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$474,000
3 Beds 3 Baths 0170 Dearborn SubDv. 34223 Zip Code
Welcome to “The Treehouse” — a one-of-a-kind Old Englewood retreat nestled among lush native Florida foliage just moments from Lemon Bay. Elevated second-floor living creates a peaceful sanctuary where every window view feels like an escape to the tropics of Belize or a secluded mountain hideaway. Lovingly maintained as a seasonal retreat for the past five years, this inviting home blends nature, comfort, and character in a way few Florida homes can. Wander the winding garden paths beneath a canopy of mature native landscaping designed not only for beauty, but for natural shade and protection. Discover an incredible variety of plants, including three species of bamboo that create their own soothing melody in the coastal breeze. Inside, the home welcomes you with soaring ceilings, warm details, and beautiful Southern Yellow Pine wood flooring throughout the living spaces, complemented by tile flooring in the bathrooms. Fresh interior paint enhances the light and airy feel of the home. The kitchen is perfectly designed for cooking and entertaining, offering an ideal layout for the classic “triangle dance” between stove, sink, and refrigerator. A charming wood-burning fireplace adds additional character and cozy potential. The flexible floor plan features two en-suite bedrooms plus the possibility of a third bedroom, office, or creative space to suit your lifestyle. Thoughtful upgrades include Rejuvenation ceiling fans with remote controls in the bedrooms and a water filtration system supplying purified drinking water and ice. One of the home’s most treasured spaces is the expansive south-facing screened porch — the perfect place for morning coffee, outdoor dining, relaxing with a book, or simply enjoying the surrounding tropical greenery. The fully screened outdoor living area with porcelain tile flooring extends your living space year-round. Located just one block from Lemon Bay, you can easily stroll your kayak to the water’s edge and enjoy days filled with dolphins, fishing, birdlife, and unforgettable sunsets. Situated in highly desirable Old Englewood, the home is also only three blocks from vibrant Dearborn Street with its charming shops, restaurants, farmers market, and community events. For those who love nature, privacy, character, and homes with soul, “The Treehouse” offers a rare opportunity to experience Florida living unlike the ordinary. COME experience it for yourself — your sunshine sanctuary awaits! Seller is a LICENSED REAL ESTATE SALES PERSON IN FLORIDA AND A LICENSED REAL ESTATE ASSOCIATE BROKER IN NY STACEY M FRAZIER, ABR, CNE

700 Yale Street, Englewood

$249,000
2 Beds 1 Baths 0170 Dearborn SubDv. 34223 Zip Code
RECENT PRICE ADJUSTMENT—Don’t Miss This Old Florida Cottage in Old Englewood Village! Located just one block from historic Dearborn Street, this charming Old Englewood Village cottage offers the perfect blend of character, convenience, and coastal lifestyle. Enjoy walkable access to local shops, cafés, art galleries, farmers’ markets, and community events, with bayfront parks nearby and Englewood Beach just a mile away. Inside, the home combines classic cottage charm with modern updates, including a newer roof, updated kitchen, and updated bath—providing peace of mind while preserving its timeless appeal. Light-filled living spaces create a warm, inviting atmosphere that’s easy to enjoy year-round. Outdoor areas offer space to relax, garden, or entertain, making the most of Florida’s laid-back, al fresco lifestyle. This home delivers location, charm, and value in the heart of Old Englewood Village. Updated where it counts (roof, kitchen, and bath), charming where it matters, and serving up all the Village vibes--whether you need a full-time home, a winter escape, or a sweet rental--this one just works! Come claim your slice of Old Florida before someone else does!

602 W Perry Street, Englewood

$168,500
1 Beds 1 Baths 0170 Dearborn SubDv. 34223 Zip Code
Discover the charm of coastal living in this delightful 1 bedroom, 1 bath cottage nestled in the heart of Englewood, Florida—just minutes from the vibrant and historic Dearborn Street. Just minutes to Englewood and Manasota Keys beautiful beaches. Brand new windows! Full of warmth and natural light, this cozy residence offers a welcoming living space with easy-to-maintain tile flooring and an efficient layout that maximizes comfort and functionality. The kitchen is equipped with appliances, ample cabinetry, perfect for casual dining. The bedroom provides a peaceful retreat. Step outside to enjoy your morning coffee on the inviting front porch or relax in the private backyard, ideal for gardening, entertaining, or soaking up the Florida sunshine. This home's location is truly unbeatable — just a short stroll to Dearborn Street, where you’ll find local favorites like Mango Bistro and Vino Loco, along with farmers markets, live music, art festivals, and boutique shopping. You’re also just a quick drive from Englewood Beach, Lemon Bay Park, and Manasota Key, offering endless opportunities for beachcombing, kayaking, fishing, and enjoying Southwest Florida’s natural beauty. Whether you're seeking a full-time residence, or a winter getaway, this quaint home offers a low-maintenance lifestyle in one of the Gulf Coast’s most charming and laid-back communities.

330 E Fray Street, Englewood

$290,000
2 Beds 2 Baths 0170 Dearborn SubDv. 34223 Zip Code
Discover an exceptional investment opportunity with this duplex property, conveniently situated near the charming and historic Dearborn Street in Old Englewood Village. Within a leisurely stroll, you'll find beautiful parks, unique shops, the local library, Englewood Elementary School, and a delightful array of dining options. Dearborn Street is alive with seasonal produce markets, captivating performances at the Lemon Bay Playhouse, art shows, Waterfest, and a multitude of community celebrations, creating an exciting atmosphere for residents and visitors alike. The beautiful Gulf beaches of Manasota Key are within 3 miles as the seagull flies. Both units are consistently rented, ensuring a reliable income stream for savvy investors. Recent upgrades have been made to enhance the property's value: a durable new roof was installed in 2018 (complete with a third nail for insurance credit), an asphalt parking pad was added in 2016, a new water heater for the back unit (2022), and a modern HVAC system in the front unit (2024). Please note, the adjacent duplex at 95 Orange Street is also on the market (MLS #D6143329), offering a remarkable chance to acquire an income-generating quadplex. Don't miss out on this incredible opportunity to secure a prime piece of real estate in a thriving community!

85 Orange Street, Englewood

$290,000
2 Beds 2 Baths 0170 Dearborn SubDv. 34223 Zip Code
Discover an exceptional investment opportunity with this duplex property, conveniently situated near the charming and historic Dearborn Street in Old Englewood Village. Within a leisurely stroll, you'll find beautiful parks, unique shops, the local library, Englewood Elementary School, and a delightful array of dining options. Dearborn Street is alive with seasonal produce markets, captivating performances at the Lemon Bay Playhouse, art shows, Waterfest, and a multitude of community celebrations, creating an exciting atmosphere for residents and visitors alike. The beautiful Gulf beaches of Manasota Key are within 3 miles as the seagull flies. Both units are consistently rented, ensuring a reliable income stream for savvy investors. Recent upgrades have been made to enhance the property's value: a durable new roof was installed in 2014 (complete with a third nail for insurance credit), an asphalt parking pad was added in 2016. Please note, the adjacent duplex at 85 Orange Street is also on the market (MLS #D6143328), offering a remarkable chance to acquire an income-generating quadplex. Don't miss out on this incredible opportunity to secure a prime piece of real estate in a thriving community!

95 Orange Street, Englewood

$225,000
5 Beds 2 Baths 0170 Dearborn SubDv. 34223 Zip Code
Rare Opportunity in the Heart of Old Englewood! Located just moments from Dearborn Street, this 5-bedroom, 2-bathroom hurricane-distressed home offers an exceptional opportunity for restoration or new construction. The concrete block lower level has been gutted, providing a blank canvas for renovation, while the upper level remains intact, featuring 2 bedrooms and 2 bathrooms that did not sustain water intrusion. With a 2-car garage and ample space, the possibilities are endless! This property also comes with an ADDITIONAL ADJOINING PARCEL, creating even more potential for expansion, privacy, or future development, making this a truly unique opportunity. Whether you choose to restore the existing home or build an elevated dream home, you'll enjoy breathtaking views of the canal and Lemon Bay, the perfect setting for sunset watching. The prime location is unmatched—just minutes from vibrant shops, restaurants, and stunning Gulf beaches. Don’t miss your chance to create your ideal private retreat or investment property in one of Englewood’s most desirable neighborhoods!

698 & West Perry W Perry Street, Englewood

$625,000
4 Beds 3 Baths 0170 Dearborn SubDv. 34223 Zip Code
Remarkable $80,000 Price Reduction! Discover the Luxury and Privacy of this 2004 Custom Designed, Custom Built 4 Bedroom 3 Bath Beauty with Private Pool by Highly Acclaimed Local Builder Gerrald Barrett. The nearly One Acre Picturesque Lot Captures All the Charm of Old Englewood and is a Short Stroll to Downtown Dearborn Street, Offering Great Restaurants, Coffee Shoppes, Unique Shopping, Community Theatre, Library, Weekly Farmers Market & Outdoor Event Venue. The Wonderful Tiled Walk Way Welcomes You to the Charming Front Porch with Architectural Columns, Palladium Windows and Beautifully Etched Double Doors. The Spacious Open Concept Floor Plan of the Living Room and Dining Room Features 12 Foot Ceilings, Columns, Spectacular Ceiling Fans, Ceramic Tiled Floors and an Abundance Natural Light to Welcome You Home. Fantastic 21 x 15 Family Room Offers the Warmth and Convenience of a Gas Fireplace on Those Chilly Nights. The Kitchen is Fully Equipped with New Appliances, an Abundance of Cabinets with Panty, Including a Breakfast Bar and a Bay Eat In Area. The Primary Bedroom has a Spa-Like Bath with Jacuzzi Tub, Large Shower, Private Toilet and Double Vanity. The Secondary Bedroom Also Offers a Full Bath, and has Additional Bedrooms or a Study. New Roof in 2024. Enjoy Endless Outdoor Fun and Relaxation Soaking Up the Sun at Your Own Private Oasis. Your Living Space Offers Large Covered Patio, Fountain , New Pool Cage in 2023, Amazing Salt Water Pool in 2014. Of Course A Day at The Beach is Just Minutes Away! Schedule an Exclusive Showing Today and Live Your Best Florida Life.

470 Cedar Street, Englewood

$220,000
2 Beds 2 Baths 0170 Dearborn SubDv. 34223 Zip Code
Location, Location, Location! This charming 2-bedroom, 2-bathroom home is just a short drive from the beautiful Englewood Beach, offering the perfect blend of coastal living and convenience. Only a few blocks from the historic charm of Dearborn Street, you’ll enjoy unique shops, dining, and the vibrant Farmers Market every Thursday. Easily walk, bike, or take your golf cart to nearby restaurants, bars, and entertainment spots. For those who love to stay active, the nearby Englewood Sports Complex offers Pickleball courts and plenty of recreational activities. Located in the preferred X.500 flood zone, most lenders do not require flood insurance, giving you peace of mind and potential savings. This home is ready for you to move in and make it your own, offering an incredible opportunity to live in one of Englewood’s most desirable locations. Don’t wait—scoop up this amazing deal before it’s gone! Schedule your showing today and start enjoying the best of Englewood living!

130 Virginia Court, Englewood

$500,000
2 Beds 2 Baths 0170 Dearborn SubDv. 34223 Zip Code
PRIME WATERFRONT OPPORTUNITY ON LEMON BAY WITH 240 FOOT DOCK GRANDFATHERED- IN SARASTOA COUNTY!!!! Discover the unparalleled potential of this prime waterfront property on Lemon Bay. Located at 138 Winson Ave. in the heart of Englewood, this property offers an extraordinary chance to create your dream retreat. While the existing home has been gutted following hurricane damage from Helene and Milton, this blank slate invites you to remodel or start fresh with a brand-new build. This true highlight of this property lies in its breathtaking location. The home offers direct access to Lemon Bay with a 240 foot dock and boat lift (in need of repair) providing unmatched access to the beautiful Lemon Bay and the Gulf of Mexico. Opportunities like this are rare. Whether you envision a total remodel of this existing waterfront home or rebuilding a charming coastal escape, this property sets the stage for an extraordinary lifestyle. This home has so much potential and would be considered a great candidate for being lifted and elevated. This home is located just two blocks from Dearborn Street, a charming and historic area in Englewood, Florida. Situated in the heart of the town's historic district, Dearborn Street is known for its unique blend of old-world charm and modern amenities. The street hosts vibrant community events, including the weekly farmers market on Thursdays and the classic car show on Saturdays. The farmer’s market is a popular destination for foodies and health enthusiasts, offering fresh and locally sourced produce, artisanal cheeses, baked goods, and other delicious treats. Opportunities like this are rare. Whether you envision a modern waterfront masterpiece or a charming coastal escape, this property sets the stage for an extraordinary lifestyle. Don’t miss your chance to own a slice of paradise on Lemon Bay!

138 Winson Avenue, Englewood

$120,000
2 Beds 1 Baths 0170 Dearborn SubDv. 34223 Zip Code
Handyman Special in Prime Old Englewood Location!!!! Discover the potential of this charming 2-bedroom, 1-bathroom home, ideally situated just a few blocks from the vibrant Historic Dearborn Street in the heart of Old Englewood, FL. Nestled on a large lot adorned with mature Florida foliage, this property offers endless possibilities for those with a vision.. Per the seller: Roof replaced in 2019, Electrical panel updated. Needs plumbing estimated repair $5000-$6000. Will need new AC approximately $5000. The living room floor needs to be reinforced structurally. Key Features: - 2 Bedrooms, 1 Bathroom - Shed for Extra Storage - Enclosed Front Porch - Expansive Lot with Mature Florida trees This home is a perfect canvas for investors or handymen looking to create a masterpiece. With its prime location and ample space, the opportunities are limitless. Imagine transforming this space into your dream home or a lucrative investment property. **Cash offers only**. Bring your creativity and envision the possibilities that await with this unique opportunity in Old Englewood. Don't miss out on this gem—schedule a viewing today and let your imagination run wild!

430 Harvard Street, Englewood

$360,000
2 Beds 2 Baths 0170 Dearborn SubDv. 34223 Zip Code
Look no further! This charming cottage is located in the heart of Old Englewood and Downtown Dearborn Street. Grab your golf cart, bike or just a short walk to all the shops and Restaurants this quaint town has to offer. Enjoy the weekly Farmers Market, monthly car shows, fishing on the pier, strolls through Lemon Bay Park or enjoy our local entertainment at the bars/restaurants and coffee shops. This home is being offered turn key and would make for a great home OR investment property. 2 bedroom, 2 bath property with a private and tranquil back yard setting that you and your guests will absolutely love. Some of the unique characteristics of this home are the stained wood ceilings, butcher block countertop, octagon windows, outdoor shower and the tremendous amount of natural sunlight. Truly a gem in this delightful coastal community.

425 W Perry Street, Englewood