Location: Oldsmar , 34677
Do Not Show Listings
3858 SHORE BLVD, OLDSMAR, FL 34677
$1,100,00071 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,857
Elementary School: None
High School: None
Tax Year: 2025
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)
50 WILLOWOOD LN, OLDSMAR, FL 34677
$1,499,900159 Days on yellowkey MLS ID: TB8475420
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4475 Built: 1987Monthly Fee: $240 Tax: $8,709 (2024)Community: Deerpath Unit OneSpa: YesSingle Family
Taxes:$8,709
Elementary School: Cypress Woods Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
Remarks: **6 Bedrooms | Private In-Law Suite | 4.5 Baths | 1.4 Acres | Gated East Lake Woodlands** If you've been searching for a home with room for everyone—this is one you need to see in person. Set on a private 1.4-acre cul-de-sac lot in the gated East Lake Woodlands community, this expansive home offers 6 total bedrooms, 4.5 baths, including a dedicated in-law suite with its own private entrance, and an oversized upstairs loft perfect for a media room, playroom, or home office. Designed for entertaining, the nearly 2,000-square-foot screened lanai creates an incredible extension of the home's living space. The space features a newly updated pool, outdoor kitchen, bar, and a full, dedicated, poolside bath complete with shower. Inside, soaring 25-foot ceilings, beautiful herringbone Turkish tile flooring, a spacious family room with a wet bar, and a chef-inspired kitchen with custom wood cabinetry, large island, prep sink, breakfast bar, and generous dining space make everyday living as enjoyable as hosting family and friends. Located just minutes from top-rated schools, shopping, dining, Tampa International Airport, and the Gulf beaches, this home also offers optional access to East Lake Woodlands' golf, tennis, fitness, and country club amenities. Homes offering this much space, flexibility, and outdoor living are rare. Schedule your private tour today and experience 50 Willowood Lane for yourself!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Melissa Pranzo (646-509-7350)
193 BLUE MARLIN DR, OLDSMAR, FL 34677
$325,00082 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
Elementary School: Oldsmar Elementary-PN
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
$558,90030 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
$199,900264 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 is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Colleen Tuttle (727-420-4106)
130 WOODLAKE WYNDE #130, OLDSMAR, FL 34677
$196,000103 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
$209,000151 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
$279,90082 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
$249,00068 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
$599,00010 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
$475,000118 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
$429,00033 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
$120,00077 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
260 MICHAELS CIR, OLDSMAR, FL 34677
$260,00074 Days on yellowkey MLS ID: TB8507054
1 Days Off yellowkey (back on 7/13/2026)
REDUCED by $20,000 (7.1%) on 07/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1385 Built: 1980Monthly Fee: $383 Tax: $5,013 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$5,013
Middle School: John Hopkins Middle-PN
Remarks: Under contract-accepting backup offers. Spacious 3-bedroom, 2-bath villa offering 1,385 square feet of comfortable living in desirable East Lake Woodlands. This home features ceramic tile throughout the main living areas and cozy carpet in the bedrooms. The bright living room is lined with sliding glass doors that open to a screened lanai spanning the full length of the villa—perfect for enjoying indoor/outdoor Florida living. The primary bedroom and third bedroom both feature private patio door access to the screened lanai, while ceiling fans in the bedrooms add extra comfort. Enjoy additional outdoor space with a fenced front patio, plus extra storage located on the screened lanai. Your covered carport includes an additional storage unit and comes with one assigned parking space. Currently occupied by excellent tenants. For buyers looking to make this home their own, a lease termination may be negotiated.
Listing is courtesy of: DASHER RLTY & PROP. MANAGEMENT (407-575-7731)
Listing Agent: Stephanie Dasher (407-575-7731)
9009 PALM KEY AVE, OLDSMAR, FL 34677
$644,900196 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 Agent: Nisa Gonzalez Smook (813-400-3680)
130 NANCY DR #37, OLDSMAR, FL 34677
$199,00060 Days on yellowkey MLS ID: W7886022
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1096 Built: 1979Monthly Fee: $560 Tax: $621 (2025)Community: East Lake WoodlandsCondo
Taxes:$621
Remarks: "RESORT STYLE LIVING" in East Lake Woodlands! This beautifully maintained 2-bedroom,2-bath condominium offers approximately 1,151 sq ft of comfortable living space in one of Oldsmar’s most desirable gated communities. Major updates provide peace of mind, including flooring, A/C system, hot water heater, dishwasher, washer and dryer, and bedroom carpeting all approximately 3 years old, plus a refrigerator replaced in 2025. The open living and dining areas create an inviting space for entertaining, Move-in ready, thoughtfully designed and updated this home features a spacious layout, abundant natural light, and a screened lanai—perfect for enjoying Florida’s year-round lifestyle. Enjoy the convenience of covered parking and maintenance-free living. Residents enjoy access to a community pool, pool club house, beautifully maintained grounds, and optional country club amenities including golf, tennis, fitness, and social activities. Ideally located near shopping, dining, parks, beaches, Tampa International Airport, and top Pinellas destinations, this condo offers the perfect blend of convenience, value, and resort-style living. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this East Lake Woodlands gem is one you won’t want to miss!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Steve Dematos (727-457-2795)
2055 DIAMOND CT, OLDSMAR, FL 34677
$1,150,00033 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
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
$175,00042 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 is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Jo Walker (727-657-9898)
1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$427,50068 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)
260 BALSAM DR, OLDSMAR, FL 34677
$249,900293 Days on yellowkey MLS ID: TB8433742
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1981Monthly Fee: $440 Tax: $960 (2024)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$960
Remarks: SIGNIFICANT PRICE DECREASE!!! Owners are motivated!!! This desirable end-unit villa in exclusive East Lake Woodlands combines comfort, privacy, and an ideal layout for everyday living or entertaining. Featuring two spacious primary suites, each with its own ensuite bath and split floor plan design, the home provides excellent privacy for residents and guests alike. The open layout includes a welcoming family room, a dedicated dining room, and a bright eat-in kitchen with a generous pass-through bar—perfect for casual dining, entertaining, or extra storage. A charming front courtyard offers an inviting spot for morning coffee or al fresco meals, while the expansive lanai, complete with removable windows, provides a versatile additional living space to enjoy year-round. Thoughtful storage solutions are found throughout, with ample closet space to keep everything organized. Important updates include a roof replacement in 2021, an upgraded electrical panel in 2017 and a 2016 AC system. The HOA provides peace of mind with coverage that includes roof replacement, exterior painting, wood repairs, landscaping, lawn maintenance, irrigation, and fertilization. Located within the highly regarded East Lake Woodlands, a premier gated golf course community, residents have access to optional membership opportunities that feature golf, tennis, swimming, fitness, dining, and social events. With its combination of thoughtful design, modern updates, and resort-style community amenities, this villa offers the perfect place to call your year round home or winter residence. Don't delay.
Listing is courtesy of: MARC JOSEPH REALTY, INC (727-644-9333)
Listing Agent: Colleen Monagas (727-644-9333)
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