Location: Oldsmar
Do Not Show Listings
100 KILSYTHE ST, OLDSMAR, FL 34677
$440,00046 Days on yellowkey MLS ID: TB8496212
REDUCED by $10,000 (2.2%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1100 Built: 1986 Tax: $5,670 (2025)Community: Country Club Add To Oldsmar RevSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,670
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Tucked along picturesque Shore Drive E near the bay, this beautifully remodeled 3-bedroom, 3-bathroom concrete block home offers a great combination of space, updates, and relaxed Florida living. Set on an oversized, pie-shaped lot of just over a quarter acre, there’s plenty of room for outdoor entertaining, recreation, and golf cart living in this charming coastal pocket of Oldsmar. No HOA or CDD, and the home never flooded during storms. Inside, you’ll find a bright, open-concept layout with newer interior paint and modern fixtures throughout. The kitchen features shiplap accents, quartz countertops, and stainless steel appliances, all flowing seamlessly into the main living space. Each room is equipped with its own mini-split system for efficient, personalized comfort. All three bathrooms have been updated with modern finishes, including slate hex tile and new vanities. The spacious primary suite offers a comfortable private retreat. Impact-resistant windows and an energy-efficient sliding glass door lead to a plasti-wood deck—perfect for entertaining or relaxing outdoors. The backyard also includes a paved seating area with a fire pit, ideal for Florida winter nights. Additional highlights include a remodeled garage with an air-conditioned laundry room and full bathroom. Enjoy close proximity to R.E. Olds Park, Mobbly Bayou Wilderness Preserve, and the Pinellas Trail, offering scenic waterfront areas, walking and biking trails, kayaking, dog park, zipline park and outdoor recreation. Convenient to Tampa, St. Petersburg, and world-class Gulf beaches, and zoned for East Lake High School, this move-in-ready home combines thoughtful updates and an excellent location.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Christine Bogdanovic (813-439-4404)
30 INGRID PL, OLDSMAR, FL 34677
$299,00013 Days on yellowkey MLS ID: TB8508886
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1755 Built: 1978Monthly Fee: $450 Tax: $1,464 (2025)Community: East Lake Woodlands Cluster HomesTownhouse
Taxes:$1,464
Elementary School: Forest Lakes Elementary-PN
Remarks: One or more photo(s) has been virtually staged. This spacious townhome offers generous room sizes for everyday living & standout outdoor space, including a large private patio bordered by lush landscaping for added privacy. With three bedrooms and 2 full baths upstairs, you will enjoy a quiet separation between the sleeping quarters and the main living areas below. The first floor features an expansive living room, dining room, convenient half bath & a large updated kitchen with solid wood cabinetry & stainless steel appliances. Granite countertops, under cabinet lighting & wood look laminate flooring complete the kitchen with a clean traditional finish. Each level of the home includes an enclosed lanai, providing flexible bonus space for a home office, hobby area or additional lounging. All bathrooms have been tastefully updated with granite countertops & quality vanities. The primary suite includes an en-suite bath with double sinks, two closets plus a linen closet, & a separate toilet & shower area. The upstairs guest bath also features updated finishes and a large soaking tub. Ideally located near shopping, restaurants, entertainment, airports, & world class Gulf beaches, this home delivers convenience in the heart of Pinellas County. East Lake Woodlands is a premier private golf community offering membership to the Ardea Country Club with two 18-hole championship golf courses, clubhouse, fitness center, pools, restaurant, pickleball & tennis; just contact Ardea Country Club for membership details. Membership is optional and not included with the sale of this home. Major updates include: roof 2025, hvac 2022, water heater 2026, electric panel 2026, with exterior painting scheduled by the HOA for summer of 2026. This home is well positioned to pass a four point inspection.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Cathy Mccarthy (727-452-9339)
3133 HURON AVE, OLDSMAR, FL 34677
$499,0001 Day on yellowkey MLS ID: TB8512032
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 1978 Built: 1985 Tax: $5,781 (2025)Community: West Oldsmar Sec 1Apartment
Taxes:$5,781
Elementary School: None
High School: None
Middle School: None
Remarks: Amazing opportunity to purchase a duplex with potential assumable financing at an attractive below-market interest rate! Nice block duplex in a prime location! One unit is vacant and completely remodeled with luxury renovations. Must see this renovation! Renovation includes new luxury vinyl plank flooring, new bathrooms with brand new shower walls and tub, new toilet, new vanity, fresh paint inside and out, new fixtures, and much more. New electric panels replaced in 2026. New roof replaced in 2023. The back unit is currently rented to a great tenant at $1,700/month. Each unit has its own water meter and electric meter, along with washer/dryer hookups. Property has not experienced hurricane-related flood damage. No HOA or CDD fees. There is plenty of dedicated parking for each unit along with completely enclosed backyard areas. This duplex could make a great home to live in and also a great investment opportunity!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: David Donat (813-495-7120)
105 MOBBLY BAY DR, OLDSMAR, FL 34677
$1,224,9006 Days on yellowkey MLS ID: TB8507261
0 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3941 Built: 2013Monthly Fee: $183 Tax: $9,020 (2025)Community: Estuary Of Mobbly BaySpa: YesSingle Family
Taxes:$9,020
Remarks: Under contract-accepting backup offers. Discover an extraordinary tropical sanctuary within the exclusive gated enclave of The Estuary of Mobbly Bay, where timeless elegance meets the serenity of Florida coastal living. Surrounded by lush professional landscaping & stunning custom architecture, this exceptional turn-key executive residence offers an elevated lifestyle designed for luxurious entertaining & peaceful everyday living. This beautifully appointed 5-bedroom, 4-bath custom-built home showcases impeccable craftsmanship & sophisticated design throughout. From the impressive solid wood front door to the soaring 9½-ft ceilings, graceful arched doorways, designer light fixtures, plantation shutters, crown molding, & exquisite designer tile flooring, every detail has been thoughtfully curated to create a refined yet welcoming atmosphere. Additional upgrades include new carpeting, ceiling fans, ample walk-in & built-in closets, window treatments throughout, & irrigation system on reclaimed water. At the heart of the home lies a spectacular chef’s kitchen featuring rich granite countertops, 42" cabinetry with crown molding, custom pull-out drawers, designer tile backsplash, stainless undermount sink, spacious center island, breakfast bar, butler’s pantry & walk-in pantry. Premium KitchenAid appliances, including a gas cooktop & built-in convection oven with microwave complete this exceptional gathering space. The open-concept family room flows seamlessly from the kitchen & is anchored by a striking linear built-in electric fireplace, creating a warm & sophisticated focal point. Elegant formal living & dining areas provide the perfect backdrop for entertaining, while French doors open to the breathtaking outdoor retreat beyond. Step outside & experience your own private resort-style paradise. The expansive pavered lanai surrounds a sparkling heated pool w/ a PebbleTec finish, sun shelf, soothing infinity spa & cascading waterfall, creating a tropical oasis ideal for entertaining or quiet relaxation. Cascading, custom-built waterfall plus two natural gas fire bowls flanking the spa create a unique nighttime experience. Additional upgrades include a new pool pump, natural gas Rinnai instant hot water heater, gas pool heater installed in 2025, pavered driveway, HVAC 2021 & a spacious 3-car garage featuring a brand-new, professionally coated floor finish. The luxurious primary suite serves as a peaceful retreat, highlighted by a stunning board-and-batten accent wall, enormous walk-in closet with custom built-in cabinetry & a spa-inspired bath featuring dual granite vanities with undermount sinks, private water closet, luxurious soaking tub & an oversized walk-in shower. Upstairs, an impressive 685-square-foot bonus area offers exceptional flexibility & privacy, complete with a private bedroom & full bathroom, making it ideal for a luxurious guest suite, theater room, playroom, private guest retreat or additional entertaining space. Perfectly positioned in the heart of Tampa Bay, The Estuary at Mobbly Bay offers convenient access to Tampa, St. Petersburg, local Gulf beaches & Tampa International Airport while maintaining the tranquility of a nature-inspired waterfront community. Residents enjoy proximity to exceptional dining, shopping & three beautiful parks located less than a mile away, including Bicentennial Park, R.E. Olds Park & Veterans Memorial Park. This rare offering captures the essence of luxury Florida living at its finest.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jason Bandy (727-215-5760)
2328 WARWICK DR, OLDSMAR, FL 34677
$854,000278 Days on yellowkey MLS ID: TB8419306
REDUCED by $20,000 (2.3%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3294 Built: 1995Monthly Fee: $127 Tax: $5,742 (2024)Community: Warwick HillsSpa: YesSingle Family
Taxes:$5,742
Elementary School: Cypress Woods Elementary-PN
Tax Year: 2024
Remarks: Welcome to the charming Warwick Hills enclave within the desirable Eastlake Woodlands community! Enjoy the peaceful drive home beneath beautiful tree-canopied streets, where this exceptional two-story residence awaits on one of the largest corner lots in the neighborhood. Perfectly elevated and high & dry, this home has never experienced standing water. A stately presence greets you with elegant landscaping, including a brand new row of privacy hedge plants & palms surrounding the pool enclosure. Side-entry 3-car garage, and an extended driveway offering ample parking. Step inside through double doors into a grand foyer with soaring ceilings.The entire interior was freshly painted in May 2026. The thoughtful layout includes formal living and dining rooms, as well as a spacious family room featuring a cozy wood-burning fireplace and sliding glass doors that open to the lanai and sparkling pool. The kitchen and family room blend seamlessly with an open floor plan, highlighted by an island, wet bar, and three pantries, two are oversized pantry closets—ideal for both everyday living and entertaining. From here, enjoy relaxing views of the pool, jetted spa( not heated) , and backyard, where you may even spot deer strolling through. A versatile office on the main floor can easily serve as a 5th bedroom, complemented by a full-size laundry room and powder bath. Upstairs, the expansive primary suite welcomes you with double-door entry, generous space for king-sized furnishings, and a private sitting area. The suite also offers two walk-in closets and a stunning, brand-new freshly renovated bathroom with a soaking tub, dual vanities, private water closet, and a new glass-enclosed shower. The 2nd floor also features 3 more bedrooms and 2 more full baths. Additional updates include a freshly painted exterior (2023), roof (2022), A/C units (2018 & 2019), hurricane shutters for all windows & doors, accordion shutters for sliding glass doors, fresh carpet on staircase, water heater (2018) ensuring peace of mind for years to come. Ardea Country Club has recently been updated. Residents can take advantage of premier golf, tennis, dining, and social memberships. With easy access to Hillsborough and Pasco counties, this centrally located home is just minutes to shopping, dining, top-rated schools, and all that the Tampa Bay area has to offer.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Roberta Celiberti (727-488-1235)
405 WOODS LANDING TRL, OLDSMAR, FL 34677
$244,990142 Days on yellowkey MLS ID: A4676677
REDUCED by $4,910 (2.0%) on 05/26/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1200 Built: 1984Monthly Fee: $591 Tax: $2,370 (2024)Community: East Lake Woodlands Woods Landing TwnhmsTownhouse
Taxes:$2,370
Remarks: Short Sale. BANK APPROVED SHORT SALE - BANK SAYS WILL CLOSE IN LESS THAN 60 DAYS. Welcome to the coveted East Lake Woodlands Gated Community. One of the first things you will notice when you walk in the door is the views to the back, featuring woods, water, wildlife and serenity. This beautiful 2 bedroom 2.5 bath townhouse features a carport, outside storage shed and large enclosed Florida room that opens with sliding doors from living room. There is also sliders from the kitchen leading to an outside patio with pavers, perfect for BBQing or relaxing. Large living room/dining area, updated kitchen with stainless steel appliances and 1/2 bath complete the first floor. Upstairs the primary suite has a walk in closet as well as en-suite bathroom. The guest room also has it's own bath and walk in closet with laundry upstairs between the 2 rooms. Updates include new CAC, new range, dishwasher and hot water heater all in 2024. For an extra fee you can join the Ardea Country Club, which has two – 18-hole golf courses, restaurants, bar, fitness center, tennis courts, pickleball courts, Olympic size pool, splash pads, ping pong and more. Centrally located to shopping, restaurants, airport, excellent schools and Florida’s award-winning Gulf Beaches. All of these features makes East Lake Woodlands the perfect place to call home. NO FLOOD INSURANCE REQUIRED and no damage from any storms.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Loren Roye (516-446-3614)
1705 IRONWOOD CT E, OLDSMAR, FL 34677
$320,00075 Days on yellowkey MLS ID: TB8486052
REDUCED by $10,000 (3.0%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1973 Tax: $1,600 (2025)Community: Harbor Palms-Unit SixSingle Family
Taxes:$1,600
Remarks: Welcome to this beautifully renovated 2-bedroom, 2-bathroom home—perfect for first-time buyers or those looking to downsize without sacrificing comfort. The stunning kitchen, remodeled last year, features elegant quartz countertops and new stainless steel appliances, creating a modern and inviting space for cooking and entertaining. Just off the kitchen, you'll find a very spacious area that can easily serve as a family room, home office, or versatile flex space to suit your lifestyle. Step outside to enjoy the large backyard—perfect for relaxing, gardening, or hosting gatherings. Situated on a quiet street, this cozy yet stylish home is truly move-in ready. According to the owners, the A/C was replaced in August 2018 and the roof was replaced in June 2025, providing added peace of mind for the new owner. Don’t miss this opportunity to own a beautifully updated home with modern finishes and plenty of space to enjoy.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Aned Pantoja (813-264-7754)
120 EVELYN CT, OLDSMAR, FL 34677
$259,00031 Days on yellowkey MLS ID: TB8501596
REDUCED by $19,000 (6.8%) on 05/26/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1979Monthly Fee: $490 Tax: $5,156 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$5,156
Remarks: Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-after neighborhoods in Pinellas County and the Tampa Bay area. This home offers a wonderful opportunity for buyers seeking low-maintenance living in a prime Oldsmar location. This immaculate villa has been very well maintained through the years and is ready for move-in, while also allowing the next owner the opportunity to update and personalize over time. The home features a thoughtfully designed floor plan with spacious living areas and generously sized bedrooms, creating a comfortable and functional living environment. The primary suite includes a walk-in closet and private ensuite bathroom, providing privacy and convenience. The additional bedroom is also well-sized, making the home ideal for guests, seasonal living, or a home office. One of the standout features of this property is the large sunroom/lanai, offering a bright and inviting space that can be enjoyed year-round. Whether you’re relaxing with your morning coffee or entertaining guests, this versatile area adds valuable living space and enhances the overall flow of the home. Important updates include an HVAC system installed in 2015, a new electrical panel installed in 2022, and a newer water heater, providing peace of mind for the next owner. The property also includes covered parking and ample storage space, adding convenience for everyday living. The home is fairly priced based on recent comparable sales within the East Lake Woodlands community, making it a strong opportunity in today’s Oldsmar real estate market. East Lake Woodlands is known for its beautiful surroundings, mature landscaping, and central location within Pinellas County. Residents enjoy easy access to shopping, restaurants, parks, golf courses, and everyday conveniences. The property is also conveniently located with an estimated 30-minute drive to Tampa International Airport, as well as a similar drive to many of Pinellas County’s award-winning Gulf Coast beaches. If you are searching for a villa in Oldsmar within East Lake Woodlands, 120 Evelyn Ct offers a combination of location, comfort, and value in one of the Tampa Bay area’s most desirable communities. Schedule your private showing today and discover everything this well-maintained Oldsmar villa in East Lake Woodlands has to offer.
Listing Agent: Lance Willard Llc (727-487-1894)
800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677
$399,00067 Days on yellowkey MLS ID: TB8489139
REDUCED by $10,000 (2.4%) on 04/20/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1712 Built: 1949 Tax: $3,631 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$3,631
Elementary School: Oakhurst Elementary-PN
Remarks: BACK ON THE MARKET. PREVIOUS BUYER HAD FINANCING ISSUES. APPRAISAL AND HOME INSPECTION WERE GOOD. Completely Renovated Oldsmar Home on Oversized Fenced Lot – Move-In Ready! Welcome to this beautifully updated home located in the City of Oldsmar, situated on a generously sized, fully fenced lot with an expansive backyard—perfect for entertaining, pets, or future outdoor enhancements. This turnkey property has been fully renovated from top to bottom, offering modern finishes and a flexible layout. The home features two primary bedroom suites (or use one as a spacious family room), along with three fully updated bathrooms, each showcasing custom tile showers and high-end fixtures. Enjoy 24” tile flooring throughout, providing a clean, contemporary look with easy maintenance. The gourmet kitchen is designed for both function and style, complete with a center island, Frigidaire appliance package, and upgraded fixtures. Additional highlights include a washer and dryer, updated systems and finishes throughout, and a layout that accommodates a variety of living arrangements. Everything has been updated—just move in and enjoy. HVAC 2025, Roof November 2025, Water Heater 2026, plumbing and electrical updates 2026. City Water and Sewer.
Listing is courtesy of: TAM BAY REALTY LLC (813-493-2913)
Listing Agent: Stephanie Brubaker (813-475-1696)
3073 DUANE AVE, OLDSMAR, FL 34677
$455,000282 Days on yellowkey MLS ID: TB8417476
REDUCED by $4,000 (0.9%) on 05/08/2026
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
Remarks: 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)
20 EVELYN CT, OLDSMAR, FL 34677
$259,00013 Days on yellowkey MLS ID: TB8508719
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1979Monthly Fee: $490 Tax: $4,701 (2025)Community: East Lake Woodlands Cluster HomesSpa: NoVilla
Taxes:$4,701
Remarks: Tucked within the gated community of East Lake Woodlands, this beautifully refreshed 2-bedroom, 2-bath villa offers the perfect blend of low-maintenance living and Florida lifestyle appeal. Whether you are searching for a full-time residence, seasonal retreat, or lock-and-leave vacation home, this move-in ready property checks all the boxes. Inside, you’ll find an inviting open floor plan with split bedrooms for added privacy, fresh interior paint, and brand-new luxury vinyl plank flooring installed in May 2026. The spacious eat-in kitchen opens seamlessly to the main living area, creating an ideal space for entertaining or simply relaxing after a day at the beach or golf course. A screened lanai with additional storage extends your living space outdoors, while the private front courtyard is perfect for morning coffee, evening cocktails, or weekend BBQs. Major updates provide peace of mind, including a NEW HVAC system installed in May 2026 and a roof replaced in 2019. The freshly painted front door adds to the welcoming curb appeal. Additional features include a covered carport with storage room and convenient guest parking nearby. Residents of Cluster Homes enjoy maintenance-free living with exterior maintenance, grounds care, trash service, and basic cable all included. Gated EAST LAKE WOODLANDS GOLF COMMUNITY is considered a Bird Sanctuary with Sidewalks & Paths for Walking & Biking to see Nature & Wildlife. Fees to Join Social or Golf Course Membership at ARDEA COUNTY CLUB with its two Golf Courses, Pools, Tennis Courts, Exercise Room, & Restaurant. Close to John Chestnut park, Oldsmar Park and Safety Harbor Philippe Park. Craving some BEACH time - just a short drive away is Stunning Caladesi Island State Park in Dunedin and Famous Clearwater Beach. Easily accessible for your Travels:Tampa International & St. Petersburg/Clearwater Airports. With shopping options, Movie Theaters, Malls, Diverse Restaurants & Entertainment Venues just minutes away, this location is not only beautiful it is convenient!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Dawn Bournand, Llc (727-316-0962)
3858 SHORE BLVD, OLDSMAR, FL 34677
$1,200,00015 Days on yellowkey MLS ID: TB8506221
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1594 Built: 1986 Tax: $8,857 (2025)Community: West Oldsmar Sec 1Single Family
Taxes:$8,857
Remarks: Welcome to Oldsmar, the highly desirable Tampa Bay suburb offering a perfect blend of small-town charm, top-rated schools, and prime waterfront living known for its central location between Tampa and Clearwater beaches. This unique home provides easy access to urban amenities while maintaining a quiet private atmosphere. It’s an ideal place to embrace outdoor waterfront living beginning your days with gentle bay breezes from one of your decks or porches, and ending it with a sunset excursion by boat, kayak, or paddle board. This elevated two-story residence has a 2025 Roof and features three bedrooms and two bathrooms, highlighted by breathtaking views, abundant natural light, and vaulted ceilings that create an open and airy ambiance while a cozy wood-burning fireplace enhances the warm atmosphere. The kitchen and great room share a spacious open floor plan flooded with sunlight, featuring a full ceiling to floor window, granite countertops and stainless appliances, propane stove for the chef, and also has a tankless propane water heater. The oversized master suite includes an additional deck with captivating views and an ensuite bathroom equipped with dual sink vanity, a garden tub, and separate shower. On the lower level, you’ll find an oversized two-car garage and a 600+ square foot accessory dwelling unit (ADU), or mother-in-law suite, complete with its own private entrance, bathroom, refrigerator, and sink. The paver driveway offers amply parking as well as plenty of space for any additional toys like boats and RV’s. Multiple living spaces—including decks, patios, and enclosed porches—offer plenty of opportunities to enjoy the outdoors and connect with nature. The elevated main living areas remain safe and dry during storms. From your windows, you can observe dolphins, manatees, and distinctive bird species. Fish off your private floating dock or launch your boat from the private ramp, with water depths accommodating larger vessels, granting easy access to all of Tampa Bay and St. Petersburg’s coastline right from your backyard. Located in a top-rated school district and 20–30 minutes from downtown Tampa, Clearwater, and top Gulf beaches, the property is set on a generously sized, nearly one-third-acre lot on a quiet dead-end street, which offers exceptional privacy. Nearby, you can stroll to the charming R.E. Olds Park, which hosts monthly events and festivals. For dining and entertainment, you can bike or boat to downtown Safety Harbor. Beautiful Phillippe Park and Mobbly Beach Park lie less than three miles away, easily accessible by bike or boat. Oldsmar is distinctive in many ways: it manages its own reverse osmosis water treatment facility, is home to the Tampa Bay Skating Academy Ice Rink, and boasts more parks per square mile than any other city in Florida, dedicating around 40% of its land to parks and preserves. Outdoor enthusiasts can enjoy the Oldsmar Trail, a ten-mile path that winds through eight of the city’s ten parks, offering ample opportunities for nature exploration and recreation. Act now and seize the opportunity to experience the Florida lifestyle you've always dreamed of by scheduling your exclusive tour of this unique home today!
Listing Agent: Mark Yorke, Llc (727-481-2165)
307 COUNTRY CLUB DR, OLDSMAR, FL 34677
$349,95029 Days on yellowkey MLS ID: TB8502335
REDUCED by $27,950 (7.4%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1670 Built: 1960 Tax: $3,567 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$3,567
Remarks: One or more photo(s) has been virtually staged. HONEY STOP THE CAR! THIS IS THE ONE! LOCATION LOCATION LOCATION! Welcome to this FULLY RENOVATED, PRIME OLDSMAR LOCATION. This RARE OPPORTUNITY is a 3 Bed 2 Bath Home that checks every box for buyers looking for a move-in-ready property and investors searching for a smart opportunity in one of Tampa Bay’s fastest-growing hidden gems. This fully updated residence has been transformed from top to bottom with the modern finishes today’s buyers are chasing. From the moment you walk in, you’ll notice the attention to detail from tile flooring, a beautifully renovated kitchen with stylish cabinetry, upgraded countertops, modern fixtures, refreshed bathrooms, and finishes that make this feel like home. Every inch has been thoughtfully improved so the next owner can simply move in and enjoy. The layout offers the perfect blend of functionality and comfort with spacious living areas, generously sized bedrooms, and plenty of natural light throughout. Step outside and you’ll find ample outdoor space perfect for entertaining, relaxing, or creating your own backyard oasis. But what truly makes this property special is location. Situated in the heart of Oldsmar, you’re minutes from everything to love about the area including Waterfront parks and trails including R.E. Olds Park and Veterans Memorial Park, Close to Toronto Blue Jays spring training games at TD Ballpark, Easy access to shopping, dining, and entertainment throughout Oldsmar, Safety Harbor, and Tampa. Convenient commute to Tampa International Airport, Clearwater beaches, and major employers. Near golf courses, pickleball courts, breweries, and the vibrant charm that continues to make Oldsmar one of Tampa Bay’s most desirable places to live. Whether you’re a first-time homebuyer looking for a turnkey home, someone relocating to Florida, or an investor searching for a high-demand rental opportunity in a rapidly appreciating area, this property delivers. Homes this updated in Oldsmar at this price point don’t last. And opportunities like this? They attract attention fast. Schedule your showing before everyone else does, because this one is built to sell quickly.
Listing Agent: Mark Fazzini (727-485-9981)
125 CYPRESS LN #125, OLDSMAR, FL 34677
$149,90015 Days on yellowkey MLS ID: TB8499229
0 Days Off yellowkey (back on 5/25/2026)
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: Under contract-accepting backup offers. 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.
106 W CYPRESS CT #106, OLDSMAR, FL 34677
$165,00012 Days on yellowkey MLS ID: TB8508738
2 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Community: East Lake Woodlands Cypress EstatesSpa: NoCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. Welcome to 106 W Cypress Court, a cozy, inviting 2-bedroom, 2-bath condo in the desirable Cypress Estates community within East Lake Woodlands in Oldsmar. Perfect as a full-time residence, seasonal retreat, or investment opportunity, this home offers a comfortable layout with open living and dining areas, generous natural light. The spacious primary suite includes its own UPGRADED private bath with a large built-in linen closet, while the second bedroom and full guest bath provide flexibility for a home office or visitors - the owner had many - East Lake Woodlands is a lovely resort. Enjoy morning coffee from your screened lanai overlooking a peaceful green space. This well-kept community places you just steps from a heated neighborhood pool and nearby Ardea Country Club—a premier golf hub featuring the newly renovated North and South 18-hole championship courses, fresh off an $11 million renovation to its clubhouse, PICKLEBALL and tennis courts, and golf facilities. Ardea offers optional memberships for golf courses, tennis courts, a fitness center, dining, and social events. A great way to meet neighbors in your community while working out or refining your golf, pickleball and tennis skills! True turnkey, affordable LOW-MAINTENANCE living is made possible by value-packed HOA dues that fully cover cable TV, internet, community pool access, trash, sewer, water, and all exterior/grounds maintenance. Conveniently located close to essential shopping, dining, and major highways, you are also 15 minutes from adorable neighborhoods (Dunedin, Safety Harbor, Tarpon Springs, Palm Harbor), and less than 30 minutes from world-class Gulf beaches, Tampa International Airport (TPA), and St. Pete-Clearwater International Airport (PIE). Florida living at its best—schedule your private showing today!
Listing is courtesy of: ENGEL & VOELKERS UPPER TAMPA BAY (813-693-1003)
Listing Agent: Stacy Kitchell (813-693-1003)
372 COBIA WAY, OLDSMAR, FL 34677
$194,99536 Days on yellowkey MLS ID: TB8499655
REDUCED by $5,000 (2.5%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1984Monthly Fee: $60 Tax: $3,232 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$3,232
Remarks: Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ golf cart friendly community in the heart of Oldsmar offers the best of Florida retirement living at an unbeatable value. Step inside to a bright, open floor plan featuring dark hardwood-style flooring and bold coastal teal accents throughout. The spacious living and dining areas flow into a well-appointed kitchen with wood cabinetry, a center island with breakfast bar, and stainless steel appliances. The primary suite includes a private en-suite bath, with a second full bath rounding out the layout. Screened lanai, wide carport, inside laundry, and a utility shed out back — this one has it all. You own the land. No lot rent. Ever. Low HOA and an active social calendar to boot. Community amenities include a heated pool & spa, clubhouse, sauna, library, shuffleboard, and bocce ball. Walk across the street to AMC Theatres, Beall's, Marshalls, and a full lineup of restaurants. Minutes to Publix, Walmart, and Countryside Hospital. Just ~10 miles to Honeymoon Island and Caladesi State Park. NOT in a flood zone!
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Justin Cans (347-238-0790)
213 ARLINGTON AVE E, OLDSMAR, FL 34677
$499,0008 Days on yellowkey MLS ID: TB8509657
INCREASED by $14,000 (2.9%) on 05/25/2026
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)
382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677
$509,00021 Days on yellowkey MLS ID: TB8499334
REDUCED by $11,000 (2.1%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1995Monthly Fee: $95 Tax: $5,232 (2025)Community: Fountains At Cypress Lakes TheSingle Family
Taxes:$5,232
Remarks: Under contract-accepting backup offers. Price Adjustment! Welcome home to this stunning, move-in ready 4 bedroom, 2 bath split floor plan in one of Oldsmar's most sought-after neighborhoods - and zoned for some of the top-rated schools in the area. From the moment you walk in, you'll notice the difference that thoughtful, high-quality updates make. Soaring vaulted ceilings and elegant columns greet you in the formal living room, while French doors open to a versatile den or 4th bedroom. The heart of the home is a beautifully updated gourmet kitchen featuring shaker-style soft-close cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances, a breakfast bar, and a sunny breakfast nook ... all flowing naturally into the family room and out to the screened porch through a slider, perfect for that indoor-outdoor Florida lifestyle. The primary suite is a true retreat, complete with a spa-inspired bath boasting dual sinks, quartz countertops, and a step-in shower. Two additional bedrooms share a well-appointed bath. Throughout the home you'll find brand new engineered hardwood and LVP flooring, freshly painted interiors, popcorn ceilings removed, and updated baths - every detail has been addressed. And the big ticket items? All taken care of. Brand new roof (May, 2026), newer appliances, new garage door motor, new back pavers, and a fully fenced lot with complete privacy,fresh landscaping, and a freshly painted exterior in warm, natural tones that give the home incredible curb appeal. This is the one you've been waiting for — all the charm, all the updates, and an unbeatable Oldsmar location close to Gulf beaches, parks, golf courses, shopping, and Tampa International Airport.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Marianne Knowles (813-720-9201)
313 JEFFERSON AVE S, OLDSMAR, FL 34677
$430,00028 Days on yellowkey MLS ID: TB8502786
REDUCED by $19,000 (4.2%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1841 Built: 1940 Tax: $4,298 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$4,298
Remarks: Fully renovated and move-in ready, this 3-bedroom, 2-bath home features 1,841 square feet of updated living space in a desirable area of Oldsmar. Recent improvements include a brand-new roof, new windows, fresh paint, brand-new appliances, and a fully refurbished HVAC system, creating a true turnkey opportunity. Inside, the home offers a spacious living area filled with natural light, a covered front porch, and an upstairs bonus room that can function well as a home office, playroom, guest area, kids room, or other flexible living space. The upstairs bonus room was not included in the total bedroom count. Situated on a double lot, the property includes ample outdoor space with room for a shed, carport, or future improvements. Conveniently located near parks, schools, shopping, dining, and other local amenities, this home brings together style, comfort, and convenience in one well-updated property. A clean 4-point inspection, wind mitigation report, WDO report, and recent appraisal are available. The recent appraisal came in at $475,000.
Listing is courtesy of: GRAYSTONE REAL ESTATE (727-201-4011)
Listing Agent: Bradley Dreher (863-346-0500)
209 CORKWOOD LN, OLDSMAR, FL 34677
$244,900347 Days on yellowkey MLS ID: TB8396745
REDUCED by $508 (0.2%) on 05/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1984Monthly Fee: $268 Tax: $2,960 (2024)Community: Villas Of Forest LakesVilla
Taxes:$2,960
Remarks: Amazing Location, Non Flood Zone, Renovated, New kitchen, New Water heater, New Bathroom Vanity, New flooring, Quartz counter tops and new appliances and there is a Storage room next to the car port and a Privacy back yard area. Good location next to Walmart supercenter Oldsmar and a few minutes away to walk from supermarket Aldi. Great school district. Community has a pool, Tennis Courts, Basketball court. Additional conveniences include a storage room and assign covered parking. The HOA takes care of exterior maintenance and the roof. According to the homeowners, this subdivision has not been flooded from the previous hurricanes in Tampa Bay area. About 20 minutes away from Tampa airport and 20 minutes away from honeymoon island State Park Dunedin Fl Etc...
Listing Agent: Genci Shurdha (727-400-9783)
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