Location: Oldsmar
Do Not Show Listings
416 MAPLEWOOD DR, OLDSMAR, FL 34677
$460,0007 Days on yellowkey MLS ID: TB8527873
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1395 Built: 1977 Tax: $1,408 (2026)Community: Harbor Palms-Unit OneSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,408
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2026
Middle School: Carwise Middle-PN
Remarks: Welcome to one of Oldsmar's hidden gems! This beautifully maintained 3-bedroom, 2-bath pool home is nestled in the highly desirable Harbor Palms neighborhood, offering the perfect combination of location, comfort, and the Florida lifestyle. The bright split-floor plan features premium laminate and tile flooring, a spacious living room with French doors leading to your private backyard oasis, a formal dining room with a picture window, and a beautifully appointed kitchen with granite countertops, wood cabinetry, and stainless-steel appliances, to include a Point of use Reverse Osmosis Water Purification System. The interior laundry room includes the washer, dryer, and ample storage cabinets. The spacious primary suite offers dual walk-in closets and a beautifully updated en-suite bath with quartz countertops, soft-close cabinetry, and a custom-tiled walk-in shower. Step outside to the screened, covered lanai overlooking a sparkling pool with a tranquil waterfall. The pool is equipped with a child safety fence, which is included with the home. The oversized, fully fenced backyard offers plenty of room to entertain, relax, or enjoy Florida's year-round sunshine. Ideally located just a short walk or bike ride to the neighborhood's beloved Sheffield Park, featuring playgrounds. You'll also enjoy being just 25 minutes from Honeymoon Island and Tampa International and St. Pete-Clearwater airports, and only minutes from shopping, dining, and everyday conveniences. Opportunities like this in Oldsmar are rare—don't miss your chance to own this move-in-ready Florida retreat.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Frank Gomez (813-695-1247)
1811 FOREST DR, OLDSMAR, FL 34677
$429,00028 Days on yellowkey MLS ID: TB8520312
REDUCED by $10,000 (2.3%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2142 Built: 1973 Tax: $1,463 (2024)Community: Harbor Palms-Unit ThreeSpa: NoSingle Family
Taxes:$1,463
Tax Year: 2024
Remarks: Nestled in the heart of Oldsmar, this location offers the perfect blend of small-town charm, outdoor recreation, and everyday convenience that makes living in Harbor Palms so desirable. Situated HIGH AND DRY with NO history of flooding, residents enjoy being just minutes from the waterfront parks and trails along Tampa Bay, including R.E. Olds Park, Veterans Memorial Park, and the scenic Upper Tampa Bay Trail. Whether you're spending the day kayaking, biking, fishing, or enjoying one of the area's many community events, Oldsmar embraces an active Florida lifestyle while maintaining a welcoming neighborhood feel. This beautifully renovated 3-bedroom, 2-bathroom POOL home offers over 2,100 square feet of thoughtfully designed living space. From the moment you arrive, the inviting curb appeal sets the stage for the upgrades found throughout the home. Luxury vinyl plank flooring flows seamlessly from room to room, creating a modern and cohesive feel. The front living room transitions effortlessly into the dining area and spacious family room, where a cozy fireplace flanked by built-in shelving serves as the focal point. The centrally located galley-style kitchen is sure to impress with quartz countertops, stainless steel appliances, a statement vent hood, crisp white cabinetry, and a stylish backsplash. The oversized owner's suite offers a private retreat complete with a large walk-in closet and an ensuite bathroom featuring floor-to-ceiling tile and a walk-in shower. Two additional bedrooms are conveniently located near the beautifully updated guest bathroom. A dedicated mudroom with washer and dryer hookups adds extra functionality and storage space. Step outside to the screened-in lanai overlooking the sparkling in-ground pool, creating the perfect setting for relaxing or entertaining guests. Major updates include a new roof and AC in 2024, providing peace of mind for years to come. One of the biggest advantages of living here is the incredible convenience and abundance of nearby amenities. Harbor Palms Nature Park is just steps away and features a kayak launch, scenic boardwalk, walking trails, and an 18-hole disc golf course. Sheffield Park is also nearby with basketball and tennis courts, baseball and softball fields, and a dog park. Centrally located between Tampa, Clearwater, and Palm Harbor, residents enjoy easy access to Tampa International Airport, award-winning Gulf beaches, shopping, dining, entertainment, Mease Countryside Hospital, Tampa Bay Downs, and the Oldsmar BMX Supercross Track. With beautiful parks, a strong sense of community, and a prime Tampa Bay location, it's easy to see why Oldsmar continues to be one of the area's most sought-after places to call home. Schedule your showing today!
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Tiana Lake (727-688-5565)
412 SHORE DR E, OLDSMAR, FL 34677
$2,700,00045 Days on yellowkey MLS ID: TB8512698
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4454 Built: 1968 Tax: $15,354 (2025)Community: Country Club Add To Oldsmar RevSpa: YesSingle Family
Taxes:$15,354
High School: None
Tax Year: 2025
Middle School: Oak Grove Middle-PN
Remarks: Unique opportunity to own a one-of-a-kind, beautiful property on Safety Harbour Bay with Direct access to Tampa Bay. Renovation by Herman Builders. The stunning modern completely updated home features: contemporary, Open and spacious Gourmet Chef's Kitchen High-end chef-quality appliances, with double ovens, fireplace Oversized Island loads of cabinets, storage , the home has natural stone floors throughout. Full water views across the entire back of the home large glass doors leading out to your beautiful contemporary pool. Boat Docs for keeping your boat and easy access to Tampa Bay for the deep water fishing. The home features mother-in-law's quarters separate from the main home. With kitchenette, and private entrance . On the main floor, there are also three Guest or family bedrooms a bonus space, laundry room , lots of storage. The Private owner's suite features a large spa bathroom fabulous walk-in closets with grand views of Safety Harbor bay. Conveniently located near airport and downtown with the best schools in Tampa.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Cynthia Kaszirer (813-743-2847)
347 COUNTRY CLUB DR, OLDSMAR, FL 34677
$419,000156 Days on yellowkey MLS ID: TB8475491
REDUCED by $10,000 (2.3%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1967 Tax: $1,515 (2024)Community: Oldsmar Country Club Estates Sec 1 RepSingle Family
Taxes:$1,515
Remarks: "Move-In Ready"... Freshly Painted and Beautifully completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with plenty of green space, fenced yard and mature landscaping. Enjoy your Florida Lifestyle with family and social gatherings within the updated interior decor or outside in the screened pool and lanai deck area. We'll look forward to your visit.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Frank Fundora (813-361-2505)
442 EVERGREEN DR, OLDSMAR, FL 34677
$354,50031 Days on yellowkey MLS ID: TB8517079
REDUCED by $500 (0.1%) on 07/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1190 Built: 1979 Tax: $5,386 (2025)Community: Harbor Palms Unit Eleven Lot 451Single Family
Taxes:$5,386
Remarks: Welcome to 442 Evergreen Drive, nestled in one of Oldsmar's most desirable neighborhoods! This beautifully updated 4-bedroom, 2-bath residence offers the perfect blend of comfort, style, and Florida living. Filled with abundant natural light, the thoughtfully designed floor plan creates an inviting atmosphere ideal for both everyday living and effortless entertaining. Step outside to your private backyard retreat featuring a spacious screened-in porch—the perfect place to enjoy your morning coffee, host family and friends, or simply relax while taking in Florida's beautiful weather. Freshly painted inside and out, this move-in-ready home reflects pride of ownership from the moment you arrive. Enjoy added peace of mind with numerous updates, including a Roof (2020), HVAC System (2021), Kitchen (2024), New Flooring (2024), Remodeled Primary Bathroom, Impact Windows & Doors (2023), and energy-efficient solar panels that help reduce utility costs. Located in Flood Zone X, flood insurance is currently not required, offering even greater value and peace of mind. The oversized backyard provides plenty of room to add a pool, outdoor kitchen, or create your own tropical oasis, while the spacious garage offers excellent storage and functionality. Conveniently located near beautiful parks, shopping, dining, entertainment, and the stunning Gulf beaches, this exceptional home offers the very best of the Florida lifestyle. Whether you're searching for your first home, a place to grow, or your next chapter, 442 Evergreen Drive is a rare opportunity to own a beautifully maintained, move-in-ready home in a prime Oldsmar location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sheri Boesch (727-776-3422)
2055 DIAMOND CT, OLDSMAR, FL 34677
$1,150,00028 Days on yellowkey MLS ID: TB8520799
0 Days Off yellowkey (back on 6/23/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3237 Built: 1996Monthly Fee: $142 Tax: $8,014 (2025)Community: Diamond CrestSpa: YesSingle Family
Taxes:$8,014
Elementary School: Cypress Woods Elementary-PN
Remarks: Under contract-accepting backup offers. Welcome to 2055 Diamond Court, an exceptional residence located in the highly sought after guard gated community of Eastlake Woodlands. Situated on a rare trifecta lot with views of the pond, conservation and the golf course. Updated well-appointed home with 3 spacious bedrooms and a dedicated office that could also be an exercise or nursery room. A circular drive leads to the portico entrance. The views immediately greet you upon entering. The generous formal living and dining areas, high ceilings, abundant natural light and multiple gathering spaces create a warm and inviting atmosphere. Entertain easily in the updated gourmet kitchen and expansive family room that overlook the views and pool area. The primary suite is a retreat with pool and spa access, ensuite bath and walk-in closet. Beautifully remodeled primary bath includes a walk in shower, double sinks with quartzite counters and a relaxing stand-alone tub. Additional bedrooms are spacious with entry to the second and third remodeled baths. Enjoy the outdoor view on the travertine pool deck. Take a dip in the solar heated pool or relax in the spa. The expanded pool deck allows for several dining arrangements on the patio. Updates include a 2018 tile roof, 2021 HVAC, exterior and interior paint, updated kitchen and all baths. Located in the subdivision of Diamond Crest, a small one street community inside Eastlake Woodlands. Residents enjoy a beautifully maintained setting with convenient access to shopping, dining, parks, highly rated schools, Tampa International Airport and the area’s award winning Gulf Coast beaches. Eastlake Woodlands is home to the prestigious Ardea Country Club with two championship golf courses, tennis, pickle ball, fitness center, restaurant and banquet room. There are various memberships to choose from to fit your lifestyle. This is a rare opportunity to enjoy Florida’s year round sunshine, private home oasis and a premier Oldsmar location. Please be sure to watch the video for more photos and drone photography.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Debra Gross (727-463-2271)
1469 RIVERDALE DR, OLDSMAR, FL 34677
$624,99913 Days on yellowkey MLS ID: TB8521939
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1890 Built: 1992Monthly Fee: $470 Tax: $4,870 (2025)Community: Cross CreekSingle Family
Taxes:$4,870
Elementary School: Forest Lakes Elementary-PN
Remarks: Welcome to your dream home nestled in the coveted Cross Creek of Eastlake Woodlands, where tranquil living meets modern convenience! This charming 3-bedroom, 2-bathroom house is a true gem, boasting stunning water views that will take your breath away. As you step inside, you’ll be greeted by tall, soaring ceilings and a light-filled living space that seamlessly blends modern aesthetics with cozy charm. The heart of this home is undoubtedly the kitchen, featuring beautiful wood cabinets equipped with convenient pullout shelves and exquisite Corian countertops, perfect for culinary adventures or casual gatherings with family and friends. The spacious living area is accentuated by a cozy wood-burning fireplace and the en-suite bedroom is a true retreat, complete with sliding doors that lead to an enclosed lanai, where you can soak in serene pond views while sipping your morning coffee or unwinding after a long day. The en-suite bathroom comes equipped with a walk-in shower, walk-in bath and dual sinks. This property goes beyond aesthetics; it’s loaded with practical features too. Enjoy the benefits of a tankless water heater, new AC and a water treatment system that ensure your comfort and peace of mind. Plus, the home is scheduled to be freshly painted in October and the roof was replaced in 2013, providing you with years of worry-free living. Step outside and discover a world of leisure just across the street. A heated pool and spa await, offering the perfect escape to relax and rejuvenate. Nestled in a vibrant golf community, you’ll find yourself just moments away from an array of shops, delightful restaurants, and the stunning beaches that the area is known for. The proximity to the airport adds an extra layer of convenience for those who love to travel. This exquisite home in Cross Creek of Eastlake Woodlands is not just a house; it’s a lifestyle waiting to be embraced. Don’t miss your chance to own this enchanting property that beautifully combines luxurious living with the serenity of nature. Schedule your private tour today and step into the life you’ve always imagined!
Listing Agent: Phil Evans (304-617-3384)
1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$427,50063 Days on yellowkey MLS ID: W7885693
REDUCED by $500 (0.1%) on 07/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1855 Built: 1972 Tax: $2,731 (2025)Community: Harbor Palms-Unit TwoSingle Family
Taxes:$2,731
Remarks: This beautifully remodeled three-bedroom, two-bath home is perfectly located in Oldsmar at the top of Tampa Bay. Completely updated from top to bottom, it features a stunning new kitchen with stainless steel appliances, soft-close cabinetry, leather-finished quartz countertops, and a cozy breakfast nook. One of the standout features is how all three bedrooms are nicely separated for added privacy. The spacious master suite boasts a huge California-style walk-in closet, peaceful backyard views, and a gorgeous bathroom with a walk-in shower. The open-concept living space extends into a roomy bonus area at the back of the house, accented by tandem ceiling fans. From here, French doors lead to a fully fenced backyard, complete with a poured slab ready for a shed. A generous laundry room with a utility sink connects to the two-car garage, featuring a new hurricane-rated door and opener. Oldsmar offers unmatched access to the Pinellas Beaches, all that Tampa has to offer, plus its own great dining, excellent schools and shopping scene. Don’t miss the opportunity to check out this beautiful home!
Listing is courtesy of: SNAP REALTY LLC (727-457-5453)
Listing Agent: Dean Glicos (727-509-9296)
3087 DUANE AVE, OLDSMAR, FL 34677
$250,0007 Days on yellowkey MLS ID: TB8527948
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 1969 Tax: $4,131 (2024)Community: West Oldsmar Sec 1Single Family
Taxes:$4,131
Remarks: Auction Property. *** Live Auction! *** THIS IS PART OF A PROPERTY SETTLEMENT. THE SELLER HAS COMMITTED TO A TIMELY, SMOOTH AND TRANSPARANT AUCTION SALE. THE AUCTION SALE IS HELD AT THE PROPERTY ON SATURDAY AUGUST 1 at 10am with PREVIEW FROM 9am ON SALE DAY. *** EVERYONE WELCOME TO BID *** Because this is an auction sale, the home may sell for less or more than the list price. REGISTER at the auction sale. Bring photo ID and a personal or business check (you'll need it if your the winning bidder) .......AUCTION TERMS AT BOTTOM OF THIS PAGE........... THIS HOME IS OWNED FREE AND CLEAR. CLEAN TITLE TRANSFERES TO NEW BUYER *** You can use cash or financing.*** Located in a highly sought-after West Oldsmar neighborhood, this move-in-ready home offers flexibility and privacy.One of the standout benefits is the private in-law suite, which the owners converted into a private Verified Listing on Airbnb. The owner reports successful bookings throughout the year, making it a great option for extended family, guests, a private office, or a potential short-term rental. Set on nearly one-third of an acre with NO HOA restrictions, the property offers ample space to enjoy, expand, or customize.. Additional updates include a durable metal roof, hurricane-rated windows, and elevated entryways. The owners have also made thoughtful drainage improvements, including a front culvert drain, French drains, and a sump pump system. Seller reports no known flooding of the home; buyers should verify all information to their satisfaction. Inside, the home features an open layout that connects the living, dining, and kitchen areas, creating a comfortable flow for everyday living and entertaining. The private in-law suite has its own entrance, giving the home added versatility for multi-generational living, guests, work-from-home needs, or income-producing possibilities. The fully fenced backyard is spacious and inviting, with mature landscaping, fruit trees, and a paved patio area ready for an outdoor kitchen, a fire pit, or a lounge area. A custom-built shed/workshop adds even more usable space for storage, tools, hobbies, or a creative studio. Conveniently located near Gulf Coast beaches, parks, shopping, restaurants, downtown Dunedin, Clearwater, and St. Petersburg, this home offers a peaceful residential setting while keeping you close to everything Tampa Bay has to offer............................................................ TERMS:....... At the end of the sale, the winning bidder will sign the contract for sale and purchase, place a 5% deposit (personal or business checks are accepted) with AMERICAN HERITAGE AUCTIONEERS to be held in escrow, balance is due within 45 days, Seller pays for Title Insurance Policy and Documentary Stamps. Clean Title is transferred free and clear of all debt. PAPPAS LAW and TITLE will close the transaction.
Listing is courtesy of: AMERICAN HERITAGE REALTY, INC. (727-726-7272)
Listing Agent: Benjamin Pietras (727-207-3732)
384 WINGATE CIR, OLDSMAR, FL 34677
$579,00045 Days on yellowkey MLS ID: TB8515031
REDUCED by $5,999 (1.0%) on 07/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2428 Built: 2001Monthly Fee: $100 Tax: $8,778 (2025)Community: Bay ArborSpa: NoSingle Family
Taxes:$8,778
Remarks: Nestled on a quiet street in the desirable gated community of Bay Arbor, this lovely two-story home offers 3 bedrooms, 2.5 bathrooms, two spacious bonus/great rooms, a 2-car garage, and a spectacular custom pebble tech pool with a stunning stone waterfall, pool pump 2025 and new pool filter 2025. The back yard is completely fenced and backs up to a peaceful conservation. As you enter, you'll be welcomed by charming Florida saltillo ceramic tile flooring that adds warmth and old-world Florida character throughout the main living areas. The spacious eat-in kitchen features granite countertops, abundant cabinetry with convenient roll-out trays, a huge pantry, stainless steel appliances, newer dishwasher 2022, refrigerator 2024, and lovely French doors leading directly to the beautiful screened pool area—perfect for indoor-outdoor living and entertaining with no rear neighbor’s. The first floor offers a formal living and dining room, a large family room, and a convenient powder room. Upstairs, you'll find an enormous bonus/great room that can easily serve as a media room, game room, home office, gym, or potential fourth bedroom. The oversized primary suite features a large walk-in closet and a private ensuite bath complete with a walk-in shower, garden tub, private water closet, and linen closet. Two additional bedrooms offer generous closet space and share a full hall bath with a tub/shower combination. Newer Roof (2020), Water Heater (2021), newer HVAC System (2024). In addition the house comes with hurricane shutters which are stored in the garage. Bay Arbor residents enjoy access to a community pool, playground, and beautifully maintained common areas. Conveniently located near top-rated schools, shopping, restaurants, hospitals, churches, golf courses, and Florida's award-winning beaches. Easy access to Tampa, Clearwater, St. Petersburg,and New Port Richey makes commuting a breeze. This is Florida living at its finest! Come Live the dream in Tampa Bay, Call me today!
Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)
Listing Agent: Denise Denver Samsonenko (727-452-8608)
3073 DUANE AVE, OLDSMAR, FL 34677
$410,000333 Days on yellowkey MLS ID: TB8417476
5 Days Off yellowkey (back on 7/13/2026)
REDUCED by $30,000 (6.8%) on 06/05/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2122 Built: 1973 Tax: $1,936 (2024)Community: West Oldsmar Sec 1Single Family
Taxes:$1,936
Elementary School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Located in a quiet and friendly Come and see this beautiful house with a lot of potential. No HOA ,It has a spacious master bedroom with an in-suite bathroom and a large walk-in closet. Outside, you’ll find a large detached porch with big storage, perfect for storing a golf cart, bikes, kayaks, or motorcycles—or transform it into two bedroom, gym, or office or a party place . The backyard is a standout, surrounded by trees that keep the home cooler and energy bills lower. It’s perfect for relaxing or entertaining. . Enjoy gorgeous sunsets or cast a line off the nearby pier at one of the area’s best parks. Buyer and/or buyers agent to verify all room sizes.
Listing is courtesy of: S P O R T REALTY GROUP INC. (813-452-8301)
Listing Agent: Madelin Martinez (813-359-7784)
1745 OAK POND CT, OLDSMAR, FL 34677
$629,0005 Days on yellowkey MLS ID: TB8527516
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2324 Built: 2000 Tax: $8,785 (2025)Community: Eastlake Oaks Ph 4Spa: NoSingle Family
Taxes:$8,785
Remarks: Welcome to 1745 Oak Pond Court! Beautiful home located in the beautiful community of East Lake Oaks. The home is situated on a quiet street with a premium lot. The home has been freshly painted inside and out. The entire screen lanai has been recently updated. Some major updates were a new hot water heater in 2022, AC unit installed in 2023. New carpeting on the step in May 2026 railings, sanded and painted in May 2026. Master bathroom will be done, Repair retired with a hot tub in 2022. Master bathroom also has to run out speakers and lights. A beautiful outdoor kitchen was installed in 2025 with a grill granite top sink and stainless cabinet cabinets for storage. The pool patio was painted in June 2026, along with the garage floor and the entire outside of the house and the inside of the house. The kitchen cabinets and granite weren’t installed in 2022. And the wood laminate floors were installed in 2022 at the Downstairs. How can you be located to Tampa airport shopping nature trails, and excellent restaurants. 20 minutes to honeymoon Beach!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
101 BAYSIDE BLVD, OLDSMAR, FL 34677
$375,0008 Days on yellowkey MLS ID: TB8527353
0 Days Off yellowkey (back on 7/12/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1098 Built: 1984 Tax: $4,617 (2025)Community: Bayside Meadows-Phase ISpa: NoSingle Family
Taxes:$4,617
Remarks: Under contract-accepting backup offers. HOA-FREE & MOVE-IN READY IN FLOOD ZONE X! Welcome to this beautifully updated, concrete block gem in the Bayside Meadows neighborhood of Oldsmar. Offering the ultimate peace of mind, this 3-bedroom, 2-bathroom home features a NEW 2025 ROOF and NEW 2026 HURRICANE WINDOWS, plus it's high and dry with no flood insurance required. Step inside to an open-concept living space where vaulted ceilings create a bright, airy atmosphere. Every inch of this home has been refreshed, boasting luxury vinyl plank flooring throughout, modern remodeled bathrooms, and a pristine updated kitchen with stylish shaker cabinets and new stainless steel appliances. What truly sets this home apart are the massive, premium infrastructure upgrades completed in 2026. Enjoy ultimate energy efficiency, storm protection, security, and exceptional outside noise reduction with brand-new, double-hung vinyl argon low-E IMPACT WINDOWS throughout. Mechanical updates include a brand-new, high-efficiency Rheem 2.5-ton heat pump HVAC system and a new, hurricane-braced insulated garage door with a Genie smart opener. Outside, you’ll find a freshly painted exterior, a newly poured concrete driveway section, and a fully fenced backyard with a covered patio deck. Location is everything! Situated right at the front of the neighborhood, you are steps away from ultimate convenience: walk across the street to Starbucks, Panera, AMC Theatres, and outstanding local dining. Benefit from A-rated public schools and an unbeatable central location offering a quick commute to Tampa International Airport, Clearwater, Safety Harbor, Dunedin, and world-class Gulf beaches. Completely turnkey and worry-free. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: James Wheeler, Pa (813-285-1229)
110 DEERPATH DR, OLDSMAR, FL 34677
$1,199,900185 Days on yellowkey MLS ID: TB8462357
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4246 Built: 1991Monthly Fee: $263 Tax: $10,446 (2024)Community: Deerpath Unit OneSpa: YesSingle Family
Taxes:$10,446
Remarks: Simply sensational in prestigious Deerpath of East Lake Woodlands!! Enter through double leaded glass entry doors to this spectacular, sprawling executive residence! 4,246 sq. ft. of exceptionally well-planned design and custom built to precise detail. Soaring ceilings with four bedrooms, plus a study that could be a 5th bedroom and 3.5 baths… elegantly designed! Privacy prevails on this gorgeous, wooded home site surrounded by lush landscaping. Enter the grand foyer and take in the refined view of three sets of French doors with lovely transom windows looking out on the lanai and pool area. The formal living and dining areas highlight the gorgeous architecture of the home and the sunken living room is beautifully designed with plant shelves and lighted niches! The 5th bedroom is currently used as an office. It has its own set of French doors and boasts custom built-in desk and shelving with granite counters and desktop. A convenient half bath completes the entry area and leads to the magnificent kitchen! Wow! An entertainer’s dream! Ingenious design with prep space and cabinetry galore! Designer quartz counters are stunning! Large center island as well as a breakfast bar and butler’s pantry with beverage fridge in addition to a generous sized eat-in breakfast room. Stainless appliances include a 4-door refrigerator. Huge walk-in pantry! Lovely bead board accents with chair railing, gorgeous pendant lighting…designer lighting throughout the home! The kitchen overlooks the large family room centered by a travertine faced wood burning fireplace and walk-in bar with sink. The primary retreat is nothing short of fabulous! Large sitting area, romantic 2-way wood burning fireplace and totally updated spa-like ensuite bath with massive counter space, separate sink areas, whirlpool tub, walk in shower with designer tile work, water closet, Venetian finish on walls and a massive walk-in closet. Secondary bedrooms are vast and have large wall closets or walk-in closet space! The shared bath space is creatively redesigned with fashionable updates and substantial counter space accented by double sinks with splendid oiled bronze hardware. And the additional full bath/pool bath boasts the most recent upgrades with the same designer granite counters and a beautifully tiled, glass enclosed walk-in shower. All bathrooms are stylishly upgraded. Entertaining and family space is extended outdoors to the grand lanai and pool area! Gorgeous pool with spillover spa and vaulted screen enclosure looks out on a lushly landscaped and private wooded paradise! The convenient pool bath has been recently, renovated with designer touches. And a poolside kitchen area with sink completes the setting and allows for ultimate entertaining! Truly a must see. Endless upgrades and details! All found within the gates of the fabulous East Lake Woodlands Country Club community… A+ rated schools, close to everything, medical, shopping, parks, restaurants, TIA and gorgeous Gulf beaches! An extraordinary find!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nancy Leslie (727-789-5555)
1206 SAWGRASS CT, OLDSMAR, FL 34677
$397,00019 Days on yellowkey MLS ID: TB8521459
REDUCED by $2,000 (0.5%) on 07/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1204 Built: 1984Monthly Fee: $35 Tax: $907 (2024)Community: Hamlets Of Forest Lakes TheSingle Family
Taxes:$907
Remarks: Beautifully modernly updated 3-Bedroom, 2 bath home with a 1 car garage, in the desirable Forest Lakes Community in Oldsmar! This lovely home is situated on a peaceful cul-de-sac in an ideal location. As soon as you enter the home, you will feel welcomed by the charming entry, with the open floor plan, vaulted ceilings and elegant porcelain tile throughout and large kitchen island which sets the stage for modern living. Great floor plan seamlessly connects the kitchen and dining area to the spacious living room, complete with a cozy electric fireplace and sliding doors out to the screened in patio. The kitchen is fully updated and sure to not disappoint, offering stunning quartz countertops, updated cabinetry, new stainless-steel appliances and a large island for friends and family to gather. Soft-close and pull out drawers along with a pantry cabinet enhance both functionality and style. Retreat to the primary bedroom, where comfort meets luxury—the en-suite bathroom features new tile, fixtures, custom sliding glass doors and a stylish vanity. All bedrooms feature new ceiling fans for those warm Florida days. A newly updated second bathroom features new decorative tile around the tub and a new modern vanity. Recent upgrades also include a a brand new roof (2026). Step outside to the screened in patio with new wide panoramic screens, and tile flooring which is just steps away from the community pool and recreational area(s). Enjoy exceptional community amenities for just $35/month, including a pool, fishing pier, tennis, basketball, handball courts, a playground, and picnic areas. Conveniently located near shopping, dining, and entertainment in Oldsmar. You know what they say: location, location location! Easy access to both sides of the bay, and within minutes to both Tampa and Clearwater/St Pete airports! This charming home offers a perfect blend of comfort, modern updates, and community living. Come and see what a great place this would be to call home! Schedule a viewing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Yandy Perez (813-407-9539)
3138 PHOENIX AVE, OLDSMAR, FL 34677
$1,525,0008 Days on yellowkey MLS ID: TB8527279
0 Days Off yellowkey (back on 7/11/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3218 Built: 2021 Tax: $17,105 (2025)Community: West Oldsmar Sec 1Single Family
Taxes:$17,105
Remarks: Under contract-accepting backup offers. Experience the best of Florida waterfront living in this exceptional custom estate built in 2021. Perfectly positioned on a private .42-acre lot with no rear neighbors, this luxurious retreat blends timeless design with everyday comfort. Soaring ceilings, abundant natural light, porcelain flooring, marble bathrooms, and designer finishes complement an open-concept layout centered around a stunning chef's kitchen with custom cabinetry, premium appliances, granite countertops, an oversized island, and wine cooler. Step outside to your own private oasis featuring a saltwater pool, expansive covered lanai, fruit trees, and peaceful water views. Boaters will love the private dock with a 13,000-pound boat lift offering direct access to Tampa Bay and the Gulf. An incredible 2,200+ sq. ft. garage, circular driveway, RV/boat parking, and no HOA provide unmatched flexibility. Located on a quiet waterfront street just minutes from Tampa, both airports, near top-rated schools, shopping, dining, Gulf beaches, and more, this one-of-a-kind home delivers the ultimate Florida lifestyle.
Listing Agent: Christina Cox (727-337-0123)
416 COUNTRY CLUB DR, OLDSMAR, FL 34677
$385,000153 Days on yellowkey MLS ID: TB8475710
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1293 Built: 1959 Tax: $644 (2025)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$644
Remarks: Nestled in the highly deisrable City of Oldsmar, this home has been tastefuly renovated. You'll love the updated kitchen with new stainless steel appliances, stone counter top and lovely build in desk. This modern kitchen has beautiful black cabinets, double sink, new range, refrigerator, dishwasher, and microwave. There are new ceiling fans throughout the home and plenty of decorator lighting. The master suite has it's own bath and modern shower. It is a beauty. The secondary bath is very modern with decorator fixtures and lighted mirror, all done very tastefully. This shower has beautiful ceramic tile and modern features. There is spacious great room and separate dining room which is leading to the perfect entertaining back yard. There are 2 decks, brick pavers and it features a jacuzzi tub. You'll love the separate shed for storage and fenced in yard. There is plenty of room for your toys with gated entry to the back yard. No CDD or HOA fees here but there are several parks and a boat ramp in the neighborhood. Move in ready and a must see.
Listing is courtesy of: MURRAY BELL REAL ESTATE LLC (813-629-8202)
Listing Agent: Jenny Meers (813-748-8112)
4995 CAMBERLEY LN, OLDSMAR, FL 34677
$979,00021 Days on yellowkey MLS ID: TB8523334
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3410 Built: 1989Monthly Fee: $255 Tax: $8,168 (2025)Community: Aberdeen Unit OneSpa: YesSingle Family
Taxes:$8,168
Remarks: Virtually Staged. Absolutely stunning describes this home’s pristine golf course and water views with a magnificent lot perfectly positioned and affording much sought-after privacy from neighboring homes – creating a serene backdrop for relaxation and elegant entertaining. Nestled in the beautiful Aberdeen subdivision, this residence is located within the desirable gated golf community of East Lake Woodlands. Longing for a golf course lot but worried about fencing? A very special feature is the masonry wall enclosure located on the side of the home and measuring 50 feet long and 3 feet high - perfect for pets, a garden, play area or create your own putting green - lots of possibilities to fit your individual needs! Stepping inside you are greeted with soaring volume ceilings, expansive living spaces, neutral tones throughout and transom windows and glass sliders inviting natural light while seamlessly connecting the interiors to the resort-style outdoor setting. A showcase gas fireplace anchors the family room complete with wet bar, adding sophistication and warmth, while the thoughtfully designed split floor plan offers exceptional privacy for owners and guests alike with 3 bedrooms plus an office/den that can be converted to a 4th bedroom. The kitchen blends style and function with stainless steel appliances, granite countertops, abundant cabinetry, a breakfast bar and ample eat-in area where golf course panorama can be enjoyed daily. Retreat to the primary suite with serene views and spacious bathroom with dual vanities, soaking tub, walk-in shower and 2 sizable closets. The expansive outdoor retreat is designed to impress, featuring a large sparkling pool and spa, generous covered lounging and dining areas and a well-appointed outdoor kitchen with gas grill. This lot is located in the preferred Zone X which does not require flood insurance and the owners had no issues during the 2024 hurricanes. Additional peace of mind comes with two Trane A/C units replaced in 2025, including 5-ton and 2-ton units. Offering an enviable combination of privacy, luxury, indoor-outdoor living, and picturesque views, this East Lake Woodlands residence presents a rare opportunity to enjoy an elevated lifestyle in one of the area’s most desirable gated golf communities. Optional memberships are available for a wide array of amenities with Ardea Country Club including 2 golf courses, tennis and pickle ball, fitness center, heated lap and free form pools, dining and social events. All this in a premier location convenient to Tampa International Airport, medical facilities, A-rated schools, award-winning beaches as well as professional sporting events, concerts, fine dining and more in the Tampa Bay area. Premier privacy and stunning views are hard to come by - you can enjoy waking up to this incredible scenery and make this home truly your own at this exceptional price.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Claudia Tweed (727-433-4596)
4856 WESTCHESTER CT, OLDSMAR, FL 34677
$579,00042 Days on yellowkey MLS ID: TB8515993
REDUCED by $10,000 (1.7%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2184 Built: 1996Monthly Fee: $295 Tax: $4,281 (2025)Community: KingsmillSingle Family
Taxes:$4,281
Remarks: Welcome to Kingsmill in the highly sought-after East Lake Woodlands community! This beautifully maintained waterfront home features 3 bedrooms, 2 bathrooms, and a 2-car garage, and has been lovingly cared for by its original owner. From the moment you arrive, you'll be impressed by the home's private cul-de-sac location and newly paved driveway. Step inside to discover luxury vinyl flooring that flows seamlessly throughout the main living areas and bedrooms. High ceilings and natural light create an open, airy atmosphere throughout the home. The spacious living and dining room combination is highlighted by a cozy fireplace, creating the perfect setting for both everyday living and entertaining. The kitchen features wood cabinetry, solid-surface countertops, a tile backsplash, brand new matching GE stainless steel appliances, and a breakfast nook overlooking the water. A full pocket sliding glass door opens to the lanai, allowing you to fully enjoy the tranquil lake views. The primary suite is a true retreat, offering water views and private access to the screened porch through sliding glass doors. The ensuite bathroom features dual vanities, a garden tub, a walk-in tiled shower, tile flooring, and two walk-in closets. The secondary bedrooms provide ample storage with built-in closets, while the guest bathroom includes tile flooring, a wood vanity with a solid-surface countertop, and a walk-in tiled shower. Additional features include an indoor laundry room with brand new washer and dryer included, a freshly painted garage floor, a 2021 roof, 2026 water heater, and 2017 HVAC system. Enjoy maintenance-free living with low monthly HOA fees that include lawn maintenance and trash service. Located within the gated East Lake Woodlands community, residents have the option to join Ardea Country Club, which offers exceptional amenities including two championship 18-hole golf courses, a fitness center, restaurant, swimming pools, tennis courts, racquet sports facilities, and more. Conveniently located near shopping, dining, airports, and some of Florida's most beautiful beaches, this home offers the perfect combination of comfort, convenience, and resort-style living. Don't miss this opportunity—schedule your private showing today!
Listing Agent: Chris Arata (727-415-7271)
415 COUNTRY CLUB DR, OLDSMAR, FL 34677
$369,00037 Days on yellowkey MLS ID: TB8517638
REDUCED by $10,000 (2.6%) on 07/11/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1748 Built: 1959 Tax: $3,505 (2024)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$3,505
Middle School: John Hopkins Middle-PN
Remarks: Seller is offering a contribution toward the buyer’s closing costs! Beautiful waterfront-view home overlooking the water from the backyard, located in the desirable Oldsmar Country Club Estates community. This fully renovated property features 4 bedrooms and 2 bathrooms and sits on a 0.21-acre lot with no HOA restrictions, offering comfort, functionality, and an excellent location. The home features new flooring throughout, a renovated kitchen with quartz countertops, stainless steel appliances, and ample cabinet space, along with updated bathrooms with modern finishes. The spacious backyard provides access to a canal leading to Tampa Bay, making it ideal for kayaking, paddleboarding, and other outdoor activities. It also offers the perfect setting to relax or entertain family and friends. Conveniently located near parks, recreational areas, public boat launches, Tampa Bay Pickleball, restaurants, shopping, and more. Additionally, Tampa International Airport is approximately 20 minutes away, providing excellent convenience and connectivity.
Listing is courtesy of: FRIENDS REALTY LLC (813-464-1640)
Listing Agent: Madelin Artigas (713-384-5600)
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