Location: Highland Lakes, Palm Harbor
Do Not Show Listings
3113 MISSION GROVE DR #3113, PALM HARBOR, FL 34684
$129,00057 Days on yellowkey MLS ID: TB8502104
REDUCED by $5,900 (4.4%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 866 Built: 1976Monthly Fee: $164 Tax: $2,570 (2025)Community: Highland Lakes Mission Grove CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,570
Elementary School: Highland Lakes Elementary-PN
High School: Palm Harbor Univ High-PN
Tax Year: 2025
Middle School: Palm Harbor Middle-PN
Remarks: CUTE AS A BUTTON....... A Condo that fits ALL needs for a VACATION GETAWAY or FULL TIME Residence. Located across from a peaceful and tranquil pond for relaxation and enjoyment. Walk down the street to your OWN COMMUNITY pool with CLUBHOUSE. Laundry facilities located too in that building with Restrooms. This CONDO is on QUIET street, off the main street of HIGHLAND LAKES. This 2 bedroom, 2 bath condo with one car carport is waiting for it's new OWNER. The main clubhouse is a short walk up the street TO 3300 MacGregor Drive to main clubhouse with Olympic Pool and Jacuzzi. The Community which sits on Lake Tarpon offers many Amenities for all Owners such as woodworking, yoga, line dancing, ceramic classes, pickelball, tennis, water aerobics, 3 FREE Executive Golf Courses, Men's Club, Women's Club. Singles Club. You can stay as BUSY as you would like or NOT! Highland Lakes is located with easy access to local airports, Tampa International and St. Pete Clearwater. Beaches are 25 minutes away. Sign up for a Pontoon Boat Ride on Lake Tarpon with Lunch at the famous Tarpon Turtle. Come see this adorable CONDO today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Ally Gambrel (727-776-1013)
1603 GLENGARRY DR, PALM HARBOR, FL 34684
$315,00012 Days on yellowkey MLS ID: TB8518447
0 Days Off yellowkey (back on 6/15/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1224 Built: 1979Monthly Fee: $164 Tax: $1,533 (2025)Community: Highland LakesSingle Family
Taxes:$1,533
Elementary School: None
High School: None
Middle School: None
Remarks: MULTIPLE OFFER SITUATION. HIGHEST & BEST DUE BY 12 PM ON 6/15/26. Great opportunity awaits the discerning buyer who can visualize the creation of their own personalizations in their new home. Fresh paint and new flooring alone will transform this property into a home! And the most expensive ticket items - roof and A/C - are already taken care of for you! Roof is from July 2023 ad HVAC system is from May 2024! Don't let cosmetics keep you from making a smart investment! Especially since the seller graciously priced the home below retail value so you can do so without over improving for the neighborhood. This is a 2 bed, 2 bath split design home with 2 living areas and a huge, covered rear porch. Your home sits in an "X" flood zone, so flood insurance is optional but not required. Highland Lakes is in Palm Harbor’s premier 55+ golf community where residents enjoy an unparalleled country club lifestyle for a fraction of the cost. You will love this vibrant, amenity rich and golf cart friendly community offering free and unlimited golf on 3 private 9 hole courses, a temperature controlled pool at the main clubhouse, many social events and entertainment, countless clubs, fitness classes, tennis and pickleball courts, shuffleboard, bocce ball, walking paths, ceramics and woodworking facilities and more. Additionally, there is also a lakefront clubhouse featuring another pool, pontoon boats, fishing deck, and free RV/boat storage. All of this for only $164 a month HOA fee! And your new home is literally 5 doors away from the main clubhouse, so you can walk, bike, or hop in your golf cart to embrace all of these amazing new adventures on a daily basis! You'll also come to appreciate the easy access to award winning Gulf Beaches, dining, shopping, banking, medical facilities, and two international airports both within a 30 minute drive. Make this your next year round residence or a truly memorable vacation home until you're ready to retire and start living every day as if you're on a permanent vacation! Call to schedule your showing today! Information contained herein and room measurements are to be verified by buyer.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Virginia Werneken Pa (727-207-5738)
3028 GREGOR CT, PALM HARBOR, FL 34684
$469,00012 Days on yellowkey MLS ID: TB8518008
1 Days Off yellowkey (back on 6/14/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1765 Built: 1980Monthly Fee: $164 Tax: $6,679 (2025)Community: Highland LakesSingle Family
Taxes:$6,679
Middle School: Carwise Middle-PN
Remarks: If you are looking for a spacious, “move-in-ready”, two-bedroom, two-bathroom home within Highland Lakes, look no further. This home takes the phrase “move-in ready” to the next level and has been meticulously maintained and has a BRAND NEW ROOF, which was installed in May of 2026 and comes with a 7-year transferrable warranty. Virtually, every aspect of this house has been either redone or replaced. Some of the key updates are listed as follows: to include but not limited to, high impact windows and doors; water softener; hot water heater; recently painted throughout; new Stainmaster carpet in both bedrooms; all kitchen cabinets were repainted and new hardware was installed; newer kitchen appliances; granite counter-tops; Lutron lighting throughout (allows you to adjust the lighting from an app on your phone); and a Ring security system with sensors at all doors and windows. Ideally located on a cul-de-sac, this home benefits from all the amenities within Highland Lakes: unlimited golfing, heated pools, shuffleboard, access to Lake Tarpon, and much more… The community of Highland Lakes is just minutes away from some of Pinellas County’s top-rated beaches, downtown Dunedin, and Tarpon Springs. The Tampa International Airport and the St. Pete Clearwater airports are less than an hour away. With a low monthly HOA fee and no flood insurance required, this house is not expected to last long. ***NOTE*** - Seller has purchased a transferable one-year home warranty from American Home Shield.
Listing Agent: John Waugh (727-421-4406)
2819 THISTLE CT S, PALM HARBOR, FL 34684
$364,90021 Days on yellowkey MLS ID: TB8515135
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1288 Built: 1978Monthly Fee: $164 Tax: $174 (2025)Community: Highland LakesSingle Family
Taxes:$174
Remarks: Looking for an exceptional active adult golf community in Tampa Bay? Discover Highland Lakes! Palm Harbor's premier 55+ golf community offers an outstanding lifestyle with something for everyone. Enjoy a full array of recreation, fitness, entertainment, social activities, clubs, and hobby programs in a welcoming country club atmosphere. Don't miss this beautifully updated and meticulously maintained Hialeah model. This inviting home features two spacious bedrooms, two full bathrooms, a large living and dining area, a comfortable family room, and a generous enclosed patio perfect for relaxing or entertaining. Best of all, no flood insurance is required, and the home is conveniently located near shopping, restaurants, world-class Gulf beaches, medical facilities, and Tampa Bay's many cultural and recreational attractions. Come experience the active Florida lifestyle at Highland Lakes. This is Florida living at its best!
Listing Agent: Matthew Burkel (727-492-3469)
2828 HIGHLANDS BLVD #A, PALM HARBOR, FL 34684
$249,90034 Days on yellowkey MLS ID: TB8508182
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1000 Built: 1974 Tax: $2,977 (2025)Community: Highland Lakes CondoCondo
Taxes:$2,977
Remarks: Welcome to this stunning two-bedroom, two-bath home located in the highly desirable Highland Lakes and Andover Village active 55+ golf community. Beautifully renovated and thoughtfully upgraded, this residence offers the perfect blend of comfort, style, convenience, and an exceptional Florida lifestyle within a vibrant golfing community. Step inside and immediately appreciate the bright open-concept layout filled with natural light, modern luxury vinyl flooring, updated ceiling fans throughout, and elegant contemporary light fixtures. The beautifully redesigned kitchen features gorgeous granite countertops, upgraded cabinetry, and all-new stainless-steel appliances — perfect for both everyday living and entertaining. The spacious primary suite offers a relaxing private retreat complete with a walk-in closet and a beautifully renovated en-suite bathroom featuring a luxurious jacuzzi tub — the perfect place to unwind at the end of the day. The fully updated guest bathroom is equally impressive, offering stylish finishes and convenient double sinks for added comfort and functionality. Additional valuable upgrades include a newer electrical panel, tankless water heater providing energy-efficient hot water on demand, and participation in Duke Energy’s Energy Wise program to help reduce monthly utility costs. Peace of mind comes easy with new hurricane-impact windows and a new garage door, while the home’s elevation — approximately 81 feet above sea level — offers added confidence and security. The attached one-car garage with direct kitchen access adds convenience, and the enclosed front porch surrounded by windows creates a bright and welcoming bonus living space ideal for relaxing year-round. Residents enjoy membership in both the Highland Lakes Master Association and Andover Village, providing access to three heated pools along with an incredible variety of amenities including three 9-hole golf courses, pickleball, tennis, shuffleboard, clubhouse events, dances, fitness and health classes, lakeside gatherings, and popular arts and crafts studios featuring ceramics, stained glass, pottery, and woodworking facilities. Best of all, exterior maintenance is included in your HOA fee allowing you more time to enjoy the active, social, and carefree lifestyle this outstanding community is known for. Don’t miss this opportunity to own a beautifully upgraded condo in one of the area’s most welcoming and active 55+ communities!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Sue Hirsch (727-255-3027)
2137 MALCOLM DR, PALM HARBOR, FL 34684
$424,900161 Days on yellowkey MLS ID: TB8462729
REDUCED by $4,900 (1.1%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1319 Built: 1978Monthly Fee: $164 Tax: $2,812 (2024)Community: Highland Lakes Unit SixSingle Family
Taxes:$2,812
Tax Year: 2024
Remarks: **Price Improvement - BRING OFFERS** This is the one you’ve been waiting for in the ever active, Golfcart friendly 55+ Highland Lakes! This MOVE-IN READY gem WITH 200 EXTRA SF OF SPACE, offers a seamless blend of sophisticated design, comfort and value. Practicality meets peace of mind with a 2021 ROOF, usable well for LOW-COST irrigation, 16-SEER Trane AC, reinforced garage door, JELD-WEN 'tip out' windows, 2018 electric panel/water heater and back room that ADDS 200+ SF OF HEATED AND COOLED SPACE. Enter through the SCREENED front porch to find inside newer vinyl flooring and porcelain tile throughout — absolutely no carpet! The heart of the home has been modified to provide a stunning open-concept kitchen featuring soft-close cabinetry, premium Quartz Berwyn countertops with breakfast bar, complimented by chic tile backsplash, high-end GE Profile appliances in Slate and white cabinetry providing ample storage with a dual-pantry system (kitchen and laundry). Both bathrooms have been beautifully remodeled. The Primary bedroom features an ensuire bath with STEP-IN SHOWER. Enjoy the spacious light-filled Florida room in back that is fully finished with a dedicated AC split, overlooking a private greenbelt with a separate patio. Outside bask in the green space that features lemon, mango, and avocado trees and fragrant Jasmine. Beyond the fairways, this vibrant GOLF CART community offers an unparalleled lifestyle. Residents enjoy a rich tapestry of activities, from competitive play on the tennis, pickleball, and bocce courts to refreshing afternoons by the Olympic-size geothermal heated pool and spa. Life here extends to the water, where you can explore Lake Tarpon on one of two community pontoon boats, including curated lunch excursions to lakeside favorites. Whether you’re honing a craft in the woodworking shop or relaxing at the lakeside lodge, every amenity is designed for your leisure. Buyers may be eligible for Mortgage savings with this purchase, ask Agent.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Katrina Jauregui (949-633-3204)
999 GILLESPIE DR, PALM HARBOR, FL 34684
$469,00016 Days on yellowkey MLS ID: TB8516714
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1732 Built: 1983Monthly Fee: $164 Tax: $6,872 (2025)Community: Highland LakesSingle Family
Taxes:$6,872
Remarks: Virtually Staged. PRICE REDUCED — Charming brick home in Highland Lakes (55+) with LOW HOA. This 3-bed, 2-bath residence offers 1,732 sq ft of bright, open living with vaulted ceilings and flexible expanded space that enhances flow and functionality. The kitchen features solid maple cabinets, granite countertops, pantry storage, and an easy entertaining layout; both baths are updated with granite vanities. Major systems updated: hurricane-impact windows, 2023 A/C, 2022 water heater, and 200-amp electric. Enjoy rare backyard privacy with mature landscaping, a paver patio, and a motorized awning — plus an enclosed A/C lanai for extra living space. Additional highlights: 2-car garage with attic access and storage, irrigation well, security system, ceiling fans throughout, and all appliances included. Highland Lakes amenities: three golf courses, tennis and pickleball, heated Olympic pool, clubhouse and fitness programs, lake access, boat/RV storage, and an active social calendar. Great updates, awesome layout, desirable location — ready to move in.
Listing Agent: Diane Thompson (727-409-2779)
3472 MACLAREN DR, PALM HARBOR, FL 34684
$319,90026 Days on yellowkey MLS ID: TB8513775
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1981Monthly Fee: $175 Tax: $3,192 (2025)Community: Highland LakesVilla
Taxes:$3,192
Remarks: Fully updated 2-bedroom, 2-bath villa with attached garage located in pet-friendly Duplex Village I within Palm Harbor’s premier 55+ golf community, Highland Lakes! Natural light floods the home upon entry, highlighting the freshly painted interior, neutral color palette, tile flooring throughout the main living areas, and new waterproof laminate plank flooring in the bedrooms. Situated on a large lot with peaceful green preserve views and no rear neighbors, this home offers exceptional privacy along with plenty of room to add a patio or additional lanai with HOA approval. The showstopping kitchen renovation features gorgeous quartz countertops, soft-close cabinetry, NEW sleek stainless appliances, recessed lighting, and bar-top seating overlooking the open dining and living room combination—perfectly designed for both everyday living and entertaining. The seamless floor plan flows effortlessly into the screened lanai, added in 2025, creating additional outdoor living space to enjoy year-round! The heated and cooled bonus room offers endless flexibility as an office, den, additional living area, or potential third bedroom with its built-in Murphy bed and spacious closet. The spacious primary suite is a true retreat with tranquil preserve views, two built-in closets, and a beautifully renovated en-suite bathroom featuring a walk-in glass shower, NEW flooring, NEW vanity, and NEW modern lighting. MAJOR UPDATES include a BRAND-NEW 2026 electrical panel, NEW 2021 HVAC system, freshly painted interior, and RECENTLY widened 2-car driveway. Duplex Village I is uniquely positioned as the only attached-home enclave within Highland Lakes that welcomes pets of all sizes, including large dogs. The low HOA fee covers lawn maintenance, irrigation, cable TV and internet, exterior pest control, and trash service for easy maintenance-free living. Residents of Highland Lakes enjoy complimentary green fees on three private executive golf courses, an active clubhouse with social events and clubs, fitness and hobby programs, and a welcoming country club atmosphere. The Lake Tarpon Lodge offers additional amenities including a second heated pool, picnic areas, fishing pier, community pontoon boats, and secure RV and boat storage—all included in your membership. With stylish upgrades, flexible living spaces, and unmatched resort-style amenities, this exceptional villa offers the perfect opportunity to embrace the vibrant Florida 55+ lifestyle. Schedule your private showing today!
Listing Agent: Amanda Justus (727-330-4478)
3109 MISSION GROVE DR #D, PALM HARBOR, FL 34684
$118,500222 Days on yellowkey MLS ID: TB8447950
REDUCED by $6,400 (5.1%) on 06/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 806 Built: 1976Monthly Fee: $164 Tax: $2,068 (2024)Community: Highland Lakes Mission Grove CondoCondo
Taxes:$2,068
Remarks: Bright & Open 2-Bedroom Villa in a Highly Desirable 55+ Active Community Welcome to this light-filled 2 bedroom, 2 full bath villa offering an inviting open floor plan and easy-maintenance tile flooring throughout. Enjoy peaceful mornings and relaxing evenings in the enclosed lanai overlooking a beautifully landscaped green space. From the front of the home—and the front bedroom—you’ll appreciate serene pond views that enhance the home’s tranquil setting. Convenience is built in with a private carport and an attached storage closet, providing extra space for bikes, beach gear, tools, and more. Located in a sought-after 55+ active community, this villa includes a wealth of amenities within the monthly fees: unlimited golf, two clubhouses each with their own swimming pool, tennis courts, shuffleboard, access to scenic Lake Tarpon, and countless social events, activities, and clubs designed to fit every interest and lifestyle. Bright, open, and filled with natural light, this charming villa offers the perfect blend of comfort, community, and carefree living—ideal as a full-time residence or seasonal getaway.
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Kim Adams (317-407-6003)
3439 MACLAREN DR, PALM HARBOR, FL 34684
$250,00019 Days on yellowkey MLS ID: TB8515152
0 Days Off yellowkey (back on 6/11/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1076 Built: 1981Monthly Fee: $175 Tax: $899 (2025)Community: Highland LakesVilla
Taxes:$899
Remarks: Under contract-accepting backup offers. Virtually Staged. LOW HOA FEES and PET FRIENDLY! Welcome to this well-maintained 2-bedroom, 2-bath villa with an attached 1 car garage, nestled in desirable Duplex Village 1 within Highland Lakes, one of the area’s premier active 55+ communities. This villa also has a screened front porch and a large, screened lanai at the rear of the home, adding ample covered outdoor retreats for all your entertainment needs. Recent updates include new: Hurricane Windows & Garage Side Door (2023), HVAC (2020), Electrical Panel (2020), Hurricane-rated Garage Door (2019), Exterior Paint (2020), Refrigerator, Washer & Dryer (2025), Primary Bathroom Vanity & Shower updated & 2nd Bath w/newer vanity. The affordable HOA fee covers cable, internet, lawn care, irrigation, trash service, and exterior pest control. Ownership also includes membership in Highland Lakes, offering an exceptional active-adult lifestyle with free greens fees on three private executive golf courses, Tarpon Lake Lodge w/Pool, picnic tables, secure boat/RV storage, community pontoon boat access, dock & fishing pier. The Main Clubhouse, (The Annex) w/an Olympic size heated pool, hot tub, tennis, pickleball, Bocce ball, shuffleboard. Also, the main clubhouse provides a country club atmosphere featuring social activities, shows, dinners/dances, cards, pool tables, a library, arts and crafts studios, woodworking shop, Saturday breakfasts, and more. Located in a non-evacuation zone and no flood insurance required, this home is just minutes from shopping, dining, medical facilities, parks, beaches, and local attractions including Honeymoon Island, the Tarpon Springs Sponge Docks, downtown Palm Harbor, Dunedin, Sunset Beach and Clearwater Beach. Whether you're seeking a year-round residence or seasonal retreat, this villa offers comfort, convenience, and an unbeatable Florida lifestyle. Schedule your private showing today! Make sure you check out the Main Clubhouse at 3300 MacGregor Dr, open until 5 pm. Also, drive by the Lodge on Lake Tarpon w/RV/Boat storage lot, fishing pier & boat dock at 127 Lakeside Dr.
Listing Agent: Marlene Leonard (727-424-4635)
1084 DUNROBIN DR #D, PALM HARBOR, FL 34684
$269,500147 Days on yellowkey MLS ID: TB8466777
REDUCED by $3,500 (1.3%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1360 Built: 1979 Tax: $4,649 (2024)Community: Highland Lakes Villas On The GreenSpa: NoVilla
Taxes:$4,649
Remarks: ON GOLF COURSE ........$10,000. REDUCTION TO SELL. ADDED 130 SF ENCLOSED PATIO .GREAT LOCATION IN HIGHLAND LAKES, A 55+ ACTIVE COMMUNITY OFFERS IT’S MEMBERS EXTENSIVE SUN-AND-FUN MANY OPPORTUNITIES: SPACIOUS LIGHT AND BRIGHT 2 BED/2 BATH SPLIT PLAN VILLA WITH A GARAGE. THIS PROPERTY IS PERFECT FOR THOSE WHO LOVE GOLF OR WANT AN ACTIVE COMMUNITY THAT OFFERS A LOT. KITCHEN ON THE LEFT OF ENTRANCE HAS UPDATED APPLIANCES, BREAK-THRU TO DINING ROOM AND A EAT IN KITCHEN, A DINING ROOM/LIVING ROOM COMBO THAT LOOKS OUT TO THE FLORIDA ROOM THAT HAS A VIEW OF ONE OF THE 3, 9-HOLE GOLF COURSES OFFERED TO THE COMMUNITY (HOLE 3 ON BLUE COURSE) THE PAVED PATIO OFFERS ENOUGH ROOM FOR A GRILL, UMBRELLA SET AND ROOM FOR LOUNGE CHAIRS INCLUDING A WALK WAY TO THE GARAGE. THIS IS AN END UNIT SO IT IS EASY ACCESS TO YOUR GARAGE WITH 4 GUEST PARKING SPOTS. BACK INTO THE UNIT YOU HAVE A LARGE CARPETED MASTER BEDROOM WITH A CEILING FAN, A WALK IN CLOSET ON ONE SIDE AND A WALK IN CLOSET GOING INTO THE BATHROOM WITH DUAL SINKS. THE 2ND CARPETED BEDROOM HAS IT’S OWN BATHROOM AND CAN BE USED AS A GUEST BEDROOM,AN OFFICE OR BOTH, INSIDE LAUNDRY ROOM. HIGHLAND LAKES OFFERS A LOT OF AMENTIES WHICH INCLUDE 3 GOLF COURSES WITH NO GREEN FEES, TENNIS, 2 HEATED SWIMMING POOLS WITH SPA (OLMYPIC SIZE GEOTHERMAL), A CLUBHOUSE, FACILITIES FOR ENTERTAINMENT, FITNESS CLASSES, 2 DANCES EACH MTH, CRAFTING, WOODWORKING, LIBRARY, COMPUTER CENTER, CARD CENTER, FISHING PIER, BOAT AND RV STORAGE, CLUBHOUSE, THE LODGE HAS A LARGE MULTI-PURPOSE ROOM, STONE FIREPLACE AND A SERVICE KITCHEN WITH VIEW OF LAKE TARPON, TWO PONTOON BOATS THAT TAKE YOU TO RESTAURANTS ON THE LAKE, A HEATED POOL AND POOL DECK WITH A NEARBY CERTIFIED BUTTERFLY GARDEN, A PATIO, PICNIC TABLES AND GRILLS WITH A HORSESHOE PITCHING PIT AND MANY MORE.
Listing is courtesy of: SUNCOAST SHORES REALTY (727-278-2619)
Listing Agent: Wendy Hoffman (727-776-9363)
3280 SKENE TER, PALM HARBOR, FL 34684
$499,00021 Days on yellowkey MLS ID: O6413333
REDUCED by $15,900 (3.1%) on 06/11/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1863 Built: 1979Monthly Fee: $164 Tax: $2,201 (2025)Community: Highland LakesSingle Family
Taxes:$2,201
Remarks: Experience the best of Florida living in this beautifully renovated Manchester model, ideally situated on an oversized, nearly quarter-acre lot in a cul-de-sac within Highland Lakes, one of Pinellas County's most desirable communities. Located just moments from the clubhouse and golf course, this home has the perfect setting for a relaxed, resort-style lifestyle with convenient walking and golf-cart access to the community's exceptional amenities. Offering approximately 1,863 square feet of living space, this thoughtfully designed home features two bedrooms, two bathrooms, and a bright, open layout that is for both everyday living and entertaining. The flexible floor plan includes two spacious primary-suite-style bedrooms, with one offering an additional area that can be used as an office, den, or sitting room. A separate versatile space may also serve as a third bedroom, media room, hobby area, or game-day retreat. The home has been extensively updated inside and out, featuring new flooring throughout, new ceiling fans, a newly renovated kitchen, updated bathroom vanities, stainless-steel appliances, and a beautifully remodeled walk-in showers all completed in 2026. The kitchen is complemented by newer windows and flows naturally into the surrounding living and dining areas. Matching cabinetry extends into the dinette, laundry room, and bathrooms, creating a cohesive and stylish look throughout the home. Additional features include a screened front porch, a skylight in the dining room, and an enclosed Florida room overlooking the peaceful backyard. Major improvements include a new A/C system installed in (2026), an updated electrical panel completed in (2023), a new roof installed in (2022), and New Water heater(2025). The property is also located high and dry on one of the higher elevations in Pinellas County, outside the floodplain and within a non-evacuation zone, providing valuable peace of mind. Highland Lakes has an impressive array of amenities designed for an active and social lifestyle. Residents enjoy three private 9-hole executive golf courses with no green fees, an Olympic-size heated swimming pool, two clubhouses, a fitness center, sauna, tennis courts, pickleball, bocce, shuffleboard, a woodworking shop, and a full calendar of events, activities, fitness classes, and entertainment. The community's Arts
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1166 GILLESPIE DR, PALM HARBOR, FL 34684
$554,00019 Days on yellowkey MLS ID: TB8510527
0 Days Off yellowkey (back on 6/9/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1963 Built: 1984Monthly Fee: $164 Tax: $4,047 (2025)Community: Highland Lakes Unit Fifteen Ph 2Spa: NoSingle Family
Taxes:$4,047
Remarks: Under contract-accepting backup offers. RARE GOLF COURSE GEM IN HIGHLAND LAKES! Enjoy breathtaking panoramic golf course views from this spacious and beautifully maintained 1,963-square-foot home in one of Palm Harbor's most sought-after 55+ communities. Perfectly positioned at a tee box, this property offers all the beauty of golf course living without the common concerns of errant golf balls striking windows or golfers crossing through your backyard. Major updates provide peace of mind, including a NEW ROOF (2026) with New Leaf Filter Gutters, ALL HURRICANE-IMPACT WINDOWS with PLANTATION SHUTTERS, HURRICANE-IMPACT EXTERIOR DOORS, and HURRICANE-IMPACT GARAGE DOOR (2026), and HVAC system (2015). Inside, you'll find an elegant, thoughtfully designed floor plan, a family room with vaulted ceilings, featuring luxury vinyl flooring, tile, and plush carpeting in the bedrooms. A versatile floor plan could easily become a 3-bedroom by converting the Living room. The spacious kitchen is a standout, showcasing abundant oversized wood cabinetry, stunning quartz countertops with a timeless appearance, plenty of counter space for creating culinary delights, and cupboard space for all your cookware. The home's generous room sizes, meticulous upkeep, and captivating golf course views create an inviting atmosphere throughout. Whether enjoying your morning coffee while watching golfers tee off in the distance or entertaining family and friends, this property offers the perfect combination of comfort, beauty, and security. Residents of Highland Lakes enjoy exceptional amenities, including FREE golf on three executive courses, Lake Tarpon access with FREE Boat/RV Storage, The Lodge with 2 Pontoon boats for Lake cruises and the Main Clubhouse facilities, Tennis and Pickleball courts, arts and crafts, including Stained glass, Ceramics, and Woodworking workshops, fitness activities, social clubs, and endless opportunities to enjoy Florida's active lifestyle. This is your chance to own a move-in-ready golf course home in one of Palm Harbor's premier active-adult communities located in a NON Evacuation and NON Flood Zone! Yet close to World Famous Honeymoon Island, 2 International Airports, excellent eateries, and abundant shopping.
Listing is courtesy of: RAGSDALE RESIDENTIAL REALTY (727-742-3789)
Listing Agent: Sheri Ragsdale (727-742-3789)
3271 MCMATH DR, PALM HARBOR, FL 34684
$392,70020 Days on yellowkey MLS ID: TB8514165
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1332 Built: 1983Monthly Fee: $172 Tax: $3,854 (2025)Community: Highland LakesVilla
Taxes:$3,854
Remarks: BEAUTIFULLY UPDATED, HIIGHLAND LAKES 2BD/2BA, 1,332 SQ FT VILLA with a SPACIOUS GARAGE in the highly sought-after 55+ Highland Lakes community of Palm Harbor. This home boasts great curb appeal, highlighted by an expanded front walkway, an oversized front patio designed for outdoor enjoyment with a remote-controlled Sunbrella retractable awning, creating the perfect year-round space to relax and entertain. Inside, this pristine residence showcases top-of-the-line upgrades throughout. The updated kitchen features premium cabinetry, quality appliances, and thoughtful finishes designed for both style and functionality. The spacious primary suite includes an enlarged custom closet and tastefully upgraded primary ensuite bath. The guest bedroom offers the added convenience of a Murphy bed for flexible living to use as you wish. Remote-controlled window coverings throughout the home add both comfort and sophistication. The enclosed air-conditioned lanai provides additional living space ideal for entertaining, reading, or enjoying the Florida lifestyle in any season. 2018 HVAC, 2024 EATON CIRCUIT BREAKER. Highland Lakes is one of Pinellas County’s premier active adult communities, known for its resort-style amenities and vibrant social atmosphere. Residents enjoy unlimited golf on three executive 9-hole golf courses with greens fees included in the HOA. The community also features tennis courts, pickleball, shuffleboard, bocce ball, arts and crafts studios, a woodworking shop, interactive theater productions, two heated community pools, and two clubhouses offering an abundance of clubs, activities, dinners, dances, and social events. One of the community’s most unique features is access to beautiful Lake Tarpon, where residents can enjoy pontoon boat rides, lake excursions, and even trips to the popular Tarpon Turtle waterfront restaurant. Boat and RV storage is also available onsite. Goolf Carts OK. Conveniently located near Gulf beaches, shopping, restaurants, parks, and Tampa International Airport, this exceptional villa offers the perfect blend of luxury upgrades, low-maintenance living, and an unmatched active Florida lifestyle. Rarely does a home and community come together so perfectly—this is truly a one-of-a-kind opportunity! Schedule your showing Today before it's gone!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Michelle Rinello (847-220-2629)
3251 MCMATH DR, PALM HARBOR, FL 34684
$299,00027 Days on yellowkey MLS ID: TB8512566
3 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1332 Built: 1982Monthly Fee: $163 Tax: $1,379 (2025)Community: Highland LakesVilla
Taxes:$1,379
Remarks: Under contract-accepting backup offers. Welcome to this 3-bedroom, 2-bathroom villa situated on a corner lot in the highly sought-after 55+ community of Highland Lakes in Palm Harbor. This clean and move-in-ready villa offers comfort in an active Florida lifestyle community. Major updates include a 2018 roof, 2022 A/C system, and 2023 water heater. Step inside through the foyer entrance featuring a convenient coat closet and high ceilings that create a bright and spacious feel. The living room and dining room combination provides an open layout ideal for entertaining and everyday living. The kitchen features updated cabinets and countertops, matching appliances, abundant storage space, a breakfast nook, and a convenient pass-through window to the dining area. The spacious primary bedroom includes dual closets and a private en-suite bathroom with a glass-enclosed step-in shower and built-in bench seating. Two additional bedrooms provide flexibility for guests, hobbies, or a home office. A dedicated washer and dryer closet adds everyday convenience. Enjoy relaxing year-round in the enclosed lanai complete with its own window A/C unit. The two-car garage offers additional storage and parking space, while the corner lot provides added curb appeal. Highland Lakes offers exceptional resort-style amenities including golf access, tennis courts, pickleball, bocce ball and shuffleboard courts, an Olympic-sized heated pool and spa, and a vibrant clubhouse featuring a library, card and game rooms, crafts, clubs, and endless social activities. Conveniently located near multiple restaurants, shopping centers, and just a short drive to the Gulf beaches, this home is the perfect opportunity to enjoy the best of Florida living. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
1647 BENTLEY CT, PALM HARBOR, FL 34684
$470,00036 Days on yellowkey MLS ID: TB8510446
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 1980Monthly Fee: $164 Tax: $7,371 (2025)Community: Highland Lakes Unit 14 Ph 1Spa: YesSingle Family
Taxes:$7,371
Remarks: This updated home has just under 2000 square feet of heated/a/c space when the 280sf bonus/Florida Room is added to the base area square footage. Recent updates include roof replaced in 2023, heat and air in 2019, windows updated in 2009 to energy efficient windows in main living area, electric panel updated in 2019. Vinyl flooring in light grey/beige tones added in 2020. This home features a private living room with adjacent dining room and the kitchen features stainless appliances and adjacent eat-in area. The large family room is off kitchen and could have space for an office or another dining area. The large 2nd bedroom has a reach in closet while the master bedroom has a walk-in closet. Both baths have been updated and have granite vanity tops. The large bonus/Florida room off the family room could be a 3rd bedroom, office or den. The home has reclaimed water for irrigation but prior tenant disconnected so the Seller is offering an allowance to re-sod. Highland Lakes is Pinellas County's premier 55+ community. Amenities include a 27-hole executive golf course, 2 clubhouses with the 2nd one located on Lake Tarpon, 2 heated pools, picklel ball, tennis, boccee, shulfboard and shuffleboard courts. A boat and RV storage, lot as space is available. Clubs include, artisians, photography, ceramics, card groups and many more. The Auditorium hosts shows, dances and exercise groups. There is a fully supplied wood shop and ceramics studio. Many planned activities weekly.
Listing is courtesy of: CAMELOT INC REALTORS (727-791-8100)
Listing Agent: Patricia Vernon, Pa (727-688-9056)
860 MACLAREN DR N #B, PALM HARBOR, FL 34684
$259,90034 Days on yellowkey MLS ID: TB8508226
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1230 Built: 1982Monthly Fee: $617 Tax: $919 (2025)Community: Highland Lakes Villas On The GreenCondo
Taxes:$919
Remarks: Welcome to carefree Florida living in this beautifully maintained one-floor condo located in a vibrant 55+ golf community! This spacious 2-bedroom, 2-bath residence offers stunning golf course views from the relaxing lanai — the perfect spot for morning coffee or evening sunsets. Inside, you’ll find easy-maintenance laminate flooring, hurricane-impact windows for added peace of mind, elegant wood shutters in both bedrooms, ceiling fans throughout, and a convenient inside laundry room. The kitchen features newer appliances along with tasteful updates that make this home move-in ready. Beyond the condo itself, the community amenities are truly exceptional. Enjoy an active lifestyle with a large clubhouse and scenic lakeside lodge, two seasonally temperature-controlled pools, pickleball, shuffleboard, tennis, and a wide variety of social activities. Creative residents will love the dedicated craft annex featuring ceramics, stained glass, pottery, and woodworking facilities. Stay active with exercise and health classes or dance the night away with entertainment groups and community events. Whether you’re seeking year-round living or the perfect seasonal retreat, this home offers comfort, convenience, and an unbeatable lifestyle in one of Florida’s most welcoming active adult communities. Furniture is negotiable.
2968 MACALPIN DR N, PALM HARBOR, FL 34684
$384,500132 Days on yellowkey MLS ID: TB8475765
1 Days Off yellowkey (back on 6/5/2026)
REDUCED by $5,400 (1.4%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1330 Built: 1979Monthly Fee: $164 Tax: $4,581 (2025)Community: Highland LakesSingle Family
Taxes:$4,581
Remarks: Under contract-accepting backup offers. Looking for exceptional value in Palm Harbor’s premier 55+ golf community? This charming Highland Lakes home is tucked away on a quiet cul-de-sac. Money-saving and value-enhancing updates include hurricane windows throughout, upgraded electrical panel, new 2025 water softener, 2023 complete kitchen remodel, bathrooms renovated in 2024, new floors throughout, except for the lovely original oak wood floors, fresh interior paint in 2022, new W/D in 2022 and more! The popular Concord floor plan features open living spaces, while offering just enough separation. The generous Living Room and Dining Room flow into the Beautifully updated kitchen featuring new white cabinets, granite counters, lovely backsplash and set of stainless-steel appliances. The cook/baker can visit with guests in the Dining Room, Family Room and Florida Room while creating delicious food. The light-filled Florida room—bonus space not included in the interior square footage— with real windows, adding flexibility for relaxing or entertaining. The spacious Primary Suite features a comfortable, renovated en-suite bathroom and generous closet space. There is a second versatile bedroom and second refreshed bathroom, as well. The huge convenient interior laundry room offers plenty of storage space, too. The 2015 roof and all components passed a recent 4-point inspection, which the sellers are happy to share. Enjoy outdoor living on both front and back patios, with options for grilling, dining or just hanging out! Convenient oversized two-car garage and the new irrigation system has a rain sensor for further cost-savings on water usage. Highland Lakes residents enjoy an unparalleled lifestyle for just $164 per month. Amenities include unlimited free golf on three private executive courses, heated pools and spa, tennis, pickleball, bocce, shuffleboard, bowling leagues, fitness classes, arts and crafts studios, woodworking, clubs, and a vibrant calendar of social events at the expansive clubhouse. The Lake Tarpon Lodge offers even more, with a second heated pool, private boat ramp, fishing pier, picnic facilities, community pontoon boats, and secure free RV or boat storage. Located safely above the floodplain in a non-evacuation zone, yet just minutes from award-winning Gulf beaches, this community is also convenient to two international airports, shopping, dining, cultural attractions, professional sports, and top medical facilities. Make this your year to enjoy the best of Florida living in Highland Lakes.
Listing Agent: Rachel Friesema (727-481-4757)
1603 WHITEBRIDGE DR #D, PALM HARBOR, FL 34684
$155,900159 Days on yellowkey MLS ID: TB8463449
1 Days Off yellowkey (back on 6/4/2026)
REDUCED by $3,000 (1.9%) on 04/17/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 814 Built: 1973Monthly Fee: $164 Tax: $2,805 (2024)Community: Highland Lakes CondoCondo
Taxes:$2,805
Remarks: Under contract-accepting backup offers. The most ADORABLE Highland Lakes condo with UNBEATBALE VALUE! Beautifully RENOVATED and spacious villa in Palm Harbor’s premier 55+ golf community, Highland Lakes, offering true maintenance-free Florida living. A thoughtfully designed floor plan lives large, enhanced by oversized hurricane-impact windows that flood the home with natural light. Enjoy smooth ceilings (no popcorn), recessed lighting, luxury vinyl plank flooring, and a fully updated kitchen and bath. The spacious living and dining areas are open and versatile. The efficient galley kitchen features wood shaker cabinetry, stone-look countertops, a closet pantry, raised tray ceiling, and newer appliances. The expansive primary bedroom impresses with TWO walk-in closets plus a dedicated dressing/vanity area. Hurricane-impact sliders lead to a private garden patio with privacy walls, while the sunny front patio sits just off the living room—perfect for relaxing or entertaining. Additional storage includes a foyer coat closet and hallway linen closet. The oversized, immaculate garage offers a climate-controlled space with an insulated hurricane-impact door, laundry station with utility sink, and abundant storage—providing flexible BONUS space not included in the square footage. Major improvements since 2017 include: new HVAC and water heater, hurricane-rated dual-pane windows and sliding doors, a fully renovated kitchen, and an updated bathroom with a walk-in shower, glass doors, new vanity, lighting, and fixtures. The reasonable monthly condo fee includes cable, internet, water, sewer, trash, lawn care, exterior pest control, insurance, and building & roof maintenance. Highland Lakes membership conveys with purchase, offering unlimited FREE golf on three private executive courses, tennis, pickleball, bocce, shuffleboard, an active clubhouse with fitness classes and entertainment, and a lakeside lodge on Lake Tarpon with private boat ramp, fishing pier, and community pontoon boats. Additional perks include RV or boat storage and a golf-cart-friendly neighborhood. Ideally located near award-winning beaches, shopping, dining, top medical facilities, sports venues, and international airports. Furniture is negotiable, making this home truly move-in ready and turn-key. If you love “new,” this one is for you—don’t wait!
1350 GLENGARRY DR, PALM HARBOR, FL 34684
$464,000192 Days on yellowkey MLS ID: TB8456351
REDUCED by $5,000 (1.1%) on 06/02/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1694 Built: 1980Monthly Fee: $164 Tax: $1,753 (2024)Community: Highland LakesSingle Family
Taxes:$1,753
Remarks: One or more photo(s) has been virtually staged. Completely renovated throughout, this turnkey home is located in one of the area’s most sought-after 55+ communities. One or more photos have been virtually staged. This is a true snowbird special, offering an active, social lifestyle where every day can feel like a vacation. The golf-cart-friendly community features three executive golf courses, a vibrant clubhouse, and a full calendar of activities. Paid-off solar panels help keep utility costs low. Major updates include new AC/heat in 2023, new windows in 2020, and solar panels installed in 2020. Community amenities include a 27-hole golf course, two heated pools, hot tub, boat launch, walking trails, pickleball, tennis, bocce ball, shuffleboard, ceramics, woodworking, stained-glass workshops, free RV and boat storage, and community pontoon boats for enjoying the lake.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christopher Otash (603-767-6568)
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