Highland Lakes Homes under $500,000

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Welcome to Highland Lakes, a 55+ community on Lake Tarpon, where comfortable Florida living meets an incredible active-adult lifestyle. This 2-bedroom, 2-bath home offers 1,376 square feet of living space, plus a BONUS ENCLOSED FLORIDA ROOM (not included in square footage). Enjoy your morning coffee, entertain guests, pursue a hobby or simply relax while taking in the surrounding Florida nature and wildlife. The home is located in FLOOD ZONE X and features IMPACT WINDOWS, NEW WATERPROOF VINYL FLOORING, A 3-YEAR-OLD ROOF and a GENERATOR SUBPANEL for added peace of mind. Highland Lakes offers an exceptional array of amenities all included in the low HOA fee. Enjoy unlimited resident golf on three private executive courses or try your hand at tennis, pickleball, bocce and shuffleboard. Take a dip in the olympic-size geothermal-heated pool or spa and mingle with new friends. The clubhouse offers billiards, arts and crafts, woodworking, a lending library and access to the community's lakeside Lodge. Take a tour of Lake Tarpon on the community pontoon boat, and enjoy RV AND BOAT PARKING available to residents, making it easy to enjoy the best of the Florida lifestyle both on and off the water. And then there's the LOCATION, LOCATION, LOCATION. You're approximately 15 minutes from award-winning Gulf Coast beaches, perfect for sunset watching. Head north to the famous Sponge Docks of Tarpon Springs for restaurants and shopping, or south to charming Dunedin for boutique shops, restaurants and entertainment. Innisbrook Golf & Spa Resort is just minutes away, so grab your tickets for the Valspar Championship. Pinellas County parks, Lake Tarpon, cultural attractions, museums, galleries and Tampa Bay's many dining and entertainment destinations are all within easy reach. Tampa International and St. Pete-Clearwater airport are just a short drive away. With the important upgrades already taken care of, all that's left is to pack your bags, clear your calendar and start enjoying the golf, beaches, boating and everything else this incredible Florida lifestyle has to offer.

1382 Glengarry Drive, Palm Harbor

$459,900

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Attention Investors currently rented! Discover the perfect blend of comfort, style, and community in this beautifully renovated home, nestled in Palm Harbor’s premier 55+ golf community. From the moment you step inside, you’ll notice the thoughtful upgrades: fresh paint, new interior doors, elegant crown molding, and brand-new bathrooms. Luxury vinyl floors flow throughout, while abundant natural light and a rare wood-burning fireplace add warmth and charm. The updated kitchen is a true highlight, featuring granite countertops, self-closing cabinets, and new stainless steel appliances. It opens seamlessly to a cozy sitting area and the oversized Florida Room—perfect for hosting friends or simply enjoying a quiet morning coffee. Your spacious master suite is a private retreat with a den/office, walk-in closet, and spa-style bath with a step-in shower. Say goodbye to popcorn ceilings—this home has been fully modernized with today’s finishes. Major systems have been taken care of so you can move in with confidence: a newer electrical panel, on-demand water heater (2025), HVAC (2020), and a whole-house water filtration system. The roof is protected with Roof Max coating, extending its life and providing peace of mind. Add in a cost-saving deep-water well, and this home is truly turn-key. Highland Lakes is known as Tampa Bay’s best value in 55+ living. Residents enjoy free green fees on three private executive golf courses, plus pickleball, tennis, bocce, shuffleboard, 3 pools and beginner clinics to try something new. The clubhouse buzzes with fitness classes, entertainment, and social events, while the Arts & Crafts Annex features woodworking and creative studios. At Lake Tarpon Lodge, you’ll find a heated pool, fishing pier, picnic areas, and community pontoon boats. Free RV and boat storage, a secure lot, and a private boat ramp make life here even more convenient. This isn’t just a house—it’s a gateway to the lifestyle you’ve earned.

2866 Thistle Court N, Palm Harbor

$425,000

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Welcome to this spacious and well-maintained 2-bedroom, 2-bath home in the highly sought-after 55+ community of Highland Lakes! This home offers over 1,700 heated square feet of living space, a flexible office that could also serve as a third bedroom, and plenty of room to make it your own. Nestled on a quiet cul-de-sac with no through traffic, the property features an oversized, nearly quarter-acre lot. Inside, you'll find a versatile floor plan with both a formal living room and a comfortable family room, along with a large Florida room overlooking the spacious backyard. The generously sized primary suite offers plenty of room for a king-size bedroom set, a walk-in closet, an additional built-in closet, and a private en-suite bath with a walk-in shower. The split-bedroom layout provides privacy for guests, with the second bedroom located on the opposite side of the home and conveniently positioned near the hall bath with a tub/shower combination. A 2021 ROOF and location in a non-flood and non-evacuation zone provide added peace of mind. And then there's the Highland Lakes lifestyle! With an incredibly affordable HOA fee of only $164 per month, residents enjoy unlimited FREE golf on three private executive courses, plus tennis, pickleball, bocce, shuffleboard, fitness classes, entertainment, clubs, and countless social activities at the vibrant clubhouse. The private Lake Tarpon Lodge offers a boat ramp, fishing pier, and community pontoon boats, while complimentary RV and boat storage and golf cart-friendly streets make enjoying the community even easier. Ideally located just minutes from beautiful Gulf beaches, shopping, dining, healthcare, professional sporting venues, two international airports, and a cruise port, this home offers an incredible opportunity to enjoy the best of the Florida lifestyle. This home is ready for your personal touch - come see all this wonderful home and exceptional community have to offer!

1745 Dugall Court, Palm Harbor

$395,000

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Virtually Staged. A MUST SEE! Beautifully updated and move-in ready with a charming cottage feel, this 2-bedroom, 2-bath home is nestled in Palm Harbor’s premier 55+ golf community of Highland Lakes. Freshly landscaped and thoughtfully updated, the home welcomes you through an elegant glass front door into a bright, open-concept living space filled with natural light. Fresh modern interior paint, chair rail accents, new fans and fixtures, updated door hardware, and smooth ceilings (no popcorn!) add to the home’s timeless appeal! The spacious Florida room offers peaceful, private green views through hurricane-impact windows and opens through double glass doors to a fully enclosed lanai, not included in the living square footage, providing additional space for relaxing or entertaining. The oversized 1-car garage is truly exceptional, featuring BRAND-NEW epoxy flooring, freshly painted walls, a BRAND-NEW exterior garage door, and a BRAND-NEW mini-split AC system that keeps the space ice cold year-round—perfect for a workshop, hobby space, or additional storage! The beautifully updated kitchen features quartz countertops, solid wood cabinetry, a large pantry, tray ceiling, and a bright eat-in dining nook. The generous primary suite offers a BRAND-NEW renovated walk-in shower, BRAND-NEW vanity with stone countertop, spacious walk-in closet, and an additional built-in closet for plenty of storage. MAJOR updates include a 2019 HVAC system, 2018 electrical panel, hurricane-impact windows, and a cost-saving deep well. Situated in a non-evacuation, high-and-dry zone, this home offers added peace of mind. Highland Lakes offers an exceptional active 55+ lifestyle with a remarkably low HOA fee of just $164/month, including unlimited FREE golf on three private executive courses, tennis, pickleball, bocce, shuffleboard, fitness classes, entertainment, and an array of social activities. Residents also enjoy the lakeside lodge on Lake Tarpon, complete with a private boat ramp, fishing pier, and community pontoon boats, plus FREE RV and boat storage. The community is fully golf cart-friendly, making it easy to enjoy all the amenities and connect with neighbors. Ideally located near Gulf beaches, excellent dining and shopping, top-rated healthcare, major sports venues, two international airports, and a cruise port, this exceptional home offers the perfect combination of comfort, style, amenities, and the active Florida lifestyle. Don’t miss this rare opportunity in Highland Lakes—schedule your private showing today!

2336 Malcolm Drive, Palm Harbor

$265,000

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

This charming single-story, block-built villa located in the desirable Highland Lakes 55+ community features 2 bedrooms, 2 bathrooms, an attached one-car garage, a full-size washer and dryer, and an easy-to-maintain homesite. Per the County, this property is located in a non-flood zone, and there is no CDD in this neighborhood. A standout 2026 upgrade is the replacement of all 8 windows with PGT impact-resistant, ENERGY STAR® windows, offering added storm protection, energy efficiency, and everyday peace of mind. This significant improvement combines durability and efficiency while providing a valuable upgrade for Florida living. Enjoy an exceptional sense of privacy with no neighbor on the right and no neighbor directly behind the property. The villa is surrounded by a huge yard, creating an expansive, open feel with plenty of green space all around. Enjoy the convenience of a thoughtfully sized floor plan that's ideal for year-round Florida living or a seasonal retreat. Nestled within the established Highland Lakes 55+ community in Palm Harbor, this home provides access to the active Florida lifestyle Highland Lakes is known for, with recreational and golf amenities nearby. The location puts you close to shopping, dining, medical facilities, recreation, and everything the Palm Harbor area has to offer, while the Gulf Coast's beautiful beaches and attractions are within easy reach. Whether you're looking to simplify your lifestyle, enjoy the Florida sunshine, or make Palm Harbor your home, 945 Madrid Drive offers an excellent opportunity to enjoy one of northern Pinellas County's established 55+ communities. Less than 30 minutes to St. Pete Beach, which was named the #1 Beach in America and the Fifth Best Beach in the World. Please view two videos: Tour 1 & Tour 2.

945 Madrid Drive, Palm Harbor

$215,000

1 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

LOW HOA • 1-CAR GARAGE • 27 HOLES OF GOLF • LAKE TARPON ACCESS • PET-FRIENDLY • 55+ ACTIVE COMMUNITY INCREDIBLE VALUE IN HIGHLAND LAKES! Enjoy the Florida lifestyle in this charming 1-bedroom, 1.5-bath Palm Harbor villa with an attached 1-car garage. Featuring updates throughout, a bright breakfast nook, enclosed lanai, and convenient laundry area, this home offers comfortable, low-maintenance living with plenty of opportunity to add your own personal style. Pet-friendly—bring your furry friend! The real standout is the Highland Lakes lifestyle! This highly desirable 55+ active adult golf community offers an impressive array of amenities, including 27 holes of golf with no greens fees, heated Olympic-size pool and spa, Lake Lodge pool, pickleball and tennis courts, shuffleboard, clubhouse, fitness activities, social clubs, RV/boat storage, Lake Tarpon access, and community pontoon boats. Whether you enjoy golf, boating, fishing, staying active, entertaining, or meeting new friends, there is always something to do. LOCATION + LIFESTYLE + VALUE! Ideally located in Palm Harbor near Tarpon Springs, Dunedin, Clearwater, St. Petersburg, Gulf beaches, parks, shopping, dining, boating, fishing, and golf. Whether you're searching for a Florida retirement home, seasonal getaway, golf community, or low-maintenance villa, this property checks the boxes. Bring your personal touches and make this your Florida dream home—schedule your showing today!

1652 Highland Club Lane, Palm Harbor

$429,000

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Boasting exceptional curb appeal and a freshly painted exterior, this beautifully updated 2-bedroom, 2-bathroom, 2-car garage home makes a stunning first impression. Nestled quietly at the end of a peaceful cul-de-sac within the highly sought-after Highland Lakes area, this property offers a rare and incredibly unique opportunity: enjoy neighborhood living without the restrictions or mandatory fees of an HOA, while retaining the exclusive, voluntary option for buyers to buy into the community amenities if desired. Step inside to a bright, turn-key interior featuring fresh professional paint and brand-new flooring throughout. The immaculate kitchen comes fully equipped with brand-new, never-used appliances, making the entire home completely move-in ready. The outdoor presentation is just as impressive as the interior, highlighted by its freshly painted facade and immaculate curb appeal that welcomes you home every day. Perfectly situated for the ultimate Florida lifestyle, you are just minutes away from premier local shopping, dining, and pristine area beaches, with Tampa International Airport located approximately 90 minutes away for effortless travel. Call today for your private viewing of this stunning home.

1630 Byrnedale Court, Palm Harbor

$299,900

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Virtually Staged. Welcome to effortless Florida living in this lovely 2-bedroom, 2-bath villa with over 1,300 square feet of living space, plus a fully enclosed bonus lanai and an additional screened patio, located in Palm Harbor’s premier 55+ golf community of Highland Lakes! With soaring vaulted ceilings, an attached 2-car garage, and an impressive list of major updates, this home offers the perfect combination of comfort, style, and peace of mind. Updates include a BRAND-NEW 2026 HVAC, NEW 2025 ROOF, BRAND-NEW 2026 electrical panel to be installed prior to closing, updated windows, and a hurricane-impact glass sliding door! The interior has been freshly painted, with brand-new ceiling fans and fixtures in the main living areas. Inside, the thoughtfully designed split-bedroom floor plan centers around a spacious kitchen featuring abundant counter space, recessed lighting, a built-in pantry, convenient pass-through to the dining/living room combination, and a cozy eat-in nook. The guest bedroom is generously sized and located near the hall bath, which features a tub/shower combination. The expansive primary suite offers a true private retreat with plenty of closet space and an en-suite bathroom complete with a walk-in shower. One of the home’s standout features is the fully enclosed bonus lanai, providing versatile year-round living space that is not included in the home’s heated square footage. Step outside to the additional screened patio and enjoy your morning coffee or beautiful Florida evenings while taking in the peaceful surroundings. Located in pet-friendly Duplex Village II, this villa enjoys the lowest monthly fee in Highland Lakes at just $172/month, which includes cable, internet, lawn service, irrigation, trash, recycling, and pest control. The home is also situated in a non-evacuation zone and safely above the flood plain, providing additional peace of mind. Highland Lakes residents enjoy an active country-club lifestyle for only $164/month, with unlimited golf on three private executive courses, tennis, pickleball, bocce, shuffleboard, fitness classes, entertainment, and a vibrant clubhouse. Residents also have access to the lakeside lodge on Lake Tarpon, featuring a private boat ramp, fishing pier, community pontoon boats, and free RV and boat storage. With a golf-cart-friendly neighborhood and an abundance of activities, there is always something to enjoy. Conveniently located near award-winning Gulf beaches, shopping, dining, top medical facilities, sports venues, and international airports, this rare Highland Lakes villa is truly move-in ready and offers the best of easy Florida living. Don't miss your opportunity to make this beautiful home your own—call today!

3300 Mcmath Drive, Palm Harbor

$324,900

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Tucked into the tree-lined streets of Highland Lakes, one of Palm Harbor's most beloved 55+ golf communities, this beautifully updated 2-bedroom, 2-bathroom villa is ready for its next owner to simply move in and enjoy. From the moment you step through the glass-inset front door into the vaulted foyer, it's clear this home has been thoughtfully cared for and tastefully refreshed from top to bottom. The open-concept living and dining area is bathed in natural light and finished with wood like tile flooring that flows throughout the entire home. A separate formal dining area, illuminated by a designer chandelier, adds a touch of elegance for holiday gatherings and dinner parties. The kitchen is a true showstopper, featuring crisp white shaker cabinetry, appliances, sleek countertops, all wrapped in a layout that keeps the cook connected to the rest of the home. In the kitchen, a versatile dining nook offers the perfect spot for casual meals. Retreat to the spacious primary suite, complete with a generous closet and a spa-inspired en-suite bathroom boasting a walk-in shower, dual granite vanities, and elegant tile work. The comfortable second bedroom sits near a fully updated guest bathroom, making this layout ideal for visitors, a home office, or a hobby room. Updated include a new hot water tank 2026, Windows 2017, Flooring 2021, Front Door 2018, Kitchen Cabinets 2021, Driveway and Sidewalk 2021, A/C 2025, Back Door 2025 Outside, the home's classic Florida charm continues with crisp white stucco, cedar-toned board-and-batten gable accents, and cheerful green shutters, all framed by mature landscaping, a flowering crape myrtle, and swaying palms. Highland Lakes is one of Pinellas County's premier 55+ communities, offering residents access to a private golf course, community pools, tennis courts, a clubhouse with an active social calendar, and a boat ramp with access to Lake Tarpon — all for remarkably low HOA dues. Enjoy the Florida lifestyle just minutes from Innisbrook Golf Resort, John Chesnut Sr. Park, the Gulf beaches, and easy access to Tampa International Airport. This is Florida living at its most carefree — schedule your private showing today.

3217 Mcmath Drive, Palm Harbor

$369,900

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Beautiful Villa in a Prime Highland Lakes Location! Don’t miss this well-maintained and thoughtfully updated 2-bedroom, 2-bath villa in one of Highland Lakes’ most desirable locations. This inviting home showcases elevated ceilings, a highly sought-after floor plan, and a spacious layout designed for comfortable Florida living. The two generously sized bedrooms feature excellent flexibility for guests, a home office, or a private retreat. The oversized garage provides abundant space for your vehicle, storage, golf cart, bicycles, tools, and everything that comes with the Florida lifestyle. The updated kitchen includes beautiful wood cabinetry, granite countertops, and an excellent appliance package. The spacious living room features plenty of room to relax or entertain, and both bathrooms have been tastefully updated with a clean, contemporary style. The additional Florida room is a great feature—perfect for entertaining, hobbies, reading, crafting, home office, or simply enjoying the natural light and peaceful surroundings. Additional features include updated impact-rated insulated windows, updated textured ceilings (no popcorn), a 2018-dimensional shingle roof, whole house water filtration system, updated electrical panel with a separate generator transfer station panel. A wonderful solar tube skylight that adds natural light into the main living area and more!!!Property is in a no flood zone and a non-evacuation zone for peace of mind. Highland Lakes is a premier 55+ community showcasing an exceptional Florida lifestyle with unlimited free golf green fees on three 9-hole executive courses, a beautiful clubhouse, two swimming pools, tennis, pickleball, bocce ball, numerous clubs and activities, and countless opportunities to meet and socialize with neighbors. Residents also enjoy access to 2,600-acre Lake Tarpon through the community’s private boat ramp and nearby dock. Volunteer boat captains are available to take residents out on the lake, making it easy to enjoy boating and the natural beauty of one of the area’s most desirable recreational destinations. The Lake Tarpon Lodge features additional amenities, including a second pool and spa, along with convenient onsite nearby RV and boat storage. Conveniently located near Tampa, two major Airports, Gulf beaches, parks, shopping, dining, and entertainment, this villa showcases spacious living, meaningful updates, and an exceptional Florida lifestyle. If you’ve been waiting for the right villa in Highland Lakes, this one is worth seeing.

3253 Mcmath Drive, Palm Harbor

$439,000

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

Virtually Staged. Welcome to this beautifully renovated 2-bedroom, 2-bath, 2-car garage home in the highly desirable Highland Lakes 55+ Community. Offering approximately 1,632 SF of thoughtfully updated living space, this move-in-ready residence combines modern finishes with the exceptional lifestyle that has made Highland Lakes one of Palm Harbor's premier active adult communities. The bright, open floor plan is ideal for both everyday living and entertaining. At the heart of the home is a stunning new kitchen featuring elegant quartz countertops, custom cabinetry, and brand-new stainless steel appliances. Extensive recent improvements include a new roof, new HVAC system, new electrical panel and outlets, updated plumbing fixtures, beautifully remodeled bathrooms, luxury finishes throughout, and a newly renovated, air-conditioned bonus room that provides the perfect space for a home office, hobby room, or additional living area. The spacious layout also includes formal living and dining areas, a comfortable family room, generously sized bedrooms, and a laundry area in the oversized two-car garage. Highland Lakes offers an unmatched resort-style lifestyle with HOA amenities that include unlimited golf on three executive courses (27 holes) with no greens fees, an Olympic-size geothermal heated pool and spa, tennis, pickleball, bocce, shuffleboard, and a vibrant clubhouse featuring billiards, a library, woodworking shop, arts and crafts studios, fitness programs, and an extensive calendar of clubs, activities, and social events. Residents also enjoy exclusive access to the Lake Tarpon Lodge, complete with private boat launch, fishing pier, pontoon boat cruises, RV and boat storage, and scenic lakefront recreation. Ideally located just minutes from shopping, dining, medical facilities, Gulf beaches, and Tampa International Airport, this exceptional home offers the perfect blend of luxury updates, low-maintenance living, and an active Florida lifestyle. Don't miss this rare opportunity to own a fully renovated home in one of Palm Harbor's most sought-after 55+ communities. Be sure to view the Matterport 3D Tour and floor plans, then schedule your private showing today!

2958 Dundee Drive, Palm Harbor

$299,900

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code

OPPORTUNITY KNOCKS IN HIGHLY SOUGHT-AFTER HIGHLAND LAKES! Welcome to one of Palm Harbor's premier 55+ golf communities, where resort-style amenities and an active lifestyle await. This very spacious 2-bedroom, 2-bath split plan home feels much bigger when you walk in then the actual heated square footage due to the addition of a florida room and bonus room. This home can easily be turned into a 3 bedroom and offers exceptional value and endless potential for buyers looking to make it their own.This is one you must see in person to understand and fully appreciate it's potential. Inside, you'll appreciate the generous layout featuring two separate living areas plus a versatile bonus/flex room just off the kitchen, ideal as a family room, Florida room, home office, hobby space, or reading retreat. The split-bedroom floor plan provides added privacy for both owners and guests. The kitchen features solid wood cabinetry, newer stainless steel appliances, abundant storage, and a functional layout that opens to the main living areas. Impact-resistant windows throughout the home are under warranty, only 4 years old and provide peace of mind, energy efficiency, and storm protection, while plantation shutters add charm and character in several rooms. A Brand New water heater was installed this year in 2026. Roof is 2009 and in very good shape. AC works good but is older. Some areas of the home feature tile flooring, while others offer carpet, giving buyers the opportunity to update and personalize the home to their own taste and style. The seller has already relocated, making this an excellent opportunity to own one of the best values in Highland Lakes. Life in Highland Lakes is second to none! Residents enjoy an incredible array of amenities, including: Unlimited golf on a 27-hole executive golf course (three private 9-hole courses included with HOA membership) Two community pools, including a 125,000 gallon geothermal-heated Olympic sized pool with heated whirlpool spa at the clubhouse, plus a second geothermal-heated pool overlooking beautiful Lake Tarpon Tennis and pickleball courts Clubhouse with fitness center and activity rooms Billiards, woodworking, ceramics, arts & crafts, and hobby studios Dozens of clubs, social events, dances, classes, and year-round activities Scenic walking paths and picturesque lakes Lake Tarpon access with community pontoon boats, fishing opportunities, and RV/boat storage (subject to association availability) Whether you're searching for a full-time Florida residence or the perfect seasonal retreat, this home offers great bones, a spacious and functional floor plan, valuable upgrades, and the chance to create your dream home in one of Palm Harbor's most desirable active adult communities. Bring your vision and discover why Highland Lakes continues to be one of Tampa Bay's most sought-after 55+ communities!

2942 Macalpin Drive W, Palm Harbor

Highland Lakes Homes under $500,000

Newest Highland Lakes Homes under $500,000