Glenwood Homes with Street Lights Community Features

Welcome to Glenwood, a delightful subdivision nestled in the heart of St. Petersburg, Florida, in beautiful Pinellas County. This charming community is known for its inviting atmosphere and family-friendly environment, making it an ideal place to call home.

Glenwood boasts a variety of well-maintained homes that cater to diverse lifestyles and preferences, ensuring that everyone can find their perfect fit. The architecture here reflects a blend of modern and traditional styles, creating a visually appealing streetscape that residents take pride in. The homes are equipped with street lights, enhancing the safety and ambiance of evening strolls and neighborhood gatherings.

One of the standout features of Glenwood is its strong sense of community. Neighbors often come together for social events, fostering lasting friendships and connections. Whether it’s a weekend barbecue or a holiday celebration, there’s always something happening that brings residents closer together. The community is also pet-friendly, with ample green spaces for furry friends to roam and play.

Conveniently located near shopping centers, parks, and schools, Glenwood provides easy access to everything you need for a fulfilling lifestyle. Enjoy the nearby recreational facilities, where you can engage in outdoor activities, or take a short drive to the stunning Gulf Coast beaches that make Florida living so desirable.

In Glenwood, you’ll discover not just a home, but a vibrant community that emphasizes safety, connection, and a high quality of life. Come explore all that this charming subdivision has to offer and see why Glenwood is the perfect place to settle down and thrive!

Newest Glenwood Homes with Street Lights Community Features

$1,399,000

6 Beds ⋅ 6 Baths ⋅ Glenwood SubDv. ⋅ 33755 Zip Code ⋅ TB8429998 MLS ⋅ Active Status

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

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,