Oakland Sub 2 Real Estate, Homes, Condos for Sale in Dunedin, FL

2 Beds ⋅ 1 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Welcome to your opportunity to own the most affordable home in one of the most sought-after pockets of Dunedin! Located at 1185 Bass Blvd., this charming 2 bedroom, 1 bath home sits on a spacious lot just a few blocks from vibrant Main Street—and best of all, it’s in a non-flood zone. New Roof and A/C in 2023! Live the true Dunedin lifestyle where everything is right at your fingertips. Hop on your golf cart and be downtown in minutes enjoying award-winning restaurants, local breweries, boutique shopping, waterfront sunsets, festivals, and the unmatched charm that makes Dunedin so special. You’re also just a short distance to the Pinellas Trail, Dunedin Marina, and the Causeway leading to Honeymoon Island. Whether you’re looking to renovate and create your own coastal retreat or build your dream home in an unbeatable location, the possibilities here are endless. Properties like this—at this price point and in this location—rarely come available. Location, lifestyle, and opportunity all in one. Don’t miss your chance to be part of the Dunedin magic!

1185 Bass Boulevard, Dunedin

$675,000

6 Beds ⋅ 3 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Investment Opportunity in the Heart of Dunedin – Prime Duplex with Strong Returns LOCATION! LOCATION! LOCATION! Positioned in one of Pinellas County’s most desirable coastal communities, this exceptional duplex offers a rare blend of immediate income, future upside, and an unbeatable lifestyle setting. Just a short stroll, bike ride, or golf cart cruise to the vibrant downtown, you’ll enjoy effortless access to boutique shops, top-rated restaurants, local breweries, and the scenic Intracoastal Waterway. This income-producing property is ideal for investors seeking stability and growth: Strong ROI when fully rented with potentially a 8% Cap Rate Two separate electric meters for ease of management One unit fully remodeled and ready to command top market rent Second unit occupied by a long-term, established tenant providing immediate cash flow Spacious backyard with potential for enhanced outdoor living or added value Ample parking for tenants and guests Zoning presents an exciting opportunity, with potential for expansion up to 4 units (buyer to verify), making this not just a purchase—but a strategic investment in future development. Located in a non-flood zone (no flood insurance required), this property offers both peace of mind and reduced operating costs—an increasingly rare advantage in a coastal market. Dunedin continues to rank among the top destinations per the Pinellas County Visitors Bureau, known for its charming coastal vibe, community events, waterfront parks, and access to the Pinellas Trail. Please note: Showings are by appointment only. Do not disturb current tenant. This is your chance to secure a high-performing asset in a location that consistently attracts renters, tourists, and long-term growth.

1193 & 1195 Bass Boulevard, Dunedin

$397,000

3 Beds ⋅ 2 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

The front porch of your dreams is tucked along a classic Dunedin residential street, where this inviting three-bedroom, two-bathroom home offers relaxed Florida living in a location where you can walk, bike, or golf cart to Downtown Dunedin and the Pinellas Trail. As you arrive, an extended paver driveway provides generous space for guest, boat or golf cart parking and leads to an inviting Craftsman-style Florida front porch framed by mature landscaping that creates a truly magical sense of curb appeal. Designed for enjoying the Florida lifestyle, the spacious front porch features two comfortable sitting areas perfect for entertaining, relaxing, or simply enjoying a warm Florida evening. The mission-style yellow front door with captivating glass inlay offers a cheerful and memorable welcome home each day. Inside, high ceilings and deep-tone luxury vinyl plank flooring, complemented by travertine tile finishes, set a warm, welcoming tone as natural light flows beautifully throughout the home. The open foyer, living area with high ceilings, and dining spaces create a comfortable gathering area that leads naturally to the heart of the home — the kitchen. The thoughtfully designed kitchen features white shaker cabinetry, designer period-style tile, granite countertops with a soft rounded edge detail, and stainless steel appliances. A deep stainless steel sink sits beneath a window overlooking the peaceful backyard oasis, while a center island with a black granite top provides additional storage and prep space. French doors from the kitchen open to a relaxing rear side deck and patio, pouring natural light into the home while creating a seamless connection between indoor and outdoor living. The fully fenced backyard is designed for both privacy and enjoyment, featuring neutral taupe PVC fencing with white trim, a firepit gathering area, and a storage shed — the perfect setting for relaxed evenings, festive gatherings with friends, or backyard grilling. Toward the front of the home, a well-sized bedroom overlooks the welcoming front porch and includes an ample closet. Nearby, a versatile room that functions as the home’s third bedroom could also easily serve as a home office, guest space, or creative studio, offering flexible living options. The adjacent hall bathroom features a tub and shower combination, vintage-style vanity with granite top, and travertine-style tile flooring. The primary suite overlooks the fenced backyard and offers two closets along with an updated ensuite bath featuring a walk-in shower, vanity, natural light window, and travertine-style tile flooring. Additional interior features include window treatments, ceiling fans, and a designer light fixture that complement the home’s bright and airy feel. The home has been thoughtfully updated within the past ten years with improvements to major systems and interior finishes, and the care taken is evident throughout. Bright, airy, and thoughtfully designed, this inviting home offers flexible living spaces in one of Dunedin’s most desirable areas — a golf cart friendly location with easy access to Downtown Dunedin, the Pinellas Trail, waterfront parks, local restaurants, and the year-round festivals that make this coastal community one of Florida’s most beloved places to live. Perfect as a full-time residence, seasonal retreat, or investment opportunity in vibrant Dunedin — your Dunedin lifestyle begins here.

1220 Orange Avenue, Dunedin

$999,500

4 Beds ⋅ 2 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Pre-Construction. To be built. New construction to be built on a rare oversized lot in Dunedin, this 4-bedroom, 2-bath home will have 2,100 square feet of thoughtfully designed living space with an open-concept layout, spacious great room, and a modern kitchen featuring quality cabinetry, stone countertops, stainless steel appliances, and a large island ideal for entertaining. The primary suite will include dual walk-in closets and a private bath, while two additional bedrooms provide flexibility for guests, family, or a home office. A covered rear lanai extends the living space outdoors, perfect for relaxing or hosting gatherings. Additional highlights include a two-car garage, impact-rated windows and doors, energy-efficient construction, high-quality finishes throughout, and a generous yard with room for a pool or future outdoor living features. Conveniently located near downtown Dunedin, beaches, parks, marinas, and schools, this property offers an excellent opportunity to secure a brand-new home in a prime location.

1215 Orange Avenue, Dunedin

$448,000

3 Beds ⋅ 2 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Live in the Heart of Dunedin! Grab your golf cart, bike, or simply stroll just 0.3 miles to Main Street and enjoy everything vibrant downtown Dunedin has to offer — award-winning restaurants, local breweries, boutique shopping, the scenic Pinellas Trail, Edgewater Park, and the Dunedin Marina. This is Florida living at its finest — where location meets lifestyle. Step inside this turn-key, move-in ready home, filled with natural light and thoughtfully updated from top to bottom. The open-concept design features: Solid granite countertops, white cabinetry, large kitchen island/breakfast bar with storage and power outlets on two sides, high-tech waterproof vinyl plank flooring throughout. Major updates (2018–2019): Electrical panel, inside plumbing, HVAC, tankless water heater, appliances, and 8 replacement windows. This home also boasts a BRAND NEW ROOF (2026)! Additional modern upgrades: Energy-efficient LED lighting, Alexa-compatible, app-controlled thermostat and lighting, circular driveway repaved (2022), freshly painted interior & exterior. The primary bathroom (2025) showcases brand-new tile flooring, a cultured marble double vanity, updated mirrors, and a new toilet. Enjoy the outdoor lifestyle Dunedin is famous for. 3.7 miles to the Dunedin Causeway/ Honeymoon Island,15 minutes to Clearwater Beach. NO HOA/ NON-FLOOD ZONE/ RV or Boat parking. This home is light, bright, beautifully updated, and truly move-in ready — the perfect blend of comfort, convenience, and coastal charm.

1178 Bass Boulevard, Dunedin

$389,000

Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Under contract-accepting backup offers. Back on the market! Incredible development opportunity in the heart of Downtown Dunedin! This property at 1215 Orange Avenue is being sold for land value only—while the existing structure will remain, it holds no value, giving you a true blank canvas for your project. Positioned in a prime golf-cart–friendly location, just minutes from Downtown Dunedin’s restaurants, shops, marina, and waterfront, this oversized lot offers exceptional potential with three development options: • Build up to FOUR townhomes • Divide into TWO separate lots • Create ONE large estate lot The flexibility here is unmatched—ideal for builders, investors, or end users wanting to take advantage of Dunedin’s booming growth. Additional features: • Amazing lot size—verify exact acreage and dimensions via PCPAO • Public records research encouraged to confirm zoning and future land use • Surrounded by a mix of charming residential homes and modern new construction This is one of the most desirable land opportunities currently available in Dunedin. Act fast—rare, versatile development lots like this do not come up often!

1215 Orange Avenue, Dunedin

$425,000

3 Beds ⋅ 2 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Live in the Heart of Dunedin! Grab your golf cart, bike, or simply stroll just 0.3 miles to Main Street and enjoy everything vibrant downtown Dunedin has to offer — award-winning restaurants, local breweries, boutique shopping, the scenic Pinellas Trail, Edgewater Park, and the Dunedin Marina. This is Florida living at its finest — where location meets lifestyle. Step inside this turn-key, move-in ready home, filled with natural light and thoughtfully updated from top to bottom. The open-concept design features: Solid granite countertops, white cabinetry, large kitchen island/breakfast bar with storage and power outlets on two sides, high-tech waterproof vinyl plank flooring throughout. Major updates (2018–2019): Complete electrical system, inside plumbing, HVAC, tankless water heater, appliances, and 8 replacement windows. Additional modern upgrades: Energy-efficient LED lighting, Alexa-compatible, app-controlled thermostat and lighting, circular driveway repaved (2022), freshly painted interior & exterior. The primary bathroom (2025) showcases brand-new tile flooring, a cultured marble double vanity, updated mirrors, and a new toilet in the water closet. Enjoy the outdoor lifestyle Dunedin is famous for. 3.7 miles to the Dunedin Causeway/ Honeymoon Island,15 minutes to Clearwater Beach. No HOA. X flood zone. This home is light, bright, beautifully updated, and truly move-in ready — the perfect blend of comfort, convenience, and coastal charm.

1178 Bass Boulevard, Dunedin

$660,000

6 Beds ⋅ 3 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Don’t miss this Downtown Dunedin Triplex with unlimited cash flow opportunities. Take advantage of the opportunity to own three income generating properties on an oversized fenced in lot. All three are two-bedroom one-bath units with soaking tubs. One Unit is leased and the other two are vacant and have been freshly painted. Tenants pay all utilities, including electricity, water, sewer, and garbage. This is an easy plug & play addition to your rental portfolio, with potential to increase rents and value. No HOA and no flood insurance! Residents will love being able to walk to a brewery downtown, golf cart to a restaurant, bike the Pinellas trail, or catch a sunset at the Dunedin Marina, all just steps away from their front door. Top rated Hotels, Shops & Boutiques, fabulous dining, restaurants, and entertainment venues are a short drive away. Major medical is around the corner. The opportunity to build long term wealth through residual income awaits! This rare Dunedin investment opportunity is yours for the taking!

1187 Bass Boulevard, Dunedin

$278,000

4 Beds ⋅ 3 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Welcome back to the market! An Investor’s Dream or Your Future Forever Home in Dunedin! Welcome to 1144 New York Ave – a unique income-producing opportunity in the heart of Dunedin! This AS-IS property features two separate living areas under one roof – Unit A is a spacious 3-bedroom, 2-bathroom layout, while Unit B is a cozy studio with 1 bathroom. One electric meter services both units, making it ideal for multi-generational living, rental income, or a full renovation project. Whether you want to generate passive income right away or remodel and convert it into one large single-family residence, the potential here is endless. Located just minutes from downtown Dunedin, the Pinellas Trail, restaurants, breweries, and beaches – this property puts you right in the action. Don’t miss your chance to own a rare gem in one of Pinellas County’s most desirable areas!

1144 New York Avenue, Dunedin

$395,000

3 Beds ⋅ 3 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Welcome to a truly rare find in the heart of Dunedin! Seller states this charming 2 bedroom, 2 bathroom bungalow with in-law apartment sits on a spacious oversized lot with multi-family zoning (MF-7.5) and an impressive 125 feet of property frontage, offering flexibility for homeowners, investors, or developers. Inside the primary residence, you'll find laminate wood floors throughout the living areas, tile flooring in the kitchen and bathrooms, accompanied by 2 spacious bedrooms—each with its own ensuite bathroom for ultimate comfort and privacy. A dedicated home office provides the perfect space for remote work, creative pursuits, or a quiet reading environment. Just outside of the main house, the detached in-law apartment features a studio, 1 bathroom, and a kitchenette—ideal for guests or extended family. Outdoor amenities include multiple storage sheds, a driveway, and a parking pad, offering ample space for vehicles, trailers, or a boat. Located just one mile from Downtown Dunedin, and close to local beaches, award-winning restaurants, breweries, shops, and the Pinellas Trail, this property offers a unique blend of charm, location, and potential.

1235 Bass Boulevard, Dunedin

$550,000

4 Beds ⋅ 3 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Unique Opportunity in a Great Location - Nestled on a quiet street, high and dry in the Heart of Dunedin sits this updated 3 Bedroom, 2 Bath 1 CG home. Also, for an added bonus a well designed, remodeled, 1 Bedroom, 1 Bathroom separate Guest House with private entrance along with its own secluded back patio. Do you need a spot for your parents, a teenager looking for their own space or maybe a place with rental income for extra pocket change, this is it.. The main house has a split floor plan with a gourmet kitchen that boasts granite countertops, modern white shaker cabinets and stainless steel appliances perfect for both everyday living and entertaining. Nest door bell and camera system for convivence. Beautiful brick-pavers outline the private backyard with a fire pit and additional seating is a perfect place to entertain or unwind after a long day. Jump in your golf cart and be in downtown Dunedin in minutes. Enjoy the Dunedin lifestyle with pubs, restaurants, cafés, Marina, parks in the Pinellas Trail. No HOA, No Flood Zone. This home is a must see..

1208 Orange Avenue, Dunedin

$373,000

4 Beds ⋅ 2 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Welcome to this FULLY UPDATED TURN-KEY 4-bed, 2-bath home nestled just a short walk from the heart of Downtown Dunedin! NOT IN A FLOOD ZONE, this thoughtfully designed OPEN CONCEPT property features an updated HVAC from 2020, easy-to-maintain VINYL flooring throughout as well as VAULTED CEILINGS with several SKLYLIGHTS, exuding space and plenty of natural light. This is the perfect house to be used as either an income producing property or to make as your own home. The spacious living room is centered around a beautiful wood-burning FIREPLACE and features several built ins, adding a touch of warmth and character to the space. The open kitchen features GRANITE countertops and STAINLESS STEEL appliances and flows seamlessly to the dining area, perfect for preparing meals and entertaining guests. The primary bedroom offers a peaceful retreat with its own ENSUITE BATHROOM and double French doors that lead to the expansive backyard! Three additional bedrooms as well as a full guest bath reside, creating more than enough space to have a home office, nursey, etc! The large, FULLY FENCED yard offers endless possibilities for outdoor living, whether you're relaxing on the patio or hosting a gathering with friends and family. Location is everything with this home! You're just 2 miles from the Blue Jays stadium, a short walk to the many shops, cafes, and restaurants of quaint Downtown Dunedin, AND only 5-7 miles to some of Florida’s best beaches: Honeymoon Island & Clearwater Beach. Whether you're a sports fan, a foodie, or someone who loves the beach, this location has it ALL! Don’t miss the opportunity to make this stunning home yours!

1214 Orange Avenue, Dunedin

$760,000

Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Location, Location, Location!!! Attention all builders and developers, this residential Dunedin parcel sits on an oversized and shaded 1/3 acre corner lot. The property is on a quiet corner with sparse traffic in a NON Flood zone. It is a short walk from the Historic Downtown District, the Pinellas Trail, and the Dunedin Waterfront. Currently, an active quadruplex sits on the land. It was built in 1940 and is home to (4) 2BR/1BA apartments. Property is zoned MF-15 with room to build 5 dwellings or the lot can be subdivided into 2 parcels for Single or Multi Family homes in a prime location. Public utilities are already in place. It is in a golf cart friendly neighborhood with an "A" rated elementary school. Property is ideally located just off the beaten path, yet near everything! The location affords residents the option to enjoy countless amenities the area offers: beaches, parks, casual & fine dining, roof top bars, micro-breweries, cafes, bike riding, boating, fishing, downtown festivals, concerts, art shows, spring training baseball, championship golf, sunsets, and events at the Community & Fine Art Centers. Ride your bike on the Pinellas Trail, take a stroll along the Causeway, or watch a waterfront sunset from the Marina, there's lots to do in Dunedin! This is a definite Must See for those seeking a Rare real estate opportunity in an unparalleled location.

1156 Orange Avenue, Dunedin

$760,000

8 Beds ⋅ 4 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Location, Location, Location!!! This Dunedin 4-Plex sits on an oversized and shaded 1/3 acre corner lot. The property is on a quiet corner with sparse traffic in a NON Flood zone... It is a short walk from the Historic Downtown District, the Pinellas Trail, and the Dunedin Waterfront. The building offers "4" similar 2BR/1BA units each having their own electric and water meters. Their floor plan includes: covered front porch, family area, kitchen with dinette, 2 bedrooms, a full bathroom, PLUS an upright washer & dryer. The property includes a large paved lot with 8 parking spaces and 4 separate mailboxes. Property is zoned MF-15 with room for an additional dwelling! Current owners are in the process of emptying the units so new owners can start fresh. Some units are in better shape than others. The roof and 3 of the 4 A/C systems are older and the apartments will require some updating. However, the property has tremendous potential. It is in a golf cart friendly neighborhood with an "A" rated elementary school. This real estate opportunity is great for investors or owner-occupants who can self-manage. Property is ideally located just off the beaten path, yet near everything! The location affords residents the option to enjoy countless amenities the area offers: beaches, parks, casual & fine dining, roof top bars, micro-breweries, cafes, bike riding, boating, fishing, downtown festivals, concerts, art shows, spring training baseball, championship golf, sunsets, and events at the Community & Fine Art Centers. Ride your bike on the Pinellas Trail, take a stroll along the Causeway, or watch a waterfront sunset from the Marina, there's lots to do in Dunedin! This is a definite Must See for buyers seeking a RARE income property in an unparalleled location.

1156 Orange Avenue, Dunedin

$370,000

3 Beds ⋅ 1 Baths ⋅ Oakland Sub 2 SubDv. ⋅ 34698 Zip Code

Price improvement! Stunning Modern Oasis in Charming Dunedin! Step into this meticulously updated home, where every detail has been thoughtfully curated for comfort and style. The property boasts a new roof with peel-and-stick architectural shingles and new gutters with downspouts in 2020. A new fence and gates with keypad locks, installed in 2019, ensure privacy and ease of access, complemented by additional security features on the front and side doors. Modern comforts abound, including a new air conditioner in the laundry room and remote control bullet fans extending to the outside porch. A bug screen curtain on the front porch provides a cozy, insect-free outdoor space. A cedar lean-to shed, added in 2020, offers flexible storage solutions. The backyard is an entertainer’s paradise. Unwind in the luxurious four-person hot tub installed in 2019 with pavers added in 2020. The backyard, enveloped by a breathtaking tree canopy, feels like an enchanted dream come to life featuring a walkway deck built in 2022 and expanded in 2024, set amidst stunning landscaping meticulously reworked to create a tranquil retreat. Nestled in a charming cul-de-sac, this home offers a serene environment while being just a 12-minute walk to downtown Dunedin. The kitchen, remodeled in 2018, features all-new appliances, making it a modern and efficient space for culinary delights. The bathroom was also recently remodeled! Benefit from a transferable termite protection plan, offering annual inspections and comprehensive coverage. This home embodies a perfect blend of modern upgrades and charming appeal, waiting to welcome its new owners. Don't miss the chance to make this your dream home! Schedule your showing today!

1308 New York Avenue, Dunedin

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