Dunedin Homes under $500,000

Dunedin Homes under $500,000

Welcome to Dunedin, Florida—a charming coastal city nestled in the heart of Pinellas County. Known for its stunning waterfront views, vibrant community, and rich history, Dunedin offers a unique blend of small-town charm and modern amenities. With its picturesque streets lined with palm trees and colorful boutiques, this delightful city is perfect for those seeking a peaceful yet engaging lifestyle.

Dunedin is renowned for its beautiful parks, including the scenic Honeymoon Island State Park and the tranquil Caladesi Island State Park, making it an outdoor lover’s paradise. The city also boasts a thriving arts scene, with numerous galleries, festivals, and live music events that celebrate local talent. Food enthusiasts will revel in the diverse culinary offerings, from cozy cafes to upscale dining, ensuring there’s something to satisfy every palate.

For those looking to call Dunedin home, the real estate market offers an array of options, including charming homes priced under $500,000. Whether you’re searching for a quaint bungalow with a lush garden, a modern townhouse with easy access to the waterfront, or a spacious family home in a friendly neighborhood, Dunedin has something to suit every taste and budget.

With its welcoming community and abundance of recreational opportunities, Dunedin is not just a place to live—it's a lifestyle. Discover your perfect home in this enchanting city and experience the best of Florida living!

Newest Dunedin Homes under $500,000

2050 Hunters Glen Drive Unit 614, Dunedin
$199,000
2 Beds ⋅ 2 Baths ⋅ Hunters Glen Condo SubDv. ⋅ 34698 Zip Code
Virtually Staged. THIS UNIT IS PRICED TO SELL.....This is a 2 bedroom 2 bathroom unit. What a view...from living room and bedrooms you can see a pond with a fountain. All wood kitchen cabinets and updated bathrooms make this a desirable move in ready condo. Screened lanai has brick pavers overlooking the rear yard and the pond. Double paned windows and slider keep this condo quiet and help with utility bills. New carpet in 2nd bedroom with a walkin and double closets. Primary bedroom has newer carpet and a totally tiled ensuite. Full sized Samsung washer and dryer in the laundry closet. The storage closet that comes with unit is the largest and is at the end of the storage room. Dont miss out on this condo in desirable Dunedin.

2050 Hunters Glen Drive Unit 614, Dunedin
1701 Pinehurst Road Unit 29E, Dunedin
$198,500
2 Beds ⋅ 2 Baths ⋅ Pinehurst Village SubDv. ⋅ 34698 Zip Code
Virtually Staged. Single story villa in Pinehurst Village, a highly desirable 55+ community in the heart of Dunedin, where this beautifully updated 2-bedroom, 2-bath residence is completely move-in ready. This 2 Bed/2 Full Bath has an updated kitchen featuring newer cabinets with upper glass doors, bottom drawers with corner turntable, white Quartz countertop, stainless steel dishwasher, GE microwave/convection oven combo (to include air-fryer feature), newer cooktop, refrigerator with 3 draw freezer, stainless steel sink/faucet, and pass through to dining room area. The spacious primary bedroom includes 2 closets and a private en suite bath. Both bathrooms have updated vanities and toilets. The open floor plan offers generous living and dining space, creating a bright and inviting atmosphere. Living room has recessed LED ceiling lights, fan, sliding door to screened patio with access to grass area. Relax and unwind in the private sunroom overlooking peaceful, landscaped grounds. The convenience of inside laundry (newer washer/dryer) and an assigned covered carport just steps from your front door make daily living effortless. Ideally located within the community near the clubhouse, pool, grill, and picnic areas, this property also offers exceptional proximity to everything Dunedin is known for. The Dunedin Community and Fine Arts Center is within walking distance, offering recreational programs and classes for all ages. Vibrant Downtown Dunedin with its dining, boutique shopping, breweries, and waterfront is less than one mile away. The Dunedin Causeway, Pinellas Trail, Highlander and Hammock Parks, beaches, and grocery stores are all conveniently close. 2023 Roof, 2024 A/C giving you confidence and comfort for years to come. HOA monthly dues include: roof, building insurance, water, sewer, trash, lawn and exterior maintenance (including paint), grounds maintenance, pool maintenance, Spectrum internet package to include Hulu, Paramount Plus, Disney Plus, basic cable and more. True low-maintenance Florida living. This exceptional property offers comfort, quality, and location; all in one of Dunedin’s most sought-after communities.

1701 Pinehurst Road Unit 29E, Dunedin
2700 Bayshore Boulevard Unit 4102, Dunedin
$145,000
1 Beds ⋅ 1 Baths ⋅ Mediterranean Manors SubDv. ⋅ 34698 Zip Code
Live the Florida lifestyle in this remodeled first-floor condo. You will love the thoughtful updates such as the wood-look tile flooring, impact windows and low-entry shower. There is a large walk-in closet in the bedroom and also closets in the hall to store your beach gear. Installation ages are as follows: 2025 roof, 2026 shower, 2019 windows and 2017 electrical panel. Located in Dunedin’s Mediterranean Manors, unit 4102 is on the first floor and does not require stairs or elevator to access. One of the highlights of the community is a waterfront park with kayak access to the Gulf and a view of the Dunedin Causeway and Honeymoon Island State Park. The community offers a large pool, tennis/pickleball courts, shuffleboard, bocce ball, gym, clubhouse, kayak storage and grilling/picnic areas. All ages are welcome! The condo dues include all of the community amenities plus trash service, water, sewer, cable TV, Internet and landscaping. There is a laundry room down the hall from unit 4102. Several restaurants and shopping areas are less than one mile from Mediterranean Manors so you can spend more time enjoying yourself and less time on the road. The Pinellas Trail is located across the street for a fun way to access downtown Dunedin, historic Tarpon Springs and vibrant Clearwater. Book your showing now to start enjoying Florida this winter!

2700 Bayshore Boulevard Unit 4102, Dunedin
852 Oxford Court, Dunedin
$199,900
2 Beds ⋅ 2 Baths ⋅ Heather Hill Apts SubDv. ⋅ 34698 Zip Code
Virtually Staged. Check out your new place to call HOME in Heather Hill's adorable 55+ community! Ideally located just minutes from everything that makes Dunedin such a sought-after Florida destination, this charming END-UNIT villa offers the perfect blend of comfort, convenience, and low-maintenance living. There are VERY FEW units in Dunedin with a PRIVATE GARAGE! Located approximately one mile from vibrant Downtown Dunedin, you’ll be close to local restaurants, shops, scenic biking trails along the Pinellas Trail, beautiful coastal waters, and everything this charming community has to offer. Golf enthusiasts will also appreciate the abundance of private and public courses throughout the surrounding area as well as public pickleball courts nearby. As an end unit, this villa enjoys plenty of natural light and features a screened-in lanai overlooking a spacious, beautifully maintained lawn. Located within the Heather Hill Villas condominium association, the monthly association fee includes a HEATED POOL overlooking a serene LAKE, shuffleboard courts and a clubhouse with an activities/meeting room, a library sitting area, small kitchen and game room. There is also wifi and Cable TV for residents! Exterior maintenance and other community services and infrastructure are also included, helping make everyday living that much easier. Inside, you'll find several updates already completed, including two REMODLED bathrooms with zero entry showers, an updated living room, newer lanai windows, door and screens, UPDATED electrical receptacles, and an electrical panel replaced with permit approximately six years ago. The kitchen features laminate countertops, while the bathrooms offer granite countertops, with tile and carpet flooring throughout. With its desirable end-unit location, low-maintenance lifestyle, thoughtful updates, and plenty of opportunity to add your own personal touches, this villa is a wonderful place to enjoy all that Dunedin has to offer.

852 Oxford Court, Dunedin
2700 Bayshore Boulevard Unit 3111, Dunedin
$160,000
1 Beds ⋅ 1 Baths ⋅ Mediterranean Manors SubDv. ⋅ 34698 Zip Code
Dunedin plus water = Paradise! Affordable waterfront living in Dunedin! Clean, quiet ground-floor END UNIT overlooking a peaceful park-like setting, with mostly tile flooring and NEW bedroom flooring. Assigned parking is right next to the entrance. Enjoy your PRIVATE COMMUNITY BEACH and waterfront parks - watch beautiful sunsets over the water, launch a kayak, use the boat mooring, BBQ grills and showers, or relax by the HEATED POOL. The community also has a waterfront clubhouse, fitness center, tennis, and more. Live by the water without giving up convenience - easy access to Publix, Walgreens, restaurants and coffee shops, with the Pinellas Trail directly across the street leading to downtown Dunedin. Waterfront lifestyle without crossing bridges for everyday shopping and dining. HOA $636/month includes water, sewer, trash, internet, cable, building/common-area insurance and exterior/grounds maintenance - making ownership simple and predictable. Low electric bills. Small pet allowed. No leasing during the first year of ownership; 4-month minimum lease thereafter. Some photos virtually staged. Room sizes approximate.

2700 Bayshore Boulevard Unit 3111, Dunedin
1559 Bayshore Boulevard, Dunedin
$439,900
2 Beds ⋅ 2 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
Welcome to 1559 Bayshore Boulevard, where an incredible location, an oversized double lot, and endless possibilities come together in one of Dunedin’s most desirable areas! Situated on approximately 1/3 of an acre, this unique property offers an exceptional amount of outdoor space while placing you just steps from some of the best that Dunedin has to offer. Enjoy the ultimate Florida lifestyle with Sunset Park and the Pinellas Trail just moments away, while vibrant Downtown Dunedin and beautiful Honeymoon Island are both just a short distance from home. Whether you love biking the trail, catching a waterfront sunset, spending the day at the beach, or heading downtown for restaurants, breweries, shopping, festivals, and entertainment, this location puts it all within easy reach. The home features 2 bedrooms and 2 bathrooms with spacious living areas and a comfortable, functional layout. Outside is where this property really stands apart. The expansive double lot provides an incredible amount of room to enjoy today while offering exciting possibilities for the future. The fully fenced yard creates a private outdoor setting with plenty of space for entertaining, pets, gardening, or creating your own backyard oasis. Sports enthusiasts will love the half-court basketball court, which can also function as a full-size pickleball court, making the backyard perfect for recreation and entertaining. A one-car garage provides additional parking and storage. Properties offering this much land in such a sought-after Dunedin location are increasingly hard to find. Whether you’re looking for a charming home with an oversized yard, space to personalize and expand, or simply an incredible piece of property close to the water, trail, parks, beaches, and Downtown Dunedin, 1559 Bayshore Boulevard is packed with potential and ready for its next chapter!

1559 Bayshore Boulevard, Dunedin
1420 Bayshore Boulevard Unit 409, Dunedin
$179,900
1 Baths ⋅ Royal Yacht Club North Condo SubDv. ⋅ 34698 Zip Code
Where Every Day Feels Like Vacation! Short-term rentals permitted. Own a piece of the waterfront at Beso Del Sol, a coastal community offering investment potential, vacation rental appeal, and access to the beautiful waters of St. Joseph Sound. This fully furnished 4th-floor studio offers an opportunity to generate rental income while enjoying the property for your own Gulf Coast getaways. The open layout features tile flooring, solid-wood cabinetry, an efficient kitchen with an eat-in area, and a comfortable living and sleeping space with a king bed. Updated furnishings include a 60 inch smart TV, loveseat, dining table and chairs, and outdoor bistro table and chairs, giving the property a refreshed, inviting feel and making it ready for personal enjoyment or rental use. Step onto the covered deck for additional outdoor living space and a place to enjoy the surroundings. Beso Del Sol offers a waterfront setting with an adult-only heated pool, a second heated pool, spa, waterfront dock, fishing, and Marker 8 Tiki Bar & Grill right on the property. Relax poolside, enjoy a drink by the water, fish from the dock, or take in beautiful sunsets. On-site rental management is available. Conveniently located near downtown Dunedin, the Pinellas Trail, Dunedin Marina, Honeymoon Island, Caladesi Island, and the Gulf beaches, with dining, shopping, boating, fishing, and outdoor recreation all nearby. This furnished unit combines income potential, resort amenities, and a prime coastal location.

1420 Bayshore Boulevard Unit 409, Dunedin
1354 S Lotus Drive, Dunedin
$349,999
2 Beds ⋅ 2 Baths ⋅ Sunny Ridge SubDv. ⋅ 34698 Zip Code
This may be the best value in Dunedin: a single-family house on its own lot for under $350,000, with 2 bedrooms plus a bonus room (possible third bedroom, guest room, office or Florida room), 2 full baths, an attached 2-car garage and 1,432 sq ft under air, bonus room included. No HOA. No CDD. Flood Zone X. No known sinkhole issues. At the time of listing, no other single-family home for sale in Dunedin offers all of that under $350,000. Smaller Dunedin homes with a carport or no garage are listed for more. The money went where it counts: supply lines repiped in 2020, roof replaced in December 2015, fresh exterior paint in 2025 and fresh interior paint in 2026, kitchen cabinets included. Washer and dryer are included, the yard is fenced, and the garage fits a car and a golf cart with room to spare. You are a mile and a half from downtown Dunedin, with the Pinellas Trail, the Dunedin Causeway and Honeymoon Island a short drive away. Move in and enjoy the Dunedin charm as it is, or make it your own over time.

1354 S Lotus Drive, Dunedin
1634 Dale Circle N, Dunedin
$499,000
3 Beds ⋅ 2 Baths ⋅ Amberlea Unit 2 SubDv. ⋅ 34698 Zip Code
Located in the desirable deed-restricted community of Amberlea in the heart of Dunedin, this spacious 3-bedroom, 2-bath home offers room for everyone while being perfectly situated near shopping, dining, schools, entertainment and some of Florida's most award-winning beaches. Space and flexibility in mind, this home features a split-bedroom floor plan, multiple living areas, and versatile bonus spaces to accommodate a variety of lifestyles. Luxury vinyl flooring runs throughout the main living spaces, while the two guest bedrooms feature beautifully maintained, plush carpeting. The spacious primary suite includes additional square footage that can easily serve as a home office, reading area, workout space, or sitting room. The recently renovated kitchen features stunning quartz countertops, a pantry, and updated stainless steel appliances. Off the kitchen and family room French doors open to an air-conditioned multi-use room that adds even more flexibility for entertaining, hobbies, game room space, or additional storage. Step outside to the covered back patio, an ideal place for morning coffee or to unwind and enjoy the family in the fenced in back yard.The yard offers plenty of space to add a shed and the double-wide gate offers convenient access for a boat, golf cart or any of your outdoor toys. Additional highlights include a two-car garage and the potential for a fourth bedroom conversion if desired. This home truly offers plenty of room for everyone while enjoying the best of the Dunedin lifestyle.

1634 Dale Circle N, Dunedin
953 Cedarwood Avenue, Dunedin
$395,000
3 Beds ⋅ 1 Baths ⋅ Patricia Estates SubDv. ⋅ 34698 Zip Code
Welcome to this updated 3/1/1 in Dunedin! Featuring an inviting layout and tasteful improvements throughout, this home offers comfortable living with modern appeal. The updated kitchen features granite countertops and provides a functional space for everyday cooking and entertaining. LVP flooring adds a clean, contemporary look while offering easy maintenance throughout the living areas. The home also features three bedrooms, a well-appointed bathroom, and an oversized one-car garage. Step outside to enjoy the parklike backyard, offering plenty of space for outdoor activities, gardening, entertaining, or simply relaxing. Conveniently located in Dunedin with access to shopping, dining, parks, beaches, and all that downtown Dunedin has to offer. This move-in ready home is a great opportunity to enjoy the Dunedin lifestyle in a comfortable and updated setting. Permits indicate a new roof in 2021. Property had settlement issues that will be repaired/remediated prior to closing.

953 Cedarwood Avenue, Dunedin
1632 San Mateo Drive, Dunedin
$420,000
2 Beds ⋅ 2 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
Virtually Staged. Some images shown have been virtually staged to illustrate the property’s potential. Furnishings and décor are not included. Welcome to 1632 San Mateo Drive, Dunedin, FL 34698, a charming vintage-style single-story home nestled along a quiet, tree-lined street less than one mile from the water, pinellas county trail and downtown Dunedin. This inviting 2-bedroom, 2-bath residence blends classic Florida character with thoughtful updates and features a versatile bonus room that provides additional space for a home office, den, guest area, or hobby room. Relax and enjoy Florida living from the screened lanai overlooking a private fenced backyard enhanced by stone walkways, a pergola, mature plantings, and plenty of space to unwind or entertain. Important improvements include an A/C system installed in 2020, updated double-pane windows, a tankless hot water heater, and the added convenience and peace of mind of a whole-house generator. The location truly sets this home apart, placing you close to Dunedin's waterfront lifestyle, local beaches, the Dunedin Causeway, Dunedin Golf Club, marinas, popular restaurants, shopping, and the many attractions that make Dunedin such a sought-after Gulf Coast destination. Whether enjoying a day near the water, exploring the surrounding community, or relaxing in your own backyard retreat, this home provides an appealing combination of character, convenience, and location. Schedule a tour today and experience everything 1632 San Mateo Drive has waiting for YOU!

1632 San Mateo Drive, Dunedin
1408 Millstream Lane Unit 206, Dunedin
$197,500
2 Beds ⋅ 2 Baths ⋅ Lake Tiffany Condo SubDv. ⋅ 34698 Zip Code
Virtually Staged. Welcome to 1408 Millstream Lane, Unit 206, a beautifully updated, move-in-ready 2-bedroom, 2-bathroom second-story end-unit condo in Dunedin, offering serene pond and fountain views. The bright, light-filled interior features high vaulted ceilings, rich wood flooring, a custom stone accent wall, updated lighting, and a functional kitchen complete with granite countertops, generous cabinet space, updated appliances, and a beautiful breakfast bar that flows seamlessly into the spacious great room, creating an inviting setting for both everyday living and entertaining. The primary suite offers a peaceful retreat with scenic pond views, a large walk-in closet, and an en-suite bath featuring modern cabinetry, dual sinks, and sleek tilework. The generously sized second bedroom provides flexibility for guests, a home office, or additional living space and offers convenient access to the full bath. A standout feature is the versatile tiled bonus room, a sunlit space perfectly suited for a quiet reading nook, morning coffee, or simply relaxing while enjoying views of Florida’s beautiful wildlife right outside your window. Additional features include hurricane shutters, an in-unit laundry closet with a newer washer and dryer, and assigned covered parking with dedicated storage. The HOA provides exceptional value by covering exterior and grounds maintenance, community amenities, cable TV, internet, water, sewer, and trash, offering a truly low-maintenance lifestyle while embracing the relaxed charm of Florida living.

1408 Millstream Lane Unit 206, Dunedin
Start Your Search