Location: Palm Harbor
Do Not Show Listings
344 CROSSWINDS DR, PALM HARBOR, FL 34683
$574,90034 Days on yellowkey MLS ID: TB8507768
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1769 Built: 1975Monthly Fee: $6 Tax: $5,353 (2025)Community: Baywood Village Sec 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,353
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: If you’ve been searching for that true Palm Harbor waterfront lifestyle with Gulf access, this is the one that feels like home the second you pull in. Welcome to Baywood Village — a laid-back waterfront community where golf carts, boats, sunsets, and weekends on the water are just part of everyday life. Tucked away on a saltwater canal with Gulf access, this 3-bedroom, 2-bathroom home has been beautifully updated while still keeping that relaxed coastal feel everyone is looking for in Palm Harbor. Whether it’s mornings on the dock with coffee or evenings around the fire pit after a day on the boat, this property was made for enjoying the Florida lifestyle. Inside, the heart of the home is the renovated kitchen, stainless steel appliances, modern finishes, and an open layout that flows comfortably into the main living spaces. Additional upgrades throughout the home include a whole-house water softener, brand-new thermostat, and updated electrical outlets. The flexible bonus space gives you plenty of options for a home office, second living area, or entertaining space overlooking the water. Out back, the enclosed patio opens to your private backyard oasis shaded by mature mango and olive trees, creating the perfect setting to unwind after a day on the Gulf. The primary suite offers a peaceful retreat with an updated en-suite bathroom featuring a walk in shower while the guest bathroom has also been tastefully updated with dual sinks, jacuzzi tub, and contemporary finishes. The HOA is optional, giving homeowners added flexibility while still offering access to a wonderful waterfront community. Complete with a 2-car garage, private dock, and direct Gulf access, this move-in ready waterfront home gives you the opportunity to enjoy everything people love about living in Baywood Village and the Palm Harbor boating lifestyle.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jakea Cates (813-802-9689)
136 SHEFFIELD CIR E, PALM HARBOR, FL 34683
$925,00011 Days on yellowkey MLS ID: TB8512808
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2854 Built: 1984Monthly Fee: $65 Tax: $436 (2025)Community: Barrington Oaks WestSingle Family
Taxes:$436
Remarks: LOCATION. LAYOUT. LIFESTYLE. If you're looking for all of that with an amazing floorplan this Barrington Oaks West gem stands out as an incredible opportunity in one of Palm Harbor's most sought-after communities. With a few of your finishing touches this home is ready to be your own! Situated on a large lot, this spacious 4-bedroom, 3-bathroom pool home offers over-sized living spaces, a highly desirable split-bedroom floor plan, and the kind of layout today's buyers are searching for. With great bones and endless potential, this home is the perfect opportunity to personalize and create your dream home in a premier Palm Harbor location. From the moment you arrive, you'll appreciate the impressive curb appeal, oversized driveway, and two-car garage. Inside, you're welcomed with living room, formal dining room, and inviting family room, where a two sided wood-burning fireplace and built-in shelving create a warm and welcoming gathering space. The heart of the home features a spacious kitchen with a breakfast nook and casual sitting area, offering the ideal setting for entertaining guests or enjoying everyday family life. The thoughtfully designed layout provides both formal and informal living spaces, making it perfect for growing families, multi-generational living, or those who love to host. The private primary suite features dual walk-in closets and a spacious en-suite bath with separate vanities, a soaking tub, walk-in shower, and private water closet. The split floorplan allows the primary upmost privacy with the other 3 rooms on the opposite wing of the home. Enjoy a secondary master that serves as the best guest suite with ample space and a full bathroom with a walk in shower. Step outside to your own Florida paradise. The screened-in pool enclosure showcases a expansive covered lanai, with vaulted ceilings, a painting, and beautiful wooden BEAMS creating the perfect backdrop for outdoor dining, pool parties, and year-round enjoyment of the Florida lifestyle. Additional highlights include an indoor laundry room, abundant storage, mature landscaping, and an unbeatable location close to top-rated Palm Harbor schools, parks, shopping, dining, golf courses, beaches, and convenient access to US Highway 19. If you've been searching for a Palm Harbor pool home with an outstanding layout, generous square footage, and the opportunity to add your own style and value, this is the one you've been waiting for.
2957 GLEN HAVEN DR, PALM HARBOR, FL 34684
$320,00041 Days on yellowkey MLS ID: TB8510630
1 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1114 Built: 1982 Tax: $4,902 (2025)Community: Cypress GreenSingle Family
Taxes:$4,902
Elementary School: Highland Lakes Elementary-PN
High School: Palm Harbor Univ High-PN
Middle School: Carwise Middle-PN
Remarks: Under contract-accepting backup offers. Perfectly positioned in the heart of Palm Harbor, this bright and beautifully maintained 2BR/2BA single-family block home offers the ideal blend of comfort, convenience, and Florida lifestyle living — all with NO HOA and located in a NO FLOOD ZONE. Move-in ready and filled with natural light, this inviting home is just minutes from world-class beaches, championship golf, shopping, dining, and the renowned Innisbrook Resort. Inside, you’ll find an airy open-concept layout designed for easy everyday living and entertaining, featuring tile and luxury vinyl flooring throughout with carpet in one bedroom. The spacious living and dining areas flow seamlessly through French doors to the outdoor living space, creating the perfect indoor-outdoor feel. The kitchen is both functional and stylish with granite countertops, abundant cabinetry, and a charming eat-in dining space. The private primary suite offers a beautifully updated en-suite bath complete with a glass walk-in shower and modern vanity, while the second bedroom sits adjacent to an updated guest bath with a newer vanity and tub/shower combination. Step outside and enjoy true Florida living with a covered and screened lanai, open patio area, and FULLY FENCED backyard — ideal for entertaining guests, pets, or simply enjoying peaceful mornings outdoors. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this property checks every box with excellent flexibility and strong rental potential. Short-term and annual rentals are permitted, and there is even an option to purchase fully furnished for a truly turnkey experience. Conveniently located just 15 minutes from the beach, 30 minutes to Tampa International Airport, and 35 minutes to vibrant downtown St. Petersburg, this Palm Harbor gem delivers location, lifestyle, and value all in one.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mark Fazzini (727-485-9981)
105 PETERSON LN, PALM HARBOR, FL 34683
$499,90055 Days on yellowkey MLS ID: TB8501897
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1492 Built: 1985 Tax: $2,895 (2024)Community: Indian Bluff IslandSingle Family
Taxes:$2,895
Elementary School: Sutherland Elementary-PN
Tax Year: 2024
Middle School: Palm Harbor Middle-PN
Remarks: Virtually Staged. OLD FLORIDA ISLAND LIVING ON INDIAN BLUFF ISLAND! Welcome to the kind of Florida people still talk about but can rarely find in Pinellas County…where kids cruise the neighborhood on bikes with fishing poles slung over their shoulders, golf carts outnumber cars, sunsets become part of your daily routine, and nobody thinks twice about flip flops at dinner. Nestled on a quiet cul-de-sac in highly sought-after Indian Bluff Island, this ELEVATED coastal home captures the laid-back charm and sense of community that made people fall in love with Florida in the first place. Set on an oversized lot with peek-a-boo water views and tropical surroundings (ready for your pool inspiration), this 3-bedroom, 3-bath home offers an OPEN floor plan, soaring CATHEDRAL ceilings, warm wood floors, and a spacious upstairs living area designed to bring the outdoors in. Large sliders open to an oversized deck where mornings start with coffee in the sea breeze and evenings end under the stars with almost no light pollution. The SPLIT-bedroom layout provides privacy, while the downstairs bonus area with an additional bath offers flexible space for guests, hobbies, storage, or future possibilities. NEW ROOF installed in 2025 adds peace of mind. Life here feels different. Launch your kayak or paddleboard nearby, bike or walk to the Pinellas Trail or Wall Springs Park, fish with neighbors at sunset, or simply enjoy the quiet island feel surrounded by water in every direction. No stuffy HOA. No through traffic. Just authentic coastal living in one of Palm Harbor’s hidden gems — all zoned for highly rated schools and just minutes from beaches, marinas, dining, and everything the Gulf Coast lifestyle has to offer. Schedule your private tour and experience the magic of Indian Bluff Island for yourself.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Amanda Lebiszczak (912-655-2774)
381 WESTWINDS DR, PALM HARBOR, FL 34683
$469,90019 Days on yellowkey MLS ID: TB8516559
REDUCED by $10,000 (2.1%) on 06/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1396 Built: 1970Monthly Fee: $5 Tax: $4,980 (2025)Community: Baywood Village Sec 4Single Family
Taxes:$4,980
Remarks: 2BR/2BA home in Baywood Village, Palm Harbor. Fully renovated. Golf cart community. Renovated from top to bottom, and the flexibility of a golf-cart-friendly community make this 2-bedroom, 2-bathroom home a standout opportunity in Baywood Village, one of Palm Harbor's sought-after neighborhoods. Offering 1,396 square feet of living space on a .18-acre lot, this move-in-ready residence combines modern updates with the character of classic Florida living. With no HOA restrictions and no leasing restrictions, the property may appeal to buyers seeking a primary residence, seasonal retreat, or investment property. Inside, nearly every surface and system has been updated. The redesigned kitchen features custom soft-close cabinetry, quartz countertops, an LG appliance suite, a Bosch Home Connect dishwasher, black hardware throughout, and an open-concept layout that connects seamlessly to the living and dining areas. The spacious primary suite includes a renovated en-suite bathroom with a custom tiled shower, designer vanity, and walk-in closet ready for customization. A generously sized guest bedroom, additional storage closets, updated flooring, fresh interior paint, new doors, and upgraded molding continue the home's comprehensive renovation. The Florida room adds warmth and personality with a blend of Old Florida charm with modern finishes. Whether entertaining guests or enjoying a quiet evening at home, this flexible living space offers year-round enjoyment. Major improvements provide added peace of mind, including a roof replaced in 2022, flat roof replaced in 2020, Trane HVAC system installed in 2024, water heater replaced in 2024, front yard irrigation, gutters, smart security cameras and lights, fresh exterior paint, and a new hurricane-rated garage door. The home benefits from extensive documented updates. Outside, the large backyard creates an ideal setting to enjoy tranquil wildlife views. In the front-yard the new sod and landscaping enhance curb appeal while providing a fresh outdoor environment for relaxation, gardening, or future customization. Baywood Village is known for its golf-cart-friendly atmosphere, and active community lifestyle. Residents enjoy access to a clubhouse, playground, community events, golf cart parades, fishing tournaments, chili cook-offs, and planned recreational amenities. The location places you close to Honeymoon Island, Fred Howard Park, Sunset Beach, Wall Springs Park, the Pinellas Trail, Innisbrook Golf Resort, shopping, dining, and everyday conveniences. Tampa International Airport and St. Pete-Clearwater International Airport are also easily accessible. Fully renovated, move-in ready, with exceptional flexibility, this Palm Harbor property presents a rare opportunity to own in one of the area's hidden gem neighborhoods. Room sizes are approximate – Buyer must verify. PLEASE CLICK VIRTUAL TOUR LINK.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Rose Winters Pllc (518-364-1898)
4226 PRESERVE PL, PALM HARBOR, FL 34685
$375,00025 Days on yellowkey MLS ID: TB8511386
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 1998 Tax: $2,501 (2025)Community: Preserve At Lansbrook Condo TheCondo
Taxes:$2,501
High School: East Lake High-PN
Remarks: FIRST FLOOR condo with a GARAGE and on CONSERVATION in Lansbrook, one of Palm Harbor’s most SOUGHT-AFTER communities! This unique layout features TWO LIVING AREAS – one with sliders to the screened lanai that overlooks PEACEFUL WOODS, and a second adjacent to the kitchen, perfect for a seat at the BREAKFAST BAR or to lounge on the couch and watch the brand new 65" LARGE SCREEN TV that stays with the home! SPACIOUS KITCHEN with newer appliances, plenty of cabinet space and a LARGE PANTRY! Brand new garbage disposal and a well-maintained REVERSE OSMOSIS system under the sink! Primary bedroom is GENEROUSLY-SIZED and has sliders to the lanai plus a window overlooking CONSERVATION! Walk-in closet with CUSTOM SHELVING, dual sinks and a GARDEN TUB in the primary bathroom, with a separate step-in shower! Guest room has a slider to a PRIVATE COURTYARD! Luxury PLANTATION SHUTTERS throughout! AC: 2019, freshly serviced and air ducts CLEANED! All floors professionally cleaned and GROUT PAINTED and sealed! Water heater: 2025! Washer and dryer: 2025! Roof: 2017 – covered by association! Monthly fee includes CABLE, INTERNET, trash, roof, landscaping, HEATED POOL, pest control, private road, and access to two residents-only COMMUNITY PARKS that offer BRAND NEW PICKLE BALL courts, BASKETBALL courts, a private BOAT LAUNCH to Lake Tarpon, DAY DOCKS, PLAYGROUNDS, SOCCER, plus WALKING TRAILS and a big field for MOVIE NIGHTs under the stars! Lansbrook is just 40 minutes from TAMPA INTERNATIONAL, under 30 minutes to AWARD-WINNING BEACHES, and around the corner from DOG PARKS and BIKE TRAILS! EXCEPTIONAL CONDO in an exceptional community! HOA fees PAID for THE REST OF THE YEAR!
Listing is courtesy of: COMPASS FLORIDA LLC (727-380-2067)
Listing Agent: June Connell (727-515-1664)
3310 HAVILAND CT #104, PALM HARBOR, FL 34684
$199,0009 Days on yellowkey MLS ID: TB8521497
0 Days Off yellowkey (back on 6/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1121 Built: 1990 Tax: $941 (2025)Community: Bentley At Cobbs Landing Condo TheCondo
Taxes:$941
Remarks: Under contract-accepting backup offers. Whether you are a first-time buyer, downsizing, or a snowbird looking for a place to land while in town, this 2/2 condo in a gated community will cover all your needs! Nicely updated & freshly painted on the inside, this home shows very well & has an open feel to the space. With walk in closets in both bedrooms, you will have the storage you need, plus the kitchen area has great cabinets, granite countertops, newer appliances & a laundry closet just to the side with additional storage capabilities. Both bedrooms are generous in size, and each one offers a walk-in closet. The guest bedroom has a pass-through door to the guest bath which offers great convenience & privacy for your visitors. The screened patio area will give you some bug free outdoor space & also has a storage closet. This unit has a dedicated carport that is included in the condo fee ($8 month maintenance fee) & this owner also rents an additional storage closet nearby for $50 month, which is optional for you. This unit is located just a short walk away from the pool & clubhouse area which is very nicely appointed. HVAC 2022 w/the balance of a transferable 10yr parts & labor warranty), water heater 12/17, washer (2026) & dryer (2022), & newer roofs in the complex. There is a lot offered here for such a little price. Make this your home now! All measurements are believed to correct, and buyer is encouraged to verify through inspections or other methods. Seller not responsible for any inaccuracies and home sold strictly as is.
Listing Agent: Cathy Mccarthy (727-452-9339)
504 OMAHA ST, PALM HARBOR, FL 34683
$455,00056 Days on yellowkey MLS ID: TB8504049
REDUCED by $5,000 (1.1%) on 06/28/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1404 Built: 1963 Tax: $4,400 (2025)Community: Palm Harbor Ridge AddSingle Family
Taxes:$4,400
Elementary School: Ozona Elementary-PN
Remarks: Seller is offering closing cost credits to qualified buyers and additional credit for offers submitted by July 15. Please call Listing agent for details. This is an excellent opportunity to reduce your upfront expenses and keep more cash in your pocket. Contact the listing agent for details and qualification requirements. Walk to Palm Harbor University High School and enjoy being just minutes from Ozona, Crystal Beach, downtown Palm Harbor, and Honeymoon Island in this move-in ready 3-bedroom, 2.5-bath home offering the perfect blend of convenience, flexibility, and Florida coastal living. Situated on an oversized lot in a highly desirable non-flood Zone X with no HOA, this property offers rare freedom with secure boat and toy parking behind a double gate, expanded concrete parking, and room to grow. Major upgrades provide peace of mind, including a new roof (2019), new A/C (2023), fresh interior paint, updated bathrooms, newer appliances, updated lighting, and ceramic tile flooring throughout. The open-concept kitchen and family room create a bright, inviting space ideal for entertaining, featuring granite countertops, solid wood cabinetry, and seamless flow into the main living areas. A versatile bonus space just off the kitchen offers endless possibilities for a home office, study, playroom, or additional lounge area. Step outside to your private vinyl-fenced backyard with a spacious patio, an extended concrete pad with electrical already in place for a future hot tub, and a designated pre-plumbed water and sewer connection for a future shed, workshop, or man cave. With top-rated schools, no flood insurance required, no HOA restrictions, oversized parking, and close access to some of Pinellas County’s most desirable coastal destinations, this home offers a rare combination of location, lifestyle, and long-term value.
Listing is courtesy of: LIPPLY REAL ESTATE (727-314-1000)
Listing Agent: Paul Fernandes (727-946-1841)
2034 CINDY CIR, PALM HARBOR, FL 34683
$699,9004 Days on yellowkey MLS ID: TB8523546
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2187 Built: 1981Monthly Fee: $13 Tax: $8,922 (2025)Community: Spanish OaksSpa: YesSingle Family
Taxes:$8,922
Remarks: Location Location Location !!! this Beautifully maintained Spanish-style tri-level home sits high and dry like a castle on the hill in Palm Harbor,,, situated on a cul-de-sac this 3 bed 3 full bath and a 2 car garage offers an oversized foyer that flows into a spacious family room with a wood burning fireplace and sliding doors leading out to the pool and screened in patio . on the second level you have a dream updated chef's kitchen with granite counters and plenty of cupboard space plus an eat in dining area, off the kitchen you have your formal dining and living room space with soaring cathedral ceilings and solid wood beams , the arched entries provide unique character and style, the third floor master bedroom retreat has a private en-suite with an updated bathroom , a large walk in shower, and granite counter tops,,,, there is also a bonus second closet with tons of storage space , there is a walk out patio deck off the master to sit and watch the sunsets and unwind at the end of the day, additional updates include a custom staircase , newer fans , lighting /interior doors , baseboards vinyl fenced yard, custom built in closets in all bedrooms and additional insulation under the home , the backyard is a tropical oasis with a inground pool and spa just added a few years ago, the corner lot is oversized and offers plenty of room for entertaining ,,,, minutes to top rated beaches , Pinellas trail, retail shops , medical facilities and zoned for top rated schools. Call to schedule your showing soon as this gem won't last long !!!! ALL furnishings and accessories as shown are negotiable
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Sherry Feijoo (727-421-3718)
3372 BRIAN RD S, PALM HARBOR, FL 34685
$775,00020 Days on yellowkey MLS ID: TB8518128
REDUCED by $25,000 (3.1%) on 06/17/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2804 Built: 1988 Tax: $4,571 (2025)Community: Tarpon Woods 4Th AddSingle Family
Taxes:$4,571
Remarks: Nestled on an expansive 0.53-acre homesite in Tarpon Woods, this meticulously maintained residence offers a rare combination of privacy, space, functionality, and thoughtful updates, all lovingly cared for by the original owners. Spanning approximately 2,804 square feet, the home is highlighted by soaring vaulted and volume ceilings reaching approximately 12 feet, creating an open, airy atmosphere that lives significantly larger than its footprint. The well-designed floor plan offers exceptional flow for both everyday living and entertaining. The custom kitchen serves as the heart of the home, featuring quality millwork, custom cabinetry, and a built-in refrigerator, while crown molding throughout adds timeless architectural character. Multiple living and gathering spaces provide flexibility and comfort, anchored by a warm gas fireplace. Designed for Florida living, the outdoor environment is equally impressive. Step outside to an oversized saltwater swimming pool with approximately seven-foot depth, expansive entertaining areas, an outdoor propane kitchen, generous green space, and a storage shed. The oversized homesite provides a level of privacy and separation rarely found in today’s market. Additional highlights include: Brand-new 2025 HVAC system. Water filtration system. Reverse osmosis water system. Updated bathroom vanities. Gas fireplace. Crown molding throughout. Custom kitchen cabinetry and millwork. Offering a rare blend of indoor comfort, outdoor enjoyment, and long-term pride of ownership, this is a property that truly stands apart. With its generous homesite, thoughtful updates, and exceptional lifestyle amenities, 3372 Brian Road presents an outstanding opportunity to own a beautifully maintained Palm Harbor residence ready for its next chapter.
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Nick Janovsky (813-391-8291)
412 ORCHID LN, PALM HARBOR, FL 34683
$1,874,00069 Days on yellowkey MLS ID: TB8500780
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3206 Built: 1958 Tax: $18,630 (2025)Community: Kramer F A SubSpa: YesSingle Family
Taxes:$18,630
Remarks: Nestled on a lot and a half along the serene waters of Southerland Bayou, this stunning waterfront home offers a private, nature-rich retreat in the heart of the quaint fishing village of Ozona. With 105 feet of water frontage, a new dock with a covered boat lift, and sweeping views of the bayou, this is truly a nature lover’s dream. Watch dolphins play, birds soar, and fish jump—all from the comfort of your own backyard. Step outside and enjoy a thoughtfully designed outdoor oasis, featuring a gas fire pit, grill, and arbor on the waterside—perfect for sunset gatherings. On the opposite side of the home, indulge in a self-cleaning, heated saltwater pool and spa set within an illuminated screened enclosure. Looking for a fenced yard ideal for both two-legged and four-legged family members, this home has that too. Inside, the home has been tastefully updated and is truly move-in ready. Upon entering, you’re immediately greeted by panoramic water views that bring the outside in. The living room with a cozy fireplace flows effortlessly into the kitchen and family room, making it easy to stay connected while entertaining or relaxing. The main floor includes three bedrooms, one of which features an ensuite bath—perfect for guests or multi-generational living. Ascend to the upper level to discover the expansive master suite, a true sanctuary with its own Juliet balcony, offering peaceful water views and a private escape from the world below. Whether you're hosting friends in the screened-in sunroom by the kitchen or enjoying quiet mornings with a coffee by the bayou, this home is designed for both entertaining and tranquil living.Boaters will appreciate direct access from Southerland Bayou to St. Joseph Sound, Three Rooker Island, HoneymoonIsland, Caladesi Island, and even Clearwater Beach. Located in golf cart-friendly Ozona, you’re just a short ride away from the Pinellas Trail, charming local eateries, and all the coastal character this beloved community offers.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Amanda Baldwin (808-352-8669)
1266 RIBOLLA DR, PALM HARBOR, FL 34683
$539,00077 Days on yellowkey MLS ID: TB8497284
REDUCED by $10,000 (1.8%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2538 Built: 2007Monthly Fee: $540 Tax: $8,691 (2025)Community: Villas Of San Marino At Palm HarborTownhouse
Taxes:$8,691
Remarks: The Villas of San Marino’s largest and most heavily landscaped townhouse is now available for immediate occupancy—just moments from the historic downtown district, local restaurants, and live music. The Pinellas Trail borders the front of the community, with flowering trees and open green space behind the home. This beautifully maintained 3-bedroom, 2.5-bath residence offers over 2,500 square feet of thoughtfully designed living space filled with natural light, upscale finishes, and all-new appliances. The open-concept main floor features rich hardwood floors and a spacious living and dining area, both facing west to capture stunning sunset views. The chef’s kitchen includes granite countertops, new stainless-steel appliances, abundant cabinetry, and a bar-height counter ideal for gathering and entertaining. Upstairs, the expansive owner’s retreat offers a private balcony, walk-in closet, dual sinks, Corian countertops, a soaking tub, and a walk-in shower. Two additional bedrooms, a full bath, and a convenient upstairs laundry room provide comfort and easy access. Enjoy the large screened lanai—perfect for relaxing or hosting—along with a two-car garage and water softener. The HOA covers cable, internet, exterior maintenance, landscaping, roof care, trash, and access to the community pool for true maintenance-free living. Located directly on the Pinellas Trail and less than one-third mile from Pop Stansell Park, with Gulf beaches, golf, boat launch, and marina all nearby. Just about two miles to Honeymoon Island State Park. Zoned for top-rated schools, including Palm Harbor University High School. Situated in a 500-year flood zone with no history of flooding. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Arthur Campbell (727-224-5240)
2409 OSPREY AVE, PALM HARBOR, FL 34683
$524,9007 Days on yellowkey MLS ID: TB8521786
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2087 Built: 1984 Tax: $184 (2025)Community: Eagle ChaseSpa: YesSingle Family
Taxes:$184
High School: Tarpon Springs High-PN
Middle School: Tarpon Springs Middle-PN
Remarks: Welcome to Eagle Chase — a small, well loved Palm Harbor community with no HOA and no flood zone worries. This well maintained 3 bedroom, 2 bath, 2 car garage pool home sits on a quarter acre corner lot and offers 2,087 sq ft of comfortable, functional living. Freshly painted interior in 2026, the home feels bright, clean, and move in ready. You’ll enjoy a spacious living and dining room combo, along with a warm and inviting family room featuring a wood burning fireplace. The large kitchen offers solid wood cabinetry, granite countertops, and generous prep space — ideal for everyday cooking or entertaining. The split floor plan provides privacy, and the inside laundry room adds convenience. Flooring throughout is wood and tile — no carpet. The wood floors can be refinished to restore their original shine. Step outside to your own Florida oasis: a screened pool and spa, a covered patio with a Thermador outdoor grill, and a fully fenced backyard with room to garden, including a raised garden bed ready for vegetables or herbs. Major updates include a metal roof (2018), HVAC (2016), and water heater (2019) — offering peace of mind for years to come. Golf enthusiasts will appreciate the proximity to Innisbrook Resort & Golf Club, home of the PGA Tour’s Valspar Championship. With easy access to US 19 and Belcher Road, commuting is simple, plus parks, shopping, dining, and entertainment are always close by.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Agnes Vetter (727-422-4780)
412 PENNSYLVANIA AVE, PALM HARBOR, FL 34683
$465,0009 Days on yellowkey MLS ID: TB8521846
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 964 Built: 1970 Tax: $7,922 (2025)Community: Crystal Beach RevSpa: NoSingle Family
Taxes:$7,922
Remarks: 412 PENNSYLVANIA AVE in CRYSTAL BEACH! Welcome to this charming coastal cottage at 412 Pennsylvania Avenue, nestled in the eclectic and historic waterfront community of Crystal Beach. Situated in a desirable high-and-dry X flood zone, this property offers peace of mind along with the relaxed Florida lifestyle you've been searching for. Previously leased out through Air BNB for the past few years! Great income potential! Just a few blocks from the waterfront park and fishing pier, you'll enjoy breathtaking Gulf sunsets and easy access to the community's scenic shoreline. The entrance to the Pinellas Trail is conveniently located at the end of Pennsylvania Avenue, and golf carts are welcome throughout the neighborhood, making it easy to explore all that Crystal Beach has to offer. Positioned on two lots with alley access, this inviting 2-bedroom, 2-bathroom home features an open-concept floor plan and a spacious, fully fenced backyard with plenty of room for pets, play, entertaining, or future possibilities. The oversized one-car garage includes a washer and dryer, additional storage space, and a second full bathroom. With no deed restrictions, you'll appreciate the flexibility and ample space to park boats, RVs, golf carts, and other recreational vehicles right on your property. The Sutherland Bayou public boat ramp is only minutes away, providing quick access to the Gulf and surrounding waterways. Inside, the home is move-in ready with easy-care tile flooring throughout, an updated bathroom featuring a walk-in shower with glass enclosure, and numerous recent improvements, including new windows and doors installed in 2025 and 2026, an A/C system replaced in 2023, and a roof installed in 2016. Operated as a successful Airbnb, this property offers excellent income-producing potential. Most furnishings are negotiable, making this an attractive turnkey opportunity for investors or seasonal residents. Ideally located near the area's most beautiful beaches, including Honeymoon Island, Caladesi Island, Clearwater Beach, and Fred Howard Park Beach, and just 10 minutes from the vibrant downtown districts of Dunedin and Tarpon Springs. Come experience the unique charm, friendly atmosphere, and coastal beauty of Crystal Beach. As the locals say, "If you're lucky enough to live in Crystal Beach, you're lucky enough."
Listing Agent: Roberta Celiberti (727-488-1235)
3505 TARPON WOODS BLVD #G405, PALM HARBOR, FL 34685
$244,90013 Days on yellowkey MLS ID: TB8517595
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1982 Tax: $1,879 (2025)Community: Tarpon Woods CondoCondo
Taxes:$1,879
Elementary School: Cypress Woods Elementary-PN
Remarks: Experience the ease of single-level living in this beautifully updated 2-bedroom, 2-bathroom first-floor condo located along Palm Harbor’s East Lake corridor. Move-in ready and thoughtfully improved, this home features high ceilings, fresh interior paint in 2025, and approximately $65,000 in recent upgrades. The front entry opens into a bright, open floor plan where the living and dining areas create a comfortable central gathering space. New Pergo flooring, recessed lighting, crown molding, and sliding glass doors leading to the screened lanai give the home a clean, inviting feel with peaceful outdoor views. The remodeled kitchen blends function and style with white cabinetry, granite countertops, newer stainless steel appliances, Bosch dishwasher, a dedicated wine and beverage fridge, a reverse osmosis system, new tile flooring in 2025 and a breakfast bar ideal for casual dining or entertaining. The split-bedroom layout offers privacy for both owners and guests. The primary suite includes engineered hardwood flooring, crown molding, a closet system, and a sliding barn door leading to the beautifully remodeled en-suite bath with dual sinks, updated cabinetry, modern fixtures, and a custom shower. The second bedroom is generously sized and works well as a guest room, office, or seasonal retreat, while the second full bath has also been updated with a granite-top vanity and contemporary finishes. Additional updates and features include Hunter ceiling fans, updated trim, closet systems, assigned covered parking, screened lanai, and a brand-new water heater in 2026. The seller has paid the special assessment for the HOA roof project. The property is located in Flood Zone X, adding another layer of peace of mind. The monthly condo fee covers cable TV, internet, water, sewer, trash, pest control, exterior maintenance, and access to the community pool. Enjoy convenient access to Tarpon Woods Golf Club, John Chesnut Sr. Park on Lake Tarpon, the North Pinellas YMCA, shopping, dining, beaches, downtown Palm Harbor, Dunedin, and Tampa International Airport. This is a well-updated, low-maintenance Palm Harbor home ready for its next owner.
Listing Agent: Christopher Negvesky (571-437-4344)
3459 WOODRIDGE PKWY, PALM HARBOR, FL 34684
$1,275,00020 Days on yellowkey MLS ID: TB8518519
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3163 Built: 1994Monthly Fee: $130 Tax: $10,830 (2025)Community: Pinnacle At Cobbs LandingSingle Family
Taxes:$10,830
Remarks: Nestled within the highly sought-after Pinnacle at Cobb's Landing, this DISTINGUISHED Marc Rutenberg custom residence exemplifies timeless architecture, quality craftsmanship, and refined Florida living. Offering 3,163 square feet of thoughtfully designed single-story living space, this spacious residence features 4 BEDROOMS, 3 BATHROOMS, and a private EXECUTIVE OFFICE complete with custom built-in shelving that can easily serve as a 5TH BEDROOM if desired. A well-designed split-bedroom floor plan provides both privacy and functionality, while soaring ceilings, elegant architectural details, ENGINEERED WOOD FLOORING throughout much of the home, and abundant natural light create an inviting atmosphere. At the heart of the home, the expansive kitchen and family room blend seamlessly together, creating the perfect setting for everyday living and entertaining. The family room is anchored by a GAS FIREPLACE that adds warmth and character, while formal living and dining spaces provide additional flexibility for hosting family and guests. The privately situated primary suite serves as a peaceful retreat with generous closet space and a well-appointed en suite bath. Outdoor living is elevated by a HEATED SALTWATER POOL, covered lanai, and mature landscaping, while the FULLY FENCED BACKYARD offers a rare feature as the only fenced homesite within the community. Additional highlights include SOLAR PANELS, a WHOLE-HOME REVERSE OSMOSIS WATER FILTRATION SYSTEM, GRANITE COUNTERTOPS, a NEW POOL PUMP, and numerous updates that reflect pride of ownership throughout. Residents of Pinnacle at Cobb's Landing enjoy exclusive access to a COMMUNITY BOAT RAMP with direct access to Lake Tarpon, along with parks, tennis courts, basketball courts, and scenic sidewalks. Ideally located near top-rated Palm Harbor schools, golf courses, marinas, shopping, dining, and Gulf Coast beaches, this exceptional residence presents a rare opportunity to own a beautifully maintained home in one of Palm Harbor's most desirable communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Rose Thomas (239-766-9416)
2687 PINE RIDGE WAY S #B2, PALM HARBOR, FL 34684
$149,90032 Days on yellowkey MLS ID: TB8514012
REDUCED by $5,000 (3.2%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1038 Built: 1983 Tax: $2,759 (2025)Community: Pine Ridge At Palm HarborCondo
Taxes:$2,759
Remarks: Welcome home to this beautifully maintained 2 Bedrooms, 2 Bath, second floor, end unit with extra natural lighting, condo located in the highly desirable 55+ community of Pine Ridge Palm Harbor! This awesome condo offers comfort, convenience, and a beautiful location within the community! This unit offers a spacious, open floor plan designed for comfortable living, tile flooring throughout, and is move-in-ready! The master bedroom is equipped with its own Bathroom, oversized walk-in closet that has attic access for extra storage and will accommodate most bedroom furniture! There is also a large laundry room in this unit that has a full-size washer and Dryer and offers additional storage space within the unit. This residence provides easy maintenance and a bright, inviting atmosphere whether you are living her full time or as a second home. This well-appointed layout offers generous living and dining spaces, while the bedrooms provide privacy for both owners and guests. The community offers a Resort-style pool, Shuffleboard court and is a Pet Friendly community! Located a short distance from US19 in beautiful Palm Harbor, Florida, everything is close by from Honeymoon Island and Caladesi Island State Park Beaches, the Pinellas Trail, the world-famous Tarpon Springs Sponge Docks which has lots of shopping, boating excursions, and dining! Grocery stores, drug stores, shopping and restaurants are within minutes of this community! Priced below recent sales and this unit offers so much more than most of the units n the community. Don't miss living the Florida dream.....schedule your showing today before this deal is gone!
Listing Agent: Kim Sobecki (727-480-2811)
2653 LANDING WAY, PALM HARBOR, FL 34684
$859,00033 Days on yellowkey MLS ID: TB8510969
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2824 Built: 1987Monthly Fee: $175 Tax: $6,792 (2025)Community: Estates At Cobbs Landing The Ph IiSingle Family
Taxes:$6,792
Elementary School: Fairmount Park Elementary-PN
Remarks: Nestled within the highly sought-after community of Cobb’s Landing on Lake Tarpon, this beautifully updated move-in-ready 4-bedroom, 2-bath residence offers the perfect blend of luxury, comfort, and Florida lifestyle living. Situated on a nearly quarter-acre lot in desirable Estates at Cobb’s Landing Phase II and located in Flood Zone X, this impeccably maintained home showcases 2,824 square feet of thoughtfully designed living space with timeless upgrades throughout. Step inside to an open and airy layout filled with natural light, highlighted by a stunning skylight in the great room, a cozy wood-burning fireplace, plantation wood shutters, and new modern baseboards throughout. Elegant 20” x 20” decorative tile flows through the main living areas, while engineered hardwood flooring adds warmth and sophistication to the bedrooms. Both the primary and guest bedroom closets were tastefully renovated in 2022 The remodeled kitchen is designed to impress with upgraded shaker-style cabinetry, new hardware, marble countertops, an oversized island, elegant drop pendant lighting, a new Samsung refrigerator, and newer appliances — creating a true chef’s and entertainer’s dream. Just off the front entrance, a dedicated room features formal built-in cabinetry and an elegant countertop bar with matching pendant lighting, offering the ideal space for entertaining guests or creating a relaxing lounge retreat. Outdoor living is equally exceptional. A brick paver walkway welcomes you to the front entrance and continues around the expansive pool area, where a large screened birdcage enclosure and covered lanai with a natural cypress wood ceiling create a private backyard oasis perfect for relaxing or entertaining year-round. A charming stepping-stone walkway is framed by low-maintenance landscaping, featuring large decorative rocks for a clean, natural, and easy-care backyard. Lush tropical landscaping and western exposure provide the ideal backdrop for enjoying Florida sunsets. The property also includes a sprinkler system, spacious 2-car garage, and numerous major updates including a new roof (12/21/2023), new HVAC system (2023), new pool pump in 2025, and new garage door opening system (07/30/2025). Residents of Cobb’s Landing enjoy access to an exceptional array of community amenities including private access to Lake Tarpon with a residents-only boat ramp, tennis courts, basketball courts, playgrounds, walking paths, parks, and a vibrant calendar of neighborhood social events. This is a rare opportunity to own a move-in-ready luxury home in one of Palm Harbor’s most desirable lakefront communities where elegance, recreation, and family-focused living come together seamlessly.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
3237 MONTROSE CIR, PALM HARBOR, FL 34684
$550,00039 Days on yellowkey MLS ID: TB8511743
REDUCED by $25,000 (4.3%) on 06/09/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2347 Built: 1987Monthly Fee: $34 Tax: $5,429 (2025)Community: Hamlet At Bentley Park Ph IiSingle Family
Taxes:$5,429
Remarks: Get ready to move right in to this 4 bedroom, 2 ½ bath pool home with fireplace and two car garage. This house is located on a rare oversized and private lot in the Hamlet at Bentley Park. This home boosts New vinyl siding (2026) New AC system (2026) New Solar Panels (2024) New roof in 2020. The lot has plenty of room for any addition you have in mind and has beautiful mature trees ( plus a Mango tree ) with a fenced backyard, so you may enjoy hosting events in total privacy. This home is bright and airy with cathedral ceilings, skylight, wet bar, and a large eat-in kitchen and large pantry. The master bedroom has beautiful windows with a cozy window seat, and you can spend hours in your master bath with garden tub, shower, and dual sinks. The closet space is a dream with plenty of room for all your accessories. The community is close to the local middle school and located in the desirable Palm Harbor University High School district. It is in a non evacuation zone and close to lake Tarpon. Be prepared to enjoy an abundance of amenities in your new community including tennis courts, community park, community pool with hot tub/spa. This will not last long so call for your appointment now!
Listing Agent: Jeffrey Wible (813-951-6353)
1647 BENTLEY CT, PALM HARBOR, FL 34684
$450,00043 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)
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