Glenwood Homes with Pool

Glenwood Homes with Pool

Welcome to Glenwood, a picturesque subdivision nestled in the heart of Clearwater, Florida, within the beautiful Pinellas County. This charming community is the perfect blend of suburban tranquility and vibrant coastal living, making it an ideal spot for families, retirees, and everyone in between.

Glenwood is renowned for its inviting atmosphere and friendly neighbors, creating a sense of belonging that is hard to find elsewhere. The tree-lined streets are perfect for leisurely strolls, and the well-maintained parks provide ample opportunities for outdoor activities. With its proximity to stunning beaches, shopping centers, and top-rated schools, Glenwood offers residents the convenience of urban life while maintaining a peaceful, residential feel.

One of the standout features of homes in Glenwood is the abundance of properties boasting private pools. Imagine spending sun-soaked afternoons lounging by your own oasis, hosting summer barbecues, or enjoying a refreshing dip after a long day. These homes with pools are designed for relaxation and entertainment, providing the perfect backdrop for creating cherished memories with family and friends.

In addition to their inviting outdoor spaces, the homes in Glenwood showcase a variety of architectural styles and modern amenities, ensuring there’s something for everyone. Whether you’re seeking a cozy single-family home or a spacious abode for your growing family, Glenwood has it all.

Experience the charm of Glenwood, where community spirit thrives, and the allure of Florida living is at your doorstep. Discover your dream home today and embrace a lifestyle filled with sunshine, warmth, and endless possibilities!

Newest Glenwood Homes with Pool

$639,900
4 Beds ⋅ 3 Baths ⋅ Glenwood SubDv. ⋅ 33755 Zip Code
PRICE IMPROVEMENT NOW $639900!! BEAUTIFUL 4BR 2 & 1/2 BATH POOL HOME IN CLEARWATER!! THIS IS A GREAT FAMILY HOME WITH HUGE ROOMS AND LARGE LIVING SPACES!! THE GIGANTIC PRIMARY BEDROOM HAS A BIG WALK IN CLOSET THAT IS CURRENTLY CONVERTED TO A 5TH BEDROOM!! LIVING ROOM IS LARGE WITH COZY FIREPLACE AND OPENS WITH 12FT SLIDERS TO FANTASTIC RECREATION OASIS!! HEATED POOL, OUTDOOR KITCHEN AND TABLE THAT SEATS 12!! THE GARAGE HAS BEEN CONVERTED TO A MEDIA AND GAME ROOM WITH LOTS OF GAMES, AND CUSTOM LIGHTING!! THERE IS A LARGE CIRCULAR DRIVE THAT WILL ACCOMMODATE SEVERAL VEHICLES!! MAKE YOUR APPOINTMENT TO SEE THIS HOME SOON!! HOME HAS BEEN OPERATED AS A VACATION RENTAL, REPORTS AVAILABLE. ASKING PRICE $639900

505 N Highland Avenue, Clearwater
$1,399,000
6 Beds ⋅ 6 Baths ⋅ Glenwood SubDv. ⋅ 33755 Zip Code
Live in Resort-Style Luxury While Earning Passive Income! Welcome to paradise in the heart of Clearwater — just 10 minutes from the world-renowned Clearwater Beach, within walking distance to Clearwater Country Club, and in an A-RATED school district. This beautifully updated and income-generating MULTIFAMILY QUADPLEX resort combines timeless elegance with modern upgrades, offering a truly unique blend of residential comfort and business potential. Whether you're looking to live in style while offsetting your mortgage or expand your portfolio with proven 5-star short and long term rental success, this property delivers. Zoned for FIVE UNITS, with the potential of earning over $200,000 in annual rental income, this high-performing asset comes fully furnished and turnkey — ready for immediate occupancy for multigenerational living or continued rental use. Set on a spacious 1/3 acre CORNER LOT, the centerpiece is a 1925 Mediterranean masterpiece bursting with original charm and character. Inside you’ll find terracotta tile floors, original red oak hardwood floors and red oak accents through out, soaring ceilings, 10" baseboards, rope twist door and window molding, a cozy fireplace, natural gas burning appliances, AND an ATTACHED MOTHER IN LAW SUITE WITH A PRIVATE ENTRANCE! The chef-inspired kitchen features a gas range, granite countertops, stainless steel appliances, and ample cabinet space. The primary home features an attached mother in law suite that can either be utilized with main home access or can remain separate to create two units. The other two apartments are located in the detached building adjacent to the pool. Each of the four units on this property boasts private entrances and has been thoughtfully remodeled with modern touches and inviting décor — perfect for vacationers or long-term tenants alike. Step outside to your private oasis: a resort-style pool with a brand new gas heater surrounded by a pavered entertaining deck complete with an outdoor kitchen and bar, brand new $12,000 hot tub, pool table, and a variety of games — ideal for hosting guests or relaxing in style. Additional features include a woodworking shed and storage shed for hobbyists or added storage, a 40-foot parking space for an RV or camper with electrical hookups and water, and fully landscaped grounds offering privacy and charm. This multifunctional property is a rare gem in one of Clearwater’s most desirable locations, nestled within the historic Glenwood neighborhood. Whether you want a luxe home with unmatched character, an income stream, or both — this quadplex is the ultimate lifestyle and investment package.

1500 Maple Street, Clearwater
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