Location: Oldsmar
Do Not Show Listings
140 ASHLEY LN, OLDSMAR, FL 34677
$309,90035 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,408
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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
$350,00043 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
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
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
$900,00019 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
Elementary School: Oldsmar Elementary-PN
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
$1,249,00020 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
Tax Year: 2024
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
$1,300,00023 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
$485,90093 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
$560,00021 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
$390,00038 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
$349,90036 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
$370,000239 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 is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Craig Berenger, Jr. (727-772-0772)
1654 BAYHILL DR, OLDSMAR, FL 34677
$570,000234 Days on yellowkey MLS ID: TB8438417
0 Days Off yellowkey (back on 5/18/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2320 Built: 1995Monthly Fee: $199 Tax: $5,855 (2024)Community: CreeksideSingle Family
Taxes:$5,855
Elementary School: Cypress Woods Elementary-PN
Remarks: Under contract-accepting backup offers. "SELLER OFFERING $6000 TOWARDS CLOSING COSTS" THIS HOME SITS IN THE QUAINT SECLUDED CREEKSIDE COMMUNITY INSIDE THE GATES OF EASTLAKE WOODLANDS, LARGE FAMILY HOME OF 4 BEDROOMS, 2 AND HALF BATHS, 2 CAR GARAGE WITH POOL, YOUR OPEN CONCEPT OF DINING AND LIVING ROOM GREAT FOR THE FAMILY TO GATHER, KITCHEN WITH GRANITE COUNTER TOPS AND UPDATED BACKSPLASH, APPLIANCES TO INCLUDE DISHWASHER OCTOBER 2025, FAMILY ROOM WITH SLIDING GLASS DOORS GOING TO YOUR PERSONAL PARADISE TO ENJOY YOUR SCREENED ENCLOSED PAVED PATIO INGROUND POOL OUT DOORS ANOTHER GREAT ENTERTAINMENT SPACE, THEN OUTSIDE TO SWING AND ENJOY THE WILD LIFE AND DEER AND THE PRIVATE AND QUIET BROOKER CREEK PRESERVE AREA, THEN YOUR BEAUTIFUL STAIRCASE TO YOUR PRIMARY BEDROOM RETREAT WITH LARGE EN-SUITE BATHROOM, INSIDE LAUNDRY ROOM, AC SYSTEM INSTALLED 2021, ROOF 2018. DON'T MISS OUT ON THIS RARE OPPORTUNITY TO OWN THIS MUCH SQUARE FOOTAGE FOR SUCH A GREAT COMMUNITY. POSSIBILITIES ARE ENDLESS!!
Listing is courtesy of: ECKERT REALTY & PROPERTY MGMT (727-240-0668)
Listing Agent: Karen Hutson (727-240-0668)
311 VISTA CRUISER LN, OLDSMAR, FL 34677
$350,000194 Days on yellowkey MLS ID: TB8450597
REDUCED by $5,000 (1.4%) on 04/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1547 Built: 2015Monthly Fee: $248 Tax: $3,551 (2024)Community: Hayes Park VillageSingle Family
Taxes:$3,551
Remarks: What else could you want ... This charming 3-bedroom, 2.5-bath home offers the perfect blend of style, comfort, and peace of mind. Outfitted with hurricane shutters, impact windows, and a hurricane-rated garage door, the home ensures lasting security while sitting just moments from parks and walking trails. A brick-paved walkway and covered front porch create a warm welcome, leading into an inviting open-concept living, dining, and kitchen space adorned with elegant diagonal tile flooring, crown molding, and wide baseboards. The kitchen shines with 42" ebony cabinets, rounded granite countertops, a stylish tile backsplash, a spacious island perfect for casual dining, and a generous walk-in pantry. Your half bath is conveniently located off the hallway that also leads to your oversized 2-car garage. Upstairs, the primary suite feels like a private retreat, offering tray ceilings, a walk-in closet, and an en suite bath featuring an oversized step-in shower, private water closet, and dual-sink vanity. Step through your private door to a covered balcony—an ideal spot for morning coffee or evening breezes. Two additional bedrooms share a charming Jack-and-Jill bath, while the upstairs laundry room with shelving adds everyday practicality. The abundant guest parking make hosting effortless, and the community fire pit invites cozy gatherings and neighborhood connection. Enjoy yard maintenance and water included in your HOA, city-style living in an exceptional location just minutes from top-rated schools, parks, a spray park off Pine, beautiful beaches, Tampa International Airport, and a wide array of dining and shopping—including Walmart and Starbucks just a stone’s throw away. All furniture is negotiable, making this a beautifully simple, move-in-ready opportunity. Come check it out You will also enjoy Oldsmar living offering so much - tons of eateries, parks, zip line fun, pickleball courts, walking trails and so much more! WOW WOW WOW ...
Listing Agent: Vanessa Leonard (727-647-2706)
1795 BAYHILL DR, OLDSMAR, FL 34677
$539,90054 Days on yellowkey MLS ID: TB8476650
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 1994Monthly Fee: $199 Tax: $8,406 (2025)Community: CreeksideSingle Family
Taxes:$8,406
Remarks: This unique home exudes character and is located on a peaceful conservation lot with no rear neighbors situated within the secure, gated community of East Lake Woodlands! The minute you step inside this charming home, you'll be captivated with impressive design features such as stone accents, glass block, mirrored walls and doors that display vibrant color prints contributing to the home’s style and appeal! The impressive living area has a stone-face fireplace and attractive laminate flooring. The kitchen with solid surface counters, stainless steel appliances, a wine refrigerator, stackable washer/dryer and closet pantry offers an abundance of cabinets and counterspace, complemented by plant shelves for additional decor! The home has a split bedroom layout for maximum privacy. The primary bedroom offers an ensuite bath with soaking tub, double vanities, a step in shower with artistic tile and relaxing shower jet system. A versatile bonus room with French Doors at the front of the home, provides endless possibilities, whether you require a guest room, office, playroom, reading nook, den or exercise room. Both bedrooms and the bonus room are outfitted with striking wall-mounted wood closet organizer systems. Sliding doors from the living room open fully to a screened porch, which leads to a pavered patio offering serene views of nature – a perfect place to unwind and enjoy the outdoors! Your new home is equipped with a Tesla home battery system powered by solar panels and includes 3 powerwalls, all paid off! Additional features include a water filtration system, sprinkler system and impact-resistant windows and sliding doors for peace of mind and energy efficiency. The craftsman of the home will appreciate the garage with its working table, storage cabinets, an auto-rewind air hose reel, an overhead drop cord with electrical outlet and convenient sink. The roof was installed in 2016, AC in 2012 and water heater in 2014. Enjoy low HOA fees, NO CDD fees and non-Flood Zone X. Living in East Lake Woodlands provides a casual way of living surrounded by natural beauty, wildlife, walking paths, conservation areas, ponds and lakes. The Ardea Country Club offers residents membership options for their resort style amenities which include two 18 hole championship golf courses, driving range, tennis and pickleball courts, lap and freeform pools, clubhouse, dining, fitness center, children's clubs and social activities. This premier location is close to major medical facilities, entertainment venues, a wide array of restaurants, malls, parks, marinas, sporting events and concerts. There’s easy access to Honeymoon Island, Clearwater Beach and both Tampa International Airport and St. Pete/Clearwater Airport are just a 35 minute drive away. This home is truly a must see for those looking for privacy, modern conveniences and a relaxing lifestyle!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Rose Brown (727-403-0180)
317 SHORE DR E, OLDSMAR, FL 34677
$484,700128 Days on yellowkey MLS ID: FC315737
REDUCED by $4,970 (1.0%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 2000 Tax: $6,929 (2024)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$6,929
Remarks: STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground level and all living areas elevated. Major upgrades include a new roof, a newer water heater (<5 years), and a renovated primary suite featuring a walk-in closet. The kitchen shines with stylish quartz countertops, and a large first floor laundry room. Step outside to your fully fenced, level backyard—ideal for entertaining or relaxing in the screened-in porch. The property includes a dedicated RV or Boat pad. Enjoy an incredible lifestyle within walking distance or take your golf cart to the waterfront parks, nature trails, pickleball courts, a fishing pier, and playgrounds. Located in a top-rated school district. This home is the complete package.
Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-445-5595)
Listing Agent: Charles Kelly (203-610-3091)
324 COUNTRY CLUB DR, OLDSMAR, FL 34677
$385,000405 Days on yellowkey MLS ID: TB8379269
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1288 Built: 1960 Tax: $3,828 (2024)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$3,828
Remarks: Home Renovated to Perfection!** Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity. - **4 spacious rooms**: Ideal for the comfort of the whole family. - **2 completely renovated bathrooms**: With modern and elegant finishes. - **Large kitchen**: With new appliances and an ideal design to inspire any chef. - **Bright living room**: Perfect space to relax and enjoy pleasant meetings. - **Back garden**: An outdoor area to enjoy and customize to your liking. - **exclusive restaurants**, perfect for enjoying unforgettable dinners. - **Close to stores** and local services, making your daily purchases easier. - Excellent access to transportation and other urban amenities. This house perfectly combines modern design and functionality. Don't miss the opportunity to live in a home that has it all.
Listing is courtesy of: FRIENDS REALTY LLC (813-464-1640)
Listing Agent: Aime Alfonso (813-500-0823)
432 COUNTRY CLUB DR, OLDSMAR, FL 34677
$475,00096 Days on yellowkey MLS ID: A4684573
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1936 Built: 1960 Tax: $3,551 (2025)Community: Oldsmar Country Club Estates Sec 2 Blk 3, Lot 6Single Family
Remarks: Tucked inside a quiet neighborhood, but only one street away from the magnificent Tampa bay, this 3-bedroom, 3 bath, income- producing residence offers nearly 2000 sf of living space and on a large -size lot with lots of matured trees. With the pool centered in the courtyard, and sliding doors around to maximize the view, this scene will recalibrate your mood every time you walk through it regardless of whether you take a morning swim before work, or just read quietly on the deck with your glass of wine nearby. The house is completely renovated with granite counter tops and stainless -steel appliances, slider doors, and a new pool heater, new pool cage, AC 2025. If you are a person who loves nature and calmness, Oldsmar is for you: R.E. Olds Park, Oldsmar Trail, Veterans Memorial waterfront park are all nearby. The schools are great if this is what required. If you want to invest, the house is already going strong with everything set up. Let's make it your home.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Phuong Vu Nguyen (941-909-4488)
509 CYPRESS VIEW DR, OLDSMAR, FL 34677
$624,90049 Days on yellowkey MLS ID: TB8496854
3 Days Off yellowkey (back on 5/12/2026)
REDUCED by $9,100 (1.4%) on 05/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2084 Built: 1998Monthly Fee: $140 Tax: $4,902 (2025)Community: Preserve At Cypress Lakes Ph I TheSingle Family
Taxes:$4,902
Remarks: Under contract-accepting backup offers. REDUCED - SELLER MOTIVATED - PRICED TO SELL ... Plus -Enjoy peace of mind with a seller-provided 1-year Home Warranty. OVERSIDED - FULLY FENCED CORNER LOT in highly desirable area/community of Oldsmar - Preserve At Cypress Lake. 4 Bedrooms, 2 Full Bathrooms, no carpeting, only wide-plank flooring & ceramic tile throughout. Separate Living/Dining Room area (currently being used for home Theatre/Office set up). Enjoy another separate Gathering Room. Large Eat-In Kitchen has Breakfast Bar opening to Gathering Room - perfect for entertaining or everyday living. Stainless Steel Appliances, Granite Counters, Pantry, Roll-Out Cabinetry. Connects to inside Laundry Room includes Washer/Dryer. Primary Bedroom large enough for King size Bedding, large Walk-In Closet. Private Ensuite full Bathroom with separate Shower, Garden Tub and Dual Sinks. Other 3 Bedrooms are adequately sized and share another full Bathroom. Closets are equipped with custom closet systems. Plantation Shutters on formal Living Room, Dining Room and Kitchen windows. The outdoors will not disappoint. Screened Lanai features amazing Pool for all your recreation, relaxation & oversized extra Patio space - all under the screened area. Enjoy additional entertaining or everyday living space with grassed area in back yard and another large Paver Patio - perfect for Grilling, Fire Pit, taking in the sun or sitting under an umbrella. Roof installed in 2017. New Hot Water Heater in 2025. Location is SUPBERB ... close to Forest Lakes Elementary, YMCA, Cypress Forest Recreation Center/Waterpark-Spray Park Splash Pad. Enjoy the nearby Nature Trail, Restaurants, Stores, Oldsmar Flea Market, BMX Complex, Oldsmar Hockey Complex, Ball Parks, convenient to Airport, directly down Tampa Road to all the happenings in Dunedin Main Street, Honeymoon Island and all the other Beaches in the area. Enjoy the holiday festivities this community has sponsored - riding on a horse drawn wagon to view neighborhood houses that have decorated. OLDSMAR & Preserve At Cypress Lakes is the place to be !!!
Listing is courtesy of: FLORIDA HOME REALTY GROUP, LLC (813-523-2280)
Listing Agent: Phyllis Clark (813-523-2280)
2151 DIAMOND CT, OLDSMAR, FL 34677
$1,350,000222 Days on yellowkey MLS ID: TB8440175
REDUCED by $39,000 (2.8%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3850 Built: 1998Monthly Fee: $142 Tax: $9,378 (2024)Community: Diamond CrestSpa: YesSingle Family
Taxes:$9,378
Remarks: Welcome to 2151 Diamond Court ~ Where luxury meets everyday comfort and style. This beautifully updated residence in the exclusive, gated community of Diamond Crest at East Lake Woodlands offers stunning water and conservation views and a thoughtfully designed 3-way split floor plan with a dedicated front office. From the moment you step inside, you’ll notice the meticulous attention to detail. The spacious, NEWLY RENOVATED GOURMET KITCHEN features custom cabinetry, quartz countertops, Café Platinum Collection appliances (including double wall ovens with air fryer and 36” induction cook-top), and a show-stopping triple frosted glass pantry door. The kitchen opens seamlessly to the expansive great room where a 60”, three-sided glass linear fireplace and floor-to-ceiling picture window frame the serene natural backdrop. Nearly every major improvement has already been completed for peace of mind — including a BRAND NEW TILE ROOF, PGT LOW-E IMPACT WINDOWS, luxury plank flooring throughout, and a NEW PANORAMIC-VIEW SCREENED LANAI enclosure that beautifully extends your indoor living outdoors. Enjoy unobstructed views of lush conservation and tranquil water, making this home perfect for both relaxing and entertaining. The primary suite is generously sized with large windows that bring the outdoors in, while each guest wing offers privacy and comfort. All bathrooms have been tastefully remodeled, and remote-operated window treatments and ceiling fans add to the home’s thoughtful conveniences. Outside your front door, discover the newly re-imagined Ardea Country Club, offering championship golf, state-of-the-art racquet facilities, expanded dining, resort-style amenities, and engaging spaces for all ages. Membership is optional — simply visit the clubhouse for details. Location is unbeatable — tucked in a quiet, private setting yet just 20–25 minutes to Tampa International Airport, award-winning Gulf beaches, and the vibrant dining and shopping of both Tampa and Clearwater. This home truly has it all — luxury, convenience, and a view you’ll never tire of. Come experience it in person.
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Michelle Johncola (727-515-2415)
1744 MAPLELEAF BLVD, OLDSMAR, FL 34677
$610,00092 Days on yellowkey MLS ID: W7883065
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $15,000 (2.4%) on 04/20/2026
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3124 Built: 2000Monthly Fee: $12 Tax: $4,563 (2025)Community: Eastlake Oaks Ph 4Spa: NoSingle Family
Taxes:$4,563
Remarks: Under contract-accepting backup offers. Perfection and CHARM has arrived in popular Oldsmar, FL. This south east facing- AMAZING 6 bedroom, 3 full bathroom two-story corner lot home is nothing short of dreamy. With a full privacy fence, new exterior paint and new carpet upstairs, a spacious screened in lanai WITH HURRICANE/SAFE ROOM, you can not let this pass you by. Step inside to a majestic entryway and a floor plan with a purpose. Front door has a slider screen on it so you can open the front door all year. To your right, you have a Florida room and dining room combo perfect for entertaining or enjoying the picturesque views. This connects to the dining space that can accommodate a rather large setting. Once through this space, you get to the heart of the home. This GORGEOUS kitchen is jam-packed with positives! Center island with electricity, ample counter space, tons of cabinetry, a separate bar/serving area with pass through to the living room, a quaint dinette with views into the backyard, large pantry, and stainless steel appliances. The living offers great space and is cozy and bright. There is a GUEST ROOM on the main level tucked in the back that has a full bathroom near it; an absolute necessity in today's market. Upstairs, take note of the wide hallways. There are 5 MORE spacious bedrooms here! The primary retreat is separated for privacy and the ensuite has NEW luxury vinyl flooring and walk-in shower and garden tub. Huge owners closet. The third FULL bathroom is shared for the other rooms and has been tastefully updated with modern tile details and shiplap. Smart technology for day time and night time lighting or play some music while getting ready! The outdoor oasis is open to whatever your lifestyle desires. The hurricane/safe room has independent air flow and electricity. NEWER WINDOWS! UV system for AC unit. EastLake Oaks does provide a COMMUNITY POOL for all to enjoy. This home is close to medical, grocery, restaurants, parks, easy travel to Tampa/Clearwater and the beaches/airports. PRIME location and popular schools. No CDD fees, low HOA, and low flood insurance. 5 years warranty on AC units. Click on both links for a two tours!
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Kristy Thurber (904-271-1950)
435 LAKEVIEW DR, OLDSMAR, FL 34677
$475,00072 Days on yellowkey MLS ID: TB8489554
REDUCED by $14,000 (2.9%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1570 Built: 1984Monthly Fee: $35 Tax: $6,675 (2025)Community: Manors Of Forest Lakes TheSpa: YesSingle Family
Taxes:$6,675
Remarks: Welcome to Forest Lakes and this beautifully appointed, immaculately maintained 3-bedroom, 2-bath, 2-car garage home offering 1,569 square feet of living space. Nestled in an exceptional school district, this home has been lovingly cared for and is truly immaculate. It features soaring vaulted ceilings, a cozy fireplace, and French doors leading to a large backyard retreat. The gorgeous kitchen with granite, newer stainless steel appliances, and pantry overlooks both the living room and the pool, which is fully screened and features a child-proof fence for added security. The master bedroom offers a private en-suite bath, providing a tranquil retreat. Other highlights for this house include a new 200 amp electrical panel with whole home surge protector, new switches and recepticals throughout and a dedicated 50 amp E.V. car charger. A four-year-old roof, with newer windows, and a new garage door, makes Florida living a breeze. Outside, enjoy the large pool area and spa with a new pump, timer, and automatic cleaner, a fire pit, and a host of amenities. An oversized garage also features a dedicated electric outlet for your vehicle, a washer and dryer, and a newer water heater. The community offers a lakefront playground, a barbecue area, a fishing dock, and courts for basketball, tennis, and racquetball. With very low monthly HOA fees and a large community pool, this move-in-ready home is a true gem. Don’t miss out! Nothing else to do but move in!
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Kim Krenek (727-262-3181)
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