Anna Maria Homes under $500,000

Anna Maria Homes under $500,000

Welcome to Anna Maria, Florida—a charming island city that perfectly captures the essence of coastal living. Nestled on the picturesque Anna Maria Island, this delightful destination boasts stunning white-sand beaches, vibrant sunsets, and a laid-back atmosphere that beckons residents and visitors alike. With its unique blend of quaint shops, mouthwatering dining options, and a strong sense of community, Anna Maria is a hidden gem in the Sunshine State.

For those seeking a slice of paradise without breaking the bank, Anna Maria offers an array of homes priced under $500,000. These affordable properties provide an excellent opportunity for first-time buyers, retirees, or anyone looking to invest in a serene coastal lifestyle. From charming beach cottages to cozy bungalows, the real estate options are as diverse as the island’s natural beauty. Imagine waking up to the gentle sounds of the ocean and enjoying your morning coffee on a sun-soaked porch—this dream can be your reality in Anna Maria.

In addition to its stunning homes, the city is known for its friendly atmosphere, where neighbors become friends and community events bring everyone together. Enjoy leisurely strolls along the beach, partake in local festivals, or simply bask in the sun while watching the dolphins play in the waves. Anna Maria is not just a place to live; it’s a lifestyle that embraces relaxation and connection to nature.

Explore the possibilities of calling Anna Maria your home, where affordable living meets the charm of island life. Your dream coastal retreat awaits!

Newest Anna Maria Homes under $500,000

7607 Como Drive, New Port Richey
$119,900
2 Beds ⋅ 1 Baths ⋅ Seven Spgs Homes SubDv. ⋅ 34655 Zip Code
Beautifully renovated and move-in ready! This 2-bedroom, 1-bath home in Seven Springs Homes has undergone an extensive renovation and has remained vacant since the improvements were completed. The completely remodeled kitchen features new cabinetry, quartz countertops, new sink and faucet, and appliances. The bathroom was completely gutted and rebuilt with all-new finishes. Luxury vinyl plank flooring throughout, new baseboards, light fixtures, outlets and switches have been installed throughout, complemented by fresh interior and exterior paint. Major updates include a NEW ROOF (2024) and water heater (2023). An attached one-car garage provides additional parking and storage. Situated on a 0.14-acre lot with convenient access to shopping, dining, and major roadways. With the renovations already completed, this home is ready for its new owner!

7607 Como Drive, New Port Richey
32062 Griffin Sands Lane, San Antonio
$275,000
2 Beds ⋅ 2 Baths ⋅ Mirada -Active Adult SubDv. ⋅ 33576 Zip Code
ALMOST BRAND NEW! This END UNIT Villa across the street from wonderful CONSERVATION & NO BACKYARD NEIGHBOR in Medley Active Adult. For those better than 55 years young, presents an exceptional lifestyle just beyond the confines of your home. As a resident, you'll enjoy exclusive Clubhouse access with a full calendar of events daily! You will also enjoy a restaurant & bar, heated pool w/cabanas, ballroom, billiards room, card room, state of the art fitness center, Tiki Hut, Fire Pits, pickleball & tennis courts, bocce ball, yoga, line dancing and private active adult events. PLUS included in your HOA is a 15-acre lagoon membership w/soft, sandy beaches including a swim-up bar, kayaking, paddleboarding, obstacle course, waterslides, corn hole games, and tons of community events! Be sure & invite friends or family to come along with you as you may gift them passes or pay a deeply discounted rate! There is also a BRAND NEW TIKI HUT COMING SOON along with another set of amazing amenites! This IMMACULATE villa will please even the most selective buyers! Comprised of 2 spacious bedrooms, 2 Full Baths + an office/den, and 1 car garage. Your new home includes UPGRADED TILE PLANK FLOORING THROUGHOUT. NO CARPET ANYWHERE!!! Stainless appliances and wood cabinetry AND QUARTZ COUNTERTOPS. Sliding glass doors lead to your COVERED LANAI. Great spot to sit and relax and enjoy a cup of coffee or glass of wine! As you step inside, you'll be greeted by a seamless flow of open living spaces, making it ideal for both relaxation and entertaining. Get ready to make memories that will last a lifetime! Your dream home awaits; you will be enjoying the CAREFREE FLORIDA RESORT LIFESTYLE in your new home as quickly as you are able to move in! Gorgeous curb appeal on this block villa! Enjoy 42" Cabinets, and Walk-in Pantry in this gorgeous kitchen. Primary Suite includes ensuite bath, dual sinks, and Walk-in Closet to keep you organized, and ceiling fans to keep you cool. High-speed (ULTRAFI) internet, premium cable, yard maintenance & exterior painting and homeowners' insurance for structure are covered by HOA. The location of this residence is equally remarkable, situated in close proximity to premier shopping destinations, and an array of dining options, you'll find yourself immersed in a vibrant community that strikes a perfect balance between exclusivity and convenience. Ride your Golf Cart to the Clubhouse, Publix, restaurants, Farmers Market, Chick-fil-A, Banks, Starbucks, Nail Shops, and more! Close to Advent Health Hospitals, BayCare Hospital, Florida Medical Clinic, Wire Grass Mall, Tampa Premium Outlet Mall, Krate at the Grove, Sam's Club, Costco, Golf Courses & Movie Theater. Easy access to I75, 275

32062 Griffin Sands Lane, San Antonio
12501 Ulmerton Road Unit 181, Largo
$199,900
3 Beds ⋅ 2 Baths ⋅ Glenwood Estates Inc Conco SubDv. ⋅ 33774 Zip Code
A RARE FIND IN GLENWOOD ESTATES! Enjoy the best of Florida living in this beautifully updated 3 bedroom, 2 bath home offering over 1,500 sq. ft. of heated living space in this desirable 55+ community where you own both the home AND the land - no land lease, no co-op, and no fractional ownership. Inside, you’ll find beautiful engineered hardwood flooring throughout the living areas and all three bedrooms - NO CARPET! The kitchen is a standout, featuring a center island with a cooktop and range hood, abundant cabinetry and counter space, a built-in oven, and a convenient dining area. The spacious living and dining areas offer plenty of room to relax, entertain, and make yourself at home. The primary suite features a well-appointed ensuite bath with a frameless glass shower door, while both secondary bedrooms offer generous space and walk-in closets. Another standout feature is the inside laundry room - a convenience rarely found in many homes in the community! Enjoy even more living space with a fully enclosed Florida room featuring abundant windows and additional storage, or relax outdoors in the covered carport area with parking for two vehicles and space for outdoor seating. The monthly fee of just $260 includes internet, cable, water/sewer, twice-weekly garbage pickup, and lawn care. Located outside a flood zone and just minutes from Indian Rocks Beach, shopping, dining, golf, and both Tampa Bay area airports, this home offers comfort, convenience, and an opportunity to enjoy the Florida lifestyle year-round!

12501 Ulmerton Road Unit 181, Largo
1802 Bedford Lane Unit 9, Sun City Center
$90,000
2 Beds ⋅ 2 Baths ⋅ Bedford A Condo SubDv. ⋅ 33573 Zip Code
Your edits read well. I made a few small fixes for flow and grammar and kept your changes intact: Welcome to the easy resort style living in Kings Point, the premier gated, golf cart friendly 55+ community in Sun City Center! This move-in ready 2 bedroom, 2 bath condo offers a bright, open floor plan with neutral colors, a large family room, dining area, and kitchen filled with natural light. The spacious primary bedroom features a walk-in closet, while the second bedroom opens through sliding glass doors to a sunroom/lanai, extending your living space. The sunroom offers lush green views and includes a washer and dryer. A private covered carport sits just steps from your front door. Enjoy peace of mind with fees that cover nearly everything, including 24-hour gated security, premium cable and high-speed internet, roof and building insurance, exterior and grounds maintenance, pest control, water, sewer and trash, recreational facilities, an escrow reserves fund, and a fidelity bond. Kings Point offers an unmatched active lifestyle with two clubhouses, an 850-seat theater, six heated pools, two hot tubs, a full service spa, tennis and pickleball courts, three golf courses, billiards, state-of-the-art fitness centers, and dozens of social clubs and activities year round. Residents can reach doctors, hospitals, shopping, banking, and restaurants by golf cart or by the community's complimentary transportation system, and the HOA welcomes service, companion, and emotional support animals. Ideally located between Tampa and Sarasota, you're close to award-winning Gulf beaches, world-class fishing, Port Tampa Bay, airports, professional sports and entertainment, and the attractions of Orlando and Walt Disney World Resort, all without the stress of big-city life. This unit also includes the furniture pictured at no additional cost to buyer. Schedule your private showing today and start feeling like you're on vacation every day!

1802 Bedford Lane Unit 9, Sun City Center
7421 Sandalwood Drive, Port Richey
$269,900
2 Beds ⋅ 2 Baths ⋅ Embassy Hills SubDv. ⋅ 34668 Zip Code
Virtually Staged. Move-In Ready and Completely Renovated! Opportunity knocks with this beautifully updated two-bedroom, two-bath, one-car garage home located in Port Richey, Florida! No detail has been overlooked in this extensive renovation, featuring a brand-new roof, new HVAC system, fresh interior and exterior paint, and beautiful new laminate flooring throughout. The updated kitchen boasts solid surface countertops, stainless steel appliances, and attractive finishes. Both bathrooms have been completely renovated with stylish fixtures, modern finishes, and updated lighting. Additional improvements throughout the home make this property truly turnkey and ready for its new owner. All the hard work has been done, offering peace of mind and years of enjoyment without the hassle of renovations. This home is expected to qualify for all types of financing, including FHA, VA, and conventional loans, subject to lender approval. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance Florida home, this property checks all the boxes! Come take a look and see everything this beautifully renovated home has to offer before it's gone!

7421 Sandalwood Drive, Port Richey
9960 Eagles Point Circle Unit 4, Port Richey
$84,900
2 Beds ⋅ 2 Baths ⋅ Eagles Point Condo SubDv. ⋅ 34668 Zip Code
Virtually Staged. Welcome home to this refreshed 2-bedroom, 2-bath waterfront condo in the 55+ community of Eagles Point. With 1,320 square feet, peaceful water and mangrove views, and a location between Weeki Wachee to the north and Clearwater Beach to the south, this home offers an inviting place to enjoy Florida’s Gulf Coast lifestyle. Inside, vaulted ceilings create an airy feel in the living and dining area, while a floor-to-ceiling stone fireplace adds warmth and character. Roof 2023 & AC 2023 ensure peace of mind for years to come. Fresh paint throughout, updated fixtures and hardware, and refreshed kitchen and bathroom finishes give the space a bright, cohesive look. The primary bedroom features an ensuite bath, and the enclosed lanai offers a relaxing spot for morning coffee or unwinding while taking in the waterfront surroundings. Just across the street, the community pool and recently refreshed clubhouse make it easy to enjoy a change of scenery or gather with neighbors. The clubhouse features a pool table, a welcoming seating area, and a kitchen for social gatherings. Community kayak storage and a dock for launching your kayak offer another way to enjoy life on the water. The condo fee includes water, sewer, basic cable, trash, flood insurance, roof, and exterior maintenance, simplifying everyday upkeep. Located on the second floor with stair access, this refreshed condo is ready for its new owner. Come discover a little less upkeep and a little more time by the water.

9960 Eagles Point Circle Unit 4, Port Richey
3102 Suncoast Plains Drive, Odessa
$385,000
3 Beds ⋅ 2 Baths ⋅ South Branch Preserve Ph 2b & SubDv. ⋅ 33556 Zip Code
Virtually Staged. Welcome to your own private retreat in the highly desirable Preserve at South Branch community! Built in 2021 and featuring numerous upgrades, this beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort, style, and Florida living. The spacious primary en-suite features a custom-built closet, providing stylish and functional storage. Step outside to your own backyard retreat, where you can unwind after a long day in the hot tub beneath a charming canopy. Enjoy your morning coffee on the screened-in back porch, entertain guests, or simply relax and embrace the beautiful Florida evenings. Residents of The Preserve at South Branch enjoy access to resort-style amenities, including a community pool, clubhouse, fitness center, playground, and more! Conveniently located near the Suncoast Parkway, shopping, dining, and entertainment, this home offers the ideal combination of comfort, convenience, and relaxation. Why wait for a vacation when you can enjoy your own private retreat every day? Schedule your private showing today!

3102 Suncoast Plains Drive, Odessa
30935 Whitlock Drive, Wesley Chapel
$274,900
3 Beds ⋅ 2 Baths ⋅ Meadow Pointe 03 Ph 01 Unit 1c-2 SubDv. ⋅ 33543 Zip Code
Lock-and-leave living in the gated Whitlock villa community of Meadow Pointe III, surrounded by ponds and protected conservation land. This 3 bed, 2 bath single-story villa sits on a private lot with lush, mature tropical landscaping. The HOA covers the roof, exterior paint, lawn and grounds care, and pest control, so weekends are yours. Inside, ceramic tile runs throughout with no carpet, plus fresh neutral paint, ceiling fans, and a solar tube for natural light. The kitchen features rich wood cabinetry, a gas range, breakfast bar, and eat-in space. The owners suite has new windows (2025). Peace of mind: a new American Standard AC with gas furnace installed in 2025 with a 10-year extended warranty. Relax on the covered, screened lanai overlooking the private backyard. Includes a 2-car garage plus refrigerator, washer, and dryer. Just 3 minutes to the Meadow Pointe III CDD clubhouse with resort-style pool, splash pad, fitness center, tennis, sand volleyball, and playground. Flood Zone X. Minutes to The Shops at Wiregrass, AdventHealth Wesley Chapel, SR 56, and I-75. Schools: Wiregrass Elementary, John Long Middle, Wiregrass Ranch High.

30935 Whitlock Drive, Wesley Chapel
3005 W Chestnut Street, Tampa
$450,000
3 Beds ⋅ 2 Baths ⋅ Mac Farlane Park SubDv. ⋅ 33607 Zip Code
Welcome home to this beautifully refreshed 3-bedroom, 2-bath home with a 2-car garage in a fantastic central Tampa location! Fresh interior paint and brand-new flooring create a bright, inviting atmosphere throughout. The spacious living and dining combination flows into a kitchen featuring wood cabinetry, newer stainless-steel appliances and a breakfast bar overlooking the family room. The separate primary suite offers a large walk-in closet and an en-suite bathroom with a garden tub and separate walk-in shower. Sliding glass doors lead from the family room to a newly turfed backyard with brand-new privacy fencing, creating a beautiful, low-maintenance outdoor retreat. An indoor laundry room adds everyday convenience. Enjoy peace of mind with major recent improvements, including a 2025 roof, A/C and solar panels that convey, a 2026 water heater, fresh interior and exterior paint, brand new flooring throughout the home and new fencing. Ideally situated near Raymond James Stadium, Midtown Tampa, Downtown Tampa and Tampa International Airport, with convenient access to the Beautiful Florida Beaches, shopping, dining, entertainment and major roadways. All measurements are approximate and to be confirmed by buyer. Schedule your private showing today!

3005 W Chestnut Street, Tampa
7816 Harbor Bridge Boulevard, New Port Richey
$370,000
3 Beds ⋅ 2 Baths ⋅ Windsor Place At River Ridge SubDv. ⋅ 34654 Zip Code
Welcome to this beautifully home, built in 2016 and located in the desirable gated community of Windsor Place! This home features a spacious open concept floor plan, high ceilings, elegant architectural details, and tile flooring throughout no carpet! The newly renovated kitchen offers modern finishes and brand new Samsung appliances, perfect for everyday living and entertaining. The spacious primary suite features a walk-in closet, dual vanities, a garden tub, and a separate shower. Step outside to the large screened-in patio overlooking peaceful pond and conservation views, perfect for relaxing and enjoying Florida living. Additional features include a water softener system, a 2016 roof and A/C, and an indoor laundry room. Enjoy access to the community pool and a fantastic location near shopping, dining, major roadways, and Starkey Wilderness Preserve. Don't miss this opportunity

7816 Harbor Bridge Boulevard, New Port Richey
37124 Goldenrod Court, Dade City
$240,000
3 Beds ⋅ 2 Baths ⋅ Goldenrod SubDv. ⋅ 33523 Zip Code
Highly Motivated Sellers...Welcome to 37124 Goldenrod Ct in Dade City! This charming single-story corner-lot home offers 3 bedrooms and 1.5 bathrooms on a spacious 15,407-square-foot lot with over 1000 sq ft of living area. Built in 1983, the home has been thoughtfully updated while maintaining its comfortable, inviting character. Recent improvements include a new roof installed in 2024, new laminate flooring in the kitchen, living area, and hallways, and remodeled bathrooms. The corner lot provides additional outdoor space, while the large backyard offers plenty of room for entertaining, gardening, recreation, or simply enjoying the Florida outdoors. Conveniently located just minutes from historic downtown Dade City, this home offers easy access to local shops, dining, parks, schools, and community events, as well as nearby shopping, major roadways, and commuter routes. Combining affordability, space, recent updates, and NO HOA, this Dade City home is a fantastic opportunity and truly ready for its next chapter.

37124 Goldenrod Court, Dade City
509 27th Avenue S, St Petersburg
$335,000
3 Beds ⋅ 2 Baths ⋅ Taylors Sub SubDv. ⋅ 33705 Zip Code
Virtually Staged. Welcome to this charming 3-bedroom, 2-bath St. Petersburg home featuring a RARE DETACHED BLOCK 2-CAR GARAGE with alley access and additional parking! Offering a wonderful blend of classic charm and modern updates, this home is full of character and possibilities! Step inside to a bright, open floor plan featuring fresh interior paint, luxury vinyl flooring, electric fireplace, and updated LED lighting. The beautifully remodeled kitchen features QUARTZ countertops, new cabinetry, a custom backsplash, and stainless steel appliances. AC 2022/NEW ELECTRICAL PANEL. The spacious primary suite offers an updated en-suite bath with a tub/shower combination with glass enclosure and vanity. Bedrooms two and three are generously sized, filled with natural light, and share a Jack-and-Jill bathroom featuring a tub/shower combination with glass enclosure. Outside, enjoy a LARGE, FULLY FENCED BACKYARD and screened-in patio, perfect for relaxing, entertaining, or enjoying the Florida lifestyle! One of this property's STANDOUT FEATURES is the RARE DETACHED BLOCK 2-CAR GARAGE with ALLEY ACCESS and additional parking! This versatile space offers endless possibilities! Keep it as a traditional 2 car garage, create a WORKSHOP, HOME GYM, ART STUDIO, or PERSONAL HANGOUT, or explore the potential for an ACCESSORY DWELLING UNIT (ADU) for guest accommodations or possible rental income, subject to city approval and permitting. Garage features 2 new garage door openers. There's also plenty of room for additional vehicles, a boat, jet skis, ATVs, or an RV! LOCATION, LOCATION, LOCATION! Conveniently located near all the shopping, dining, entertainment, and excitement of DOWNTOWN ST. PETE, GULFPORT, and the BEAUTIFUL GULF BEACHES! Easy access to major roadways, airports, medical facilities, sporting and concert venues, and more! Whether you're a FIRST-TIME BUYER, looking to DOWNSIZE, searching for a SEASONAL RETREAT, or considering an INVESTMENT PROPERTY, this home has plenty to offer! LIVE, RENT, OR EXPLORE THE POSSIBILITIES! Schedule your private showing today. You will love what you see!

509 27th Avenue S, St Petersburg
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