Location: Oldsmar
Do Not Show Listings
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$599,90044 Days on yellowkey MLS ID: TB8480797
REDUCED by $25,000 (4.0%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2138 Built: 1988 Tax: $8,284 (2025)Community: Oldsmar Rev MapSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,284
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: None
Remarks: This exceptional home is situated on almost ½ acre fenced-in lot! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. The living room offers a beautiful bay window and a cozy fireplace, open to a light and bright dining room. Large, updated kitchen with wood cabinetry, newer stainless-steel appliances, granite countertops, coffee bar and a garden window. The home flows effortlessly from room to room making it ideal for both everyday living and entertaining. Expansive primary suite with 2 large closets, beautiful new bath with a huge walk-in shower and a jetted tub. Additional 3 good size bedrooms plus a great in-home office with built-in shelving and double glass doors leading to the lanai and pool. Beautifully updated 2nd bath, nice size laundry room. 2 Car garage plus a spacious storage room. New A/C. Roof replaced in 2017. Newer flooring (No Carpet) The huge fenced-in backyard provides privacy and has plenty of space for pets or outdoor entertaining, with a grilling area. Beautiful, heated pool, newly re-screened and new pool heater installed. No HOA, No deed restriction, bring your Boat or RV! The beautiful Veterans Memorial waterfront Park is just down the street. Walking distance to downtown Oldsmar. Conveniently located near shopping, fine dining, theatres and golfing. 10-15 Minutes to Philippe Park and Safety Harbor Spa, 15-20 minutes to downtown Dunedin, Honeymoon Island and Pinellas Trails. 20-25 Minutes to Clearwater Beach, Tampa and St Pete airports. Motivated Seller!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Luigi Kalaj (727-388-4200)
545 LAKE CYPRESS CIR, OLDSMAR, FL 34677
$485,90045 Days on yellowkey MLS ID: TB8482985
REDUCED by $9,100 (1.8%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1694 Built: 2000Monthly Fee: $140 Tax: $6,865 (2025)Community: Preserve At Cypress Lakes Ph Ii TheSpa: NoSingle Family
Taxes:$6,865
Elementary School: None
High School: None
Remarks: Waterfront Elegance on Lake Cypress Circle that is waiting for you and Move In Ready! Welcome to this meticulously renovated 3-bedroom, 2-bathroom residence, where modern meets serene waterfront living. Located on a quiet street with low HOA fees and NO CDD, this turn-key home offers the perfect blend of style, comfort, and peace of mind. Modern Chef’s Kitchen! Cabinetry: Brand-new white Shaker cabinets with soft-close drawers. Counters & Backsplash: Stunning new Quartz countertops paired with a Brand-New backsplash. Appliances: Gleaming new stainless-steel Refrigerator, New Stove, New Dishwasher, including a New microwave with an extended push-out vent. Extra Features: Convenient pantry for storage and a charming breakfast nook and separate Dining area that is multi-functional and can be used as additional living area. Versatile Sunroom: A bright, multi-purpose space perfect for an office, playroom, or media center or perhaps for a second seating area, featuring Water Views on three sides and direct backyard access. Flooring & Paint: High-quality New Premium laminate flooring throughout (no carpet!), complemented by a fresh, contemporary palette inside and out. All-new contemporary light fixtures, ceiling fans, and hardware and the home has lots of Natural light. Pet free and Smoke FREE Home! Primary Retreat: A Spa-like En Suite featuring "His & Hers" walk-in closets, double vanities, a relaxing garden tub, a separate shower stall, and elegant slate tile flooring. Secondary Bedrooms: Bedroom 2 features a Cozy Window Seat; both additional bedrooms offer generous closet space. Backyard Oasis: A sprawling lot designed for sunrises and sunsets, with room to add a custom pool. Functional laundry room with washer/dryer hookups and durable tile flooring. Automatic garage door opener and Freshly painted Garage including garage floor. Roof 2017 (August/September) Measurements are approx., Buyer to verify all information that is deemed to be accurate. Easy to show, Quick closing possible. Satisfactory Post-Remediation Verification report is available for any buyer during the contingency inspection period. The Community welcomes Pets.
Listing is courtesy of: CITY BREEZE ACTION REALTY (727-372-9000)
Listing Agent: Tamara Herz (813-394-4135)
316 COUNTRY CLUB DR, OLDSMAR, FL 34677
$329,00067 Days on yellowkey MLS ID: TB8475078
REDUCED by $10,000 (2.9%) on 04/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1960 Tax: $562 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$562
Middle School: Carwise Middle-PN
Remarks: Yes! These are the real pictures of what this home REALLY looks like! No virtual staging here - these photos are of the REAL DEAL found inside this move-in ready, renovated mid-century modern home located in the heart of Oldsmar. Stop searching and start packing because this rare architectural gem is PRICED UNDER APPRAISAL. Why pay waterfront prices, when this home sits yards away from boat ramp access to Moobly Bay & Safety Harbor. With NO HOA, park your toys with ease - boats, RVs, trailers, golf carts and work trucks. Opportunities to own a move-in ready Mid-Century Modern masterpiece rarely arise. This is your chance to secure instant equity in this 3 bedroom, 2 bathroom property that seamlessly blends iconic design with today's high-end, low-maintenance lifestyle. This residence is a masterclass in quintessential mid-century style, defined by soaring exposed beams, expansive windows that flood the home with natural light, and terrazzo flooring. The split-floor plan offers three spacious bedrooms and two stylishly updated bathrooms. Bedrooms are large enough to fit two full-size beds, with plenty of room to walk-around. Stylish updated bathrooms bring the color of the outdoors into this modern design. At the heart of the home, the recently renovated kitchen features sleek modern finishes, 42-inch upper cabinets, quartz countertops, stainless steel appliances, and high-end cabinetry, making it as functional as it is beautiful. The potential for forced appreciation here is unmatched. A massive, versatile bonus room provides the perfect footprint for a dedicated home office, secondary living area, or quick conversion into an attached apartment or mother-in-law suite for multi-generational living or rental income. Furthermore, the expansive carport offers a ready-made foundation to create a fourth bedroom or enclosed family room, potentially adding over 400 square feet of air conditioned living space to your investment. Outside, the fully fenced backyard serves as a private oasis for entertaining or pets. All major systems have been updated, providing complete peace of mind. This property has also performed well as a short-term rental, making it an ideal choice for savvy investors or snowbirds seeking flexible income. The lifestyle offered here is second to none, located just yards from the Oldsmar Boat Ramp with direct access to Tampa Bay for world-class fishing and water sports. Enjoy a bike-friendly community with rapid access to RE Olds Park, the Oldsmar Trail, and the historic horse track. You are steps away from pickleball, tennis, and the vibrant events that make this neighborhood one of the most beloved in the region. This is a rare opportunity to own architectural history with significant modern updates WITHOUT the premium waterfront price tag. Because this home is priced to move immediately, it will not last. Schedule your private showing today before this below-appraisal deal disappears. Bring your offers!
Listing is courtesy of: SELLSTATE COASTAL REALTY (813-940-0101)
Listing Agent: Faith Walston (813-303-1239)
4922 EDGEWATER LN, OLDSMAR, FL 34677
$599,00013 Days on yellowkey MLS ID: W7883975
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2390 Built: 1997Monthly Fee: $158 Tax: $9,841 (2025)Community: WorthingtonSingle Family
Taxes:$9,841
Elementary School: Forest Lakes Elementary-PN
Remarks: One or more photo(s) has been virtually staged. Located in the highly desirable Worthington subdivision of the gated East Lake Woodlands Golf Course community, this spacious home offers 3-bedroom, 2.5-bath Pool home with a large loft and 2-car garage offers an exceptional layout and effortless indoor-outdoor living.From the moment you arrive, you’ll be impressed by the custom-designed Brazilian Cherry-stained glass front door. Inside, the home features elegant, rectified porcelain tile and hardwood flooring throughout the lower level, along with a custom open oak staircase that creates a stunning focal point. Designed for both everyday living and entertaining, the home offers a formal sitting area, separate formal dining room, and a large family room with a cozy fireplace. The spacious kitchen and living areas flow seamlessly to the oversized lanai and screened pool area, creating the perfect indoor-outdoor lifestyle. The private backyard retreat includes a sparkling pool and spa, both powered by propane, along with propane service to the fireplace for added comfort and convenience. Upstairs, you’ll find all three bedrooms, each offering generous proportions, along with a large loft ideal for a media room, office, or playroom, and a convenient second-floor laundry room. The spacious primary suite features two walk-in closets and an ensuite bath with a double vanity, separate soaking tub, and ample space to create your own private retreat. Recent upgrades provide peace of mind and energy efficiency, including a new roof installed in 2021, AC replaced in 2022, and solar panels added in 2024. Enjoy life in a premier gated community just steps from championship golf, a new pickleball complex, and resort-style pools. Ideally located near Lake Tarpon and just minutes from top-rated schools, dining, shopping, and beautiful Gulf beaches. East Lake Woodlands Country Club offers optional membership with access to two 18-hole championship golf courses, tennis courts, a fitness center, two community pools, and an on-site restaurant—delivering a true resort-style lifestyle in one of Pinellas County’s most sought-after neighborhoods!
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Eleni Sampson (727-873-8122)
303 MARTHA LN #303, OLDSMAR, FL 34677
$189,90036 Days on yellowkey MLS ID: TB8485863
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979 Tax: $613 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$613
Remarks: Welcome home to peaceful, easy living in the heart of East Lake Woodlands. This well-maintained 2-bedroom, 2-bathroom condo offers a comfortable and functional layout ideal for everyday living or seasonal enjoyment. The spacious primary suite serves as a true retreat, highlighted by an impressive three walk-in closets, providing exceptional storage rarely found in condo living. Residents can enjoy tranquil surroundings and unwind at the community pool, creating a relaxed Florida lifestyle. Conveniently located in Oldsmar, this home offers easy access to shopping, dining, beautiful Gulf beaches, and Tampa International Airport, making commuting and travel effortless.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Angelique Blake (248-808-9399)
1795 BAYHILL DR, OLDSMAR, FL 34677
$539,9006 Days on yellowkey MLS ID: TB8476650
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 1994Monthly Fee: $199 Tax: $8,406 (2025)Community: CreeksideSingle Family
Taxes:$8,406
Elementary School: Cypress Woods Elementary-PN
Remarks: This unique home exudes character and is located on a peaceful conservation lot with no rear neighbors situated within the secure, gated community of East Lake Woodlands! The minute you step inside this charming home, you'll be captivated with impressive design features such as stone accents, glass block, mirrored walls and doors that display vibrant color prints contributing to the home’s style and appeal! The impressive living area has a stone-face fireplace and attractive laminate flooring. The kitchen with solid surface counters, stainless steel appliances, a wine refrigerator, stackable washer/dryer and closet pantry offers an abundance of cabinets and counterspace, complemented by plant shelves for additional decor! The home has a split bedroom layout for maximum privacy. The primary bedroom offers an ensuite bath with soaking tub, double vanities, a step in shower with artistic tile and relaxing shower jet system. A versatile bonus room with French Doors at the front of the home, provides endless possibilities, whether you require a guest room, office, playroom, reading nook, den or exercise room. Both bedrooms and the bonus room are outfitted with striking wall-mounted wood closet organizer systems. Sliding doors from the living room open fully to a screened porch, which leads to a pavered patio offering serene views of nature – a perfect place to unwind and enjoy the outdoors! Your new home is equipped with a Tesla home battery system powered by solar panels and includes 3 powerwalls, all paid off! Additional features include a water filtration system, sprinkler system and impact-resistant windows and sliding doors for peace of mind and energy efficiency. The craftsman of the home will appreciate the garage with its working table, storage cabinets, an auto-rewind air hose reel, an overhead drop cord with electrical outlet and convenient sink. The roof was installed in 2016, AC in 2012 and water heater in 2014. Enjoy low HOA fees, NO CDD fees and non-Flood Zone X. Living in East Lake Woodlands provides a casual way of living surrounded by natural beauty, wildlife, walking paths, conservation areas, ponds and lakes. The Ardea Country Club offers residents membership options for their resort style amenities which include two 18 hole championship golf courses, driving range, tennis and pickleball courts, lap and freeform pools, clubhouse, dining, fitness center, children's clubs and social activities. This premier location is close to major medical facilities, entertainment venues, a wide array of restaurants, malls, parks, marinas, sporting events and concerts. There’s easy access to Honeymoon Island, Clearwater Beach and both Tampa International Airport and St. Pete/Clearwater Airport are just a 35 minute drive away. This home is truly a must see for those looking for privacy, modern conveniences and a relaxing lifestyle!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Rose Brown (727-403-0180)
208 CYPRESS CT, OLDSMAR, FL 34677
$159,90065 Days on yellowkey MLS ID: TB8475945
0 Days Off yellowkey (back on 4/14/2026)
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: Relax and enjoy the serene views from your screened balcony/patio overlooking the natural setting with trees, wildlife and pond! This 2 Bedroom 2 Bath condo in the gated community of East Lake Woodlands in Cypress Estates III has an open Living Room/Dining Room area offering creative options for your furniture. The Kitchen includes a pantry closet and room for a small table and chairs. Primary Bedroom has glass door access to the balcony, 2 walk-in closets and an ensuite private bathroom. Laminate flooring in the Living Room, Dining Room and both Bedrooms. Tile floors in the Kitchen and both Bathrooms. Washer and Dryer in Balcony closet. HVAC replaced 2021. Assigned Covered Carport Parking Space. Condo fees cover basic cable, water, sewer, trash and more! Option to join Ardea (formerly East Lake Woodlands) Country Club with 2 golf courses, tennis and pickleball courts, fitness center, dining options, and more! Shopping and restaurants nearby.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Pamela Douberly (727-409-3035)
513 OAKWOOD BLVD, OLDSMAR, FL 34677
$535,000140 Days on yellowkey MLS ID: TB8452178
2 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1975 Tax: $2,042 (2024)Community: Oldsmar Rev MapSingle Family
Taxes:$2,042
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully remodeled 3-bedroom, 2-bath pool home in the heart of Oldsmar. Recently updated and truly move-in ready, this home offers modern finishes, comfortable living spaces, and an ideal location close to the waterfront. Step inside to an inviting open layout featuring new luxury vinyl flooring throughout and a beautifully updated kitchen with new cabinets, countertops, and appliances. Additional updates include a new water heater, 2020 roof, 2024 pool resurfacing and 2018 AC for added peace of mind. Natural light fills the home, creating a bright and welcoming atmosphere in every room. The outdoor space is equally impressive. Enjoy the refreshing screened-in pool and the large screened patio, perfect for relaxing or entertaining. The spacious yard provides plenty of room to play, garden or unwind. Surrounded by mature landscaping and a variety of Florida native plants creating a peaceful private setting, perfect for watching the birds that visit the garden. Just around the corner is R.E. Olds Park, a 15-acre park offering beautiful waterfront views, playgrounds, walking trails, an open-air amphitheater, community events, and a fishing pier along the bay. With its extensive upgrades, inviting outdoor areas, and desirable location, this home beautifully blends modern updates with classic Florida charm.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Marissa Barrett (941-961-4164)
106 LAKESIDE CT, OLDSMAR, FL 34677
$158,000381 Days on yellowkey MLS ID: TB8350281
REDUCED by $2,000 (1.3%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $2,932 (2024)Community: East Lake Woodlands CondoCondo
Taxes:$2,932
Remarks: Great Value!! This Condo is located within the Gated community of East Lake Woodlands. This unit is on the second floor and features an eat in kitchen, living/dining room with sliders out to the screened lanai, split bedroom plan, the primary suite has a walk-in closet, a secondary closet and a linen closet. The primary bath has a step in shower. The guest suite has a bath off the hallway. The laundry closet is located on the lanai & includes a washer/dryer. Covered parking 1 space under carport. Unit is located across from the Pool! This unit needs your attention & priced to offset reno to make it your own. Great rental, primary residence or winter getaway..No waiting period for a buyer to rent the condo. Excellent opportunity!
Listing is courtesy of: TAMPA BAY SIGNATURE PROPERTIES, LLC (727-692-2847)
Listing Agent: Christi Watson (727-692-2847)
1598 LOCKMEADE PL, OLDSMAR, FL 34677
$999,90024 Days on yellowkey MLS ID: TB8490836
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3300 Built: 1995Monthly Fee: $243 Tax: $8,700 (2025)Community: Aberdeen Unit TwoSingle Family
Taxes:$8,700
Remarks: Under contract-accepting backup offers. Exquisite Estate Home in the Prestigious Aberdeen Enclave of East Lake Woodlands...Located within the highly sought-after, gated community of East Lake Woodlands and the exclusive Aberdeen enclave, this beautifully appointed residence offers refined living in one of the area’s most desirable neighborhoods. Positioned on an oversized 0.33-acre cul-de-sac lot, this approximately 3,300-square-foot home blends timeless elegance, quality craftsmanship, and thoughtful design. The home welcomes you with a dramatic two-story foyer featuring a sweeping volute staircase with wood spindles. Elegant black and white Carrera marble harlequin tile flooring enhances the entry and formal dining room, while rich 8-inch distressed hickory flooring flows through the kitchen and family room. The spacious layout offers 4 bedrooms plus a dedicated study/den, 3 full bathrooms, and 1 half bath. Oversized upstairs bedrooms provide comfortable accommodations for family and guests. For added protection and efficiency, the home also features 12 newly installed impact windows across the front of the home and in all three upstairs bedrooms, providing enhanced storm protection, energy efficiency, and peace of mind. At the center of the home is a gourmet kitchen designed for both everyday living and entertaining. Features include granite countertops, a solid wood center island, custom Ash wood cabinetry, stainless steel appliances, and a Monogram four-burner gas range with griddle and vent hood. A large walk-in pantry and counter-height breakfast bar add convenience, while a stylish built-in mini bar with a wine cooler enhances the home’s entertaining appeal. A two-sided gas fireplace connects the kitchen and family room, creating a warm and inviting atmosphere. The luxurious primary suite serves as a private retreat with sliding doors opening to the patio. A grand gas fireplace with a custom mantel adds character, while the spa-inspired bathroom features dual vanities, a private water closet, a walk-in shower with dual showerheads, and a stunning clawfoot soaking tub positioned in a bay window beneath a chandelier. Expansive walk-in closets with custom built-ins complete the suite. Outdoor living is equally impressive. The backyard showcases an oversized pool with automation, solar heating, and a spillover spa with optional propane heating. Travertine pavers surround the pool area, and the covered screened patio provides multiple seating and entertaining spaces. Mature landscaping and decorative accent planters create a private resort-style setting. The irrigation system utilizes reclaimed water. Additional highlights include a barrel tile roof (2013), brick-paver driveway, oversized three-car garage, large laundry and mudroom, updated HVAC systems with UV lights (2016 and 2019), a water softener system, and a 100-gallon propane tank serving the pool, spa, and range. Most solar panels have been replaced within the past four years, and the exterior was freshly painted in 2017. This exceptional property offers a rare combination of elegance, space, and modern updates in a premier gated community. Conveniently located near top-rated schools, golf, shopping, and dining, it provides the ideal setting for both everyday living and entertaining. Schedule your private showing and experience everything this remarkable East Lake Woodlands home has to offer.
Listing Agent: Nancy Leslie (727-789-5555)
1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$380,00030 Days on yellowkey MLS ID: TB8488580
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1248 Built: 1973 Tax: $1,036 (2025)Community: Harbor Palms-Unit TwoSingle Family
Taxes:$1,036
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Offering 1,248 sq ft of well-designed living space, this move-in-ready property features a functional layout, abundant natural light, and modern updates throughout. Enjoy spacious living and dining areas that flow seamlessly, perfect for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the bedrooms are generously sized for comfort and flexibility. Conveniently located near parks, shopping, dining, and major roadways, this home provides easy access to Tampa, Clearwater, and surrounding areas. Don’t miss this opportunity to own a well-maintained home in a desirable location!
Listing is courtesy of: OUT FAST REALTY & INVESTMENTS (800-688-3278)
Listing Agent: Julio Vasquez (727-404-8889)
504 FEDERAL ST, OLDSMAR, FL 34677
$1,270,000195 Days on yellowkey MLS ID: TB8427180
REDUCED by $10,000 (0.8%) on 04/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2961 Built: 2026 Tax: $1,498 (2024)Community: Oldsmar Rev MapSingle Family
Taxes:$1,498
Remarks: This stunning new three-story residence by Danva Construction perfectly blends modern luxury with resilient, high-end design. Located at 504 Federal Street in the desirable waterfront community of Oldsmar, this home is built for peace of mind with a solid concrete block structure, pilings, impact-resistant windows, and a durable TPO roof, all backed by a comprehensive builder warranty. The exterior is finished in Sherwin Williams Chantilly Lace, creating a clean, modern curb appeal enhanced by professional landscaping and a signature magnolia tree. Inside, the open-concept layout features soaring ceilings, porcelain tile flooring, and a gourmet kitchen that serves as a true showpiece. The kitchen is complete with a waterfall island, designer backsplash, and premium Bosch 800-series appliances. The luxurious primary suite offers a spa-inspired retreat with a freestanding soaking tub and porcelain tiled walls. Indoor-outdoor living shines with a second-floor porcelain tile balcony and a covered lanai. Note that some images are virtually staged to show the home's potential. BUYER INCENTIVES: Take advantage of an $80,000 pool credit to be installed after closing by a vendor of the buyer's choice (ask for details; restrictions apply). Additionally, secure an interest rate buy-down when using our preferred lender, Revolution Mortgage. Perfectly positioned just one block from Tampa Bay and five minutes to Mobbly Bayou Beach Park, this home offers a lifestyle of privacy and convenience. Oldsmar is a charming waterfront community known for its parks and trails, with effortless access to Tampa International Airport (under 20 mins), Downtown Tampa (30 mins), and the world-famous beaches of Clearwater. The location is a true paradise for outdoor enthusiasts and urban commuters alike. You are steps away from the Upper Tampa Bay Trail, offering miles of scenic cycling and jogging paths. Just minutes away, the historic downtown Oldsmar district provides an array of boutique dining, local craft breweries, and community events like the annual Oldsmar Days. For shopping, the International Plaza and Bay Street are a short drive away, offering world-class retail experiences. Nature lovers will appreciate being adjacent to the Mobbly Bayou Wilderness Preserve, featuring over 400 acres of kayaking, hiking, and even a zip-line adventure park. Golfers can enjoy proximity to several championship courses including the nearby East Lake Woodlands Country Club. Whether you are catching a flight for business or spending a Saturday at Honeymoon Island State Park, this central location puts the very best of the Florida Gulf Coast right at your doorstep. This rare opportunity combines elevated finishes and resilient materials in a highly sought-after location.This rare opportunity combines elevated finishes and resilient materials in a highly sought-after location. All financing information is for illustrative purposes only and not a commitment to extend credit.
Listing is courtesy of: ENGEL & VOLKERS TAMPA DOWNTOWN (813-863-1986)
Listing Agent: Virginia Torres Bond (813-352-2933)
1527 WOODSTREAM DR, OLDSMAR, FL 34677
$599,00058 Days on yellowkey MLS ID: TB8476648
0 Days Off yellowkey (back on 3/28/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1919 Built: 1996Monthly Fee: $470 Tax: $3,762 (2025)Community: Cross Creek - Unit TwoSingle Family
Taxes:$3,762
Remarks: Under contract-accepting backup offers. Immaculate Home in Popular Cross Creek within East Lake Woodlands Golf and Country Club Community. This Devonshire Model offers 2 Bedrooms, 2 Baths, Den/Study, 2 Car Garage, and Serene Views of the Fountain and Pond! A soft flow and clean lines adorn this home. Features include Luxury Vinyl Flooring throughout interior with Travertine on the Lanai, Hurricane Rated Weather Tight Windows and Glass Siding Doors, Hurricane Rated Garage Door, Epoxy Flooring and More Storage Shelving added in Garage, and a Generac Generator for electric outages during storms. The Kitchen provides Custom Cabinets, Quartz Counter Tops and Back Splash, Large Sink, NEWER Refrigerator, and Dishwasher, Closet Pantry, Built in Desk and Eat in Kitchen with views of the garden. The Living Room and Dining area are spacious with lots of natural light and opens to a comfortable Screen Enclosed Lanai with views of the pond and the plush landscaping. The Primary Bedroom offers His and Her Walk in Closets, a Separate Seamless Glass Shower Stall, Garden Tub, Custom Cabinets, Marble Counters, His and Her Vessel Sinks, and Private Water Closet. The Second Bedroom and Bathroom are perfect for Guests: keeping with the color scheme and quality of the kitchen - Quartz Counters, Custom Cabinets and Fixtures, NEWER Shower Stall with Seamless Glass Sliding Doors and Decorative Tile. The Laundry Room has a Utility Sink, NEWER Washer and Dryer, Quartz Counter Tops and Cabinets for more storage room. The Den/Study provides a Built In-Home Office Center with plenty of room for more furniture. NEWER Exterior and Interior Paint, NEWER Light Switches and Canned Lighting Fixtures updated, *AC 2020, Garage Door 2023, LVP Flooring 2022, Windows/Doors 2023, Roof 2019, Sprinklers 2023, New Drain Pipes House to Street 2021, Ring Door Bell 2023.* The monthly maintenance fees include: Cable TV, Grounds Care - Fertilizing, Mowing, Trimming and Mulching Flower Beds, Trash Collection, Heated Community Pool and Spa, Escrow Reserves, Pressure Cleaning of Roof and Painting the Exterior of your home every 7 years. East Lake Woodland's Ardea Country Club provides Resort Style Amenities with additional fees that include Golf, Fitness Center, Tennis, Olympic Swimming Pool, Sport Shop, Lounge and Bar, Restaurant and Activities for the Entire Family!
Listing is courtesy of: PREFERRED REALTY GROUP, LLC (727-418-1020)
Listing Agent: Sandy Harris (727-365-3930)
62 EMERALD BAY DR, OLDSMAR, FL 34677
$220,00093 Days on yellowkey MLS ID: TB8465225
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1264 Built: 1994Monthly Fee: $283 Tax: $3,024 (2024)Community: Emerald BayTownhouse
Taxes:$3,024
Remarks: Heart of Oldsmar convenient to restaurants, shopping and Tampa. 2 Story, 2 Bedroom / 2.5 Bathroom Townhome in Oldsmar, AC 7/23, newer luxury vinyl flooring and newer paint.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Lin Huang (727-417-5186)
244 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$220,00093 Days on yellowkey MLS ID: TB8465176
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1110 Built: 1996Monthly Fee: $454 Tax: $3,637 (2024)Community: Countryside KeyTownhouse
Taxes:$3,637
Elementary School: Curlew Creek Elementary-PN
Remarks: Cozy 2-Bedroom, 2.5-Bath Townhome in the heart of Oldsmar. Brand new fresh carpets. The monthly HOA fees cover a wide range of services, including water, sewer, trash, cable, wifi, community pool, lawn and landscaping, roof maintenance and replacement, exterior pest control, and exterior building maintenance. Enjoy the convenience of being just minutes from the shopping, dining, a movie theater, parks, bike trail and more.
347 CANAL WAY, OLDSMAR, FL 34677
$199,000184 Days on yellowkey MLS ID: TB8436926
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1980Monthly Fee: $60 Tax: $2,609 (2024)Community: Gull-Aire VillageMobile Home
Taxes:$2,609
Remarks: HUGE Price DROP!! Welcome to Gull-Aire Village, a 55+ PET-Friendly and Golf Cart Friendly community in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, meaning YOU OWN THE LAND! not just the home. A Very unique property with No rear neighbors. This home comes FULLY FURNISHED! and Features A NEWER ROOF (only 3yrs Old) Newer WINDOWS and Doors, New Flooring(2025) and Vapor Barrier (2025) New Water Heater(2025) Newer AC(2022) Newer Samsung Washer and Dryer(2024) This 2-bedroom, 2-bath home is situated on a serene canal view lot and offers the perfect blend of comfort, convenience, and Florida charm. Inside, you'll find a bright and spacious living area, a functional kitchen with plenty of cabinet space, and a screened Florida room where you can relax and enjoy peaceful water views. Split bedroom plan, the primary bedroom features an En-Suite bath, and one additional bedroom for guests, hobbies, or a home office. Beautifully landscaped. Air conditioned Florida room that is not included in the square footage 14 x15. Additional glass enclosed porch on rear of home 10 x14. Good sized utility too. With a Low-cost monthly HOA fee of Only $60 a month, it’s an affordable option for those seeking an active lifestyle. Community amenities include a Heated Pool, Spa, Active Clubhouse with a Library and Pool Table, Shuffleboard courts, Bocce ball court and a calendar of Social Events. Just cross the street and there are wonderful Restaurants, Shopping, and a movie theater! You can walk to AMC theatres, Beall’s, Marshall’s, Dollar Store and Restaurants. Just minutes to Westfield Mall, Target, a Super Walmart, Publix and Countryside Hospital. A walking/running/biking trail is located adjacent to Canal Way, which takes you directly to picturesque Sheffield Park, which is a lovely place with trails to walk, play disc golf, PICKLEBALL, or go to the Dog Park. There is also a playground for the grandkids. You can walk along the path of the Tarpon outfall canal, on the west edge of Gull-Aire Village, and enjoy all the Florida wildlife, including the occasional Manatee sighting. Very Close to Dunedin and Safety Harbor! Less than 30mins to Tampa International Airport. Only 20 minutes to Honeymoon Island Beach and Caladesi State Parks. Come Enjoy the Florida Life-Style with this Low Maintenance home!!
Listing Agent: Asher Walli (727-744-7466)
1811 FOREST DR, OLDSMAR, FL 34677
$475,00024 Days on yellowkey MLS ID: TB8491038
REDUCED by $27,500 (5.5%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2142 Built: 1973 Tax: $6,771 (2025)Community: Harbor Palms-Unit ThreeSingle Family
Taxes:$6,771
Remarks: Recently updated pool home located in Oldsmar with an open living room and dining room that feature vinyl floors thoughout the entire inside. Kitchen has stainless appliances, marble countertops, and a natural stone ledger backsplash. House has been recently painted along with a new A/C Unit installed in 2025. Roof and hot water heater were replaced in 2024. Close proximity to Sheffield Park and is a short drive to Philippe Park. If you don't want to go anywhere then there is a screened-in pool for your enjoyment without ever leaving the house. Recently passed 4 point inspection in July of 2025. Seller motivated.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Brian Mathay (813-482-6097)
303 MEADOW LN, OLDSMAR, FL 34677
$190,0006 Days on yellowkey MLS ID: TB8497109
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1985Monthly Fee: $422 Tax: $2,724 (2025)Community: Meadows Condo At East Lake WoodlandsSpa: NoCondo
Taxes:$2,724
Remarks: Welcome to this highly sought-after gated community of East Lake Woodlands, which is move-in ready. This quiet, well-maintained neighborhood offers the perfect mix of tranquility and accessibility. Whether you're a first-time buyer, a snowbird looking for a Florida retreat, or an investor adding to your portfolio, this low-maintenance home checks all the right boxes. Enjoy a friendly atmosphere with shaded streets and a suburban feel while still being just minutes from shops and restaurants. The Primary suite features 2 walk-in closets with access to the tranquil back patio. The unit offers plenty of closet storage, fully furnished with enclosed laundry on the patio, one owner parking and ample guest parking. Residents have the option to join the East Lake Woodlands Country Club, unlocking access to a range of upscale amenities, including 2 championship 18-hole golf courses, a clubhouse with dining and social events, pickleball and tennis courts, a modern fitness center with group classes, and a resort-style swimming pool. Some nearby outdoor attractions are: Empower Adventures Zipline Park, R.E. Olds Park, and Mobbly Bayou Wilderness Preserve and Harbor Palms Nature Park. Minutes from Shaker & Peel, one of Yelp's top-rated restaurants. Enjoy shopping at the iconic Oldsmar Flea Market, catch the latest blockbuster at AMC Woodlands Square, or head to Countryside Mall for bigger retail options. Quick access to Tampa Road and Curlew Road makes commuting to Tampa, Clearwater, or St. Pete easy and efficient.
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Shauna Hoyt (727-424-0072)
260 BALSAM DR, OLDSMAR, FL 34677
$249,900199 Days on yellowkey MLS ID: TB8433742
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1981Monthly Fee: $440 Tax: $960 (2024)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$960
Remarks: SIGNIFICANT PRICE DECREASE!!! Owners are motivated!!! This desirable end-unit villa in exclusive East Lake Woodlands combines comfort, privacy, and an ideal layout for everyday living or entertaining. Featuring two spacious primary suites, each with its own ensuite bath and split floor plan design, the home provides excellent privacy for residents and guests alike. The open layout includes a welcoming family room, a dedicated dining room, and a bright eat-in kitchen with a generous pass-through bar—perfect for casual dining, entertaining, or extra storage. A charming front courtyard offers an inviting spot for morning coffee or al fresco meals, while the expansive lanai, complete with removable windows, provides a versatile additional living space to enjoy year-round. Thoughtful storage solutions are found throughout, with ample closet space to keep everything organized. Important updates include a roof replacement in 2021, an upgraded electrical panel in 2017 and a 2016 AC system. The HOA provides peace of mind with coverage that includes roof replacement, exterior painting, wood repairs, landscaping, lawn maintenance, irrigation, and fertilization. Located within the highly regarded East Lake Woodlands, a premier gated golf course community, residents have access to optional membership opportunities that feature golf, tennis, swimming, fitness, dining, and social events. With its combination of thoughtful design, modern updates, and resort-style community amenities, this villa offers the perfect place to call your year round home or winter residence. Don't delay.
Listing is courtesy of: MARC JOSEPH REALTY, INC (727-644-9333)
Listing Agent: Colleen Monagas (727-644-9333)
141 LAKEVIEW WAY #141, OLDSMAR, FL 34677
$174,90044 Days on yellowkey MLS ID: TB8483907
REDUCED by $4,100 (2.3%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1980 Tax: $3,466 (2025)Community: East Lake WoodlandsSpa: NoCondo
Taxes:$3,466
Remarks: PRICE REDUCED!! Enjoy peaceful Florida living in this charming condo located in a quiet gated community in desirable East Lake Woodlands. This well-maintained residence offers a comfortable layout with abundant natural light and relaxing views of the lake, creating a serene setting to come home to each day. The living and dining areas flow seamlessly, providing an inviting space for both everyday living and entertaining. Large windows help bring the outdoors in while highlighting the tranquil lake view. The kitchen is conveniently located and designed for functionality and ease. Residents of this gated community enjoy access to a sparkling community pool, perfect for relaxing or cooling off on warm Florida days. The peaceful surroundings combined with scenic water views make this property especially appealing. Conveniently located near shopping, dining, parks, and major roadways, the home offers easy access to nearby destinations including Tampa, Clearwater, and St. Petersburg. A wonderful opportunity to enjoy low-maintenance living with beautiful lake views in one of Oldsmar’s most desirable gated communities, and with a freshly painted front door.
Listing Agent: Douglas Brown (614-306-4665)
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