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$830,000
3 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Virtually Staged. Virtually Staged. Welcome to an extraordinary opportunity to own a slice of paradise at the prestigious Windwards at Harbourside Building 8, Penthouse Unit 804. This meticulously updated, 1,915 sq. ft. penthouse is a rare find, being one of only a few located on the island, offering unparalleled resort-style living in South Pasadena FL. Key Residence Features includes Luxurious Interiors: Step inside to a magnificent tiled floor featuring a centered marble compass, guiding you through this expansive residence with crown molding and plantation shutters on every window. The entire condo has been freshly painted in "White Cloud" to match the pristine flooring and countertops. Spacious Living: The flexible floor plan includes a large, Waterview 14x13 room perfect for a den or third bedroom, and a 28x14 living room that can be configured into distinct conversation and media areas. Gourmet Kitchen & Dining: The renovated kitchen boasts newer cabinets and appliances, multiple pantries, a dedicated laundry room with a sink, and a dining area offering stunning views of the Gulf and intracoastal waterway. Master Suite Retreat: The master bedroom features an ensuite bathroom with a luxurious Jacuzzi tub, separate shower, and powder room. Premium Upgrades: Enjoy peace of mind with two A/C units (master bedroom 2025 and kitchen 2026), a tankless water heater, a whole-house water filtration system (2023), new sliders and windows installed 2026, and hurricane shutters on the balcony, bedrooms and den. Abundant Storage & Parking: The unit includes a storage unit on the balcony and another large one on the same floor (#804). Two parking spaces are provided: under Building 134 and Car Port #89. Harbourside Amenities & Community: Harbourside is renowned for its solid steel-reinforced concrete construction and an extensive array of amenities that cater to a vibrant, active lifestyle: Pools & Fitness: Access to six swimming pools (including one specific to the Windward building plus the main clubhouse pool), two fitness centers, separate men's and women's gyms, Jacuzzi, saunas, and three car wash stations. Sports & Recreation: Three tennis courts, three pickleball courts, shuffleboard, and a 1.5-mile walking trail around the island, perfect for exercise or walking your pet (Windward Building allows one pet under 20 pounds) Hobbies & Social: Enjoy a woodworking shop, library, card room, billiard room, outdoor grilling areas, car charging stations, and a clubhouse with a full social agenda. Waterfront Living: The community features a marina with three docks and 87 deeded slips (slips are available to rent or purchase from other owners), and two kayak racks with 50 spaces each. Experience resort-style living at its finest in this magnificent penthouse. Close to downtown, shopping, medical and walking distance to the BEACH!

7932 Sailboat Key Boulevard S Unit 804, South Pasadena
$820,000
3 Beds ⋅ 4 Baths ⋅ Bay Island Group 14 SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. PENTHOUSE PARADISE! NO DAMAGE IN PRESIDENTIAL BUILDING FROM HURRICANES. This is a must see. SPECTACULAR 55+ waterfront living in the exclusive Bay Island 24 hour guard attended/gated community! This is an opportunity to own a penthouse unit in the Presidential building with wide open Gulf and Intercoastal water views that reach from Treasure Island to the Don Cesar on Pass-A-Grille.This HOA is on top of their game by completing the engineer reports and required repairs to satisfy state compliance, or state requirements . Enjoy watching sailboats, dolphins, manatees, and stingrays while soaking in those gorgeous gulf sunsets . This one-of-a kind unit was just remodeled from top to bottom. Roof was replaced 6 months ago. Interior remodeling includes: 17 sleek shaker doors, frames and brushed nickel hardware, all popcorn ceilings removed, elevated the ceilings in bathrooms, crown molding, can lighting replaced with recessed LED lighting, all non-carpeted floors changed to high end luxury vinyl and carpeting in all 3 bedrooms, 5 inch baseboards in every room, all new flat side toilets (4), 2 new AC units and handlers with google nest remote programmable thermostats, all duct work inspected, roof 1 year, new stainless steel appliances including: flat-top stove, microwave, large single sink, dishwasher, washer and dryer (2024), new kitchen island w/waterfall, 2 water heaters (2024), all floor to ceiling PGT hurricane windows throughout entire condo replaced, electronic shades, all new quartzite counters and backsplash in kitchen including new counter-height master bathroom vanity with quartzite counter 28ft of living room space feels like your sitting on the water . This unit is perfection from décor to stunning views. Bay Island Amenities include a marina, 5 pools, Jacuzzis, 4 tennis and pickle ball courts, outdoor grills with tikihut picnic areas, club house with ball room for rent, pool tables , Ping-Pong tables, dart board room ,card room, shuffle board court, saunas and showers, a his and hers fitness center with the updated equipment, a mile+ of waterfront sidewalks and a Social Director with multiple dances/community gatherings year round. In close proximity to restaurants, shopping, Sun Runner bus right at gated entrance. 2 front row covered parking spots near entrance with 2 elevator access.This HOA is on top of their game by completing the engineer reports and required repairs to satisfy state compliance, or state requirements . THIS IS A MUST VIEW.

7600 Sun Island Drive S Unit 804, South Pasadena
$819,000
3 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
PRICED TO SELL! Penthouse with Unbelievable Water Views at BayWatch at Harbourside. Discover luxurious penthouse living in this unique 1,990 sq. ft. condo, one of only 10 on the island. Enjoy panoramic water views from the living room, dining room, kitchen, and both bedrooms. The unit features an open floor plan, is move-in ready, and comes furnished. This is your opportunity to experience the best of BayWatch at Harbourside with resort-style island living. • Abundant Marine Life: Frequent sightings of dolphins, manatees, and various sea birds are common in the calm, protected waters of the Intracoastal Waterway and shallow bay areas. • Stunning Sunsets: West-facing balconies provide prime, unobstructed views of the sun setting over the water. • Active Waterways: You can watch a constant parade of sailboats, yachts, and other vessels, making the view dynamic and interesting • Interior highlights Flexible living space: Two bedrooms, two baths, and a den that can function as an office, media room, or third bedroom. • Gourmet kitchen: Includes a central island with cabinets, two pantries, a wall oven, a microwave and eat-in space. • Custom dining room: Features built-in cabinets with a granite countertop, a snack bar, and double sliders leading to a private balcony. • Spacious primary suite: Offers two walk-in California closets and a third wall closet. The en-suite bathroom includes a water closet, two vanities, a soaking tub, and a separate walk-in shower. • Convenient laundry: A full-size side-by-side washer and dryer with storage are located in a room off the kitchen. There are 2 A/C units, one in primary bedroom ceiling that regulates both guest and primary bedrooms. The 2nd is in the hallway across from the W/D. Both units installed in 2021. Enjoy the added space of a tankless hot water heater • Quality construction: Solid steel reinforced concrete construction was used by JMC Communities, the original builder, rather than concrete blocks. Penthouse exclusives • Two assigned parking spaces: One covered carport (#118) and one space under the building (#98). • Sixth-floor storage unit: A large, conveniently located storage unit near the elevator is also included. • Private balcony: Accessed by double sliders from Primary bedroom and both the dining room and living room. Resort-style amenities • Pools and recreation: Six swimming pools, five tennis courts with two pickleball courts, and shuffleboard. • Fitness and relaxation: Two fitness centers, a Jacuzzi, and saunas. • Convenience for residents: Three outdoor grills, a three-station car wash with vacuum and air, and electric car charging stations. • Waterfront access: The marina has three docks and 87 deeded slips, which are available for rent or purchase from other owners. • Clubhouse features: A card room, billiard room, library, woodwork shop, and a grand room with a kitchen for events. • Outdoor activities: A 1.5-mile walking trail around the island offers a chance to see dolphins, manatees, and seabirds. • Pet-friendly policy: Allows one pet per unit, 20 pounds or under. This is your opportunity to experience the best of BayWatch at Harbourside and resort-style island living.

7872 Sailboat Key Boulevard S Unit PH602, South Pasadena
$793,000
3 Beds ⋅ 4 Baths ⋅ Pasadena On The Gulf Sec C SubDv. ⋅ 33707 Zip Code
An exceptional opportunity awaits in the highly sought-after community of South Pasadena. Situated on an oversized 0.29-acre lot, this spacious 3-bedroom, 4-bath residence offers more than 2,200 square feet of flexible living space and endless possibilities for homeowners, investors, or those seeking a unique redevelopment opportunity. The home features a desirable split-bedroom floor plan and has undergone significant improvements, including a new roof (2019), hurricane-impact windows and doors (2019), Icynene insulation (2019), and extensive 2025 upgrades, including a new HVAC system, new water heater, completely renovated kitchen, and beautifully updated bathrooms. At the heart of the property is an incredible outdoor living experience. The Olympic-size lap pool, built in 2019, is ideal for both fitness and relaxation and is complemented by a 100-square-foot spa and an expansive 560-square-foot covered patio featuring a cozy gas fireplace. Whether entertaining guests or enjoying a quiet evening outdoors, this backyard oasis delivers the ultimate Florida lifestyle. Mature Areca and Foxtail palms provide privacy and tropical charm, while the spacious yard offers plenty of room for pets, gardening, play, or future enhancements. Additional features include a two-car garage, oversized utility room with space for a full-size washer and dryer, and two large exterior storage rooms totaling more than 330 square feet. A substantial 900-square-foot addition completed in 2019 and a new patio added in 2024 further enhance the property's functionality and value. All major improvements have been properly permitted. The property's RM-10 residential/multi-family zoning provides outstanding flexibility for future development, expansion, or investment potential. Convenient paved alley access adds additional functionality, while the prime location places you within walking distance of shopping and everyday conveniences. Just minutes from the Gulf beaches and vibrant downtown St. Petersburg, this property combines location, lifestyle, and opportunity in one remarkable package. With continued growth and redevelopment occurring throughout the area, this is a rare chance to secure a large parcel in one of Pinellas County's most desirable communities.

7039 Hibiscus Avenue S, South Pasadena
$771,000
3 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Experience elevated Florida living in this beautifully fully renovated 3-bedroom, 2-bathroom top-floor corner unit located in a gated, guard-attended community in the heart of South Pasadena. This exceptional condo offers the perfect blend of luxury, comfort, and breathtaking views. Step inside to discover elegant travertine flooring throughout and a stunning modern kitchen featuring white cabinetry, quartz countertops, and stainless steel appliances. The entire unit has been freshly repainted and thoughtfully upgraded with impeccable attention to detail, creating a move-in-ready space that feels both sophisticated and inviting. As a corner unit, the home is filled with abundant natural light, enhancing the open and airy feel of the living spaces. Enjoy the peace of mind provided by hurricane shutters and hurricane-impact sliding doors, along with the convenience of maintenance-free living. Start your mornings with spectacular sunrises and unwind in the evenings with beautiful sunsets from your private balconies, offering million-dollar views for less than a million. Residents enjoy an impressive array of amenities including multiple pools, tennis courts, a clubhouse, library, marina, and 24-hour guard-gated security, providing both an active lifestyle and added peace of mind. This is true Florida waterfront-style living at its finest: luxurious, secure, and perfectly located near beaches, dining, and everything the Gulf Coast has to offer.

7932 Sailboat Key Boulevard S Unit 806, South Pasadena
$899,000
2 Beds ⋅ 2 Baths ⋅ Pasadena Shores SubDv. ⋅ 33707 Zip Code
"Location, location, location!"—the golden rule of real estate, and this home delivers in every way. Nestled on the open waters of Boca Ciega Bay, this 2-bedroom, 2-bathroom gem is your front-row seat to stunning Gulf sunsets every evening. Imagine unwinding in your backyard with your favorite drink as the sky transforms into a masterpiece of colors. The possibilities here are endless. With a generously sized backyard, there's room to add a pool or expand the existing deep-water dock to suit your boating dreams. Plus, the home itself offers ample opportunity for expansion, allowing you to create the waterfront retreat you've always envisioned. Convenience meets paradise in this location. You're just minutes from vibrant stores, fantastic restaurants, and world-class beaches. Need to travel? Tampa International Airport is only 30-45 minutes away, and Downtown St. Pete is a quick 20-minute drive. Don't miss your chance to embrace the waterfront lifestyle and make this home your own slice of paradise. Schedule your private tour today and start imagining the possibilities!

1425 Corey Way S, South Pasadena
$785,000
4 Beds ⋅ 4 Baths ⋅ Allens Rep E A SubDv. ⋅ 33707 Zip Code
Introducing a rare opportunity for an owner-occupant or individual investor in desirable South Pasadena. This solid concrete-block 4-plex w/2 car garqage is ideally positioned directly across from Boca Ciega Bay, with Unit #1 offering water views and the unique flexibility to be occupied by a new owner or held open for additional rental income.The property has been recently renovated and fully remediated following Hurricane Helene, with updates completed to current building standards and code, providing peace of mind and long-term durability. Three of the four units are currently occupied, creating immediate cash flow, while the vacant waterview unit allows for personal use, premium rental positioning, or a blended live-in investment strategy.Each residence features a spacious 1-bedroom, 1-bath layout with durable vinyl plank flooring throughout and an open living and kitchen design that feels light, functional, and easy to maintain. All four units are equipped with new air-conditioning systems and updated electrical, further reducing future capital expenses for the next owner.From an investment standpoint, the property delivers a strong, stable cap rate with meaningful upside potential, particularly through improved rent positioning and utilization of the waterview unit. Utilities are efficiently structured with four separate electric meters and a shared water meter.The larger waterview unit (#1) benefits from private parking and a private rear entrance with alley access, offering added privacy and convenience and making it especially appealing as an owner-occupied residence if desired. The property also includes a large attached 2-car garage, accessible from both the courtyard and the rear alley.The 30-day minimum rental period provides notable flexibility and creates a clear opportunity to reposition the property toward seasonal or mid-term rentals, which may significantly increase rental income and materially improve the overall cap rate compared to traditional long-term leasing. Buyer and buyer’s agent to independently verify all material facts, including but not limited to minimum rental periods, zoning, future use, income potential, square footage, permitting, and compliance with all local, city, and county regulations. DO NOT DISTURB TENANTS

7057 Sunset Drive, South Pasadena
$800,000
2 Beds ⋅ 2 Baths ⋅ Pasadena On The Gulf Sec C SubDv. ⋅ 33707 Zip Code
This PRIME MIXED-USE INVESTMENT OPPORTUNITY (800 Pasadena Avenue S & 6860 Park Street S) in South Pasadena features a 1,500 SF commercial building and a renovated 1,300 SF residential home situated on a highly visible, signalized corner at Pasadena Avenue S and Park Street S. With a combined 75,000+ vehicles per day (32,500 VPD and 42,500 VPD respectively) passing the intersection, the property offers exceptional exposure, strong curb appeal with a mansard roof for prominent signage, updated façade and windows, and a large 10-space parking lot. The commercial space includes two attached retail/office units offering flexible configurations suitable for retail, medical, professional services, salon, boutique, or fast-casual restaurant concepts. The residential unit was renovated in 2023–2024 with over $75,000 in upgrades—including a new roof, HVAC system, impact windows, flooring, kitchen, and bathrooms—creating a turnkey 2-bed/2-bath property. With its high-traffic location, strong demographic profile, dual ingress/egress, and future redevelopment potential on its 8,542 SF corner lot, this property is ideal for investors, 1031 buyers, or an owner-user seeking a versatile commercial space with additional residential income or on-site living potential. One or more photos have been virtually staged.

6860 Park Street S, South Pasadena
$800,000
Pasadena On The Gulf Sec C SubDv. ⋅ 33707 Zip Code
This PRIME MIXED-USE INVESTMENT OPPORTUNITY (800 Pasadena Avenue S & 6860 Park Street S) in South Pasadena features a 1,500 SF commercial building and a renovated 1,300 SF residential home situated on a highly visible, signalized corner at Pasadena Avenue S and Park Street S. With a combined 75,000+ vehicles per day (32,500 VPD and 42,500 VPD respectively) passing the intersection, the property offers exceptional exposure, strong curb appeal with a mansard roof for prominent signage, updated façade and windows, and a large 10-space parking lot. The commercial space includes two attached retail/office units offering flexible configurations suitable for retail, medical, professional services, salon, boutique, or fast-casual restaurant concepts. The residential unit was renovated in 2023–2024 with over $75,000 in upgrades—including a new roof, HVAC system, impact windows, flooring, kitchen, and bathrooms—creating a turnkey 2-bed/2-bath property. With its high-traffic location, strong demographic profile, dual ingress/egress, and future redevelopment potential on its 8,542 SF corner lot, this property is ideal for investors, 1031 buyers, or an owner-user seeking a versatile commercial space with additional residential income or on-site living potential. One or more photos have been virtually staged.

800 Pasadena Avenue S, South Pasadena
$740,000
3 Beds ⋅ 3 Baths ⋅ Pasadena Isle SubDv. ⋅ 33707 Zip Code
Don’t miss this rare opportunity to build your dream home or transform the existing residence on the sparkling waters of Boca Ciega Bay. Enjoy breathtaking, wide-open views and deep water access, perfect for large boats. Nestled on Pasadena Isle — a true hidden gem — you’ll love the central location, just minutes from the world-class St. Pete Beach with its pristine white sands and crystal-clear waters. With plenty of new construction underway on the island, now is the perfect time to make your move.

6960 S Shore Drive S, South Pasadena
$765,000
4 Beds ⋅ 4 Baths ⋅ Allens Rep E A SubDv. ⋅ 33707 Zip Code
Introducing a fantastic investment prospect nestled in the highly coveted South Pasadena locale. Positioned opposite the stunning Boca Ciega Bay and boasting an array of recent upgrades, this solid-built 4-plex presents unparalleled potential for discerning investors. Offering an enviable mix of location, features, and convenience, this property is a hidden gem waiting to be uncovered. Each of the four residences within this well-appointed 4-plex comprises a generous 1-bedroom, 1-bathroom layout. Featuring tile flooring throughout, these units have an airy open-plan design that seamlessly melds the kitchen and living areas. Bedrooms are generously proportioned, ensuring ample space for comfortable living. One of the units has water views, allowing occupants to enjoy the attraction of Boca Ciega Bay. Efficient utility management is ensured with four electric meters and a single water meter. Moreover, a spacious attached common area 2-car garage accessible via the courtyard and alleyway offers added convenience and enhances the property's allure. Further elevating the property's desirability is the inclusion of coin-operated laundry facilities, providing tenants with added convenience while generating an additional income stream for the owner. Additionally, a four-part shed affords each unit supplemental storage space, enhancing overall functionality. A series of recent upgrades in April 2023 have significantly augmented the property's value. Newly resurfaced parking lots provide a sleek and welcoming entrance for residents and visitors alike. Fresh exterior paint revitalizes the building's facade, while updated landscaping enhances its curb appeal. A new roof and two upgraded HVAC systems ensure long-term durability and operational efficiency. Conveniently situated across from Bayview Waterfront Park, residents can relish in the natural beauty of the bay, partake in leisurely walks, or engage in various recreational pursuits. The property's prime location offers additional advantages, with the bustling Tyrone shopping district a mere 5-minute drive away, offering an array of shops, eateries, and entertainment options. Downtown St. Petersburg is a short 10-minute commute, granting access to cultural landmarks, nightlife, and a vibrant city center. Furthermore, the award-winning Gulf Beaches are a quick 5-minute jaunt, enabling residents to embrace the quintessential Florida lifestyle. Please note that property viewings are strictly by appointment only, and existing tenants should not be disturbed. Rental estimates provided are for informational purposes and should be independently verified by prospective buyers. For any lease-related queries or regulations, please consult the City of South Pasadena.

7057 Sunset Drive S, South Pasadena
$720,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
VERY MOTIVATED SELLER! Rarely available top floor corner condo unit in Harbourside with panoramic views of the Boca Ciega Bay and the Gulf of Mexico. The sunsets are amazing from this 2 bedroom 2 bath plus den unit. Contemporary open floor plans makes entertaining a breeze and you will love the expansive water views and downtown city views. The wrap around balcony is wonderful for relaxing and offers a storage closet for pool/beach items. Electric grills only are allowed for cooking on deck. There is one underbuilding designated parking spot (next to lobby door), with additional parking in the front of the building. The condo has been totally upgraded from ceramic tile throughout to like new kitchen and bathrooms. New hurricane sliders (2020) and windows (2021), solar shades, air conditioner (2022), Frigidaire Professional stainless-steel appliance, large capacity stacked washer/dryer behind space saving barn doors, remodeled bathrooms. The master bedroom has a walk-in closet, large vanity in master bathroom and sliders to deck. Granite throughout. Harbourside is a gated private island community with active clubhouse, marina (with resident owned slips), kayak storage, pickleball/tennis/shuffleboard courts, 6 pools, sauna, hot tub, two gyms, 1.5 mile waterside walking path, car vacuum and wash station and electric car charging stations. Walking distance to Corey Ave Markets on the weekends. Easy bicycling to the beach over the Corey Causeway Bridge gets you to Upham Beach. Maintenance and management on-site for pristine grounds all year long. Island place #5 is a pet-friendly building that allows pets up to 20 pounds. A boat slip is available for separate purchase. Slip has a 12,000-pound boat lift (2017) with remote control unit. Lift currently configured for a 28-foot center console boat. Slip has electric and water. Asking 75,000 for boat slip and Harbourside dock fee is $381 a year which includes your electric and water.

7902 Sailboat Key Boulevard S Unit 601, South Pasadena
$1,500
4 Beds ⋅ 4 Baths ⋅ Allens Rep E A SubDv. ⋅ 33707 Zip Code
Welcome to a prime investment opportunity in the highly sought-after South Pasadena area. Situated across from the picturesque Boca Ciega Bay and boasting numerous recent updates, this masonry 4-plex offers exceptional potential for investors. With its ideal location, attractive features, and proximity to amenities, this property is a gem waiting to be discovered. Each of the four apartments within this 4-plex is a spacious 1-bedroom, 1-bathroom unit. The apartments feature tile flooring throughout, providing durability and easy maintenance. The open kitchen/living layout creates a welcoming ambiance, perfect for entertaining or relaxation. The bedrooms are generously sized, offering ample space for comfortable living. One of the units offers water views, allowing residents to savor the beauty of Boca Ciega Bay. The property is equipped with four electric meters and one water meter, ensuring efficient utility management. Additionally, an oversized attached 2-car garage with alley access provides convenience and further enhances the property's appeal. The inclusion of a coin-operated washer and dryer in the building adds to the convenience for tenants and provides an additional income stream for the property owner. Furthermore, the four-part shed grants each unit additional storage space, enhancing the functionality of the property. Recent updates in April 2023 have significantly enhanced the property's value. The two newly resurfaced parking lots offer a polished and inviting entrance for residents and guests. Fresh exterior paint rejuvenates the building's appearance, while new landscaping enhances its curb appeal. A new roof and two new HVAC systems ensure long-term durability and efficiency. Conveniently located across from the Bayview Waterfront Park, residents can enjoy the beauty of the bay, take leisurely strolls, or indulge in various recreational activities. The property's exceptional location offers even more benefits. It is just 5 minutes away from the vibrant Tyrone shopping district, where a plethora of shops, restaurants, and entertainment options await. Downtown St. Petersburg is a mere 10 minutes away, providing access to cultural attractions, nightlife, and a thriving city center. Additionally, award-winning Gulf Beaches are a quick 5-minute drive, allowing residents to soak up the sun and enjoy the Florida lifestyle. Please note that property viewings are strictly by appointment only, and existing tenants should not be disturbed. All estimated rents provided are for reference purposes only and should be independently researched by potential buyers. Kindly consult the City of South Pasadena for any lease restrictions or regulations. Don't miss out on this exceptional investment opportunity. Contact us today to schedule a private viewing and explore the potential of this Masonry 4-Plex in the desirable South Pasadena location.

7057 Sunset Drive S, South Pasadena
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Between $800K - $900K South Pasadena Real Estate