Location: Oldsmar
Do Not Show Listings
316 COUNTRY CLUB DR, OLDSMAR, FL 34677
$329,0008 Days on yellowkey MLS ID: TB8508856
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1960 Tax: $616 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$616
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Welcome home to this beautifully renovated and FURNISHED mid-century modern block home located in the desirable community of Oldsmar Country Club Estates. Offering 3 bedrooms, 2 beautifully updated bathrooms, and 1,344 square feet of thoughtfully updated living space, this home blends timeless character with modern upgrades. The fully renovated kitchen features elegant quartz countertops, 42” upper cabinets, and stainless steel appliances, creating a stylish and functional space for everyday living and entertaining. Additional highlights and upgrades include newer vinyl windows, a 2017 roof, 2023 ductless mini-split system, 2023 hot water heater, and updated electrical in 2025 for added peace of mind. Step outside to enjoy the fully fenced backyard, perfect for pets, entertaining, or relaxing in privacy. The attached carport provides convenient covered parking and additional storage flexibility. Ideally situated just yards from the Oldsmar Boat Ramp with direct access to Tampa Bay, this golf cart-friendly community offers the perfect Florida lifestyle. R.E. Olds Park is a 15-acre dog- friendly waterfront park featuring a 400 -foot fishing pier, playgrounds, picnic shelters, an amphitheater, and trails with scenic views of Tampa Bay. Named after automotive pioneer Ransom E. Olds, the park hosts numerous community events and offers amenities like volleyball, tennis & pickleball courts & restrooms. With no HOA restrictions, this property is ideal for a first-time homebuyer, seasonal resident, or as an income-producing short-term rental investment opportunity. Annual Flood quote $2,653.34
Listing is courtesy of: TMWRK BROKERAGE LLC (727-277-9032)
Listing Agent: Faith Walston (813-303-1239)
1471 BRIARGROVE WAY, OLDSMAR, FL 34677
$899,99964 Days on yellowkey MLS ID: TB8488174
1 Days Off yellowkey (back on 5/23/2026)
REDUCED by $19,001 (2.1%) on 04/13/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3140 Built: 1991Monthly Fee: $243 Tax: $9,749 (2025)Community: Aberdeen Unit TwoSpa: YesSingle Family
Taxes:$9,749
Elementary School: Forest Lakes Elementary-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Live the Florida Lifestyle in Aberdeen at East Lake Woodlands Imagine waking up each morning in a home that feels like a private resort — where soaring ceilings, warm natural light, and thoughtful design greet you at every turn. This elegant Arthur Rutenberg-built executive home in the gated enclave of Aberdeen at East Lake Woodlands isn't just a place to live — it's a lifestyle you'll never want to leave. Set within one of Oldsmar's most sought-after golf and country club communities, the timeless Belleair split floor plan offers 3,140 square feet of beautifully designed living space — with five bedrooms, three and a half bathrooms, a bonus room, and a three-car garage that gives every member of the family room to breathe, grow, and thrive. Entertain effortlessly in a chef-inspired kitchen built for the way you actually live — featuring wood cabinetry with pull-out drawers, stainless steel appliances, granite countertops, and a built-in wine refrigerator. It flows naturally into a welcoming family room anchored by a gas fireplace, where evenings feel easy and guests never want to leave. Retreat to a primary suite designed for true rest — a walk-in closet with a custom organizer, sliding glass doors opening to a secluded patio, and a spa-like ensuite bath with dual sinks and granite countertops. Guests and family enjoy their own private wing, with three generous bedrooms, a Jack and Jill bath, and a full pool bath — giving everyone their own space and comfort. Then there's the backyard. Step through the doors and into your own private oasis: a screened and covered paver lanai, a sparkling pool shimmering in the Florida sun, and lush landscaping that wraps you in privacy and tranquility. Whether it's a quiet morning coffee or a lively weekend gathering, this outdoor space was made to be lived in — all year long. Major Systems: Roof (2019) · Water Heater (2022) · HVAC (2022) When you're ready to explore beyond your doorstep, the newly renovated Ardea Country Club awaits — with two championship 18-hole golf courses, tennis and pickleball courts, a fitness center, resort-style pool, and dining, all available through optional membership. Top-rated schools, parks, shopping, Lake Tarpon, the Gulf beaches, and Tampa International Airport are all just minutes away. Low HOA · No CDD · Flood Zone X Opportunities like this don't come around often. Come see what it feels like to call Aberdeen home — schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: David Timmons (727-480-5968)
208 HEMINGWAY DR, OLDSMAR, FL 34677
$305,00058 Days on yellowkey MLS ID: TB8490712
REDUCED by $9,900 (3.1%) on 05/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1207 Built: 1997Monthly Fee: $265 Tax: $4,507 (2025)Community: Sun Ketch Twnhms At Cypress LakesVilla
Taxes:$4,507
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. This beautifully maintained end-unit villa offers the perfect combination of comfort, privacy, and modern upgrades along with water views from most rooms. Step inside to high-volume ceilings that create a bright and spacious atmosphere throughout. The home features all-new luxury flooring, giving every room a sleek and cohesive look. The thoughtful layout includes a separate living and dining area, ideal for both everyday living and entertaining guests. From here, step out onto your private screened lanai with an epoxy floor, overlooking a serene pond—a perfect spot for morning coffee or relaxing evenings. The back yard is fenced for extra privacy. The split-bedroom floorplan has a spacious primary suite boasting a large walk-in closet and an en suite bathroom with a walk-in shower and dual sink vanity. The open, tiled kitchen is a chef’s delight, offering ample counter space and a convenient breakfast bar. Additional highlights include a 2-car garage with extra driveway space, French drains, rain gutters, and the added privacy of an end unit. Conveniently located near shopping, airports, schools, beaches, and the community pool, this villa truly combines style, convenience, and tranquility. Your new home awaits—move in and enjoy the perfect blend of comfort and elegance!
Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)
Listing Agent: Lisa Heberlein Pa (727-432-8769)
709 LEMONWOOD DR, OLDSMAR, FL 34677
$345,000100 Days on yellowkey MLS ID: TB8475735
0 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1667 Built: 1973 Tax: $4,799 (2024)Community: Harbor Palms-Unit FiveSingle Family
Taxes:$4,799
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bath home offering 1,667 square feet of comfortable living space on a spacious 60x100 lot, located on a quiet street in desirable Oldsmar. This home features newer appliances, a 2025 hot water heater, and a 2022 AC system, providing peace of mind for years to come. Inside, you’ll find new carpet in Bedrooms 2 and 3, along with a bright and functional layout that includes both a living room and family room with a wood-burning fireplace, perfect for relaxing or entertaining. The kitchen is enhanced with a new slider and updated windows in the living room and family room, allowing for abundant natural light and easy access to the backyard. An inside laundry room adds everyday convenience. Enjoy the tranquility of the neighborhood while having direct access to Harbor Palms Nature Park, offering walking and biking trails just steps away. Ideally located less than 20 minutes from Clearwater Beach, with nearby shopping, dining, and major roadways, this home delivers the perfect blend of comfort, location, and Florida lifestyle. Schedule your private showing today—this Oldsmar opportunity won’t last!
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Jay Hundt Pa (813-765-9438)
107 LAKEVIEW PL #7, OLDSMAR, FL 34677
$224,900Listed 05/22/2026 9:12PM MLS ID: W7885525
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1980Monthly Fee: $663 Tax: $2,780 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$2,780
Remarks: Beautiful First floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy serene pond views of pond with different species of birds from the Great room, Owners suite and screened covered porch. Updated, re-modeled, immaculately clean and move-in ready. Newer Luxury Vinyl Plank flooring - covering entry, Kitchen, great room/dining and both bedrooms. Kitchen features granite countertops and stainless appliances. Well maintained. Electric panels were retrofitted and updated in 2022. A/C is 6 years old. Maintenance free living with internet, cable, trash, water/sewer and exterior maintenance all covered with HOA fee. Included, Comnunity Pool is a short walk away. East Lake Woodlands is a popular golf course community that offers optional golf course, fitness and social club memberships. Gated and secured with 2 guarded entrances. East Lake Woodlands is central and convenient to many shopping options and healthcare. A short drive to Lake Tarpon, John Chestnut park, area beaches and Tampa International airport. A highly valued lifestyle and amenities all waiting for you!
Listing is courtesy of: SAMUELSEN BUILDERS REALTY LLC (727-243-4464)
Listing Agent: Michael Ryan (727-243-4464)
2313 SUNSET WIND LOOP, OLDSMAR, FL 34677
$425,000132 Days on yellowkey MLS ID: TB8461950
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $15,000 (3.4%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2230 Built: 2019Monthly Fee: $580 Tax: $7,434 (2025)Community: Bayside TerraceTownhouse
Taxes:$7,434
Remarks: Under contract-accepting backup offers. Experience coastal luxury and step into a lifestyle of refinement in this stunning 3-bedroom, 2.5-bath, 2 car garage townhome, nestled within the impressive gated waterfront enclave of Bayside Terrace! Curb appeal draws you into an open-concept layout designed for seamless entertaining with 10’ ceilings and beautiful tile flooring. The gourmet kitchen is a showstopper, featuring tons of cabinets, endless gorgeous granite counters, top of the line appliances and a large center island. A butler’s pantry and a huge walk in pantry complete the kitchen. Enjoy casual meals at the breakfast bar and formal meals in the dining room, which is open to the living room. The great room is just perfect for entertaining large or small gatherings and is open to the screened lanai, where you can enjoy your morning coffee or a cocktail after dinner. Upstairs, you’ll find three well-appointed bedrooms, two full bathrooms, and a versatile loft area perfect for a home office, fitness space, or secondary living room. Plantation shutters grace the upper level, and ceiling fans are installed in every room. The primary suite features elegant tray ceilings and expansive his-and-hers walk-in closets, while the en suite bathroom offers dual vanities and a spacious walk-in shower. The guest bedrooms each include walk-in closets, and the guest bath is finished with granite countertops. An upstairs laundry room makes laundry day a breeze and adds everyday convenience. The desirable two-car garage includes durable epoxy flooring and custom built-in shelving. Low monthly maintenance fees cover cable and high-speed internet in addition to water, sewer and trash for added ease of living. Ideally located, Bayside Terrace offers quick access to Tampa, major highways, top-rated schools, dining, and shopping—along with spectacular sunrise and sunset views over the water. Flood insurance is required and can be assumable from the current owners at an affordable price. Experience true resort-style living with premier amenities including a clubhouse, a breathtaking saltwater infinity pool overlooking Tampa Bay, a gas fire pit, fully equipped fitness center, fishing pier, and kayak launch—all just steps from your door! Don’t miss the opportunity to enjoy waterfront resort living every day—schedule your private showing today!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nicole Harmon (727-385-1357)
413 COUNTRY CLUB DR, OLDSMAR, FL 34677
$349,90050 Days on yellowkey MLS ID: O6396122
REDUCED by $25,000 (6.7%) on 05/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1959 Tax: $3,829 (2024)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$3,829
Remarks: **Seller is offering Assistance to Buyer's Closing Costs/Buy Down Rate** Welcome to this stunning, fully renovated 3-bedroom, 2-bathroom waterfront home located in the highly desirable Oldsmar Country Club Estates. Situated on a spacious 0.21-acre lot with no HOA, this property offers a rare opportunity to enjoy true Florida living with direct water access. Follow the scenic water trail right from your backyard all the way out to Tampa Bay, making this a dream for kayaking, paddleboarding, and outdoor enthusiasts. From the moment you arrive, you’ll be drawn in by the beautiful curb appeal, manicured landscaping, and inviting exterior. Inside, luxury vinyl tile flooring flows throughout the home, complemented by an open, modern layout filled with natural light. The renovated kitchen features stainless steel appliances, quartz countertops, and ample cabinetry, perfectly blending style and functionality. The primary suite offers a spa-like retreat with an updated bathroom, modern vanity, designer lighting, and a tiled walk-in shower. Sliding doors lead to an expansive backyard where tranquil waterfront views set the stage for relaxing evenings, entertaining, and unforgettable sunsets. Beyond the home, enjoy an unbeatable lifestyle where you can walk, bike, or even take your golf cart to nearby attractions including Mobbly Bayou Beach Park, a public boat launch to Tampa Bay, Tampa Bay Pickleball, Veterans Park, Bicentennial Park, RE Olds Park, and more. You’re also just minutes from local favorites like Empower Adventures Zip Line and the Oldsmar Organic Community Garden. With Tampa International Airport only about 20 minutes away, convenience meets lifestyle in this exceptional property. This is a rare chance to own a fully updated waterfront home with no HOA in one of Oldsmar’s most established and sought-after communities.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Julian Jackson (301-272-4192)
1384 FORESTEDGE BLVD, OLDSMAR, FL 34677
$699,00058 Days on yellowkey MLS ID: TB8490510
REDUCED by $21,000 (2.9%) on 05/21/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2814 Built: 1991Monthly Fee: $243 Tax: $13,366 (2025)Community: Aberdeen Unit TwoSpa: NoSingle Family
Taxes:$13,366
Remarks: Under contract-accepting backup offers. Welcome to refined Florida living in the highly sought-after gated community of Aberdeen within East Lake Woodlands. This exceptional Arthur Rutenberg-built residence offers over 2,814 square feet of thoughtfully designed living space, perfectly positioned on an oversized lot with a private screened pool with lovely water feature. This freshly painted 4-bedroom, 2.5-bath split floor plan is designed for both comfort and sophistication. The expansive primary suite is a true retreat, featuring a spa-inspired bath with a freestanding clawfoot tub, separate shower, water closet, dual vanities, and walk-in closet, along with sliding glass doors leading directly to the pool. The pool bath features a jacuzzi tub and updated finishes. Enter through elegant double front doors into a light-filled interior with soaring ceilings and abundant natural light. The home offers a seamless blend of formal and casual living, including a formal living room with sliders to the pool, a dedicated dining space, and a spacious family room with wood burning fireplace that opens to the kitchen. The refreshed kitchen features an open layout, breakfast nook, with sliders leading to pool/patio making it an easy flow for entertaining. The large laundry room features a wash sink and an ample space for storage. Step outside to your screen-enclosed pool and covered patio, the perfect setting for year-round entertaining, relaxing, and enjoying Florida’s indoor-outdoor lifestyle. Additional highlights include a 3-car garage, new water softener system, 2013 Barrel Tile Roof. HVAC 2019 Located in Flood Zone X500 for added peace of mind, this home is surrounded by top-rated schools and unmatched convenience. Enjoy having an active lifestyle being close to Lake Tarpon, the Gulf beaches, Tampa International Airport, and outdoor destinations like John Chestnut Park, the Pinellas Trail, and the YMCA. Residents also have access to the newly renovated Ardea Country Club, offering two championship 18-hole golf courses, tennis and pickleball courts, fitness center, resort-style pool, and dining, available through optional membership. Don’t miss the rare opportunity to own a magnificent home in one of East Lake’s most desirable gated enclaves.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Kerri Rodriguez (727-385-8823)
160 JAMES CT, OLDSMAR, FL 34677
$363,90022 Days on yellowkey MLS ID: TB8503480
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1445 Built: 1981Monthly Fee: $451 Tax: $5,927 (2025)Community: Quail Forest Cluster HomesVilla
Taxes:$5,927
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully Updated One-Story Villa nestled in the Gated, Golf Community of East Lake Woodlands, boasting 1,445 sq. ft. with 3 Bedrooms and 2 Full Baths and a Maintenance-Free Lifestyle. This Much-Sought-After End Unit provides the advantages of More Natural Light and More Privacy - plus a true Open Concept with Soaring Ceilings, Wood Beams and a Spacious Great Room that flows to the Dining Area and has Open Access to the Stunning Kitchen with white Shaker Cabinetry, gleaming Granite Countertops, Stainless Steel Appliances and Eat-In Breakfast Area. Glass sliders lead to a Large Screened Patio overlooking a Peaceful Water View that spans the entire length of the home. Enjoy a second outdoor space with a patio at the front of the home with Glass Sliders leading from both the Kitchen and Dining Area – perfect for that morning cup of coffee. The Primary Suite features Serene Water Views, Walk-In Closet and an Updated Bath with spacious Granite Countertops with Double Sinks and Beautifully Tiled Shower. This Split Floor Plan provides privacy with the 2nd and 3rd Bedrooms separated from the Primary Suite with access to the second Updated Bath. The Screened Lanai extends the living space and includes a Large Storage Closet for those extra items. Front Loading Washer and Dryer off the Breakfast Area are included in the sale. And best of all, you can Simplify Your Life and Relax with Maintenance-Free Living since Lawn Care and Exterior Building Maintenance including the Roof (replaced in 2025) is included in the HOA fees along with a sparkling Community Heated Pool, Basic Cable, Internet and Trash and Recycling Collection. Plus for additional fees, take advantage of a wide array of amenities with Ardea Country Club optional memberships featuring 2 Golf Courses, Tennis and Pickle Ball, Fitness Center, Lap and Freeform 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. Discover Comfort and Convenience in this inviting villa and a Fabulous Lot located in the preferred Zone X so no flood insurance is required!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Claudia Tweed (727-433-4596)
634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677
$321,50060 Days on yellowkey MLS ID: TB8489706
0 Days Off yellowkey (back on 4/30/2026)
REDUCED by $3,400 (1.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1056 Built: 1985 Tax: $4,283 (2025)Community: Shoreview Phase 2 Blk 6, Lot 3Single Family
Taxes:$4,283
Remarks: Under contract-accepting backup offers. Motivated Seller! Move-In Ready Oldsmar Home! Welcome to this 3-bedroom, 2-bath home home located in the heart of Oldsmar, offering easy access to Tampa, Clearwater, Safety Harbor, and surrounding areas. This move-in ready property combines comfort, convenience, and a great outdoor living space. Inside you'll find a functional layout featuring an interior laundry area with upgraded Washer and Dryer(2023). Other recent upgrades include Refrigerator, Garbage Disposal, and Water Heater(2024) and a new Heat/Air System (2025). Granite and stainless steel in kitchen and updated Bathrooms. Step outside to enjoy a fully fenced, pet-friendly backyard designed for relaxing and entertaining. The outdoor space includes a large screened-in lanai and a spacious wood deck -perfect for barbeques, gatherings, or simply enjoying sunny Florida days. Also Minutes away from R.E. Olds Park which features an Amphitheater, Fishing pier, Picnic shelters, Playgrounds, Sand Volleyball and trails. Also occasionally through the year there are music concerts and festivals! This centrally located home offers the perfect blend of updates, outdoor living, and great accessibility. A great opportunity for buyers seeking comfort, convenience, and a welcoming place to call home. Property also remained safe and dry during the most recent Hurricanes and has never had any flooding issues in prior years either! Schedule your showing today!
Listing is courtesy of: AMERICAN HERITAGE REALTY, INC. (727-726-7272)
Listing Agent: Catherine Katopis (727-656-6862)
213 ARLINGTON AVE E, OLDSMAR, FL 34677
$485,0004 Days on yellowkey MLS ID: TB8509657
REDUCED by $14,900 (3.0%) on 05/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 1978 Tax: $2,134 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$2,134
Remarks: Unique opportunity, priced to sell! Well-maintained property with a screened pool under $500K in Oldsmar, featuring 2 separate lots with different parcel IDs, each with close to or more than 0.3 acres, offering endless possibilities.
Listing is courtesy of: YANY REALTY LLC (813-545-3005)
Listing Agent: Alfredo Leiva Basulto (813-601-5699)
705 SHORE DR E, OLDSMAR, FL 34677
$158,990152 Days on yellowkey MLS ID: TB8458306
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2155 Built: 1974 Tax: $5,427 (2025)Community: Tampashores Bay SecSingle Family
Taxes:$5,427
Remarks: Short Sale. Short Sale - Listed price has not been negotiated or approved by the current lender. There is a possibility the list price will not be the accepted contract price. Enter at your own risk. Mold and water damage throughout the property from hurricane flooding. The roof needs to be replaced. The pool caved in from flooding. Walls, and appliances need to be replaced. The only good thing about the home is that two new A/C units have been installed, since the flooding occurred. The home needs a complete rehab. We will be looking for highest and best offers once the property is listed for 10 days.
Listing is courtesy of: GREAT AMERICAN REALTY (813-961-9661)
Listing Agent: Michele Martinez (813-961-9661)
9009 PALM KEY AVE, OLDSMAR, FL 34677
$654,900136 Days on yellowkey MLS ID: TB8461356
REDUCED by $10,000 (1.5%) on 05/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2587 Built: 2018Monthly Fee: $580 Tax: $6,740 (2025)Community: Bayside TerraceTownhouse
Taxes:$6,740
Remarks: Searching for a low-maintenance waterfront escape in Tampa Bay? Whether you’re looking for a full-time residence, seasonal escape, or the perfect “Lock Up & Go” second home, this property offers the ideal blend of low-maintenance living and resort-style amenities. An added bonus — the flood insurance is ASSUMABLE to new buyers at currently only $1,101 annually. The HOA includes cable, internet, water, trash, roof and grounds maintenance, and gated access, leaving electricity as the only additional utility needed. This rare oversized waterfront unit stands out as one of the few in the community with expanded water views from the main living areas, creating a brighter, more open feel throughout the home. Enjoy stunning bay and conservation views from the kitchen, dining, living room, and even the primary suite upstairs. High ceilings and an open-concept layout make the home feel spacious and inviting, while the upgraded kitchen was designed with entertaining in mind. Features include an extended island, side coffee/bar station with glass-front cabinetry, spacious walk-in pantry, and over $57,000 in builder upgrades throughout the home. Upstairs, the waterfront owner’s suite feels like a private retreat with beautiful water views, dual vanities, soaking tub, separate shower, and an oversized walk-in closet. Two additional bedrooms plus a generous bonus room provide flexible space for a media room, game room, second living area, or hosting guests. The oversized upstairs laundry room located just off the primary suite adds everyday convenience. Downstairs, the current office can easily be converted back into a fourth bedroom if desired. Step outside to your screened lanai and enjoy peaceful mornings or sunset evenings overlooking the water. Bayside Terrace offers RESORT-STYLE amenities including an infinity pool overlooking Old Tampa Bay, waterfront fire pit, fitness center, outdoor grills, kayak launch and storage, and a waterfront pier perfect for fishing or relaxing by the water. LOCATION, LOCATION, LOCATION — conveniently located just minutes to downtown Oldsmar, approximately 10 minutes to Safety Harbor, 20 minutes to Dunedin and Honeymoon Island, 25 minutes to Tampa International Airport, and 30 minutes to Clearwater Beach. This is waterfront living designed for both everyday enjoyment and effortless second-home ownership. You truly have to see it in person.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Nisa Gonzalez Smook (813-400-3680)
140 ASHLEY LN, OLDSMAR, FL 34677
$309,90021 Days on yellowkey MLS ID: TB8504188
1 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1981Monthly Fee: $440 Tax: $1,408 (2025)Community: East Lake Woodlands Cluster HomesSpa: NoSingle Family
Taxes:$1,408
Remarks: Under contract-accepting backup offers. Positioned below two recent appraisals, presenting a compelling opportunity for buyers seeking immediate value. Located within a gated golf course community in North Pinellas County (club and golf memberships optional), this light and bright 4-bedroom, 2-bath villa offers a flexible split-bedroom floor plan and inviting indoor-outdoor living. The great room is the focal point, featuring updated sliding glass doors that frame tranquil pond and fairway views of the 13th hole on the South Course, along with recently installed recessed lighting and wood-look plank tile flooring that enhance both ambiance and overall brightness—creating a warm, open, and inviting living space. New plantation shutters throughout the home add a refined, cohesive look while enhancing light control and privacy. The enclosed lanai extends the living area and opens to an additional patio and deck, ideal for relaxing or entertaining while enjoying the scenic setting. The rear deck is further enhanced by a retractable awning, providing flexible shade and added comfort for outdoor living year-round. The updated kitchen includes wood cabinetry, solid surface countertops, abundant drawer storage, a closet pantry, coordinating wood-look tile flooring, and double sinks. A casual breakfast area offers direct access to a private rear patio, perfect for grilling. Interior laundry closet conveniently located just off the kitchen. The primary suite offers ample closet storage with dual sliding-door closets, along with a large vanity area and separate water closet with a glass-enclosed shower. Both bathrooms feature expansive counter space with room to accommodate dual vanities, offering flexibility for future customization. Three additional bedrooms are well-sized and thoughtfully positioned for privacy, with one offering access to a private side patio—ideal for guests, a home office, or flex space. Well-maintained and move-in ready, this villa delivers a low-maintenance lifestyle with water and golf course views in one of the area’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (727-472-1144)
Listing Agent: Rick Scherer (813-230-5472)
276 PELICAN DR N, OLDSMAR, FL 34677
$229,9002 Days on yellowkey MLS ID: TB8510692
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 984 Built: 1994Monthly Fee: $70Community: Gull-Aire VillageManufactured Home
Taxes:$0
Remarks: Welcome to effortless Florida living in this beautifully updated, move-in-ready 2-bedroom, 2-bath home located in one of Oldsmar’s most desirable 55+ active adult communities. From the moment you arrive, the pride of ownership is clear. Charming curb appeal, an oversized screened front porch, and a meticulously maintained exterior create the perfect first impression and set the tone for the easy, low-maintenance lifestyle so many active adults and seasonal residents are looking for. Step inside and you’ll immediately notice the thoughtful updates throughout. The true heart of the home is the stunning custom kitchen, designed for both everyday living and entertaining. It features elegant quartz countertops, a farmhouse sink, designer tile backsplash, premium custom cabinetry with dovetail soft-close drawers, and new Kitchen and Laundry flooring. This is a space that’s as beautiful as it is functional. The rest of the home is equally impressive, with upscale finishes including LED recessed puck lighting, crown molding, 2¼-inch baseboards, custom closet systems, and beautiful Bali Blinds that add both style and functionality throughout. The Primary and guest bathroom has also been tastefully renovated, and every room feels bright, welcoming, and exceptionally well cared for. Beyond the cosmetic updates, this home offers true peace of mind with major improvements already completed, including a newer roof (2017), A/C system (2014) with UV light added in 2020, energy-efficient double-pane windows (2014), an upgraded electrical panel with whole-home surge protection, and gutters with gutter guards. A standout feature is the upgraded marine-grade plywood subfloor, a rare detail that speaks to the level of care and quality invested in this home. The lifestyle here is just as appealing. Residents enjoy resort-style amenities with low HOA fees that include a heated pool and spa, clubhouse, library, billiards room, shuffleboard, bocce ball court, and separate men’s and women’s saunas. Boat and RV storage are also available for added convenience. The location is hard to beat. Situated in the heart of Oldsmar, directly across from shopping, dining, banking, entertainment, and everyday conveniences, you’re also just a short drive to Westfield Countryside Mall, Tampa International Airport, scenic parks, Safety Harbor, downtown Tampa, Clearwater, and the world-famous Gulf beaches. This turnkey 55+ retreat offers the perfect combination of comfort, convenience, and carefree Florida living. Schedule your private showing today.
Listing is courtesy of: THE SOMERDAY GROUP PL (813-520-9123)
Listing Agent: Carmine Petruzziello (516-838-0038)
380 ROSALIND LN, OLDSMAR, FL 34677
$629,9001 Day on yellowkey MLS ID: TB8510265
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2001Monthly Fee: $100 Tax: $4,811 (2025)Community: Bay ArborSpa: NoSingle Family
Taxes:$4,811
Remarks: One or more photo(s) has been virtually staged. Welcome to your private retreat in the gated community of Bay Arbor! Nestled on a spacious wooded homesite, this beautifully maintained two-story home offers over 3,000 square feet of thoughtfully designed living space blending comfort, privacy, and everyday convenience. Porcelain tile and wood-like flooring throughout- no carpet. From the moment you step inside, you’re greeted by soaring ceilings, an open staircase, and an abundance of natural light. The formal living and dining rooms create the perfect setting for entertaining guests or hosting holiday gatherings. At the heart of the home, the spacious kitchen with quartz countertops, stainless steel appliances and flows effortlessly into the inviting family room, all overlooking tranquil wooded views that bring a sense of peace and serenity indoors. Whether you're enjoying a quiet evening at home or entertaining, this layout was designed for both relaxation and connection. Upstairs, the primary suite serves as a true escape featuring an updated spa-inspired ensuite bath with dual sink vanity, soaking tub, and a step-in shower. Two additional generously sized bedrooms offer ample closet space and share a beautifully appointed bathroom. A large upstairs bonus room provides endless flexibility—ideal as a media room, second living area, home office, playroom, or gym. Step outside to your screened patio and enjoy the beauty of your private fenced backyard oasis surrounded by mature trees and nature views. It’s the perfect place for morning coffee, evening sunsets, or weekend gatherings. Located just minutes from Tampa, award-winning Gulf beaches, airports, major highways, top-rated schools, shopping, dining, and entertainment, this exceptional home offers the perfect balance of peaceful living and city convenience. Rarely does a home combine space, privacy, location, and lifestyle so effortlessly—schedule your private showing today! HOA is $600 semi-annually and includes the Community Pool and playground.
Listing Agent: Mark Fazzini (727-485-9981)
125 CYPRESS LN #125, OLDSMAR, FL 34677
$149,90011 Days on yellowkey MLS ID: TB8499229
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,954 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,954
Remarks: One or more photo(s) has been virtually staged. Move in ready & the LOWEST priced condominium on the market in East Lake Woodlands! This first floor home has just been refreshed & looks fabulous & neutral! Enjoy your kitchen with solid surface countertops, a large sink & newer faucet, stainless steel appliances, under cabinet lighting and lovely modern style cabinets PLUS a large pantry closet! This is a split bedroom floor plan, so you & your guests have some privacy. Easy care flooring throughout includes tile & wood look luxury vinyl & laminate in the master bedroom. Your master bedroom offers two (!) walk in closets, an en-suite bath with shower & linen closet, & sliding patio doors out to your enclosed patio area with wooded green space behind your building to enjoy the Florida climate. Your main living area combines room for a dining area and living room, plus there is seating at the kitchen counter area. Residents enjoy a community pool just steps away from your front door! In addition, there is a new HVAC (2026), new water heater (2026), newer refrigerator & dishwasher, & brand new stove & microwave...never been used! This is truly low maintenance living with the following included in your monthly fees: cable TV & internet, community pool, exterior maintenance, grounds maintenance, sewer, water & trash. East Lake Woodlands if a very special community that includes the Ardea Country Club which can be joined for additional membership fees (contact Ardea for more information). This home is a DEAL for anyone looking for comfortable living in the finest community in Pinellas County! 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 is sold strictly as is.
Listing Agent: Cathy Mccarthy (727-452-9339)
1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$1,225,00038 Days on yellowkey MLS ID: TB8496474
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4312 Built: 1990Monthly Fee: $207 Tax: $8,294 (2025)Community: Greenhaven Unit ThreeSpa: NoSingle Family
Taxes:$8,294
Remarks: Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus rooms is located upstairs, providing added flexibility for multi-use living. Pool table will convey with the sale. The home features a solar-heated in-ground pool with a large pool deck, fully enclosed by a screened lanai, creating the perfect space for year-round Florida living and entertaining. The inviting living room includes a fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with abundant wood cabinetry, generous storage, and a center island ideal for cooking and gathering. The split-bedroom floor plan provides privacy, with the primary suite featuring sliding glass doors to the pool, a walk-in closet, and an en-suite bath with dual vanities, a bathtub, and a separate shower. Additional highlights include a 2-car garage, a laundry room, and exceptional interior space throughout. A unique third garage bay has been converted into an interior room, offering even more flexible living options. Residents of East Lake Woodlands enjoy resort-style amenities including a clubhouse, golf courses, country club, heated pools, tennis and pickleball courts, fitness center, dining options, and scenic walking and biking paths within a secure gated community. Conveniently located in Oldsmar, this home provides easy access to Gulf beaches, Tampa International Airport, top-rated schools, dining, and shopping, offering the best of the Tampa Bay lifestyle.
Listing is courtesy of: CONCI, REALTORS (727-405-0005)
Listing Agent: Cyndi Olmstead (727-203-4967)
278 PELICAN DR N, OLDSMAR, FL 34677
$169,900170 Days on yellowkey MLS ID: TB8453637
REDUCED by $10,099 (5.6%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1128 Built: 1985Monthly Fee: $60 Tax: $2,239 (2024)Community: Gull-Aire VillageManufactured Home
Taxes:$2,239
Remarks: Don't miss this desirable and very active community of Gull-Aire Village! This is one of the most highly sought-after 55+ communities in Pinellas County. With HOA fees at only $60/mo and the ability to rent out your home after only 1 year of ownership, the possibilities are endless. This home includes a rare LARGE GARAGE! You own your own land. The owner has just replaced the range and refrigerator! One pet-any size. You can walk to AMC Theatres, Beall's, Marshalls, Earth Fare, Pet Smart and Dollar Store. Restaurants nearby include Shaker and Peel, Craft Street Kitchen, and Eve's Family Restaurant. Just minutes to Westfield Mall, Walmart, Publix, and Countryside Hospital. About 20 minutes to the beautiful beaches of Honeymoon Island and Caladesi State Parks. Schedule your private showing today!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)
Listing Agent: Jon Dant (727-504-6727)
602 BAY LAKE TRL, OLDSMAR, FL 34677
$375,00022 Days on yellowkey MLS ID: TB8503595
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1983 Tax: $937 (2025)Community: Shoreview Ph ISingle Family
Taxes:$937
Remarks: EXCELLENT VALUE - LOCATION - LOCATION - LOCATION – 3 BEDROOM, 2 BATH, 2 CAR GARAGE, SINGLE STORY POOL HOME WITH DECK AND LAKE! Located in the beautiful City of Oldsmar. This home will not disappoint. It is the perfect blend of comfort and Florida living. The primary suite is huge for this square footage with room for a king size bed, a ceiling fan, a large walk-in closet and an en-suite bath featuring a new toilet along with a linen closet. The two secondary bedrooms have new Mohawk LVP floors and share the second bathroom. This home is priced right to give you the flexibility to choose your kitchen and bathrooms to your taste. The spacious 2 car garage gives you the storage you need. Need extra transportation? The City of Oldsmar is GOLF CART FRIENDLY! Step outside to your 25x25 fenced deck overlooking the sparkling pool, framed by large trees and palms and enjoy the view of beautiful Bay Lake. This creates the perfect setting for weekend barbecues, quiet mornings sipping coffee, or after school swims. Sit under oaks in shade while the warm pool gets ample sunlight. Updated HVAC (2024) with Honeywell Internet thermostat and upgraded ductwork with dual intakes ensures great air quality. New variable speed pool pump (2026) is programmable for maximum efficiency. Roof (2018) and water heater (2019) recently updated. Hardie siding on exterior walls added for minimum maintenance. This property remained high and dry during the 2024 storms with no flood damage. Enjoy the freedom of no HOA or CDD fees in this quiet Shoreview neighborhood with shopping, restaurants and parks just minutes away. The residents enjoy easy access to waterfront parks, playgrounds, dog parks, pickleball courts, community events such as concerts in the park and seasonal celebrations at the local parks. This home is conveniently located to all of the city amenities and to restaurants, schools, shopping, medical facilities, golf course, beaches, just blocks from the scenic shores of Tampa Bay with beautiful morning sunrises and only 20-25 minutes to Tampa International airport. This is a must-see home in an EXCELLENT LOCATION at AN AMAZING PRICE.
Listing is courtesy of: BRAINARD REALTY (813-922-2891)
Listing Agent: Sandra Santos Garbutt (727-418-1593)
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