panel and cast irons pipes have been updated/replaced Step onto the sun-dappled balcony, breathe in the fresh salt air, and take in breathtaking panoramic sunsets over the water. A perfect place to relax and enjoy the beauty of Florida's endless horizons. Upstairs, you'll find two spacious bedrooms, each featuring its own ensuite bathroom for privacy and convenience. Both bedrooms offer generous wall-to-wall closets and beautiful picture windows that bring in natural light. The windows and sliding glass doors were upgraded to hurricane-grade in 2018, providing added peace of mind. Enjoy resort-style amenities with a sparkling saltwater pool, perfect for unwinding after a day at the beach. The clubhouse is currently undergoing renovations, adding to the community's future appeal. Located on the iconic Dunedin Causeway, this home places you just minutes from the crown jewel of the area, award winning Honeymoon Island State Park! Enjoy pristine white sand beaches, nature trails, picnic pavilions, playgrounds, and even a dog-friendly beach. Experience the best of waterfront living, outdoor adventure, and the laid-back coastal lifestyle Dunedin is famous for.

433 S Paula Drive Unit 18, Dunedin
$465,000
3 Beds ⋅ 3 Baths ⋅ Highland Community Villas SubDv. ⋅ 34698 Zip Code
Welcome to your next home at 281 Ashley Court in Dunedin! This townhome is newer construction, and features 3 bedrooms and 2 and a half bathrooms, is located in a non-flood zone. Construction includes spray foam roof & wall insulation, low-E UV blocking Windows -Hurricane Impact Windows and doors, and concrete block construction on both floors. The home features a new HVAC system (July 2026) and a Hybrid Water Heater for added efficiency. The first floor features an expansive open-concept layout with a spacious living room, dining area, and modern kitchen. The kitchen is equipped with white cabinetry, quartz countertops, and stainless steel appliances, offering a stylish yet practical cooking space. The first floor also features a half bath and access to the one-car garage, and the extra outdoor space afforded by the end unit location. Outdoors features a hot tub and large patio area for you to enjoy with family and friends. Upstairs, the home features three well-appointed bedrooms, including a spacious primary suite. The primary bedroom boasts a walk-in closets and an en-suite bathroom with double vanities and elegant finishes and large walk in shower. Two additional bedrooms are perfect for family or guests, with ample closet space and a shared full bathroom with modern touches. The laundry closet, equipped with a washer and dryer, is strategically placed on the second floor for added convenience. The home also includes a one-car garage with ample storage space. This property combines modern amenities, stylish interiors, and inviting outdoor spaces, making it the perfect place to call home. Nearby the vibrant downtown area features dining and shopping options, and you have easy access to the ballpark and Pinellas trail. Take the opportunity to see this home today, and make it your new home!

281 Ashley Court, Dunedin
$1,350,000
6 Beds ⋅ 4 Baths ⋅ Waters Edge Sub SubDv. ⋅ 34698 Zip Code
Welcome to your new executive living French Inspired Country Home in sought after Dunedin Community! This home is a custom built 6 bedroom, 4 bath home. Enjoy a chef's gourmet kitchen complete with granite countertops, center island, custom wood cabinetry, and a large walk in pantry. A stacked stone breakfast bar and wood ceilings adds an exquisite warm touch to this kitchen. Enter through classic solid oak custom double front doors, as the foyer leads to a wrought iron staircase. The luxurious grand master sweet boasts a large walk in closet, large shower, and double vanities. Contains 3 zone Carrier/Bryant central heat and air system with april-aire. This home also features a calming salt water heated pool with sunshelf, alongside a covered outdoor kitchen for grilling and entertainment. The home is exquisitely layered with custom interior trim, solid raised panel interior doors, and an impeccable precast stone fireplace Mantle. The exterior of the property has impact resistant windows, two 200 amp electrical service, generator transfer panels, and a spacious paved driveway for 9+ vehicles. The unique detail in this home is a must see! Conveniently located within minutes of shopping, Westfield Countryside Mall, Caladesi, and the quaint shops and restaurants of Downtown Dunedin.

2689 Waters Edge Court, Dunedin
$224,990
2 Beds ⋅ 3 Baths ⋅ Harbour Oaks Of Dunedin Condo SubDv. ⋅ 34698 Zip Code
GREAT Opportunity to own at the Harbour Oakes of Dunedin Condominium. This townhome is located on Alt 19, just a couple blocks from St. Joseph Sound, walking distance to downtown Dunedin and just a short drive to Honeymoon Island and Dunedin Causeway. Property is high and dry, Not in a flood zone (X500). Access to the Pinellas Trail is literally steps away for your biking, walking or other preferred exercising activities. This unit is a spacious 1,250 square feet with 2 good size bedrooms, 2 full baths plus a half bath. All kitchen appliances are included, plus the washer and dryer. The AC and water heater were replaced in 2018, giving you that extra peace of mind. The large living/dining area can be arranged in various configurations providing optimal entertainment and dining options. The HOA fees include more than many other associations. The monthly fee covers the exterior maintenance and insurance, including flood. Also included are the maintenance and landscaping of the grounds, the community pool, water, sewer, trash, internet and streaming cable TV, plus reserves are set aside for roof, painting and other replacements/repairs. There is an assigned covered parking spot for the unit and several guest parking spots available. Dunedin is known for its quaint downtown shopping district with specialty boutiques, restaurants, breweries and more. Several medical, dental and other service providers are all within minutes of Harbour Oakes of Dunedin. This location provides a lifestyle change many dream about, but few are able to obtain. Schedule a viewing and make your dream come true.

1515 Bayshore Boulevard Unit 26, Dunedin
$1,999,000
5 Beds ⋅ 5 Baths ⋅ Spanish Trails SubDv. ⋅ 34698 Zip Code
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
$1,850,000
5 Beds ⋅ 3 Baths ⋅ Stirling Heights SubDv. ⋅ 34698 Zip Code
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
$500,000
3 Beds ⋅ 3 Baths ⋅ Mediterranean Manors SubDv. ⋅ 34698 Zip Code
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
$7,400,000
5 Beds ⋅ 7 Baths ⋅ Malones L H Sub SubDv. ⋅ 34698 Zip Code
MASTERFULLY REIMAGINED, THIS EXTRAORDINARY WATERFRONT ESTATE IS SET ON A SPECTACULAR 1.1-ACRE LOT OVERLOOKING THE INTRACOASTAL WATERWAY AND THE PRISTINE SHORES OF CALADESI ISLAND. Originally built in 2002 and extensively upgraded in 2026. Constructed with enduring quality and resilience, the residence features insulated concrete form (ICF) walls, rebar-reinforced hurricane-impact windows/doors, and a roof fortified by metal trusses—delivering exceptional structural integrity and peace of mind. Beyond the impressive gated entrance, a sweeping shellstone driveway and meticulously curated landscaping introduce a home of remarkable elegance and distinction. Inspired by Coastal Tuscan architecture, stately pillars frame a grand foyer with soaring 24-foot ceilings, creating a dramatic first impression. Exquisite porcelain flooring, artisan-crafted millwork, graceful archways, fluted columns, contemporary designer lighting, and smooth Level 5 walls combine to create a sophisticated and timeless aesthetic. The expansive waterfront living room flows seamlessly into a refined formal dining area, offering an ideal setting for entertaining. At the heart of the home, the chef’s kitchen is truly exceptional, showcasing 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 executive office, also positioned to capture the stunning waterfront setting, 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, all enveloped in rich marble finishes. Each of the four guest suites offers exceptional scale and comfort, complete with walk-in closet systems and beautifully appointed en-suite baths finished extensively 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/spa and is enclosed by custom cast-stone balustrades. Your terraced lounging areas descend to a beautifully landscaped waterfront lawn reminiscent of an Italian villa. Enjoy the rare luxury of a private white-sand beach and a composite dock equipped with a 16,000-pound boat lift. Setup provides quick and convenient access to Clearwater Beach, Caladesi Island, and Honeymoon Island, offering an unparalleled combination of waterfront recreation and beachside enjoyment. Brilliant sunsets, refreshing coastal breezes, and an unmatched setting complete this truly one-of-a-kind coastal offering—conveniently located within easy reach of downtown Clearwater.

1516 Bayshore Boulevard, Dunedin
$359,900
2 Beds ⋅ 3 Baths ⋅ Covered Bridge Twnhms SubDv. ⋅ 34698 Zip Code
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
$699,000
3 Beds ⋅ 2 Baths ⋅ Skinners Lee B Sub Lts 3 & 4 Resub SubDv. ⋅ 34698 Zip Code
Virtually Staged. Price Improvement – Don’t Miss This Opportunity! Location, lifestyle, and peace of mind come together in this beautifully maintained 2002 Dunedin home, ideally situated on a meticulously landscaped corner lot outside of designated flood zones and just ½ mile from both Downtown Dunedin and the Pinellas Trail. Thoughtful updates include a 2022 roof, 2016 central HVAC system, 2026 water heater with energy-saving timer, and multiple hurricane-rated sliding glass doors, allowing you to enjoy the home with confidence while embracing Florida’s indoor-outdoor lifestyle. This distinctive two-story residence offers 2,016 square feet of thoughtfully designed living space with 3 bedrooms, 2 bathrooms, and a dedicated office. The flexible third bedroom is currently used as a creative studio/workshop but can easily serve as a guest room, home gym, or additional workspace. Hurricane-rated sliding glass doors open to an expansive 300-square-foot Trex deck, creating the perfect space for entertaining, relaxing, or enjoying the coastal breeze. Inside, timeless craftsmanship and artistic detail set this home apart. Soaring ceilings with skylights, custom stained-glass windows, handcrafted tile work, historic architectural art pieces, and beautifully restored entrance doors with ornate glass from the early 1930s create a warm, inviting atmosphere unlike anything else on the market. Step outside and experience why Dunedin is one of Florida’s most sought-after coastal communities. Walk or bike to award-winning restaurants, breweries, boutiques, waterfront parks, festivals, and the marina, or spend the day exploring nearby Honeymoon Island State Park with its pristine beaches, nature trails, and unforgettable Gulf Coast sunsets. Combining an unbeatable location, significant recent improvements, architectural character, and flexible living spaces, 755 San Christopher Drive offers a rare opportunity to own a truly one-of-a-kind home in the heart of Dunedin.

755 San Christopher Drive, Dunedin
$2,100,000
4 Beds ⋅ 5 Baths ⋅ Spanish Trails SubDv. ⋅ 34698 Zip Code
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
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