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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
e 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 surrounded by a pavered entertaining deck complete with an outdoor kitchen and bar, 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.
Property Details
Price: $1,499,000
Sq Ft: 3,850
($389 per sqft)
Bedrooms: 6
Bathrooms: 5
Partial Baths: 1
City: Clearwater
County: Pinellas
Type: Single Family Reside
Development: Glenwood
Acres: 0.37
Virtual Tour/Floorplan:
View
Year Built: 1925
Listing Number: TB8429998
Status Code: A-Active
Taxes: $3.00
Tax Year: 2024
Garage:
2
Furnishings: Furnished
Pets Allowed: Cats OK, Dogs OK
Interior Features:
Ceiling Fans(s)
Eat-in Kitchen
Elevator
Primary Bedroom Main Floor
PrimaryBedroom Upstairs
Stone Counters
Thermostat
Walk-In Closet(s)
Financial Information:
Taxes: $3.00
Tax Year: 2024
Exterior Features:
Awning(s)
Courtyard
French Doors
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Private Mailbox
Rain Gutters
Sidewalk
Storage
Equipment:
Bar Fridge
Dishwasher
Dryer
Microwave
Range
Range Hood
Refrigerator
Tankless Water Heater
Washer
School Information:
Elementary School: Skycrest Elementary-Pn
Middle School: Dunedin Highland Middle-Pn
Junior High: Dunedin Highland Middle-Pn
High School: Clearwater High-Pn
Additional Information:
MLS Area: 33755 - Clearwater
Price per Square Feet: $389.35
Total Floors: 2
Water: Public
Lot Desc.: Corner Lot, Historic District, Landscaped, Near Golf Course, Near Public Transit, Oversized Lot, Private, Sidewalk, Paved
Construction: Block, Concrete
Date Listed: 2025-09-22 15:09:03
Pool: Yes
Pool Type: Heated, In Ground, Lighting
Private Spa: Yes
Furnished: Furnished
Windows: Rods, Shades, Window Treatments
Garage Spaces: 2
Flooring: Brick, Ceramic Tile, Tile, Wood
Roof: Other, Tile
Heating: Central, Other
Cooling: Central Air, Ductless
Pets: Cats Ok, Dogs Ok
Sewer: Public Sewer
Map of 1500 Maple Street, Clearwater, FL 33755
Listing Courtesy Of: Compass Florida Llc
katie.patterson@compass.com