Highland Estates Real Estate, Homes, Condos for Sale in Dunedin, FL

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

Welcome to 57 Ventura Dr, where thoughtful updates, inviting outdoor living, and the laid-back Dunedin lifestyle come together. This well-maintained home features several valuable improvements, including a **new roof, newer air-conditioning system and new pool pump**, offering added comfort and peace of mind for years to come. Step outside and enjoy your own private backyard retreat. The swimming pool provides the perfect setting for cooling off on warm Florida afternoons, entertaining friends and family, or simply relaxing at home. New landscaping adds fresh curb appeal and creates an attractive first impression. Ideally located near charming Downtown Dunedin, residents can enjoy local restaurants, breweries, boutiques, waterfront parks, the Pinellas Trail, and nearby Gulf beaches. Whether you are searching for a primary residence, seasonal getaway, or investment opportunity, this updated Dunedin home delivers the location, lifestyle, and major improvements today’s buyers are looking for. Schedule your private showing and discover everything 57 Ventura Dr has available to you.

57 Ventura Drive, Dunedin

$449,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully renovated 3-bedroom, 2-bathroom home with a versatile flex/bonus room in desirable Dunedin! This move-in-ready property has been thoughtfully updated with new roof (2025), new windows (2025), fresh exterior paint (2026), and a completely updated interior featuring new flooring, updated finishes throughout, brand new appliances, 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. The flexible bonus room offers the perfect space for a home office, guest space, playroom, or gym. 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 stylish updates, comfort, versatility, and an unbeatable location. Owner/agent.

19 Ventura Drive, Dunedin

$450,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

Freshly painted throughout and featuring new flooring, this Dunedin gem is move-in ready and full of potential! This 3-bedroom, 2-bathroom home is ideally situated on a homesite backing directly to protected conservation, offering peaceful views and the rare privacy of no rear neighbors. Located within the Dunedin Golf Cart Zone, with no HOA and no deed restrictions, you’ll have the flexibility to truly make this property your own. Inside, the open-concept floor plan seamlessly connects the kitchen and living room, creating a comfortable and functional space for everyday living and entertaining. The kitchen features stainless steel appliances, plantation shutters, and modern light fixtures, while one bedroom offers brand-new vinyl flooring and a new ceiling fan. Step outside to the covered lanai and expansive concrete patio, which was extended across the full width of the home in 2022, providing plenty of space for outdoor entertaining. Approximately half of the backyard features low-maintenance ProTurf, installed just two years ago, while the fully fenced yard offers plenty of room for pets, play, and enjoying the Florida outdoors. A 6' x 16' x 8' storage shed with electricity, added in 2023, provides excellent additional storage or workspace. Additional updates include a 2020 HVAC system and updated windows and doors completed in 2014. The attached two-car garage adds everyday convenience and storage. This home is perfectly positioned near zoned schools, parks, shopping, and everyday conveniences. Downtown Dunedin is just a five-minute drive away, offering an array of restaurants, breweries, waterfront parks, and boutique shops, while Clearwater Beach is less than 20 minutes away. Whether you’re searching for a primary residence, investment property, or a home in an unbeatable location, this Dunedin property offers the perfect combination of privacy, flexibility, and convenience.

986 Lexington Drive, Dunedin

$425,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

Under contract-accepting backup offers. MOTIVATED SELLERS! BRING YOUR OFFERS! Must see to truly appreciate! Step into this 3-bed, 2-bathroom slice of paradise nestled underneath grand oak trees in delightful Dunedin. This home has old Florida charm without sacrificing modern amenities. Located in the coveted GOLF CART ZONE in one of the most sought-after areas in the Tampa Bay region. Conveniently situated with a short golf cart ride or walk to everything that Dunedin has to offer but far enough away to have the peace and quiet when wanted. Open floor plan with tons of natural light. The cozy kitchen boasts granite countertops with stainless steel appliances, under-cabinet recessed lighting and a tavern-height breakfast bar. Through one of the two living areas, you’ll pass through double French doors to your roughly 19x35 enormous patio with a metal gazebo already included. That’s over 650 square feet of endless options. Plenty of space to put in an outdoor kitchen, hot tub, or both. You will also be able to cool off in the sparkling pool! The backyard is completely fenced in with 6ft vinyl privacy fence that keeps you totally secluded from neighbors and passersby. This home has been meticulously maintained and is turnkey ready! Major updates include a new roof and PGT hurricane-impact-resistant windows and doors in 2019. A new Carrier Infinity HVAC system in 2021, and a new Rheem hot water heater in 2023. The garbage disposal and dishwasher were also replaced in 2026. This gem also sits high and dry in an X non-evacuation flood zone. Located just .08 miles to TD Ballpark, where the Toronto Blue Jays play spring training games, 1 mile to downtown, where you can enjoy breweries, multiple restaurants and bars, shopping, and the beautiful Dunedin Marina. Along with multiple parks and the Pinellas Trail, you’ll never run out of things to do. Just a 15-minute drive to both Clearwater Beach and Honeymoon Island and everything else that Pinellas County has to offer. Don’t miss out on this one!

961 Lexington Drive, Dunedin

$500,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

SELLER MOTIVATED!!! CALLING ALL GOLF CARTS! Welcome to your private paradise in the heart of Dunedin. DON'T LET THE SIZE FOOL YOU THIS IS A MUST SEE! This exquisitely modern updated 3-bedroom, 2 bath residence with a 1-car garage showcases refined finishes and thoughtful design throughout. The resort-style Heated pool and 6 JETTED spa fully rescreened and refinished Birdcage in Oct 2025, has outdoor Bose speaker system, New 2025 variable speed pool pump, paver patio and walkway create a serene outdoor space ideal settings for both intimate relaxation and endless entertaining plus plenty of yard space for family fun just in time for the long summer months and fully fenced for privacy, Kitchen re-done with Kraft Maid cabinets and quartz countertops, including a new 2025 stainless steel finger print resistant microwave/oven combo with air fryer, dishwasher and reverse osmosis system, A new roof installed in 2025 conveys with warranty to buyer, beautifully refinished terrazzo floors add timeless elegance and easy care, the garage has been fully painted and floor redone with granite coating, New water Heater 2025, Exterior including pool deck repainted 2025, sprinkler system with reclaimed water, exterior lighting all around home, one of the bedrooms has been turned into the ultimate walk-in closet but can easily be turned back into bedroom. Take your golf cart and enjoy effortless access to downtown Dunedin's renowned breweries, restaurants, the trail and waterfront lifestyle, as well as Honeymoon Island and Caladesi Island. Located in a no flood/non-evacuation zone. A rare opportunity to enjoy elevated Florida living in a premier location.

87 Oakwood Drive, Dunedin

$500,000

3 Beds ⋅ 3 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

Discover your perfect Florida retreat in this charming 3-bedroom, 3-bathroom home nestled in the heart of Dunedin. This well-appointed residence features a convenient 1-car garage and the ultimate Florida lifestyle amenity - a sparkling screened-in pool where you can enjoy year-round relaxation and entertaining without the worry of bugs or debris. Located in one of the Tampa Bay area's most desirable communities, you'll be just minutes from Dunedin's picturesque downtown, pristine beaches, and the renowned Pinellas Trail. Whether you're hosting poolside gatherings or simply unwinding after a day exploring the charming local shops and waterfront dining, this home offers the ideal blend of comfort, convenience, and coastal living.

93 Oakwood Drive, Dunedin

$285,000

4 Beds ⋅ 4 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

Investor Special – Opportunity in Dunedin, Florida! CASH ONLY. Priced attractively to reflect the necessary updates needed, this property represents an exceptional value for the right investor. Don't miss the chance to acquire a promising multi-family property in highly desirable Dunedin. This property offers an exciting opportunity for the seasoned investor or the visionary buyer ready to create a dream rental or multifamily home from the ground up. Each unit features its own kitchen, full bathroom, and separate entrance, ensuring privacy and ease for future tenants or residents. The spacious front unit boasts 2 bedrooms, 1.5 bathrooms, and a convenient laundry room. The efficiency studio apartment includes a kitchen and full bathroom. The side unit is a comfortable 2-room, 1-bathroom layout with its own kitchen, offering excellent flexibility. Demo work has already been initiated, clearing the way for your renovation vision. No current tenants means immediate, unobstructed access to begin transformations right away. Fully fenced yard, enclosed rear porch, and additional storage area add even more value. Recent upgrades include a roof replacement in 2016, HVAC in 2020, and water heater from 2016, providing a solid start to your improvements. This property is in Flood Zone X (NOT IN A FLOOD ZONE), experiencing no damage from recent hurricanes. Situated close to schools, vibrant downtown Dunedin, shopping, the Toronto Blue Jays Stadium, and just minutes from beautiful Gulf beaches, this location is prime for attracting tenants or creating a dynamic multi-family home. Act fast to secure this unique property and bring your investment vision to life! Property is being sold AS-IS with right to inspect. Buyer/buyer's agent to verify all information including measurements, county and city rental restrictions, any pet restrictions, zoning or other questions about the property. Non-assignable contracts only.

79 Patricia Avenue, Dunedin

$420,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

Welcome to this beautiful Dunedin gem, where style and comfort meet! This stunning home features terrazzo floors throughout, adding timeless character and easy maintenance. Step onto the quaint front porch, perfect for sipping your morning coffee, or retreat to the private, fully fenced backyard, complete with a lush lawn, paver patio, and a screened-in lanai—ideal for entertaining or relaxing year-round. Inside, you’ll love the open floor plan, where the kitchen seamlessly flows into the living and dining areas, making it perfect for gatherings. While the split bedrooms offers privacy, with updated finishes throughout. Enjoy the convenience of a stacked washer and dryer, sleek stainless steel appliances, and a brand-new flat roof (2024) for peace of mind. Best of all, no flood insurance is required! Don’t miss this opportunity to own a beautifully updated home in the heart of Dunedin—schedule your showing today!

932 Lexington Drive, Dunedin

$370,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

BEST VALUE IN DUNEDIN, FLORIDA. NO FLOOD INSURANCE REQUIRED, LOCATED IN GOLF CART ZONE, NEW ROOF IN 2023, BRAND NEW STAINLESS STEEL GE KITCHEN APPLIANCES, BONUS 4th BEDROOM/GUEST ROOM/DEN. This 3BR/2BA/1Carport plus Bonus Room home is located in the Dunedin golf cart zone and only a half mile away is Dunedin Elementary and Dunedin Middle. As you enter the home you will be amazed by the abundant amount of natural light in this home provided by windows in the kitchen, dining area, as well as the large three-door- sliders in the great room overlooking a large open patio area. You will be impressed by the mid-century modern look of the living space with its cathedral ceilings in the great room through the dining area and beautifully stained beams along with large ceramic tiles throughout. The master bedroom has an ensuite bathroom and a large 10ft full size closet. All the bedrooms have brand new carpeting as well as the bonus room. The main hallway boasts multiple closets for plentiful storage. The laundry room is located at the back of the carport and includes full size washer and dryer with additional storage. The exterior offers great features such as a circular driveway, large backyard, irrigation system on reclaimed water, and a large shed for additional storage and workspace. Enjoy desirable Dunedin's downtown nightlife, festivals, & restaurants just minutes away. Don't forget to relax on your Gulf Beaches at Honeymoon Island, Caladesi Island, Dunedin Causeway, & Clearwater Beach! Tampa International provides a gateway to the world and is only 18 miles away or half-hour drive as well as Raymond James Stadium, home to the Tampa Bay Buccaneers; downtown Tampa is only a few minutes further and is home to the Tampa Bay Lightning and the Straz Center for Performing Arts. You may also want to go just 20 miles south to Downtown St Petersburg for the Tampa Bay Rays and the great night life and arts along Beach Drive. All this is within only a short drive from your future home.

51 Lexington Drive, Dunedin

$309,000

4 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

This Dunedin property is a solid investment or flip project. It features a large backyard and has a well in place specifically for your future sprinkler system. The roof was replaced in 2010, and the kitchen cabinets, refrigerator, and range were updated in 2018. Located just minutes from Dunedin’s charming downtown, beaches, and parks, this home is ready for your creative touch. NO Hurricane Damage. NO Flooding. Whether you're looking to renovate and resell or make it your own, this is an opportunity you won’t want to miss. REALTORS: SEE REMARKS

19 Ventura Drive, Dunedin

$460,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION! Capture this great opportunity to own a well-maintained 3-bedroom home in sought after DUNEDIN within minutes to DOWNTOWN! From the curb you will fall in love with the charm of this home with its custom shutters to the welcoming vibrant colors! Step inside to a cathedral ceiling with a skylight offering plenty of sunshine into this dining area/living room and newer vinyl flooring throughout! The kitchen offers beautiful white cabinetry, tiled backsplash and plenty of counter space. The large family room has an amazing wood-burning fireplace with a stone hearth as a focal point! The wood beams just add to the comfort of this room! The three bedrooms offer custom closet systems and share an updated bathroom. A second bathroom has also been updated! The French doors off the family room lead you to a relaxing screened-in patio with newer outdoor carpet. The backyard will definitely win you over with a raised wooden deck leading to a semi-sunken pool (approx. 4.5ft depth), shed, vinyl fencing and plenty of room to play! Many features include windows replaced in 2020, 2022 flat roof, 2008 main roof, 2007 HVAC, water softener, 2022 repiping throughout the house and crown molding! No flood insurance required! No HOA Fees! The community is golf cart friendly, allowing a short ride to downtown Dunedin's shops, restaurants and festivities! Close to beaches, Pinellas Trail, Dunedin Community & Fine Arts Center and Highlander Park featuring a public pool, tennis courts, playground, spray water park and home to the annual Celtic Festival, Art Harvest & Highlander Games. Minutes to the Dunedin Blue Jays Stadium! Come enjoy the wonderful lifestyle this home offers! HVAC 2007, whole house repiped in 2022!

73 Arnoni Drive, Dunedin

$490,000

2 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

Welcome to Dunedin! Walking distance to all the restaurants and entertainment Patricia Ave has to offer, this 2/2 renovated home is located in golf cart/ biking distance to thriving Downtown Dunedin and Sunset Gulf Coast VIEWS. If LOCATION isn't enough, just wait until you step foot into this open floor plan and fully renovated kitchen that offers elegance and modern charm. UPDATED cabinetry, appliances, electrical, plumbing, flooring and all permitting complete, this home is sure to impress. Wind down in your renovated bathroom that splits the 2 spacious bedrooms, while also having access to the additional bathroom next to the Florida Room/ Potential 3rd bedroom. Enjoy your pool and all of the possibilities that this expansive backyard has to offer. Catch the Dunedin Farmer's Market every Friday/ Saturday, a Blue Jays game at the new stadium or a Gulf Coast sunset at the Dunedin Marina all within walking/ biking/ golf cart distance to your new home. Enjoy small-town living at its finest and call this home YOURS before it's too late. NO HOA and NO FLOOD INSURANCE!

926 Lexington Drive, Dunedin

$431,500

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

One or more photo(s) has been virtually staged. Welcome to this beautiful property, creating a soothing ambiance throughout the home. The kitchen features a nice backsplash, complementing the new appliances and new flooring that can be found throughout. The flexible living space offers plenty of room for various activities, while the primary bathroom includes double sinks and good under sink storage. Step outside to enjoy the fenced backyard with a private in-ground pool, perfect for relaxing. Plus, the fresh interior paint adds a modern touch to the space. Don't miss out on this opportunity to own a home with all these amazing features!

66 Arnoni Drive, Dunedin

$389,900

2 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

An opportunity to live in popular Dunedin so bring your golf cart! Charming 2 bedroom, 2 bath home on quiet street with no through traffic. Lovely open floor plan with spacious kitchen featuring wood cabinets, solid surface countertops, and stainless steel appliances. Newer double pane slider opens on to screened lanai and fenced yard. Bedrooms have beautifully refinished terrazzo floors while the living areas are tiled – no carpet! Major updates include electrical rewiring in 2019, shingle roof 2018, A/C 2018, new refrigerator 2022, double pane windows (except for one), ring doorbell and security system, and newer lighting and fans. Other features to note: attractive circular drive providing more parking, no flood insurance required, and ready to move into. IDEAL LOCATION – close to downtown Dunedin, restaurants, festivals, intracoastal waterway, Pinellas Trail, Mease Dunedin Hospital, baseball, and schools. LOVE living in Dunedin - Fabulous Honeymoon Island State Park, Play at Highlander Park and Pool, Bike and walk on the Pinellas Trail, community garden, Dunedin Golf Club, Dunedin Art Center, and MORE!! Website for golf carts in Dunedin https://dunedingoescarting.com/cart-zone-map

88 Oakwood Drive, Dunedin

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