Oldsmar Single Family Homes for sale by Neighborhood

Find Oldsmar Single Family Homes  by clicking on the relevant neighborhood.

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ABERDEEN UNIT TWO homes for sale BAY ARBOR homes for sale
BAY ARBOR UNIT 1A homes for sale BAY'S END homes for sale
BAYSIDE MEADOWS PH II homes for sale BUNGALOW BAY ESTATES homes for sale
COUNTRY CLUB ADD TO OLDSMAR REV homes for sale CREEKSIDE homes for sale
CROSS CREEK - UNIT TWO homes for sale DEERPATH UNIT ONE homes for sale
DIAMOND CREST homes for sale EAST LAKE WOODLANDS homes for sale
EAST LAKE WOODLANDS CLUSTER HOMES homes for sale EASTLAKE OAKS PH 1 homes for sale
EASTLAKE OAKS PH 2 homes for sale EASTLAKE OAKS PH 4 homes for sale
ESTUARY OF MOBBLY BAY homes for sale FOUNTAINS AT CYPRESS LAKES II-B THE homes for sale
FOUNTAINS AT CYPRESS LAKES THE homes for sale GREENHAVEN UNIT THREE homes for sale
GREENHAVEN UNIT-FOUR homes for sale GULL-AIRE VILLAGE PH 2C homes for sale
HAMLETS OF FOREST LAKES THE homes for sale HARBOR PALMS homes for sale
HARBOR PALMS UNIT ELEVEN homes for sale HARBOR PALMS-UNIT FIVE homes for sale
HARBOR PALMS-UNIT FOUR A homes for sale HARBOR PALMS-UNIT ONE homes for sale
HARBOR PALMS-UNIT SIX homes for sale HARBOR PALMS-UNIT THREE homes for sale
HARBOR PALMS-UNIT TWO homes for sale HAYES PARK VILLAGE homes for sale
MANORS OF FOREST LAKES THE homes for sale MANORS OF FOREST LAKES THE PH 2 homes for sale
OLDSMAR COUNTRY CLUB ESTATES SEC 1 homes for sale OLDSMAR COUNTRY CLUB ESTATES SEC 1 REP homes for sale
OLDSMAR COUNTRY CLUB ESTATES SEC 2 homes for sale OLDSMAR COUNTRY CLUB ESTATES SEC 2 BLK 3, LOT 6 homes for sale
OLDSMAR COUNTRY CLUB ESTATES SEC 3 homes for sale OLDSMAR REV MAP homes for sale
PARCEL B - THE PINNACLE homes for sale PRESERVE AT CYPRESS LAKES PH I THE homes for sale
PRESERVE AT CYPRESS LAKES PH II THE homes for sale SHEFFIELD VILLAGE PH II AT BAYSIDE MEADOWS homes for sale
SHOREVIEW PH 2 homes for sale SHOREVIEW PH I homes for sale
SHOREVIEW PHASE 2 BLK 6, LOT 3 homes for sale STONEBRIAR homes for sale
TAMPASHORES BAY SEC homes for sale TURTLE CREEK UNIT-ONE homes for sale
TURTLE CREEK UNIT-THREE homes for sale WARWICK HILLS homes for sale
WEST OLDSMAR SEC 1 homes for sale WORTHINGTON homes for sale

Newest Single Family Homes for Sale in Oldsmar by Neighborhood

View all Oldsmar Single Family Homes for Sale

  • 1623 GRAY BARK DR, OLDSMAR, FL - MLS# TB8512588

    EASTLAKE OAKS PH 1 - TB8512588 - 1623 GRAY BARK DR, OLDSMAR, FL 34677
    Just Added on 05/29/2026 12:18PM

    $425,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 1623 Gray Bark Drive in the heart of Oldsmar! This well-maintained 3-bedroom, 2-bath home features a desirable split-bedroom floor plan offering both privacy and functionality. The kitchen has been updated with new countertops, while the refrigerator and microwave have both been recently replaced for added convenience. Major updates provide peace of mind, including a new roof in 2022, A/C in 2023 complete with a UV light sanitation system, interior paint refreshed in 2024, and a brand-new water heater installed in 2025. Step outside and enjoy a backyard designed for relaxation, complete with mature shaded trees creating the perfect setting for entertaining or unwinding after a long day. Residents enjoy extremely low HOA fees while still having access to fantastic community amenities including a pool, playground, and park area. Nature lovers and outdoor enthusiasts will appreciate the neighborhood trail leading directly to R.E. Olds Park, known for its scenic waterfront views, fishing pier, playgrounds, and community events. The home is also just 1.3 miles from Oldsmar Sports Complex, offering sports fields, pickleball courts, playgrounds, walking trails, and recreational activities for all ages. Conveniently located near shopping, dining, and Tampa Bay area attractions, this home combines comfort, updates, and lifestyle all in one.

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    Listing is courtesy of: REALTY ONE GROUP MVP

  • 627 TIMBER BAY CIR W, OLDSMAR, FL - MLS# TB8513485

    SHOREVIEW PH 2 - TB8513485 - 627 TIMBER BAY CIR W, OLDSMAR, FL 34677
    Just Added on 05/29/2026 12:13PM

    $310,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Pond View!!! Charming 3 bed / 2 bath ranch-style home (1,274 sq ft) in a peaceful, family-friendly neighborhood. Built in 1984, this light-filled residence offers a comfortable, single-level floor plan ideal for everyday living and easy entertaining. Enjoy serene pond views from the private backyard — a perfect quiet oasis for morning coffee or safe outdoor play. The home includes a two-car garage, ample parking, and a low-maintenance lot. Well-suited for families, commuters, or anyone seeking a relaxed Tampa Bay suburb lifestyle with quick access to shopping, schools, parks, and major roads. Move-in ready with great bones. With a little vision this property is a great sweet equity opportunity. Schedule a showing today to experience the setting and location in person.

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    Listing is courtesy of: MILLENNIAL REALTY & PROPERTY MGMT.

  • 611 TANGERINE DR, OLDSMAR, FL - MLS# TB8513141

    HARBOR PALMS UNIT ELEVEN - TB8513141 - 611 TANGERINE DR, OLDSMAR, FL 34677
    Just Added on 05/29/2026 9:44AM

    $365,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 611 Tangerine Drive a well-maintained 3-bedroom, 2-bathroom home located in one of Oldsmar’s most desirable and centrally located communities. Featuring a highly sought-after split floor plan, spacious living areas, and major system upgrades already completed, this home offers the perfect combination of comfort, functionality, and opportunity for a new owner to make the space their own over time. Inside, you’ll find tile flooring throughout the entire main living space, creating a clean, cohesive, and low-maintenance living environment. The split layout provides excellent separation between the primary suite and guest bedrooms, offering both privacy and flexibility for families, guests, or work-from-home living. The spacious primary suite features dual closets along with a beautifully updated master bathroom that adds a more modern touch to the home. The kitchen is equipped with stainless steel appliances and offers excellent functionality with ample cabinet and storage space, while still leaving room for future personalization and design possibilities to match your own style and vision. Several major improvements have already been completed for long-term peace of mind, including full-home repiping, a whole-house water softener and filtration system, and a durable Solar Shield metal roof designed for longevity, efficiency, and reduced maintenance for many years to come. The home has also never FLOODED! This provides additional confidence for future ownership. Outside, the screened-in porch creates the perfect place to relax and enjoy Florida’s year-round weather, while the newer fencing surrounds the backyard and offers both privacy and space for entertaining, pets, or outdoor enjoyment. A spacious two-car garage and abundant storage throughout the home further enhance everyday convenience. Located in the heart of Oldsmar, this property offers outstanding access to everything that makes the Tampa Bay area so desirable. Tampa International Airport, Clearwater Beach, Safety Harbor, Dunedin, and downtown Tampa are all within a convenient drive. Oldsmar is known for its excellent school district, strong community atmosphere, waterfront parks, scenic trails, playgrounds, nature preserves, and outdoor recreation. With its ideal location, major mechanical upgrades, flexible layout, and endless potential to further enhance and customize over time, 611 Tangerine Drive presents an exceptional opportunity in one of northern Pinellas County’s most sought-after communities.

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    Listing is courtesy of: AMERICAN HERITAGE REALTY, INC.

  • 706 SWEETBRIAR DR, OLDSMAR, FL - MLS# TB8513297

    MANORS OF FOREST LAKES THE PH 2 - TB8513297 - 706 SWEETBRIAR DR, OLDSMAR, FL 34677
    Just Added on 05/28/2026 6:54PM

    $440,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Amazing opportunity to own this well-maintained 3 bedroom, 2 bathroom home in the desirable Forest Lakes community of Oldsmar, Florida! Major bonus - a brand NEW ROOF with warranty will be installed prior to closing, and the new homeowner will have the opportunity to choose the roof color! Situated on a beautiful CONSERVATION homesite, this home offers privacy and peaceful views from the oversized covered and screened outdoor living space , perfect for relaxing or entertaining year-round. The thoughtfully designed floor plan features a private primary suite located separately from the secondary bedrooms for added comfort and functionality. Enjoy multiple living areas including a spacious main living room, a formal dining area, and an additional flex/living space just off the kitchen, providing plenty of room for everyday living and gatherings. The backyard offers both privacy and space to enjoy the outdoors while taking in the serene conservation backdrop. Other NOTABLE FEATURES include IMPACT WINDOWS, IRRIGATION SYSTEM, and GUTTERS with gutter guards (majority of home). Residents of Forest Lakes enjoy fantastic amenities including pool, playground, splash pad, tennis courts, basketball courts, walking trails and access to the Oldsmar Trails and recreation center. With convenient access to shopping, dining, top-rated schools, Tampa International Airport, and the beautiful Gulf beaches this home will surely check all the boxes. Schedule your private showing today!

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    Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP

  • 4761 STONEBRIAR DR, OLDSMAR, FL - MLS# TB8509685

    STONEBRIAR - TB8509685 - 4761 STONEBRIAR DR, OLDSMAR, FL 34677
    Just Added on 05/28/2026 4:55PM

    $785,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    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.

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    Listing is courtesy of: PRIME INT'L REAL ESTATE GROUP

  • 380 ROSALIND LN, OLDSMAR, FL - MLS# TB8510265

    BAY ARBOR - TB8510265 - 380 ROSALIND LN, OLDSMAR, FL 34677
    7 Days on yellowkey

    $629,900 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Welcome to your private retreat in the gated community of Bay Arbor! Nestled on a spacious wooded homesite, this beautifully maintained two-story home offers over 3,000 square feet of thoughtfully designed living space blending comfort, privacy, and everyday convenience. Porcelain tile and wood-like flooring throughout- no carpet. From the moment you step inside, you’re greeted by soaring ceilings, an open staircase, and an abundance of natural light. The formal living and dining rooms create the perfect setting for entertaining guests or hosting holiday gatherings. At the heart of the home, the spacious kitchen with quartz countertops, stainless steel appliances and flows effortlessly into the inviting family room, all overlooking tranquil wooded views that bring a sense of peace and serenity indoors. Whether you're enjoying a quiet evening at home or entertaining, this layout was designed for both relaxation and connection. Upstairs, the primary suite serves as a true escape featuring an updated spa-inspired ensuite bath with dual sink vanity, soaking tub, and a step-in shower. Two additional generously sized bedrooms offer ample closet space and share a beautifully appointed bathroom. A large upstairs bonus room provides endless flexibility—ideal as a media room, second living area, home office, playroom, or gym. Step outside to your screened patio and enjoy the beauty of your private fenced backyard oasis surrounded by mature trees and nature views. It’s the perfect place for morning coffee, evening sunsets, or weekend gatherings. Located just minutes from Tampa, award-winning Gulf beaches, airports, major highways, top-rated schools, shopping, dining, and entertainment, this exceptional home offers the perfect balance of peaceful living and city convenience. Rarely does a home combine space, privacy, location, and lifestyle so effortlessly—schedule your private showing today! HOA is $600 semi-annually and includes the Community Pool and playground.

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    Listing is courtesy of: RE/MAX REALTEC GROUP INC

  • 105 MOBBLY BAY DR, OLDSMAR, FL - MLS# TB8507261

    ESTUARY OF MOBBLY BAY - TB8507261 - 105 MOBBLY BAY DR, OLDSMAR, FL 34677
    8 Days on yellowkey

    $1,224,900 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    Under contract-accepting backup offers. Discover an extraordinary tropical sanctuary within the exclusive gated enclave of The Estuary of Mobbly Bay, where timeless elegance meets the serenity of Florida coastal living. Surrounded by lush professional landscaping & stunning custom architecture, this exceptional turn-key executive residence offers an elevated lifestyle designed for luxurious entertaining & peaceful everyday living. This beautifully appointed 5-bedroom, 4-bath custom-built home showcases impeccable craftsmanship & sophisticated design throughout. From the impressive solid wood front door to the soaring 9½-ft ceilings, graceful arched doorways, designer light fixtures, plantation shutters, crown molding, & exquisite designer tile flooring, every detail has been thoughtfully curated to create a refined yet welcoming atmosphere. Additional upgrades include new carpeting, ceiling fans, ample walk-in & built-in closets, window treatments throughout, & irrigation system on reclaimed water. At the heart of the home lies a spectacular chef’s kitchen featuring rich granite countertops, 42" cabinetry with crown molding, custom pull-out drawers, designer tile backsplash, stainless undermount sink, spacious center island, breakfast bar, butler’s pantry & walk-in pantry. Premium KitchenAid appliances, including a gas cooktop & built-in convection oven with microwave complete this exceptional gathering space. The open-concept family room flows seamlessly from the kitchen & is anchored by a striking linear built-in electric fireplace, creating a warm & sophisticated focal point. Elegant formal living & dining areas provide the perfect backdrop for entertaining, while French doors open to the breathtaking outdoor retreat beyond. Step outside & experience your own private resort-style paradise. The expansive pavered lanai surrounds a sparkling heated pool w/ a PebbleTec finish, sun shelf, soothing infinity spa & cascading waterfall, creating a tropical oasis ideal for entertaining or quiet relaxation. Cascading, custom-built waterfall plus two natural gas fire bowls flanking the spa create a unique nighttime experience. Additional upgrades include a new pool pump, natural gas Rinnai instant hot water heater, gas pool heater installed in 2025, pavered driveway, HVAC 2021 & a spacious 3-car garage featuring a brand-new, professionally coated floor finish. The luxurious primary suite serves as a peaceful retreat, highlighted by a stunning board-and-batten accent wall, enormous walk-in closet with custom built-in cabinetry & a spa-inspired bath featuring dual granite vanities with undermount sinks, private water closet, luxurious soaking tub & an oversized walk-in shower. Upstairs, an impressive 685-square-foot bonus area offers exceptional flexibility & privacy, complete with a private bedroom & full bathroom, making it ideal for a luxurious guest suite, theater room, playroom, private guest retreat or additional entertaining space. Perfectly positioned in the heart of Tampa Bay, The Estuary at Mobbly Bay offers convenient access to Tampa, St. Petersburg, local Gulf beaches & Tampa International Airport while maintaining the tranquility of a nature-inspired waterfront community. Residents enjoy proximity to exceptional dining, shopping & three beautiful parks located less than a mile away, including Bicentennial Park, R.E. Olds Park & Veterans Memorial Park. This rare offering captures the essence of luxury Florida living at its finest.

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    Listing is courtesy of: CHARLES RUTENBERG REALTY INC

  • 355 VENTURA DR, OLDSMAR, FL - MLS# TB8510293

    BAY ARBOR - TB8510293 - 355 VENTURA DR, OLDSMAR, FL 34677
    8 Days on yellowkey

    $625,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained and completely updated four-bedroom, two-bathroom home located in the gated community of Bay Arbor. Situated on a premium lot with tranquil pond views and no rear neighbors, this exceptional property is directly across the street from the community pool, offering both convenience and scenic surroundings. Thoughtfully renovated from floor to ceiling, this stunning residence blends modern upgrades with comfortable Florida living. Major updates, including a 2020 remodel featuring updated bathrooms, kitchen, Pergo laminate flooring throughout, and upgraded 5 ¼-inch baseboards. Additional enhancements include custom kitchen window seating added in 2020, USB outlets in the kitchen, exterior painting in 2020 with a 10-year warranty, gutters and patio birdcage added in 2020, a 2023 water softener, 2019 water heater, EV outlet, and extensive hurricane protection, including 2025 impact windows, front French door hurricane fabric protection, and a 2011 hurricane impact-rated rear patio French door. The roof was replaced in 2020 and includes a 50-year warranty. Step inside through the inviting foyer entry and immediately notice the high ceilings, abundant natural light, and stylish wood-look flooring flowing throughout the home. The spacious kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, a beverage fridge, extensive cabinetry for storage, Corian countertops, and a cozy breakfast nook with built-in bench seating. The kitchen opens seamlessly to the dining area and expansive living room highlighted by vaulted ceilings and an open, airy feel. The oversized primary suite offers a relaxing retreat with a large walk-in closet and a beautifully updated private bathroom complete with a dual-sink vanity, soaking tub, glass-enclosed shower, updated fixtures, and private water closet. The additional bedrooms are all generously sized and equipped with ceiling fans for added comfort. Enjoy Florida living year-round from the large screened-in lanai overlooking the fenced backyard and peaceful pond views. Residents of Bay Arbor enjoy access to a community pool and a prime location close to popular dining spots, shopping centers, golf courses, parks, movie theaters, and outdoor recreation. Conveniently situated near Tampa International Airport, Mobbly Bayou Beach Park, Honeymoon Island State Park, Upper Tampa Bay Park Nature Center, AMC Woodlands Square 20, and Tampa Bay Downs, this home offers the perfect blend of privacy, convenience, and lifestyle. Schedule your showing today!

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    Listing is courtesy of: EXP REALTY LLC

  • 5163 PINNACLE DR, OLDSMAR, FL - MLS# TB8510486

    PARCEL B - THE PINNACLE - TB8510486 - 5163 PINNACLE DR, OLDSMAR, FL 34677
    8 Days on yellowkey

    $635,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    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.

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    Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H

  • 1912 CUTTY BAY CT, OLDSMAR, FL - MLS# TB8509310

    SHEFFIELD VILLAGE PH II AT BAYSIDE MEADOWS - TB8509310 - 1912 CUTTY BAY CT, OLDSMAR, FL 34677
    9 Days on yellowkey

    $325,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar

    Must see this beautiful 3 bedroom, 2 bathroom, 1 car garage pool home ideally situated in the highly desirable Sheffield Village at Bayside Meadows in Oldsmar. Location truly speaks for itself with direct access to one of Oldsmar’s premier parks. Sheffield Park offers tennis courts, baseball fields, basketball courts, walking and biking trails, a dog park, disc golf, playground, kayak launch, picnic shelters, and restrooms. Tucked away on a quiet cul-de-sac, this charming home showcases exceptional pride of ownership from the moment you arrive. Inside, the thoughtfully designed floor plan features a spacious family room with soaring cathedral ceilings that flows seamlessly into the updated eat in kitchen complete with wood cabinetry, granite countertops, tiled backsplash, and newer stainless steel appliances. The primary suite features a spacious closet and a beautifully renovated ensuite bathroom, while two additional bedrooms share an updated full bathroom. French doors lead to an oversized patio and private backyard oasis featuring a built in pool, perfect for entertaining and relaxing year round. Additional updates include HVAC 2022, roof estimated 2011, water filtration system, and a fully fenced yard with vinyl fencing, double gate access, and plenty of room for your boat, trailer, or recreational toys. NO HOA. Conveniently located near shopping, dining, Honeymoon Island Beach, Caladessi Island State Park, Clearwater Beach, John Chestnut Sr. Park on Lake Tarpon, and the Pinellas Trail. Don’t miss this incredible opportunity to own a beautiful pool home in one of Oldsmar’s most sought after communities.

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    Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H

  • 213 ARLINGTON AVE E, OLDSMAR, FL - MLS# TB8509657

    OLDSMAR REV MAP - TB8509657 - 213 ARLINGTON AVE E, OLDSMAR, FL 34677
    10 Days on yellowkey

    $499,000 Increased | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Under contract-accepting backup offers. Unique opportunity, priced to sell! Well-maintained property with a screened pool under $500K in Oldsmar, featuring 2 separate lots with different parcel IDs, each with close to or more than 0.3 acres, offering endless possibilities.

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    Listing is courtesy of: YANY REALTY LLC

  • 506 SHORE DR E, OLDSMAR, FL - MLS# TB8509618

    TAMPASHORES BAY SEC - TB8509618 - 506 SHORE DR E, OLDSMAR, FL 34677
    11 Days on yellowkey

    $900,000 | Single Family Home | 2 beds | 2.0 baths | 1 gar

    Exceptional waterfront opportunity on one of Oldsmar’s most desirable streets. Situated on a 75x205 (.33 acre) waterfront homesite overlooking beautiful Old Tampa Bay, this property presents a rare opportunity to create a custom luxury estate in an area experiencing significant redevelopment and impressive new construction. Currently utilized as a vacation rental, the home offers income producing potential while future plans take shape, though the true value lies in the land and its exceptional waterfront setting. For water enthusiasts, the lifestyle possibilities are endless. Launch a kayak or paddleboard from your backyard, enjoy boating and jet skiing on the Bay, or simply unwind while taking in panoramic water views and breathtaking sunset skies. With no HOA or deed restrictions, there is added flexibility and ample room for boat and RV parking. Ideally located approximately 20 minutes from Tampa International Airport and about 25 minutes to the Gulf beaches, the property is also just down the street from RE Olds Park and offers convenient access to pickleball, Mobbly Beach, Veterans Memorial Park, scenic biking and walking trails, dining, shopping, and everyday conveniences. Offering a unique blend of waterfront serenity and exceptional accessibility, this is a rare opportunity to create a one of a kind coastal retreat where the lifestyle is just as remarkable as the setting.

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    Listing is courtesy of: WESTWARD REAL ESTATE

  • 1534 E LAKE WOODLANDS PKWY, OLDSMAR, FL - MLS# TB8509589

    GREENHAVEN UNIT-FOUR - TB8509589 - 1534 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
    12 Days on yellowkey

    $1,249,000 | Single Family Home | 4 beds | 4.0 baths | 3 gar

    Under contract-accepting backup offers. Welcome to this fully remodeled 4 bedroom (4th bedroom can double as office), 4 full bath, 3 car garage POOL HOME located in the amazing Greenhaven IV subdivision of E Lake Woodlands! This home has just undergone a full high end luxury remodel on the inside and out and features an amazing open concept floor plan that flows effortlessly and a professional interior design aesthetic with only one goal: to WOW you! In the heart of the home the kitchen features upscale quartz countertops, modern stainless steel appliances, wood soft close cabinets, an island so big it might as well be called a continent and more storage than you'll know what to do with. In the downstairs primary bedroom and bath, you'll find one of the grandest primary ensuites in all of central Florida. Featuring a massive wet room with a fully glass enclosed dual shower and tub setup you will enjoy spa like luxury everyday! The home additionally features a full laundry downstairs, full guest bathroom, dining and sitting areas as you walk in, an office/4th bedroom with glass light french doors, as well as a dedicated breakfast nook overlooking the pool. Upstairs you'll find 2 additional bedrooms, a bonus sitting area, SECONDARY LAUNDRY closet, as well as a full tub bath! On the outside, the goodies don't stop featuring a full circular 3 car driveway, fresh landscaping, full irrigation, pavered pool area that was fully resanded and sealed in 2026, a DEDICATED FULL pool bath, pool closet, vinyl fencing for privacy, and the crown jewel: a FULL outdoor kitchen and island for all the entertaining you could want. The TILE ROOF is from 2020, AC is from 2020 and has been fully serviced for your peace of mind. Water heater is 2018 also and there is a smart thermostat system so each area of the house can have their own AC setting! Located in the heart of Oldsmar, you're close to great schools, shopping centers, dining and central of everything. This home has it all come see it today!

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    Listing is courtesy of: KELLY RIGHT REAL ESTATE

  • 3071 HURON AVE, OLDSMAR, FL - MLS# TB8507555

    WEST OLDSMAR SEC 1 - TB8507555 - 3071 HURON AVE, OLDSMAR, FL 34677
    12 Days on yellowkey

    $499,900 Reduced | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Rare Find! In one of Oldsmar's best kept secret neighborhoods on the sparkling shores of Old Tampa Bay, this 3-bedroom, 2.5-bath multi-level designed home blends coastal charm with modern updates. Above the Oversized 2-car garage and upon entering inside, get ready to be impressed by the high ceilings, all NEW WINDOWS, DOORS & light filled living spaces amongst the refinished oak hardwood & gorgeous porcelain ceramic tile flooring throughout. NEW ROOF 2024! STAIRS & DECKS REFURBISHED! The STUNNING KITCHEN has QUARTZ countertops & stainless steel appliances opening into the living and grand dining rooms with french doors onto the enormous covered deck. It's perfect for entertaining and family time. Upstairs you find 3 good sized bedrooms and 2 full bathrooms. The primary suite features french doors to its own private balcony along with a spa inspired ensuite bathroom featuring a luxurious freestanding tub & separate shower that feels straight from a boutique retreat. Not only is this home perfect for all your year round outdoor activities, you can even cozy up by the wood burning fireplace during cold times. The 2 car garage offers exceptional storage space for all the extras, while the oversized back yard opens the door to endless possibilities to make it your new tropical paradise with room for a pool, gardens, boat or RV parking, and even a potential in-law suite. Just minutes from several Waterfront Parks (R.E. Olds Park is biking distance), Scenic trails, Boat ramps, Fishing, Tennis, Pickle ball, Golfing, Tampa Bay Downs, Shopping, Restaurants, and Top Rated Schools in this location, you truly have it all!

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    Listing is courtesy of: CHARLES RUTENBERG REALTY INC

  • 848 CHRISTINA CIR, OLDSMAR, FL - MLS# TB8509369

    BAY'S END - TB8509369 - 848 CHRISTINA CIR, OLDSMAR, FL 34677
    13 Days on yellowkey

    $560,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Under contract-accepting backup offers. Tucked away in the desirable enclave of Bay’s End, this stunning contemporary two-story residence blends upscale coastal living with exceptional indoor-outdoor entertaining. From the moment you enter, soaring ceilings, an open-concept design, and abundant natural light create a warm yet sophisticated atmosphere. Rich wood-look luxury vinyl flooring flows seamlessly throughout the home, enhancing its modern coastal appeal. At the heart of the home is a beautifully designed island kitchen featuring elegant wood cabinetry, gleaming quartz countertops, and stainless steel appliances. The kitchen opens effortlessly to the spacious living and dining areas, highlighted by a striking wood-burning fireplace and views of the tropical pool and spa retreat. The main-level owner’s suite is a private sanctuary complete with a walk-in closet and an expansive spa-inspired bathroom filled with natural light, featuring a luxurious vanity, soaking tub with shower. A convenient half bath, interior laundry room, and attached two-car garage complete the first floor. Upstairs, you’ll find two additional bedrooms, a full bath, and a versatile den/media room perfect for a home office, playroom, or entertainment space. Step outside through sliding glass doors to your own private resort-style oasis. The screened lanai surrounds an entertaining-sized pool with waterfall and spa, framed by towering palm trees and lush tropical landscaping. By night, the spectacular pool and landscape lighting transform the backyard into a truly magical setting. Situated on nearly a quarter-acre, the enormous privacy-fenced backyard offers endless possibilities — currently serving as the ultimate playground for soccer, baseball, basketball, and golf. This exceptional Bay’s End home combines style, comfort, and resort-inspired living in one unforgettable package. Opportunities like this don’t last long.

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    Listing is courtesy of: RIZZO & ASSOCIATES INC

  • 1815 DRIFTWOOD CIR S, OLDSMAR, FL - MLS# W7885693

    HARBOR PALMS-UNIT TWO - W7885693 - 1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677
    14 Days on yellowkey

    $433,900 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 gar

    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, magnificent quartz countertops, and a cozy breakfast nook. A standout feature 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!

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    Listing is courtesy of: SNAP REALTY LLC

  • 316 COUNTRY CLUB DR, OLDSMAR, FL - MLS# TB8508856

    OLDSMAR COUNTRY CLUB ESTATES SEC 3 - TB8508856 - 316 COUNTRY CLUB DR, OLDSMAR, FL 34677
    14 Days on yellowkey

    $329,000 | Single Family Home | 3 beds | 2.0 baths | 1 car

    Welcome home to this beautifully renovated and FURNISHED mid-century modern block home located in the desirable community of Oldsmar Country Club Estates. Offering 3 bedrooms, 2 beautifully updated bathrooms, and 1,344 square feet of thoughtfully updated living space, this home blends timeless character with modern upgrades. The fully renovated kitchen features elegant quartz countertops, 42” upper cabinets, and stainless steel appliances, creating a stylish and functional space for everyday living and entertaining. Additional highlights and upgrades include newer vinyl windows, a 2017 roof, 2023 ductless mini-split system, 2023 hot water heater, and updated electrical in 2025 for added peace of mind. Step outside to enjoy the fully fenced backyard, perfect for pets, entertaining, or relaxing in privacy. The attached carport provides convenient covered parking and additional storage flexibility. Ideally situated just yards from the Oldsmar Boat Ramp with direct access to Tampa Bay, this golf cart-friendly community offers the perfect Florida lifestyle. R.E. Olds Park is a 15-acre dog- friendly waterfront park featuring a 400 -foot fishing pier, playgrounds, picnic shelters, an amphitheater, and trails with scenic views of Tampa Bay. Named after automotive pioneer Ransom E. Olds, the park hosts numerous community events and offers amenities like volleyball, tennis & pickleball courts & restrooms. With no HOA restrictions, this property is ideal for a first-time homebuyer, seasonal resident, or as an income-producing short-term rental investment opportunity. Annual Flood quote $2,653.34

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    Listing is courtesy of: TMWRK BROKERAGE LLC

  • 1758 OAK POND CT, OLDSMAR, FL - MLS# TB8507682

    EASTLAKE OAKS PH 4 - TB8507682 - 1758 OAK POND CT, OLDSMAR, FL 34677
    15 Days on yellowkey

    $585,000 | Single Family Home | 6 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. 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.

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    Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H

  • 511 BUCKINGHAM AVE E, OLDSMAR, FL - MLS# TB8507804

    OLDSMAR REV MAP - TB8507804 - 511 BUCKINGHAM AVE E, OLDSMAR, FL 34677
    15 Days on yellowkey

    $1,300,000 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    Introducing an extraordinary residence of NEW CONSTRUCTION in a highly sought after TAMPA BAY WATERFRONT COMMUNITY - where elevated design, modern luxury, and exceptional craftsmanship converge...This masterpiece offers 5 large bedrooms, 4 baths, plus a private powder bath, and a loft, thoughtfully designed to deliver both sophistication and functionality for today's lifestyle. From the moment you enter, curated architectural details and intentional design selections create an unforgettable impression..Expansive living spaces complimented by 10FT CEILINGS, designer finishes, custom millwork, and walls of HURRICANE IMPACT WINDOWS that invite natural sunlight throughout. As you continue to explore you will find a bedroom with en-suite bath and a expansive closet on MAIN LEVEL, offering flexibility of an ideal home office or den, the entire rear of the home supports the heartbeat of everyday living and entertaining, the chef inspired kitchen was designed to WOW... featuring custom cabinetry, elevated finishes, premium appliances, a breakfast nook with banquette that can seat 8, and the most amazing pantry with custom cabinetry and wine fridge..The open concept dining and living area are an effortless connection to grand entertaining, designed with a continued seamless flow to the outdoor oasis of the oversized rear porch with a fully appointed outdoor kitchen, you'll appreciate the glass railing to enjoy the stunning pool and rear tropical landscaping while dining or relaxing! Upstairs, a large loft with beverage center is positioned to separate the upstairs living space, the primary suite, a true sanctuary, thoughtfully designed and refined in detail, the suite opens to a private covered balcony-perfect for morning coffee, sunset views, or quite evenings....The spa-inspired bath delivers with stunning design, oversized dual vanities with custom cabinetry and quartz detail, dual head shower, soaking tub and a customized closet that will be the envy of all...the rear wing of the upstairs completes the floorplan with 3 additional bedrooms, all large in scale, each with walk in closets, 1 bedroom enjoys an en-suite bath, an additional full bath supports the remaining 2 bedrooms, you will also appreciate the upstairs laundry room with an abundance of custom cabinetry..The Oldsmar community is golf cart friendly and offers a lifestyle for waterfront nature lovers, enjoy 7 parks, 10 miles of trails, pickleball/tennis, tot playground, dog park and so much more, without an HOA or CDD! This community is a central location to all things Tampa Bay, an easy commute to Tampa Airport, Westchase (10 mins), Clearwater, St Petersburg, Safety Harbor (10 mins), Dunedin, and the famous Gulf Beaches...Come experience a lifestyle with a pulse!

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    Listing is courtesy of: COMPASS FLORIDA LLC





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