Location: Oldsmar
Do Not Show Listings
709 LEMONWOOD DR, OLDSMAR, FL 34677
$345,000121 Days on yellowkey MLS ID: TB8475735
0 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1667 Built: 1973 Tax: $4,799 (2024)Community: Harbor Palms-Unit FiveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,799
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. New Roof Prior to Closing - Welcome to this well-maintained 3-bedroom, 2-bath home offering 1,667 square feet of comfortable living space on a spacious 60x100 lot, located on a quiet street in desirable Oldsmar. This home features newer appliances, a 2025 hot water heater, and a 2022 AC system, providing peace of mind for years to come. Inside, you’ll find new carpet in Bedrooms 2 and 3, along with a bright and functional layout that includes both a living room and family room with a wood-burning fireplace, perfect for relaxing or entertaining. The kitchen is enhanced with a new slider and updated windows in the living room and family room, allowing for abundant natural light and easy access to the backyard. An inside laundry room adds everyday convenience. Enjoy the tranquility of the neighborhood while having direct access to Harbor Palms Nature Park, offering walking and biking trails just steps away. Ideally located less than 20 minutes from Clearwater Beach, with nearby shopping, dining, and major roadways, this home delivers the perfect blend of comfort, location, and Florida lifestyle. Schedule your private showing today—this Oldsmar opportunity won’t last!
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Jay Hundt Pa (813-765-9438)
1912 CUTTY BAY CT, OLDSMAR, FL 34677
$325,00024 Days on yellowkey MLS ID: TB8509310
1 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1080 Built: 1984 Tax: $2,313 (2025)Community: Sheffield Village Ph Ii At Bayside MeadowsSingle Family
Taxes:$2,313
Tax Year: 2025
Remarks: 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.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Linda Caruso (727-410-7501)
402 SHORE DR W, OLDSMAR, FL 34677
$849,00088 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
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)
213 ARLINGTON AVE E, OLDSMAR, FL 34677
$499,00025 Days on yellowkey MLS ID: TB8509657
2 Days Off yellowkey (back on 5/27/2026)
INCREASED by $14,000 (2.9%) on 05/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 1978 Tax: $2,134 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$2,134
Remarks: 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.
Listing is courtesy of: YANY REALTY LLC (813-545-3005)
Listing Agent: Alfredo Leiva Basulto (813-601-5699)
105 MOBBLY BAY DR, OLDSMAR, FL 34677
$1,224,90023 Days on yellowkey MLS ID: TB8507261
0 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3941 Built: 2013Monthly Fee: $183 Tax: $9,020 (2025)Community: Estuary Of Mobbly BaySpa: YesSingle Family
Taxes:$9,020
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: 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.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jason Bandy (727-215-5760)
382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677
$509,00038 Days on yellowkey MLS ID: TB8499334
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $11,000 (2.1%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1995Monthly Fee: $95 Tax: $5,232 (2025)Community: Fountains At Cypress Lakes TheSingle Family
Taxes:$5,232
Elementary School: Forest Lakes Elementary-PN
Remarks: Under contract-accepting backup offers. Price Adjustment! Welcome home to this stunning, move-in ready 4 bedroom, 2 bath split floor plan in one of Oldsmar's most sought-after neighborhoods - and zoned for some of the top-rated schools in the area. From the moment you walk in, you'll notice the difference that thoughtful, high-quality updates make. Soaring vaulted ceilings and elegant columns greet you in the formal living room, while French doors open to a versatile den or 4th bedroom. The heart of the home is a beautifully updated gourmet kitchen featuring shaker-style soft-close cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances, a breakfast bar, and a sunny breakfast nook ... all flowing naturally into the family room and out to the screened porch through a slider, perfect for that indoor-outdoor Florida lifestyle. The primary suite is a true retreat, complete with a spa-inspired bath boasting dual sinks, quartz countertops, and a step-in shower. Two additional bedrooms share a well-appointed bath. Throughout the home you'll find brand new engineered hardwood and LVP flooring, freshly painted interiors, popcorn ceilings removed, and updated baths - every detail has been addressed. And the big ticket items? All taken care of. Brand new roof (May, 2026), newer appliances, new garage door motor, new back pavers, and a fully fenced lot with complete privacy,fresh landscaping, and a freshly painted exterior in warm, natural tones that give the home incredible curb appeal. This is the one you've been waiting for — all the charm, all the updates, and an unbeatable Oldsmar location close to Gulf beaches, parks, golf courses, shopping, and Tampa International Airport.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Marianne Knowles (813-720-9201)
313 JEFFERSON AVE S, OLDSMAR, FL 34677
$430,00045 Days on yellowkey MLS ID: TB8502786
REDUCED by $19,000 (4.2%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1841 Built: 1940 Tax: $4,298 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$4,298
Remarks: Fully renovated and move-in ready, this 3-bedroom, 2-bath home features 1,841 square feet of updated living space in a desirable area of Oldsmar. Recent improvements include a brand-new roof, new windows, fresh paint, brand-new appliances, and a fully refurbished HVAC system, creating a true turnkey opportunity. Inside, the home offers a spacious living area filled with natural light, a covered front porch, and an upstairs bonus room that can function well as a home office, playroom, guest area, kids room, or other flexible living space. The upstairs bonus room was not included in the total bedroom count. Situated on a double lot, the property includes ample outdoor space with room for a shed, carport, or future improvements. Conveniently located near parks, schools, shopping, dining, and other local amenities, this home brings together style, comfort, and convenience in one well-updated property. A clean 4-point inspection, wind mitigation report, WDO report, and recent appraisal are available. The recent appraisal came in at $475,000.
Listing is courtesy of: GRAYSTONE REAL ESTATE (727-201-4011)
Listing Agent: Bradley Dreher (863-346-0500)
1637 GRAY BARK DR, OLDSMAR, FL 34677
$559,900233 Days on yellowkey MLS ID: TB8440841
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2146 Built: 1998Monthly Fee: $9 Tax: $5,256 (2024)Community: Eastlake Oaks Ph 2Spa: YesSingle Family
Taxes:$5,256
Remarks: Under contract-accepting backup offers. Beautifully maintained 4-bedroom, 3-bath, 2-story home with over 2,100 square feet of living space and a 2-car garage. The home features wood flooring throughout, tall ceilings, and a comfortable, open layout. The kitchen and bathrooms have been fully updated with modern finishes, quality cabinetry, and solid-surface countertops. Recent improvements include a roof replacement in 2022. The living area offers a wood-burning fireplace, and updated lighting and fixtures enhance the home’s appeal. AC system 2014. Enjoy the screened pool and covered veranda with NO REAR NEIGHBORS, offering added privacy and a relaxing outdoor setting. This property combines thoughtful updates with a functional floor plan in a desirable location. Make your showing appointment today!
Listing is courtesy of: LISA HALL REALTY, INC (727-742-5830)
Listing Agent: Lisa Hall (727-742-5830)
1384 FORESTEDGE BLVD, OLDSMAR, FL 34677
$699,00079 Days on yellowkey MLS ID: TB8490510
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $21,000 (2.9%) on 05/21/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2814 Built: 1991Monthly Fee: $243 Tax: $13,366 (2025)Community: Aberdeen Unit TwoSpa: NoSingle Family
Taxes:$13,366
Remarks: Under contract-accepting backup offers. Welcome to refined Florida living in the highly sought-after gated community of Aberdeen within East Lake Woodlands. This exceptional Arthur Rutenberg-built residence offers over 2,814 square feet of thoughtfully designed living space, perfectly positioned on an oversized lot with a private screened pool with lovely water feature. This freshly painted 4-bedroom, 2.5-bath split floor plan is designed for both comfort and sophistication. The expansive primary suite is a true retreat, featuring a spa-inspired bath with a freestanding clawfoot tub, separate shower, water closet, dual vanities, and walk-in closet, along with sliding glass doors leading directly to the pool. The pool bath features a jacuzzi tub and updated finishes. Enter through elegant double front doors into a light-filled interior with soaring ceilings and abundant natural light. The home offers a seamless blend of formal and casual living, including a formal living room with sliders to the pool, a dedicated dining space, and a spacious family room with wood burning fireplace that opens to the kitchen. The refreshed kitchen features an open layout, breakfast nook, with sliders leading to pool/patio making it an easy flow for entertaining. The large laundry room features a wash sink and an ample space for storage. Step outside to your screen-enclosed pool and covered patio, the perfect setting for year-round entertaining, relaxing, and enjoying Florida’s indoor-outdoor lifestyle. Additional highlights include a 3-car garage, new water softener system, 2013 Barrel Tile Roof. HVAC 2019 Located in Flood Zone X500 for added peace of mind, this home is surrounded by top-rated schools and unmatched convenience. Enjoy having an active lifestyle being close to Lake Tarpon, the Gulf beaches, Tampa International Airport, and outdoor destinations like John Chestnut Park, the Pinellas Trail, and the YMCA. Residents also have access to the newly renovated Ardea Country Club, offering two championship 18-hole golf courses, tennis and pickleball courts, fitness center, resort-style pool, and dining, available through optional membership. Don’t miss the rare opportunity to own a magnificent home in one of East Lake’s most desirable gated enclaves.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Kerri Rodriguez (727-385-8823)
705 SHORE DR E, OLDSMAR, FL 34677
$158,990173 Days on yellowkey MLS ID: TB8458306
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2155 Built: 1974 Tax: $5,427 (2025)Community: Tampashores Bay SecSingle Family
Taxes:$5,427
Remarks: Short Sale. Short Sale - Listed price has not been negotiated or approved by the current lender. There is a possibility the list price will not be the accepted contract price. Enter at your own risk. Mold and water damage throughout the property from hurricane flooding. The roof needs to be replaced. The pool caved in from flooding. Walls, and appliances need to be replaced. The only good thing about the home is that two new A/C units have been installed, since the flooding occurred. The home needs a complete rehab. We will be looking for highest and best offers once the property is listed for 10 days.
Listing is courtesy of: GREAT AMERICAN REALTY (813-961-9661)
Listing Agent: Michele Martinez (813-961-9661)
140 ASHLEY LN, OLDSMAR, FL 34677
$309,90042 Days on yellowkey MLS ID: TB8504188
1 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1981Monthly Fee: $440 Tax: $1,408 (2025)Community: East Lake Woodlands Cluster HomesSpa: NoSingle Family
Taxes:$1,408
Remarks: Under contract-accepting backup offers. Positioned below two recent appraisals, presenting a compelling opportunity for buyers seeking immediate value. Located within a gated golf course community in North Pinellas County (club and golf memberships optional), this light and bright 4-bedroom, 2-bath villa offers a flexible split-bedroom floor plan and inviting indoor-outdoor living. The great room is the focal point, featuring updated sliding glass doors that frame tranquil pond and fairway views of the 13th hole on the South Course, along with recently installed recessed lighting and wood-look plank tile flooring that enhance both ambiance and overall brightness—creating a warm, open, and inviting living space. New plantation shutters throughout the home add a refined, cohesive look while enhancing light control and privacy. The enclosed lanai extends the living area and opens to an additional patio and deck, ideal for relaxing or entertaining while enjoying the scenic setting. The rear deck is further enhanced by a retractable awning, providing flexible shade and added comfort for outdoor living year-round. The updated kitchen includes wood cabinetry, solid surface countertops, abundant drawer storage, a closet pantry, coordinating wood-look tile flooring, and double sinks. A casual breakfast area offers direct access to a private rear patio, perfect for grilling. Interior laundry closet conveniently located just off the kitchen. The primary suite offers ample closet storage with dual sliding-door closets, along with a large vanity area and separate water closet with a glass-enclosed shower. Both bathrooms feature expansive counter space with room to accommodate dual vanities, offering flexibility for future customization. Three additional bedrooms are well-sized and thoughtfully positioned for privacy, with one offering access to a private side patio—ideal for guests, a home office, or flex space. Well-maintained and move-in ready, this villa delivers a low-maintenance lifestyle with water and golf course views in one of the area’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (727-472-1144)
Listing Agent: Rick Scherer (813-230-5472)
208 CUTLASS WAY, OLDSMAR, FL 34677
$350,00050 Days on yellowkey MLS ID: TB8501214
REDUCED by $20,000 (5.4%) on 04/29/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1392 Built: 2015Monthly Fee: $285 Tax: $3,417 (2025)Community: Hayes Park VillageSingle Family
Taxes:$3,417
Remarks: NEW PRICE! Location, location, location is the key to finding the perfect home - and this one delivers on every level. If you have been searching for a place that blends character, convenience, and community, look no further. This charming 3-bedroom home sits in the picturesque neighborhood of Hayes Park Village, a community that feels like a slice of the French Quarter right here in Florida. Nestled in the heart of the City of Oldsmar, this home offers the best of old-world-charm with modern comfort. Oldsmar is a great City known for having more parks per sq. mile than any other city in the state along with excellent schools and an abundance of activities for all ages. Also, the home of Tampa Bay Downs and Tampa Bay Skating Academy. It is a place where community pride runs deep and quality of life comes naturally. The homes inviting wrap-around porch sets the tone from the moment you arrive. Enjoy your morning coffee as you look out to the neighborhood courtyard complete with a welcoming fire pit, creating the perfect setting for neighborhood gatherings. Inside the home, gleaming hardwood floors flow through an open concept living space that feels both spacious and cozy. The kitchen is beautifully appointed with granite countertops and 36" cabinets and a center island that anchors the room- ideal for cooking, entertaining or simply enjoying daily life. A convenient first floor powder room adds practicality for guest and family alike. The master suite opens to a second floor balcony that overlooks the lake and Richard B. Rogers Park. The Master bedroom also features a tray ceiling with crown molding and an upgraded bathroom with frameless glass shower enclosure and a walk-in closet. Two additional ample sized bedrooms and a guest bath complete the upstairs. THIS HOME HAS BEEN WELL MAINTAINED; ROOF IS JUST OVER A YEAR OLD AND THE AC IS JULY OF 2025, WATER HEATER REPLACED IN 2024. The PERFECT LOCATION connects TAMPA to PINELLAS COUNTY. Close commute to Tampa International Airport and International Mall. Within minutes of Clearwater and downtown Safety Harbor, Approximately 30 minutes to the Gulf Coast Beaches.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jennifer Kashtan (813-310-7200)
506 SHORE DR E, OLDSMAR, FL 34677
$900,00026 Days on yellowkey MLS ID: TB8509618
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1313 Built: 1955 Tax: $9,895 (2025)Community: Tampashores Bay SecSingle Family
Taxes:$9,895
Remarks: 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.
Listing is courtesy of: WESTWARD REAL ESTATE (813-285-4456)
Listing Agent: John Pestalozzi Jr Llc (813-285-4456)
1534 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$1,249,00027 Days on yellowkey MLS ID: TB8509589
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3402 Built: 1994Monthly Fee: $200 Tax: $7,125 (2024)Community: Greenhaven Unit-FourSingle Family
Taxes:$7,125
Remarks: 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!
Listing is courtesy of: KELLY RIGHT REAL ESTATE (813-321-2282)
Listing Agent: Louis Graniero (813-957-7160)
511 BUCKINGHAM AVE E, OLDSMAR, FL 34677
$1,300,00030 Days on yellowkey MLS ID: TB8507804
2 Days Off yellowkey (back on 5/20/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3436 Built: 2026 Tax: $1,427 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$1,427
Remarks: 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!
Listing is courtesy of: COMPASS FLORIDA LLC (813-365-9935)
Listing Agent: Darlene Davenport (813-309-3100)
545 LAKE CYPRESS CIR, OLDSMAR, FL 34677
$485,900100 Days on yellowkey MLS ID: TB8482985
0 Days Off yellowkey (back on 5/19/2026)
REDUCED by $9,100 (1.8%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1694 Built: 2000Monthly Fee: $140 Tax: $6,865 (2025)Community: Preserve At Cypress Lakes Ph Ii TheSpa: NoSingle Family
Taxes:$6,865
Remarks: Under contract-accepting backup offers. Waterfront Elegance on Lake Cypress Circle that is waiting for you and Move In Ready! Welcome to this meticulously renovated 3-bedroom, 2-bathroom residence, where modern meets serene waterfront living. Located on a quiet street with low HOA fees and NO CDD, this turn-key home offers the perfect blend of style, comfort, and peace of mind. Modern Chef’s Kitchen! Cabinetry: Brand-new white Shaker cabinets with soft-close drawers. Counters & Backsplash: Stunning new Quartz countertops paired with a Brand-New backsplash. Appliances: Gleaming new stainless-steel Refrigerator, New Stove, New Dishwasher, including a New microwave with an extended push-out vent. Extra Features: Convenient pantry for storage and a charming breakfast nook and separate Dining area that is multi-functional and can be used as additional living area. Versatile Sunroom: A bright, multi-purpose space perfect for an office, playroom, or media center or perhaps for a second seating area, featuring Water Views on three sides and direct backyard access. Flooring & Paint: High-quality New Premium laminate flooring throughout (no carpet!), complemented by a fresh, contemporary palette inside and out. All-new contemporary light fixtures, ceiling fans, and hardware and the home has lots of Natural light. Pet free and Smoke FREE Home! Primary Retreat: A Spa-like En Suite featuring "His & Hers" walk-in closets, double vanities, a relaxing garden tub, a separate shower stall, and elegant slate tile flooring. Secondary Bedrooms: Bedroom 2 features a Cozy Window Seat; both additional bedrooms offer generous closet space. Backyard Oasis: A sprawling lot designed for sunrises and sunsets, with room to add a custom pool. Functional laundry room with washer/dryer hookups and durable tile flooring. Automatic garage door opener and Freshly painted Garage including garage floor. Roof 2017 (August/September) Measurements are approx., Buyer to verify all information that is deemed to be accurate. Easy to show, Quick closing possible. Satisfactory Post-Remediation Verification report is available for any buyer during the contingency inspection period. The Community welcomes Pets.
Listing is courtesy of: CITY BREEZE ACTION REALTY (727-372-9000)
Listing Agent: Tamara Herz (813-394-4135)
848 CHRISTINA CIR, OLDSMAR, FL 34677
$560,00028 Days on yellowkey MLS ID: TB8509369
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1756 Built: 1994Monthly Fee: $68 Tax: $4,544 (2025)Community: Bay's EndSpa: YesSingle Family
Taxes:$4,544
Remarks: 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.
Listing is courtesy of: RIZZO & ASSOCIATES INC (727-894-4400)
Listing Agent: Philip Rizzo (727-656-4400)
2009 PEPPERTREE CT, OLDSMAR, FL 34677
$390,00045 Days on yellowkey MLS ID: O6403164
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1981 Tax: $927 (2025)Community: Bayside Meadows Ph IiSpa: YesSingle Family
Taxes:$927
Remarks: One or more photo(s) has been virtually staged. Motivated seller!!! Tucked away on a cul-de-sac, this beautifully maintained single-family home offers comfort, space, and thoughtful upgrades perfect for modern family living. Featuring 3 spacious bedrooms and 2 full bathrooms which one has a jacuzzi, the home boasts an open-concept living and dining area filled with natural light—ideal for both relaxing and entertaining. In addition there are 4 hurricane impact windows; 3 energy efficient which come with covers. Roof replaced in 2010. New roof is being replaced soon. HVAC/Water Heater 2024. The primary suite is a true retreat, complete with a walk-in closet and a uniquely designed master bathroom featuring a luxurious Jacuzzi tub, separate shower, and elegant double glass sinks. An additional room provides the perfect space for a home office, study, or flex use. Throughout the home, you’ll find a stylish combination of porcelain tile flooring in the main living areas and durable laminate flooring in the bedrooms, offering both beauty and easy maintenance. There is a swim spa in the backyard; a screen porch for relaxation; a shed and some gardening to work on. Also, house has an attached storage that could be turn into office. Also, in the garage there is an 38amp RV plug.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Ola Lombardi (727-256-7762)
551 SALMON CT, OLDSMAR, FL 34677
$349,90043 Days on yellowkey MLS ID: TB8502478
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: One or more photo(s) has been 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 is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Cathy Mccarthy (727-452-9339)
1909 CASTLE BAY CT, OLDSMAR, FL 34677
$370,000246 Days on yellowkey MLS ID: TB8436254
REDUCED by $4,000 (1.1%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1410 Built: 1984 Tax: $2,696 (2024)Community: Sheffield Village Ph Ii At Bayside MeadowsSingle Family
Taxes:$2,696
Remarks: --SERIOUS SELLER-WILLING TO NEGOTIATE--SUBMIT YOUR OFFER ASAP-- Check out this BEAUTIFUL 3-bedroom, 2-bath BLOCK home WITH GARAGE. located on a quiet cul-de-sac in the heart of Oldsmar. BEAUTIFUL HIGH GLOSS TILE FLOORING THROUGHOUT Featuring spacious living areas with vaulted ceilings, a primary bedroom with an ensuite, and a split bedroom layout for added privacy and a rear screened porch perfect for relaxing or entertaining. The home has been thoughtfully upgraded with a new electrical panel (2018), roof (2020), air conditioning system (2021), gutters (2022), garage door (2022), water heater (2022), and water softener tank (2024) Exterior Water Line (2025). along with fresh exterior paint. Situated just steps from Sheffield Park, residents enjoy access to hiking and running trails, tennis and basketball courts, a playground, and a covered pavilion for events. Conveniently close to shopping centers, restaurants, downtown Tampa, the international airport, Clearwater beaches, and St. Pete, this neighborhood offers a peaceful environment with NO HOA fees. This turnkey home combines modern comfort with an unbeatable location—great curb appeal, stop by and take a look you wont be disappointed! MOTIVATED SELLER! SUBMIT YOUR OFFER TODAY!
Listing Agent: Craig Berenger, Jr. (727-772-0772)
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