Highland Lakes Homes with Pool Amenities

Highland Lakes Homes with Pool Amenities

Welcome to Highland Lakes, a serene and inviting subdivision nestled in the heart of Florida, where the sun shines bright and the lifestyle is nothing short of extraordinary. This charming community offers a perfect blend of comfort, convenience, and recreational opportunities, making it an ideal place to call home.

Highland Lakes is renowned for its stunning homes, many of which feature exquisite pool amenities that transform your backyard into a personal oasis. Imagine lounging by your sparkling pool on a warm Florida afternoon, hosting summer barbecues, or enjoying tranquil evenings under the stars. These homes are designed for both relaxation and entertainment, ensuring that every day feels like a vacation.

In addition to the luxurious poolside experience, residents of Highland Lakes enjoy a vibrant community atmosphere. The neighborhood is surrounded by lush landscaping and scenic views, creating a picturesque setting for leisurely strolls or morning jogs. With nearby parks, recreational facilities, and a variety of shopping and dining options, everything you need is just a stone’s throw away.

Families will appreciate the top-rated schools in the area, fostering an environment where children can thrive. Whether you’re seeking a peaceful retreat or an active lifestyle, Highland Lakes offers it all. Embrace the Florida sunshine and discover the joy of living in a community that truly feels like home. Explore the available properties today and take the first step toward your dream home in Highland Lakes, where every day is a celebration of life and leisure!

Newest Highland Lakes Homes with Pool Amenities

1196 Woodfield Court, Palm Harbor
$474,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Gorgeous golf course views! Welcome to luxury living in Golf View Villas of Highland Lakes, Palm Harbor’s premier 55+ golf and lakefront community! This reimagined beauty boasts one of the largest floor plans in the community and is ideally situated on a premium corner homesite allowing plenty of guest parking. Enjoy the Highland Lakes vibe and a lifestyle that brings stunning golf course views upon entry! Charming, screened front porch brings you to a beautiful lead glass entry door and on to fabulous, engineered hardwood flooring in common areas and bedrooms. The magnificent, updated kitchen is accented by breathtaking, furniture quality custom cabinetry with glass front accents, extensive butler shelves and oversized crown molding, breakfast bar with pendent lighting, tons of designer granite counter space, undermount lighting and stainless appliances. The kitchen conveniently includes an eat-in area. The spacious primary bedroom has a walk-in closet and an updated ensuite bath with a dual sink vanity and glass enclosed walk-in shower as well as an indulgent bidet! The split floor plan allows for ultimate privacy. Large windows look out and a French door leads to the patio and stunning golf course views. Serene and inviting for morning coffee or afternoon cocktails. Other notable features include newer impact windows and high-grade flat ceiling texture with fabulous upscale recessed lighting. Golf View Villas residents enjoy the care-free freedom of no exterior maintenance worries. The low monthly fee includes lawncare, irrigation, trash pickup and exterior painting. Cable TV and internet services are also included! Unlike many golf communities, Highland Lakes club membership conveys with purchase. Resort style amenities include greens fees on 3 private executive courses, pickleball, tennis & more. The main clubhouse is the center for entertainment & social events with a friendly country club atmosphere. There are regular fitness programs, a club for virtually any interest, and an Arts & Crafts Annex with woodshop, studios & classes. The Lake Tarpon Lodge offers a second heated pool, picnic & party facilities, fishing pier, and community pontoon boats. There is free RV or boat storage in a secure lot with a boat ramp, open dock & kayak storage racks. Highland Lakes is close to Gulf beaches, bike & hiking trails, restaurants & shopping, rich cultural resources, exciting pro sports, excellent medical services & two international airports. Everything you need is here and it is all high & dry above the flood plain. This is it! Live the dream!

1196 Woodfield Court, Palm Harbor

5546 Rosewall, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34748 Zip Code
*EASY LIFESTYLE*YARD MAINTENANCE INCLUDED*FURNISHED-MOVE RIGHT IN* This home is the lifestyle you need now for easy full-time living or for seasonal living. You can lock the door and walk away with no worries. Enter the cute little courtyard where you can sit out and visit with neighbors. Once inside, you'll find the kitchen on the left. There is a pantry, small eating area and plenty of good cabinet and counter top space. Large, modern rectangular stainless steel sink is wonderful. The living/ding room is a great size, with high ceilings, storage for dishes, tablecloths, games and a solar tube. This room continues to the Florida room. What at great place to relax, read a book and see pretty green space. This room contains a sleeper sofa. The split floor plan offers a large bedroom, a good-sized closet and bath at each end of the home. Primary bath features a vanity area, 2 separate sinks, step-in shower. 2nd bath has a tub/shower combo. What a great plan for guests! This home offers lots of good closet/storage space--look up in bedroom 2. There is an attached garage for your convenience. Roof was replaced in 2020. New water heater in 2024. Updated electric panel box. Your monthly fee includes lawn maintenance, water for irrigation, termite bond, exterior washing and escrow account for siding and roof replacement. Highland Lakes is a wonderful, friendly, active, 55+, gated community. This home is in near proximity to the clubhouse. The beautiful clubhouse contains a large arena with a walking track, indoor pickleball and tennis courts, stage for shows and concerts, room for dinners, bingo and more. Also in the clubhouse you'll find a fitness room, library, billiard room, craft room, rooms for card playing etc. You can stay active with indoor and outdoor swimming pools, bocce, shuffleboard, horseshoes, and softball. There's a wonderful craftsman shop and free boat and RV parking in the community. Location is convenient to shopping, restaurants, banks and major highways and attractions. Come and see this home today!!!

5546 Rosewall, Leesburg

1622 Highland Club Lane, Palm Harbor
$319,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
RARE SUTTON PLACE MODEL—JUST 0.2 MILES FROM THE CLUBHOUSE! Skip the busy-road golf cart ride and enjoy being just steps from Highland Lakes’ clubhouse. JUST $164/MONTH HOA—YES, REALLY! This pet-friendly villa offers incredible value in one of Palm Harbor’s most sought-after 55+ communities. This beautifully maintained 2-bedroom, 2-bath villa features 1,100+ square feet, a screened-in front porch, an oversized garage with room for your car AND golf cart, and a tucked-away stone patio perfect for morning coffee or relaxing outdoors. Step inside to a welcoming foyer that opens to a spacious living room with a clear sightline to the rear sliding glass doors and peaceful, landscaped patio. The practical layout places both bedrooms and bathrooms on one side, with the kitchen, dining area, and garage access on the other. VALUABLE UPDATES & EVERYDAY SAVINGS: Roof and A/C approximately 6 years old; water heater approximately 3 years old; newer carpet; microwave and stove updated in 2023; and newer garage door opener. Owners report average summer electric bills of approximately $75. ONLY $164/MONTH HOA—AND PET-FRIENDLY! Enjoy Highland Lakes’ active lifestyle, including an executive 27-hole golf course, two pools, tennis, pickleball, fitness activities, clubs, arts and crafts, a lakeside lodge, captained pontoon outings on Lake Tarpon, a fishing dock, boat access, and RV/boat storage. HIGHER GROUND, ADDED PEACE OF MIND. Located on some of Pinellas County’s higher ground, this villa is outside a designated flood zone and hurricane evacuation zone—important considerations when choosing a Florida home near the coast. PALM HARBOR LIVING, WITH TAMPA BAY WITHIN REACH. Nearby shopping includes Publix, Walmart, Trader Joe’s, and Sprouts. Explore the restaurants, local boutiques, and live music of downtown Palm Harbor, Dunedin, and Tarpon Springs. Enjoy the Gulf beaches of Honeymoon Island, nature trails, wildlife, and spectacular sunsets. Tampa International Airport, downtown Tampa, and downtown St. Petersburg are generally about 30–40 minutes away, depending on traffic and destination. DON’T MISS THIS RARE HIGHLAND LAKES FIND! A desirable Sutton Place model, close to the clubhouse, pet-friendly, and just $164/month HOA—an exceptional combination of location, lifestyle, and value. SCHEDULE YOUR PRIVATE SHOWING TODAY!

1622 Highland Club Lane, Palm Harbor

1382 Glengarry Drive, Palm Harbor
$390,000
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

2950 Curling Court, Palm Harbor
$300,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Exceptional value in highly sought after Highland Lakes! This beautifully remodeled 2-bedroom, 1.5-bath, 1 car garage single family home is ideally situated on a desirable oversized corner lot in one of Florida’s premier 55+ communities. The home offers a fresh, modern feel with new windows, new interior and exterior paint, Completely remodeled kitchen with brand new cabinetry, quartz countertops, stainless steel appliances, updated lighting, and laminate wood flooring throughout. The beautiful fully remodeled bathrooms feature new tile, faucets, finishes, and fixtures. A spacious enclosed Florida room with air conditioning provides additional living space and the perfect spot to relax or entertain. Major updates include a newer A/C system installed in 2024 and a new electrical panel installed in 2023. Highland Lakes offers an exceptional resort-style lifestyle. Residents enjoy an impressive array of amenities, including lighted tennis and pickleball courts, two sparkling pools, shuffleboard courts, a clubhouse with fitness center and auditorium, and exclusive access to the Lake Tarpon Lodge featuring a boat ramp, dock, and community pontoon boats for enjoying beautiful Lake Tarpon. With its extensive amenities, active social atmosphere, and Florida lifestyle, Highland Lakes is a wonderful place to call home. Move-in ready, beautifully updated, and packed with desirable upgrades, this is one you won’t want to miss!

2950 Curling Court, Palm Harbor

945 Madrid Drive, Palm Harbor
$255,000
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

26744 Racquet Circle, Leesburg
$269,000
3 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34748 Zip Code
Virtually Staged. **PRICE Just REDUCED** WELCOME to 26744 Racquet Circle where your next chapter begins. Once through the welcoming screened entry way, you’ll be greeted by a spacious view of the living space with lots of natural light. The move-in ready, recently professionally painted 2,017 square foot home features luxury vinyl plank and tile flooring throughout, a 3-bedroom 2-bathroom split floor plan and an oversized 2-car garage with screen sliders. The bright and spacious kitchen with its stainless-steel package and gas range, Corian countertops, breakfast nook and bar with generous storage with pull-out cabinets and an abundance of countertops. The open concept of the kitchen overlooks the family room which is designed for both everyday living and entertainment. On the other side of the family room is a Florida room – a tranquil retreat with a wet bar to relax in or step outside to the adjoining screened patio which is perfect for outdoor living. The primary bedroom offers an ensuite bathroom with dual sinks, a jetted and relaxing soaker tub, a walk-in shower with a Rain showerhead, and a large walk-in closet. On the other side of the home, the spacious 2nd and 3rd bedrooms have oversized closets. This flexible floor plan is perfect for guests, hobbies or an office. Upgrades include a 2019 ROOF, a 2022 WATER HEATER, and recently installed REVERSE KITCHEN OSMOSIS and WATER SOFTNER SYSTEMS. The convenient indoor laundry room with a gas dryer adds to the home's convenience while the transferable termite bond brings peace of mind. The Carrier 2014 HVAC system has been maintained semi-annually. Highland Lakes is one of Lake County’s most established and rich amenity 55+ communities offering an impressive array of amenities for only $135- a month. Residents enjoy the sparkling indoor and outdoor pools along with a spacious clubhouse with a fitness center, game and meeting rooms, billiards and ping pong, a craft room with a kiln, an extensive library, a catering kitchen, an indoor arena with a stage for live entertainment and community events. Outdoor amenities include walking trails, fishing ponds, lighted tennis and pickleball courts, shuffleboard, bocce ball, horseshoe pits, a softball field with concession stand, a covered picnic pavilion with grills, a Craftsmen Club / Wood Working Shop (join for just $12 annually), an RV and boat storage (included in HOA), a golf driving range and catch and release fishing lakes. Enjoy the peaceful surroundings of Highland Lakes which are designed for an engaging lifestyle. Schedule a showing today!

26744 Racquet Circle, Leesburg

1207 Timberbrooke Drive, Palm Harbor
$654,999
3 Beds ⋅ 3 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
This extensively reimagined Highland Lakes residence offers an exceptional combination of thoughtfully selected finishes and serene Florida living in a non-flood zone. Nearly every detail has been beautifully updated, including an expansive addition creating a stunning new primary suite designed to feel like a private retreat. The primary suite features an impressively spacious bedroom filled with natural light, en-suite bathroom complete with spa-inspired walk-in shower featuring floor to ceiling porcelain tile and luxurious rainfall showerhead. Enjoy the custom double vanity with designer LED-backlit mirrors and elevated designer fixtures and hardware. The primary suite boasts an oversized walk-in closet fully equipped with custom built-in shelving. Elegant glass French doors open directly to the completely renovated outdoor patio. Step outside and discover one of the home's most remarkable features: a beautifully finished expansive outdoor living area with new wood-paneled ceilings and recessed lighting overlooking approximately 17 acres of open land behind the property! The peaceful, unobstructed backdrop creates an extraordinary sense of privacy, space and serenity rarely found in the community. At the heart of the home is a completely remodeled kitchen showcasing custom wood shaker cabinetry, granite countertops and a collection of premium appliances. A generous center island provides abundant additional prep and storage space while offering comfortable seating for casual dining and entertaining. The thoughtful floor plan also includes a dedicated indoor laundry room with LG washer and dryer set, making everyday living as functional as it is stylish. The extensive improvements continue with waterproof flooring throughout the main living areas, plantation shutters, beautifully remodeled bathrooms featuring porcelain tile and modern finishes, updated home insulation in 2023, and fresh interior and exterior paint completed in 2023. Hurricane-impact windows and doors installed in 2023. Major systems have received the same attention. Improvements include a new electrical panel in 2024, updated electrical associated with the addition, a new irrigation system in 2024, exterior night-vision surveillance cameras and alarm system, newer garage door installed in 2022, and two HVAC systems-the primary system replaced in 2021 and a second system added with the new addition in 2024. A 50-gallon water heater was replaced in 2022, complemented by an additional tankless water heater serving the primary suite. Roof dates to 2017, with a substantial portion completed in 2024 in conjunction with the addition. Located in the highly sought-after 55+ Highland Lakes community of Palm Harbor, your low monthly HOA provides access to an array of amenities including unlimited free golf on three executive courses, community pools and lively club house with fitness center. Conveniently located near two major airports, with close proximity to Gulf beaches, shopping, entertainment, and medical facilities. This is more than an updated home- it is a thoughtfully transformed property offering substantial high-end improvements and exceptional indoor-outdoor lifestyle. From the designer-inspired finishes to the peaceful open-land views beyond the patio, this home truly must be experienced in person. We now have official measurements by county- SQFT is 2,018 heated, (2,818 total including garage and patio).

1207 Timberbrooke Drive, Palm Harbor

2958 Dundee Drive, Palm Harbor
$429,000
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

133 Stafford Circle, Palm Harbor
$359,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
OH MY GOODNESS.... The cutest of the cute... This adorable single family home in sought out spectaculer HIGHLAND LAKES on LAKE TARPON is a 55+Community with FREE 3 EXECUTIVE GOLF courses... waiting just for you! PRIDE OF OWNERSHIP AND VERY WELL MAINTAINED HOME COMES TO MIND WHEN ENTERING THIS HOME.... A charming 2 bedroom, 1.5 bath 1 car garage will check all the boxes...ROOF (2026) ... AIR CONDITIONING (2026)... TANKLESS WATER HEATER (NEWER) ....UPGRADED BREAKER BOX...WATER SOFTENER (NEWER)...CROWN MOLDING IN ALL ROOMS... NEUTRAL COLORS...ALL HURRICANE RESISTANT WINDOWS (NEWER) 2 SCREENED IN FLORIDA ROOMS FOR ENTERTAINING.... DOORS REMOVED TO EXTEND LIVING AREA FOR A FAMILY ROOM...BEAUTIFUL TEXTURED DRIVEWAY ....The backyard has a park like setting with loads of LANDSCAPING for PRIVACY.. FRONT YARD had beautiful lush landscaping too. Driveway has a special look/coating....This wonderful community sits on Lake Tarpon...for pontoon boat rides sign up at Clubhouse once you before a Home Owner here with Lunch at Tarpon Turtle. The Clubhouse has many clubs and amenities for it's residents. Pickelball, tennis, bocce ball, shuffleboard, Men's Club, Women's Club, Water Aerobics, Line Dancing, Yoga. Photography Club, Wood Working, Ceramics Take a tour of Clubhouse at 3300 MacGregor Drive with heated pool and Jazucci The Clubhouse on Lake Tarpon has heated pool too.FREE Boat & RV Storage at this location. Don't miss this opportunity to Own a WONDERFUL home in Highland Lakes. You won't regret it... .

133 Stafford Circle, Palm Harbor

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