Location: Palm Harbor
Only Show: Short Sale
Do Not Show Listings
29 CYPRESS DR, PALM HARBOR, FL 34684
$360,000107 Days on yellowkey MLS ID: TB8480978
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $29,000 (7.5%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1660 Built: 1959 Tax: $5,550 (2025)Community: Lake Shore Estates 3Rd AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,550
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Short Sale. Welcome to 29 Cypress Dr in Palm Harbor, a waterfront opportunity offering space, comfort, and direct canal access to Lake Tarpon in a prime location. This large two-bedroom, two-bathroom home features an expansive open living area designed to maximize both space and views, with oversized windows that fill the home with natural light and showcase serene water vistas. The open kitchen layout flows seamlessly into the main living space, creating the perfect setting for entertaining or simply relaxing while overlooking the canal. Laminate flooring runs throughout, adding a clean, modern touch, while cedar-lined closets provide both charm and functionality. The bathrooms have been thoughtfully updated, and the oversized primary suite offers generous space along with peaceful water views to wake up to each morning. Step outside to enjoy true Florida waterfront living with your own floating dock and easy canal access. The property is boat-ready, featuring double gates for convenient storage and a large carport that can accommodate a boat with ease. The one-car garage has been partially converted to include a laundry room and additional storage, while still maintaining usable garage space. Recent updates provide peace of mind, including a freshly painted interior, Samsung refrigerator (2024), Whirlpool washer and dryer (2022), Rheem water heater (2022), and a 2015 roof. This well-maintained home offers the perfect blend of indoor comfort and outdoor lifestyle, making it an ideal choice for those seeking waterfront living in Palm Harbor. Schedule your showing today before this gem is gone! Bank approved short sale !
Listing is courtesy of: INSPIRED REALTY, LLC (727-503-7865)
Listing Agent: Tyler Grisley, Llc (727-232-3850)
4765 LAKE VALENCIA BLVD W, PALM HARBOR, FL 34684
$525,00014 Days on yellowkey MLS ID: TB8512694
1 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2076 Built: 1983Monthly Fee: $19 Tax: $4,346 (2025)Community: Lake Valencia -Spa: YesSingle Family
Taxes:$4,346
Elementary School: Lake St George Elementary-PN
High School: Countryside High-PN
Middle School: Palm Harbor Middle-PN
Remarks: Short Sale. Welcome to a home that truly stands apart! This beautifully maintained 3-bedroom, 2-bathroom residence with a spacious 2-car garage offers character, comfort, and an exceptional lifestyle. From the moment you step inside, you'll appreciate the soaring beamed vaulted ceilings, open-concept design, and inviting fireplace that create a warm and memorable living space. Thoughtfully cared for and move-in ready, the home features a 2020 roof, HVAC system 2020, electrical panel 2022, tankless water heater 2023, providing added peace of mind for years to come. Natural light fills the interior, enhancing the bright and airy atmosphere throughout. The well-appointed kitchen offers stainless steel appliances, a breakfast bar, and a cozy dining nook, perfect for everyday living and entertaining. Convenient access to the oversized garage is located just off the kitchen. A desirable split-bedroom floor plan provides privacy for everyone, with the spacious primary suite tucked away from the secondary bedrooms and guest bath. The expansive great room serves as the heart of the home, seamlessly connecting the living and dining areas while showcasing the charming wood-burning fireplace. Step outside through the sliders and French doors to discover your own private retreat. The fully fenced backyard is designed for relaxation and enjoyment, featuring an anchored gazebo, side deck, and hot tub. Best of all, the property backs to a serene conservation area, offering peaceful views, exceptional privacy, and no rear neighbors, an increasingly rare and highly sought-after feature!! Whether you're entertaining guests, enjoying quiet evenings under the stars, or simply appreciating the beauty of nature from your backyard, this home delivers a lifestyle many dream about. Don't miss your opportunity to make it yours, schedule your private showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Whitney Taphorn (727-773-6225)
1609 WHITEBRIDGE DR #C, PALM HARBOR, FL 34684
$149,400224 Days on yellowkey MLS ID: G5104168
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 964 Built: 1973Monthly Fee: $632 Tax: $964 (2024)Community: Highland Lakes CondoCondo
Taxes:$964
Tax Year: 2024
Remarks: Short Sale. PRICE REDUCTION: Beautifully Remodeled Villa in Highland Lakes – Relaxed, Resort-Style 55+ Living Awaits! Opportunity knocks inside Highland Lakes—one of Pinellas County’s most beloved 55+ communities! Step into this beautifully refreshed 1-bedroom, 1-bath villa with a 1-car garage and immediately feel the light, warmth, and care that have gone into every detail. The owners reimagined the kitchen and bath from top to bottom—both completely remodeled with modern finishes, quality cabinetry, and all-new appliances. Brand-new flooring flows throughout the home, tying each space together in a clean, coastal-inspired palette. Morning sunshine pours through the new hurricane-rated windows and sliding doors (2021–2024), creating a bright great room perfect for coffee, reading, or conversation. The spacious primary suite features two walk-in closets plus an added storage closet, a convenient vanity with sink, and private access to a peaceful patio—your own quiet corner to enjoy Florida’s fresh air. The attached garage offers laundry, a utility sink, and shelving for easy organization. The HOA takes care of nearly everything—water, sewer, trash, cable + internet, roof and exterior maintenance, landscaping, irrigation, pest service, and building insurance—so you can truly relax and enjoy the good life. Highland Lakes residents love the three executive golf courses, resort-style pool, tennis, pickleball, bocce, shuffleboard, woodshop, arts & crafts studios, live entertainment, and even pontoon boats on Lake Tarpon. Tucked close to award-winning Gulf beaches, shopping, dining, medical care, and parks, this villa offers exceptional value and lifestyle in one. Short sale—priced accordingly. Don’t miss this opportunity to own a beautifully updated home in one of Florida’s most sought-after 55+ communities. Schedule your private showing today and experience the Highland Lakes lifestyle for yourself! Buyer and agent are responsible for verifying all measurements, room dimensions, and HOA regulations during the due diligence period.
Listing is courtesy of: BEACON REAL ESTATE & ASSOC (352-253-9200)
Listing Agent: Gary Bergenske (407-310-7545)
3673 KINGS RD #102, PALM HARBOR, FL 34685
$245,000496 Days on yellowkey MLS ID: TB8348167
1 Days Off yellowkey (back on 5/31/2026)
REDUCED by $33,000 (11.9%) on 04/30/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1559 Built: 2002Monthly Fee: $591 Tax: $3,692 (2024)Community: Waterford At Palm Harbor Luxury CondoTownhouse
Taxes:$3,692
Elementary School: Cypress Woods Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: Short Sale. APPROVED Short Sale at List and is subject to lender approval. BELOW MARKET VALUE FOR A 3 BEDROOM!! Needs updating but offers great opportunity to live in this gated community. This 3 bedroom townhome is conveniently located across from pool and mailboxes and extra parking. Downstairs is completely tiled and easy to care for. Upper level stairs and bedrooms have laminate flooring. The front exposure of this townhome faces the morning sun and the back of the property has shade trees with privacy. Complete with a screened-in tiled patio. One car garage with washer and dryer. The appliances are all in working condition. NEW HVAC was installed (2024) with a transferable warranty. Complete Duct work cleaning was included. Beautiful pool and spa that are well maintained and a Clubhouse that has a gym and pool table for all owners to enjoy, Walking distance, to Brooker Creek Plaza, restaurants, shopping. The YMCA is across the street along with the beautiful Pinellas Trail which takes you for 50 plus miles south or north. John Chesnut Park on Lake Tarpon is less than a mile away. Easy access to Tampa International Airport and Tampa Bay's shopping malls.
Listing is courtesy of: WATERFORD REALTY, INC. (727-409-2020)
Listing Agent: Maria Rocheleau (727-409-2020)
3839 BERKSHIRE CT, PALM HARBOR, FL 34684
$310,000776 Days on yellowkey MLS ID: U8241505
REDUCED by $14,900 (4.6%) on 05/30/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 935 Built: 1982Monthly Fee: $38 Tax: $5,429 (2024)Community: Lake St George-Unit V-ASingle Family
Taxes:$5,429
Remarks: Short Sale. Welcome to this enchanting Lake St. George retreat, a haven nestled at the serene end of a cul-de-sac. This charming cottage boasts two generous bedrooms, an updated bathroom, a recent roof replacement (2023), and a convenient one-car garage with laundry facilities. Step inside to discover a captivating wood feature wall, infusing the living spaces with warmth and character while elegantly delineating the kitchen and dining areas. Outside, a fenced yard invites you to enjoy outdoor gatherings and barbecues, offering ample space for pets to roam. Conveniently located, this home provides easy access to top-rated schools, essential amenities, and major transportation hubs such as Tampa International and the St. Pete/Clearwater airports. Indulge in nearby shopping, dining options, pristine beaches, and recreational activities, with the newly constructed Pinellas Trail Loop just moments away. As a part of the Lake St. George community, residents enjoy exclusive access to amenities including a sparkling pool, playground, park, tennis courts, and a private boat ramp with direct lake access. Don't let this exceptional opportunity slip away – schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Kristina Williams (850-217-6592)
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