4 Bedroom Homes for Sale in Dunedin, FL

4 Beds ⋅ 2 Baths ⋅ Spanish Pines 3rd Add SubDv.

Completely Renovated Dunedin Pool Home! Welcome to 1981 Castille Drive, where luxury, style, and the coveted Florida lifestyle come together in one extraordinary home. Offering 4 spacious bedrooms, 2 beautifully redesigned bathrooms, and 2,085 square feet of impeccably updated living space, this exceptional residence has been thoughtfully renovated from top to bottom with high-end finishes, timeless design, and meticulous attention to detail. Every inch of this home has been transformed, creating a truly turnkey property that feels brand new. From the moment you arrive, you’ll appreciate the extensive upgrades, including a new roof, impact-rated windows and doors, updated A/C, fresh trim, and quality craftsmanship throughout. At the heart of the home is a stunning designer kitchen featuring custom cabinetry, gorgeous quartz countertops, premium stainless-steel appliances, and an oversized island that seamlessly connects the living and dining spaces, creating the perfect setting for both everyday living and effortless entertaining. The luxurious primary suite offers a peaceful retreat, while the beautifully renovated bathrooms showcase designer finishes, elegant tilework, modern fixtures, and spa-inspired touches. Rich new flooring flows throughout the home, complementing the bright, open floor plan filled with natural light and sophisticated coastal style. Step outside and discover your own private backyard paradise. The sparkling in-ground pool is surrounded by an expansive screened lanai, creating the ultimate outdoor living space for relaxing, entertaining, or enjoying Florida’s beautiful weather year-round. Whether you’re hosting family and friends, dining under the stars, or spending a quiet afternoon poolside, this home delivers the resort-style lifestyle you’ve been dreaming of. Perfectly situated in one of Dunedin’s most desirable locations and within a highly regarded school district, you’ll enjoy being just minutes from the breathtaking Dunedin Causeway, Honeymoon Island State Park, world-famous Gulf beaches, the Pinellas Trail, championship golf courses, marinas, waterfront parks, and the vibrant charm of Downtown Dunedin. Explore award-winning restaurants, breweries, boutique shopping, year-round festivals, farmers markets, and the hometown atmosphere that has made Dunedin one of Florida’s most beloved coastal communities. Sports enthusiasts will also appreciate being close to the Toronto Blue Jays Spring Training facilities, while Tampa International Airport and St. Pete-Clearwater International Airport are both conveniently accessible. With virtually every major component already updated, luxurious finishes throughout, and an unbeatable location, this remarkable home offers the perfect combination of elegance, comfort, and peace of mind. Whether you’re searching for your forever home, a seasonal retreat, or simply want to enjoy the very best of Florida living, 1981 Castille Drive is a rare opportunity to own a home where every detail has already been perfected.

1981 Castille Drive, Dunedin

$1,049,900

4 Beds ⋅ 3 Baths ⋅ Highwood Estates Ph 2 SubDv.

Exclusive, gated Highwood Estates of fabulous Dunedin! Welcome to 2246 Highwood Court, where luxury, comfort and thoughtful design blend perfectly. This beautifully appointed home features a desirable three-way split floor plan that offers privacy for daily living and also boasts open spaces ideal for entertaining. Tile flooring flows throughout the main living areas, leading to an expansive great room highlighted by a custom entertainment wall with furniture-grade built-in cabinetry, an electric fireplace and endless designer finishes. The gourmet kitchen overlooks the living area and is equipped with a large center island/breakfast bar, quartz countertops, a gas cooktop and abundant cabinet space. Absolute ease for everyday living and grand entertaining. The spacious primary suite overlooks the backyard oasis and offers wood-look tile flooring, a luxurious en-suite bath with a soaking tub, water closet, walk-in shower, and an oversized walk-in closet with direct access to the laundry room for added convenience. Secondary bedrooms are sizable with abundant closet space and all bathrooms are fashionably finished with designer tilework, lighting and hardware. Step outside to your private backyard retreat featuring a resort-style, 2025 built pool with a fully raised infinity-edge spa surrounded by elegant marble pavers. The yard is fenced for ultimate privacy! A true sanctuary—the essence of the Florida lifestyle! Additional features include raised ceilings, a whole-house generator, natural gas service and a climate-controlled garage with a mini-split A/C system. The owner also had the garage ceilings raised during construction to accommodate a vehicle lift, providing brilliant additional storage or space for the automotive enthusiast. This exceptional home offers the perfect blend of luxury finishes, functional design and resort-style outdoor living. Quality built in 2018. Low HOA. No flood insurance needed. The well-groomed community of Highwood Estates is a Natural Gas Community AND LOCATION, LOCATION! Minutes to Honeymoon Island…shopping…restaurants…entertainment…delightful downtown Dunedin…charming old town Palm Harbor…airports! This home is a rare find. Immaculate and truly move-in ready for the even most selective buyer.

2246 Highwood Court, Dunedin

$475,000

4 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv.

Welcome to this beautifully renovated 4-bedroom, 2-bathroom home in desirable Dunedin! This move-in-ready property has been thoughtfully updated with a brand-new roof (2025), new windows (2025), fresh exterior paint (2026), and a completely updated interior featuring new flooring, modern finishes throughout, updated kitchen and bathrooms, and convenient interior laundry. The spacious fenced backyard is easily accessible through the new French doors leading from the living room, creating the perfect indoor-outdoor Florida living space. Located within the Dunedin golf cart zone and just minutes from downtown Dunedin, TD Ballpark, shopping, dining, and the Gulf beaches, this home offers the perfect combination of modern updates, comfort, and an unbeatable location. Owner/agent.

19 Ventura Drive, Dunedin

$715,000

4 Beds ⋅ 2 Baths ⋅ Pinehurst Highlands SubDv.

Virtually Staged. Opportunity knocks in one of Dunedin's most desirable golf cart friendly neighborhoods! This 4 bedroom, 2 bathroom home has some amazing potential!! The bright living room greets you with warm natural light, separate family room and dining area. Kitchen over looks the pool and yard! Added Bonus/FL room. The split floor plan gives the primary suite its own privacy complete with generous closet & walk in shower. 3 spacious bedrooms on the opposite side ensure comfort and privacy for family or guests. If you've been looking for a home with incredible potential at an attractive entry price, this is it. While the home could benefit from some cosmetic updates, it offers outstanding bones, a functional floor plan, and a spacious backyard complete with a sparkling pool, large deck and covered area to entertain. This home provides the perfect canvas to make it your own. Major improvements have already been taken care of, including a new roof (2020), 6 yr HVAC system and an irrigation system supplied by reclaimed water to help keep landscaping costs down. Built with quality construction that's stood the test of time, these homes are known for their solid craftsmanship and durability. Bring your vision and unlock the potential to create your dream home while building equity in a sought-after location close to everything Dunedin has to offer. This location....simply unbeatable! Less than a block from Hammock Park’s acres of shaded walking trails, and minutes from downtown Dunedin’s vibrant restaurants, breweries, shops, festivals, and waterfront sunsets. Enjoy easy access to Caladesi Island and Honeymoon Island, the Dunedin Golf Club, Pinellas Trail and the Dunedin Blue Jays Stadium. This is more than a home, it’s a lifestyle and every day feels a little like vacation!

1081 Mcfarland Street, Dunedin

$560,000

4 Beds ⋅ 2 Baths ⋅ Ravenwood Manor SubDv.

Enjoy the best of Florida living in this 4 bedroom/ 2 bath split plan pool home with no HOA, ideally located just minutes from vibrant Downtown Dunedin, Honeymoon Island State Park, and TD Ballpark, home of the Toronto Blue Jays Spring Training. The open-concept floor plan is perfect for everyday living and entertaining, featuring a beautifully remodeled kitchen with white cabinetry, stone countertops, stainless steel appliances, a large island, and a convenient built-in under-counter microwave. Updated luxury vinyl flooring runs throughout the main living areas, with carpet in the bedrooms for added comfort. Step outside to your private pool and enjoy a low-maintenance backyard designed for relaxing weekends in the Florida sunshine. One secondary bedroom features a fun clubhouse-style loft bed that can stay for the next adventure or be removed to create a traditional bedroom. A new water heater adds extra peace of mind. Move-in ready and close to shopping, dining, parks, and everything that makes Dunedin such a sought-after place to call home!

1901 Briarwood Street, Dunedin

$1,650,000

4 Beds ⋅ 3 Baths ⋅ Dunedin Shores Sub SubDv.

A rare opportunity has arrived to own an oversized premier waterfront homesite in Dunedin. This prime 100-foot lot offers sweeping panoramic views of St. Joseph Sound, Caladesi Island, Honeymoon Island, the Intracoastal Waterway, and Hurricane Pass to the Gulf. With exceptional frontage, breathtaking scenery, and a sought-after coastal setting, this property presents an ideal canvas for building the dream waterfront residence you have envisioned. Located in the iconic town of Dunedin, the homesite combines tranquil waterfront living with outstanding convenience. Enjoy being just two blocks from the Pinellas Trail, then take your golf cart to vibrant Downtown Dunedin for exceptional dining, craft cocktails, boutique shopping, and lively festivals. From your own property, take in stunning sunsets, abundant seabirds, and marine life, or launch into the coastal lifestyle with easy boating and kayaking access to Caladesi and Honeymoon Islands, known for their miles of pristine white sandy beaches. Homesites of this size and setting are rarely available in Dunedin. Whether you envision a custom coastal retreat, a private waterfront sanctuary, or a new construction residence designed around the views, this property offers a remarkable opportunity in a community celebrated for its history, warmth, and seaside charm. Please note: The existing home was impacted by Hurricane Helene and the property is being offered for land value only. For buyers interested in a storm-damaged rehabilitation project, there may be a limited window to purchase the property with the existing concrete block home and pool still in place. If this possibility is of interest, act quickly, as demolition plans are already in motion and the seller intends to have the home and pool removed.

111 Shore Drive, Dunedin

$1,950,000

4 Beds ⋅ 3 Baths ⋅ Jones Geo L Sub SubDv.

Step back in time and discover one of Downtown Dunedin’s most extraordinary opportunities. Nestled on an exceptionally large approximately 0.60-acre parcel just moments from the heart of downtown, this rare circa-1915 historic home offers a lifestyle that is nearly impossible to recreate. Surrounded by mature trees and lush landscaping, the property feels like a private retreat while placing you just a short stroll from Main Street’s award-winning restaurants, breweries, boutique shopping, waterfront parks, marina, and year-round festivals. From the moment you arrive, the welcoming front porch, charming white picket fence, natural gas lantern, and timeless architectural details create an unforgettable first impression. Inside, rich character abounds with soaring 10-foot ceilings, beautiful heart pine flooring, elegant crown molding, original built-in china cabinetry, and a cozy wood-burning fireplace that serves as the heart of the home. Every room reflects the craftsmanship and warmth of a bygone era while offering the comfort and functionality desired for modern living. Beyond the home’s undeniable charm lies one of its greatest assets—the incredible property itself. The expansive lot provides endless possibilities for enjoying outdoor living, future expansion, or simply embracing the privacy and space that is almost unheard of in Downtown Dunedin. Adding even more value is the spacious detached garage, offering exceptional room for vehicles, storage, hobbies, or a workshop—an increasingly rare feature in the downtown district. Thoughtful updates preserve the home’s historic integrity while providing peace of mind, including an architectural shingle roof (2020), two separate HVAC systems (newest replaced July 2022) with transferable service agreements, solar roof vents, and copper gutters that add both beauty and longevity. The home is also situated approximately 24 feet above sea level according to USGS records. Zoned Downtown Core (DC) Commercial, this unique property offers exceptional flexibility and tremendous long-term potential beyond its current residential use. Whether you envision preserving it as a treasured historic home, creating an income-producing investment, or exploring future possibilities, this is a truly unique opportunity. Buyers should verify all zoning regulations, permitted uses, and future development opportunities directly with the City of Dunedin. Rarely does a property combine historic charm, an oversized lot, a substantial detached garage, incredible versatility, and one of the most desirable locations in Downtown Dunedin. This is more than a home—it’s an opportunity to own a piece of Dunedin’s history while investing in its future. Schedule your private showing today.

458 Scotland Street, Dunedin

$740,000

4 Beds ⋅ 3 Baths ⋅ Tanglewood East SubDv.

A Rare Hidden Gem in the Heart of Dunedin! Welcome to 1660 Narnia Court, where the tranquility of nature meets the convenience of one of Pinellas County’s most sought-after communities. Tucked away on a peaceful 0.64-acre cul-de-sac lot, this one-of-a-kind property offers the feeling of your own private retreat while being just golf cart distance to vibrant Downtown Dunedin. Surrounded by majestic trees and lush greenery, this exceptional home is perfectly positioned adjacent to city-owned nature preserve land and behind the Toronto Blue Jays’ practice facility creating a setting that is both peaceful and incredibly private. Offering over 2,444 heated square feet and 3,669 total square feet this beautifully maintained home features 4 spacious bedrooms, 2.5 bathrooms, multiple living spaces including a separate family room and formal dining room, and a large screened lanai that seamlessly blends indoor and outdoor living. The beautifully updated kitchen is the heart of the home, featuring rich wood cabinetry, granite countertops, ample workspace, and generous storage, making it ideal for everyday living and entertaining alike. Additional updates include a new roof (2022) and A/C units (2019),, Water Heater is 2023 and new gutters, soffit(2022) with leaf filter guards added in 2023 providing added value and peace of mind. Step outside and imagine the possibilities. The expansive backyard offers endless room to create your dream outdoor oasis, whether that’s a resort-style pool, flourishing gardens, play space, or an incredible entertaining area. Opportunities like this are becoming increasingly rare in Dunedin. An oversized two-car garage and an extra-wide driveway provide abundant parking for vehicles, golf carts, boats, or recreational toys. If you’ve been searching for a property that offers the serenity of nature without sacrificing convenience, this is the one. Experience the magic of peaceful living just minutes from the waterfront, award-winning restaurants, charming shops, breweries, parks, and everything that makes Downtown Dunedin one of Florida’s most beloved destinations. Properties offering this combination of privacy, land, location, and lifestyle rarely come to market. Don’t miss your opportunity to make this extraordinary Dunedin retreat your own.

1660 Narnia Court, 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

$1,650,000

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

$875,000

4 Beds ⋅ 2 Baths ⋅ Fairway Estates 7th Add SubDv.

Welcome Home to Dunedin, where laid back coastal charm meets elevated design in the heart of Fairway Estates. Set within one of Dunedin’s most sought after golf course communities, this beautifully reimagined home offers a rare blend of thoughtful renovation, timeless style, and the kind of lifestyle people move here for. Every inch has been updated with both beauty and longevity in mind, including all new plumbing, electrical, roof, HVAC, and hurricane rated windows and doors, creating a home that feels effortless, refined, and truly move in ready. Inside, the vibe is warm, airy, and polished without ever feeling overdone. Engineered hardwood floors run throughout, grounding each space with a timeless feel, while natural light, high end finishes, and intentional details bring a sense of quiet luxury to everyday living. At the center of the home is a showstopping chef’s kitchen featuring black stainless steel appliances, a massive island made for gathering, and striking gold quartz countertops that add just the right amount of warmth and drama. Whether it’s slow mornings at home, cocktails with friends, or hosting the holidays, this space was designed to be lived in and loved. Two built in bay window nooks add charm you don’t come across every day, creating cozy spots for morning coffee, afternoon reading, or a quiet place to unwind. And with abundant storage throughout, everyday living feels as functional as it is beautiful. With four oversized bedrooms, there’s room for everyone to spread out comfortably, host guests with ease, or create the home office, gym, or flex space you’ve been dreaming about. The primary suite feels like its own private retreat, complete with two closets, a soaking tub, and a spacious walk in shower designed for slow evenings and relaxation. Outside, the home keeps delivering. Fresh sod, irrigation, and refreshed landscaping create a lush and welcoming first impression, while the setting feels peaceful and quintessentially Dunedin. And then there’s the location. Fairway Estates is one of those neighborhoods locals know and love, with tree lined streets, golf course surroundings, and a true neighborhood feel, all just minutes from the best of Dunedin. Because living here is about more than just the house, it’s about the lifestyle that comes with it. It’s mornings grabbing coffee before heading downtown, afternoons by the marina or golf course, sunset golf cart rides through town, and impromptu dinners on Main Street. It’s weekends spent browsing boutiques, meeting friends at breweries, catching live music, or hopping on the Pinellas Trail. It’s being close to the water, close to downtown, and surrounded by the charm and easygoing energy that make Dunedin one of Tampa Bay’s most beloved towns. Fully renovated, move in ready, and beautifully designed, this home offers generous space, elevated finishes, and a location that makes everyday life feel a little more fun. This one feels like the Dunedin dream.

2310 Harrison Drive, Dunedin

$1,390,000

4 Beds ⋅ 3 Baths ⋅ Weybridge Woods-Unit C SubDv.

Nestled in the sought-after Weybridge Woods neighborhood, this exceptional home offers the perfect blend of privacy, elegance, and modern luxury. Surrounded by mature trees and enhanced by professional landscaping, the property provides a peaceful retreat with timeless curb appeal.Beautiful natural setting on Curlew Creek, offering added privacy and scenic surroundings. NEW ROOF JUST INSTALLED .Luxury home with premium upgrades throughout! Features an open-concept floor plan with over 60 newly installed recessed LED lights, solid high-end wood interior doors, and designer hardware throughout. The gourmet kitchen offers custom wood cabinetry, premium quartz countertops, a waterfall island, KitchenAid appliances, double wall ovens, a pot filler, and a designer vent hood. The spacious primary suite includes a completely remodeled spa-style bath with dual custom vanities, premium quartz countertops, upscale fixtures, a soaking tub, and a walk-in shower. Two additional bathrooms have also been fully renovated with custom wood cabinetry, quartz countertops, glass shower enclosures, and designer finishes. The living area showcases a stylish fireplace with a custom high-end wood entertainment center. Fresh interior and exterior paint enhance the move-in-ready appeal. Multiple sliding glass doors provide abundant natural light and seamless indoor-outdoor living, including access from the living area, primary bedroom, and primary bath. Enjoy the beautifully finished outdoor space with sealed paver decking surrounding the pool, creating an ideal setting for relaxing and entertaining. This exceptional home combines luxury craftsmanship, modern design, and high-quality finishes throughout. Additional Home Features: The community is equipped with a state-of-the-art lightning detection system featuring six antennas for enhanced weather monitoring and safety. Enjoy the unique golf cart lifestyle with convenient access from the community to charming downtown Dunedin, where you'll find waterfront parks, local restaurants, boutique shopping, breweries, and year-round events. Don't miss this incredible opportunity—make this beautiful home yours before it's gone!

1494 Sturbridge Court, Dunedin

4 Bedroom Homes for Sale in Dunedin, FL

All 4 Bedroom Homes for Sale in Dunedin, FL

Joseph Sullivan Real Estate

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