Displaying: For Sale
Location: Oldsmar
Property Type(s): Single Family
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Oldsmar - 107 properties found
1806 FOREST DR, OLDSMAR, FL 34677
$418,000236 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)
1654 BAYHILL DR, OLDSMAR, FL 34677
$570,000251 Days on yellowkey MLS ID: TB8438417
0 Days Off yellowkey (back on 5/18/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2320 Built: 1995Monthly Fee: $199 Tax: $5,855 (2024)Community: CreeksideSingle Family
Taxes:$5,855
Elementary School: Cypress Woods Elementary-PN
Remarks: Under contract-accepting backup offers. "SELLER OFFERING $6000 TOWARDS CLOSING COSTS" THIS HOME SITS IN THE QUAINT SECLUDED CREEKSIDE COMMUNITY INSIDE THE GATES OF EASTLAKE WOODLANDS, LARGE FAMILY HOME OF 4 BEDROOMS, 2 AND HALF BATHS, 2 CAR GARAGE WITH POOL, YOUR OPEN CONCEPT OF DINING AND LIVING ROOM GREAT FOR THE FAMILY TO GATHER, KITCHEN WITH GRANITE COUNTER TOPS AND UPDATED BACKSPLASH, APPLIANCES TO INCLUDE DISHWASHER OCTOBER 2025, FAMILY ROOM WITH SLIDING GLASS DOORS GOING TO YOUR PERSONAL PARADISE TO ENJOY YOUR SCREENED ENCLOSED PAVED PATIO INGROUND POOL OUT DOORS ANOTHER GREAT ENTERTAINMENT SPACE, THEN OUTSIDE TO SWING AND ENJOY THE WILD LIFE AND DEER AND THE PRIVATE AND QUIET BROOKER CREEK PRESERVE AREA, THEN YOUR BEAUTIFUL STAIRCASE TO YOUR PRIMARY BEDROOM RETREAT WITH LARGE EN-SUITE BATHROOM, INSIDE LAUNDRY ROOM, AC SYSTEM INSTALLED 2021, ROOF 2018. DON'T MISS OUT ON THIS RARE OPPORTUNITY TO OWN THIS MUCH SQUARE FOOTAGE FOR SUCH A GREAT COMMUNITY. POSSIBILITIES ARE ENDLESS!!
Listing is courtesy of: ECKERT REALTY & PROPERTY MGMT (727-240-0668)
Listing Agent: Karen Hutson (727-798-2613)
440 LAKEVIEW DR, OLDSMAR, FL 34677
$399,999200 Days on yellowkey MLS ID: TB8454195
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $15,001 (3.6%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1983Monthly Fee: $35 Tax: $1,458 (2024)Community: Manors Of Forest Lakes TheSingle Family
Taxes:$1,458
Elementary School: Forest Lakes Elementary-PN
Remarks: Under contract-accepting backup offers. LAKEFRONT NO FLOOD INS Required - 3/2/2 Manors of Forest Lakes. PRICED TO SELL WITH INSTANT EQUITY . You get the best of everything here with a family room and living room, Non-flood zone, Top-rated schools , Low HOA with SUPER amenities including pool, tennis, racquetball, playground, and private dock. This home sits on an HUGE lot with a oversized yard and offers stunning, unobstructed lake and conservation views from nearly every room. Spacious, family-friendly layout with separate living, dining, and family rooms—perfect for entertaining or everyday living. Enjoy Florida living at its best from the massive 20+ ft screened patio with pass-through window, ideal for relaxing and taking in the peaceful water and wildlife views. Recent Updates: Fresh exterior paint, Freshly painted 2-car garage, Updated flooring in main living areas Updated windows, A/C (2018), AS IS sale. This home offers location, views, space, and upside—all priced aggressively for a quick sale. Prime Location: Easy commute to Tampa & St. Pete, and just minutes to multiple scenic Oldsmar parks, trails, and community events. Opportunities like this don’t last—schedule your showing today!
Listing is courtesy of: RMS ELITE PROPERTIES (727-821-1999)
Listing Agent: Nicole Smith (813-468-3506)
629 BAY LAKE TRL, OLDSMAR, FL 34677
$350,00013 Days on yellowkey MLS ID: TB8517300
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1338 Built: 1984 Tax: $4,224 (2025)Community: Shoreview Ph 2Spa: NoSingle Family
Taxes:$4,224
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Located in a desirable, golf-cart-friendly community with no HOA or CDD fees, this move-in-ready home remained HIGH & DRY during recent storms with no flood damage and includes attached insurance quotes for added peace of mind. Inside, you'll find fresh interior paint, brand-new luxury vinyl plank flooring (2026), updated lighting and ceiling fans, new blinds, and an inviting open layout perfect for everyday living and entertaining. The kitchen features all new appliances, including a new refrigerator, range, dishwasher, and microwave (2026). The spacious living area opens through new French doors to the outdoor living space. Step outside to your private backyard oasis with a screened lanai, new vinyl fence and gate (2024). Major updates include a 2019 roof, 2023 water heater, WiFi-enabled garage door opener, and tons more interior improvements throughout the home. Conveniently located near waterfront parks, pickleball courts, boat launches, shopping, dining, Safety Harbor, Tampa International Airport, and some of Florida's best beaches, this home offers the perfect blend of location, updates, and Florida lifestyle. Don't miss your chance to own this piece of paradise - schedule your showing today!
Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)
Listing Agent: Heather Stotts Llc (951-505-6515)
375 WELLINGTON AVE, OLDSMAR, FL 34677
$1,280,00081 Days on yellowkey MLS ID: TB8492687
REDUCED by $19,000 (1.5%) on 06/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2624 Built: 1993 Tax: $14,951 (2025)Community: Country Club Add To Oldsmar RevSpa: YesSingle Family
Taxes:$14,951
Remarks: Welcome to your modern dream home—completely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been thoughtfully curated and impeccably executed. The gourmet kitchen is a true showpiece, featuring full custom cabinetry with lighted drawers, newer appliances, and stunning high-end Essenza Quartzite waterfall countertops—an architectural statement rarely found outside luxury homes. Throughout the second and third floors, you’ll find polished 32x32 porcelain Onyx tile, complemented by sleek single-panel glass interior doors, designer chrome hardware, and all-new outlets, switches, and striking modern glass light fixtures and chandeliers. Every bathroom has been fully renovated with floating vanities, vessel sinks, LED mirrors, smart toilets, and all new fixtures and finishes. The primary suite offers a true retreat, featuring a dramatic three-sided gas fireplace that flows into a spa-inspired en suite with a custom concrete vanity by a local artist, freestanding soaking tub, and walk-in shower. The staircase is a statement in itself, finished with Calacatta Sunset quartz and floating frameless glass railings with chrome accents, echoed throughout the home’s balconies. Anchoring the main living space is a breathtaking 20-foot LED-lit accent wall—an unforgettable focal point that defines the home’s modern design. Situated on a full acre in the heart of Oldsmar, this property offers both luxury and freedom with no HOA. Flood insurance is approximately $800/year and transferable. The ground level features a versatile game room, gym, or flex space that opens to an expansive 1,400 sq ft paver pool deck with a two-story screened enclosure, outdoor kitchen & gorgeous pool & spa combo—perfect for entertaining and enjoying Florida living year-round. AC(2023), ROOF (2022), ELECTRIC PANEL (2023), HURRICANE RATED WINDOWS & SLIDERS (2017), POOL PUMP (2024), TANKLESS WATER HEATER (2018). Store your boat or RV on your one acre fully fenced and gated private lot. Close proximity to three waterfront parks, Pickleball, boat and kayak launch, fishing pier, restaurants, Tampa, International Airport, and the most beautiful beaches in the world. This home was meticulously designed and must be seen to be appreciated.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jenny Neumeyer (727-482-2656)
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$584,900109 Days on yellowkey MLS ID: TB8480797
REDUCED by $15,000 (2.5%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2138 Built: 1988 Tax: $8,284 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$8,284
Remarks: Beautiful Custom-built home is situated on ½ acre fenced-in lot (mol) No HOA, No deed restriction, Plenty of room for your Boat and RV! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. Interior freshly painted. The living room offers a beautiful bay window and a cozy fireplace, open to a light and bright dining room. Large, updated kitchen with wood cabinetry, newer stainless-steel appliances, granite countertops, coffee bar and a garden window. The home flows effortlessly from room to room making it ideal for both everyday living and entertaining. Expansive primary suite with 2 large closets, beautiful new bath with a huge walk-in shower and a jetted tub. Additional 3 good size bedrooms plus a great in-home office with built-in shelving and double glass doors leading to the lanai and pool. Beautifully updated 2nd bath, nice size laundry room. 2 Car garage plus a spacious storage room. New top of the line Trane A/C. Roof replaced in 2017. Newer flooring (No Carpet) The huge fenced-in backyard provides privacy and has plenty of space for pets or outdoor entertaining, with a grilling area. Beautiful, heated pool, newly re-screened and new pool heater installed. The beautiful Veterans Memorial waterfront Park is just down the street. Walking distance to downtown Oldsmar. Conveniently located near shopping, fine dining, theatres and golfing. 10-15 Minutes to Philippe Park and Safety Harbor Spa, 15-20 minutes to downtown Dunedin, Honeymoon Island and Pinellas Trails. 20-25 Minutes to Clearwater Beach, Tampa and St Pete airports. Motivated Seller!
Listing Agent: Luigi Kalaj (727-388-4200)
1319 FORESTEDGE BLVD, OLDSMAR, FL 34677
$1,150,00011 Days on yellowkey MLS ID: TB8517867
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3849 Built: 1991Monthly Fee: $243 Tax: $8,986 (2025)Community: Aberdeen Unit TwoSpa: NoSingle Family
Taxes:$8,986
Remarks: Welcome to this beautifully updated Arthur Rutenberg estate, perfectly positioned on a premium corner homesite with partial pond views and exceptional privacy in the sought-after Aberdeen enclave of East Lake Woodlands. This move-in-ready residence offers 5 bedrooms, a versatile bonus room with a wet bar, and 3.5 bathrooms, providing the ideal blend of luxury, comfort, and functionality. Extensively remodeled in 2021, the home showcases timeless design, quality craftsmanship, and modern finishes throughout. Upon entering, you are greeted by an abundance of natural light, soaring ceilings, and gorgeous Mohawk engineered wood flooring that flows throughout the main living areas. The heart of the home is the fully renovated kitchen, featuring a massive waterfall-edge island, crisp white shaker cabinetry, quartz countertops, high-end stainless steel appliances, and stylish Pottery Barn pendant lighting. The kitchen opens seamlessly to the breakfast nook and inviting family room, where a redesigned brick fireplace and custom mantle create a warm and elegant focal point. Designed for the Florida lifestyle, the living spaces transition effortlessly to the spectacular outdoor oasis. The expansive, recently rescreened pool enclosure showcases a sparkling PebbleTec pool with a tranquil rock waterfall, all surrounded by upgraded pavers. Whether hosting family and friends or enjoying a peaceful evening at home, this outdoor retreat is perfectly suited for both entertaining and relaxation. The primary suite serves as a private sanctuary, offering direct lanai access, custom-built closet organizers, and a spa-inspired en-suite bathroom complete with a soaking tub, dual vanities, and elegant finishes. The highly adaptable bonus room provides the perfect space for a game room, media center, home office, or multi-generational living area, complete with its own wet bar. Practical upgrades and peace of mind abound throughout the home. A brand-new HVAC system was installed in March of this year, and the property also features a 5-year-old water heater, a newer water softener, and fresh interior paint completed during the 2021 renovation. The oversized 3-car garage provides ample storage and showcases a sleek, durable epoxy floor. Aberdeen is a tranquil oasis featuring quiet streets, mature tropical landscaping, and abundant wildlife within the gated East Lake Woodlands community. Residents enjoy convenient access to top-rated schools, world-class beaches including Clearwater Beach and Honeymoon Island, major medical facilities, shopping, dining, and both Tampa International Airport and St. Pete-Clearwater International Airport. Optional Ardea Country Club memberships provide access to two championship 18-hole golf courses, premier tennis facilities, resort-style swimming, fitness amenities, dining venues, and a vibrant social calendar. Combining timeless Arthur Rutenberg craftsmanship, extensive modern updates, resort-style outdoor living, and an exceptional East Lake Woodlands location, this remarkable residence offers a rare opportunity to enjoy the very best of Florida living. Schedule your private showing today.
Listing Agent: Mark Fazzini (727-485-9981)
2005 HUDSON CT, OLDSMAR, FL 34677
$310,00024 Days on yellowkey MLS ID: W7886259
REDUCED by $5,000 (1.6%) on 06/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1170 Built: 1982 Tax: $923 (2025)Community: Bayside Meadows Ph IiSingle Family
Taxes:$923
Remarks: Your dream home in Bayside Meadows Oldsmar, Florida, offers a single-family home with 2 bedrooms plus a garage conversion that could function as a third bedroom with the addition of a closet. The home includes a dining area with French doors leading to a screened lanai, an indoor laundry area, ceramic tile flooring in the main living spaces, and carpet in the bedrooms. You’ll see ceiling fans in every room, and a comforting kitchen that has room to add a center island. Outside, you’ll find a spacious screened lanai, a shed, a tropical oasis of landscaping, and a fenced yard. The property is conveniently close to beaches, parks, nature areas, and nearby airports. Located in northeastern Pinellas County at the top of Old Tampa Bay, Oldsmar features attractions such as Tampa Bay Downs, an ice-skating rink, a flea market, Sheffield Park, the BMX Supercross Track, Mobbly Bayou Beach Park, and Mobbly Wilderness Preserve, which offers hiking trails, kayak launches, and eco tours. The area also offers a variety of dining and shopping options, along with convenient access to medical facilities and a hospital.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Gail Small (727-455-3057)
1758 OAK POND CT, OLDSMAR, FL 34677
$585,00040 Days on yellowkey MLS ID: TB8507682
Bed: 6 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2867 Built: 2001Monthly Fee: $13 Tax: $4,224 (2025)Community: Eastlake Oaks Ph 4Single Family
Remarks: Virtually Staged. ROOM TO ROAM!!! From the moment you arrive at 1758 Oak Pond, the 6 bedroom 3 bath home’s beautifully maintained exterior and impressive curb appeal set the tone for the exceptional living experience within. A spacious two-car garage and elegant front entry welcome you inside, where a dramatic two-story foyer creates an immediate sense of grandeur and sophistication. Natural light pours through the space, highlighting the home’s soaring ceilings and thoughtfully designed layout. To the left of the entry, formal living and dining spaces offer the perfect setting for entertaining guests or hosting intimate gatherings. An architectural archway gracefully connects the dining room to the expansive kitchen, where abundant cabinetry, a built-in pantry, and the possibility of a dedicated breakfast area provide both style and functionality. Overlooking the inviting family room, this open-concept design allows for effortless everyday living and entertaining alike. Sliding glass doors lead to the oversized screened lanai, seamlessly blending indoor and outdoor living. Tucked discreetly beneath the staircase, an additional storage pantry offers exceptional convenience, while a nearby full powder bath and linen closet further enhance the home’s practical elegance. The adjacent first-floor bedroom provides flexibility for guests, multi-generational living, or a private home office. The expansive screened lanai stretches the full length of the residence and overlooks a private backyard retreat, creating the perfect atmosphere for relaxing evenings or weekend gatherings. Upstairs, the primary suite serves as a private sanctuary, featuring generous proportions, abundant natural light, and an en suite bath complete with a dual-sink vanity, tub, walk-in shower, private water closet, and multiple storage options including both a spacious closet and linen closet. The second floor also features a conveniently located laundry room with additional storage, four spacious secondary bedrooms, along with a full guest bath with tub/shower combination. Throughout the home, engineered hardwood flooring enhances the main living areas, complemented by tile flooring in all bathrooms. Recent updates include a newer HVAC system and hot water heater, offering peace of mind for years to come. The separately air-conditioned garage is an added luxury rarely found at this price point. This exceptional residence combines comfort, elegance, and functionality in one remarkable package. Ideally located with convenient access to Tampa, world-renowned Gulf beaches, premier shopping, dining, and entertainment, this home presents an incredible opportunity to enjoy the very best of Florida living. Come experience the lifestyle that awaits at 1758 Oak Pond and begin creating memories that will last a lifetime. No flooding in recent storms - flood $1010 a year and transferrable.
Listing Agent: Vanessa Leonard (727-647-2706)
317 SHORE DR E, OLDSMAR, FL 34677
$484,700145 Days on yellowkey MLS ID: FC315737
REDUCED by $4,970 (1.0%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 2000 Tax: $6,929 (2024)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$6,929
Remarks: STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground level and all living areas elevated. Major upgrades include a new roof, a newer water heater (<5 years), and a renovated primary suite featuring a walk-in closet. The kitchen shines with stylish quartz countertops, and a large first floor laundry room. Step outside to your fully fenced, level backyard—ideal for entertaining or relaxing in the screened-in porch. The property includes a dedicated RV or Boat pad. Enjoy an incredible lifestyle within walking distance or take your golf cart to the waterfront parks, nature trails, pickleball courts, a fishing pier, and playgrounds. Located in a top-rated school district. This home is the complete package.
Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-445-5595)
Listing Agent: Charles Kelly (203-610-3091)
4761 STONEBRIAR DR, OLDSMAR, FL 34677
$760,00026 Days on yellowkey MLS ID: TB8509685
REDUCED by $25,000 (3.2%) on 06/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2652 Built: 1993Monthly Fee: $117 Tax: $5,832 (2025)Community: StonebriarSingle Family
Taxes:$5,832
Remarks: Back on the Market.....PASSED 4point and Wind Mitigation. This is Florida luxury living at its finest in one of the area’s most desirable gated communities. Exclusive executive home located in the highly sought-after Stonebriar community within East Lake Woodlands, a desirable gated golf club community. Zoned for top-rated schools and ideally situated less than 30 minutes from Tampa International Airport and the area’s premier Gulf beaches. This exceptional 4-bedroom luxury residence offers the perfect blend of elegance, comfort, and privacy. Boasting 2,652 square feet of living space with soaring ceilings and abundant natural light, this beautifully updated home features a spacious oversized primary suite complete with a private sitting area overlooking the expansive screened pool, recently resurfaced for years of enjoyment. The gourmet kitchen is designed for both entertaining and everyday living. Newer appliances, newer pool pavers, Plantation shutters added throughout. Roof 2016, Water heater 2019, re screened porch 2017, fresh exterior pain 2019. The private conservation lot provides a tranquil setting ideal for relaxing or entertaining poolside. Room dimensions are approximate. All info is deemed to be reliable but not guaranteed. If there is an HOA, please confirm all information with the HOA directly.
Listing is courtesy of: PRIME INT'L REAL ESTATE GROUP (877-727-5259)
Listing Agent: Nichole Gaytan (305-323-8108)
1007 STATE ST E, OLDSMAR, FL 34677
$695,00018 Days on yellowkey MLS ID: TB8513144
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2379 Built: 1981 Tax: $5,901 (2025)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$5,901
Remarks: Tucked away beneath majestic oak trees on over an acre of lush Florida landscape, this one-of-a-kind Oldsmar estate offers the perfect blend of privacy, space, and convenience. If you've been searching for a private pool home with acreage, no HOA, room for all your toys, and a true Florida lifestyle, you've found it. Bring your boat, RV, camper, kayaks, golf cart, tools, and hobbies—there's plenty of room here and no CDD fees or HOA restrictions to hold you back. Every day feels like a vacation when you live in a home like this! From the moment you arrive, you'll feel the charm of Old Florida. A stunning wraparound porch, multiple sundecks, giant in ground pool and peaceful natural surroundings create a setting that feels like your own private retreat. The fenced property provides plenty of space for pets to roam, outdoor entertaining, gardening, or simply enjoying the beauty of nature right outside your door. The spacious open-concept living and dining areas are designed for both everyday comfort and memorable gatherings. The large kitchen features granite countertops, stainless steel appliances, an island overlooking the main living space, and plenty of room for family and friends to gather. Cozy up by the fireplace on cooler evenings or step outside to enjoy the screened deck overlooking your tropical backyard oasis. The large primary suite includes an ensuite bath with dual vanities, soaking tub, and a large walk-in shower. Updated bathrooms feature elegant travertine tile and granite-topped vanities, while thoughtful finishes throughout the home create warmth and character. Downstairs, the possibilities are endless. With over 1800 sq feet of workshop, garage, and flex space complete with electricity, this property is ideal for car enthusiasts, hobbyists, entrepreneurs, contractors, artists, or anyone needing substantial storage and workspace. The lower level also includes additional living space, a fourth bedroom, a pool bath, and a three-car garage (one bay currently a workshop)! Step outside and embrace the Florida lifestyle. Spend sunny afternoons lounging by the pool on the paver patio, hosting backyard barbecues with family and friends, or gather around the fire pit under the stars. This fenced backyard oasis offers the perfect combination of relaxation, recreation, and privacy. Located in one of Oldsmar's beloved equestrian-friendly areas, you'll enjoy the best of both worlds—a peaceful country-like setting just minutes from everyday conveniences. Publix, shopping, restaurants, coffee shops, and entertainment are right around the corner. Outdoor enthusiasts will appreciate nearby Upper Tampa Bay Park, Mobbly Bayou Beach Park, Veterans Memorial Park, hiking trails, kayak launches, dog parks, pickleball and tennis courts, playgrounds, ziplining, and waterfront recreation throughout Tampa Bay. Golf, tennis, and pickleball lovers will appreciate being just minutes from Ardea Country Club. Commuters and travelers will love the central location, approximately 10 miles from Tampa International Airport, 13 miles from St. Pete-Clearwater International Airport, and only 16 miles from the world-famous Clearwater Beach. Properties offering this much land, flexibility, privacy, workshop space, poolside living, and convenience are incredibly rare. Come experience the lifestyle you've been dreaming about and discover why this exceptional Oldsmar property feels like home the moment you arrive. Schedule your tour today!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Courtney Stein (941-822-4080)
4856 WESTCHESTER CT, OLDSMAR, FL 34677
$589,00018 Days on yellowkey MLS ID: TB8515993
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2184 Built: 1996Monthly Fee: $295 Tax: $4,281 (2025)Community: KingsmillSingle Family
Taxes:$4,281
Remarks: Welcome to Kingsmill in the highly sought-after East Lake Woodlands community! This beautifully maintained waterfront home features 3 bedrooms, 2 bathrooms, and a 2-car garage, and has been lovingly cared for by its original owner. From the moment you arrive, you'll be impressed by the home's private cul-de-sac location and newly paved driveway. Step inside to discover luxury vinyl flooring that flows seamlessly throughout the main living areas and bedrooms. High ceilings and natural light create an open, airy atmosphere throughout the home. The spacious living and dining room combination is highlighted by a cozy fireplace, creating the perfect setting for both everyday living and entertaining. The kitchen features wood cabinetry, solid-surface countertops, a tile backsplash, brand new matching GE stainless steel appliances, and a breakfast nook overlooking the water. A full pocket sliding glass door opens to the lanai, allowing you to fully enjoy the tranquil lake views. The primary suite is a true retreat, offering water views and private access to the screened porch through sliding glass doors. The ensuite bathroom features dual vanities, a garden tub, a walk-in tiled shower, tile flooring, and two walk-in closets. The secondary bedrooms provide ample storage with built-in closets, while the guest bathroom includes tile flooring, a wood vanity with a solid-surface countertop, and a walk-in tiled shower. Additional features include an indoor laundry room with brand new washer and dryer included, a freshly painted garage floor, a 2021 roof, 2026 water heater, and 2017 HVAC system. Enjoy maintenance-free living with low monthly HOA fees that include lawn maintenance and trash service. Located within the gated East Lake Woodlands community, residents have the option to join Ardea Country Club, which offers exceptional amenities including two championship 18-hole golf courses, a fitness center, restaurant, swimming pools, tennis courts, racquet sports facilities, and more. Conveniently located near shopping, dining, airports, and some of Florida's most beautiful beaches, this home offers the perfect combination of comfort, convenience, and resort-style living. Don't miss this opportunity—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Chris Arata (727-415-7271)
5163 PINNACLE DR, OLDSMAR, FL 34677
$635,00033 Days on yellowkey MLS ID: TB8510486
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1886 Built: 1995Monthly Fee: $482 Tax: $7,853 (2025)Community: Parcel B - The PinnacleSpa: YesSingle Family
Taxes:$7,853
Remarks: Offering over $23,000 in upgrades! Located in X Flood Zone with no flood insurance required, this beautifully maintained residence offers one of the best values currently available in the highly sought-after gated golf community of East Lake Woodlands. This is one of the newer homes in the community and an exceptional opportunity to own a high-quality property at one of the lowest entry points in ELW. Tucked within the quaint and quiet Pinnacle neighborhood in the desirable north side of East Lake Woodlands, residents enjoy access to a private community pool and peaceful surroundings rarely found at this price point. Welcome to 5163 Pinnacle Drive, a thoughtfully updated 3-bedroom, 2-bath home featuring a desirable split floor plan, soaring ceilings, crown molding, arched openings, decorative column accents, and custom soffit ledge details that create an open, airy feel throughout. Ceramic tile flooring runs throughout the home with no carpet, while abundant natural light enhances the spacious living and dining areas designed for both everyday comfort and entertaining. The kitchen is both functional and stylish with 42-inch cabinetry, stainless steel appliances, a breakfast nook overlooking the lanai, and new custom window treatments. Pocket sliding glass doors fully open to the outdoor living space, seamlessly blending indoor and outdoor living. Enjoy a private screened and covered patio with pavers, an open-air grilling area, lush new landscaping with upgraded irrigation, and a relaxing in-ground spa perfect for unwinding year-round. The oversized primary suite offers three closets and a spacious en-suite bath with double vanities, a garden tub, and a walk-in shower with built-in bench seating. Two additional bedrooms and a full bath are located on the opposite side of the home, offering privacy for guests or family. Extensive updates and improvements include a 2019 roof, 2022 4-ton HVAC system, 2023 spa equipment, 2023–2025 appliances, 2024 exterior paint, whole-house insulation and surge protection, surround sound, garage organization systems, and more. The garage is exceptionally well-equipped with built-in cabinetry, slat-wall storage, overhead storage racks, and a ceiling-mounted air/electric/light station. The home has also been recently inspected by a professional contractor, including both a 4-point inspection and wind mitigation report. Monthly maintenance fees provide low-maintenance living and include lawn care, exterior painting, pressure washing, trash and recycling service, Spectrum cable and internet, and community pool access. Optional membership to the East Lake Woodlands/Ardea Country Club offers two championship golf courses, tennis, pickleball, fitness center, resort-style pools, dining, and year-round social activities. Homes on Pinnacle Drive rarely become available. Don’t miss this opportunity to own a move-in-ready home in one of Oldsmar’s premier gated communities.
551 SALMON CT, OLDSMAR, FL 34677
$349,90053 Days on yellowkey MLS ID: TB8502478
1 Days Off yellowkey (back on 6/13/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1344 Built: 2002Monthly Fee: $70 Tax: $175 (2025)Community: Gull-Aire Village Ph 2CSingle Family
Taxes:$175
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this well maintained single-family block home in Gull Aire Village, a friendly 55+ community known for low fees & great amenities. (not a manufactured home) With 2 bedrooms, 2 baths PLUS a 2 car garage, this home has been lovingly cared for & is truly move-in ready. Here are some of the fresh updates that will give you a great first impression: fresh exterior paint & mulch for curb appeal, fresh interior paint in Sherwin-Williams "Reflection" (a soft gray). There is a welcoming entry foyer with easy access to the great room & dining room. You will love the spacious, open layout of this interior with vaulted ceilings & a split-bedroom design that makes hosting guests extra comfortable. The kitchen is very neutral with gray Formica countertops & crisp white cabinetry. There are newer stainless-steel appliances, bright, neutral ceramic tile that matches the entry foyer and both baths. The sunny breakfast area with lots of natural light & a bay window with seating is a joy. The guest bedroom is at the front of the house with a bay window & plenty of room for your furnishing. The primary bedroom is a comfortable, generously sized retreat with space for a wide range of furniture, & the primary bath has double sinks, a large shower area & a huge walk-in closet. Step out back & relax in the enclosed rear lanai with windows for all year use, ceiling fans for a nice breezy space & a window A/C to keep things comfortable in the warmer months. The sliding doors from either the master bedroom or the great room lead right out to the lanai. From there, you can head out to the large paver patio that spans the width of the home - complete with retractable awnings for shade. For extra peace of mind, many of the big-ticket items have already been taken care of: Roof (2021), HVAC (2018), Water heater (2018), a Square D electrical panel, & a new service door on the side of the garage. Gull Aire Village is a very affordable retirement choice; monthly HOA fees only $70 per month & that gets you some great amenities! You have all these things to enjoy: a heated pool, hot tub/spa, shuffleboard courts, bocce ball, clubhouse for gatherings or playing pool, or cards, or a little work out, or read a book in the library. Golf carts are street legal within Gull Aire, so take a ride over to your friends house, join the Christmas parade or just tour the neighborhood when you feel like it. You can also walk along the paved path along the Tarpon outflow canal & hit the Oldsmar trail for an extended walk. Great location near (and walkable!) shopping & restaurants, movie theatre. Medical facilities & airports are nearby & the beautiful Gulf beaches are not far!! This is a great opportunity for someone looking to retire and live the easy life. Realtor is owner (this was my mothers home)
Listing Agent: Cathy Mccarthy (727-452-9339)
1008 ROBINWOOD DR, OLDSMAR, FL 34677
$695,00011 Days on yellowkey MLS ID: TB8516701
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2442 Built: 1997Monthly Fee: $70 Tax: $9,594 (2025)Community: Woods Of Forest Lakes The Ph OneSingle Family
Taxes:$9,594
Remarks: This spacious 4-bedroom, 2-bath pool home is situated on a corner lot in the desirable Woods of Forest Lakes. With an expansive living room that features high ceilings and sliding glass doors to the pool area, separate family room, and formal dining area, there's plenty of space for gatherings, game nights, holiday celebrations, or simply spreading out and relaxing. The kitchen is centrally located and features granite countertops, abundant cabinet storage, generous prep space, and a bright breakfast nook surrounded by windows that fill the room with natural light. This is a split bedroom floorplan that features a large primary suite with two walk-in closets and an en-suite bathroom with dual vanities, a garden tub and walk-in shower. There's 3 additional good sized bedrooms and a large separate laundry room. Step outside to a poolside oasis, ideal for entertaining, along with a fully fenced grassy side yard that's a perfect outdoor game area, gathering spot or ideal for your fur babies. The Woods is a well established neighborhood featuring great community amenities including a tennis/pickleball court, playground and a lakefront community picnic area. Walk to the community water park and rec center, take advantage of nearby biking/walking trails, easy access to shops dining and entertainment. Whether you're hosting friends by the pool, enjoying a quiet morning coffee in the breakfast nook, or taking advantage of the community amenities, this home offers comfort, flexibility, and an unbeatable location.
Listing Agent: Joe Koebel (727-410-1455)
4878 SHERBROOK DR, OLDSMAR, FL 34677
$650,00019 Days on yellowkey MLS ID: TB8514427
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2730 Built: 1993Monthly Fee: $142 Tax: $4,924 (2025)Community: Cross PointeSingle Family
Taxes:$4,924
Remarks: Come check out this 4 bed 3 bath 3 car garage pool home in the highly sought after East Lake Woodlands Community. Gated community offering great opportunities for GOLF, Tennis, Clubhouse events and activiites with all kinds of various membership opportunities. This home with a little TLC can be the home of your dreams- great location, great layout and great opportunity to make it yours! This 3 way split plan offers a spacious living/dining combination with sliders leading to your outdoor oasis; the family room is open to the kitchen offering high ceilings, tons of extra windows for the sunshine in; the kitchen has bar space and island space, not to mention a nook space as well - this home is great for entertaining; the Primary suite is on one side offering walk in closest, double vanity, soaking tub, step in shower and private water closet; the one wing of bedrooms offers two spacious bedrooms with a bath in between; the 3rd wing offers a bedroom with an adjacent full bath - the outdoor area has room for that kitchen that makes entertaining a breeze, The 3 car garage offers great space for cars and storage. You will find this gem ready for you to make it your own.
3858 SHORE BLVD, OLDSMAR, FL 34677
$1,150,00042 Days on yellowkey MLS ID: TB8506221
REDUCED by $50,000 (4.2%) on 06/12/2026
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
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)
604 LIMETREE DR, OLDSMAR, FL 34677
$375,00062 Days on yellowkey MLS ID: O6401483
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1430 Built: 1980 Tax: $3,108 (2025)Community: Harbor Palms Unit ElevenSingle Family
Taxes:$3,108
Remarks: Welcome to this spacious and versatile home situated on a generously sized lot with extra space between neighboring properties, offering privacy and comfort. With NO HOA and NO CDD fees, you’ll enjoy the freedom to bring your boat, RV, and recreational toys. The spacious driveway accommodates plenty of vehicles. Inside, the designed split floor plan features three bedrooms, each with its own private bathroom and large walk-in closets . The home has undergone few recent renovations, while abundant storage can be found throughout. The converted garage has been transformed into a private suite with its own private entrance and a full bathroom with shower, creating an ideal in-law suite, guest quarters, home office, or potential income-producing rental opportunity. The kitchen features granite countertops and brand-new stainless steel appliances. Recent improvements also include impact-resistant windows and an additional bathroom. Step outside to enjoy the fully fenced backyard and screened patio. Elevated above the roadway, the property has remained high and dry through storms with no water damage, offering additional peace of mind. Residents also enjoy quick access to shopping, dining, entertainment, and major roadways. For beach lovers, Honeymoon Island, the Dunedin Causeway, Clearwater Beach, and the beautiful Gulf Coast shoreline are only a short drive away, offering some of the area’s most desirable beaches, boating, and waterfront recreation. Located in A-rated school zones, this home provides access to highly regarded schools.
Listing is courtesy of: JUPITER PROPERTIES, INC (386-547-6161)
Listing Agent: Sulamita Del Valle (813-510-9619)
368 TAVERNIER CIR, OLDSMAR, FL 34677
$585,00022 Days on yellowkey MLS ID: A4694760
1 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1880 Built: 1997Monthly Fee: $75 Tax: $7,344 (2025)Community: Fountains At Cypress Lakes Ii-B TheSingle Family
Taxes:$7,344
Remarks: Under contract-accepting backup offers. BRAND NEW AIR CONDITIONER! GRADE A SCHOOL DISTRICT! COMPLETELY REMODELLED. WELL APPOINTED. Welcome to this beautifully upgraded 4-bedroom, 2-bathroom pool home with 1,880 sq ft of modern upgrades creating a more open and usable living space in one of Oldsmar’s top-rated school districts! Located in the desirable community of The Fountains II at Cypress Lakes, this move-in-ready residence offers a refreshing private pool, plus separate, dedicated living and family rooms. They are not building them like this any more!! And it is located in a quiet peaceful neighborhood known for its friendly atmosphere, with a low annual HOA, and NO CDD. Inside, you’ll first step into the dedicated living room/formal dining room upgraded to flow openly and seamlessly into the expensively upgraded kitchen. Trust me, you will love all the thoughtful and expensive upgrades made since purchase: all new luxury vinyl plank flooring throughout, both bathrooms fully updated, fresh paint on every wall, stylish new countertops, and a complete set of newer appliances (refrigerator, range, dishwasher, microwave, and disposal all purchased in 2022). Major systems have been upgraded too — enjoy a brand-new air conditioner installed just one month ago, a 4-year-old roof, and a 2-year-old water heater for worry-free living. No expense was spared, I tell you! Now step into the dedicated family room which opens into your own private saltwater pool (5 ft deep, resurfaced in 2022) — the perfect spot to cool off on warm Florida days or entertain family and friends, with the spacious backyard designed for Florida living. The primary bedroom has an expanded, upgraded walk-in closet and bathroom which you will LOVE. The secondary bathroom is also upgraded to modern standards. Set in the vibrant community of Oldsmar, you are very close to some of Tampa Bay's top destinations—Honeymoon Island (10 miles),Clearwater Beach (13 miles), Tampa International Airport (7.7 miles), Downtown Tampa (13 miles) and easy access to St. Petersburg. Restaurants, shopping, parks, activities and interests for all ages are in abundance around you. This home offers the ideal combination of convenience and lifestyle. And did I say it is in one of the most sought-after school districts? Yes, don't miss that one! This beautiful house will not last long. Schedule your showing today.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Millicent Schandorf-Lartey (941-960-3580)
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