Anna Maria Homes with Sidewalks Community Features

Anna Maria Homes with Sidewalks Community Features

Welcome to Anna Maria, Florida, a picturesque island paradise that captures the essence of coastal living. Nestled on the Gulf of Mexico, Anna Maria boasts pristine beaches, charming boutiques, and a vibrant community that invites you to unwind and embrace the laid-back lifestyle. With its stunning sunsets and warm, sandy shores, this idyllic destination is perfect for families, retirees, and anyone seeking a tranquil escape.

One of the standout features of Anna Maria is its welcoming neighborhoods, many of which are designed with community in mind. Homes in Anna Maria often come with the delightful benefit of sidewalks, making it easy for residents to stroll through the charming streets, explore local shops, or take a leisurely bike ride to the beach. These walkable communities foster a sense of connection among neighbors and provide a safe environment for children to play and explore.

In addition to the beautiful homes with sidewalks, Anna Maria offers a range of amenities that enhance the quality of life for its residents. Enjoy easy access to parks, recreational activities, and community events that bring everyone together. Whether you’re savoring fresh seafood at a local restaurant, experiencing the vibrant arts scene, or participating in seasonal festivals, there's always something happening in Anna Maria.

If you’re searching for a home that embodies the spirit of coastal living, look no further than Anna Maria. With its stunning scenery, friendly atmosphere, and community-focused features, this enchanting city is ready to welcome you home. Come discover the charm of Anna Maria, where every day feels like a vacation!

Newest Anna Maria Homes with Sidewalks Community Features

$157,000
1 Beds ⋅ 2 Baths ⋅ Winston Park Northeast SubDv. ⋅ 33703 Zip Code
Welcome to Winston Park Northeast, one of St. Petersburg's most sought-after 55+ communities! This beautifully maintained furnished third-floor condominium offers 925 square feet of bright, comfortable living space with an open floor plan, a spacious primary bedroom with a walk-in closet, updated bathrooms, and classic plantation shutters. Recent updates include a new A/C (2021), water heater (2022), and Weather Tite Cat 5 storm windows, providing comfort and peace of mind. The versatile Florida room offers the perfect space for a home office, reading nook, hobby room, or additional sitting area while overlooking the beautifully landscaped grounds. The kitchen offers generous cabinet storage and flows seamlessly into the dining and living areas, creating an inviting space for everyday living and entertaining. Enjoy the convenience of elevator access, an assigned covered carport, a private storage locker, and easy, low-maintenance laminate flooring throughout the main living areas. Residents enjoy a heated community pool, clubhouse, shuffleboard courts, and beautifully maintained grounds. The monthly condominium fee includes cable, internet, water, sewer, trash, exterior maintenance, grounds maintenance, and escrow reserves, making it easy to enjoy a carefree Florida lifestyle. Conveniently located just minutes from vibrant Downtown St. Petersburg, waterfront parks, the Pinellas Trail, shopping, restaurants, medical facilities, and I-275, this home offers exceptional convenience with easy access to everything the area has to offer. Whether you're looking for a year-round residence or the perfect seasonal getaway, this move-in ready home offers an exceptional opportunity to enjoy maintenance-free living in one of St. Petersburg's most desirable 55+ communities. Rarely does a home in this condition and price point become available in Winston Park Northeast.

4885 1st St Ne Unit 307, St Petersburg
$138,995
2 Beds ⋅ 2 Baths ⋅ Chelsea Meadows Condo SubDv. ⋅ 34639 Zip Code
AMAZING PRICE IMPROVEMENT – BEST DEAL IN TOWN! OWN INSTEAD OF RENT! Don’t miss this incredible opportunity to own an affordable END- UNIT townhome with some of the best parking in the community in the highly desirable Chelsea Meadows community in Land O’ Lakes. This 2-bedroom, 1.5-bath home offers excellent value and the opportunity to easily make it your own with cosmetic updates to suit your personal style. A BRAND-NEW WATER HEATER and recently serviced A/C add extra peace of mind! The functional floor plan features ceramic tile flooring throughout the main level. The kitchen offers tile countertops, a large pantry, and an additional storage closet for added convenience. Just off the living room is a private fenced backyard, providing a great outdoor space to relax, garden or let pets play. Upstairs, the spacious primary bedroom features access to a private balcony. Chelsea Meadows is a quiet, well-maintained community with an impressive array of amenities, including a sparkling swimming pool, grilling station, scenic ponds, playground, firepit, basketball court, and expansive green spaces. Conveniently located near US Highway 41, State Road 54, and Collier Parkway, with easy access to the Suncoast Parkway and Interstate 75. Enjoy nearby shopping, dining, entertainment, and everyday conveniences, along with access to an A-rated school district. Whether you're a first-time homebuyer, looking to downsize, or an investor seeking a property with potential, this townhome offers an outstanding opportunity at an attractive price. Desirable END UNIT with terrific parking, a brand-new water heater, recently serviced A/C, and with excellent investment potential available now — schedule your showing today!

22726 Gage Loop Unit 41, Land O' Lakes
$220,000
2 Beds ⋅ 2 Baths ⋅ Bayway Isles Point Brittany One SubDv. ⋅ 33715 Zip Code
This is the waterfront lifestyle buyers come to Point Brittany hoping to find. Located in Somerset House, this beautifully furnished end-unit residence captures expansive bay views that create a peaceful, ever-changing backdrop throughout the main living spaces. Start the morning with coffee overlooking the water, watch boats pass in the distance, or unwind as the evening light reflects across the bay. The enclosed waterfront sunroom stretches across the width of the home and is equipped with impact windows and premium cordless blinds. With access from both the living room and primary suite, it offers an ideal setting for relaxing, entertaining, dining, or simply taking in the view. Inside, the spacious split-bedroom floor plan provides privacy for owners and guests, while luxury vinyl plank flooring creates a cohesive flow throughout the residence. Both bedrooms feature walk-in closets, and generous interior storage helps keep everyday living organized and effortless. Thoughtful improvements include a newer A/C, water heater, and dishwasher. Offered fully furnished, the home is ready to enjoy as a full-time residence, seasonal Florida escape, or convenient lock-and-leave retreat. Assigned parking adds everyday convenience. Point Brittany is a gated, active 55+ waterfront community offering resort-style amenities, including waterfront pools, pickleball, scenic walking paths, and the Residents Club. All of this is just minutes from Gulf beaches, downtown St. Petersburg, and Tampa International Airport. Come for the view. Stay for the lifestyle. Schedule your private showing today!

5020 Brittany Drive S Unit 118, St Petersburg
$375,000
1 Beds ⋅ 1 Baths ⋅ Sea Treat Condo SubDv. ⋅ 33785 Zip Code
Here's a rare opportunity to own a fully furnished, turnkey beachside condo just steps from the sugar-white sands of Indian Rocks Beach, approximately 100 steps from your front door to the shoreline. This charming unit is move-in ready and comes fully furnished, making it ideal as a primary residence, vacation getaway, or investment property. Located in the quaint Sea Treat community, this boutique building features only 12 units and offers a low monthly maintenance fee of just $250. The building is solidly constructed with concrete block and outfitted with hurricane-impact windows throughout, offering peace of mind and durability. Enjoy coastal charm, a partial water view, and the relaxed beach lifestyle at an affordable price point. Notably, the building did not sustain flood damage during Hurricane Helene. Whether you're looking for a personal retreat or a low-maintenance beachside investment, this condo checks all the boxes.

2110 Gulf Boulevard Unit 9, Indian Rocks Beach
$195,000
2 Beds ⋅ 2 Baths ⋅ Colonial Court, The Condo SubDv. ⋅ 33708 Zip Code
Welcome Home! Call Today to see this beautifully updated Corner/Private 1st floor 2 Bedroom, 2 Bath unit in this Active 55+ Community.Totally updated.Private Green Space. Wonderful unit whether you are a year-round resident or a snowbird. There are 2 Heated Pools, Clubhouse, Tennis and Pickle ball Courts and Security. What a perfect location just minutes from the sparkling Gulf Beaches with easy access to nearby Restaurants, Seminole City Center, Waterfront American Legion, Entertainment and Publix.

4780 Cove Circle Street Unit 103, St Petersburg
$419,000
3 Beds ⋅ 3 Baths ⋅ Grand Oaks Ph 02 Unit 03 & 05 SubDv. ⋅ 34639 Zip Code
Virtually Staged. Welcome to the heart of Wesley Chapel! Although the postal address is Land O' Lakes, this beautiful home is perfectly positioned just minutes from I-75, Tampa Premium Outlets, top-rated restaurants, shopping, and everything that makes Wesley Chapel one of the area's most desirable places to live. This move-in ready home features 3 bedrooms, 2.5 bathrooms, PLUS a spacious LOFT that's perfect for a game room, media room, home office, or flexible living space. The interior showcases elegant crown molding, adding a touch of sophistication throughout the living areas, while the primary suite features a custom built-in closet system designed to maximize organization and storage. You'll also love the no-carpet downstairs layout, offering both style and easy maintenance. Step outside and enjoy the privacy of no rear neighbors while taking in peaceful conservation and pond views—the perfect backdrop for your morning coffee or evening relaxation. Major updates have already been completed for you, including a 2022 ROOF, 2022 WATER HEATER, and a 2023 HVAC system, giving you added peace of mind for years to come. Even better, the Grand Oaks community offers NO CDD fees and a LOW monthly HOA while still providing outstanding amenities. Residents enjoy a beautiful clubhouse, resort-style community pool, basketball and volleyball courts, playground, fitness center and scenic boardwalk nature trails perfect for walking, jogging, or simply enjoying the outdoors. If you've been searching for an updated home in an unbeatable Wesley Chapel location with modern upgrades, incredible amenities, and serene backyard views, this is one you won't want to miss. Schedule your private showing today!

25515 Bruford Blvd, Land O' Lakes
$220,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Wake up to beautiful waterfront views from highly desirable Lancaster building in Town Shores. Watch the dolphins and manatees from your window in this 2 bedroom, 2 bath DELUXE unit. The kitchen offers newer stainless appliances (including a gas range!). Through the spacious living/dining room enter into into a light filled Florida room that overlooks Boca Ciega Bay. The large primary bedroom offers a walk in closet and ensuite bath. Town Shores offers a true resort-style lifestyle with exceptional amenities, including four heated pools, a fitness center, his-and-hers saunas, tennis and pickleball courts, shuffleboard courts, marina access, and beautifully maintained waterfront grounds. Ideally located just minutes from world renowned Gulf beaches, and of course shopping, restaurants and weekly markets in bustling downtown Gulfport. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this is your chance to own a slice of paradise. All information is deemed correct and should be verified by interested parties.

5925 Shore Boulevard S Unit 302, Gulfport
$2,850,000
5 Beds ⋅ 4 Baths ⋅ Ridgewood Park SubDv. ⋅ 33602 Zip Code
*September 2026 Completion* Positioned along a premier street in the highly desirable Ridgewood Park community, this custom-built luxury residence offers a refined blend of modern elegance, thoughtful functionality, and sweeping views of the Hillsborough River. Showcased across 4,244 square feet of living space on an expansive 8,220-square-foot homesite, this 5-bedroom, 4-bathroom estate exemplifies exquisite contemporary architecture. A dramatic multi-material facade combines smooth stucco, warm wood accent paneling, and an oversized pivot entrance door. Step inside to a light-filled double-volume foyer anchored by wide-plank light oak hardwood floors and a striking floating staircase. The open-concept gallery flows effortlessly around a central matte-charcoal shiplap feature wall, showcasing a three-sided fireplace, integrated media niche, and lower console storage. Floor-to-ceiling glass windows and expansive sliding glass doors flood the main living spaces with natural light. Designed for culinary enthusiasts, the state-of-the-art kitchen features two-toned cabinetry pairing flat-panel light oak lowers with handleless upper units, a vertically fluted wood range hood, and a built-in coffee bar alcove. A massive waterfall island in marble-look stone offers integrated seating, complemented by a matching full-slab backsplash and a nearby wine display wall and custom pantry space. The primary suite serves as an opulent private retreat, incorporating a recessed ceiling cutout, a dedicated walk-in closet with custom floor-to-ceiling shelving and a central dressing island, and private access to a terrace overlooking the rear grounds. The en-suite bath provides a true wet-room spa experience, complete with a freestanding oval soaking tub, fluted wood-look porcelain accent tiles, dual showerhead hardware, and a floating light oak double vanity with a matching stone counter. A convenient main-level guest suite offers flexibility, while three additional spacious bedrooms reside on the upper floor along a catwalk bridge overlooking the grand foyer. Outdoors, an extraordinary entertainment space features a second-story wrap-around balcony connected via a spiral staircase to the ground level below. The rear oasis highlights an in-ground lap pool with an integrated raised spa, a paver patio surround, and a two-car garage served by a paved grid driveway. Beyond the home, Ridgewood Park provides a peaceful residential setting steps from the Tampa Riverwalk, Armature Works, Downtown Tampa, The Straz Center, and iconic local dining including Ulele and Michelin-starred Rocca. Schedule your private tour today to experience this custom modern masterpiece firsthand!

2309 N Riverside Drive, Tampa
$399,900
3 Beds ⋅ 2 Baths ⋅ Bloomingdale Sec C Unit 2 SubDv. ⋅ 33511 Zip Code
Welcome to a beautifully updated three-bedroom, two-bathroom home where modern style, everyday comfort, and relaxed outdoor living come together. From the moment you arrive, you’ll appreciate the thoughtful improvements that make this property feel fresh, inviting, and truly move-in ready. New interior paint and stylish new light fixtures create a bright, welcoming atmosphere, while tile flooring throughout offers a sleek, cohesive look along with the durability and easy maintenance today’s homeowners value. At the heart of the home is an updated kitchen designed for both function and connection. Crisp white cabinetry pairs beautifully with white stone countertops and a full suite of stainless steel appliances, creating a clean, timeless aesthetic. A convenient breakfast bar provides the perfect place for casual meals, morning coffee, or conversation while dinner is being prepared. Open to both the living and dining rooms, the kitchen allows everyone to remain connected, whether you’re hosting friends, enjoying a quiet evening, or gathering for a special occasion. The living room is warm and comfortable, anchored by a charming fireplace topped with a substantial wood mantel. This eye-catching feature adds texture, character, and a natural focal point to the open living space. The adjoining dining area offers flexibility for intimate dinners or larger celebrations, while the open layout makes entertaining feel effortless. The spacious primary bedroom provides a peaceful place to unwind and includes generous built-in closets for abundant storage. Its private ensuite bathroom has been tastefully updated and features a distinctive barn-style door that brings warmth and personality to the space. Two additional bedrooms and a second updated bathroom offer comfortable accommodations for family members, guests, a home office, or hobbies. Step outside and discover your own private retreat. The fully fenced backyard offers privacy, space, and peace of mind, while the resort-style pool creates an ideal setting for sunny afternoons, weekend gatherings, or relaxing evenings at home. Whether you’re swimming, entertaining, gardening, or simply enjoying the fresh air, this backyard was made for memorable moments. An all-new irrigation system helps keep the outdoor spaces looking their best with less effort. Conveniently located close to shopping, dining, entertainment, services, and everyday essentials, this home puts everything you need within easy reach. Best of all, the optional HOA gives homeowners greater freedom and flexibility to enjoy and personalize their property. With its updated interior, stylish kitchen and bathrooms, inviting fireplace, private pool, fenced yard, and highly convenient location, this special home offers an appealing blend of comfort, character, and carefree living.

724 Isleton Drive, Brandon
$424,999
4 Beds ⋅ 3 Baths ⋅ Shell Cove Ph 1 SubDv. ⋅ 33570 Zip Code
Virtually Staged. Spacious, beautifully maintained, and designed with both comfort and functionality in mind, this impressive 4-bedroom, 3-bath home offers 2,738 square feet of versatile living space in the desirable Shell Cove community. Overlooking a peaceful pond, the property combines generous indoor living areas with scenic outdoor views, making it an ideal place to entertain, relax, or accommodate a growing family. A welcoming foyer opens to a private den or home office before leading into the heart of the home. The well-appointed kitchen features granite countertops, a large center island, abundant cabinetry, and a walk-in pantry, all overlooking the bright and spacious great room filled with natural light. Sliding glass doors off the dining area lead to the covered, screened lanai where you can enjoy morning coffee, evening sunsets, or weekend cookouts while taking in tranquil pond views. The oversized backyard also provides ample space to add a future pool. The thoughtfully designed floor plan includes a first-floor bedroom and full bath, perfect for guests or multigenerational living. Upstairs, a spacious bonus room offers flexible living space, while an additional bedroom and full bath create a comfortable private retreat for family or visitors. A custom barn door provides added privacy between the primary suite and bonus room. The expansive primary suite offers a bright, relaxing retreat with an ensuite bath featuring dual granite vanities, a soaking garden tub, a custom glass walk-in shower, and two generous walk-in closets. Storage is exceptional throughout the second floor, including a walk-in closet in one of the secondary bedrooms and three additional hallway closets, providing plenty of room to stay organized. This meticulously maintained home also includes a whole-house water softener installed approximately three years ago, a security system, and major components that offer added peace of mind, including a roof and water heater that are both approximately four years old. Residents of Shell Cove enjoy outstanding community amenities including a resort-style pool, clubhouse, playground, and dog park. Conveniently located near US-41 and I-75, you'll have easy access to Tampa, St. Petersburg, Bradenton, shopping, restaurants, marinas, parks, nature preserves, and the beautiful Gulf Coast beaches. Move-in ready and loaded with space, storage, and modern conveniences, this exceptional home is ready for its next owners. Schedule your private showing today!

1167 Ocean Spray Drive, Ruskin
$236,900
2 Beds ⋅ 2 Baths ⋅ Heritage Pines Village 20 Units 01 & 02 SubDv. ⋅ 34667 Zip Code
Welcome to carefree Florida living in this beautiful villa located in the highly desirable 55+ gated community of Heritage Pines. This repaired sinkhole home is fully insurable with all documentaion for peace of mind. This beautiful, spacious villa offers 2 bedrooms, 2 bathrooms, and a 2-car garage with 1,872 square feet of thoughtfully designed living space. The open great room floor plan feels bright and inviting, enhanced by a sun tube skylight that fills the home with natural light. Freshly cleaned carpeting, beautiful wood flooring, ceramic tile, and fresh interior paint create a move-in-ready atmosphere. The beautifully updated kitchen is sure to impress with attractive cabinetry, pantry with pull out drawers, gorgeous granite countertops, and newer stainless-steel appliances, making it both stylish and functional. Major updates provide peace of mind, including a new 30 year three dimensional shingle roof installed in 2023 and an A/C system replaced in 2019. The spacious primary suite is a relaxing retreat with two walk-in closets, and an ensuite bath complete with a sun dome skylight, dual sinks and a large vanity offering abundant drawer storage, and a step-in shower. The generously sized guest bedroom also features a large walk-in closet and is conveniently located next to the guest bathroom with a tub/shower combination. Enjoy maintenance-free living in the 24-hour gated, guard-secured community of Heritage Pines, where residents experience an exceptional resort-style lifestyle. Amenities include a newly renovated clubhouse, an outstanding restaurant and bar, performing arts center, heated pool and spa, library, craft and woodworking rooms, and countless clubs and social activities. Stay active with the resident-owned championship golf course, pickleball, tennis, bocce ball, billiards, yoga, aerobics, fitness center, and so much more. The HOA fee includes high-speed internet, cable television, lawn maintenance, and exterior pest control, allowing you to spend more time enjoying everything this incredible community has. Conveniently located near the beautiful Tampa Bay beaches, shopping, dining, medical facilities, and Florida's scenic Nature Coast, this home offers the perfect combination of comfort, convenience, and recreation. Don't miss this opportunity to enjoy the Florida lifestyle you've been dreaming of. Schedule your private showing today and discover why so many love calling Heritage Pines home. Conveniently located near nature preserves, beaches, schools, hospitals, shopping and dining, with access to major roadways. Located very close to the Suncoast Parkway and approximately one hour from Tampa. Priced to sell quickly for only 236,900.

18630 Bent Pine Drive, Hudson
$465,000
3 Beds ⋅ 2 Baths ⋅ Innisbrook 24 SubDv. ⋅ 34683 Zip Code
D Unit, Deluxe 3-Bedroom / 2-Bath Condo.Overlooking the Copperhead Course Enjoy breathtaking views of the famous PGA TOUR Valspar Championship Copperhead Course 2nd Green from this, two-story corner lodge unit. Recently renovated with sophisticated, modern touches, this spacious 3-bedroom, 2-bath condo is the perfect blend of luxury and comfort. Key Features: Stylish renovation completed just 3 years ago, including: AC, flooring and baseboards, new kitchen with two wine coolers, expansive quartz counter tops fresh interior paint, Recessed lighting & more thoughtful upgrades throughout Expansive living room with golf course views Oversized master bedroom with space for a sitting area, ensuite tiled bath, tub, and Corian vanity Secondary private entrance to the master suite from the lodge hallway Convenient coin-free laundry just down the hall Short walk to the nearby Fairway Pool This unit is not only perfect for entertaining but also makes for a serene getaway. Multiple levels of club memberships are available for purchase, granting access to the exclusive Innisbrook amenities. Owners may also opt into the Resort optional Rental Pool Program offering an attractive investment opportunity. Resort Lifestyle at Innisbrook: Situated on 800 wooded acres of rolling hills and 70 acres of lakes, Innisbrook, A Salamander Golf and Spa Resort is located just 25 minutes from Tampa International Airport. Innisbrook features sixty-three holes of golf, including the PGAâ??s Valspar Championship Copperhead course, 280spacious guest suites and rooms, 5 restaurants and 3 bars including the FAIRWAYS COFFEE AND WINE BAR featuring STARBUCKS coffee, 10 Har-Tru TENNIS courts, 4 Hard-court PICKLEBALL Courts, 3 Indoor RACQUETBALL courts, a full-service Salamander SPA with 12 treatment rooms and Fitness Center, 6 Swimming POOL Complexes, and 2 Conference halls.

36750 Us Highway 19 Unit 24-213, Palm Harbor
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