Location: Oldsmar
Do Not Show Listings
1806 FOREST DR, OLDSMAR, FL 34677
$418,000270 Days on yellowkey MLS ID: TB8442794
1 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1539 Built: 1973 Tax: $4,086 (2024)Community: Harbor PalmsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,086
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
Remarks: Under contract-accepting backup offers. Welcome to this beautifully remodeled home filled with natural light and modern charm. The open-concept floor plan features a spacious living area with brand new windows throughout the house, the new designed kitchen offers new cabinetry beautiful countertops, new stainless-steel appliances, and a breakfast bar the flows seamlessly into the dining and living spaces, interior laundry room with new cabinets and new washer & dryer. New central air condition and ductwork, new ceiling lights and fans, new flooring throughout the house. The primary bedroom includes a large closet and a stylish new bathroom with a glass - enclosed shower-tub combo, modern finishes. Two additional bedrooms provide versatility for guess, a home office, and the second new full bath is bright and modern. All interior doors are new so it is the front door and garage door, new interior and exterior paint, new wood fence, new landscape. this home is a perfect blend of comfort and value.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mena Reyes (727-789-5555)
101 DOLPHIN DR N, OLDSMAR, FL 34677
$225,000261 Days on yellowkey MLS ID: TB8444809
1 Days Off yellowkey (back on 7/2/2026)
REDUCED by $19,900 (8.1%) on 05/07/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1573 Built: 1989Monthly Fee: $70 Tax: $582 (2024)Community: Gull-Aire VillageSpa: NoManufactured Home
Taxes:$582
Remarks: Under contract-accepting backup offers. Welcome Home! Your move-in ready and partially furnished Florida retreat with a warm, contemporary flair awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home is situated on a rare DOUBLE LOT (7,854 sq. ft.), that YOU OWN offering privacy and flexibility. The open and inviting floor plan features cathedral ceilings and newer laminate flooring throughout the family room, kitchen, laundry room and hallway. The kitchen is well-appointed with a spacious island/snack bar, newer refrigerator and a convenient pantry closet - perfect for entertaining. The generous primary suite includes access to the over sized (10.75' x 31') enclosed Florida room, a walk-in closet, an en-suite bath with a walk-in shower and relaxing garden tub. The Florida room features glass windows overlooking the beautifully landscaped backyard and provides an ideal space for entertaining or just enjoying Florida's indoor-outdoor lifestyle! More recent updates include a newer A/C system (2020), a spacious 2 car garage with a large workshop with ample storage space (2003) and a newer high-quality sliding glass door. Nestled in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers exceptional 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. This home sits on land you own and features a low monthly HOA fee of just $70 with one pet of any size permitted. The location is truly unbeatable! You're less than a mile from Woodlands Square, offering Bealls, Marshall’s, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker & Peel, Eve’s Family Restaurant, and more. Everyday conveniences such as Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are just 2 miles away. Honeymoon Island Beach is approximately 9 miles away, and Tampa International Airport is a easy 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, providing the perfect setting to enjoy Florida’s outdoor beauty. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply enjoying the peaceful surroundings, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village. (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)
138 BRENT CIR, OLDSMAR, FL 34677
$650,000102 Days on yellowkey MLS ID: TB8496402
REDUCED by $75,000 (10.3%) on 07/16/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2258 Built: 2002Monthly Fee: $475 Tax: $9,980 (2025)Community: Seaside EstatesSpa: YesTownhouse
Taxes:$9,980
Tax Year: 2025
Remarks: Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This spacious 4-bedroom, 3-bath home features a thoughtfully designed layout with abundant natural light and comfortable living areas ideal for both everyday living and entertaining. The inviting living room is anchored by a cozy fireplace, creating a warm focal point while showcasing the stunning water views beyond. A second fireplace in the primary bedroom adds an extra layer of comfort and charm, creating a relaxing private retreat. The kitchen offers ample cabinetry and workspace, seamlessly connecting to the dining and living areas for a functional, open feel. Each bedroom provides flexibility for a variety of living arrangements, while the three full bathrooms add convenience and comfort. An oversized garage delivers generous storage and parking space—an added benefit rarely found in townhome living. As a corner unit, the home enjoys enhanced privacy and additional natural light. Step outside and take in the tranquil waterfront setting, where you can relax, entertain, or set out for a day on Tampa Bay directly from your own boat slip. Conveniently located near parks, shopping, dining, and major roadways, this property offers the perfect blend of peaceful coastal living and everyday accessibility. Don’t miss your chance to own a premier waterfront residence in Seaside Estates—schedule your private showing today.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kathy Grams (727-259-9247)
800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677
$399,000128 Days on yellowkey MLS ID: TB8489139
4 Days Off yellowkey (back on 7/6/2026)
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: Under contract-accepting backup offers. 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)
3858 SHORE BLVD, OLDSMAR, FL 34677
$1,100,00076 Days on yellowkey MLS ID: TB8506221
REDUCED by $50,000 (4.3%) on 07/15/2026
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
Elementary School: None
High School: None
Middle School: None
Remarks: Experience the laid back lifestyle of Oldsmar, a sought-after community nestled between the urban hubs of Tampa and Clearwater. This serene, waterfront property offers the perfect balance of peaceful living and convenient access to local attractions. Residents here enjoy a tranquil, private environment, starting mornings with fresh coastal breezes on a private porch or deck, and spending evenings watching sunsets from a kayak or boat. This elevated, two-story home, topped with a 2025 roof, showcases an expansive layout filled with radiant natural light and soaring vaulted ceilings. The interior ambiance is both airy and welcoming, anchored by a charming wood-burning fireplace. The heart of the home is a sun-drenched, open-concept great room and kitchen, equipped with stainless steel appliances, granite surfaces, a propane stove, and a tankless water heater, all showcased by floor-to-ceiling windows. The generous primary suite acts as a private retreat, featuring an ensuite bathroom with a garden tub, dual vanities, and a separate shower, alongside a private deck offering stunning vistas. Functionality meets flexibility in the lower level, which houses a spacious two-car garage and a versatile 600-square-foot accessory dwelling unit. With its own entrance, bathroom, and kitchen facilities, this suite is perfectly suited for guests or extended family. The exterior features substantial paver parking, ready to accommodate RVs, boats, and other recreational vehicles. Nature enthusiasts will delight in the local wildlife, including dolphins and manatees, viewable directly from home. The property’s private floating dock and boat ramp provide effortless access to Tampa Bay without worrying about the tides. Elevated construction ensures peace of mind during inclement weather, while the property’s location—situated on a private, oversized lot on a quiet cul-de-sac—secures absolute seclusion. Located in a premier school district and just 20 to 30 minutes from the region’s best beaches and downtown centers, this home also offers residents easy access to the festive R.E. Olds Park and the vibrant dining scenes of nearby Safety Harbor. Both Mobbly Beach Park and the picturesque Phillippe Park are situated within a three-mile radius, making them a breeze to reach via cycling or boat. Oldsmar stands out for several unique reasons: it operates its own reverse osmosis water filtration system, houses the Tampa Bay Skating Academy Ice Rink, and maintains a higher density of parks per square mile than any other municipality in the state, with roughly 40% of its total area reserved for green spaces and conservation. Those who love the outdoors can take advantage of the ten-mile Oldsmar Trail, which winds through eight of the city's ten parks, providing endless chances for recreation and immersion in nature. Don't wait—secure your chance to live out your ideal Florida dream by booking your private viewing of this exceptional property today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mark Yorke, Llc (727-481-2165)
193 BLUE MARLIN DR, OLDSMAR, FL 34677
$325,00087 Days on yellowkey MLS ID: TB8503933
REDUCED by $25,000 (7.1%) on 07/11/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1485 Built: 1983Monthly Fee: $70 Tax: $3,342 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$3,342
Remarks: Welcome to refined Florida living in this luxurious 3-bedroom, 3-bath split floor plan residence located in the highly desirable 55+ community of Gull-Aire Village. Thoughtfully upgraded with both style and function in mind, this move-in ready home offers a rare and versatile layout featuring TWO PRIVATE ENSUITES—perfect for hosting guests or creating dual primary retreats. The interior showcases elevated finishes, including a beautifully updated kitchen with granite countertops and new appliances, premium bathroom fixtures, and designer lighting throughout. The home continues to impress with new luxury vinyl plank (LVP) flooring throughout, delivering a seamless blend of style, durability, and effortless maintenance. The home also features new subflooring and all-new siding, reflecting exceptional attention to detail and lasting quality. Designed for effortless living, the property features keyless entry, two dedicated storage spaces, a spacious two-car carport, and golf cart parking. An added outlet for a future mini-split system on the porch provides the opportunity to create a comfortable indoor-outdoor retreat tailored to your lifestyle. For added peace of mind, the home includes a 200-amp electrical panel, all new wiring, and completely updated plumbing throughout, along with newer impact windows, a tankless water heater, and a newer A/C system (approximately 4 years old), blending modern efficiency with comfort and security. Set within the vibrant and amenity-rich Gull-Aire Village community, residents enjoy resort-style amenities including a heated pool, clubhouse, shuffleboard, and an active social calendar. Conveniently located near pristine Gulf Coast beaches, dining, shopping, and medical facilities, this home offers both luxury and lifestyle. This is a rare opportunity to own a truly fabulous, move-in ready, and beautifully upgraded home in one of the area’s most sought-after communities.
Listing is courtesy of: CONCI, REALTORS (727-405-0005)
Listing Agent: Cyndi Olmstead (727-203-4967)
392 TAVERNIER CIR, OLDSMAR, FL 34677
$558,90035 Days on yellowkey MLS ID: TB8521472
REDUCED by $10,100 (1.8%) on 07/15/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1656 Built: 1996Monthly Fee: $75 Tax: $2,635 (2025)Community: Fountains At Cypress Lakes Ii-BSpa: NoSingle Family
Taxes:$2,635
Remarks: Welcome Home to this highly sought-after and well established community of The Fountains At Cypress Lakes. MOVE IN READY! Offering Privacy, serenity, and modern upgrades, this residence is a rare find. Enjoy peaceful comfortable living on the expansive screened in lanai and pool overlooking lush landscaping and stone walk-ways, towering trees, Pond, and Conservation area. Secluded Park-like setting. Enjoy the views as you enjoy the wildlife sightings. Three bedroom split plan with a separate Study/Bonus room. The bonus room adjoins the main living areas with double entry doors, and back door to pool area. Dining room and Great room with direct access to the lanai. through the double glass door. Gourmet kitchen features plenty of space for eat-in area, solid counter tops, pantry closet, and Breakfast bar, and custom wood cabinetry. You will enjoy entertaining in this open concept home. Accent walls and insets to showcase your artwork and or special pieces. Beautiful flooring throughout. Inside Utility room with extra shelving. Double wide baseboards throughout. Large primary suite with 2 walk-in closets. Primary bath with sunken tub, and separate walk-in shower with designer tile and custom glass shower doors. Shutters on all windows. Oversized 3 car garage with workbench, and custom overhead storage rack. This neighborhood is tucked away and Minutes to all shopping, restaurants, and convenient to all medical facitlities, hospitals and Tampa Airport. Golfcourse's and beaches close by. Well maintained and pride of ownership.
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Jean Rodgers (727-647-1374)
117 E CYPRESS CT #117, OLDSMAR, FL 34677
$199,900269 Days on yellowkey MLS ID: TB8443086
REDUCED by $39,100 (16.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,557 (2024)Community: East Lake Woodlands Cypress EstatesSpa: NoCondo
Taxes:$2,557
Remarks: **COME ON IN - MAKE YOURSELF AT HOME ** THE PRICE IS RIGHT!! ** Motivated Seller ** This 2 Bed 2 Bath GROUND FLOOR unit has been totally REMODELLED to an exceptionally high standard!! New Floors, New Bathrooms, New Windows, MOVE IN READY!! And what's more?? NOT OVERLOOKED at the rear!!! Enjoy your morning coffee or evening drink on the front enclosed patio or watch the wildlife from the rear patio .. you have a choice!! Within easy walking distance to the pool for relaxation and social. East Lake Woodlands is a fantastic golfing community and is not 5 minutes away from the Boot Ranch range of supermarkets, stores, banks, eateries and more!! THIS CAN BE ALL YOURS!! ** All Information Is Deemed Accurate - Buyer To Verify **
Listing Agent: Colleen Tuttle (727-420-4106)
130 WOODLAKE WYNDE #130, OLDSMAR, FL 34677
$196,000108 Days on yellowkey MLS ID: TB8494847
REDUCED by $2,500 (1.3%) on 07/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1983Monthly Fee: $581 Tax: $3,311 (2025)Community: East Lake Woodlands Woodlake RunCondo
Taxes:$3,311
Elementary School: Forest Lakes Elementary-PN
Remarks: Virtually Staged. Must See!! Beautifully renovated 2-bedroom, 2-bath residence offering 924 square feet of thoughtfully designed living space. This liight and inviting condo showcases a custom solid wood kitchen, stainless steel and white appliances, vaulted ceilings with widows that invite an abundance of light, sleek luxury vinyl flooring, fresh interior paint. Both bathrooms have been tastefully updated with wood cabinets and refined custom finishes. creating a cohesive and elevated aesthetic. Enjoy two private outdoor spaces-one off the kitchen with a convenient laundry closet including washer and dryer, second off the livingroom that opens to a tranquil, tree-lined views, perfect for relaxing or entertaining. Additional heighlights include newer roof, newer Trane HVAC unit for year round comfort, Situated in the sought after 24 hour guard-gated community of EastLake Woodlands, this golf cart friendly neighborhood offers a heated pool and is just moments from shopping, dining and everyday conveiniences.
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Rachel Mascara (727-412-3036)
80 LANCE CT, OLDSMAR, FL 34677
$209,000156 Days on yellowkey MLS ID: TB8477775
0 Days Off yellowkey (back on 7/15/2026)
REDUCED by $500 (0.2%) on 07/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1981Monthly Fee: $440 Tax: $1,851 (2025)Community: East Lake WoodlandsVilla
Taxes:$1,851
Remarks: Under contract-accepting backup offers. Investors, first-time homeowners and downsizers check out this maintenance free 2/2 Villa located in the HIGHLY DESIRABLE Country Club, Golf and Tennis Community of Eastlake Woodlands. The solid block constructed END UNIT home offers extra outdoor space for relaxing with family and friends. As you approach this end unit at the end of a quiet cul-de-sac you'll find space to the right of the front door for storage, closet for trash cans, bikes, beach chairs, etc and extra parking spaces for guests. The open floor plan includes two large bedrooms with tons of closet space as both can each be used as master bedrooms with an en suite bathroom for complete privacy. Both bedrooms are equipped with ceiling fans and glass sliding doors that open to the screened-in back porch, allowing for a seamless blend of indoor and outdoor living. The light and bright eat-in kitchen has access to the front patio that provides a charming spot to savor your morning coffee. The oversized, Great room is the center of attraction for entertaining guests with a sprawling breakfast bar and features quadruple sliders overlooking the extended lanai beckoning the most romantic among us to get down on one knee. The screen-enclosed lanai has plenty of room for lounging and taking in the wildlife and offers another walk-in storage closet or workshop. Recent updates include HVAC system (2017), New Roof (2020), Exterior Painting (2019), Hot water Heater (2022), Updated plumbing & electrical, Newer full sized Washer/Dryer, etc. The HOA fee includes access to a private community pool, exterior paint, roof repair and replacement, Internet and basic cable TV service, Trash, Lawn Service and grounds maintaince. Access for the complete club experience is available with a private membership: Golf, tennis, fitness, swimming and dining at the gorgeous clubhouse just minutes away. This property experienced NO damage from the previous years storms and is a MUST SEE; Schedule your showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Casey Riordan (813-313-8527)
110 INGRID PL, OLDSMAR, FL 34677
$279,90087 Days on yellowkey MLS ID: TB8502559
REDUCED by $15,000 (5.1%) on 07/13/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1755 Built: 1978Monthly Fee: $450 Tax: $2,149 (2025)Community: East Lake Woodlands Cluster HomesTownhouse
Taxes:$2,149
Remarks: Nature lovers! Enjoy the abundant wildlife and tranquil creek/preserve views from the patio and 2nd floor balcony of this fabulous townhome nestled in the heart of East Lake Woodlands, among the premier gated country club communities in northern Pinellas County! The primary suite—created by combining what was originally two bedrooms—feels exceptionally spacious, with plenty of room to unwind, and it can easily be reconfigured if a total of 3 bedrooms are needed. Many terrific features, including a huge great-room floor plan, roof (2025).... all in 2024: new luxury vinyl plank flooring in main areas, new kitchen cabinets/ granite countertops along with all new appliances, kitchen lights, washer/dryer, hot water heater, water softener, A/C (2018), painting exterior will be done July 2026, designated carport with storage, very large screened lanai, and so much more! Fantastic location, close to award winning beaches, airports, Pinellas Trail, golf courses, tennis club, St Pete, Tampa, restaurants, hospitals, and shopping! Don't pass up this special gem of a home in a special community at a great price! ***FYI, Zillow has not updated 2025 property tax of $2149, property is homesteaded and carries through for next homesteaded buyer***
Listing Agent: Rene Mailaender (727-789-5555)
25 TADS TRL, OLDSMAR, FL 34677
$249,00073 Days on yellowkey MLS ID: TB8509080
1 Days Off yellowkey (back on 6/13/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1690 Built: 1979Monthly Fee: $490 Tax: $1,555 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$1,555
Remarks: Under contract-accepting backup offers. Virtually Staged. Don’t miss out on an exceptional opportunity to own this 3 bedroom Maintenance Free Villa in the popular East Lake Woodlands Resort & Golf Community. The possibilities are endless with this 1620 SF property including an enclosed Florida room overlooking a beautiful peaceful backyard. Priced below appraised value so you can make it your own! The property boasts a brand new air conditioner and a 6 year old roof. The layout features a split bedroom plan, living and separate dining room, eating space in the kitchen and a fenced front patio to enjoy a morning cup of coffee! The spacious primary bedroom includes a walk-in closet, ensuite bath with dual sinks and sliders leading out to the lovely backyard. The second bedroom includes a Murphy Bed! This villa comes with an assigned carport space and a 5X6 outdoor storage room as well as a storage room in the rear lanai. John Chesnut Park on Lake Tarpon is directly across the street with a boat/jet ski ramp and is adjacent to the Pinellas Bike Trail! Conveniently located close to shopping fine restaurants, the sandy Gulf Beaches, popular Downtown Dunedin and only 20 minutes to Tampa Airport. Optional Ardea Country Club memberships provide access to two 18-hole golf courses, tennis, pools, fitness, dining and social amenities! Live the Florida Lifestyle at it’s best!!!
Listing Agent: Victoria Chapman (727-409-7197)
1704 SPLIT FORK DR, OLDSMAR, FL 34677
$599,00015 Days on yellowkey MLS ID: TB8527058
1 Days Off yellowkey (back on 7/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2166 Built: 1997Monthly Fee: $12 Tax: $9,642 (2025)Community: Eastlake Oaks Ph 1Spa: NoSingle Family
Taxes:$9,642
Remarks: Under contract-accepting backup offers. Virtually Staged. If you've been searching for a home with room to spread out, a private pool, in an amazing neighborhood, this is it. Tucked in Eastlake Oaks, this beautifully maintained 4-bedroom, 2.5-bath home with a 2-car garage has over 2,000 square feet of updated living space and a backyard designed for enjoying Florida year round. Step inside to soaring ceilings, abundant natural light, and a floor plan that brings flexibility for everyday living. The main living areas flow seamlessly together, creating comfortable spaces for entertaining and daily life. The timeless kitchen features crisp white shaker cabinetry, quartz countertops, a farmhouse sink, stainless steel appliances, subway tile backsplash, floating wood shelving, recessed lighting, and a statement brick accent wall that adds warmth and character. Overlooking the living areas, it's the perfect gathering place whether you're hosting friends or enjoying a quiet evening at home. The spacious primary suite designed as a true retreat. The beautifully renovated en-suite bath is complete with dual vanities, quartz countertops, a freestanding soaking tub, walk-in shower with frameless glass, designer tile, modern black fixtures, and a custom walk-in closet complete with built-in shelving and drawers. The secondary bedrooms offer a comfortable and inviting feel with generous space for guests. Need additional space? The bonus room has endless flexibility as a home office, playroom, media room, or second living area.. Outside, the screened heated saltwater pool creates your own private escape. Surrounded by a paver patio, lush landscaping, privacy fencing, and multiple seating areas, the backyard is ready for weekend gatherings, or relaxing after a long day. Additional improvements include select Windows (2023), New Water Heater (2025), Refrigerator and Range (2024), HVAC (2022), in-home Water Softener, screened enclosure, fencing, and additional outdoor living enhancements. Beyond the home, Eastlake Oaks residents enjoy a community pool and playground, while a neighborhood nature trail provides direct access to Sheffield Park. You're just minutes from shopping, restaurants including Craft Street Kitchen and Shaker & Peel, AMC Theatre, and beautiful local parks including R.E. Olds Park. Schedule your showing today and experience everything this outstanding Oldsmar home has to offer. **Use the seller’s preferred lender and receive a no cost 1-point permanent rate buy down.
Listing is courtesy of: SOUTHERN LIFE REALTY (727-642-1758)
Listing Agent: Kelsi Ward (727-488-7032)
435 LAKEVIEW DR, OLDSMAR, FL 34677
$475,000123 Days on yellowkey MLS ID: TB8489554
0 Days Off yellowkey (back on 7/14/2026)
REDUCED by $14,000 (2.9%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1570 Built: 1984Monthly Fee: $35 Tax: $6,675 (2025)Community: Manors Of Forest Lakes TheSpa: YesSingle Family
Taxes:$6,675
Remarks: Under contract-accepting backup offers. Welcome to Forest Lakes and this beautifully appointed, immaculately maintained 3-bedroom, 2-bath, 2-car garage home offering 1,569 square feet of living space. Nestled in an exceptional school district, this home has been lovingly cared for and is truly immaculate. It features soaring vaulted ceilings, a cozy fireplace, and French doors leading to a large backyard retreat. The gorgeous kitchen with granite, newer stainless steel appliances, and pantry overlooks both the living room and the pool, which is fully screened and features a child-proof fence for added security. The master bedroom offers a private en-suite bath, providing a tranquil retreat. Brand NEW HVAC system to be installed July 8! Other highlights for this house include a new 200-amp electrical panel with whole-home surge protector, new switches and receptacles throughout, and a dedicated 50-amp E.V. car charger. A four-year-old roof, with newer windows and a new garage door, makes Florida living a breeze. Outside, enjoy the large pool area and spa with a new pump, timer, and automatic cleaner, a fire pit, and a host of amenities. An oversized garage also features a dedicated electric outlet for your vehicle, a washer and dryer, and a newer water heater. The community offers a lakefront playground, a barbecue area, a fishing dock, and courts for basketball, tennis, and racquetball. With very low monthly HOA fees and a large community pool, this move-in-ready home is a true gem. Don’t miss out! Nothing else to do but move in!
Listing Agent: Kim Krenek (727-262-3181)
1811 FOREST DR, OLDSMAR, FL 34677
$429,00038 Days on yellowkey MLS ID: TB8520312
REDUCED by $10,000 (2.3%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2142 Built: 1973 Tax: $1,463 (2024)Community: Harbor Palms-Unit ThreeSpa: NoSingle Family
Taxes:$1,463
Remarks: Nestled in the heart of Oldsmar, this location offers the perfect blend of small-town charm, outdoor recreation, and everyday convenience that makes living in Harbor Palms so desirable. Situated HIGH AND DRY with NO history of flooding, residents enjoy being just minutes from the waterfront parks and trails along Tampa Bay, including R.E. Olds Park, Veterans Memorial Park, and the scenic Upper Tampa Bay Trail. Whether you're spending the day kayaking, biking, fishing, or enjoying one of the area's many community events, Oldsmar embraces an active Florida lifestyle while maintaining a welcoming neighborhood feel. This beautifully renovated 3-bedroom, 2-bathroom POOL home offers over 2,100 square feet of thoughtfully designed living space. From the moment you arrive, the inviting curb appeal sets the stage for the upgrades found throughout the home. Luxury vinyl plank flooring flows seamlessly from room to room, creating a modern and cohesive feel. The front living room transitions effortlessly into the dining area and spacious family room, where a cozy fireplace flanked by built-in shelving serves as the focal point. The centrally located galley-style kitchen is sure to impress with quartz countertops, stainless steel appliances, a statement vent hood, crisp white cabinetry, and a stylish backsplash. The oversized owner's suite offers a private retreat complete with a large walk-in closet and an ensuite bathroom featuring floor-to-ceiling tile and a walk-in shower. Two additional bedrooms are conveniently located near the beautifully updated guest bathroom. A dedicated mudroom with washer and dryer hookups adds extra functionality and storage space. Step outside to the screened-in lanai overlooking the sparkling in-ground pool, creating the perfect setting for relaxing or entertaining guests. Major updates include a new roof and AC in 2024, providing peace of mind for years to come. One of the biggest advantages of living here is the incredible convenience and abundance of nearby amenities. Harbor Palms Nature Park is just steps away and features a kayak launch, scenic boardwalk, walking trails, and an 18-hole disc golf course. Sheffield Park is also nearby with basketball and tennis courts, baseball and softball fields, and a dog park. Centrally located between Tampa, Clearwater, and Palm Harbor, residents enjoy easy access to Tampa International Airport, award-winning Gulf beaches, shopping, dining, entertainment, Mease Countryside Hospital, Tampa Bay Downs, and the Oldsmar BMX Supercross Track. With beautiful parks, a strong sense of community, and a prime Tampa Bay location, it's easy to see why Oldsmar continues to be one of the area's most sought-after places to call home. Schedule your showing today!
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Tiana Lake (727-688-5565)
121 LOBLOLLY CT #C, OLDSMAR, FL 34677
$120,00082 Days on yellowkey MLS ID: A4692680
3 Days Off yellowkey (back on 7/14/2026)
REDUCED by $29,000 (19.5%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1987Monthly Fee: $635 Tax: $2,263 (2025)Community: Gardens Of Forest Lakes Condo TheCondo
Taxes:$2,263
Remarks: This is not bank-owned, an auction or foreclosure. Owner remodeled for family member but family member chose other living arrangements. Here is your chance to have a fully updated unit fit for higher end living without the cost.
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
9009 PALM KEY AVE, OLDSMAR, FL 34677
$644,900201 Days on yellowkey MLS ID: TB8461356
REDUCED by $5,000 (0.8%) on 07/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2587 Built: 2018Monthly Fee: $580 Tax: $6,740 (2025)Community: Bayside TerraceTownhouse
Taxes:$6,740
Remarks: Searching for a low-maintenance waterfront escape in Tampa Bay? Whether you’re looking for a full-time residence, seasonal escape, or the perfect “Lock Up & Go” second home, this property offers the ideal blend of low-maintenance living and resort-style amenities. An added bonus — the flood insurance is ASSUMABLE to new buyers at currently only $1,101 annually. The HOA includes cable, internet, water, trash, roof and grounds maintenance, and gated access, leaving electricity as the only additional utility needed. This rare oversized waterfront unit stands out as one of the few in the community with expanded water views from the main living areas, creating a brighter, more open feel throughout the home. Enjoy stunning bay and conservation views from the kitchen, dining, living room, and even the primary suite upstairs. High ceilings and an open-concept layout make the home feel spacious and inviting, while the upgraded kitchen was designed with entertaining in mind. Features include an extended island, side coffee/bar station with glass-front cabinetry, spacious walk-in pantry, and over $57,000 in builder upgrades throughout the home. Upstairs, the waterfront owner’s suite feels like a private retreat with beautiful water views, dual vanities, soaking tub, separate shower, and an oversized walk-in closet. Two additional bedrooms plus a generous bonus room provide flexible space for a media room, game room, second living area, or hosting guests. The oversized upstairs laundry room located just off the primary suite adds everyday convenience. Downstairs, the current office can easily be converted back into a fourth bedroom if desired. Step outside to your screened lanai and enjoy peaceful mornings or sunset evenings overlooking the water. Bayside Terrace offers RESORT-STYLE amenities including an infinity pool overlooking Old Tampa Bay, waterfront fire pit, fitness center, outdoor grills, kayak launch and storage, and a waterfront pier perfect for fishing or relaxing by the water. LOCATION, LOCATION, LOCATION — conveniently located just minutes to downtown Oldsmar, approximately 10 minutes to Safety Harbor, 20 minutes to Dunedin and Honeymoon Island, 25 minutes to Tampa International Airport, and 30 minutes to Clearwater Beach. This is waterfront living designed for both everyday enjoyment and effortless second-home ownership. You truly have to see it in person.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Nisa Gonzalez Smook (813-400-3680)
2055 DIAMOND CT, OLDSMAR, FL 34677
$1,150,00038 Days on yellowkey MLS ID: TB8520799
0 Days Off yellowkey (back on 6/23/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3237 Built: 1996Monthly Fee: $142 Tax: $8,014 (2025)Community: Diamond CrestSpa: YesSingle Family
Taxes:$8,014
Elementary School: Cypress Woods Elementary-PN
Remarks: Under contract-accepting backup offers. Welcome to 2055 Diamond Court, an exceptional residence located in the highly sought after guard gated community of Eastlake Woodlands. Situated on a rare trifecta lot with views of the pond, conservation and the golf course. Updated well-appointed home with 3 spacious bedrooms and a dedicated office that could also be an exercise or nursery room. A circular drive leads to the portico entrance. The views immediately greet you upon entering. The generous formal living and dining areas, high ceilings, abundant natural light and multiple gathering spaces create a warm and inviting atmosphere. Entertain easily in the updated gourmet kitchen and expansive family room that overlook the views and pool area. The primary suite is a retreat with pool and spa access, ensuite bath and walk-in closet. Beautifully remodeled primary bath includes a walk in shower, double sinks with quartzite counters and a relaxing stand-alone tub. Additional bedrooms are spacious with entry to the second and third remodeled baths. Enjoy the outdoor view on the travertine pool deck. Take a dip in the solar heated pool or relax in the spa. The expanded pool deck allows for several dining arrangements on the patio. Updates include a 2018 tile roof, 2021 HVAC, exterior and interior paint, updated kitchen and all baths. Located in the subdivision of Diamond Crest, a small one street community inside Eastlake Woodlands. Residents enjoy a beautifully maintained setting with convenient access to shopping, dining, parks, highly rated schools, Tampa International Airport and the area’s award winning Gulf Coast beaches. Eastlake Woodlands is home to the prestigious Ardea Country Club with two championship golf courses, tennis, pickle ball, fitness center, restaurant and banquet room. There are various memberships to choose from to fit your lifestyle. This is a rare opportunity to enjoy Florida’s year round sunshine, private home oasis and a premier Oldsmar location. Please be sure to watch the video for more photos and drone photography.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Debra Gross (727-463-2271)
108 WOODLANDS CT #108, OLDSMAR, FL 34677
$175,00047 Days on yellowkey MLS ID: TB8514193
REDUCED by $24,000 (12.1%) on 07/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1151 Built: 1981 Tax: $2,378 (2025)Community: East Lake Woodlands Condo Unit 7Spa: YesCondo
Taxes:$2,378
Remarks: This adorable 2nd floor, 2 bedroom, 2 bathroom condo in the guarded/gated community of East Lake Woodlands! An open and airy front balcony welcomes you in to the unit. NO REAR NEIGHBORS! Just views of the lovely back yard wooded area and daily deer sightings from your 2nd balcony which is private and screened-in! A big picture window, recessed lighting, solid wood cabinets and tiled backsplash accent the kitchen. The kitchen has a floor to ceiling pantry and is open to living / dining with an breakfast bar. An elegant, 2 tiered chandelier, crown molding and new modern ceiling fan grace the ceiling. Newer laminate flooring installed in the living /dining and both bedrooms. Step through the living room sliding doors and onto the screened-in balcony where the true Florida lifestyle begins. Roller shades on the balcony create privacy while still allowing the cool breezes to flow through. This unit features a split bedroom plan with NO CARPET! Master bedroom has its own bath en suite with separate shower/commode area, 3 walk in closets (YES! 3), tropical ceiling fan with palm leaf blades, double picture window with beautiful views of the wooded back yard! It is spacious enough for a king bedroom furniture set and also has a set of sliding doors out to the balcony! Guest bedroom features a large closet and an adjacent full bathroom with tub/shower in the hall. No lack of storage here with a coat closet in the main entry hall and a full wall to wall reach in closet in the guest hallway. A side by side washer and dyer are conveniently located in the balcony closet. Your assigned covered parking spot is right in front of the entrance (#108). Plenty of extra guests spots for a 2nd car too. Heated pool just steps away! Love to golf? East Lake Woodlands County Club will become your new favorite spot with (2) 18 hole championship courses, upscale restaurant, fitness center, clubhouse, tennis courts, 2 pools and a multimillion dollar renovation underway! Located just around the corner from Oldsmar sports complex on Tampa Rd with a playground, ball hockey rink, BMX supercross track and fields for baseball football and soccer. Adjacent to the complex is Woodlands Square Mall with an IMAX movie theater, gourmet restaurants and shopping. East Lake Rd houses 2 large shopping centers with Target, Walmart, and an assortment of fast food chains. Short drive to Countryside mall, Tampa Airport, and the sugar sands of the Gulf’s finest beaches. Bring your furry friends! Two cats or dogs allowed under 20 lbs each (or a total of 40 lbs between the 2). Low condos fees with water, sewer, trash and basic cable included. Make your appointment to see today!
Listing Agent: Jo Walker (727-657-9898)
1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$427,50073 Days on yellowkey MLS ID: W7885693
REDUCED by $500 (0.1%) on 07/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1855 Built: 1972 Tax: $2,731 (2025)Community: Harbor Palms-Unit TwoSingle Family
Taxes:$2,731
Remarks: This beautifully remodeled three-bedroom, two-bath home is perfectly located in Oldsmar at the top of Tampa Bay. Completely updated from top to bottom, it features a stunning new kitchen with stainless steel appliances, soft-close cabinetry, leather-finished quartz countertops, and a cozy breakfast nook. One of the standout features is how all three bedrooms are nicely separated for added privacy. The spacious master suite boasts a huge California-style walk-in closet, peaceful backyard views, and a gorgeous bathroom with a walk-in shower. The open-concept living space extends into a roomy bonus area at the back of the house, accented by tandem ceiling fans. From here, French doors lead to a fully fenced backyard, complete with a poured slab ready for a shed. A generous laundry room with a utility sink connects to the two-car garage, featuring a new hurricane-rated door and opener. Oldsmar offers unmatched access to the Pinellas Beaches, all that Tampa has to offer, plus its own great dining, excellent schools and shopping scene. Don’t miss the opportunity to check out this beautiful home!
Listing is courtesy of: SNAP REALTY LLC (727-457-5453)
Listing Agent: Dean Glicos (727-509-9296)
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