Englewood Homes under $500,000

Englewood Homes under $500,000

Welcome to Englewood, Florida, a charming coastal town that perfectly embodies the laid-back lifestyle of Florida's Gulf Coast. Nestled between the vibrant cities of Sarasota and Port Charlotte, Englewood is known for its stunning beaches, picturesque waterways, and a welcoming community atmosphere. With its warm climate, residents can enjoy outdoor activities year-round, from fishing and boating to walking along the serene shores of Englewood Beach and Manasota Key.

One of the most appealing aspects of Englewood is its diverse real estate market, particularly for those seeking homes under $500,000. Whether you’re a first-time homebuyer, looking to downsize, or searching for a vacation getaway, Englewood offers an array of options that cater to various lifestyles and budgets. From charming single-family homes nestled in quiet neighborhoods to cozy condos with breathtaking views of the Gulf, there is something for everyone.

Englewood’s real estate market is not just about affordability; it's about value. Many homes feature modern amenities, spacious yards, and proximity to local parks, shopping, and dining. The sense of community is palpable, with friendly neighbors and local events that foster connections among residents.

In Englewood, you can enjoy the perfect blend of relaxation and recreation, all while finding a home that fits your budget. Explore the opportunities available in this beautiful town, and discover why so many are choosing to call Englewood home. Your slice of paradise awaits!

Newest Englewood Homes under $500,000

602 Dogwood Avenue, Englewood
$189,000
2 Beds ⋅ 2 Baths ⋅ Foxwood SubDv. ⋅ 34223 Zip Code
HURRICANE-IMPACT WINDOWS (2020), 2023 ROOF, AND MORE SPACE TO ENJOY, LESS TO MAINTAIN! Discover 602 DOGWOOD AVENUE in FOXWOOD, an established 55+ COMMUNITY in Englewood, Florida. This 2-BEDROOM, 2-BATH HOME offers comfortable indoor living, inviting outdoor spaces, and several practical improvements. TILE FLOORING THROUGHOUT provides easy maintenance, while the kitchen features NEWER APPLIANCES (2025) and a BREAKFAST NOOK. The dining area includes a convenient BAR FOR ENTERTAINING. An ENCLOSED, AIR-CONDITIONED FLORIDA ROOM WITH SLIDING GLASS DOORS provides added privacy and flexible space for relaxing or hobbies. Step outside to the EXTENDED REAR PAVER LANAI, perfect for outdoor dining, entertaining, or simply enjoying Florida's beautiful weather. A SCREENED FRONT ENTRY adds another welcoming touch. Additional features include a TANKLESS WATER HEATER, WHOLE-HOUSE SURGE PROTECTOR, and SPACIOUS GARAGE WITH GENEROUS STORAGE AND AN ELECTRIC RETRACTABLE GARAGE SCREEN. FOXWOOD offers a LOW-MAINTENANCE LIFESTYLE with a HEATED POOL, CLUBHOUSE, RECREATIONAL AMENITIES, AND SOCIAL ACTIVITIES. ASSOCIATION FEES INCLUDE INTERNET, CABLE, LAWN CARE, EXTERIOR MAINTENANCE, EXTERIOR PEST CONTROL, AND ROOF REPLACEMENT. Conveniently located near HISTORIC DOWNTOWN ENGLEWOOD AND DEARBORN STREET, with its local shops, restaurants, farmers market, and community events. Enjoy easy access to MANASOTA KEY, ENGLEWOOD BEACH, WATERFRONT DINING, BOATING, FISHING, GOLF COURSES, AND NATURE PARKS. Whether you're looking for a SEASONAL GETAWAY OR YEAR-ROUND RESIDENCE, 602 Dogwood Avenue offers plenty to appreciate in an established Southwest Florida 55+ community. SCHEDULE YOUR SHOWING TODAY!

602 Dogwood Avenue, Englewood
1401 S Mccall Road Unit 102, Englewood
$269,900
2 Beds ⋅ 2 Baths ⋅ Lemon Bay Breezes SubDv. ⋅ 34223 Zip Code
WATERFRONT VIEWS, BOATING ACCESS, AND TURNKEY FLORIDA LIVING IN LEMON BAY BREEZES! Welcome to UNIT 102B, a beautifully updated and FULLY FURNISHED 2-bedroom, 2-bathroom waterfront condo offering a peaceful setting and the laid-back coastal lifestyle Englewood is known for. Overlooking GOTTFRIED CREEK, UNIT 102B offers tranquil water views and a front-row seat to Southwest Florida wildlife, with the seller frequently spotting MANATEES AND DOLPHINS right from the property. Inside, the bright and inviting interior has been thoughtfully updated for comfortable, easy living. The RENOVATED KITCHEN features updated cabinetry and countertops, newer appliances, A BOSCH DISHWASHER and a 2024 REFRIGERATOR, while BOTH BATHROOMS HAVE BEEN BEAUTIFULLY REMODELED. The residence is being sold TURNKEY AND FULLY FURNISHED, making it easy to begin enjoying your Florida retreat from day one. One of the home's standout spaces is the SPACIOUS WATERFRONT PATIO overlooking Gottfried Creek. Added GLASS SLIDING PANELS transform the area into a bright extension of the living space, while SUNSHADES BLOCKING 98% OF UV RAYS provide additional comfort and protection. Whether you're enjoying your morning coffee, unwinding at the end of the day, or simply watching boats and wildlife pass by, this is a view you'll never tire of. For those drawn to life on the water, Lemon Bay Breezes offers a community dock and BOAT SLIPS with access from Gottfried Creek toward LEMON BAY AND THE INTRACOASTAL WATERWAY. Boat slips are managed through a DOCK WAITLIST; however, the seller reports that SEVERAL SLIPS HAVE BEEN AVAILABLE FOR RENT DURING EACH OF THE PAST SEVERAL WINTER SEASONS. The waterfront dock area was redone approximately five years ago, adding even more appeal for boating and waterfront enthusiasts. TWO KAYAKS ARE ALSO INCLUDED WITH THE SALE, making it even easier to get out on the water and explore the surrounding waterways. The community offers much more beyond the water. Residents enjoy a COMMUNITY POOL, TENNIS AND PICKLEBALL COURTS, ELEVATOR, ASSIGNED PARKING, and an OPEN STORAGE AREA FOR EACH UNIT. Seasonal WATER AEROBICS are also offered through the association, adding to the active and friendly atmosphere that makes Lemon Bay Breezes such an inviting place to call home. Additional features include a NEW STORM GLASS FRONT DOOR, 2013 WATER HEATER, and a 2023 COMMUNITY ROOF. The seller reports the unit has NEVER EXPERIENCED WATER DAMAGE. Updated, furnished, waterfront, and surrounded by the natural beauty of coastal Englewood, UNIT 102B AT LEMON BAY BREEZES offers an exceptional opportunity to enjoy Florida living without sacrificing comfort or convenience. Spend your days KAYAKING OR BOATING, relax by the pool, watch dolphins and manatees from home, or simply settle in and enjoy the view—EVERYTHING YOU NEED FOR THE SOUTHWEST FLORIDA LIFESTYLE IS ALREADY HERE.

1401 S Mccall Road Unit 102, Englewood
2950 N Beach Road Unit A321, Englewood
$485,000
2 Beds ⋅ 2 Baths ⋅ Tamarind Gulf & Bay SubDv. ⋅ 34223 Zip Code
ISLAND LIVING AT ITS FINEST! Welcome to Tamarind Gulf & Bay, a highly desirable condominium community on beautiful Manasota Key, just steps from the gorgeous sandy beaches of the Gulf! Whether you're searching for your own tropical retreat or an income-producing investment, this condo offers the perfect opportunity to enjoy the Florida lifestyle! The beautifully updated kitchen features attractive maple cabinetry, granite countertops, coordinated and stylish stainless appliances, and a convenient breakfast bar. The spacious primary bedroom features comfortable carpeted flooring, two wall closets, and an ensuite bath with an updated shower, newer vanity with solid surface countertop, new toilet, and tiled flooring. The guest bedroom also offers carpeted flooring, a wall closet, and impact-resistant sliding glass doors opening to a charming French balcony. The guest bath features an updated vanity with solid surface countertop, new toilet, combination tub/shower, and tiled flooring. IMPORTANT UPDATES include a new A/C system and water heater in 2020, along with an updated electrical panel. Additional conveniences include covered parking, a private storage closet for each unit, and laundry facilities on every floor. BEST OF ALL, THIS BUILDING IS ONE OF THE FEW IN THE COMMUNITY WITH AN ELEVATOR! Tamarind Gulf & Bay offers a wonderful island lifestyle with community amenities that include a heated swimming pool, clubhouse, outdoor grills, & plentiful boat slips and docks. Your maintenance fees cover water and sewer, basic internet and cable, building maintenance and insurance, management, pest control, and maintenance of the pool, clubhouse, and docks. Pet lovers will appreciate that TWO PETS ARE WELCOME, WITH NO WEIGHT RESTRICTIONS! The location couldn't be better! Enjoy nearby waterfront dining, charming local shops, kayaking, fishing, and nightlife, along with the popular Thursday Farmers Market on Dearborn Street in historic Englewood. AN ADDED BONUS FOR INVESTORS! A tenant is in place for January through March 2027, generating great rental income. With a minimum rental period of just two weeks and strong demand for island vacation rentals, this property offers excellent income potential when you're not enjoying it yourself. YOUR MANASOTA KEY PARADISE AWAITS! Enjoy the beach, embrace the island lifestyle, and let your investment work for you!

2950 N Beach Road Unit A321, Englewood
19 Oakwood Drive N, Englewood
$399,000
2 Beds ⋅ 2 Baths ⋅ Englewood Isles SubDv. ⋅ 34223 Zip Code
The Privacy of a Single-Family Home, The Convenience of Maintenance-Free Livng, AND The Freedom of Florida's Waterfront Lifestyle — All In One Exceptional Property! Welcome to this beautifully updated FREESTANDING, DETACHED, 2-bedroom, 2-bathroom home with a 2-car garage, nestled within the highly desirable boating community of Englewood Isles. Although part of a condominium community, this residence offers the independence and privacy of a single-family home, combined with the ease of maintenance-free living — a rare and highly appealing combination! Boating Enthusiasts, Take Notice! Enjoy your own deeded 42 foot seawall, offering the opportunity to install a custom dock or boat lift and experience direct boating access to Lemon Bay, the Intracoastal Waterway, and the Gulf — WITH NO BRIDGES! Imagine setting out for a day on the water, exploring the beautiful coastline, or simply enjoying the tranquility of waterfront living right outside your door. Inside, a bright, welcoming, open floor plan creates an inviting atmosphere, complemented by beautiful terrazzo flooring throughout the main living areas. Extensive improvements completed in 2022–2023 include fresh interior paint, a beautifully renovated kitchen featuring custom wood cabinetry with soft-close features, updated quartz countertops and appliances, tastefully remodeled bathrooms, and custom window treatments. Additional highlights include hurricane-impact windows installed in 2017 and 2023 and an A/C system replaced in 2019. A delightful bonus room, surrounded by windows and filled with natural light, offers additional flexibility — perfect for a home office, reading retreat, or simply a peaceful place to unwind. Outside, enjoy beautifully maintained tropical landscaping without the burden of constant yard work. The association takes care of lawn and landscape maintenance, allowing you more time to enjoy everything Southwest Florida has to offer. A heated community pool just steps away adds another wonderful opportunity for relaxation and recreation. Ideally situated near the charming shops, restaurants, and entertainment of historic Dearborn Street, downtown Venice, golf courses, and the stunning Gulf beaches, this home offers the perfect balance of convenience, recreation, and coastal charm. Whether you are searching for a full-time residence, seasonal Florida getaway, or a low-maintenance waterfront retreat, this property delivers an exceptional lifestyle. Why Settle for a Condo When You Can Enjoy the Privacy of a Detached Home, Your Own Waterfront Access, and the Luxury of Maintenance-Free Living? Your Florida Paradise Awaits!

19 Oakwood Drive N, Englewood
1141 Kehosee Lane, Englewood
$149,900
2 Beds ⋅ 1 Baths ⋅ River Edge 02 SubDv. ⋅ 34224 Zip Code
INVESTOR SPECIAL – GREAT VALUE OPPORTUNITY IN ENGLEWOOD! Attention investors and renovation enthusiasts! Here's your opportunity to capitalize on the potential of this 2-bedroom, 1-bathroom home in Englewood, Florida. Featuring 704 sq. ft. of heated living space, plus approximately 220 sq. ft. of enclosed screened porch space that provides additional flexible, usable space. Concrete block construction, open yard, and no HOA. Roof replaced in 2018, new electrical panel installed approximately in 2018, and solar panels installed in 2019. With the right updates, there's potential to transform this property into an appealing rental, resale, or seasonal retreat. Location adds to the appeal! Situated near shopping, dining, boating, fishing, kayaking, and the beautiful Gulf beaches of Manasota Key, this property offers convenient access to the many recreational attractions of Southwest Florida. An opportunity for investors looking to add value through renovation in the desirable Englewood area. Don't miss the chance to turn this diamond in the rough into your next investment success!

1141 Kehosee Lane, Englewood
25 Warren Avenue, Englewood
$219,000
3 Beds ⋅ 2 Baths ⋅ Deer-Creek Park SubDv. ⋅ 34223 Zip Code
Looking for a comfortable 3/2 home with over 700 SF of outbuildings at an affordable price? Then you need to see this home. New roof, HVAC system. flooring and power panel updates before current owner ran out of steam. It still needs bathrooms completed, kitchen and appliances so this home is not going to be financeable until completed. This home is situated on an oversized lot with city water and sewer connected and less than a mile from Old Englewood Village. There is a second driveway to the buildings in the back yard. One is a frame building with a new roof and entry doors on both ends, high ceilings and drywall inside, concrete hardy board on the outside. The other is a large metal storage building with washer/dryer hookups. Combined these two outbuildings give you 768 SF of shop, work from home, hobbies or storage space. Long story short, if you have the cash and are not afraid of a kitchen remodel this property offers a lot of value for the money, call today!

25 Warren Avenue, Englewood
2490 Englewood Road, Englewood
$135,000
3 Beds ⋅ 2 Baths ⋅ Manasota Acres SubDv. ⋅ 34223 Zip Code
Large home with much potential. Oversized lot .36 acres. 3/2 split bedroom plan with an enclosed lanai for extra space. This home needs rehab work and is priced accordingly. Located near Manasota key beaches, shopping and major highways. Buyer is advised to have complete and thorough inspections done and to verify all information. Seller/Agents have no knowledge of property conditions. Being Sold As-Is.

2490 Englewood Road, Englewood
6293 Marcum Street, Englewood
$397,000
5 Beds ⋅ 3 Baths ⋅ Port Charlotte Subdivision Section 69 SubDv. ⋅ 34224 Zip Code
Under Construction. Embrace the endless possibilities of the Charlotte floorplan and make it your own. The Charlotte floorplan encompasses four bedrooms, three bathrooms, and a two-car garage, all within a sprawling 2,338 square feet. Its elegant design and thoughtful features make it an ideal choice for those seeking a home that combines sophistication, versatility, and comfort. With its remarkable features, spacious layout, and attention to detail, this home is poised to exceed your expectations. Experience the epitome of modern living and elevate your lifestyle with the Charlotte floorplan from our Cornerstone collection. Call to see this home today!

6293 Marcum Street, Englewood
9458 Anita Avenue Unit B, Englewood
$469,900
4 Beds ⋅ 4 Baths ⋅ Port Charlotte SubDv. ⋅ 34224 Zip Code
Discover a truly unique investment opportunity in Englewood, Florida, offering exceptional versatility and multiple income possibilities! This distinctive property features two identical rental units on the second level, each offering approximately 1,500 square feet of living space. Both units boast a spacious, open floor plan, two bedrooms, and two ensuite bathrooms, creating comfortable and desirable living spaces for tenants. What truly sets this property apart is the impressive 3,000-square-foot garage occupying the entire first level. With overhead garage doors at both the front and rear, the layout allows for convenient drive-through access, making it ideal for business owners with large vehicles, work trucks, equipment, or other storage needs. The garage also offers incredible potential for additional income, with an area already framed and plumbed for an efficiency apartment. A loft provides valuable extra storage space, while another framed-in area offers the opportunity to create a private office or workspace. Whether you're an entrepreneur looking for a property that combines living space with business functionality, an investor seeking multiple rental income streams, or a business owner interested in renting the expansive garage space separately, the possibilities are truly endless. Conveniently located just a few blocks off McCall Road, this property offers easy access to shopping, dining, services, and everything Englewood has to offer. Unique properties with this combination of residential rental space, substantial garage capacity, and future income potential are hard to find. Don't miss the opportunity to explore the many possibilities this exceptional property presents!

9458 Anita Avenue Unit B, Englewood
603 Bramblewood Lane Unit 184, Englewood
$249,000
2 Beds ⋅ 2 Baths ⋅ Foxwood SubDv. ⋅ 34223 Zip Code
Welcome to a home where you will enjoy comfortable Southwest Florida living in this inviting 55+ community. Your new home features cathedral ceilings that create an open, airy atmosphere and ceramic tile flooring throughout for easy maintenance. The main bedroom offers a walk-in closet, while built-in cabinetry off the dining room and in the main living area provides convenient storage and added character. The large open kitchen includes a breakfast nook to enjoy your morning coffee or less formal meals, a closet pantry and plenty of cabinet space. Off of the kitchen is the attached 2 car garage and on the other side, a pass-through window to a roomy sitting area. A rare coat closet near the entry adds a practical touch, and the back patio features a retractable awning, creating a wonderful space to relax outdoors in the shade. Recent mechanical improvements include a new hot water heater installed April 2026 and a new HVAC installed June 2022. Delight in a variety of community amenities, including a swimming pool, tennis courts, shuffleboard, and a clubhouse available for scheduling private events and gatherings. Lawn and exterior maintenance are included, offering added convenience and more time to enjoy the Florida lifestyle. Conveniently located just a short drive from historic Dearborn Street, you'll find a charming selection of local shops, restaurants, and dining options. The beautiful Gulf Coast beaches are also nearby, making it easy to enjoy sunny days by the water. Whether you're looking for a full-time residence, a seasonal getaway, or a low-maintenance lifestyle, this home offers comfort, convenience, and community amenities in a desirable Englewood location!

603 Bramblewood Lane Unit 184, Englewood
1551 Beach Road Unit 207, Englewood
$439,900
2 Beds ⋅ 2 Baths ⋅ Sandpiper Key SubDv. ⋅ 34223 Zip Code
LIVE THE LEMON BAY LIFESTYLE! WATERFRONT PARADISE JUST MINUTES FROM ENGLEWOOD BEACH! Welcome to COASTAL LIVING AT ITS FINEST in Sandpiper Key! This TURNKEY, FULLY FURNISHED 2-bedroom, 2-bath WATERFRONT CONDO offers 1,070 square feet of inviting living space, BREATHTAKING WATER VIEWS, and the LAID-BACK FLORIDA LIFESTYLE you've been dreaming of. Located on the SECOND FLOOR as a DESIRABLE END UNIT, this exceptional residence stands out with its OVERSIZED PORCH overlooking BEAUTIFUL LEMON BAY, creating the PERFECT setting for morning coffee, evening cocktails, and UNFORGETTABLE SUNSET VIEWS surrounded by SWAYING PALM TREES. Step inside and discover an OPEN FLOOR PLAN designed for COMFORTABLE LIVING and EFFORTLESS ENTERTAINING. Tile and luxury vinyl flooring flow throughout, complemented by ELEGANT CROWN MOLDING, window treatments, and SPACIOUS CLOSETS. The BRIGHT, WELCOMING KITCHEN features an abundance of lighting, SOLID-SURFACE COUNTERTOPS, and a convenient BREAKFAST SEATING AREA that opens seamlessly into the family room. An IN-UNIT LAUNDRY CLOSET adds everyday convenience, making this condo as PRACTICAL as it is INVITING. Best of all, this property comes FULLY FURNISHED and READY TO ENJOY FROM DAY ONE! THE SHOWSTOPPER IS THE OVERSIZED WATERFRONT PORCH! Imagine dining outdoors, relaxing with a good book, or entertaining friends while overlooking the TRANQUIL WATERS OF LEMON BAY, with LUSH TROPICAL LANDSCAPING and PALM TREES framing your view. This EXCEPTIONAL OUTDOOR LIVING SPACE sets this end-unit condo apart and brings the BEAUTY OF FLORIDA'S COASTAL SURROUNDINGS right to your doorstep. Sandpiper Key offers an INCREDIBLE ARRAY OF WATERFRONT AMENITIES, including TWO HEATED BAYFRONT SWIMMING POOLS, a FISHING PIER extending into Lemon Bay, and DIRECT ACCESS TO THE INTRACOASTAL WATERWAY. Watch for DOLPHINS AND MANATEES, enjoy a peaceful afternoon of fishing, or UNWIND POOLSIDE while taking in SPECTACULAR BAY VIEWS. The beautifully landscaped grounds feature WALKING PATHS, PICNIC AREAS with gas grills and tables, a courtyard, and a CLUBHOUSE with a library and SEASONAL SOCIAL ACTIVITIES. Additional conveniences include ASSIGNED COVERED GARAGE PARKING, guest parking, elevators, and DEDICATED STORAGE OPTIONS for beach gear and outdoor recreation equipment. LOCATION, LOCATION, LOCATION! Just 0.8 MILES FROM ENGLEWOOD BEACH, you're only minutes from SUN-SOAKED GULF COAST SHORES, SPECTACULAR SUNSETS, and an ABUNDANCE OF HIGHLY RATED LOCAL RESTAURANTS, WATERFRONT DINING SPOTS, LIVELY BARS, and charming shops along Manasota Key. Explore nearby STUMP PASS BEACH STATE PARK for PRISTINE NATURAL BEACHES, SCENIC TRAILS, and WILDLIFE WATCHING, or enjoy the local dining and shopping options throughout Englewood. Whether you're searching for a FULL-TIME RESIDENCE, a SEASONAL FLORIDA ESCAPE, or a WATERFRONT GETAWAY to share with family and friends, this beautifully appointed condo delivers the PERFECT COMBINATION of COMFORT, CONVENIENCE, RESORT-STYLE AMENITIES, and COASTAL CHARM. FULLY FURNISHED. WATERFRONT VIEWS. OVERSIZED PORCH. TWO HEATED BAYFRONT POOLS. JUST 0.8 MILES TO THE BEACH! Don't miss this EXCEPTIONAL OPPORTUNITY to own your own SLICE OF PARADISE at Sandpiper Key, where EVERY DAY FEELS LIKE A VACATION!

1551 Beach Road Unit 207, Englewood
1331 Tudor Road, Englewood
$225,000
2 Beds ⋅ 2 Baths ⋅ Tudor Circle SubDv. ⋅ 34224 Zip Code
Welcome to this quaint property nestled at the end of a tranquil cul-de-sac in the heart of Englewood. Pull up the driveway to be met with a cute and cozy 2-bedroom and 2-bathroom home. As a bonus, owning in this community also allows you the ability to join the Englewood Beach Club! Entering through the covered front porch, you'll be delighted with the abundant natural light that fills the home. An open front porch is the perfect spot to sit and enjoy your morning coffee and the nice weather of Southwest Florida. Step up to your front door and as you open it you are met with a nice-sized living room and dining room combo, complete with large front windows and an abundance of natural light. In the updated kitchen, you'll find tasteful cabinetry, ample cabinet and solid countertops, and new appliances. There is a generously sized utility room that serves as a laundry room. From the dining area you have access to sliding glass doors to enter your screened in porch. The primary bedroom is large with built-in closet and its private bathroom. The second bedroom has built-in closet. The guest bathroom is off the living room for convenience when entertaining guests. The backyard offers the perfect spot for a pergola, an outdoor playground or your own designed oasis. Bring your boat, RV, beach toys and the family to enjoy this paradise. You'll enjoy the peace and tranquility all while being close to the local amenities including dining, shopping, medical facilities, and of course the gulf coast beaches, with Englewood Beach only a few miles away! Centrally located between Sarasota & Punta Gorda airports makes for easy travel opportunities.

1331 Tudor Road, Englewood
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