Englewood Homes under $500,000

Englewood Homes under $500,000

Welcome to Englewood, Florida, a charming coastal gem nestled along the stunning Gulf of Mexico. Known for its laid-back atmosphere and picturesque beaches, Englewood offers a perfect blend of small-town warmth and vibrant community life. With its lush landscapes, beautiful parks, and a plethora of outdoor activities, this delightful city is ideal for those seeking a tranquil lifestyle without sacrificing convenience.

Englewood boasts a rich tapestry of cultural experiences, from its local art galleries to seasonal festivals that celebrate the area's unique heritage. Residents and visitors alike can enjoy the pristine shores of Manasota Key, where sun-soaked days and breathtaking sunsets are part of everyday life. The area is also home to an array of dining options, from fresh seafood shacks to fine dining establishments, ensuring that every palate is satisfied.

For prospective homeowners, Englewood presents an enticing opportunity: a variety of charming homes available for under $500,000. Whether you’re searching for a cozy bungalow, a spacious family home, or a serene retreat, Englewood’s real estate market has something for everyone. These affordable homes not only offer great value but also the chance to immerse yourself in a community that values connection and camaraderie.

With its friendly atmosphere, beautiful scenery, and affordable housing options, Englewood is more than just a place to live; it’s a place to thrive. Come and discover the inviting charm of Englewood, where your dream home awaits!

Newest Englewood Homes under $500,000

4260 Placida Road Unit 13C, Englewood
$169,900
2 Beds ⋅ 2 Baths ⋅ D6149196 MLS ⋅ 13 BLDG.
TURNKEY FURNISHED | 2 BEDROOMS | 2 BATHROOMS | FOREST PARK CONDOMINIUM Florida living is calling! Welcome to this beautifully updated, turnkey furnished 2-bedroom, 2-bath condo in Forest Park, a pet-friendly community offering an outstanding selection of amenities. And here's an added bonus — this is NOT a 55+ community!Step inside and discover a bright, inviting interior featuring an open living and dining area with soaring cathedral ceilings. The thoughtfully designed floor plan creates an easy flow between the kitchen and main living spaces, making it ideal for entertaining family and friends. Sliding glass doors extend the living area into a glass-enclosed Florida room, where you can unwind while enjoying peaceful greenbelt views.The updated kitchen combines charm and functionality with cottage-style cabinetry featuring soft-close doors and drawers, newer countertops, and a stylish backsplash. Samsung appliances include a stove and microwave installed in 2019, a refrigerator from 2018, and a dishwasher added in 2022. Tile flooring, a ceiling fan, and a convenient closet pantry complete this welcoming space.The primary suite offers a relaxing retreat with wood laminate flooring, two wall closets, and a ceiling fan. Sliding glass doors provide direct access to the Florida room, allowing natural light to fill the space. The en-suite bathroom features tile flooring,custom shower with glass doors, and a vanity with solid surface top. The guest bedroom includes a wall closet, twin murphy beds, ceiling fan, and convenient access to the second bathroom. The vinyl-enclosed Florida room is a wonderful extension of the living space, offering the perfect setting for morning coffee, afternoon relaxation, or enjoying the tranquil outdoor scenery. A conveniently located laundry closet houses the stacking washer and dryer just off this area.Additional features include a 2023 roof, and an attached tandem garage with room for a boat and vehicle or 2 vehicles and more.Forest Park offers a lifestyle you'll love! Residents enjoy a clubhouse, heated swimming pool, tennis courts, pickleball, shuffleboard, and boat and RV storage. The community is also pet-friendly with no weight limit for pets, making it an appealing choice for animal lovers.Whether you're searching for a full-time residence, seasonal escape, or an investment opportunity, this furnished condo offers comfort, convenience, and community amenities in one attractive package. Simply bring your suitcase and start enjoying the Florida lifestyle! RECENT 4PT AND WIND MIT INSPECTIONS AVAILABLE UPON REQUEST

4260 Placida Road Unit 13C, Englewood
8270 Saint Kitts Circle, Englewood
$309,597
3 Beds ⋅ 2 Baths ⋅ A4709591 MLS
Under Construction. Island Lakes at Coco Bay is a master-planned community of new homes that seamlessly blends coastal living with modern comfort, now selling in Englewood, FL. This new single-story home is dedicated to modern comfort and ease of living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while down the foyer is the open-concept living area. It showcases an airy dining room, welcoming family room and a modern kitchen with a center island and direct access to the spacious covered patio. In the corner is a tranquil owner’s suite with a private bathroom and walk-in closet. Prices, dimensions and features may vary and are subject to change. Photos are for illustrative purposes only. Estimated delivery date is Jan/Feb 2027.

8270 Saint Kitts Circle, Englewood
1484 Overbrook Road, Englewood
$395,000
3 Beds ⋅ 2 Baths ⋅ D6149079 MLS
Welcome to your new family home or excellent rental investment opportunity conveniently located in the heart of Englewood, FL. Come experience the charm of Mediterranean-inspired living, where privacy, comfort, and the Florida lifestyle all come together. Tucked away in the established community of Overbrook Gardens, this unique property offers a tranquil tropical setting with a fully fenced backyard, a private pool, and an expansive patio deck—perfect for entertaining guests or simply unwinding in your own peaceful retreat. Enter through the front gate and discover a welcoming breezeway patio connecting the home and garage, with inviting views of the oversized pool area. Inside, you'll find a thoughtfully updated interior featuring tile flooring throughout the living areas and fresh paint throughout the home. Centrally located is a stunning open kitchen with granite countertops, a center island, pendant lighting, stainless steel appliances, a wine refrigerator, and abundant cabinet storage. Sliding glass doors lead from the kitchen to a small outdoor area, providing grilling and indoor-outdoor living potential. Both bathrooms have been beautifully updated, and newer lighting and ceiling fans add a fresh, modern touch throughout. The spacious great room features a cozy fireplace, creating the perfect atmosphere for relaxing evenings at home. The Master Bedroom is secluded with walk-in closet and Master Bath, with convenient, sliding door access direct to the sizable patio and oversized pool area. Just 2.2 miles from beautiful Manasota Beach, this home is ideally situated for enjoying everything Southwest Florida has to provide. Spend your days exploring nearby beaches, shopping centers, waterfront restaurants, world-class golf courses, and the charm of Historic Dearborn Street. Enjoy the local farmers market, antique car show, and the laid-back coastal lifestyle that makes Englewood so special. For boating enthusiasts, a private community boat ramp is available through voluntary homeowner's association membership, as another convenient way to embrace life on the water. Whether you're searching for a full-time residence, a seasonal getaway, or a peaceful place to enjoy the Florida sunshine, this inviting property incorporates a wonderful blend of character, modern updates, and outdoor living. Englewood is perfectly situated between Fort Myers & Sarasota for additional access to Marinas, Boating, Fishing, Parks, Playgrounds, Shopping, Restaurants, Baseball Spring Training, Myakka State Preserve, Wildlife, and much more. Come enjoy all that the Southwest Florida Lifestyle has in store for you. Let me help you find Your Piece of Paradise!

1484 Overbrook Road, Englewood
7096 Ticonderoga Street, Englewood
$346,400
3 Beds ⋅ 2 Baths ⋅ A4709518 MLS
No HOA • Not in a flood zone • Double lot • 10 minutes to the beach • Metal roof • Quartz countertops Meticulously maintained move-in-ready home features: quartz countertops, Rain Bird Irrigation System, metal roof (2023), fresh interior paint. Accordion-style hurricane shutters protect all windows and the lanai. Major system upgrade included new well pump, new water pressure tank, new luxury vinyl flooring throughout. Established vegetable garden with well water irrigation . Ample land to expand the garden, plenty of room for an RV or boat, and a large lanai with a newly installed screen – perfect for year around outdoor living. Situated on a double lot, the home backs to forested land, offering total privacy and a quiet setting, with friendly neighbors and no HOA restrictions. Select furnishings may be available for purchase separately. Some items may convey at no additional cost.

7096 Ticonderoga Street, Englewood
1977 Beach Road Unit 69, Englewood
$450,000
2 Beds ⋅ 2 Baths ⋅ D6149072 MLS ⋅ 69 BLDG.
Imagine a life where beach days become part of your everyday routine and the best of coastal living is right outside your door! Just MINUTES FROM ENGLEWOOD BEACH, this furnished condo villa on Beach Road offers a beautiful WATER VIEW, NEW APPLIANCES, and a NEWER ROOF and WATER HEATER (2024). Nestled within the GATED 55+ COMMUNITY of ENGLEWOOD BEACH CONDO VILLAS, this inviting home combines the charm of a peaceful coastal setting with care-free living. Association fees cover insurance, grounds maintenance, sewer, trash, and water for added convenience. A FRESHLY PAINTED DRIVEWAY AND LANAI add a welcoming touch, making it easy to settle in and start enjoying the Florida lifestyle.*** Inside, the spacious layout offers plenty of room to relax, entertain, and make yourself at home. The ENCLOSED FLORIDA ROOM features sliding doors that open into the living room, creating a seamless connection between the two spaces and a wonderful spot to enjoy a quiet morning or unwind after a day in the sun. Even better, you can take in the STUNNING WATER VIEW from the Florida room, dining room, and even the driveway, bringing a touch of coastal beauty into your everyday routine. The generously sized kitchen offers NEW STAINLESS STEEL APPLIANCES and ABUNDANT CABINET SPACE, while the dining area features a built-in closet for added storage and organization. The primary suite provides a comfortable place to recharge, complete with a GENEROUS WALK-IN CLOSET and PRIVATE ENSUITE BATHROOM. With a second bedroom and full bathroom, there is also room to welcome visiting family and friends.~~~ Here, life moves at a gentler pace. This community features amentities such as a CLUBHOUSE, a huge HEATED POOL, and a beautiful SHUFFLEBOARD COURT. Picture relaxing mornings along the shore, afternoons spent enjoying the sunshine and coastal breeze, and evenings filled with fresh food and conversation at one of Manasota Key’s favorite local restaurants. Nearby dining favorites include Lock ’N Key, The Waverly, Sand Bar Tiki & Grille, and The White Elephant Pub, offering plenty of opportunities to enjoy delicious meals and the laid-back coastal atmosphere. Located just across the street from Englewood Beach and Stump Pass Beach State Park, outdoor adventures are always close at hand, whether you're strolling along the shoreline, exploring scenic nature trails, fishing, or heading out for a day of boating. After a day spent enjoying the best of Florida living, return home to peaceful surroundings and a lovely WATER VIEW. Whether you envision a seasonal escape from colder weather or a full-time home where every day feels a little more like a vacation, this FURNISHED condo villa offers the opportunity to embrace the simple pleasures of life in Englewood. Call today for a private showing and to claim this lifestyle!

1977 Beach Road Unit 69, Englewood
9293 Fruitland Avenue, Englewood
$274,990
3 Beds ⋅ 2 Baths ⋅ TB8557213 MLS
Virtually Staged. Move-in ready and full of Florida charm! This inviting 3-bedroom, 2-bathroom home in Englewood offers an open-concept layout, a desirable split-bedroom floor plan, and an attached 2-car garage. Fresh interior paint and clean, fresh carpeting in all three bedrooms give the home a refreshed feel, while tile flooring throughout the main living areas keeps everyday living practical and easy. The kitchen opens to the spacious living and dining areas, creating a welcoming space for entertaining or relaxing at home. The private primary suite features a walk-in closet and an attached bathroom with a NEW double-sink vanity and walk-in shower. Major updates include a 2023 roof, 2018 HVAC system, and 2018 water heater, offering added peace of mind. Outside, tropical landscaping and mature palm trees bring that classic Florida feel right to your doorstep. Located in a quiet, welcoming Englewood community, you'll be close to beautiful Gulf Coast beaches, local shopping, dining, and outdoor recreation. Whether you're looking for a full-time residence, a seasonal escape, or a place to enjoy the Florida lifestyle year-round, this refreshed, move-in-ready home is ready for its next owner. Don't miss your chance to make it yours!

9293 Fruitland Avenue, Englewood
6600 Gasparilla Pines Boulevard Unit #14-103, Englewood
$159,900
2 Beds ⋅ 2 Baths ⋅ D6149148 MLS ⋅ 14 BLDG.
This is a "hidden gem" of a condo community! No need to climb stairs! This much sought after main floor condo at Golden Tee, a popular "over 55" community, backs onto Wildflower Preserve, with a second Environmental Park at the end of the quiet dead end street. Dine on the screened and vinyl enclosed lanai while taking in the sunset, or curl up with a good book. Become part of a welcoming "over-55" community which offers many activities, from golf, tennis, pickleball - to euchre, bingo, trivia nights, and regular social gatherings. Relax in the beautiful heated pool or take a short drive to the beaches on Boca Grande.<br> This condo is being sold turnkey furnished! The well equipped kitchen features an updated kitchen w/new cottage style cabinetry & quartz countertops. Both the Whirlpool microwave and range are new, the refrigerator is about a year old, and the LG dishwasher is newer. Cabinets under the breakfast bar provide additional storage! The open, inviting living/dining area features easy to maintain NEW laminate floors and glass sliding doors to the lanai. The primary bedroom has NEW laminate flooring, a walk-in closet and another set of sliding glass doors opening onto the lanai. The "en suite" bath has been beautifully redone and features a new vanity w/quartz countertop, new lighted mirror and medicine cabinet, plus step in shower with door. The roomy guest bedroom has new laminate flooring and a large wall closet. The guest bath has been updated with a new vanity w/quartz countertop, new toilet, new stylish mirror w/lighting all around, new medicine cabinet, and resurfaced tub/shower combo. The laundry closet houses a full size washer and dryer. Both bedrooms as well as the living room have overhead fans. Metal roof was replaced in 2021 and AC system in 2024! This condo association has maintained consistently low association fees and is professionally managed. <br>Why continue to shovel snow up north when you can bask in the Florida sunshine? Come on down!

6600 Gasparilla Pines Boulevard Unit #14-103, Englewood
4 Curacao Circle Unit 40, Englewood
$315,000
2 Beds ⋅ 2 Baths ⋅ D6149155 MLS
Welcome to Boca Royale Villas, where charm meets easy Florida living. Nestled within lush tropical surroundings, this delightful freestanding cottage offers a warm and inviting retreat. Inside, you’ll find two spacious bedrooms, each featuring walk-in closets and private ensuite bathrooms. Stylish laminate and tile flooring run throughout the home, some furniture may be negotiable. The expansive 23' x 16' Great Room and 13' x 10' Dining Room are filled with natural light, thanks to sliding glass doors that open to a covered, screened lanai—perfect for relaxing while enjoying the vibrant landscaping. The galley-style kitchen is both functional and updated, featuring new appliances including an oven, dishwasher, and refrigerator, along with tile floors and two closet pantries. A new roof installed in November 2022 adds peace of mind. Residents of the Golf Villas enjoy access to a community pool that’s both heated and chilled for year-round comfort. Exterior maintenance is taken care of, including lawn care, landscaping, painting, roof cleaning, and pest control. Basic cable is also included. Enjoy an active lifestyle with community social events, or take a quick 4.1-mile drive to the beach for sun and sand. Don’t miss this opportunity—schedule your showing today and discover your next home!

4 Curacao Circle Unit 40, Englewood
4260 Placida Road Unit 18C, Englewood
$159,700
2 Beds ⋅ 2 Baths ⋅ C7531958 MLS ⋅ 18 BLDG.
Forest Park– Furnished, Turnkey Florida Getaway! Looking for an affordable Florida escape in a peaceful, park-like setting? Check out this furnished, turnkey 2-bedroom, 2-bath condo in Forest Park at 4260 Placida Road, Unit 18C, in Englewood! Whether you’re looking for a seasonal getaway, a full-time residence, or a property you can rent, this condo offers a wonderful opportunity to enjoy the relaxed Florida lifestyle. Step inside to an open-concept floor plan where the kitchen overlooks the family room, creating an easy, comfortable space for relaxing or entertaining. Laminate flooring adds a clean, low-maintenance touch, while both bedrooms feature cozy carpeting. The covered lanai is the perfect spot to enjoy your morning coffee, unwind with a good book, or simply take in the peaceful surroundings. A new stackable washer & dryer tucked into the lanai closet adds extra convenience! You’ll also appreciate the covered carport located directly beneath the unit, plus a 13' x 13' private storage room behind it—perfect for storing beach gear, bikes, and all your Florida extras! Forest Park amenities make the lifestyle even better! Enjoy the clubhouse, heated swimming pool, shuffleboard, pickleball courts, recreational facilities, and RV/boat storage. The association fee includes cable, exterior maintenance, recreational facilities, and insurance, making it easier to enjoy your time in the Sunshine State. Love the outdoors? You’re just minutes from the beautiful Gulf beaches, Lemon Bay, Manasota Key, and Boca Grande, along with nearby restaurants, boating, fishing, shopping, and entertainment. Best of all, Forest Park offers a peaceful setting away from the hustle and bustle, while keeping the fun and convenience of Southwest Florida close at hand. Have a furry companion? One large pet is permitted! The unit can also be rented, offering added flexibility for your Florida retreat or investment plans (be sure to verify current rental rules and restrictions). Furnished, turnkey, and ready for your Florida adventure! Why wait to start enjoying the sunshine, beaches, boating, and laid-back coastal lifestyle? Call today for your private viewing!

4260 Placida Road Unit 18C, Englewood
7388 Quaker Street, Englewood
$323,990
4 Beds ⋅ 2 Baths ⋅ A4707750 MLS
Under Construction. NEW BUILD - Anticipated Completion Date - JANUARY 2027. SPECIAL INCENTIVES: 6.24% Interest Rate on a FHA/VA 30-Year Fixed Loan with $14,000 Closing Cost Credit...OR... $25,000 FLEX CASH towards CLOSING COST / PREPAIDS when using a preferred lender. The Waterford’s expansive 1,812-square-foot design lives even larger than its generous footprint suggests, showcasing a true open-concept layout that feels bright, airy, and exceptionally roomy. A wide gathering room anchored by a vaulted ceiling flows seamlessly into a designer kitchen, creating the perfect environment for entertaining or everyday living. The spacious kitchen features a large center island, shaker-style cabinetry, upgraded, quartz countertops, and stainless-steel appliances including a refrigerator, dishwasher, range, and microwave. The Owner’s suite offers a private retreat with a walk-in shower, separate water closet room, and a generous walk-in closet. Three additional bedrooms share a well-appointed guest bathroom on the opposite side of the home for maximum privacy. Thoughtful details continue throughout the Waterford, including decorative brick pavers on the driveway and covered lanai, professionally designed landscaping and designer-selected paint colors, lighting, and plumbing fixtures all working together to create a home that feels modern, open, and exceptionally comfortable.

7388 Quaker Street, Englewood
7396 Quaker Street, Englewood
$311,990
4 Beds ⋅ 2 Baths ⋅ A4709022 MLS
Under Construction. NEW BUILD - Anticipated Completion Date is JANUARY 2027. SPECIAL INCENTIVES: $25,000 FLEX CASH towards CLOSING COST / PREPAIDS shall when using a preferred lender. The 1,650-square-foot (air-conditioned) Fairfield plan is an open-concept floor plan that includes four bedrooms, two bathrooms, and a two-car garage. The kitchen of the Fairfield boasts many contemporary features, including upgraded 36” contemporary shaker-style cabinets, a large 8’ wide kitchen island with upgraded countertops, Whirlpool dishwasher, microwave, and range, and overlooks an expansive great room, making it the perfect plan for entertaining and day-to-day living. The great room and dining room feature beautiful tile-plank flooring and vaulted ceilings. The owner’s suite features a private bathroom, with a separate water-closet room, double-sink vanity, separate linen closet, and large walk-in closet. The three guest bedrooms share a separate bathroom. The Fairfield also features a decorative brick paver driveway, a professionally designed landscaping package, and designer-selected paint colors, light, and plumbing fixtures, impact resistant window and doors.

7396 Quaker Street, Englewood
7404 Quaker Street, Englewood
$299,990
3 Beds ⋅ 2 Baths ⋅ A4709018 MLS
Under Construction. NEW BUILD. Anticipated completion date is JANUARY 2027. SPECIAL INCENTIVES: $25,000 FLEX CASH towards CLOSING COST / PREPAIDS when using a preferred lender. The 1,400-square-foot (air-conditioned) Weston plan boasts a well-designed open floor plan that includes three bedrooms, two bathrooms, and a two-car garage. The kitchen boasts upgraded 36” contemporary shaker-style cabinets, a spacious 7’ wide kitchen island with upgraded countertops, Whirlpool dishwasher, microwave, and range, refrigerator, washer & dryer. The Kitchen overlooks a spacious great room that features beautiful tile-plank flooring and vaulted ceilings. The expansive owner’s suite features a private bathroom, with a separate water-closet room, double-sink vanity, separate linen closet, and large walk-in closet. The two guest bedrooms share a guest bathroom and are located opposite the owner’s suite. The Weston also features a decorative brick paver driveway, a professionally designed landscaping package, and designer-selected paint colors, light, and plumbing fixtures, impact resistant windows and doors.

7404 Quaker Street, Englewood
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