Anna Maria Homes with Maintenance Amenities

Anna Maria Homes with Maintenance Amenities

Welcome to Anna Maria, Florida, a picturesque barrier island that offers a slice of paradise on the Gulf Coast. Known for its stunning white sandy beaches, crystal-clear waters, and charming small-town atmosphere, Anna Maria is the perfect destination for those seeking a tranquil escape from the hustle and bustle of everyday life. With a rich history and a vibrant local culture, the city boasts delightful boutiques, quaint cafes, and a variety of recreational activities, from fishing and boating to biking along scenic trails.

One of the most appealing aspects of life in Anna Maria is the availability of homes featuring maintenance amenities. These properties are designed to offer you the ultimate in convenience and comfort, allowing you to fully embrace the island lifestyle without the worry of upkeep. Imagine waking up each day to the gentle sound of waves lapping against the shore, knowing that your home is well-maintained by professional services. Whether you’re looking for a cozy beach cottage or a luxurious waterfront estate, Anna Maria has something to suit every taste and budget.

The community here is tight-knit, with a warm and welcoming atmosphere that makes it easy to forge lasting friendships. Enjoy sunset strolls along the beach, participate in local events, or simply relax in your serene surroundings. With maintenance amenities, you can focus on what truly matters—creating unforgettable memories in this enchanting coastal haven. Discover your dream home in Anna Maria today and experience the unparalleled beauty and charm of island living!

Newest Anna Maria Homes with Maintenance Amenities

$199,900
3 Beds ⋅ 2 Baths ⋅ Lancaster Iv Condo Ph SubDv. ⋅ 33573 Zip Code
Virtually Staged. No Flood Zone * No CDD * New Roof 2019 * Double Pane, Low-E, IMPACT windows * Updated Plumbing * Updated Electrical * Updated Kitchen * Updated Flooring * Welcome to this MAINTENANCE FREE lifestyle in the GATED community of Kings Point! This is a Pet Friendly association and is part of the 80/20 rule where an AGE WAIVER is possible if under 55!  Located on a CORNER lot with thoughtfully designed landscaping that provides privacy, this popular Sanibel split floor plan has 3-Bedrooms, 2-Full Bathrooms and a 2-Car Garage with just 1,660 sq. ft. of living space. The open-concept floor plan features dedicated living and dining areas, each offering convenient access to the kitchen, along with a separate dinette with a built-in window seat! The UPDATED kitchen has timeless CUSTOM finishes including Shenandoah Breckenridge shaker style maple cabinetry in Linen, pull out shelving - including the pantry, round knob and cup pull drawer hardware, and QUARTZ countertops in Desert Silver with single under-mount stainless steel sink. Enjoy the Florida lifestyle in the enclosed lanai that has tile flooring, a ceiling fan, expansive windows overlooking the lush backyard and a convenient pass through into the kitchen! The spacious primary bedroom has an extended area ideal for a sitting space or additional furniture, plus sliding glass doors offering direct access to the lanai. The en suite bath features a garden tub, walk-in shower with a new showerhead, dual sinks with new faucets, updated lighting and glass block windows for loads of natural lighting. Two closets—one walk-in and one standard—provide ample storage. Two additional bedrooms offer convenient access to the second full bathroom, complete with a shower-and-tub combination and an expansive countertop providing ample space for daily routines. The laundry is inside, has shelving for your supplies and a utility sink. Spacious two-car garage featuring built-in cabinetry, generous countertop workspace, pegboard storage, overhead lighting, pull down attic access, and a garage door opener—offering ample room for vehicles, tools, and household storage. This carpet-free home features Shaw® Pure Excellence Rich Acacia laminate flooring with premium underlayment for added comfort and sound reduction throughout the main living areas, primary bedroom, and second bedroom, while the remainder of the home features tile flooring, including the wet areas. Additional highlights include gutters, a retractable garage screen, an enclosed breezeway, and a long driveway offering ample parking. Architectural details enhance the home’s appeal with 10-foot-4-inch ceilings in the main living areas, a vaulted ceiling in the primary bedroom, interior arched transoms, and exceptional curb appeal highlighted by a canted bay window crowned with dramatic arched transoms. This is a GOLF CART friendly, 55+ active community with over 200 clubs & activities, multiple indoor/outdoor pools, fitness, pickle ball, and so much more! Fees include cable, internet, exterior insurance, maintenance grounds, private road, security, water, trash, sewer & more! The location is close to restaurants, beaches, shopping, and more! You will feel like you are on vacation in your own home! If you plan on venturing out, there is quick access to restaurants, SHOPPING, beaches and 35 minutes to Tampa International Airport, less than an hour to the Sarasota shops and 20 minutes to Ellenton Prime Outlets!

1601 Laughton Place, Sun City Center
$165,500
2 Beds ⋅ 2 Baths ⋅ Hampton Court Unrec SubDv. ⋅ 33525 Zip Code
FREE GOLF CART WITH ACCEPTABLE OFFER • YOU OWN THE LAND • TOP OF THE HILL • BRAND-NEW FLORIDA ROOM • DESIRABLE PALM MANOR 55+ COMMUNITY (formerly known as Country Aire Manor)! This beautifully maintained home is LOCATED NEAR THE ENTRANCE and AT THE TOP OF THE HILL, offering added convenience, great breezes, and peace of mind—all while YOU OWN THE LAND! The bright, open floor plan features an UPDATED KITCHEN with a BRAND-NEW DISHWASHER, breakfast bar, built-in buffet, and plenty of cabinet space. The spacious PRIMARY SUITE offers TWO WALK-IN CLOSETS, dual vanities, a walk-in shower, and BRAND-NEW WINDOWS. Enjoy the BRAND-NEW FLORIDA ROOM (2025 PERMIT) with luxury vinyl flooring, a BRAND-NEW INSULATED ROOF, and relaxing views of Gazebo Park. Additional features include a 10’ × 12’ AIR-CONDITIONED WORKSHOP, A NEWER VAPOR BARRIER, and WATER HEATER & WATER SOFTENER (2021). Resort-style amenities include a SOLAR-HEATED POOL, CLUBHOUSE, PICKLEBALL, SHUFFLEBOARD, BOAT & TRAILER STORAGE, NATURE TRAILS, and more. HOA is only $30/YEAR, and the MONTHLY MAINTENANCE IS LESS THAN $250, including WATER, SEWER, TRASH, AND AMENITIES. PRIME LOCATION! Just minutes from US-301 & Clinton Ave, with Publix, shopping, restaurants, and medical offices nearby, plus quick access to I-75 for an easy commute or travel. MOVE-IN READY—SCHEDULE YOUR PRIVATE SHOWING TODAY!

10151 Hamp Drive, Dade City
$1,175,000
2 Beds ⋅ 3 Baths ⋅ One St Petersburg Condo SubDv. ⋅ 33701 Zip Code
Virtually Staged. One or more pictures are virtually staged. Welcome to elevated luxury living in the heart of vibrant downtown St. Petersburg! Perched on the 24th floor of the iconic ONE St. Petersburg, this exceptional residence offers panoramic views and a blend of sophistication, comfort, and convenience. This elegant 2-bedroom, 2.5-bath residence offers so much to its owner. Designed with an open-concept layout, the home showcases floor-to-ceiling windows that flood the living spaces with natural light while framing spectacular city views. The gourmet kitchen features premium appliances, sleek European-style cabinetry, quartz countertops, and an oversized island perfect for entertaining. Spacious living and dining areas flow seamlessly onto a private balcony, creating the ideal setting to enjoy sunsets and the sparkling downtown skyline. The luxurious primary suite offers a spa-inspired bath, generous walk-in closet, and a peaceful retreat high above the city. Every detail has been thoughtfully designed to deliver modern elegance and effortless living. Residents of ONE St. Petersburg enjoy world-class amenities, including a 75-foot resort-style lap pool, private cabanas, outdoor grilling areas, expansive social lounges, a state-of-the-art fitness and yoga center, 24-hour concierge, controlled access, and beautifully appointed resident spaces. Located at 100 1st Avenue North, you're close to Beach Drive, the St. Pete Pier, waterfront parks, marinas, restaurants, boutique shopping, museums, galleries, theaters, and countless entertainment venues. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this 24th-floor condominium offers a luxury lifestyle in the heart of downtown St. Petersburg.

100 1st Avenue N Unit 2406, St Petersburg
$319,000
2 Beds ⋅ 2 Baths ⋅ Timber Greens Ph 04b SubDv. ⋅ 34655 Zip Code
Virtually Staged. Very few properties in Timber Greens has a view of the golf course from the front and rear of the property and this is one of them. The view from the front looks over the approach to the 16th green and the view from the rear is of the 14th tee box!! This patio home built by Ryland homes makes functional use of 1480 square feet. The floorplan consists of a Primary bedroom/bath, second bedroom and bath, a very spacious versatile great room , eat in kitchen, dining area, and a 12' X 10" office or den that could be used a a third sleeping space. Recent upgrades include a new efficient HVAC system installed in 2022 and a new water softener system and new roof that are less than a year old. The screened lanai (frame and screen) also are new. Community features include a par 71 golf course that is maintained in excellent condition...Tennis courts...Pickle ball courts/leagues...Bocce court/leagues...shuffleboard...huge heated swimming pool/hot tub...and the 19th hole bar and grill for those after golf refreshments. Make an appointment to view this villa today!

9419 Green Needle Drive, New Port Richey
$135,000
Crystal Bay M/H Club Inc Unrec SubDv. ⋅ 34683 Zip Code
Property Overview Bring your architectural dreams to life on this rare waterfront vacant lot nestled directly on a tranquil channel leading straight out to the sparkling waters of St. Joseph Sound and the Gulf of Mexico. Whether you envision a custom coastal retreat or a modern manufactured masterpiece, this blank canvas offers the ultimate Florida boating lifestyle. Best of all, the property currently features two boat davits, meaning your aquatic adventures can begin the moment you move in! Community & Neighborhood Highlights Welcome to the charming seaside community of Crystal Bay Mobile Home Club, a vibrant, highly active, and resident-owned 55+ cooperative located in beautiful Palm Harbor, Florida. Enjoy a peaceful, friendly neighborhood atmosphere paired with incredible resort-style amenities right at your fingertips: Boater's Dream: Community dock, boat slips, and direct deep-water access to the Gulf. On-Site Recreation: Spend your days fishing right from the neighborhood dock, relaxing by the sparkling community pool, or engaging in friendly competition on the shuffleboard courts. Active Social Life: The community clubhouse serves as the social hub for clubs, events, and gatherings with neighbors who quickly become lifelong friends. Prime Location: Conveniently situated near world-famous Gulf beaches, scenic parks, local dining, shopping, and Tampa Bay area conveniences.

102 Schooner Drive Unit 102, Palm Harbor
$119,900
2 Beds ⋅ 2 Baths ⋅ Eagleswood Condo SubDv. ⋅ 34667 Zip Code
Virtually Staged. THIS IS THE ONE! Claiming to be the best value in the community is a bold statement—but one look at the photos & you'll see why this beautifully updated second-floor condominium stands out from the rest. If you've been searching for a truly move-in-ready home in a desirable 55+ community, your search ends here! From the moment you step inside, you'll appreciate the fresh, neutral décor designed to complement any style. Luxury vinyl flooring flows throughout the home, creating a clean, modern look with easy maintenance. The kitchen & bathrooms have been tastefully upgraded with stunning quartz countertops. Major updates have already been completed for you, including a newer water heater & an air conditioning system installed in August 2025—providing peace of mind & helping to keep future expenses to a minimum. The thoughtfully designed split-bedroom floor plan offers privacy for both owners & guests. The guest bedroom is located on the opposite end of the home & is adjacent to the second bathroom, which features a tub & shower combination. The primary suite enjoys its own private space, making overnight guests comfortable while preserving your privacy. The kitchen is designed for both convenience & functionality, featuring a laundry closet with washer & dryer, allowing you to easily handle household tasks while preparing meals or enjoying your morning coffee. As a desirable end unit located at the end of a quiet street, this home offers an extra measure of privacy & tranquility. A beautiful green space alongside the unit creates a peaceful, almost country-like setting rarely found in condominium living. Dedicated covered parking is located in front of the building, & ground-level storage shed provides additional storage space. Many residents appreciate the added sense of security that comes with second-floor living, with access limited to a single entry point. The affordable monthly condo fee of just $465 covers all this: exterior maintenance, roof replacement & repairs, water, sewer, trash service, basic cable, & recreational facilities—making ownership both convenient & affordable. The community clubhouse offers an active lifestyle with a swimming pool, hot tub, shuffleboard courts, & a variety of social activities. Even better, residents also enjoy full access to the extensive amenities of Beacon Woods at no additional charge, including a heated swimming pool, lighted tennis and pickleball courts, basketball, bocce ball, shuffleboard, playgrounds, & an active clubhouse calendar. Beacon Woods is centered around a beautiful semi-private golf course & is known for its mature trees, winding roads, & bird sanctuary atmosphere. Despite its peaceful setting, you'll be just minutes from shopping, restaurants, fishing, parks, medical facilities, & Gulf Coast attractions. St. Petersburg, Clearwater, Dunedin, Tampa, & even Orlando are all within easy driving distance—close enough for convenience, yet far enough away to maintain exceptional affordability. 1 small pet under 25 pounds allowed. Vehicle restrictions apply, & at least one purchaser must be 55 years of age or older. Buyers are encouraged to review all association documents & verify any information important to their purchase. Properties offering this combination of updates, location, amenities, low-maintenance living, & value rarely become available. Priced to sell and in outstanding condition, this is an opportunity you don't want to miss. See it now!

12308 Eagleswood Drive Unit D, Hudson
$78,500
2 Beds ⋅ 2 Baths ⋅ Bay Aristocrat Village Mobile Home Park Unrec SubDv. ⋅ 33764 Zip Code
Welcome to this move-in ready, fully furnished 2-bedroom, 1.5-bath double-wide home in the highly sought-after Bay Aristocrat Village, a premier gated 55+ waterfront community in Pinellas County where you own the land—no lot rent! Thoughtfully maintained and priced to sell, this inviting home offers an open-concept living room and kitchen, creating a bright and comfortable space for everyday living and entertaining. A spacious front Florida room and welcoming outdoor living area provide the perfect places to relax and enjoy Florida's beautiful weather year-round. The exterior features vinyl siding, a roof-over, energy-efficient updated windows, a two-car driveway, covered carport, and a convenient storage shed. For added peace of mind, following Hurricane Milton in 2024, The home features a brand-new central heating and air conditioning system with new ductwork, providing comfort and efficiency for years to come. There was no additional damage to the home from the storm. The low monthly maintenance fee of just $360 includes water, sewer, trash collection, lawn maintenance, and access to an outstanding selection of community amenities, including a heated pool, Jacuzzi, shuffleboard courts, clubhouse with an active social calendar, private boat ramp, and two fishing piers overlooking beautiful Tampa Bay. Bay Aristocrat Village is one of Pinellas County's most desirable waterfront manufactured home communities, conveniently located just minutes from world-famous Clearwater Beach, shopping, restaurants, major hospitals, and two international airports. If you've been dreaming of an affordable waterfront lifestyle with exceptional amenities and an active, friendly community, this home is an opportunity you won't want to miss. Community Information: Bay Aristocrat Village is a gated 55+ resident-owned community. One indoor cat is permitted per household. Dogs are not allowed unless authorized ESA approved paperwork by Community Association.

18675 Us Highway 19 N Unit 470, Clearwater
$75,000
2 Beds ⋅ 2 Baths ⋅ Fairway Village Mobile Home Park Unrec SubDv. ⋅ 33771 Zip Code
More photos coming soon... Welcome to this affordable opportunity to own a 2-bedroom, 2-bath split-bedroom home with a desirable open floor plan in one of Florida's welcoming 55+ communities. Priced to reflect the updates and remodeling needed, this home offers the perfect opportunity to add your own style, personal touches, and value while creating the Florida retreat you've always envisioned. The home is being sold fully furnished, making it easy to move in and update at your own pace. For added value, a golf cart with newer batteries is also included in the sale. Major mechanical updates include a 2018 A/C system, providing peace of mind as you begin your renovations. The property is being sold AS IS and does have known defects, which have been thoughtfully reflected in the list price. The seller also requires the buyer to sign a FIRPTA form at closing. Whether you're searching for an affordable winter getaway, a seasonal retreat, or a home with the potential to become something truly special, this property is filled with possibilities. Don't miss this chance to invest in your own piece of the Florida lifestyle—schedule your private showing today!

1100 Belcher Road S Unit 211, Largo
$249,900
2 Beds ⋅ 2 Baths ⋅ Sand Pebble Pointe Condo 03 SubDv. ⋅ 34668 Zip Code
Wake up to breathtaking Gulf views from this beautifully updated 2-bedroom, 2-bath waterfront condominium located on the 4th floor of the highly sought-after, guard-gated community of Sand Pebble Pointe. Overlooking the community pool, private beach area, and the sparkling waters of the Gulf of Mexico, this move-in-ready residence offers the perfect blend of comfort and coastal living. Inside, you'll find an updated kitchen featuring elegant quartz countertops, stainless steel appliances, and ample cabinetry, all complemented by beautiful bamboo flooring that flows throughout the home. Large windows fill the living spaces with natural light while showcasing the spectacular waterfront views. Offered furnished, this home includes all appliances, making it an ideal full-time residence, seasonal retreat, or investment opportunity. The unit also includes a dedicated covered parking space (#44) and a private storage room (#44) for added convenience. Experience the best of Florida waterfront living in the highly desirable Sand Pebble Pointe. This resort-style, guard-gated community offers scenic waterfront boardwalks, a private marina with direct Gulf access (boat slips subject to availability), a community boat ramp, fishing pier, multiple heated pools, clubhouse, fitness center, tennis and pickleball courts, and beautifully maintained grounds. Conveniently located near shopping, dining, parks, and vibrant downtown New Port Richey, this exceptional community offers the perfect combination of resort-style amenities and everyday convenience.

4650 Bay Boulevard Unit 1044, Port Richey
$1,350,000
4 Beds ⋅ 4 Baths ⋅ Inlet Shore Twnhms Ph 2c & 2d SubDv. ⋅ 33611 Zip Code
Wake up to dolphins and manatees playing outside your window, then watch breathtaking sunsets over Tampa Bay each evening! This stunning 4 story townhome, the Halyard model and the largest floor plan available in Inlet Shores, sits in the heart of South Tampa and offers 4 bedrooms, 3.5 bathrooms, and a private elevator serving every level. SELLER FINANCING AVAILABLE for well qualified buyers, offering below market interest only terms. A rare opportunity to secure favorable financing in today’s market, ask your agent for details. The first floor features a bedroom or office with access to a covered lanai, perfect for a private guest suite or work from home space. The sunny second floor showcases an open concept design among the kitchen, dining area, and living room, with a balcony offering more stunning bay views. The kitchen is finished with quartz countertops, a large pantry, stainless steel appliances including a gas stove, and a center island with additional seating. The third floor offers a peaceful retreat with 3 bedrooms, including a primary suite with a private bath, dual sinks, a large walk in shower, and yet more bay views. The fourth level opens to a covered rooftop deck with an adjoining open air space, ideal for stylish outdoor entertaining against amazing panoramic views of the Bay. Take a virtual tour before you visit, check out the full 3D Matterport walkthrough and video tour of the property to experience every level from the comfort of your own home. Live where the water meets the skyline, in one of South Tampa’s most sought after waterfront communities.

5351 Bridge Street Unit 62, Tampa
$373,900
2 Beds ⋅ 2 Baths ⋅ Sunfish Bay Condo SubDv. ⋅ 33759 Zip Code
Beautiful 2-bedroom, 2-bath first-floor condo nestled within the highly sought-after waterfront community of Sunfish Bay. A spacious covered front porch welcomes you to the home with a beautiful, beveled glass entry door. Inside, you’ll find a light and bright split-bedroom floor plan featuring luxury vinyl flooring throughout. The upgraded kitchen offers real wood cabinetry, stainless steel appliances, a glass tile backsplash, recessed lighting, and an adjacent inside laundry room with a newer washer and dryer. The open-concept living and dining area is highlighted by a cozy fireplace and overlooks the oversized private screened lanai, creating the perfect space to relax or entertain. The spacious primary suite features a large walk-in closet, double vanity, glass tile backsplash, and a tub/shower combination with a glass enclosure. The guest bathroom has been tastefully updated with newer tile, a decorative backsplash, modern lighting, updated fixtures, a glass shower door, and a walk-in shower. This unit includes one assigned parking space directly in front of the condo plus a detached one-car garage just across the way. Sunfish Bay community is a hidden gem, offering multiple waterfront observation docks, a sparkling community pool overlooking Tampa Bay, tennis and pickleball courts, and private kayak storage for residents. HOA FEES INCLUDE CABLE, INTERNET, SEWER, TRASH,WATER AND GROUND MAITENANCE! Ideally located just south of charming downtown Safety Harbor, you’ll enjoy easy access to South Bayshore Boulevard’s scenic waterfront trail, perfect for walking, running, or biking to downtown Safety Harbor or the Courtney Campbell Causeway. Tampa International Airport and the world-famous white sands of Clearwater Beach are both approximately 20 minutes away, making this an exceptional location to enjoy the Florida lifestyle.

1111 N Bayshore Boulevard Unit E3, Clearwater
$80,000
1 Beds ⋅ 1 Baths ⋅ Zephyr Estates SubDv. ⋅ 33542 Zip Code
Affordable, move-in ready living awaits in Zephyr Estate East, a desirable 55+ community designed for comfort, convenience, and an easy Florida lifestyle. This well-maintained third-floor condo offers 720 square feet of bright, open living space, elevator access, and a layout that feels both practical and inviting. The open-concept living and dining areas are filled with natural light, creating a comfortable setting for relaxing or entertaining. The kitchen offers generous cabinet storage and includes all appliances, while the spacious bedroom features two oversized closets for plenty of additional storage. A full bathroom, private exterior storage closet, and assigned covered parking space add even more everyday convenience. Residents of Zephyr Estate East enjoy access to a sparkling community pool and workshop, along with low-maintenance living supported by an affordable HOA. Water, sewer, trash, and exterior maintenance are included, and there are no CDD fees. Conveniently located across from Zephyrhills Municipal Airport and just minutes from an 18-hole golf course, shopping, dining, medical facilities, and daily essentials, this condo keeps everything you need close at hand. Whether you are searching for a full-time residence, seasonal retreat, or affordable place to enjoy retirement, this move-in ready condo offers excellent value in a well-established community. Schedule your showing today.

4801 Airport Road Unit 118, Zephyrhills
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