Location: Palm Harbor
Do Not Show Listings
4611 GRAND PRESERVE PL, PALM HARBOR, FL 34684
$949,000422 Days on yellowkey MLS ID: TB8386100
REDUCED by $1,000 (0.1%) on 06/18/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3358 Built: 2014Monthly Fee: $140 Tax: $8,960 (2024)Community: Grand Cypress On Lake TarponSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,960
Elementary School: Sutherland Elementary-PN
High School: Tarpon Springs High-PN
Tax Year: 2024
Middle School: Tarpon Springs Middle-PN
Remarks: GORGEOUS in GRAND CYPRESS on LAKE TARPON ~ Location, Location, Location! FALL in LOVE with this EXCEPTIONALLY BEAUTIFUL home in the GATED COMMUNITY of GRAND CYPRESS on LAKE TARPON. Nestled in this coveted LUXURY NEIGHBORHOOD of GRAND CYPRESS, this GORGEOUS WATERFRONT 5 bedrooms PLUS BONUS LOFT, 4 bathrooms, and 3 CAR GARAGE POOL HOME offers an exceptional blend of elegance, comfort, and thoughtful design. This EXTRAORDINARY 2014 home boasts 3,358 sq ft of meticulously designed living space. This residence provides a well-thought-out floor plan. Pull up to LUSCIOUS landscape, palm trees, OVERSIZED paver driveway, quaint front porch, and BEAUTIFUL curb appeal. As you enter the home you will be captivated by the home's UNIQUE BEAUTY. You will LOVE the abundance of natural light. LOVE having HIGH CEILINGS that create a sense of grandeur, enhancing the spacious open floor plan. Features of the home that will AMAZE you are the GORGEOUS water views through the OVERSIZED windows overlooking Lake Tarpon, oversized paver driveway, HUGE LOFT upstairs, spacious breakfast nook, and sliding doors that open up to the BEAUTIFUL OUTDOOR PARADISE with a HUGE SCREENED ENCLOSURE, covered lanai with travertine tile, salt water pool, and GORGEOUS LAKE TARPON VIEWS. The first floor offers a large bedroom with an en-suite bathroom. This perfect family home has everything you could want from an OVERSIZED 3 car garage, high ceilings, an interior UPSTAIRS laundry room, NEW EXTERIOR PAINT, open floor plan, hurricane shutters, and much more! This home is open and inviting ~ allowing the chef to be part of the activity. The OPEN CUSTOM kitchen is a chef's dream! It is spacious with a large island, beautiful cabinetry, granite countertops, stainless appliances, built-in oven, and LARGE PANTRY. The kitchen opens up to a bright cozy family room. The second-story features a large primary suite with 2 SPACIOUS CUSTOM DESIGNED walk-in closets, an en-suite bathroom with a large vanity with dual sinks, soaking tub and separate walk-in shower. Upstairs you will also find 3 bedrooms, 2 full baths, laundry room, and a large entertaining HUGE BONUS/LOFT area overlooking the 1st floor! The large private lanai and pool are perfect for entertaining. This home offers a 3 car garage! Beyond the luxury of this home, this community offers a perfect blend of luxury and privacy. Come enjoy Grand Cypress, one of the BEST locations offering quick access to airports, beaches, interstates, shopping, and restaurants. YOU MUST SEE this little bit of Florida Paradise in this Grand Cypress COMMUNITY!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Tiffany Lettelleir (727-642-4593)
131 PENNSYLVANIA AVE, PALM HARBOR, FL 34683
$592,000131 Days on yellowkey MLS ID: TB8484006
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1663 Built: 2016 Tax: $8,960 (2025)Community: Crystal Beach RevSpa: NoSingle Family
Elementary School: Ozona Elementary-PN
High School: Palm Harbor Univ High-PN
Tax Year: 2025
Middle School: Palm Harbor Middle-PN
Remarks: Discover the perfect blend of coastal charm, modern luxury, and energy efficiency in this beautifully crafted 4-bedroom, 2-bathroom home. Perfect location tucked away yet close to everything, this exceptional home offers the best of Florida living. Step inside to a spacious and inviting foyer with soaring ceilings and beautiful chandeliers that set the tone for the thoughtfully designed split-bedroom floor plan. Enjoy cooking in the gourmet kitchen featuring a gas stove, white soft-close cabinetry, gleaming granite countertops, stainless steel appliances, under-cabinet lighting, and gorgeous island with breakfast bar. Open concept living and dining area provides tons of natural light and a gas fireplace thats perfect for entertaining and family gatherings. Beautiful elegant grey oak tile flooring and custom light fixtures throughout the home. Desirable floor plan is perfect for home office or guest also includes a dedicated laundry room and an oversized 2-car garage for all your storage needs. Enjoy remarkably low electric bills thanks to energy-efficient features tankless water heater, washer and dryer and a gas line plumbed for the outdoor grill. This charming golf cart-friendly neighborhood offers a relaxed coastal lifestyle. Just a short walk or bike ride to Live Oak Park with water access for kayaking, paddle boarding, swimming, and breathtaking sunsets on the brand new pier. Hop on the Pinellas Trail and explore Downtown Palm Harbor, Dunedin, and Tarpon Springs, where you can explore vibrant shops, dining, and cultural experiences. Zoned for some of Pinellas County's most desirable schools. Don't miss the opportunity to make it yours schedule your private showing today!
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Amy Mccormick Bowles (443-306-6924)
1185 ROYAL BLVD, PALM HARBOR, FL 34684
$399,900105 Days on yellowkey MLS ID: TB8491791
1 Days Off yellowkey (back on 6/18/2026)
REDUCED by $40,000 (9.1%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1677 Built: 1995Monthly Fee: $320 Tax: $3,299 (2025)Community: Queen Anne GateVilla
Taxes:$3,299
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Huge Price Adjustment!!! Step into this beautifully maintained 3-bedroom, 2-bath 2 car garage home featuring soaring vaulted ceilings and an abundance of natural light and privacy abounds! The inviting entry showcases a beveled glass front door, setting the tone for the stylish interior complete with custom shutters and blinds throughout. A spacious Great room with vaulted ceilings opens to the gleaming kitchen. The updated kitchen boasts pull out drawers, newer stainless steel appliances, including a double range with convection oven—perfect for cooking and entertaining and plenty of counter space. French doors add charm and functionality, leading to a bright glassed in Florida room that adds extra square footage, making it ideal for year-round enjoyment. An additional French door opens to a private brick-paved patio, creating a seamless indoor-outdoor living experience with a large serene backyard. This home combines comfort, elegance, and thoughtful upgrades in every detail. The functional, open layout includes a private primary bedroom with updated en suite bath complete with double bowl sinks, garden tub and separate shower! On the other side of the home are two bedrooms (one bedroom currently serves as a formal dining room with a built in closet and can be converted to a 3rd bedroom) and a renovated bathroom with newer full shower, inside utility room and easy access to the garage. The homes features a wired monitored security system, water softener, newer water heater, and new roof in 2020 . The community has a heated in ground pool! Close to shopping, beaches, movies, TIA, A+ schools, restaurants, Old Palm Harbor, Tarpon Springs, and Golf courses! This home is a must see! Schedule a showing today!
Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)
Listing Agent: Jahn Chrisochos (727-644-2501)
2688 PINE RIDGE WAY N #D2, PALM HARBOR, FL 34684
$169,500104 Days on yellowkey MLS ID: W7884458
REDUCED by $14,400 (7.8%) on 06/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1038 Built: 1983Monthly Fee: $422 Tax: $2,759 (2025)Community: Pine Ridge At Palm HarborSpa: NoCondo
Taxes:$2,759
Remarks: Come see this beautifully maintained 2 bedroom, 2 bathroom, fully furnished (optional) second floor condo in desirable Pine Ridge in Palm Harbor. This unit boasts an open concept with plenty of natural light in the spacious living room connecting to the north facing lanai for morning coffee or evening relaxing. The primary bedroom has an en-suite bathroom and walk-in closet for convenience and privacy. The second bedroom has several possibilities as a bedroom, hobby space, or maybe an office. This home also has a full laundry room. The location is close to the pool, spa, shuffleboard courts and clubhouse, or take a walk on the trail. Pine Ridge is close to shopping, dining and the Gulf coast beaches at Honeymoon Island or Caladesi Island State Parks. Schedule a visit to the 55 plus community of Pine Ridge and see this beautiful home, which could be your new winter get-a-way or permanent home in sunny Florida.
Listing is courtesy of: SANDPEAK REALTY (727-232-2192)
Listing Agent: Betty Crisman (727-735-2648)
3300 HAVILAND CT #303, PALM HARBOR, FL 34684
$179,000103 Days on yellowkey MLS ID: TB8491692
REDUCED by $6,000 (3.2%) on 06/18/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1153 Built: 1990 Tax: $2,420 (2025)Community: Bentley At Cobbs Landing Condo TheCondo
Taxes:$2,420
Elementary School: Highland Lakes Elementary-PN
Middle School: Carwise Middle-PN
Remarks: Virtually Staged. Welcome to Bentley at Cobb’s Landing, a gated, maintenance-free community in the heart of Palm Harbor where comfort, convenience, and resort-style living come together beautifully. This light-filled 1-bedroom plus loft residence offers a wonderful blend of charm, flexibility, and atmosphere, with soaring ceilings, an open layout, tranquil pond views, and a bright, airy feel that immediately makes an impression. From the moment you step inside, the volume of the space, the natural light, and the peaceful setting create a sense of retreat that feels both relaxing and elevated. The main living area is warm, inviting, and designed for easy everyday living, with an open flow that makes the home feel much larger than expected. The kitchen is both functional and attractive, featuring stainless steel appliances, hardwood cabinetry, and a layout that opens seamlessly into the dining and living spaces, making entertaining feel effortless. The dramatic ceilings and architectural lines add character, while the overall feel of the home remains soft, coastal, and comfortable. Large windows and serene views of the water and surrounding greenery bring the outdoors in and give the entire residence a peaceful Florida ambiance. The owner’s suite is generously sized and offers a quiet, comfortable place to unwind, while the upstairs loft adds tremendous versatility and value. Whether you envision a guest retreat, home office, reading lounge, workout area, media space, or creative studio, this loft delivers the kind of flexibility today’s lifestyle demands. It is not just bonus space — it is truly usable space that expands the way you can live in and enjoy the home. Step outside to the screened patio and enjoy one of the property’s most appealing features: the calming pond view. It is the perfect setting for morning coffee, a quiet evening wind-down, or simply enjoying the peaceful backdrop of water, palms, and mature trees. The home also includes interior laundry with washer and dryer, along with valuable storage space inside and out, adding even more everyday convenience. Beyond the residence itself, Bentley at Cobb’s Landing offers an impressive collection of community amenities that enhance the lifestyle even further. In addition to the resort-style pool, spa, fitness center, clubhouse, and library, residents also enjoy beautifully maintained grounds, a BBQ area, playground, and even a car wash station. The association provides the ease of true low-maintenance living, with services that include exterior maintenance, roof, grounds upkeep, trash, cable, and internet, allowing you to spend more time enjoying your surroundings and less time worrying about upkeep. The location is equally attractive, placing you close to shopping, restaurants, beautiful Gulf beaches, the Pinellas Trail, charming Downtown Palm Harbor, Tarpon Springs, and Dunedin’s vibrant Main Street, with convenient access to both the St. Pete-Clearwater and Tampa International airports.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-643-9977)
Listing Agent: Michael Williams (813-704-1075)
1340 RIBOLLA DR, PALM HARBOR, FL 34683
$575,00035 Days on yellowkey MLS ID: TB8517236
REDUCED by $20,000 (3.4%) on 06/18/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2409 Built: 2007Monthly Fee: $540 Tax: $7,625 (2025)Community: Villas Of San Marino At Palm HarborSpa: NoTownhouse
Taxes:$7,625
Remarks: FABULOUS TOWNHOME in gated Villas of San Marino! Step inside the 2-story 22' entrance of this END UNIT to an inviting wood/iron staircase, upgraded kitchen that includes wood cabinets, quartz countertops, stainless steel appliances and a walk-in pantry. Light floods the living room boasting french doors facing the large, private, screened lanai. The upstairs spacious master suite boasts double-door entry, large walk-in closet, and a bonus area great for home office or gym, facing french doors to a private terrace that offers partial gulf view. The master bath offers double sinks, vanity, granite, large glass shower enclosure and garden tub. The second upstairs bedroom suite is also large, with tons of natural light, and its own full bath. The third bedroom is located on the first floor and includes its own full bath with pocket door option for privacy from main living area. Upgrades to the home include first floor plank tile, matching second floor luxury vinyl, nickel light fixtures and hardware throughout, 5 1/4" baseboards, 8' ceilings, recessed lighting, built-ins in all bedroom closets, newer water conditioner, newer quiet garage door opener, 3 yr old HVAC. It is steps from the Pinellas Trail, downtown Palm Harbor, Pop Stansell Park and Sunderman Rec Complex. The neighborhood is zoned for top-rated schools as well. The community has maintenance-free living - cable, WiFi, community heated pool, exterior maintenance including paint, roof, landscaping, and trash are all included in monthly HOA. No flood insurance is required. Don't miss the chance to call this gorgeous townhome YOUR home!
Listing is courtesy of: REALTY OF RIVERVIEW LLC (813-863-3948)
Listing Agent: Stephen Hachey (813-863-3948)
819 HELMSMAN WAY, PALM HARBOR, FL 34685
$364,900138 Days on yellowkey MLS ID: O6386163
REDUCED by $10,000 (2.7%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1974Monthly Fee: $42 Tax: $3,868 (2025)Community: Anchorage Of Tarpon Lake Unit Three TheSingle Family
Taxes:$3,868
Remarks: Come see this beautifully redone home in the lovely Anchorage 55+ community! Featuring a brand new central AC, brand new shingle roof, 3 bedrooms, 2 bathrooms, a spacious floorplan with a living room and separate den, two fully redone bathrooms, and luxury vinyl plank flooring throughout, this one is a must see. Kitchen features white shaker cabinetry, stainless steel appliances, and quartz countertops. Plenty of room for outdoor living on your shaded back patio. Low HOA fee of $500 yearly includes a pool and redone clubhouse.
Listing is courtesy of: TRUST REALTY USA, LLC (786-292-0555)
Listing Agent: Uri Segev (305-244-2882)
1478 WICKLOW DR, PALM HARBOR, FL 34684
$699,90062 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 is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Pamela Bass (727-415-2228)
2796 CHALLENGER DR, PALM HARBOR, FL 34683
$839,90072 Days on yellowkey MLS ID: TB8505103
REDUCED by $30,000 (3.4%) on 06/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2248 Built: 1991Monthly Fee: $85 Tax: $3,622 (2025)Community: Waterford Crossing Ph ISingle Family
Taxes:$3,622
Remarks: Welcome to this Modern Coastal Oasis !!! Step into this stunningly remodeled 4-bedroom, 2-bathroom, pool home located in a highly sought-after neighborhood just minutes away from Honeymoon beach/Caladesi Island and Pinellas Trails. This beautiful home perfectly captures the essence of modern living, offering the ultimate blend of style, luxury, and convenience. Some of the key features include a sleek, modern design throughout. Every inch in this home has been updated with high-end finishes, clean lines, and an open-concept layout. The gourmet kitchen features contemporary cabinetry, premium stainless-steel appliances, and quartz countertops. The master bathroom is a dream !! The centerpiece is a freestanding soaking tub and the beautiful chandelier. The enormous walk-in shower features frameless glass panels, 24 x 48 porcelain tiles, and a sleek faucet and showerhead. The spacious living area accentuates the high ceilings and the beautifully designed style lighting. The private outdoor area features a newly remodeled pool with pebble tech finish and gorgeous glass tiles. The amazing home is exactly what you have been waiting for… No Flood Insurance Required!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Nely Santana (813-300-3322)
4811 KLOSTERMAN OAKS BLVD, PALM HARBOR, FL 34683
$599,44435 Days on yellowkey MLS ID: TB8517203
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1778 Built: 1990Monthly Fee: $58 Tax: $7,746 (2025)Community: Klosterman Oaks VillageSpa: NoSingle Family
Taxes:$7,746
Remarks: Under contract-accepting backup offers. THEY CALL THIS HOME “THE ONE”. Tucked away at the end of a quiet cul-de-sac street in highly sought after Palm Harbor Florida, this home has a kind of setting that’s getting harder and harder to find. Instead of neighbors on top of you on every side, you’ve got a beautiful undeveloped conservation land on two sides! It’s peaceful, private, and quiet in a way that just feels different than most the homes in Pinellas County now a days. With only one way in and out and one of the next neighborhoods to have its streets freshly paved, there’s a sense of comfort and calm in this neighborhood. From the beginning, this home wasn’t just updated it was cared for and truly lived in. Every project, every upgrade, every detail was done with intention. Not rushed, not flipped, but thoughtfully improved over time. Inside, you'll find soaring 12-13ft ceilings and a layout opens up in a way that makes everyday living feel easy, especially with the central vacuum system! The captivating kitchen was completely redone from top to bottom and has become the heart of the home, with all brand new stainless-steel appliances (2025/26) and fully custom PRADA quartz countertops with full wall backsplash that tie everything together. It’s the kind of space where people naturally gather. The master suite is unlike any other room in the house also with 12-13ft ceilings! Its spacious and private, with a bathroom that was designed to mimic a spa. Both bathrooms have been fully renovated with clean, modern luxury finishes from top to bottom (2024,2026). Beyond what you can see, there’s a lot you can feel. A NON FLOOD ZONE - BLOCK HOME with new drywall, new flooring everywhere, new doors throughout, fresh interior paint, fresh exterior paint, upgraded lighting, new outlets, (2024) new insulated garage door as well as all equipment (2025), full added R-38 attic insulation (2025) to keep things cool during the Florida summers. A brand new walk-in pantry (2025), a finished garage with epoxy floors (2026), and new pool equipment with a saltwater conversion (2024)—everything was done to make the home not just look better, but live better and be worry free long term! But where this home really stands out is outside. The front and backyard have been completely transformed. New fencing (2026), fresh landscaping everywhere (2025/26), and a wide-open oversized yard give you space and privacy that’s rare for this area. There’s a large deck with plenty of seating for even your biggest family gatherings (2025), a fully screened and covered patio, and an outdoor kitchen that makes it easy to spend more time outside than in. Whether it’s having people over or just enjoying a quiet night, this space has been used and loved in all the right ways. The best part is even with how tucked away it feels, you’re still incredibly close to everything—9 minutes to Fred Howard Beach, walking distance to the Pinellas Trail, major airports, theme parks, and just 3 minutes from WORLD FAMOUS Innisbrook Golf Resort. This isn’t just another house on the market. It’s a home that’s been lived in, improved with care, and genuinely loved. The hope is that whoever comes next feels what the current owners felt that the moment they walked in and love it just as much as they did for your chapter here.
Listing Agent: Steven Santucci, Llc (727-459-9013)
103 CARLYLE DR, PALM HARBOR, FL 34683
$584,60028 Days on yellowkey MLS ID: W7886706
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1517 Built: 1965 Tax: $6,005 (2025)Community: Indian Bluff IslandSingle Family
Taxes:$6,005
Remarks: Beautiful ranch style three bedroom, two full bath home nestled on a private Indian Bluff Island community. This spacious home has been completely renovated with quartz, kitchen countertops, all designer cabinetry, new appliances, induction stove, top and convection oven. All bathrooms have walk-in stall showers, high-end faucets, and cabinets. This home features a saltwater enclosed pool with magnificent grounds and landscaping.Property is fenced in. A MUST SEE!!
Listing is courtesy of: ISLAND REAL EST&PROP MGMT INC (727-804-7719)
Listing Agent: Suzi Welsh (248-882-7843)
3224 MONTROSE CIR, PALM HARBOR, FL 34684
$450,00032 Days on yellowkey MLS ID: TB8518533
0 Days Off yellowkey (back on 6/17/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1567 Built: 1988Monthly Fee: $36 Tax: $4,100 (2025)Community: Hamlet At Bentley Park Ph IiSingle Family
Taxes:$4,100
Remarks: Under contract-accepting backup offers. Virtually Staged. Nestled in the sought-after Hamlet at Bentley Park community, this beautifully maintained, move-in-ready 3-bedroom, 2-bathroom home with a 2-car garage offers the perfect blend of comfort, style, and peace of mind. Located in Flood Zone X and a NON-EVACUATION ZONE, this home provides additional peace of mind. Major improvements have already been completed, including a BRAND NEW ROOF installed in May 2026, a 2023 A/C system, a beautifully remodeled primary bathroom completed in 2023, hurricane screens for windows, updated interior windows, and a reverse osmosis water filtration system at the wet bar. Inside, soaring cathedral ceilings create a bright and spacious atmosphere filled with natural light. Step outside to enjoy the screened lanai, perfect for morning coffee, outdoor dining, or relaxing year-round. The backyard fire pit area creates an inviting setting for gathering with family and friends and enjoying Florida's cooler evenings. Residents of Bentley Park enjoy access to a community pool, tennis courts, and a park. Located within Palm Harbor's highly rated school district and just minutes from Gulf beaches, shopping, dining, parks, and everyday conveniences, this home offers an exceptional Florida lifestyle in one of the area's most desirable communities. Don't miss your opportunity to own this beautiful Palm Harbor home with major improvements already completed.
Listing Agent: Angie Clark (727-204-9214)
2850 HIGHLANDS BLVD #A, PALM HARBOR, FL 34684
$165,000181 Days on yellowkey MLS ID: TB8465261
1 Days Off yellowkey (back on 5/17/2026)
REDUCED by $5,000 (2.9%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1000 Built: 1978Monthly Fee: $164 Tax: $2,856 (2024)Community: Highland Lakes CondoCondo
Taxes:$2,856
Remarks: Under contract-accepting backup offers. Welcome to effortless Florida living in this furnished villa-style condo offering 1,000 square feet of living space, situated on a desirable corner lot. Move-in ready and thoughtfully laid out, this home features 2 bedrooms, 2 bathrooms, and a comfortable living and dinette area filled with natural light. The open kitchen prep area overlooks the living space, creating an easy flow for everyday living and entertaining. Sliding glass doors lead from the living room to an enclosed lanai, perfect for relaxing or enjoying the Florida lifestyle year-round. The spacious primary suite includes a large walk-in closet and a private bath with a walk-in shower. Laundry hookups are conveniently located in the attached one-car garage. Major improvements include a brand-new 2024 roof and a 2018 HVAC system, offering added peace of mind. Neatly landscaped surroundings enhance the home’s curb appeal. Located in the sought-after Highland Lakes 55+ community of Pinellas County, residents enjoy resort-style amenities including three executive 9-hole golf courses, multiple swimming pools with a geothermal-heated Olympic-size pool, and courts for tennis, pickleball, bocce, and shuffleboard. Additional highlights include a clubhouse, a lakeside lodge on Lake Tarpon, pontoon boat excursions, an arts and crafts center, a woodworking shop, and RV/boat storage with launch access, along with an active calendar of clubs and social events. Conveniently positioned just minutes from grocery stores, shopping, dining, medical facilities, US-19, and the Gulf Coast beaches, this villa offers exceptional value, lifestyle, and location. Schedule your private showing today.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Kaley Clopton (407-508-0860)
2189 OAK FOREST LN, PALM HARBOR, FL 34683
$450,00035 Days on yellowkey MLS ID: W7886393
2 Days Off yellowkey (back on 6/17/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 1994Monthly Fee: $427 Tax: $2,020 (2025)Community: Gleneagles ClusterTownhouse
Taxes:$2,020
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to your own slice of Florida paradise in the highly desirable gated Glen Eagles Cluster community! Located in a prime location, right behind the famous Copperhead golf course in Innisbrook. ALL bedrooms are located on FIRST floor- the bonus /loft area is the only thing upstairs. Only 1 owner. Nestled among beautiful mature trees, this spacious and naturally bright villa/townhome offers the perfect blend of comfort, privacy, and Florida charm. Boasting 2 bedrooms plus a flexible office/potential 3rd bedroom, as well as an upstairs bonus room that can be used as a home office, game room, guest retreat, or additional living space, this home offers a versatile layout designed to fit a variety of lifestyles. The peaceful wooded surroundings create a true retreat-like setting while still being close to everything Florida living has to offer. Wake up with a cup of coffee and enjoy the peaceful backyard views, where towering trees and tranquil surroundings make every day feel like a getaway. The bright, open layout provides plenty of room for entertaining, relaxing, or simply enjoying the easygoing Florida lifestyle. You'll appreciate the updates, including A/C-4 yrs new, water heater- 2 yrs new, Roof 2017 and microwave and refrigerator 1 yr new, making this home truly move-in ready. Spend your days lounging by the community pool, soaking in the hot tub, exploring nearby beaches, or enjoying the countless restaurants, shops, golf courses, and attractions just minutes away. Whether you're searching for a full-time residence, seasonal retreat, or low-maintenance Florida escape, this home checks all the boxes. Palm Harbor is know for their high ranking schools system. Don't miss this rare opportunity to own in one of the area's most desirable communities. Homes in Glen Eagles Cluster rarely become available, and once you experience the peaceful setting and unbeatable location, you'll understand why! Seller givinging sellers credit toward updating flooring or buyers choosing with accepted offer.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-847-4444)
Listing Agent: Venessa Finazzo (727-777-7506)
4941 KYLEMORE CT, PALM HARBOR, FL 34685
$819,900117 Days on yellowkey MLS ID: TB8488105
1 Days Off yellowkey (back on 6/17/2026)
REDUCED by $5,000 (0.6%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2426 Built: 1994Monthly Fee: $158 Tax: $7,428 (2025)Community: Fallbrook Ph 2Spa: NoSingle Family
Taxes:$7,428
Remarks: Under contract-accepting backup offers. Virtually Staged. Well-appointed executive home with pond and conservation views. This updated 4-bedroom, 3-bathroom, 3-car garage pool home is situated on an oversized lot that includes tranquil water and conservation in a highly desirable Lansbrook neighborhood, offering peaceful views and a private natural setting while remaining close to everything the area has to offer. The home is also situated in a cul-de-sac, with a large front yard, spacious driveway, and a lot from front to back that is 376 feet deep with only trees and water view in back yard. Upon entering, you'll immediately appreciate the high ceilings, gorgeous cherry engineered hardwood floors and a picturesque view of the pool, pond, and conservation, framed by glass sliders in the living room. This bright, open space flows into the formal dining area just off the foyer, with soaring ceilings and natural lighting. Architectural details, including arched windows and doorways, plantation shutters, crown molding, and clean lines, carry throughout. The home also boasts LED recessed lighting and a home audio system throughout. The modern kitchen is thoughtfully designed with a functional layout including an abundance of bright white cabinetry, complementary dark granite countertops a central island with extension supporting bar stool seating and a Jenn-Air cooktop. The premium appliance package also includes stainless steel built-in wall ovens and a new double door refrigerator. Additional kitchen highlights include an eat-in breakfast nook with mitered windows providing expansive views of the pool and conservation, recessed lighting, and a seamless flow into the family room. The family room is an ideal gathering space with vaulted ceilings, expansive triple glass sliders opening to the pool area, built-in shelving with media space, and a striking wood-burning fireplace. The spacious primary bedroom suite features luxury vinyl flooring, abundant natural light, and sliding glass doors that frame peaceful morning views and provide private access to the pool. The enviable ensuite bath features gorgeous porcelain flooring, dual vanities, a freestanding soaking tub, glass-enclosed shower, private water closet, and linen storage. A split bedroom floor plan offers privacy and flexibility with two bedrooms with vaulted ceilings on the opposite side of the home and a separate fourth bedroom tucked away across from the full pool bath for guests with a conservation pond/nature view (great for an office or guest space). Enjoy everyday Florida living with glass sliders from both living areas and the master bedroom opening to a screened pool and patio retreat. The sparkling Pebble Tec pool becomes the center of everyday living, with time spent enjoying the water, weekends hosting family and friends, and a covered outdoor living area with a ceiling fan and ceiling speakers (as part of the whole house audio system) offering space to relax, dine, and gather. Quiet mornings or evenings after work are just as inviting, with time to unwind and take in the peaceful reflections in the pond and conservation backdrop. Thoughtful landscaping enhances privacy without closing off the scenery, while frequent wildlife sightings, including deer, bald eagles, otters, owls, add to the natural appeal of the setting. Lansbrook offers walking trails, parks, access to Lake Tarpon, and nearby golf, all within close proximity to top-rated schools, shopping, dining, and Gulf beaches. Schedule your private tour today.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Dean Ribble (727-420-5549)
3505 TARPON WOODS BLVD #P408, PALM HARBOR, FL 34685
$189,00085 Days on yellowkey MLS ID: O6400609
REDUCED by $10,000 (5.0%) on 05/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1333 Built: 1984Monthly Fee: $676 Tax: $1,417 (2025)Community: Tarpon Woods CondoCondo
Taxes:$1,417
Elementary School: Cypress Woods Elementary-PN
High School: East Lake High-PN
Remarks: Move-in ready and sold fully furnished, this beautifully maintained 2-bedroom, 2-bath second-floor condo is located in the highly desirable East Lake corridor of Palm Harbor, in Tarpon Woods. Offering 1,333 sq. ft. of living space, this light and airy unit features a split-bedroom floor plan and vaulted ceilings, creating an open and spacious feel throughout. Enjoy peaceful pond views from the spacious living and dining areas, perfect for relaxing or entertaining. The kitchen is fully equipped with cookware and essentials, offering ample cabinet and counter space—everything you need from day one. A separate interior laundry room includes a full-size washer and dryer for added convenience. The primary suite features a generous walk-in closet and a private en-suite bathroom with double sinks and a walk-in shower. The second bedroom is well-sized and ideal for guests or a home office. Step outside and you are just moments from the heated community pool and spa. The unit also includes a dedicated covered carport—conveniently located close to the front door. Major updates include a new roof in 2025 (special assessment already paid) and a newer HVAC system (2022). The condo has been gently used as a seasonal residence and is truly turnkey—just bring your suitcase. The monthly HOA fee covers water, sewer, cable, trash, exterior maintenance, roof, and building insurance—offering true maintenance-free living.Ideally located near walking and biking trails, John Chesnut Park, Lake Tarpon, East Lake YMCA, golf courses, shopping, dining, and just a short drive to area beaches and Tampa International Airport. Perfect as a primary residence, vacation home, or seasonal retreat in one of Palm Harbor’s most sought-after areas.
Listing is courtesy of: HOPKEY REALTY (407-454-1217)
Listing Agent: Uno Sorlie (407-454-1217)
429 MANOR BLVD, PALM HARBOR, FL 34683
$415,00081 Days on yellowkey MLS ID: TB8501415
REDUCED by $10,000 (2.4%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1870 Built: 1981Monthly Fee: $8 Tax: $1,722 (2025)Community: Pine LakeSingle Family
Taxes:$1,722
Remarks: Great value-add opportunity in the highly desirable, established Palm Harbor neighborhood of Pine Lake! This spacious 3-bedroom, 2-bathroom handyman special at 429 Manor Blvd offers 1,870 square feet of livable space, making it a textbook fixer-upper with incredible potential to build instant sweat equity. The functional layout features a highly sought-after split-bedroom floor plan boasting a bright, open living area, an adaptable kitchen canvas, and a private primary suite. Step outside to a generously sized, fully fenced, pool-sized backyard—an ideal outdoor oasis perfect for entertaining, family pets, or storing your boat and RV since this community features no HOA fees and no deed restrictions. The property is priced aggressively below neighborhood market value to comfortably accommodate the need for a new roof and cosmetic updates, creating a prime investment advantage. While it is being sold as-is for seller convenience, turn-key comparable properties on the block are trading up into the mid-$500ks, making this property an ideal target for cash investors, conventional buyers utilizing an escrow holdback, or owner-occupants leveraging an FHA 203(k) renovation loan. Location is everything, and this high-demand rental and resale corridor places you minutes from award-winning Gulf beaches like Honeymoon Island, championship golf at Innisbrook, and premium local shopping and dining, all while being zoned for top-rated Pinellas County schools including Sutherland Elementary. Properties with this much clear upside in Palm Harbor do not last long—schedule your private showing today to unlock the hidden value!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Eric West (352-359-5691)
3305 HAVILAND CT #301, PALM HARBOR, FL 34684
$165,00055 Days on yellowkey MLS ID: TB8510859
0 Days Off yellowkey (back on 6/5/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1178 Built: 1990Monthly Fee: $562 Tax: $2,631 (2024)Community: Bentley At CobbsSpa: YesCondo
Taxes:$2,631
Remarks: Under contract-accepting backup offers. Elevate your everyday in this bright and stylish 1-bedroom, 1-bath condo tucked inside the exclusive gates of The Bentley at Cobbs Landing. From the moment you enter, you are greeted by dramatic, soaring 25-ft ceilings and sunlight pouring through expansive windows, creating a breezy, open vibe that feels like a multi-level townhome. This immaculate property is truly move-in ready and spectacularly updated, boasting a brand-new refrigerator, microwave, kitchen faucet, and smart thermostat all newly installed this year (2026)! The sleek modern kitchen features stainless steel appliances and a new garbage disposal, making cooking a treat. Take the staircase up to the dramatic loft—the perfect flex space ideal for a home office, reading nook, or creative corner. Slide open the doors to your private balcony, offering a peaceful spot to sip morning coffee or unwind at the end of the day, complete with an exterior storage closet. Rest easy knowing the big-ticket items are completely taken care of: featuring a 2024 A/C unit, a 2022 water heater, updated electrical, a newer toilet, and a convenient in-unit washer/dryer. Live where others vacation! This pet-friendly, amenity-rich community features a sparkling resort-style pool, full gym, basketball court, and beautifully manicured grounds. Located just minutes from premier shopping, dining, and medical facilities, you are an easy drive to Tampa International Airport and an incredible 9 minutes from Pinellas Gulf Beaches, Crystal Beach, and the Pinellas Trail. Schedule your tour today!
Listing is courtesy of: QUICKSILVER REAL ESTATE GROUP (813-288-0300)
Listing Agent: Erica Antonakos (813-455-0946)
201 SOUTH ST, PALM HARBOR, FL 34683
$544,900141 Days on yellowkey MLS ID: TB8478891
REDUCED by $5,000 (0.9%) on 06/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1447 Built: 1966 Tax: $7,556 (2024)Community: Ozona Shores 1St AddSpa: NoSingle Family
Taxes:$7,556
Remarks: Welcome to Paradise! This stunning REMODELED 3-bedroom, 2-bath home offers the ultimate in FLORIDA COASTAL LIVING. Located in Ozona, a QUAINT OLD FLORIDA, WATERFRONT COMMUNITY. Enjoy the charm of a GOLF-CART FRIENDLY community with easy access to local restaurants, boutique shopping, and the beach just minutes away. Designed to embrace the Florida lifestyle inside and out, from a Breezy, light and bright interior to a tropical oasis backyard with SWIMMING POOL. WIDE LOT 104 ft great for plenty of parking. Plus no HOA or deed restrictions- BRING YOUR BOAT, RV and all your Florida lifestyle toys! There are no rental restrictions in this highly coveted community -think Air BB! Step inside and be greeted by an OPEN-CONCEPT design with expansive great room, perfect for entertaining. The heart of this home is the ALL NEW CUSTOM KITCHEN, featuring new shaker style cabinetry, soft-close cabinets and doors, gorgeous granite countertops and stainless steel appliances. A large CENTER ISLAND and Breakfast Bar with seating for 4 provides ample space for casual dining and gatherings, seamlessly connecting to the living areas for a true sense of spaciousness. Bonus Florida Room off of great room – great FLEX SPACE for an Office. Primary suite and ensuite bathroom with door to the pool area for pool bath. Two REMODELED BATHROOMS. Enjoy true Florida living outdoors with a private Sparkling Pool, perfect for relaxing or hosting guests year-round. Enjoy the Privacy of your Fenced yard. As the evening sets in, you can relax around the fire pit with friends and family. SO MUCH NEW - New Roof & Flashing (2024), New Electrical Panel (2025), New Hot Water Heater (2025), New luxury vinyl plank flooring throughout (2025), Updated Kitchen Cabinets and Island (2025), New Appliances (2025) Updated Bathrooms (2024), A/C (2020) All New Interior Doors & Baseboard (2025), New Pool Pump (2025), New Pool Heater (2025) Fresh Interior Paint (2025) Back Room Enclosed with Engineered Plans & Permits And Includes Impact windows, Stucco Exterior and Metal Door (2025). Located in the charming, Coastal town of Ozona, a laid back golf cart community with no HOA or deed restrictions, you are just steps from local restaurants like Ozona Blue and Molly Goodheads, marinas, parks and the Pinellas Trail. Downtown Palm Harbor is minutes away by golf cart/bike or foot and offers many festivals, craft breweries and fun eateries! Within minutes are Main Street Dunedin and the Tarpon Springs Sponge Docks, as well as Innisbrook Golf Resort home of the PGA Valspar Tournament. Within 5 minutes to world class beaches such as Honeymoon and Caladesi Islands and 20 minutes to Clearwater Beach. This home really offers the True Florida Lifestyle! It is time to Treat Yourself and Start Living the Salt Life You have Always Dreamed of! Zoned for 3 of Pinellas County's most sought after A-rated schools including nationally recognized PALM HARBOR UNIVERSITY HIGH. Move-in ready and turn-key. Don’t miss your chance to own this move-in ready retreat in one of the Gulf Coast’s most unique and inviting neighborhoods. Whether you are looking for an updated home in a prime location, or an investment opportunity as an AIRBNB; this 3 bed, 2 bath fully updated pool home is sure to check all your boxes.
Listing Agent: Bradley Uline (727-432-5993)
3034 ENISGLEN DR, PALM HARBOR, FL 34683
$659,90048 Days on yellowkey MLS ID: TB8513383
1 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2032 Built: 1981 Tax: $5,185 (2025)Community: Eniswood Unit Ii ASingle Family
Taxes:$5,185
Remarks: Under contract-accepting backup offers. Beautiful Eniswood home situated on a gorgeous oversized lot in highly desirable Palm Harbor. This beautifully maintained 3-bedroom, 2-bath residence sits on over 1/3 acre and offers the perfect combination of privacy, comfort, and extensive upgrades throughout. Highlights include a perfect roof, newer appliances, 1-year-old AC, 3-year-old water heater, tile flooring throughout for easy maintenance, fresh interior and exterior paint, updated popcorn ceilings, a 5-zone irrigation system with reclaimed water, and a warm wood-burning fireplace. Designed with both everyday living and entertaining in mind, the spacious split floor plan features a large primary suite, eat-in kitchen, separate dining room, and indoor laundry with washer and dryer included. The kitchen is equipped with top-of-the-line stainless steel appliances, tile flooring throughout, newer windows and thoughtful finishes create a light, bright, and warm atmosphere! Step outside to your own private backyard retreat featuring mature landscaping, abundant shade, an outdoor shower, saltwater pool, resurfaced pool cage, pavered outdoor spaces, and an impressive entertaining area complete with cabinets, sink, and TV hookup, perfect for enjoying the Florida lifestyle year-round. An exceptional bonus is the stunning custom she-shed with over $15,000 invested, offering endless possibilities as a home office, creative studio, side business space, guest retreat, fitness room, or potential future in-law suite. Located near award-winning beaches, restaurants, shopping, parks, and top-rated A-rated schools, this completely move-in ready Palm Harbor home combines flexibility, functionality, and relaxed Florida living. Just bring your clothes and start enjoying everything this exceptional property has to offer.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Maria Crespo (813-230-1787)
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