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Highland Lakes Houses for Sale

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  • /70

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,230 Sq Ft

    3499 Cedar Ln, Palm Harbor, FL 34684

    NON FLOOD ZONE, NON EVACUATION ZONE, AND MAINTENANCE-FREE LIVING in this Villa that acts and feels like a Single Family Home! Low Monthly Maintenance fee of $227 covers the yard, Water, Sewer, Trash, Cable, and Paint on Exterior every 7 years, while the $164 a month grants you access to all the FUN. The attached ONE-CAR GARAGE keeps out of the weather as it conveniently enters into the UPDATED

    Agent Photo

    Sheri Ragsdale

    RAGSDALE RESIDENTIAL REALTY

    (727) 270-9838

    3499 Cedar Ln, Palm Harbor, FL 34684
  • /52

    $379,000

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft

    1657 Glengarry Dr, Palm Harbor, FL 34684

    IDEALLY LOCATED, ACROSS THE STREET FROM THE CLUBHOUSE, this home puts you JUST STEPS AWAY from all the action in Pinellas County's most sought-after 55+ community - Highland Lakes on Lake Tarpon including the HEATED POOL and PICKLEBALL! REAP the BENEFITS of a NEW ROOF in 2021 with Brand-New gutters (April 2025), an UPDATED ELECTRICAL PANEL, a 2020 HVAC System, FRESHLY PAINTED EXTERIOR AND

    Agent Photo

    Sheri Ragsdale

    RAGSDALE RESIDENTIAL REALTY

    (727) 270-9465

    1657 Glengarry Dr, Palm Harbor, FL 34684
  • /17

    $375,000

    • 2 Beds
    • 2 Baths
    • 1,466 Sq Ft

    3569 Oak Lake Dr, Palm Harbor, FL 34684

    One or more photo(s) has been virtually staged. The time is now to jump on the house!!! PRICE REDUCTION....Welcome to 3569 Oak Lake Drive, a delightful single-family home nestled in the heart of Palm Harbor's esteemed Highland Lakes community. This residence offers a harmonious blend of comfort, style, and active living in one of Florida's most sought-after 55+ neighborhoods.Step inside to

    Agent Photo

    Lou Tutko

    PARADISE LIFE REALTY

    (727) 295-3788

    3569 Oak Lake Dr, Palm Harbor, FL 34684
  • /32

    $175,000 Open Sat 1PM - 3PM

    • 1 Bed
    • 1 Bath
    • 949 Sq Ft

    2735 Sherbrooke Ln Unit D, Palm Harbor, FL 34684

    Introducing a beautiful one-bedroom, one-bath condominium that boasts an air-conditioned FLORIDA ROOM and an attached garage, located in a desirable corner unit villa style. This stunning property features a spacious living room that seamlessly flows into the dining area. French doors open to a rare Florida room (additional 135 square feet), which can serve as a second bedroom or a comfortable

    Agent Photo

    Run Gilliam

    FUTURE HOME REALTY INC

    (727) 857-8295

    2735 Sherbrooke Ln Unit D, Palm Harbor, FL 34684
  • /56

    $676,000 Open Fri 12AM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,244 Sq Ft

    3901 Tarian Ct, Palm Harbor, FL 34684

    Welcome to the Reserve at Lake Tarpon, where everyday living feels like a retreat. Nestled in one of Palm Harbor’s most beautiful neighborhoods, this 3-bedroom, 2-bathroom pool home with a 3-car garage offers the perfect blend of comfort, convenience, and the outdoor Florida lifestyle. Surrounded by tree-lined streets, nearby parks, and easy access to US-19, Tampa Road, Highland Lakes Elementary,

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    Jodi Avery

    KELLER WILLIAMS REALTY- PALM H

    (727) 624-0301

    3901 Tarian Ct, Palm Harbor, FL 34684
  • /78

    $468,900

    • 2 Beds
    • 2 Baths
    • 1,578 Sq Ft

    2866 Thistle Ct N, Palm Harbor, FL 34684

    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

    Mickey Arruda KNOWN REAL ESTATE LLC

    2866 Thistle Ct N, Palm Harbor, FL 34684
  • /50

    $449,999

    • 3 Beds
    • 2 Baths
    • 2,164 Sq Ft

    3948 Tarpon Pointe Cir, Palm Harbor, FL 34684

    Welcome to your new chapter in the ultimate 55+ community! Located in the desirable Pristine Pointe section of Highland Lakes, this home isn't just a place to live—it's your gateway to an unparalleled active lifestyle. This delightful 3-bedroom, 2-bath home offers flexible living space with both a living room and a family room, perfect for hosting or simply spreading out. The spacious kitchen

    Susan Sorensen KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

    3948 Tarpon Pointe Cir, Palm Harbor, FL 34684
  • /55

    $419,900 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,238 Sq Ft

    3284 Gorse Ct Unit 13, Palm Harbor, FL 34684

    Updates Galore in this gorgeous two bedroom two full bath Villa! NO expense was spared in renovations! Enphase Solar Panels with Batteries installed (cost $46,000.). Solar Panels significantly lower monthly electric bill ($30. average monthly bill). The recent kitchen renovation created a large open dining space complete with stunning cabinetry, high-end stainless appliances, granite countertops,

    Janet Gosch CHARLES RUTENBERG REALTY INC

    3284 Gorse Ct Unit 13, Palm Harbor, FL 34684
  • /100

    $339,000

    • 2 Beds
    • 2 Baths
    • 1,332 Sq Ft

    3202 Mcmath Dr, Palm Harbor, FL 34684

    Welcome to this updated 2-bedroom, 2-bathroom villa located in Highland Lakes, Palm Harbor’s active 55+ golf community. Offering 1,332 sq ft of living space with a split floor plan, the home includes vaulted ceilings, new tile throughout the home, and brand new carpet in the primary bedroom, fresh interior paint, and new HVAC unit with replaced ductwork. The two-car garage has also been freshly

    Robert Porter LOMBARDO TEAM REAL ESTATE LLC

    3202 Mcmath Dr, Palm Harbor, FL 34684
  • /92

    $414,900

    • 2 Beds
    • 2 Baths
    • 1,247 Sq Ft

    1334 Glengarry Dr, Palm Harbor, FL 34684

    Beautifully Renovated 2 Bedroom-2Bathroom+2 Car Garage Home in the Premier Golf Course 55+ Community of Highland Lakes! Discover the perfect blend of comfort, convenience and vibrant living in this meticulously maintained home. Enter through the leaded glass front door to the open concept layout of the living room, dining room and the custom kitchen with large island work space, wood cabinetry,

    Jahn Chrisochos BLAKE REAL ESTATE INC

    1334 Glengarry Dr, Palm Harbor, FL 34684
  • /46

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,332 Sq Ft

    3204 Mcmath Dr, Palm Harbor, FL 34684

    Welcome to this beautifully updated villa in Palm Harbor’s premier 55+ golf community of Highland Lakes! This stunning home features soaring vaulted ceilings, brand NEW luxury vinyl flooring, updated windows, and a brand NEW 2025 roof, offering peace of mind and timeless style. Perfectly positioned in one of the community’s most desirable locations, the villa backs to tranquil green space and

    Amanda Justus COLDWELL BANKER REALTY

    3204 Mcmath Dr, Palm Harbor, FL 34684
  • /49

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    1164 Rustlewood Ct, Palm Harbor, FL 34684

    Nestled in the highly sought-after Golf View Villas of Highland Lakes, Palm Harbor’s premier 55+ golf and lakefront community, this beautifully maintained villa offers the perfect blend of comfort, convenience, and stunning natural beauty. Situated on an elevated lot ideally positioned between two tranquil ponds on the Blue Course, this home boasts a desirable split and open floor plan designed

    Amanda Justus COLDWELL BANKER REALTY

    1164 Rustlewood Ct, Palm Harbor, FL 34684
  • /60

    $339,900

    • 2 Beds
    • 2 Baths
    • 1,230 Sq Ft

    1401 Camelot Ct, Palm Harbor, FL 34684

    One or more photo(s) has been virtually staged. All Big Ticket Items BRAND NEW! Brand New Roof (2025), Brand New A/C Unit (2025), Brand New Luxury Vinyl Wood Plank Flooring in main living areas and bedrooms (2025), New Ceiling Fans in Living Room and Patio (2025), and a Freshly Painted Interior (2025)!Welcome to the sought-after Highland Lakes lifestyle in this charming, refreshed 2

    Christina & Bill DeVine COASTAL PROPERTIES GROUP INTERNATIONAL

    1401 Camelot Ct, Palm Harbor, FL 34684
  • /23

    $345,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    946 Madrid Dr, Palm Harbor, FL 34684

    This spacious end unit Villa is located on a quite dead end street with no property directly behind. This 2 bedroom/ 2 bath villa has freshly painted neutral colored walls & vaulted ceilings, beautiful new flooring & baseboards throughout, ducts & A/C cleaned, ultra violet light installed to alleviate mold & mildew, all new kitchen appliances & sink fixtures, water softner with a water purifier

    Joanne Sellinger WEICHERT REALTORS EXCLUSIVE PROPERTIES

    946 Madrid Dr, Palm Harbor, FL 34684
  • /45

    $379,400

    • 2 Beds
    • 2 Baths
    • 1,535 Sq Ft

    2113 Malcolm Dr, Palm Harbor, FL 34684

    Step into light and bright Florida living with this spacious home offering over 1,500 heated square feet of comfort and style! Enjoy peace of mind with a brand NEW ROOF & ELECTRICAL PANEL (2025). The open layout features a perfect living and dining room combo, while the centrally located kitchen serves as the heart of the home featuring an oversized pantry closet & convenient pass-through window

    Amanda Justus COLDWELL BANKER REALTY

    2113 Malcolm Dr, Palm Harbor, FL 34684
  • /47

    $344,900

    • 2 Beds
    • 2 Baths
    • 1,330 Sq Ft

    2967 Macalpin Dr N, Palm Harbor, FL 34684

    Welcome to this beautiful and spacious 2-bedroom, 2-bathroom home with a bonus enclosed lanai, perfectly situated on a large corner lot in Palm Harbor’s highly sought-after 55+ golf community of Highland Lakes. This move-in ready home features BRAND new luxury vinyl flooring, elegant crown molding, and an abundance of natural light flowing through updated hurricane-impact windows. The

    Amanda Justus COLDWELL BANKER REALTY

    2967 Macalpin Dr N, Palm Harbor, FL 34684
  • /20

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    776 Lakewood Dr, Palm Harbor, FL 34684

    BEAUTIFUL NEW FRONT DOORS, FORMAL LIVING ROOM, DINING ROOM, BEDROOM HAS A VIEW OF THE LAKE AND GREEN AREA - YOU WILL ENJOY WATCHING THE DEER AND ALL THE BIRDS THAT ARRIVE EVERYDAY. NEWER KITCHEN WITH 2 LAZY SUSANS AND A PULL OUT FOR YOUR SPICES, EAT-IN KITCHEN. TWO BEDROOM-TWO BATHS, SPLIT BEDROOM PLAN, ALL WINDOWS LOOKING OVER PRESERVE HAVE BEEN REPLACED. OVERSIZED ONE CAR GARAGE WITH OPENER

    Sharon O'Flannery CHARLES RUTENBERG REALTY INC

    776 Lakewood Dr, Palm Harbor, FL 34684
  • /70

    $364,000

    • 2 Beds
    • 2 Baths
    • 932 Sq Ft

    1496 Queen Anne Dr, Palm Harbor, FL 34684

    Welcome to your private Oasis. This stunnng home features a large yard and bright and airy interiors. Inside you will find beautiful plantation shutters throughout. In the kitchen sleek Corian countertops and all new appliance. This two bedroom gem boast gorgeous lamiinate flooring and a bright cheerful lanai with an additional patio space for grilling or store your golf cart. It is situatd

    Garnet Diane Thompson CHARLES RUTENBERG REALTY INC

    1496 Queen Anne Dr, Palm Harbor, FL 34684
  • /24

    $199,900

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    1107 Queen Anne Dr Unit D, Palm Harbor, FL 34684

    MOTIVATED SELLER! Welcome to your maintenance free, non-flood zone (high elevation), updated villa-style condo in the highly sought after 55+ golf community of Highlands Lakes! This 2 bed 2 bath home has wood-like laminate flooring, carpet and tile in a spacious floor plan, living/dining room combo with attached garage access, an abundance of natural light, and vibrant colors. The hallway leads

    James Cornett BENOOT REALTY

    1107 Queen Anne Dr Unit D, Palm Harbor, FL 34684
  • /59

    $329,900

    • 2 Beds
    • 2 Baths
    • 1,332 Sq Ft

    3201 Mcmath Dr, Palm Harbor, FL 34684

    Welcome to your slice of paradise, featuring a brand new roof just installed in August 2025! This FULLY FURNISHED 2-bedroom, 2-bathroom villa is nestled on a private corner lot in one of the area's most sought-after 55+ golf communities. Offering peace, privacy, and comfort, this home is the perfect blend of convenience and low-maintenance living. Step inside to find a spacious, fully

    Darren Augustowski AGILE GROUP REALTY

    3201 Mcmath Dr, Palm Harbor, FL 34684
  • /32

    $229,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    1130 Orange Tree Cir W Unit C, Palm Harbor, FL 34684

    Move in ready, remodeled Villa home looking for a new owner. Maintenance FREE, centrally located, Palm Harbor 55+ community. HIGH AND DRY during last years hurricanes and a NON-EVACUATION ZONE. Close to multiple Shopping Plazas including the new Trader Joes. Many recent UPDATES include HURRICANE WINDOWS, HVAC System, including all Duct Work, LUXURY Vinyl Plank floors, Hot Water Tank, Water

    Mark Edwards EASY STREET REALTY

    1130 Orange Tree Cir W Unit C, Palm Harbor, FL 34684
  • /58

    $313,500

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    1021 Tartan Dr Unit C, Palm Harbor, FL 34684

    Nestled in the highly sought-after 55+ Greenview Villas of Highland Lakes, this lovingly maintained 2-bedroom, 2-bathroom villa with a one-car garage is ready for its new owner. This charming home is full of warmth, personality, and thoughtful updates, offering comfortable living both inside and out. Curb appeal meets coastal charm with a freshly manicured lawn, a crisp white garage, and pops of

    Ali Schaaff RE/MAX ACTION FIRST OF FLORIDA

    1021 Tartan Dr Unit C, Palm Harbor, FL 34684
  • /27

    $399,999

    • 2 Beds
    • 2 Baths
    • 1,546 Sq Ft

    2875 Lomond Dr, Palm Harbor, FL 34684

    Tucked away at the end of a peaceful cul-de-sac in the highly sought-after 55+ community of Highland Lakes, this charming home sits on one of the largest lots in the neighborhood—surrounded by mature shade trees that offer both privacy and tranquility. Inside, you'll find upgraded windows throughout, solid surface countertops, and a spacious two-car garage with an extended driveway. Step outside

    CYNJUN DIEHL KELLER WILLIAMS TAMPA CENTRAL

    2875 Lomond Dr, Palm Harbor, FL 34684
  • /50

    $389,900

    • 2 Beds
    • 2 Baths
    • 1,519 Sq Ft

    2608 Camille Dr, Palm Harbor, FL 34684

    Spacious and updated, this home features one of the most desirable floor plans in Palm Harbor's premier 55+ golf community, Highland Lakes. Inside, you'll find updated luxury vinyl flooring, fresh interior paint throughout, newer fans/fixtures, and an abundance of natural light that creates a bright and welcoming atmosphere. Designed for comfort and convenience, the home includes a large indoor

    Amanda Justus COLDWELL BANKER REALTY

    2608 Camille Dr, Palm Harbor, FL 34684
  • /56

    $415,000 Open Sat 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,548 Sq Ft

    3224 Hilary Cir, Palm Harbor, FL 34684

    Charming 2BR/2BA Single Family Home in Highly Sought-After Highland Lakes 55+ Active Community!Welcome to your dream home in the vibrant Highland Lakes, an exclusive 55+ active community where lifestyle meets comfort. This beautiful 2-bedroom, 2-bath residence features a spacious 2-car garage and an open floor plan with soaring cathedral ceilings that create a light and airy feel

    Kim Adams RE/MAX ELITE REALTY

    3224 Hilary Cir, Palm Harbor, FL 34684
  • /35

    $409,900

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft

    3053 Gregor Ct Unit 14, Palm Harbor, FL 34684

    This wonderful three bedroom, two bath and two car garage home is now available! Located on a cul de sac and no flood zone, it’s the perfect place to call home! The floor plan offers a front screened porch, welcoming foyer, large formal living room, adjacent dining area, galley kitchen with breakfast nook, water filtration system, numerous pantry cabinetry, bright enclosed Florida room, primary

    Heidi Pecora RE/MAX ACTION FIRST

    3053 Gregor Ct Unit 14, Palm Harbor, FL 34684
  • /43

    $289,900

    • 2 Beds
    • 1.5 Baths
    • 978 Sq Ft

    2950 Curling Ct, Palm Harbor, FL 34684

    Welcome to easy Florida living in this well-maintained home nestled on a large corner lot in the sought-after 55+ community of Highland Lakes. Featuring a brand-new HVAC (2024), updated electrical panel (2023), newer roof and hot water heater, this home is move-in ready with major upgrades already completed & just looking for your own personal updates! Step inside to find a bright and versatile

    Amanda Justus COLDWELL BANKER REALTY

    2950 Curling Ct, Palm Harbor, FL 34684
  • /36

    $333,333

    • 2 Beds
    • 2 Baths
    • 1,269 Sq Ft

    2955 Briar Cliff Dr, Palm Harbor, FL 34684

    Nestled in the heart of Palm Harbor’s sought-after Highland Lakes community, this charming single-family home offers a blend of comfort and potential. Spanning 1,269 square feet, this residence features two bedrooms, two bathrooms, and a versatile layout, providing ample space to create your ideal living environment. While the home maintains much of its original character, it presents a wonderful

    George Barnette LPT REALTY, LLC.

    2955 Briar Cliff Dr, Palm Harbor, FL 34684
  • /68

    $329,900

    • 2 Beds
    • 2 Baths
    • 1,332 Sq Ft

    3210 Mcmath Dr, Palm Harbor, FL 34684

    Nestled in one of the most sought after streets in the comunity this stunning duplex offers cathedral ceilings and a serene pond backdrop creating a refreshing and peaceful atmosphere. The home boasts abundant naural light with plenty of windowws, an updated kitchen and laminate flooring in each bedroom. Both bathrooms have been tastefuly updated for a modern tiouch Key features include a 5-6

    Garnet Diane Thompson CHARLES RUTENBERG REALTY INC

    3210 Mcmath Dr, Palm Harbor, FL 34684
  • /62

    $314,000

    • 2 Beds
    • 2 Baths
    • 1,288 Sq Ft

    3466 Maclaren Dr, Palm Harbor, FL 34684

    NOT PET RESTRICTIONS AND LOW HOA FEES!! Are you dreaming of becoming a Snowbird or are you looking for a seasonal investment home? You’ll love this beautifully updated villa, located in the desirable Highland Lakes retirement community in Palm Harbor. The home features an open-concept design, seamlessly connecting the kitchen, living, and dining areas—ideal for both entertaining and everyday

    Regan Pappas REAL BROKER, LLC

    3466 Maclaren Dr, Palm Harbor, FL 34684
  • /47

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    2739 Sherbrooke Ln Unit B, Palm Harbor, FL 34684

    Price Reduced! No Flood Zone and No Land Lease! High and Dry Located in Desirable Golf Community of Highland Lakes. Ready to Move in! Gorgeous Updated Villa features Immaculate 2 Bedrooms 2 Baths and 1 Car Garage! Completely Updated! Your Dream Kitchen awaits with Granite Countertops and Shaker Cabinets with Stainless Steel Appliances! Light and Bright with High Quality Flooring. Master Bedroom

    Linda Karpathios COLDWELL BANKER REALTY

    2739 Sherbrooke Ln Unit B, Palm Harbor, FL 34684
  • /44

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    3283 Hilary Cir Unit 2C, Palm Harbor, FL 34684

    Discover the Florida lifestyle in this resort-style, corner lot 2-bedroom, 2-bath villa in Highland Lakes, Palm Harbor's premier 55+ golf community. Enjoy maintenance-free living and access to three private executive golf courses, tennis, pickleball, bocce, and shuffleboard courts, as well as a heated pool and spa. The large clubhouse offers a variety of activities, including concerts, social

    Gissel Fonseca Taylor made properties FUTURE HOME REALTY INC

    3283 Hilary Cir Unit 2C, Palm Harbor, FL 34684

Home Trends in Highland Lakes, FL

Housing Trends

Median Sale Price
$349,762
Median Single Family Sale Price
$400,000
Median Townhouse Sale Price
$140,000
Median 2 Bedroom Sale Price
$202,500
Median 1 Bedroom Sale Price
$157,000
Average Price Per Sq Ft
$244
Number of Homes for Sale
59
Last 12 months Home Sales
184
Months of Supply
3.80
Median List Price
$359,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-1%
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