Glenwood Real Estate

Welcome to Glenwood, a hidden gem nestled in the heart of beautiful Florida! This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and everyone in between. With its lush landscapes, friendly neighborhoods, and a strong sense of community, Glenwood is where you’ll find the perfect place to call home.

One of the standout features of Glenwood is its picturesque surroundings. The subdivision is enveloped by stunning natural beauty, with mature trees and well-maintained parks that invite outdoor activities. Residents can enjoy leisurely strolls or invigorating jogs along the scenic trails, or spend time in one of the local parks, perfect for picnics and playdates.

Glenwood is conveniently located near essential amenities, including shopping centers, restaurants, and schools, making daily life a breeze. Families will appreciate the highly-rated schools in the area, ensuring that children receive a quality education. Plus, with easy access to major highways, commuting to nearby cities or enjoying a day at the beach is just a short drive away.

The community spirit in Glenwood is palpable, with regularly organized events and gatherings that foster connections among neighbors. Whether it’s a summer barbecue, holiday celebration, or community clean-up, there’s always something happening that brings residents together.

If you’re seeking a serene yet vibrant community where you can plant your roots, Glenwood is the perfect destination. Discover your dream home in this delightful subdivision and experience the best of Florida living!

Newest Listings in Glenwood

$339,000

3 Beds ⋅ 2 Baths ⋅ 2152940 MLS

YOU WILL FALL IN LOVE with this incredibly unique, enchanting retreat on a SPRAWLING 1/3 ACRE LOT. Like something out of a storybook, this home is surrounded by lush landscaping, terraced gardens, stunning retaining walls, and winding paved walkways. Every inch of the outdoor space has been designed to create a peaceful, artistic, park-like setting that is both luxurious and inspiring. From the multiple levels throughout the grounds, to the cozy fire pit area, this is a home that invites you to slow down, breathe, and connect with nature. Inside, the atmosphere radiates warmth and amazing energy. Natural light pours through every room, highlighting the beautifully refinished original hardwood floors and framing breathtaking views from every single window -- truly not a bad view in the house. Anyone craving a home with heart, will appreciate its calming energy and soulful character.

4635 Glenwood Avenue, Jacksonville

Courtesy of 1 PERCENT LISTS FIRST COAST

Listing courtesy of 1 PERCENT LISTS FIRST COAST.

Listing courtesy of JAMIE ALLENBAUGH from 1 PERCENT LISTS FIRST COAST.

$1,190,000

3 Beds ⋅ 3 Baths ⋅ TB8518888 MLS

Experience South Tampa living in this beautiful 3-bedroom, 2.5-bathroom townhome with a loft and two extra bonus rooms, offering modern luxury with no HOA fees in one of the most sought-after neighborhoods just off Bayshore Boulevard. Thoughtfully updated, the open-concept main level showcases rich hardwood flooring, soaring ceilings, and an abundance of natural light that seamlessly connects the living, dining, and kitchen spaces. The spacious first-floor primary suite serves as a private retreat, featuring a completely renovated ensuite bath with dual vanities, a walk-in shower, and an oversized closet. Upstairs, two generously sized bedrooms and the loft share an updated bathroom. Two additional bonus rooms provide flexible space for a home office, fitness area, playroom, or media room, with one opening to a private front balcony. Additional highlights include a two-car garage, ample under-stair storage, and a convenient first-floor powder room. The fully fenced backyard offers a private outdoor escape with endless possibilities to create the backyard of your dreams. Located within the highly desirable Plant High School district and just minutes from downtown Tampa, Hyde Park Village, and South Howard’s vibrant dining and shopping scene, this exceptional townhome combines stylish updates, spacious living, and an unbeatable location in one of Tampa’s most walkable and dog-friendly neighborhoods.

2504 W Tennessee Avenue Unit A, Tampa

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 813-839-3800

$350,000

3 Beds ⋅ 2 Baths ⋅ O6409003 MLS

Welcome to 178 Washington Avenue, Lake Mary. This 3 Bedroom, 2 Full Bathroom home has a split floor plan and is walking distance to downtown Lake Mary. Situated on a corner lot of nearly half an acre with mature trees and NO HOA. The back yard is fully fenced. Updates: New electrical panel and wiring throughout home 2022, septic & drainfield replaced 2020, home replumbed 2022. Tile & laminate floors throughout the home -- no carpet. This is a great opportunity to buy in the area and make the home your own. Zoned for Lake Mary Elementary, Greenwood Lakes Middle and Lake Mary High.

178 Washington Avenue, Lake Mary

Listing courtesy of COLDWELL BANKER REALTY. 407-333-8088

$975,000

4 Beds ⋅ 3 Baths ⋅ TB8475912 MLS

This beautifully remodeled 4-bedroom, 3-bathroom home sits on an oversized corner lot in one of South Tampa’s most desirable locations — just minutes from Bayshore, Fred Ball Park, and the vibrant restaurants and nightlife of South Howard. The home has been thoughtfully upgraded with new flooring throughout, new kitchen countertops, new cabinetry, and quality finishes, making it completely move-in ready. As you enter, you're welcomed by a wide entryway and a cozy sitting room to the right, creating a warm and inviting first impression. The spacious, fully upgraded kitchen features brand-new countertops, updated cabinets, a built-in bar, and counter seating — perfect for entertaining family and guests. Toward the rear of the home, you’ll find a dedicated dining area and a large family room that opens seamlessly to the backyard and covered porch, ideal for indoor-outdoor living. The layout offers flexibility and privacy, with one bedroom and full bath tucked away separately. Down the hall are two additional bedrooms and the primary suite, which includes an adjoining den or sitting area — perfect for a home office, nursery, or private retreat. Outside, the expansive yard provides plenty of space to host gatherings, create a pool oasis, or design your dream outdoor entertaining space. Investment Opportunity: This oversized corner lot presents a rare development opportunity — zoning allows for up to three townhomes to be built. Surveys, plans, and additional details are available upon request. Whether you're looking for a beautifully upgraded home in the heart of South Tampa or a prime redevelopment opportunity, this property delivers both lifestyle and investment potential.

2302 S Arrawana Avenue, Tampa

Listing courtesy of KELLER WILLIAMS SOUTH TAMPA. murraycoleman@kw.com

$399,900

2 Beds ⋅ 2 Baths ⋅ TB8470316 MLS

Well-maintained 2 bedroom, 2 bath single family home with a 2 car garage and spacious circular driveway. This solid block and stucco residence features an open floor plan with tile flooring throughout, ceiling fans, and a bright kitchen with eating space. Sliding glass doors lead to a large covered lanai overlooking the fully fenced backyard with vinyl privacy fencing. Recent updates include a new A/C (2021) and a whole-house generator installed in 2020 that automatically starts during power outages. Extra shelving in the garage provides ample storage. Range, dishwasher, refrigerator, washer, and dryer are all included. Public utilities. Conveniently located just a short drive to beaches, schools, shopping, dining, downtown, and easy interstate access.

5534 22nd Avenue N, St Petersburg

Listing courtesy of CENTURY 21 BEGGINS ENTERPRISES. 813-658-2121

$649,900

4 Beds ⋅ 3 Baths ⋅ TB8453434 MLS

PRICE IMPROVEMENT NOW $649900!! 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 $649900

505 N Highland Avenue, Clearwater

Listing courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION. 727-489-0800

$1,399,000

6 Beds ⋅ 6 Baths ⋅ TB8429998 MLS

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

Listing courtesy of COMPASS FLORIDA LLC. (305) 851-2820

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