Location: Highland Lakes, Palm Harbor
Do Not Show Listings
150 STAFFORD CIR, PALM HARBOR, FL 34684
$294,900Listed 06/29/2026 7:24PM MLS ID: W7887077
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1144 Built: 1977Monthly Fee: $164 Tax: $5,046 (2025)Community: Highland LakesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,046
Elementary School: Highland Lakes Elementary-PN
High School: Palm Harbor Univ High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Come enjoy life in the very Active 55+ Golf Community of Highland Lakes in this Outstanding updated 2 bedrooms, 1 and 1/2 baths, garage home. The home is complete with Wood laminate & ceramic tile floors. Living Room/ Formal Dining Room combo, Light and Bright eat in kitchen overlooking the screened in patio that is ready for barbecuing or just relaxing. Inside Laundry, Breakfast room & Leisure room. Spacious & Relaxing with the screened Lanai and Shaded backyard. This home has many upgrades and sits on a beautiful lot with Mature trees. 2 Spacious bedrooms with great storage. For only $164/month you get all the wonderful amenities that Highland Lakes offers including golf membership for 2, with no green fees, 2 Community pools, lots of clubs and activities, tennis, shuffleboard, boat access to Lake Tarpon and so much more! Highland Lakes is conveniently located in beautiful Palm Harbor, close to Tampa International Airport, plenty of shopping, award winning beaches, restaurants and so much more.
Listing is courtesy of: INVESTMENT FLORIDA REALTY LLC (727-940-5909)
Listing Agent: Sharron Tiso (727-480-6469)
3068 E DORCHESTER DR, PALM HARBOR, FL 34684
$450,0001 Day on yellowkey MLS ID: W7887179
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1642 Built: 1980Monthly Fee: $164 Tax: $2,661 (2025)Community: Highland Lakes Unit 14 Ph 1Single Family
Taxes:$2,661
Elementary School: None
High School: None
Middle School: None
Remarks: Move-in ready 3/2/2 (third bedroom is a flexible office/den and does not have a traditional closet) in the highly sought-after 55+ golf community of Highland Lakes. Offering a spacious and functional layout, this home features both a formal living room and a separate family room, providing plenty of space for everyday living and entertaining. The updated kitchen is designed with both style and function in mind, featuring granite countertops, an attractive tile backsplash, additional cabinetry for exceptional storage, black stainless steel appliances, and a breakfast bar overlooking the main living area. Laminate flooring flows throughout the home, creating a warm and inviting atmosphere. The flexible office/den/3rd bedroom offers the perfect space for a home office, hobby room, or guest accommodations. The enclosed Florida room is equipped with its own mini-split HVAC system, creating comfortable, year-round living space ideal for relaxing, crafting, or enjoying your morning coffee. There's also a screened porch and patio for added outdoor space. Additional features include plantation shutters, updated lighting and ceiling fans, abundant storage, and an oversized primary ensuite with a walk-in closet and sitting area. Highland Lakes is one of Palm Harbor's premier active adult communities, offering an impressive array of amenities including three executive golf courses, clubhouses, heated pools and spa, tennis and pickleball courts, shuffleboard, fitness opportunities, arts and crafts, numerous social clubs, and Lake Tarpon access with a community lodge, boat ramp, fishing pier, and free RV/boat storage available for residents. Conveniently located with shopping, restaurants, medical facilities, downtown Palm Harbor, the Tarpon Springs Sponge Docks, Honeymoon Island, and Gulf beaches, this home offers the perfect combination of comfort, recreation, and the Florida lifestyle. Schedule your private showing today! Permits indicate the HVAC is from 2016.
Listing is courtesy of: REALTY EXECUTIVES AMERICA INC (352-688-9990)
Listing Agent: Joshua Miller (352-201-2557)
1647 BENTLEY CT, PALM HARBOR, FL 34684
$450,00042 Days on yellowkey MLS ID: TB8510446
REDUCED by $20,000 (4.3%) on 06/28/2026
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)
3960 TARPON POINTE CIR, PALM HARBOR, FL 34684
$479,9004 Days on yellowkey MLS ID: TB8523574
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1826 Built: 1989Monthly Fee: $164 Tax: $2,537 (2025)Community: Highland LakesSingle Family
Taxes:$2,537
Remarks: Perfectly positioned in one of the most desirable locations within Highland Lakes, Palm Harbor's premier 55+ golf community, this beautiful 3-bedroom, 2-bath home plus a bonus fully enclosed lanai offers an exceptional combination of modern upgrades, spacious living, and an unbeatable lifestyle. Just steps from the community's Lake Tarpon Lodge, this inviting residence features a sought-after split-bedroom floor plan with soaring vaulted ceilings in both the living and family rooms, creating a bright, open atmosphere filled with natural light. Luxury vinyl plank flooring extends throughout the home, complemented by updated hurricane-impact windows, a spacious indoor laundry room, and an attached two-car garage. At the center of the home, the beautifully renovated kitchen has been thoughtfully redesigned for both everyday living and entertaining. Featuring granite countertops, updated soft-close cabinetry, a charming breakfast nook, and a newly opened kitchen to the living room with bar-top seating, it seamlessly connects the home's main living spaces. Three sliders out to the fully enclosed lanai with new windows provides a comfortable year-round retreat, offering valuable additional living space that's not included in the heated square footage of the home! MAJOR UPDATES include a NEW 2024 HVAC, NEW 2024 hot water heater, NEW 2020 ROOF, updated hurricane-impact windows, and a cost-saving deep well for irrigation! No insurance worries here with a recently passed 4-point inspection and located safely high and dry in a non-flood zone. Highland Lakes offers one of the finest active adult lifestyles in the Tampa Bay area with an incredibly affordable HOA fee of only $164 per month. Residents enjoy unlimited FREE golf on three private executive golf courses, tennis, pickleball, bocce, shuffleboard, and a vibrant clubhouse featuring fitness classes, entertainment, clubs, and year-round social activities. 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 everyday living even more convenient. Located just minutes from award-winning Gulf beaches, premier shopping and dining, top-rated healthcare, professional sports venues, two international airports, and a cruise port, this move-in-ready home offers the perfect opportunity to enjoy the very best of Florida living. Call today and experience everything this exceptional home and community have to offer!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Amanda Justus (727-330-4478)
2938 MACALPIN DR W, PALM HARBOR, FL 34684
$489,00094 Days on yellowkey MLS ID: TB8491531
1 Days Off yellowkey (back on 6/27/2026)
REDUCED by $10,000 (2.0%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 1979Monthly Fee: $164 Tax: $2,779 (2025)Community: Highland LakesSingle Family
Taxes:$2,779
Remarks: Beautifully updated 3-bedroom, 2-bath home offering nearly 2,000 square feet of upscale living in Palm Harbor’s premier 55+ golf community, Highland Lakes. This residence features one of the community’s most desirable floor plans, highlighted by a renovated open-concept kitchen that flows seamlessly into the main living area, an indoor laundry room, attached 2-car garage, and an oversized heated and cooled Florida Room with endless possibilities! Large, updated windows invite abundant natural light throughout. The eat-in kitchen shines with granite countertops, beautiful wood cabinetry, stainless steel appliances including a brand-NEW (2026) stove, recessed lighting, extensive built-in pantry storage, and a convenient passthrough window to the Florida Room—perfect for entertaining. The primary suite is a private retreat with a beautifully updated en-suite bath featuring a newer vanity with a stone countertop, modern lighting, a walk-in shower, and a spacious walk-in closet with custom cabinetry, plus sliding doors leading to the Florida Room. The guest bedroom is equally versatile, with a nearby hall bath and a slider that allows it to function as a second en-suite with its own large walk-in closet. Major upgrades include a NEW roof (2024), luxury vinyl plank flooring (2025), updated electrical panel (2017), third bedroom renovation (2026), fresh landscaping (2025), new hall bathtub (2025), freshly painted exterior (2025), kitchen renovation (2017), both hurricane-impact and resistant windows, and a new generator (2019) plus so much MORE! A transferable 4-point inspection is also available for added peace of mind. Located in a non-evacuation zone, this home offers security and comfort year-round. Highland Lakes residents enjoy a vibrant, resort-style lifestyle with a low HOA fee that includes unlimited golf on three private executive courses, access to tennis, pickleball, bocce, and shuffleboard, an active clubhouse with social events and fitness classes, and a lakeside lodge on Lake Tarpon with a private boat ramp, fishing pier, and community pontoon boats. Additional perks include free RV and boat storage and golf cart-friendly streets. Conveniently located near award-winning Gulf beaches, dining, shopping, medical facilities, major airports, and a cruise port, this exceptional home offers the perfect blend of elegance, convenience, and active Florida living. Move right in and start enjoying it all - don't wait and schedule your private showing today!
1735 ABERDEEN CT, PALM HARBOR, FL 34684
$445,00089 Days on yellowkey MLS ID: TB8493231
REDUCED by $20,000 (4.3%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1556 Built: 1980 Tax: $6,372 (2025)Community: Highland LakesSingle Family
Taxes:$6,372
Remarks: Welcome to this beautifully maintained rare 3-bedroom home that is perfectly situated on a manicured corner lot offering both curb appeal and surprising privacy. Lush landscaping creates a serene setting making this home feel like your ow private retreat Peace of mind comes easy with major updates already completed: brand new roof (2024), A/C 2020, water softener 2021, new oven 2024, and microwave 2022. An irrigation system installed in 2013 helps keep the grass looking their best. Step inside to an updated open concept kitchen that flows seamlessly into the living space ideal for both everyday living and entertaining. Additional highlights include a retractable awning 2020 for shaded outdoor comfort, a larger garage with room for a golf cart and privacy screens on both the garage and front entry. these 3 bedrooms is a rare find. Enjoy the 3 Executive Golf courses, pickleball and tennis courts, two heated pools, a pontoon boat on Lak Tarpon or bring your boat or RV in the storage. Enjoy the woodshop or ceramic and stain glass shop. You can enjoy all the clubs and entertainment in the Clubhouse. This community offers around the clock opportunities for an active lifestyle
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Diane Thompson (727-409-2779)
2903 MACALPIN DR S, PALM HARBOR, FL 34684
$375,0004 Days on yellowkey MLS ID: TB8523134
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1319 Built: 1978Monthly Fee: $164 Tax: $5,669 (2025)Community: Highland LakesSingle Family
Taxes:$5,669
Remarks: Wow! Great location with big yard on cul-de-sac & 2 car garage. Mostly updated 3 BR with Living/Dining Room & separate Family Room for extra space. One Bedroom has a separate entrance in case you want it as a mother-in-law suite or grown child space. Master BR has his and her closets and Bath has a Walk-in shower. Laminate and ceramic tile throughout. New A/C 2025. Highland Lakes is a best kept secret with Clubhouse, Community Pool, Hot Tub and Activities such as bingo, cornhole, concerts, dances breakfast events & over 40 activities! Walk, bike or drive to the lodge on Lake Tarpon where they have a Clubhouse, Pontoon boats, boat & RV storage, dock, grills & more! The $164 HOA includes all this plus three 9 hold Executive Golf Courses with unlimited golf. High & dry (no flood). Close to all your conveniences, restaurants, shopping and just 10 minutes to gulf beaches. COME SEE TODAY!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Erin Humphrey (727-422-7120)
999 GILLESPIE DR, PALM HARBOR, FL 34684
$469,00022 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.
2955 BRIAR CLIFF DR, PALM HARBOR, FL 34684
$325,900106 Days on yellowkey MLS ID: TB8478305
0 Days Off yellowkey (back on 6/24/2026)
REDUCED by $4,000 (1.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1269 Built: 1976Monthly Fee: $164 Tax: $2,723 (2025)Community: Highland LakesSingle Family
Taxes:$2,723
Remarks: Welcome to this charming single-family home tucked away on a peaceful cul-de-sac, framed by swaying palm trees that create a private and relaxing setting. Inside, a spacious living area flows comfortably through the home, leading to a thoughtfully designed kitchen and a dining area conveniently located just off the main living space. The second bedroom offers great flexibility, making it ideal for guests, a home office, or even a hobby or workshop space. A bonus sunroom provides a bright and serene retreat—perfect for reading, entertaining, or simply relaxing while enjoying views of the private backyard. The home is also equipped with a solar system, keeping the average electric bill around just $38 per month. Located in a vibrant, amenity-rich community, residents enjoy access to two pontoon boats on the lake, two heated swimming pools, and an active pickleball scene with over 200 players on the courts. Additional amenities include bocce ball, shuffleboard, tennis, and three executive golf courses. Enjoy resort-style living in a welcoming community that offers something for everyone.
1478 WICKLOW DR, PALM HARBOR, FL 34684
$699,90047 Days on yellowkey MLS ID: TB8508590
1 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2758 Built: 1985Monthly Fee: $164 Tax: $8,472 (2025)Community: Highland Lakes Unit Fifteen Ph 4Single Family
Taxes:$8,472
Remarks: Under contract-accepting backup offers. Welcome to resort-style living in the much-admired Highland Lakes community on beautiful Lake Tarpon. This extensively remodeled home offers an impressive blend of spacious design, modern upgrades, and the vibrant active-adult lifestyle that has made Highland Lakes one of Florida’s most celebrated 55+ communities. Boasting more than 2,750 square feet of living space, this thoughtfully designed home features 2 bedrooms, 2 bathrooms, an oversized office/study, which can be a THIRD BEDROOM by adding a closet, & 2-car garage. Inside, the true open floor plan creates an inviting flow ideal for both everyday comfort and entertaining, with two separate family areas, an additional sitting area, soaring vaulted ceilings, and expansive windows that fill the home with natural light. A split-bedroom layout provides privacy for both owners and guests. The heart of the home is the completely redesigned kitchen, where style and functionality come together beautifully. White wood cabinetry with soft-close pull-outs, a full pantry & pull-out storage, quartz countertops, textured white subway tile backsplash, under-cabinet lighting, recessed lighting, stainless steel appliances, a new designer range hood, updated fixtures, and an expansive quartz center island with plenty of seating and pendant lighting create a space equally suited for casual mornings & gathering with friends and family. The living room makes a striking impression with a dramatic floor-to-ceiling stone accent wall and an electric fireplace added in 2024, creating a warm focal point that complements the home’s modern finishes. Throughout the home, NEW neutral tile plank flooring installed in 2024 provides a seamless and sophisticated look. The spacious primary suite offers direct access to the office/study, large walk-in closet, and en suite bathroom featuring a dual sink vanity and a separate toilet and shower room. Guest accommodations are equally inviting with a spacious second bedroom and a guest bath that offers a tub and shower combo. The oversized office/study offers exceptional flexibility for a home office, conversion to a 3rd Bedroom, hobby room, fitness space, or additional guest area. Outside, the upgrades continue with some new windows and garage door, metal hurricane shutters, a rear paver patio where early morning conversations and evening meals are enjoyed overlooking the tranquil pond and golf course, a new irrigation well pump, and a new invisible fence system. In 2025 the entire exterior received fresh new paint, including the trim, soffits, and gutters. Life in Highland Lakes offers far more than just a beautiful home. Residents enjoy unlimited free golf on three private executive golf courses, heated pools, tennis and pickleball courts, bocce, shuffleboard, fitness and dance classes, RV and boat storage, and an incredibly active social calendar with more than 75 clubs and groups. The community’s Lake Tarpon Lodge features pontoon boats, scenic lake tours, lakeside dining access, and a rustic waterfront setting designed for relaxation and connection. Conveniently located between the Gulf beaches and Lake Tarpon, the community is just minutes from shopping, restaurants, medical facilities, and both Tampa International Airport and St. Pete–Clearwater International Airport. This is more than just a home. It’s an opportunity to enjoy the best of Florida living in one of the area’s most established and amenity-rich active adult communities. Come see it today!
Listing Agent: Pamela Bass (727-415-2228)
1603 GLENGARRY DR, PALM HARBOR, FL 34684
$315,00018 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
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
$469,00018 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
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
$364,90027 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)
2137 MALCOLM DR, PALM HARBOR, FL 34684
$424,900167 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)
3280 SKENE TER, PALM HARBOR, FL 34684
$499,00027 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
$554,00025 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)
2968 MACALPIN DR N, PALM HARBOR, FL 34684
$384,500138 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 is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Rachel Friesema (727-481-4757)
1350 GLENGARRY DR, PALM HARBOR, FL 34684
$464,000198 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)
1637 CALEDONIA DR, PALM HARBOR, FL 34684
$449,90068 Days on yellowkey MLS ID: TB8492628
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $100 (0.0%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 1982Monthly Fee: $164 Tax: $1,622 (2025)Community: Highland Lakes Unit 14 Ph 2Single Family
Taxes:$1,622
Remarks: **HIGHLAND LAKES REMODEL!** Looking to live in the best 55+ community around but not ready to settle for outdated features? This is the one! Fully renovated in 2026, this stunning home has instant curb appeal with a new roof, fresh paint, and all-new landscaping. Step inside to soaring vaulted ceilings, an open floor plan, and a professionally designed interior that feels brand new. The warm paint tones and fresh texture give it a new-construction vibe, while waterproof vinyl wood-look floors and tall baseboards run throughout. The chef’s kitchen boasts new cabinetry, tile backsplash, quartz countertops, stainless steel appliances, and a large breakfast bar that opens to the living room—perfect for entertaining. A bonus room off the kitchen can serve as a formal dining area or cozy den. Both bedrooms are spacious, with the master featuring a true ensuite. Bathrooms have been upgraded with resort-style finishes, and there’s a large utility room leading to the freshly painted two-car garage. Brand new A/C! Out back, relax on the covered screened lanai or enjoy the open deck for BBQs. Just a short walk to the clubhouse, you’ll have easy access to Highland Lakes’ heated pool/spa, open-air pavilion, clubhouse with billiards and library, tennis and pickleball courts, lakeside lodge with boat launch and pontoon rides, plus around 100 clubs and activities—not to mention 27 holes of golf just a minute’s cart ride away! (Seller will install all new windows with a full-price offer)
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Shay Adelman (727-458-3702)
3569 OAK LAKE DR, PALM HARBOR, FL 34684
$399,000144 Days on yellowkey MLS ID: TB8472815
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1466 Built: 1987Monthly Fee: $164 Tax: $2,919 (2024)Community: Highland Lakes Unit EighteenSpa: NoSingle Family
Taxes:$2,919
Remarks: One or more photo(s) has been virtually staged. UPDATED in 2026!!! NEW KITCHEN including quartz countertops, stainless steel appliances, cabinets with soft close doors and drawers! NEW BATHROOMS! NEW CARPET in bedrooms. 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 discover a spacious split-bedroom floor plan designed for both privacy and comfort. This is basically a 2-bedroom home built within a 3-bedroom floorplan so all the rooms are large. The open-concept living and dining areas are bathed in natural light, creating a warm and inviting atmosphere. The kitchen boasts ample cabinetry and a cozy breakfast nook, perfect for morning coffee. The primary suite features a walk-in closet and an en-suite bathroom, while the second bedroom offers flexibility for guests or a home office. The Florida room provides additional living space, ideal for relaxing or entertaining guests. The landscaped yard offers a serene setting with mature trees and lush greenery. Highland Lakes is renowned for its resort-style amenities… Enjoy free access to three private nine-hole executive golf courses, along with a community pool, tennis, pickleball, bocce ball, and shuffleboard courts. For those who love the water, community pontoon boats offer a relaxing way to explore Lake Tarpon. Feeling creative? Dive into hands-on fun with ceramics, stained glass, and woodworking studios. With over 40 active clubs and complimentary RV and boat storage, there’s something here for everyone to enjoy year-round. Located just minutes from Gulf beaches, shopping, dining, and top-rated medical facilities, 3569 Oak Lake Drive offers the perfect blend of tranquility and convenience. Don't miss this opportunity to enjoy the Florida lifestyle in a vibrant, active community. Close to all the Tampa Bay Area has to offer; Championship golf courses, Tampa International Airport, NHL, NFL, MLB events, Grand Prix, PGA events, fine dining, concerts, parks, biking trails, BMX events, and more. Begin Your Paradise Life Today.
Listing is courtesy of: PARADISE LIFE REALTY (727-698-2996)
Listing Agent: Lou Tutko (727-698-2996)
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