Location: Oldsmar
Do Not Show Listings
122 CYPRESS LN, OLDSMAR, FL 34677
$139,90040 Days on yellowkey MLS ID: W7883694
0 Days Off yellowkey (back on 4/12/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $1,751 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,751
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT!! Picture perfect, move-in ready condo, with beautiful private wooded view from your screened balcony. Open and bright with laminate flooring and freshly painted. Combo living and dining, split bedroom plan, kitchen with newer dishwasher in 2023 and upgraded lighting. Primary suite with 2 walk-in closets, ensuite bathroom and access to the balcony. New electrical panel in 2020, water heater 2021, dryer in 2021. Carport and guest parking, pets allowed, no age restrictions and BEST priced condo in this section. Walk to the heated pool. East Lake Woodlands is a gated golf community. Close to the beaches, Honeymoon Island, shopping, restaurants, Tampa airport and easy commute to St. Pete and Tampa. See it today!
Listing is courtesy of: FLORIDA LUXURY REALTY INC (727-372-6611)
Listing Agent: Jennifer France (727-580-9007)
112 BRENT CIR, OLDSMAR, FL 34677
$499,000102 Days on yellowkey MLS ID: TB8461018
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1834 Built: 2004Monthly Fee: $473 Tax: $4,946 (2025)Community: Seaside EstatesTownhouse
Taxes:$4,946
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: PRICE IMPROVEMENT! LUXURY MEETS UNBEATABLE VALUE. Skip the rehab and move right in to the most updated waterfront townhome in the gated community of Seaside Estates. This beautifully maintained three-story home radiates pride of ownership and offers three bedrooms, three bathrooms, and over 1,800 square feet of thoughtfully designed living space. Premium features include IMPACT WINDOWS, IMPACT SLIDERS, and PLANTATION SHUTTERS, providing extra security, energy savings, and a whisper-quiet interior. Inside, this immaculate townhouse shines with high ceilings, skylights, an open-concept layout, luxury waterproof flooring, and modern updates in the kitchen and all three bathrooms. The inclusive HOA fee covers your roof (replaced in 2017), water, sewer, trash, and fire sprinklers, making this one of the most affordable and low-maintenance lifestyles available. The DEEDED SLIP is perfect for kayaks, jet skis, or a flats boat. Complete with a new AC (2023), 3-car garage, and resort-style pool/spa/tennis, every detail is covered. Located in the heart of Oldsmar, you’ll enjoy easy access to all the best of the Tampa Bay area, including sparkling Gulf Coast beaches, Tampa International Airport, Westshore, Clearwater, and Tampa/St Pete. You’re also just steps away from R.E. Olds Park, a 15-acre waterfront park with the city pier, amphitheater, playgrounds, trails, beach volleyball and more. Whether it’s your primary residence or Florida getaway, this waterfront gem delivers the lifestyle you’ve been waiting for. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: James Wheeler, Pa (813-285-1229)
140 BRENT CIR, OLDSMAR, FL 34677
$565,000168 Days on yellowkey MLS ID: O6357016
REDUCED by $35,000 (5.8%) on 04/11/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1791 Built: 2002Monthly Fee: $475 Tax: $3,527 (2024)Community: Seaside EstatesTownhouse
Taxes:$3,527
Tax Year: 2024
Remarks: Seller Motivated! Asking price is under last appraisal value. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common area and boat docks. This unit owns Slip 12, with a cover and brand new $17,000 boat lift. One of two grandfathered in with covered biminy top. Stainless Steel appliances, wood flooring, renovated spare bathrooms, and spacious balconies from the great room, and the primary bedroom as well. A wood burning fireplace is also located in the primary bedroom for those cosy nights overlooking the water. The spacious floor plan beautiful water views. Seaside estates is a golf cart-friendly community, offering amenities such tennis and pickelball courts, a swimming pool and Jacuzzi. There is a dock area that offers fishing opportunities and houses the particular residents that own boat docks. Located on a few minutes away from waterfront public parks, recreational facilities, and restaurants. 20 events annually are hosted by the community annually, with monthly dinners strategically planned around the scenic Tampa Bay. This neighborhood is just minutes from downtown Oldsmar and Safety Harbor which have a variety of restaurants, nightlife, street and music festivals, walking and biking trails, kayaking, Seaside estates is also pet friendly. 20 min to Caladesi State Park and the pristine Honeymoon Island and 20 minutes to Tampa Airport and 30 minutes to downtown Clearwater. Come take a look at this waterfront gem. Some of these photos have been virtually staged.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Nicci Meyer, Pa (407-913-1131)
207 CYPRESS LN, OLDSMAR, FL 34677
$180,00010 Days on yellowkey MLS ID: TB8492844
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,309 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,309
Remarks: First-floor 2-bedroom, 2-bathroom condo located in the East Lake Woodlands community in Oldsmar. This pet-friendly unit offers a peaceful pond view and a comfortable, functional layout. The living room and kitchen feature updated luxury vinyl flooring, creating a clean and cohesive living space. The primary bedroom includes two walk-in closets, private access to the enclosed Florida room, and an updated en-suite bathroom. All windows have been upgraded for efficiency and durability, including hurricane impact windows throughout the main living areas and double-pane Low-E windows in the Florida room. The AC was replaced in 2023, and the washer and dryer are approximately 3 years old. The enclosed Florida room overlooks the pond and offers a comfortable space to relax and enjoy nature and the Florida weather. Just outside, the patio features updated pavers installed in 2023, adding to the outdoor usability and appeal. The HOA covers water, sewer, trash, exterior maintenance including the roof, and common areas, making upkeep simple. Residents also have access to a heated community pool. The unit includes an assigned covered parking space. Located near East Lake Woodlands Country Club, which offers optional memberships with access to golf courses, tennis courts, fitness facilities, dining, and social events. Conveniently located near shopping, dining, and major roadways, this condo offers low-maintenance living in a well-kept community.
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Scott Mayhew (617-631-4060)
2313 SUNSET WIND LOOP, OLDSMAR, FL 34677
$440,00096 Days on yellowkey MLS ID: TB8461950
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: 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)
1732 SPLIT FORK DR, OLDSMAR, FL 34677
$585,00044 Days on yellowkey MLS ID: TB8482923
0 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2163 Built: 1997Monthly Fee: $13 Tax: $9,151 (2025)Community: Eastlake Oaks Ph 1Spa: YesSingle Family
Taxes:$9,151
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully updated home in the highly desirable Eastlake Oaks community of Oldsmar, where comfort, privacy, and location come together perfectly. NO FLOOD INSURACE REQUIRED. This 3-bedroom, 2.5-bath home with a rare 3-car garage offers stunning water views and no rear neighbors, creating a peaceful setting that’s hard to find. Inside, the home has been meticulously upgraded throughout, making it completely move-in ready. Enjoy a beautifully renovated kitchen, updated bathrooms, new flooring, and fresh interior paint, all designed to create a modern and inviting living space. The open layout flows perfectly for both everyday living and entertaining while allowing you to enjoy the tranquil water views from the back of the home. Major updates provide peace of mind for years to come, including a new water heater (2024), HVAC system (2022), and roof (2019). One of the most exceptional features of this home is that it is one of only a handful of properties in the entire neighborhood that does NOT require flood insurance, offering significant long-term savings while still enjoying a beautiful water view setting. Located in one of Oldsmar’s most desirable neighborhoods, Eastlake Oaks is known for its welcoming community feel and convenient access to top-rated schools, parks, shopping, dining, Tampa International Airport, and the Gulf beaches. Homes with this combination of water views, privacy with no rear neighbors, extensive upgrades, a 3-car garage, and no flood insurance requirement are incredibly rare. Don’t miss your opportunity to own this exceptional home in a fantastic neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Jonathan Hernandez (727-417-1122)
835 CHRISTINA CIR, OLDSMAR, FL 34677
$485,00042 Days on yellowkey MLS ID: TB8483303
REDUCED by $14,999 (3.0%) on 04/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 1994Monthly Fee: $68 Tax: $2,569 (2025)Community: Bays EndSpa: NoSingle Family
Taxes:$2,569
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 2-bath pool home in the highly sought-after Bays End community of Oldsmar, a private neighborhood of just 53 homes where properties rarely come available. Perfectly positioned with only one neighboring home, this property offers exceptional privacy along with stunning water views and breathtaking sunset skies from your own backyard. Inside, the home features soaring ceilings, spacious bedrooms, and a bright open layout that creates an inviting atmosphere for both everyday living and entertaining. The home has been thoughtfully upgraded with numerous major improvements, providing peace of mind for years to come. Recent upgrades include Category 5 double-insulated impact windows and sliding doors (2024), all new kitchen appliances (2024), a new hot water heater (2024), and a beautifully remodeled guest bathroom (2025). The HVAC system underwent a full rebuild in 2019 including condenser, compressor, ductwork, registers, and intake grates, ensuring efficient cooling throughout the home. Step outside to your private screened pool area, where the pool was remarcited in 2023 along with a new filter and motor, creating the perfect space to relax while enjoying peaceful water views and colorful Gulf Coast sunsets. Additional improvements include a new architectural shingle roof (2018) and new garage door (2020). This home is also equipped with solar panels installed in 2019–2020 through Sunrun, significantly reducing monthly electric costs. The system includes an LG Brightbox battery backup capable of powering six 120-volt outlets, currently supporting the refrigerator, microwave, office outlets, and living room outlets, with the ability to reassign circuits through Sunrun. Homes in Bays End are rarely available, and this one offers an incredible combination of privacy, water views, energy efficiency, major upgrades, and a fantastic Oldsmar location close to parks, shopping, dining, and Tampa Bay’s best amenities. Don’t miss the opportunity to own a pool home with water views in one of Oldsmar’s premier neighborhoods.
433 SAILFISH BLVD, OLDSMAR, FL 34677
$256,00046 Days on yellowkey MLS ID: TB8481608
REDUCED by $3,000 (1.2%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1987Monthly Fee: $70 Tax: $1,585 (2025)Community: Gull-Aire VillageSpa: NoManufactured Home
Taxes:$1,585
Remarks: SPECTACULAR VIEWS! Welcome home to your quaint, cozy - yet surprisingly spacious - cottage nestled along a serene pond directly across from a peaceful tropical bird sanctuary in the heart of Oldsmar, Florida! This beautifully updated 2-bedroom, 2-bathroom home features cathedral ceilings, along with a bright open-concept layout with a generous living room and dining area – perfect for entertaining guests or enjoying quiet evenings in comfort. Thoughtfully upgraded throughout, the home showcases charming barn wood accent walls, and newer luxury vinyl flooring that flows seamlessly from room to room. The spacious primary suite is a true retreat, complete with a large walk-in closet accented by stylish barn doors and a private en-suite bathroom featuring a separate walk-in shower and enclosed toilet area for added privacy. Recent improvements provide peace of mind and modern appeal, including newer vinyl siding, double-pane windows, fresh interior and exterior paint, ungraded doors with stylish hardware, and much more - making this home truly move-in ready. Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers resort-style amenities including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. Enjoy the rare benefit of owning the land with a low monthly HOA fee of just $70 and one pet of any size is welcomed. You’ll love the unbeatable location—less than a mile from Woodlands Square and just minutes to everyday conveniences. Honeymoon Island Beach is approximately 9 miles away, Mease Countryside Hospital among other health facilities are approximated 2 miles away and Tampa International Airport is a quick 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, the perfect spot to enjoy Florida’s outdoor lifestyle. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply soaking in the tranquil water views, you’ll fall in love with the welcoming charm and vibrant lifestyle of Gull-Aire Village. Schedule your private tour today! (Room dimensions are approximate and should be verified by Buyer.)
Listing is courtesy of: AH REALTY SERVICES, LLC (727-275-3512)
Listing Agent: Anne Hode (813-545-1960)
35 GREENHAVEN TRL, OLDSMAR, FL 34677
$789,90041 Days on yellowkey MLS ID: TB8484093
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3098 Built: 1988Monthly Fee: $182 Tax: $6,658 (2025)Community: Greenhaven Unit TwoSingle Family
Taxes:$6,658
Remarks: Under contract-accepting backup offers. Welcome to Greenhaven II, where this beautiful 12,000sqFt waterfront homesite create a serene setting within the desirable gated community of East Lake Woodlands. This spacious 4 bedroom, 3 bath residence offers 3,098 SqFt of living space with a 3 car garage on a Cul-De-Sac street, perfectly designed for comfortable living and effortless entertaining. Approaching the home welcoming double door entry set the stage. As you step through the double door foyer, you are greeted by a formal living room with soaring 12’ ceilings and views of the pool and tranquil water beyond. Natural light fills the space, creating a warm and inviting first impression. Just off the foyer is a formal dining room, ideal for gatherings and holiday meals, complete with a convenient butler’s pantry that provides additional serving and storage space. Moving further into the home, the layout opens to the light and bright kitchen and great room with wet bar, designed with an open concept that is perfect for everyday living and entertaining. The great room features 12’ ceilings, a wood-burning fireplace, and large sliding glass doors that lead out to the pool and lanai area, seamlessly blending indoor and outdoor living.The kitchen offers abundant workspace and storage with wood cabinetry, granite countertops, tile backsplash, a pantry, breakfast bar, and an eat-in dining area, making it a central gathering place for family and guests alike. Step outside to enjoy the expansive outdoor lanai, featuring an exceptionally spacious covered outdoor living area, caged pool and spa, with peaceful water views, the perfect place to relax, entertain, or enjoy Florida living year-round. The Primary Bedroom Suite is privately situated and generously sized, featuring sliding doors with direct access to the pool area. The suite also includes a generous walk-in closet and a primary bathroom with double vanity, walk-in shower, and garden tub. Bedroom 2 is features its own private bathroom, perfect for guests or extended family. Bedrooms 3 and 4 share a convenient Jack and Jill bathroom, providing functionality for family members. The Laundry room is complete with washer and dryer, for everyday convenience. The 3-car garage offers ample parking along with plenty of storage space. Located in one of the Tampa Bay Area’s premier golf, tennis, and country club communities, residents can enjoy the Optional membership at the on-site Ardea Country Club, offering exceptional amenities including golf, tennis, pickleball, lap pool, fitness center, restaurant, and social events for family and guests. Conveniently located minutes from highly rated schools, airports, shopping, restaurants, beaches, arts and entertainment, as well as Tampa Bay sports venues. This location has it all, along with No flood insurance required. AC 2019, Metal/tile Roof 2004, water heater aprox 2020 This home offers space, comfort, and a lifestyle that truly captures the best of Florida living. A must see today!
Listing Agent: George Hintenberger (727-644-7793)
1206 SAWGRASS CT, OLDSMAR, FL 34677
$323,000148 Days on yellowkey MLS ID: TB8449708
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1204 Built: 1984Monthly Fee: $35 Tax: $907 (2024)Community: Hamlets Of Forest Lakes TheSingle Family
Taxes:$907
Elementary School: Forest Lakes Elementary-PN
Remarks: Under contract-accepting backup offers. This 3 bedroom 2 full bath home boasts of a vaulted ceiling in the living room area, inside laundry and en suite bath attached to your primary bedroom. The second full bath is located between your other 2 bedrooms with access from the living area. Equipped with built in stove and dishwasher; the refrigerator also conveys to the new owner with the property. Nearby community pool and hot tub and also community playground. The home is nestled into a beautiful neighborhood just off Tampa Road with easy access to the Beaches, Airports, Tampa, Safety Harbor, Parks and Recreation and so much more.
Listing Agent: Barbara Webb (727-492-7782)
108 DOLPHIN DR E, OLDSMAR, FL 34677
$319,00045 Days on yellowkey MLS ID: TB8482185
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1372 Built: 1982Monthly Fee: $70 Tax: $2,959 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,959
Remarks: The Prettiest Home in Gull Aire – Turn-Key Perfection! Welcome to the crown jewel of Gull Aire, widely considered the most beautiful home in the entire community. This meticulously renovated 3-bedroom, 2-bathroom residence has been reimagined inside and out to offer the perfect blend of modern luxury and cozy community charm. If you are a social-seeking senior looking for a vibrant lifestyle in a golf-cart-friendly neighborhood, your search ends here. Step across the delightful front porch, which serves as your new favorite spot for morning coffee and easy socialization with passing neighbors, and into an interior that feels brand new. Luxury vinyl plank flooring flows seamlessly throughout the entire open floor plan, leading you into a living room anchored by a stunning built-in electric fireplace that acts as the ultimate focal point for cozy evenings. Have plenty of space for guests with a rare third bedroom that can serve as an office. The heart of the home is a chef’s dream kitchen featuring an expansive central island perfect for baking, crafting or entertaining. This upgraded space boasts premium finishes, modern appliances, and abundant storage, along with a unique laundry pass-through that adds effortless convenience to your daily routine. Beyond the doorstep, Gull Aire Village offers resort-style living with remarkably low HOA fees. You will enjoy access to the sparkling community pool and a clubhouse packed with amenities, all easily accessible by golf cart. This turn-key, move-in ready home is perfectly positioned in close proximity to top-tier shopping, local dining favorites, and endless entertainment options. This is more than just a house; it is a total lifestyle upgrade waiting for its next owner.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jackie Little (813-453-8960)
403 BLUE MARLIN DR, OLDSMAR, FL 34677
$189,000170 Days on yellowkey MLS ID: TB8442487
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1993Monthly Fee: $70Community: Gull-Aire VillageManufactured Home
Taxes:$0
Remarks: Assumable VA Loan at 2.8% for Qualified Veteran Available! Welcome to your new home in the highly sought-after 55+ Gull-Aire Village! Perfectly situated on a spacious corner lot, this charming Jacobsen manufactured residence offers both comfort and convenience within walking distance to the community pool and clubhouse. Constructed in 1993, it features durable ¾ inch plywood subfloors with laminate, carpet, and tile flooring throughout. Enjoy the versatility of the enclosed Florida room, equipped with central air and heat as well as a custom fan system—ideal for hobbies and creative projects. Recent upgrades include a new hot water heater installed in 2018 and beautifully renovated bathrooms completed in 2020. Further improvements include new windows, a front door, siding, and insulation added in 2013.The kitchen is outfitted with sleek 2019 stainless-steel appliances including a refrigerator and dishwasher. A new air conditioning system installed in 2016. Unique to this home is an electric custom ramp capable of lifting to 600 lbs., offering exceptional accessibility for those with mobility needs. A roof-over was added in 2005, and an inside laundry area comes complete with a washer and dryer for your convenience. The vibrant clubhouse is the heart of the community, hosting monthly events and providing amenities such as a pool table, shuffleboard, bocce ball court, and a heated pool and spa. There are also regular activities to keep you engaged and active, including yoga, bingo, cards, and line dancing. The golf cart-friendly streets make getting around a breeze! With HOA fees at just $70 per month, you will enjoy affordable living in a wonderfully maintained neighborhood. This pet-friendly community allows one pet of any size, and a second pet is permitted with a doctor's note for emotional support. Best of all, ownership includes the land—no lot rent! Everyday conveniences are just steps away, with AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and Dollar Store across the street, as well as popular dining options like Shaker & Peel, Craft Street Kitchen, Mandola's, Country Pizza Italian Grill, and Eve's Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are only minutes from your door. For outdoor enthusiasts, the stunning beaches of Honeymoon Island and Caladesi State Park are just ten miles away, and a scenic biking and walking trail along the canal offers easy access from within the community. Room sizes are approximate. Do not miss your chance to enjoy the best of Oldsmar living in one of the area's most desirable communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
106 PINE CT #346, OLDSMAR, FL 34677
$175,00038 Days on yellowkey MLS ID: TB8484847
1 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $586 Tax: $2,848 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,848
Remarks: One or more photo(s) has been virtually staged. Enjoy easy Florida living in this beautifully updated 2-bedroom, 2-bath second-floor condo in the heart of Oldsmar. The home features luxury flooring throughout, a new HVAC system, and a comfortable open layout designed for both relaxing and entertaining. Step onto your private balcony overlooking peaceful green space — the perfect spot for morning coffee or unwinding after a long day. The community is well-maintained and continually improving; the HOA is currently installing a brand-new roof and completing exterior pressure washing, showing pride in ownership and strong community care. Residents enjoy great amenities including a gated entrance, community pool, covered carport parking, and beautifully maintained grounds where you can connect with neighbors and enjoy the Florida lifestyle. Location is everything, and this one delivers. You’ll be walkable to shopping, dining, and everyday conveniences, while also being conveniently located near Tampa International Airport and St. Pete–Clearwater International Airport. Plus, you’re just a short drive to the world-famous Gulf beaches, making weekend beach days easier than ever. Motivated seller — don’t miss your opportunity to own in one of Oldsmar’s most convenient locations! Schedule your showing today.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Patrick Massey (931-337-1678)
311 SHORE DR E, OLDSMAR, FL 34677
$399,900245 Days on yellowkey MLS ID: TB8418072
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1632 Built: 1960 Tax: $4,914 (2024)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$4,914
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET — Buyer’s Financing Fell Through (No Fault of Seller). Exceptional opportunity under appraised value, this fully renovated solid block home features 3 bedrooms plus a versatile bonus room (optional 4th), a bright open floor plan, and is located in the highly desirable East Lake High School zone near three waterfront parks offering trails, sports courts, boat access, and more; upgrades include 2024 A/C, newer roof, quartz countertops, custom cabinetry with oversized pantry, new flooring, fresh interior/exterior paint, remodeled bathrooms, new appliances, updated electrical and plumbing, new water heater, modern lighting, and hurricane-impact windows, all in a golf-cart-friendly neighborhood close to dining, shopping, major employment hubs, Tampa International Airport, and Gulf beaches (under 30 minutes), with no flooding in over 50 years—perfect as a primary residence or turnkey rental with strong cash-flow and long-term appreciation potential.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Maria Crespo (813-230-1787)
145 BLUE MARLIN DR, OLDSMAR, FL 34677
$199,900429 Days on yellowkey MLS ID: TB8345454
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1504 Built: 2006Monthly Fee: $70 Tax: $1,377 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$1,377
Remarks: Under contract-accepting backup offers. PRICED FOR IMMEDIATE SALE. The Time is NOW to own your place in the Florida sun. This contemporary residence offers the perfect blend of luxury and comfort, whether you're looking for a permanent home or a winter getaway. Enjoy modern conveniences like the island kitchen, vaulted ceilings, a front-loader full-size washer and dryer, electric window blinds, and a newer roof and A/C system (both under warranty). Most of the windows have been upgraded to impact-rated thermal units that carry a lifetime warranty. The large two-car carport, double-wide driveway, and expansive golf cart garage (8' x 16') with two lofts offer plenty of room for storage and hobbies, making it ideal for any enthusiast. Built in 2006, this home stands out as one of the newer and elevated properties in the highly sought-after Gull-Aire Village. This vibrant 55+ RESIDENT OWNED, active community offers a low monthly fee of just $70, and you can bring your pet to enjoy all the fantastic activities and amenities the park has to offer. This home has NEVER had any water intrusion. Discover the charm of Gull Aire Village today. Golf cart and pet friendly. Great community pool and recreational facility. DON'T LET THE OPPORTUNITY GET AWAY.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Jamie Everett (727-409-7242)
1384 FORESTEDGE BLVD, OLDSMAR, FL 34677
$750,00022 Days on yellowkey MLS ID: TB8490510
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: 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)
804 CHARLES BLVD, OLDSMAR, FL 34677
$1,190,000227 Days on yellowkey MLS ID: TB8422935
0 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2500 Built: 1997Monthly Fee: $65 Tax: $5,699 (2024)Community: Bays EndSpa: YesSingle Family
Taxes:$5,699
Remarks: Direct Tampa Bay waterfront with spectacular west-facing sunsets, protected conservation views, and direct access to the bay, high and dry through recent storms. Set along 73 feet of direct Tampa Bay frontage, this private Bay’s End retreat captures sweeping open-water views, frequent dolphin and manatee sightings, and a tranquil waterfront lifestyle designed around nature, privacy, and relaxed coastal living. The calm, protected conservation waters behind the home are especially well suited for paddleboarding, kayaking, shallow-draft skiffs, and enjoying Tampa Bay’s wildlife and sunsets right from your backyard. True open-bay frontage like this is increasingly rare along Tampa Bay, making properties with unobstructed sunset views especially sought after. Water views are a constant presence throughout the home’s primary living spaces. Expansive triple sliding glass doors frame Tampa Bay and fill the living area with natural light, creating seamless indoor-outdoor living. The split floor plan includes a formal dining room, flexible office or bonus space, and a spacious living area ideal for gathering while enjoying the waterfront backdrop. The kitchen features granite countertops, stainless appliances, and a waterside dinette. The single story custom built home features 4 bedrooms, 3 bathrooms, an oversized 3 car garage and elegant circular driveway for extra parking. The primary suite offers sweeping bay views, dual walk-in closets, and a spa-style bath with soaking tub. A private guest suite with renovated bath and pool access creates an ideal space for visitors, while two additional bedrooms provide room for family, guests, or a home office. Fully paid for solar panels. Transferrable, low cost flood insurance. Bay’s End is known for its quiet, tucked-away feel, where the focus is on sunsets, nature, and waterfront living rather than busy marina activity. Oldsmar is a charming waterfront community known for waterfront parks, outdoor events and a relaxed coastal atmosphere. Residents enjoy easy access to local dining, shopping and schools all while being just a short drive to Tampa International Airport, Clearwater-St. Pete Airport and some of Florida’s most beautiful Gulf beaches.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Warren Ring (813-220-2401)
502 TIMBER BAY CIR E, OLDSMAR, FL 34677
$419,90073 Days on yellowkey MLS ID: TB8467897
3 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 1983 Tax: $5,498 (2024)Community: Shoreview Ph ISingle Family
Taxes:$5,498
Remarks: Under contract-accepting backup offers. This beautifully cared-for pool home is tucked away in one of Oldsmar’s most desirable neighborhoods. From the moment you step inside, you’ll feel the space and natural light that make this home so welcoming. The open floor plan flows effortlessly into a spacious living area—perfect for hosting friends, family gatherings, or simply relaxing at the end of the day. The updated kitchen is both stylish and functional, featuring sleek cabinetry, modern appliances, and plenty of counter space for cooking and entertaining. The primary suite offers a true retreat, with generous space to unwind, while the additional bedrooms provide comfort and flexibility for family, guests, or a home office. Step outside and discover your own private backyard oasis. The sparkling pool, framed by lush landscaping, creates the perfect setting for weekend barbecues, quiet mornings, or evening swims. This home has been meticulously maintained and is in excellent condition, with no storm damage from recent events, offering added peace of mind. Located in a quiet, friendly community, you’ll enjoy convenient access to top-rated schools, parks, shopping, dining, and major roadways—making everyday life easy and enjoyable. Whether you’re searching for a place to grow, entertain, or simply relax, this home truly has it all. Don’t miss the chance to make this exceptional Oldsmar pool home your own.
Listing is courtesy of: SELLSTATE LEGACY REALTY (813-542-1224)
Listing Agent: Taylor Cresswell (813-940-0101)
1803 ELMWOOD DR, OLDSMAR, FL 34677
$325,00099 Days on yellowkey MLS ID: TB8461337
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1290 Built: 1973 Tax: $1,859 (2024)Community: Harbor Palms-Unit ThreeSingle Family
Taxes:$1,859
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 2-bedroom, 2-bath home in Oldsmar, offering a bright, open layout designed for comfortable Florida living. The home features new luxury vinyl plank flooring throughout, an open floor plan, and large windows that fill the space with natural light. The living room-dining room combo flows seamlessly, with the dining area conveniently located near the kitchen. The updated kitchen boasts quartz countertops, stainless steel appliances, and a pass-through window to the family room, making it perfect for entertaining. New ceiling fans add style and comfort throughout the home. The primary bedroom includes an attached bathroom with a new vanity, updated light fixtures, mirror, and a spacious closet. From the family room, step outside to a pavered patio and fenced yard, ideal for relaxing or entertaining while enjoying the Florida weather year-round. Located just off Tampa Road, this home is close to shopping centers, a wide variety of dining options, parks, and scenic trails, offering both convenience and lifestyle. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
240 TADS TRL, OLDSMAR, FL 34677
$249,00029 Days on yellowkey MLS ID: TB8487439
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1979Monthly Fee: $504 Tax: $3,035 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$3,035
Remarks: Under contract-accepting backup offers. One or more of the photos are virtually staged. Enjoy the carefree Florida lifestyle in this 2-bedroom, 2-bath end unit villa overlooking the 16th tee of the Ardea Country Club - South Course in the highly sought-after East Lake Woodlands community. The split floor plan offers privacy and comfort, with two spacious ensuite bedrooms offering many living options. The open-concept living and dining area is perfect for entertaining, featuring easy-care vinyl flooring, crown molding, and plenty of natural light. The adjacent kitchen is inviting, complete with stainless steel appliances, tile flooring, a cozy breakfast area, and its own sliding glass door leading to the front patio—perfect for morning coffee or casual outdoor dining. Each bedroom includes a private bath, large closets, and ceiling fans. One ensuite features a walk-in shower, while the other offers a tub/shower combination for added flexibility. Additional highlights include indoor laundry with washer and dryer, private storage closet on the rear screened patio, covered carport directly in from of the unit with additional private storage. Relax and unwind in your front and back outdoor spaces, or take a stroll through the beautifully landscaped, gated community. Residents have the option to join the newly renovated Ardea Country Club, offering two championship 18-hole golf courses, tennis, a fitness center, and on-site dining. Conveniently located in the heart of Oldsmar, you’ll enjoy easy access to shopping, dining, beaches, and major airports. Don’t miss this opportunity to experience low-maintenance Florida living at its finest—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Chris Arata (727-415-7271)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.