Bay Harbor Estates Real Estate

Bay Harbor Estates Real Estate

Welcome to Bay Harbor Estates, a hidden gem nestled in the heart of Florida’s stunning coastline. This charming subdivision is a perfect blend of serene living and vibrant community life, making it an ideal choice for families, retirees, and everyone in between.

Bay Harbor Estates boasts an array of beautifully designed homes that reflect the quintessential Florida lifestyle. With lush landscaping, spacious yards, and modern amenities, each residence offers a unique charm that invites you to relax and unwind. The community is known for its friendly atmosphere, where neighbors become friends and gatherings are a regular delight.

One of the standout features of Bay Harbor Estates is its prime location. Situated just minutes from the sparkling beaches of the Gulf Coast, residents can enjoy sun-soaked days and breathtaking sunsets. The nearby parks and nature trails provide ample opportunities for outdoor activities, whether it’s a leisurely stroll, a vigorous bike ride, or a family picnic.

For those who appreciate the convenience of urban living, Bay Harbor Estates is just a short drive from shopping centers, gourmet restaurants, and cultural attractions. The vibrant local scene offers everything from fresh seafood markets to art galleries, ensuring there’s always something new to explore.

In Bay Harbor Estates, you’re not just buying a home; you’re investing in a lifestyle. Experience the warmth of community, the beauty of nature, and the excitement of coastal living all in one place. Discover your dream home in Bay Harbor Estates today, where paradise awaits!

Newest Listings in Bay Harbor Estates

4 Beds ⋅ 3 Baths ⋅ Bay Harbor Estates SubDv. ⋅ 34224 Zip Code

Welcome to 1040 Bay Harbor Drive, where the Florida lifestyle meets space, comfort, and an incredible Englewood location! Located in desirable Bay Harbor Estates and just approximately 3.5 miles from Englewood Beach, this spacious pool home offers over 2,300 square feet of living space on a generous lot. The home features a split-bedroom floor plan with two primary suites, vaulted ceilings, multiple living and entertaining areas, and an updated kitchen with stainless steel appliances. Step outside to your private pool and outdoor living area — perfect for enjoying Florida sunshine, entertaining family and friends, or simply relaxing at home. Whether you’re looking for a full-time Florida residence, seasonal home, or investment opportunity, 1040 Bay Harbor Drive offers space, location, and Florida living all in one. Schedule your private showing today!

1040 Bay Harbor Drive, Englewood

3 Beds ⋅ 3 Baths ⋅ Bay Harbor Estates SubDv. ⋅ 33776 Zip Code

Cul-de-Sac Retreat Minutes from the Gulf — Turnkey & STR-Friendly Tucked at the end of a quiet cul-de-sac in one of Seminole’s most sought-after pockets, 14462 91st Ave delivers space, flexibility, and location in one package. This 3-bedroom, 2.5-bath two-story home (approx. 1,800 sq ft) places all bedrooms upstairs, leaving the main level open for living, entertaining, and everyday flow. A bonus room adds a home office, playroom, or guest space, and tasteful updates throughout mean you can move in and enjoy rather than renovate. Step outside to a standout fully fenced backyard with mature privacy, a screened porch for morning coffee or evening breezes, and ample room to spread out or add a pool. The cul-de-sac placement ensures minimal through traffic and a sense of privacy. An air-conditioned two-car garage rounds out the practical side, ideal for a workshop, gym, or comfortable year-round storage. Equally compelling as a primary residence or an income-producing property, this home sits in a short-term-rental-friendly area, opening the door to vacation-rental use or a flexible second home. The furnishings are available to convey for a true turnkey setup, and complimentary property management for up to six months may be offered to the right buyer—ask for details. Minutes to Seminole City Center, top-rated schools, and the Gulf beaches. Schedule your private showing today.

14462 91st Avenue, Seminole

Bay Harbor Estates SubDv. ⋅ 33953 Zip Code

Commercial Land Listing Description COMMERCIAL LAND OPPORTUNITY IN NORTH PORT, FL! Position your next investment in one of Southwest Florida’s growing markets. This vacant commercial lot on Franklin Ave in North Port is conveniently located just off Tamiami Trail (US-41), offering a strategic location near established residential communities, multifamily developments, businesses, shopping, dining, and everyday services. The property features approximately 85 feet of frontage along Franklin Ave and approximately 125 feet of depth, providing an opportunity for investors, business owners, or developers looking to secure commercial land in the expanding North Port market. Surrounded by continued residential and commercial development, this location offers convenient connectivity to US-41, North Port, Port Charlotte, Venice, and the greater Sarasota–Charlotte County area. Whether you’re looking to expand your real estate portfolio, secure land for a future business location, or explore development opportunities, this North Port commercial property near Tamiami Trail deserves a closer look. Vacant Commercial Land | Franklin Ave | North Port, FL | Approx. 85’ Frontage | Near Tamiami Trail / US-41

16220 Franklin Avenue, Port Charlotte

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Mikel Chaffee

Mike understands that buying and selling your home is one of, if not the biggest, financial decisions you will make. He knows first-hand the unparalleled value of hard work, dedication and exemplary service. With 13 homes sold in 2025 alone, putting him in the top percentile across the nation. Mike often works with his mom, Debi Chaffee Rose, as a mother-son team. Clients love their collaborative work and combined focus. Mike has a degree in management and operations, and for a number of years held his PGA Golf Certification. This experience gives him an intimate knowledge of many diverse golf and country club communities that make up the Florida lifestyle. 13 Years licensed as a Realtor, he is ready to put his experience to work, for you in any facet. Mike spends his free time with his beautiful wife Meghan, and their 4 Kids here in the town he was raised in, Bradenton Florida. They enjoy going and exploring the sunshine state together as a family.

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