St Pete/Madeira Bch/N Redington Bch/Shores Homes with Courtyard Exterior Features

St Pete/Madeira Bch/N Redington Bch/Shores Homes with Courtyard Exterior Features

Welcome to the enchanting coastal paradise of St. Pete, Madeira Beach, North Redington Beach, and the Shores, where sun-kissed shores and vibrant community life converge to create an idyllic living experience. Nestled in the heart of Pinellas County, Florida, this region boasts stunning white-sand beaches, crystal-clear waters, and a warm, inviting climate that beckons residents and visitors alike.

St. Pete is known for its rich cultural scene, with art galleries, museums, and lively festivals that celebrate the area's diverse heritage. Madeira Beach offers a laid-back atmosphere with charming waterfront dining and boutique shopping, perfect for leisurely strolls along the beach. North Redington Beach and the Shores provide a tranquil escape with their picturesque landscapes and friendly neighborhoods, making them ideal for families and retirees seeking a serene lifestyle.

One of the standout features of homes in this beautiful region is the exquisite courtyard exterior. These homes often showcase lush gardens and inviting outdoor spaces that create a sense of privacy and tranquility. Imagine enjoying morning coffee or evening gatherings in your own courtyard oasis, surrounded by vibrant tropical foliage and the gentle sound of ocean waves. The courtyard designs not only enhance the aesthetic appeal of the properties but also encourage a seamless indoor-outdoor living experience, perfect for entertaining or simply unwinding after a long day.

Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, the St. Pete area offers diverse real estate options to suit every taste and lifestyle. Discover your dream home in this coastal haven, and embrace the vibrant community and stunning natural beauty that define life in Pinellas County.

Newest St Pete/Madeira Bch/N Redington Bch/Shores Homes with Courtyard Exterior Features

$400,000
2 Beds ⋅ 2 Baths ⋅ Boca Ciega Point East SubDv. ⋅ 33708 Zip Code
WATERFRONT with Breathtaking Views! A Stunning Renovation that includes New Impact-Resistant Windows and Sliding Glass Doors! This Move-in-Ready Condo is Nestled within a Sought-after 55+ Gated Community and offers the perfect blend of Style, Comfort, and Peace of mind. A Private front Courtyard welcomes you home, while the Bright, Open Floorplan is enhanced by Luxury Vinyl Plank Flooring, abundant Natural Light, and timeless, Neutral Finishes throughout. The Stunning Chef's Kitchen has been Completely Redesigned with White Shaker Cabinetry, Quartz Countertops, Stylish Backsplash, and Brand-New Stainless-Steel Appliances. The Spacious Primary Suite is a Peaceful Retreat, offering Beautiful Water Views, Walk-in Closet, and a Luxurious en-suite Bath with a Quartz Vanity and Custom-tiled Walk-in shower. Guests will appreciate their own Private Suite with Sliding Doors leading to the Courtyard and a Beautifully Renovated Bath featuring a Quartz Vanity and Designer-tiled Shower. The inviting Sunroom is the Perfect place to Relax, Read, or Entertain while taking in the Tranquil Waterfront Setting. Extensive Improvements include New Insulation, Drywall, Interior Paint, Interior Doors, Hot Water Heater, Hot and Cold Water Lines, upgraded Electrical where applicable, an Upgraded high-volume HVAC Filtration System, and Exceptional Craftsmanship throughout making this Home truly Turnkey. Resort-Style amenities include a Sparkling Pool, Pickleball and Tennis Courts, Putting Green, Fitness Center, Saunas, and Beautifully Renovated Clubhouses currently being updated. Even better, the 2026 Roof replacement and Exterior Painting are already covered by the association. The Association also provides full building insurance, and this home includes an $86,000 interior contents flood insurance policy with premiums prepaid for the next two years—an incredible value and added peace of mind. Wake up to Serene Water Views, enjoy Maintenance-Free Living, and discover why this Exceptional Waterfront Home is the perfect place to Live Where You Love.

144 Boca Ciega Point Boulevard N, St Petersburg
$1,399,000
4 Beds ⋅ 3 Baths ⋅ Redington Beach Homes 6th Add SubDv. ⋅ 33708 Zip Code
Your beautiful waterfront resort awaits. Live here year-round like the locals and be on vacation every day or add this versatile property to your short-term real estate rental portfolio. With the wide-open waterway and 60 feet of waterfront, your dream boat can be easily accommodated. No boat? No worries. One can enjoy sunsets and sunrises, the visiting dolphins and fishing off your beautiful (2008) seawall or dock with electricity. So many upgrades this year have been added to give the next lucky owner peace of mind. To name a few, there’s a new wall in the back with large impact-rated windows bringing in amazing light; a new water heater; new kitchen cabinets, stone countertops, new appliances, new plumbing and a cleanout to the street; and new custom flood gates for all doors, including the garage. The roof is from 2020 and the upgraded electric panel was upgraded in 2026. This home is pristine, and everything is permitted and remediated professionally. Just as glistening as the water will be the beautifully honed-to-perfection terrazzo floors in the kitchen, dining room, living room and all first-level bedrooms and baths. The entire upstairs is the primary suite, complete with a balcony, spa-like bath, huge walk-in closet and reading nook. Another unique aspect of this lovely home is that flanking both sides of a grand, welcoming foyer are a huge waterfront living room and an equally large family room with a separate entrance. Also boasting a special entrance is one of the bedrooms with a bath, closet and hallway, perfect for multigenerational living, visitors or an office. Beauty and comfort exude all over, yet there is so much attention to detail behind the high ceilings and walls. The neighborhood has private beach access with free parking for residents, a waterfront park for wine tastings, golf cart parades and the Redington Beach holiday boat parade turns around feet from this dock. This home has it all.

16102 4th Street E, Redington Beach
$77,000
1 Beds ⋅ 1 Baths ⋅ Long Bayou SubDv. ⋅ 33708 Zip Code
Fantastic opportunity to make this your perfect Florida getaway or primary home! This exclusive community boasts an array of resort-style amenities that include a beautiful waterfront pool and spa, recreation room, auditorium, fitness room, billiard room, card rooms, workshop, arts and crafts room, library, tennis courts, pickleball, shuffleboard and bocce ball. Conveniently located to shopping, restaurants, movie theater and more catering to an active and social lifestyle. Located just minutes to Tampa International Airport and the Clearwater Airport, this coastal retreat combines the serenity of Florida living with the convenience of city access.

10033 64th Avenue N Unit 19, St Petersburg
$449,900
2 Beds ⋅ 2 Baths ⋅ Boca Ciega Point East SubDv. ⋅ 33708 Zip Code
Virtually Staged. Virtually Staged. LIVE YOUR DREAM VACATION LIFESTYLE EVERY DAY IN THIS PRISTINE WATERFRONT VILLA. Widely recognized as one of the best lots in the community, this fully renovated single story unit simply dazzles. New flooring, new immaculate quartz counter tops, new cabinets, new bathrooms, new appliances—it’s all here for you! The sleekly redesigned kitchen and Owner’s Suite both feature walls removed to open the space and enhance the flows. The split floorplan offers privacy between the primary and the second bedroom, which can double as an office. The second bedroom has its own entrance from the welcoming front courtyard via new hurricane sliders, and the oversized primary offers spectacular water views with its own entrance to the sunroom. A bright, full garage provides loads of storage and private parking, and a visitor lot next door offers plenty of convenient guest parking. The real star of the show is the view—near end of the southernmost peninsula in the complex, with magical and unobstructed views of the intracoastal waterway and easy access to the Gulf of Mexico. Luxuriate in your living room or your newly screened and updated lanai and marvel at flocks of sea birds in the island preserve while porpoises and manatees play just off your paved deck. Watercolor sunsets beckon nightly. This is Florida living at its finest. A 55+ Waterfront GATED community, Boca Ciega Point offers a huge array of amenities and social activities including two refurbished clubhouses, fitness center, a large salt-water pool, sauna, tennis and pickle ball courts, bocce ball, a putting green, a boating club, and more—all minutes from shopping and world-class beaches. It’s a must see! Call today for your private showing.

636 Boca Ciega Point Boulevard S, St Petersburg
$489,900
2 Beds ⋅ 2 Baths ⋅ Boca Ciega Point East SubDv. ⋅ 33708 Zip Code
Welcome to this beautifully remodeled and move-in ready WATERFRONT 2-bedroom 2 bath VILLA with GARAGE, courtyard, private DOCK & BOAT LIFT! Nestled in the GATED 55+ Boating Community of Boca Ciega Point, this home boasts open water views, yet is located in a protected cove, ideal for boating, fishing, paddle-boarding, kayaking and dolphin & manatee watching. The new kitchen features “Lily Ann” gray custom wood cabinets with under cabinet lighting, modern back-splash, ample Quartz counter space, “Samsung” top of the line “smart appliances,” including a “quiet” dishwasher, upscale refrigerator, range, microwave and trash compactor. The primary suite includes a full bathroom, spacious walk-in shower with security handles and 2 walk-in closets, retractable blinds in lanai porch door - serene water views create a perfect spot to unwind at the end of the day. Other features include 2 skylights, ceiling fans throughout, new wood-plank laminate floors with 5” baseboards, remote-controlled sun shades in the spacious Florida room, a 3.5 ton superior “TRANE” HVAC system & water heater in 2024, double driveway, and best of all: SEWER LINES that were SLEEVED at a cost of $12,000! Association 14 roof replaced in 2017. Step outside and fall in love with the huge 15x11 ft composite deck, illuminated by night lights on remote control - storm-tested and built to last, for grand entertaining & fun on the water – watch the 4th of July fireworks from your backyard! An attached 1-Car Garage is finished with epoxy flooring, storage shelves, 160 Mile-rated garage door, water softener & washer/ dryer hook-up. The monthly HOA fees cover fiber-optic cable & internet, water, sewer, trash pickup, building- and flood insurance, exterior maintenance including seawall and roof, grounds-keeping, private roads, on-site management, heated/cooled community pool, tennis- & shuffleboard courts, bocce, 2 clubhouses with active social calendar, fitness center, card- & game rooms, library, along with ENVERA – a virtual gate security system. Pet-friendly – one pet up to 25 lbs permitted (Association 14 consists of only 40 units). Short commute to Publix & Walmart stores, restaurants, bars, Seminole City Center with movie theater, St. Pete College, Seminole Rec Center, Bay Pines Marina, VA hospital, Tyrone Mall, “The Legion”, Madeira Beach #1 tourist attraction “John's Pass Village” and world-renown white, sandy beaches. The vibrant downtown of St. Petersburg is only 13 miles away and 30 minutes' drive to Tampa International Airport. This true villa-style home – no one above or below you, and resort-style living awaits you to launch into the intracoastal lifestyle – hurry – seller is MOTIVATED!

542 Boca Ciega Point Boulevard N Unit 2108, Madeira Beach
$450,000
2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Price just LOWERED!! $450,000 LOCATION! LOCATION! LOCATION! ATTN: INVESTORS AND BEACH LOVERS! This unit presently has seasonable renters from 1/1/27 through 3/31/27. ALL BRAND NEW AND 5 STEPS TO THE POOL in this popular waterfront Madeira Beach community!! ******This beautiful 1st Floor, 750 Sq Ft, 2 bd/1 bath, condominium is 5 STEPS TO THE POOL! EVERYTHING IN THE ENTIRE CONDO IS BRAND NEW! Entire Kitchen: BRAND NEW!, Flooring: BRAND NEW!, Windows: BRAND NEW!, Ceilings: BRAND NEW!, Bathroom: BRAND NEW!, HVAC: BRAND NEW!, Lighting/fans: BRAND NEW! Roof: BRAND NEW! There is NOTHING for you to do in this condo unit, EXCEPT, to ENJOY your beautiful coastal condo AND/OR MAKE MONEY from your rental income as an investor. I themed my redesigned condo with a "coastal flare" in mind with SHIPLAP Walls and coastal lighting! This community is located just a 5 minute walk to the beach and restaurants and all the FUN, like watching the sunsets or taking a dip in the water or watching fireworks across the street at ROC park! THIS UNIT PRESENTLY HAS A REGULAR SNOWBIRD RENTAL FROM JAN 1ST, 2027 THRU MARCH 31, 2027, however, buyer will have the option to keep the renter or not. SOOOOOO, if you're an INVESTOR, this is a PLUS!! The Madeira Beach Yacht Club is an Coastal Community with lots of amenities such as 2 pools, 3 fishing Docks, private docks, clubhouse, canal walking path, dog friendly, and steps away from ROC PARK, where there are pickleball courts, basketball courts, walking trails around the canal, fireworks, festivals and music several times of the year! The $799 HOA Fee covers: water, sewer, building/roof insurance, cable/DVR, and more! You only pay ELECTRIC! Owners are allowed pet(s) 2 with a weight limit of 20lbs, or if the animal is needed as either a SA or an ESA support, then owners and rentals can have them, (no weight limit), however, providing the proper documentation will be needed., IE., a letter from a doctor. ASK YOU AGENT TO SHOW YOU THIS PROPERTY, OR CONTACT ME FOR A SHOWING! i

230 Medallion Boulevard Unit D, Madeira Beach
$465,000
3 Beds ⋅ 2 Baths ⋅ Gulf Shores Harbor Sub SubDv. ⋅ 33708 Zip Code
Welcome to your charming, fully remodeled beach cottage in the heart of Madeira Beach! Nestled just one block from the Gulf of America, 13707 Plymouth Street offers a rare opportunity to own a unique coastal retreat within walking distance of sugar-white sand beaches, waterfront dining, shopping, and entertainment. Recently updated from top to bottom, this beautifully renovated cottage blends timeless Old Florida charm with modern finishes and conveniences. Thoughtfully redesigned to maximize comfort and functionality, the home showcases a bright, inviting interior that perfectly captures the relaxed coastal lifestyle. Whether you're searching for a primary residence, vacation getaway, second home, or income-producing investment property, this one-of-a-kind beach bungalow is sure to impress. Located just steps from public beach access and approximately .8 miles to the world-famous John's Pass Village & Boardwalk, you'll enjoy easy access to waterfront restaurants, boutique shopping, fishing charters, dolphin cruises, live entertainment, and some of the area's most popular attractions. Spend your mornings walking the beach, afternoons boating or fishing, and evenings enjoying spectacular Gulf sunsets. The property's prime location provides convenient access to St. Pete Beach, Treasure Island, downtown St. Petersburg, Tampa International Airport, and all that Florida's Gulf Coast has to offer. With its unbeatable walkability, coastal character, and extensive recent updates, opportunities like this are increasingly rare. Experience the best of beach living in this charming and unique Madeira Beach cottage—where modern updates meet timeless coastal charm just steps from the sand.

13707 Plymouth Street, Madeira Beach
$479,900
3 Beds ⋅ 2 Baths ⋅ North Madeira Shores SubDv. ⋅ 33708 Zip Code
Virtually Staged. Priced to Sell – Exceptional Income-Producing Duplex in Madeira Beach This beautifully updated duplex offers outstanding versatility and strong cash flow in one of Tampa Bay’s most sought-after beach communities. Featuring a spacious 2-bedroom, 1-bath unit that rents for $2,500 per month and a cozy 1-bedroom, 1-bath unit at $2,000 per month, the property delivers a combined $4,500 monthly — that’s $54,000 in gross annual income. After Expenses your potential Net Income is $41,986 Whether you’re an investor looking for immediate dual income streams or an owner-occupant wanting to offset your mortgage by renting out one side, this turnkey opportunity checks every box. Both units have been storm-remediated and meticulously remodeled with premium finishes and modern systems, including a new roof, new water heaters, new A/C units, and numerous additional upgrades throughout. Each kitchen shines with elegant quartz countertops, crisp white shaker cabinets, and high-end stainless steel appliances. The exterior has been freshly painted and professionally landscaped, creating outstanding curb appeal. Out back, enjoy the low-maintenance turfed yard complete with charming string lighting — perfect for relaxing evenings or entertaining tenants and guests. The property also offers four dedicated parking spaces plus convenient street parking. Ideally situated in the heart of Madeira Beach, you’re just steps from the world-famous white-sand Gulf beaches, vibrant restaurants, shopping, nightlife, boating, and endless water activities. This prime location combines the relaxed beach lifestyle with easy access to everything the Tampa Bay area has to offer. A rare combination of income potential, quality upgrades, and unbeatable location — this is a true turnkey investment you don’t want to miss. Schedule your private showing today and secure this gem before it’s gone!

14906 N Bayshore Drive, Madeira Beach
$750,000
2 Beds ⋅ 2 Baths ⋅ Surfside South Condo SubDv. ⋅ 33708 Zip Code
Welcome to your dream coastal retreat! This lovely 2-bedroom, 2-bathroom CORNER UNIT offers the perfect combination of luxury, convenience, and serene beachfront living. Boasting mesmerizing views of the Gulf, this condo is ready to be updated any way you please adding your very own personal touches. This is one of the few units that has a full WRAP-AROUND PORCH and floor to ceiling windows at both the West and South orientations of the building providing an abundance of natural light. The hurricane shutters are electric operated. As you enter the unit, you’ll notice the beautiful beveled edge TRAVERTINE MARBLE FLOORS that cover the main living areas. Each bedroom has its own updated en-suite bathroom with newer granite countertop vanities. The kitchen is original, completely functional in its as-is condition, and waiting for you to customize it to your liking. This END UNIT is also one of the few that has a BONUS ROOM adjacent to the kitchen with electrical running to it. It could be used as an eat-in den, additional storage, or office space. You could very easily move the washer and dryer (currently in the kitchen) into this bonus space in order to expand the kitchen countertop and cabinets. The decision is yours! 2021 ELECTRICAL PANEL updated to the latest electrical standards. HVAC was replaced in 2018 and owner has it serviced every year. Other community features include heated pool and spa with beach views, private dedicated parking space with plenty of guest parking, elevator access, secure key access to the building, pet-friendly community (see association rules), 30-day minimum rental policy for great income potential (see association rules). This is a well-managed community. The roof was recently redone as well as the milestone inspection and reserve study. Maintenance-free living with spectacular sunset views and direct access to the magnificent Gulf of Mexico. What could be better! Easy access to John’s Pass, restaurants galore, public parks, grocery stores, hospitals. You will never run out of things to do! Schedule a showing today to take a look at this little slice of paradise.

14900 Gulf Boulevard Unit 401, Madeira Beach
$247,000
2 Beds ⋅ 2 Baths ⋅ Boca Ciega Point East SubDv. ⋅ 33708 Zip Code
Virtually Staged. LOCATION, LOCATION, LOCATION, Time to start living like you are on vacation everyday! This spacious ONE STORY Villa that feels more like a single family home blends inside and outside living perfectly. It is situated at a higher elevation than others in the community and thankfully DID NOT HAVE WATER INTRUSION from the 2024 storms. Boca Ciega Point is the place to be for 55+! It is a friendly, gated waterfront, boating community located just ONE mile from Madeira Beach. This community offers FUN, relaxation, recreation and convenience to shopping, restaurants, beach, downtown, airports and more. You will appreciate not only the 1400 heated and cooled square feet but 2 lanai’s, an air conditioned sun room AND an oversized one car garage. All ONE level, so no elevators are needed AND it’s concrete block construction. The generously sized living, dining and kitchen has lots of options for furniture placement/ ideas or you could even add more cabinets in the kitchen if desired. The large primary bedroom features direct access to the rear covered/private patio and an updated en suite full bathroom with a stylish vanity and a large walk-in closet. The second bedroom is also impressively sized, accommodating a King size suite with room to spare and access through sliding glass doors to the charming front courtyard. This room is perfect for guests that will want to come stay with you! Living here means enjoying a wealth of amenities. Join the boating club and/ or take advantage of the community's newly updated facilities, including two clubhouses, a geothermal heated swimming pool, a sauna and a fitness center. Stay active on the putting green or play shuffleboard, corn hole, tennis, bocce, or pickle-ball—there's truly something for everyone. The vibrant social calendar offers numerous opportunities to connect with neighbors and make new friends. Exciting upgrades to the amenities are underway (pictures in mls of club house are before the 2024 storms occurred but will be similar). The main clubhouse and 2 saunas were just completed, featuring a pool table, ping pong, a big-screen TV and a kitchen. The Bayside building will house a ballroom, gym, library, card room, management office and board room, with the gym is expected to be finished soon. Regular activities, such as water aerobics, yoga, card groups, mahjong, and book clubs have started to resume. The community pool, resurfaced in May, is also geo-thermally heated. Recent renovations have revitalized the tennis and pickle-ball courts, as well as the shuffleboard and bocce courts. The tennis court features SnapSport, a polymer surface that is gentle on the knees and joints. Other; Pets (2 under 25LBs), 6 months rental allowed after 1 year ownership. DON’T let the hoa amount turn you away. It covers ALOT! 24-Hour security gate, Cable TV, internet, sewer, trash, water, heated community pool, escrow reserves fund, insurance, maintenance exterior, maintenance grounds, pool maintenance and recreational Facilities. Roof is newer and the electric panel is brand new. Contact me today to schedule a viewing and start living your Florida dream!

93 Boca Ciega Point Boulevard N Unit 93, St Petersburg
$624,999
2 Beds ⋅ 3 Baths ⋅ Sunset Reef SubDv. ⋅ 33708 Zip Code
Experience the ultimate in luxury Gulf-front living at 17960 Gulf Blvd #121 in Redington Shores. The ONLY unit currently on the market with direct private access to the community pool right from your unit! This beautifully updated, and meticulously maintained, fully furnished 2-bedroom, 2.5-bath townhome offers breathtaking direct Gulf views, multiple private balconies on every level, and is just steps from the pristine white sands of Redington Beach. This exceptional three-level residence offers the perfect blend of comfort, convenience, and investment potential, ideal as a primary residence, second home, or high-performing income-producing property with 30-day minimum rentals allowed. The active Airbnb has already generated over $20,000 in revenue from February–May 2026, with $15,000+ in upcoming bookings through November 2026, plus $23,890 already booked from January through the first week of May 2027. Comes fully furnished, and all future booked revenue transfers directly to the new owner. Recent upgrades include a new roof (2024), freshly painted exterior (2025), and a brand-new garage door. The Interior home features tile flooring throughout, an open-concept second-floor living space with a spacious living room, dining area, well-appointed kitchen, half bath, and oversized balcony perfect for entertaining while enjoying the refreshing Gulf breeze. The private primary suite is a true retreat with vaulted ceilings, its own scenic Gulf-view balcony, and a spacious ensuite bath. A generous second bedroom and full laundry room complete the upper level. The ground floor offers a spacious attached one-car garage with abundant storage for vehicles, bikes, and beach gear, plus private entry access. Enjoy exclusive resort-style amenities including private beach access, a year-round heated pool, community gathering area, and well-maintained poolside bathrooms. This pet-friendly community allows 1 pet up to 20 lbs and offers assigned and guest parking. The HOA delivers exceptional value, covering building & flood insurance, cable TV, internet, heated pool, exterior & grounds maintenance, sewer, water, trash, pool maintenance, and escrow reserves. Perfectly located near John’s Pass, boat ramps, waterfront dining, boutique shopping, nightlife, and endless water sports. This stunning beachfront oasis delivers the relaxed, maintenance-free lifestyle that defines Florida’s premier Gulf Coast living. Don’t miss this rare opportunity to own one of Redington Shores’ most desirable Gulf-front townhomes!

17960 Gulf Boulevard Unit 121, Redington Shores
$475,000
2 Beds ⋅ 2 Baths ⋅ Boca Ciega Point East SubDv. ⋅ 33708 Zip Code
Virtually Staged. Beautifully renovated waterfront Villa in the sought-after Boca Ciega Point community. This stunning home features all-new appliances, updated bathroom vanities with modern fixtures, a new A/C system, a new water heater, a new composite dock, and a Rip Rap Seawall. Recent community improvements include relined sewer lines and upgraded electrical service for added peace of mind. Located in an active 55+ waterfront community, residents enjoy an exceptional lifestyle with an abundance of social activities and events designed to suit a variety of interests. Resort-style amenities include a temperature-controlled inground pool, tennis courts, pickleball courts, putting green, bocce and shuffleboard courts, fitness center, card room, expansive library, and the convenience of two clubhouses.at your convenience.

582 Boca Ciega Point Boulevard N, St Petersburg
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