Displaying: For Sale
Location: Oldsmar
Property Type(s): Single Family
Price: $800,000 to $899,000
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Oldsmar - 7 properties found
382 ROSALIND LN, OLDSMAR, FL 34677
$822,000289 Days on yellowkey MLS ID: TB8408993
1 Days Off yellowkey (back on 5/1/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3273 Built: 2001Monthly Fee: $100 Tax: $8,003 (2024)Community: Bay ArborSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,003
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
Remarks: Under contract-accepting backup offers. NEW YEAR; NEW PRICE! Welcome to 382 Rosalind Ln., an extraordinary home in the exclusive gated community of Bay Arbor in Oldsmar. This thoughtfully upgraded and impeccably maintained residence offers over 4,000 square feet of elegant living space, combining luxury, privacy, and smart-home functionality. Situated on a quiet cul-de-sac and backed by a peaceful conservation lot, the home features soaring ceilings, abundant natural light, Italian marble-look tile, a formal living and dining room, a spacious office, and a beautifully updated full bath. The open-concept main living area opens to a stunning screened-in patio with a heated spa, pool, waterfall, and wooded views — ideal for relaxation and entertaining. The chef’s kitchen boasts cherry cabinetry, granite countertops, stainless steel appliances, purified water, wine storage, a breakfast bar, and an eat-in nook. Upstairs you'll find four spacious bedrooms and a soundproofed 18' x 20' media room, easily converted into a second primary suite or flex space. The luxurious primary suite includes two walk-in closets, a spa-style bathroom with soaking tub and walk-in shower. The fully fenced backyard oasis includes a new outdoor luxury kitchen, pet turf, and smart-controlled pool and spa with a waterfall and fountain feature. Additional upgrades include new pool equipment, attic insulation, UV air purification, custom shutters, new water heater, full security system, vinyl fencing, lightning and surge protection, new AC unit upstairs, and more. Just 20 minutes from Tampa International Airport and close to top beaches, this rare gem delivers the ultimate in Florida luxury living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Stephanie Eisenbach (813-468-0230)
1362 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$849,000101 Days on yellowkey MLS ID: TB8467569
3 Days Off yellowkey (back on 4/29/2026)
REDUCED by $30,000 (3.4%) on 04/07/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2650 Built: 1992Monthly Fee: $207 Tax: $11,111 (2024)Community: Greenhaven Unit ThreeSpa: YesSingle Family
Taxes:$11,111
Remarks: Under contract-accepting backup offers. Welcome home to a rare blend of privacy, space, and resort-style living in this stunning four-bedroom, two-and-a-half-bath residence, nestled on two secluded acres within the exclusive 22-home enclave of Greenhaven II, a sought after gated community in Oldsmar. This exceptional property offers the tranquility of a private retreat while remaining close to Tampa International Airport, top dining and shopping destinations, professional sports and concert venues, and world-class Gulf beaches. From the moment you arrive, you’ll feel how special this home truly is. Inside, abundant natural light pours through large windows, illuminating tile flooring throughout and an open, airy layout designed for both everyday comfort and effortless entertaining. The open-concept kitchen and family room serve as the heart of the home—perfect for morning coffee, lively gatherings, and relaxed evenings—while separate living and dining spaces provide added flexibility for hosting or quiet moments. Step outside and embrace the best of Florida indoor-outdoor living. A heated pool and spa offer year-round enjoyment, whether you’re entertaining on the weekends, unwinding after a long day, or simply soaking in the peaceful surroundings of your expansive, private lot. The primary suite is a serene retreat featuring his-and-hers closets, while thoughtful updates—including a 2018 roof and a 2020 HVAC system—add confidence and peace of mind. Optional membership at the on-site ARDEA Country Club unlocks an impressive array of amenities, including golf, tennis, pickleball, a lap pool, fitness center, restaurant, and a full calendar of social, holiday, and private events for family and guests. Homes offering this level of privacy, acreage, and exclusivity within a gated setting are truly rare. This isn’t just a place to live—it’s a place to slow down, entertain, and fully enjoy the Florida lifestyle. Schedule your private showing today!
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Ian Deran (813-508-7118)
4953 POINTE CIR, OLDSMAR, FL 34677
$885,0007 Days on yellowkey MLS ID: TB8502016
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2513 Built: 1997Monthly Fee: $142 Tax: $11,677 (2025)Community: Cross PointeSpa: YesSingle Family
Taxes:$11,677
Elementary School: Cypress Woods Elementary-PN
Tax Year: 2025
Remarks: This newly renovated 4 bedroom 3 bath home is nestled in a quiet, cozy part of the elite Cross Pointe neighborhood located in the highly sought after Eastlake Woodlands development. From the moment you walk through the door, you’ll notice the attention to detail and inviting atmosphere that make this home truly special. Natural light, functional spaces, and stylish touches create a setting that’s both elegant and comfortable. Enjoy the amenities of Ardea Golf, Tennis, and Social club. This gem will not last long - schedule a viewing today.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
402 SHORE DR W, OLDSMAR, FL 34677
$849,00048 Days on yellowkey MLS ID: TB8485835
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1711 Built: 1999 Tax: $3,890 (2025)Community: Oldsmar Rev MapSpa: YesSingle Family
Taxes:$3,890
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style backyard features a large inground pool with spa, kiddie pool, spillover fountain and fiberoptic lighting, all within a screened enclosure with covered area for dining and parties. A spacious concrete pad doubles as a basketball court and offers room to store a boat or add a shed, plus parking for 2 cars under carports and a deep driveway that has accommodated 10+ vehicles, with overflow available at the park. Upstairs, the main living level welcomes you through double hurricane-rated doors to beautiful Brazilian hand-scraped wood floors, abundant windows, and an eat-in kitchen with granite counters and arched opening to the living room, along with a formal dining room. An office or bedroom on this level opens via sliding glass doors to a balcony overlooking the pool, and a convenient half bath completes the floor. The bedroom level begins with a newer washer/dryer closet for easy access to all bedrooms. The primary suite offers stunning water views from sliders, the third-level deck and multiple windows, and its ensuite bath was updated in 2017 with new cabinetry, tile and quartz counters; the second full bath was also updated. Major updates include a 2016 roof and 2023 A/C, making this well-maintained home ideal for both everyday living and large gatherings.
Listing is courtesy of: HOMES BY SANDERS REALTY (727-409-6929)
Listing Agent: Mike Sanders (727-409-8000)
2159 WARWICK DR, OLDSMAR, FL 34677
$800,00052 Days on yellowkey MLS ID: TB8486224
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2673 Built: 1996Monthly Fee: $133 Tax: $6,682 (2025)Community: Warwick HillsSpa: NoSingle Family
Taxes:$6,682
Remarks: It's time to buy in Eastlake Woodlands! Settle in to your dream home in the coveted subdivision of Warwick Hills within Eastlake Woodlands. Eastlake Woodlands is a renowned golf and tennis community that offers a full range of amenities for an additional membership including the fully remodeled Ardea Country Club, championship golf courses, tennis, pickle ball, resort style pools and more. This stunning 4bedroom, 3 bath pool home spans 2,673 sf and offers a bevy of upgrades. Step into the fully updated kitchen, featuring beautiful quartz counters, newer stainless steel appliances, updated cabinetry and large center island- perfect for any culinary enthusiast. The 3 way split floor plan boasts brand new wood floors throughout the main living area and primary suite, providing a warm and inviting atmosphere. Relax on the outdoor screened patio that faces a serene conservation area, where you can enjoy watching deer and other wildlife or splash in the cool pool. The spacious lot, over 8,000 sq. ft., offers plenty of room for outdoor activities and entertainment. Modern upgrades include a tankless water heater installed in 2024, new impact windows (except for the sliding door and corner windows) in 2023, and fresh exterior paint in 2024. The house also features a suburban propane tank and the patio is plumbed for gas, making it ready for an outdoor kitchen. Don‘t miss out on this incredible opportunity to own a meticulously maintained home in a desirable location. Schedule your showing today and experience all that this Eastlake Woodlands gem has to offer!
Listing is courtesy of: PALERMO REAL ESTATE PROF. INC. (813-637-0117)
Listing Agent: Cristina Lorenzo (813-451-4055)
2328 WARWICK DR, OLDSMAR, FL 34677
$854,000255 Days on yellowkey MLS ID: TB8419306
REDUCED by $20,000 (2.3%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3294 Built: 1995Monthly Fee: $127 Tax: $5,742 (2024)Community: Warwick HillsSpa: YesSingle Family
Taxes:$5,742
Remarks: Welcome to the charming Warwick Hills enclave within the desirable Eastlake Woodlands community! Enjoy the peaceful drive home beneath beautiful tree-canopied streets, where this exceptional two-story residence awaits on one of the largest corner lots in the neighborhood. Perfectly elevated and high & dry, this home has never experienced standing water. A stately presence greets you with elegant landscaping, including a brand new row of privacy hedge plants & palms surrounding the pool enclosure. Side-entry 3-car garage, and an extended driveway offering ample parking. Step inside through double doors into a grand foyer with soaring ceilings. The thoughtful layout includes formal living and dining rooms, as well as a spacious family room featuring a cozy wood-burning fireplace and sliding glass doors that open to the lanai and sparkling pool. The kitchen and family room blend seamlessly with an open floor plan, highlighted by an island, wet bar, and three pantries, two are oversized pantry closets—ideal for both everyday living and entertaining. From here, enjoy relaxing views of the pool, jetted spa( not heated) , and backyard, where you may even spot deer strolling through. A versatile office on the main floor can easily serve as a 5th bedroom, complemented by a full-size laundry room and powder bath. Upstairs, the expansive primary suite welcomes you with double-door entry, generous space for king-sized furnishings, and a private sitting area. The suite also offers two walk-in closets and a stunning, brand-new freshly renovated bathroom with a soaking tub, dual vanities, private water closet, and a new glass-enclosed shower. The 2nd floor also features 3 more bedrooms and 2 more full baths. Additional updates include a freshly painted exterior (2023), roof (2022), A/C units (2018 & 2019), hurricane shutters for all windows & doors, accordion shutters for sliding glass doors, fresh carpet on staircase, water heater (2018) ensuring peace of mind for years to come. Ardea Country Club has recently been updated. Residents can take advantage of premier golf, tennis, dining, and social memberships. With easy access to Hillsborough and Pasco counties, this centrally located home is just minutes to shopping, dining, top-rated schools, and all that the Tampa Bay area has to offer.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Roberta Celiberti (727-488-1235)
1499 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$825,000 MLS ID: TB8483829
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2356 Built: 1993Community: Greenhaven Unit ThreeSingle Family
Taxes:
Tax Year:
Remarks: Under contract-accepting backup offers. Welcome to this beautifully remodeled brick estate nestled on a large private lot with serene, uninterrupted conservation views in the highly sought-after East Lake Woodlands community. Blending comfort, elegance, and modern updates, this exceptional home offers a spacious open-concept layout designed for both everyday living and effortless entertaining. Inside, you’ll find three generous bedrooms, two updated bathrooms, and a versatile bonus room that can easily serve as a fourth bedroom, private office, or den. Gorgeous engineered hardwood floors run throughout the home, complemented by new elegant plantation shutters and abundant natural light. The heart of the home is the stunning chef’s kitchen, featuring newer stainless steel appliances including a gas stove, beautifully updated cabinetry with ample storage, premium quartz countertops, and a farmhouse sink. A spacious breakfast bar offers plenty of seating, making it the perfect gathering place for family and friends. The kitchen flows seamlessly into the dining area and the bright family room, where large sliding glass doors open to the screened lanai and pool area. The primary suite provides a peaceful retreat, complete with recessed lighting and a beautifully renovated spa-inspired bathroom featuring a modern soaking tub, oversized walk-in shower, dual vanities, and a private water closet. Step outside to your own private backyard oasis. The sparkling saltwater pool features newer equipment and a high-efficiency heater, creating the ideal setting for year-round relaxation or lively poolside gatherings. The outdoor space is enhanced by a beautifully designed patio, LED lighting, lush landscaping, low-maintenance turf, and a fenced area perfect for pets. Additional highlights include an indoor laundry room with custom cabinetry and a farmhouse sink, recently painted interior, and a spacious two-car garage. Located in a premier gated golf community with an award-winning golf course and clubhouse, residents enjoy convenient access to dining, shopping, and entertainment. Plus, you're just a short 15-minute drive from some of Florida’s most beautiful beaches and approximately 30 minutes from Tampa International Airport. This exceptional East Lake Woodlands residence offers the perfect balance of luxury, privacy, and location.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Damary Rios (727-460-4217)
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