Location: Oldsmar , 34677
Do Not Show Listings
131 SABAL CT #E, OLDSMAR, FL 34677
$155,00022 Days on yellowkey MLS ID: TB8509741
REDUCED by $5,000 (3.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1987 Tax: $2,319 (2025)Community: Gardens Of Forest Lakes Condo TheCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,319
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautifully maintained condo in the heart of desirable East Lake Woodlands! Offering a spacious and inviting layout, this residence provides the perfect blend of comfort, convenience, and relaxed Florida living. LOW HOAs and fantastic amenities that include a full size pool, a kiddy pool, tennis/basketball/raquetball courts, and a playground. This light and bright unit features an open floor plan with generous living and dining areas, perfect for entertaining or relaxing at home. The kitchen offers ample cabinet and counter space with a functional layout ideal for everyday living. The primary suite includes a private bath and spacious closet space, while additional bedrooms provide flexibility for guests, family, or a home office. Great location near Honeymoon Island, RE Olds Park, Tampa International Airport, bike and walking trails, dog parks, shopping, restaurants, live theater, museums, and activities in downtown St. Pete and Tampa.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Paul Ly (813-841-4655)
112 LAKEVIEW PL #12, OLDSMAR, FL 34677
$179,90013 Days on yellowkey MLS ID: W7886045
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1980Monthly Fee: $663 Tax: $638 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$638
Remarks: Highly valued lifestyle and amenities all waiting for you! Second floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy the pond views from the great room, owers suite and covered porch.. This home comes with new A/C unit (April 2026) and electrical improvements. Clean, well maintained and waiting for you to make your own personal touches. Kitchen is well proportioned with plenty of cabinet space. Great room includes a wood burning fireplace. Maintenance free living with internet, cable, trash, water/sewer and exterior maintenance all covered with HOA fee. Included, Comnunity Pool is a short walk away. East Lake Woodlands is a popular golf course community that offers optional golf course, fitness and social club memberships. Gated and secured with 2 guarded entrances. East Lake Woodlands is central and convenient to many shopping options within a mile and healthcare. A short drive to Lake Tarpon, John Chestnut park, area beaches and Tampa International airport.
Listing is courtesy of: SAMUELSEN BUILDERS REALTY LLC (727-243-4464)
Listing Agent: Michael Ryan (727-243-4464)
2013 SUNSET WIND LOOP, OLDSMAR, FL 34677
$400,00013 Days on yellowkey MLS ID: TB8507673
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1667 Built: 2019Monthly Fee: $580 Tax: $5,015 (2025)Community: Bayside TerraceTownhouse
Taxes:$5,015
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the heart of Oldsmar! Built in 2019, this move-in ready home offers the perfect blend of modern style, comfort, and low-maintenance living. The open-concept floorplan features a spacious living and dining area that flows seamlessly into the kitchen, complete with oversized counters ideal for entertaining, meal prep, and everyday living. Upstairs, the generously sized primary suite includes custom closet upgrades, while Bedroom 1 features a custom Murphy bed, creating the perfect flexible space for guests, a home office, or both. Additional thoughtful features throughout the home add both function and style, including luxury vinyl flooring, a 1-car garage with EV charger, and a whole-home water filtration and anti-scale system. Nestled in the corner of the community, this home offers added privacy and convenient access to guest parking. The peaceful rear patio faces mature trees and fencing, creating a relaxing outdoor setting to enjoy Florida living. Residents also enjoy access to a resort-style community pool with scenic views overlooking Safety Harbor, adding to the elevated lifestyle this community offers. Conveniently located near shopping, dining, parks, beaches, and top Tampa Bay commuting routes, this is an incredible opportunity to own a newer construction townhome in a highly desirable location.
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Nicole Chin (813-323-1461)
116 BRENT CIR, OLDSMAR, FL 34677
$450,000147 Days on yellowkey MLS ID: TB8462407
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2004Monthly Fee: $473 Tax: $6,941 (2024)Community: Seaside EstatesTownhouse
Taxes:$6,941
Tax Year: 2024
Remarks: Elevated Gated Community. WATERFRONT 3 bedrooms, 3 full baths plus a tandem 2-3 car garage with sliders to a first, second and third floor patios, the patios overlook the dock and boat slip that come with the townhome. The kitchen is open to the dining and family rooms. One bedroom and full bath is located on the main level, while the master suite, and the 3rd bedroom both with full bathrooms are located on the top floor along with the laundry closet. The oversized master features two walk-in closets and floor to ceiling windows with sliders out to one of two private balconies in the home. The master bath has a walk-in shower, garden tub, and dual sinks. High ceilings throughout the home. A must see! Seller is motivated! LET'S MAKE A DEAL!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Michele Miklinski (727-204-0495)
50 WOODLAKE PL, OLDSMAR, FL 34677
$210,00030 Days on yellowkey MLS ID: TB8507105
REDUCED by $8,000 (3.7%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1983 Tax: $3,197 (2025)Community: East Lake Woodlands Woodlake RunCondo
Taxes:$3,197
Remarks: Welcome to Woodlake Run in the gated East Lake Woodlands Country Club community, where tranquil pond views and beautiful sunsets create the perfect Florida lifestyle. This first-floor condo offers a peaceful setting overlooking a scenic two-acre pond, with an oversized glass-enclosed lanai providing the ideal space to relax and enjoy the landscaped yard and water views year-round. Inside, the tiled entrance foyer opens to a spacious living and dining area with a breakfast bar connecting to the open kitchen, featuring granite countertops, wood cabinets with pantry cabinet. Sliding glass doors from both the living room and primary bedroom lead to the expansive rear lanai, while additional sliders from the kitchen and guest bedroom open to the screened front patio where the utility closet with washer and dryer is conveniently located. The split-bedroom floor plan offers privacy and comfort for residents and guests alike. The primary suite features a walk-in closet along with a second built in wall closet, oversized vanity, linen closet, and tub/shower combination. The guest bedroom is generously sized and located near the guest bath with walk-in shower and its own linen closet. This condo is completely tiled thru out! Residents enjoy access to two nearby heated community pools and the option to join Ardea Country Club, featuring two championship 18-hole golf courses, tennis, pickleball, fitness center, dining, social activities, and more. Ideally located near Westfield Countryside Mall, shopping, restaurants, entertainment, parks, walking trails, and the sandy beaches of Honeymoon Island, with easy access to the charming downtown areas of Tarpon Springs, Dunedin, and Safety Harbor. This is Florida living at its best in one of the area’s most desirable gated communities. This condo comes conveniently fully furnished and contents are included in the sale (King bed in the primary bedroom and twin beds in the guest bedroom).
Listing Agent: Karen Sewell (727-542-4467)
1912 CUTTY BAY CT, OLDSMAR, FL 34677
$325,00021 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
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)
1820 DRIFTWOOD CIR N, OLDSMAR, FL 34677
$379,900205 Days on yellowkey MLS ID: TB8447176
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1528 Built: 1973 Tax: $1,160 (2024)Community: Harbor Palms-Unit TwoSpa: NoSingle Family
Taxes:$1,160
Elementary School: Oldsmar Elementary-PN
Remarks: Under contract-accepting backup offers. GREAT BUY ON THIS WONDERFUL 3 BEDROOM POOL HOME LOCATED IN THE DESIRABLE HARBOR PALMS SUBDIVISION. THE HOME FEATURES AN EXCELLENT SPLIT-BEDROOM FLOOR PLAN, A SPACIOUS LIVING ROOM, A COMFORTABLE FAMILY ROOM, AND GENEROUSLY SIZED BEDROOMS. ENJOY A SCREENED-IN POOL AND AN OVERSIZED ONE-CAR GARAGE. RECENT UPDATES INCLUDE A NEW A/C (2022), NEW ELECTRICAL PANEL (2023), AND A ROOF INSTALLED IN 2012. WITH INTERIOR UPDATES, THIS ADORABLE, COZY HOME CAN BECOME EXACTLY WHAT YOU’RE LOOKING FOR. NO FLOOD DAMAGE FROM RECENT STORMS. GREAT OLDSMAR LOCATION CLOSE TO MAJOR SHOPPING, GROCERY STORES, AREA BEACHES, PARKS, AND MORE!
Listing is courtesy of: SELECT PROPERTIES INC (727-934-4099)
Listing Agent: Frank Acerra (727-410-9849)
606 CABERNET WAY, OLDSMAR, FL 34677
$339,90014 Days on yellowkey MLS ID: TB8512784
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2015Monthly Fee: $420 Tax: $4,894 (2025)Community: Tuscany Woods SouthTownhouse
Taxes:$4,894
Remarks: HERE IT IS! Located in the highly desirable Tuscany Woods community in Oldsmar, this impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect combination of comfort, convenience, and pride of ownership. Lovingly cared for by the original owner, this beautifully maintained home is truly move-in ready. Step inside to find fresh interior paint, like-new carpet, elegant crown molding downstairs, and custom trimmed windows throughout. The beautifully appointed kitchen features granite countertops, wood cabinetry, stainless steel appliances, and a stylish backsplash, creating the perfect blend of functionality and design. The nicely appointed floor plan features spacious living areas and a screened-in back porch overlooking a small yard — perfect for relaxing or entertaining. Every detail of this home reflects immaculate condition and thoughtful upkeep. Major updates include an HVAC system replaced in 2022, offering peace of mind for years to come. Located in a gated community with no flood insurance required, the HOA provides exceptional value by including water, sewer, trash, roof maintenance, exterior paint, lawn care, and landscaping. Situated within an A-rated school district and just minutes from top dining, shopping, Tampa International Airport, and the world-renowned Gulf beaches, Oldsmar continues to be one of the Tampa Bay area’s most sought-after locations. Don’t miss this rare opportunity to own a meticulously maintained home in a prime location!
Listing is courtesy of: THE SOMERDAY GROUP PL (813-520-9123)
Listing Agent: Josef Kochling (813-270-8153)
402 SHORE DR W, OLDSMAR, FL 34677
$849,00085 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
$499,00022 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)
1203 CLAYS TRL #406, OLDSMAR, FL 34677
$285,000474 Days on yellowkey MLS ID: W7871895
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1910 Built: 1991 Tax: $2,028 (2024)Community: Laurel Oaks At East LakeCondo
Taxes:$2,028
Remarks: Under contract-accepting backup offers. UNBELIEVVABLE VALUE in East Lake Woodlands!! 1203 Clays Trail #406 nestled in the highly sought after community of Eastlake Woodlands. This spacious 2bed/2bath condo has it all to include a 1 car garage and a fantastic layout. As you enter the condo there are stairs that take you up to the living area that features a beautiful kitchen in the center of the condo with a large living room to the left and a spacious living/dining room combination complete with a woodburning fireplace to the right. The balcony can be accessed by both the family room as well as the primary bedroom and offers a tranquil view of the pond below while enjoying a morning coffee or and early evening libation. The kitchen has plenty of cabinet space and a center island with a range top for prepping and cooking but is also large enough to eat at or entertain guests. The countertops are granite and there is a built-in pantry. The guest bath has a tub/shower, and the primary bath has a jetted tub and separate shower and dual sinks. The carpets were recently replaced, the A/C in 2019 and roof was replaced in 2012. While there is a one car garage there is an additional parking pad for another vehicle. Eastlake Woodlands has a variety of amenities to enjoy such as golf, tennis, pickleball, swimming and a restaurant which can be used for additional fees. The community is centrally located with easy access to Tampa, the Gulf Beaches including Honeymoon Island State Park and numerous restaurants and shopping. Don't miss out on the wonderful opportunity to live and enjoy the best of what Tampa Bay has to offer.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)
Listing Agent: John Bailey Jr (727-809-0062)
1505 SUNSET WIND LOOP, OLDSMAR, FL 34677
$380,000100 Days on yellowkey MLS ID: W7883526
REDUCED by $10,000 (2.6%) on 05/27/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1667 Built: 2018Monthly Fee: $580 Tax: $5,187 (2025)Community: Bayside TerraceTownhouse
Taxes:$5,187
Remarks: This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor, providing added privacy and a more open feel from the lanai. Grilling is allowed in the backyard area, giving you the ability to enjoy outdoor cooking and entertaining. The home has been meticulously kept and shows true pride of ownership. It also includes a private 1 car garage for secure parking and additional storage. Upon entering, you immediately notice the ultra-modern feel and the exceptionally well-maintained condition of the property. The spacious kitchen features an extra-large island that is so generously sized it feels like it has its own zip code, along with an under-mount sink, quartz countertops, stainless steel appliances, and a walk-in pantry. The main living area has tile flooring throughout, creating a clean and seamless look, and opens to a screened-in lanai with brick pavers for easy indoor and outdoor living. Upstairs, the upgraded Berber-carpeted staircase with elegant railing leads to a loft area and all bedrooms. The primary suite is generously sized and includes multiple walk-in closets and a beautifully designed en-suite bathroom. Bedrooms two and three each feature carpeting and their own walk-in closets, offering excellent storage and flexibility. The home also includes hurricane shutters stored in the garage, providing added storm protection and peace of mind. Bayside Terrace offers resort-style amenities including a waterfront infinity heated salt-water pool, a covered pavilion overlooking the water, a cabana, two BBQ grills, a gas fire pit, a fitness center, clubhouse, and a dock with kayak and canoe launch access. The gated entrance and deed restrictions add an extra layer of privacy and security, while the waterfront setting allows residents to enjoy Florida sunsets and an active coastal lifestyle. Please view two videos: Tour 1 & Tour 2.
Listing Agent: Eric Jenkins, Pa (727-409-3484)
372 COBIA WAY, OLDSMAR, FL 34677
$194,99550 Days on yellowkey MLS ID: TB8499655
REDUCED by $5,000 (2.5%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1984Monthly Fee: $60 Tax: $3,232 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$3,232
Remarks: Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ golf cart friendly community in the heart of Oldsmar offers the best of Florida retirement living at an unbeatable value. Step inside to a bright, open floor plan featuring dark hardwood-style flooring and bold coastal teal accents throughout. The spacious living and dining areas flow into a well-appointed kitchen with wood cabinetry, a center island with breakfast bar, and stainless steel appliances. The primary suite includes a private en-suite bath, with a second full bath rounding out the layout. Screened lanai, wide carport, inside laundry, and a utility shed out back — this one has it all. You own the land. No lot rent. Ever. Low HOA and an active social calendar to boot. Community amenities include a heated pool & spa, clubhouse, sauna, library, shuffleboard, and bocce ball. Walk across the street to AMC Theatres, Beall's, Marshalls, and a full lineup of restaurants. Minutes to Publix, Walmart, and Countryside Hospital. Just ~10 miles to Honeymoon Island and Caladesi State Park. NOT in a flood zone!
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Justin Cans (347-238-0790)
3133 HURON AVE, OLDSMAR, FL 34677
$499,00015 Days on yellowkey MLS ID: TB8512032
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 1978 Built: 1985 Tax: $5,781 (2025)Community: West Oldsmar Sec 1Apartment
Taxes:$5,781
Remarks: Amazing opportunity to purchase a duplex with potential assumable financing at an attractive below-market interest rate! Nice block duplex in a prime location! One unit is vacant and completely remodeled with luxury renovations. Must see this renovation! Renovation includes new luxury vinyl plank flooring, new bathrooms with brand new shower walls and tub, new toilet, new vanity, fresh paint inside and out, new fixtures, and much more. New electric panels replaced in 2026. New roof replaced in 2023. The back unit is currently rented to a great tenant at $1,700/month. Each unit has its own water meter and electric meter, along with washer/dryer hookups. Property has not experienced hurricane-related flood damage. No HOA or CDD fees. There is plenty of dedicated parking for each unit along with completely enclosed backyard areas. This duplex could make a great home to live in and also a great investment opportunity!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: David Donat (813-495-7120)
105 MOBBLY BAY DR, OLDSMAR, FL 34677
$1,224,90020 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
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 Agent: Jason Bandy (727-215-5760)
120 EVELYN CT, OLDSMAR, FL 34677
$259,00045 Days on yellowkey MLS ID: TB8501596
REDUCED by $19,000 (6.8%) on 05/26/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1979Monthly Fee: $490 Tax: $5,156 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$5,156
Remarks: Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-after neighborhoods in Pinellas County and the Tampa Bay area. This home offers a wonderful opportunity for buyers seeking low-maintenance living in a prime Oldsmar location. This immaculate villa has been very well maintained through the years and is ready for move-in, while also allowing the next owner the opportunity to update and personalize over time. The home features a thoughtfully designed floor plan with spacious living areas and generously sized bedrooms, creating a comfortable and functional living environment. The primary suite includes a walk-in closet and private ensuite bathroom, providing privacy and convenience. The additional bedroom is also well-sized, making the home ideal for guests, seasonal living, or a home office. One of the standout features of this property is the large sunroom/lanai, offering a bright and inviting space that can be enjoyed year-round. Whether you’re relaxing with your morning coffee or entertaining guests, this versatile area adds valuable living space and enhances the overall flow of the home. Important updates include an HVAC system installed in 2015, a new electrical panel installed in 2022, and a newer water heater, providing peace of mind for the next owner. The property also includes covered parking and ample storage space, adding convenience for everyday living. The home is fairly priced based on recent comparable sales within the East Lake Woodlands community, making it a strong opportunity in today’s Oldsmar real estate market. East Lake Woodlands is known for its beautiful surroundings, mature landscaping, and central location within Pinellas County. Residents enjoy easy access to shopping, restaurants, parks, golf courses, and everyday conveniences. The property is also conveniently located with an estimated 30-minute drive to Tampa International Airport, as well as a similar drive to many of Pinellas County’s award-winning Gulf Coast beaches. If you are searching for a villa in Oldsmar within East Lake Woodlands, 120 Evelyn Ct offers a combination of location, comfort, and value in one of the Tampa Bay area’s most desirable communities. Schedule your private showing today and discover everything this well-maintained Oldsmar villa in East Lake Woodlands has to offer.
Listing Agent: Lance Willard Llc (727-487-1894)
3858 SHORE BLVD, OLDSMAR, FL 34677
$1,200,00029 Days on yellowkey MLS ID: TB8506221
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1594 Built: 1986 Tax: $8,857 (2025)Community: West Oldsmar Sec 1Single Family
Taxes:$8,857
Remarks: Welcome to Oldsmar, the highly desirable Tampa Bay suburb offering a perfect blend of small-town charm, top-rated schools, and prime waterfront living known for its central location between Tampa and Clearwater beaches. This unique home provides easy access to urban amenities while maintaining a quiet private atmosphere. It’s an ideal place to embrace outdoor waterfront living beginning your days with gentle bay breezes from one of your decks or porches, and ending it with a sunset excursion by boat, kayak, or paddle board. This elevated two-story residence has a 2025 Roof and features three bedrooms and two bathrooms, highlighted by breathtaking views, abundant natural light, and vaulted ceilings that create an open and airy ambiance while a cozy wood-burning fireplace enhances the warm atmosphere. The kitchen and great room share a spacious open floor plan flooded with sunlight, featuring a full ceiling to floor window, granite countertops and stainless appliances, propane stove for the chef, and also has a tankless propane water heater. The oversized master suite includes an additional deck with captivating views and an ensuite bathroom equipped with dual sink vanity, a garden tub, and separate shower. On the lower level, you’ll find an oversized two-car garage and a 600+ square foot accessory dwelling unit (ADU), or mother-in-law suite, complete with its own private entrance, bathroom, refrigerator, and sink. The paver driveway offers amply parking as well as plenty of space for any additional toys like boats and RV’s. Multiple living spaces—including decks, patios, and enclosed porches—offer plenty of opportunities to enjoy the outdoors and connect with nature. The elevated main living areas remain safe and dry during storms. From your windows, you can observe dolphins, manatees, and distinctive bird species. Fish off your private floating dock or launch your boat from the private ramp, with water depths accommodating larger vessels, granting easy access to all of Tampa Bay and St. Petersburg’s coastline right from your backyard. Located in a top-rated school district and 20–30 minutes from downtown Tampa, Clearwater, and top Gulf beaches, the property is set on a generously sized, nearly one-third-acre lot on a quiet dead-end street, which offers exceptional privacy. Nearby, you can stroll to the charming R.E. Olds Park, which hosts monthly events and festivals. For dining and entertainment, you can bike or boat to downtown Safety Harbor. Beautiful Phillippe Park and Mobbly Beach Park lie less than three miles away, easily accessible by bike or boat. Oldsmar is distinctive in many ways: it manages its own reverse osmosis water treatment facility, is home to the Tampa Bay Skating Academy Ice Rink, and boasts more parks per square mile than any other city in Florida, dedicating around 40% of its land to parks and preserves. Outdoor enthusiasts can enjoy the Oldsmar Trail, a ten-mile path that winds through eight of the city’s ten parks, offering ample opportunities for nature exploration and recreation. Act now and seize the opportunity to experience the Florida lifestyle you've always dreamed of by scheduling your exclusive tour of this unique home today!
Listing Agent: Mark Yorke, Llc (727-481-2165)
307 COUNTRY CLUB DR, OLDSMAR, FL 34677
$349,95043 Days on yellowkey MLS ID: TB8502335
REDUCED by $27,950 (7.4%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1670 Built: 1960 Tax: $3,567 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$3,567
Remarks: One or more photo(s) has been virtually staged. HONEY STOP THE CAR! THIS IS THE ONE! LOCATION LOCATION LOCATION! Welcome to this FULLY RENOVATED, PRIME OLDSMAR LOCATION. This RARE OPPORTUNITY is a 3 Bed 2 Bath Home that checks every box for buyers looking for a move-in-ready property and investors searching for a smart opportunity in one of Tampa Bay’s fastest-growing hidden gems. This fully updated residence has been transformed from top to bottom with the modern finishes today’s buyers are chasing. From the moment you walk in, you’ll notice the attention to detail from tile flooring, a beautifully renovated kitchen with stylish cabinetry, upgraded countertops, modern fixtures, refreshed bathrooms, and finishes that make this feel like home. Every inch has been thoughtfully improved so the next owner can simply move in and enjoy. The layout offers the perfect blend of functionality and comfort with spacious living areas, generously sized bedrooms, and plenty of natural light throughout. Step outside and you’ll find ample outdoor space perfect for entertaining, relaxing, or creating your own backyard oasis. But what truly makes this property special is location. Situated in the heart of Oldsmar, you’re minutes from everything to love about the area including Waterfront parks and trails including R.E. Olds Park and Veterans Memorial Park, Close to Toronto Blue Jays spring training games at TD Ballpark, Easy access to shopping, dining, and entertainment throughout Oldsmar, Safety Harbor, and Tampa. Convenient commute to Tampa International Airport, Clearwater beaches, and major employers. Near golf courses, pickleball courts, breweries, and the vibrant charm that continues to make Oldsmar one of Tampa Bay’s most desirable places to live. Whether you’re a first-time homebuyer looking for a turnkey home, someone relocating to Florida, or an investor searching for a high-demand rental opportunity in a rapidly appreciating area, this property delivers. Homes this updated in Oldsmar at this price point don’t last. And opportunities like this? They attract attention fast. Schedule your showing before everyone else does, because this one is built to sell quickly.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mark Fazzini (727-485-9981)
125 CYPRESS LN #125, OLDSMAR, FL 34677
$149,90029 Days on yellowkey MLS ID: TB8499229
0 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,954 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,954
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move in ready & the LOWEST priced condominium on the market in East Lake Woodlands! This first floor home has just been refreshed & looks fabulous & neutral! Enjoy your kitchen with solid surface countertops, a large sink & newer faucet, stainless steel appliances, under cabinet lighting and lovely modern style cabinets PLUS a large pantry closet! This is a split bedroom floor plan, so you & your guests have some privacy. Easy care flooring throughout includes tile & wood look luxury vinyl & laminate in the master bedroom. Your master bedroom offers two (!) walk in closets, an en-suite bath with shower & linen closet, & sliding patio doors out to your enclosed patio area with wooded green space behind your building to enjoy the Florida climate. Your main living area combines room for a dining area and living room, plus there is seating at the kitchen counter area. Residents enjoy a community pool just steps away from your front door! In addition, there is a new HVAC (2026), new water heater (2026), newer refrigerator & dishwasher, & brand new stove & microwave...never been used! This is truly low maintenance living with the following included in your monthly fees: cable TV & internet, community pool, exterior maintenance, grounds maintenance, sewer, water & trash. East Lake Woodlands if a very special community that includes the Ardea Country Club which can be joined for additional membership fees (contact Ardea for more information). This home is a DEAL for anyone looking for comfortable living in the finest community in Pinellas County! All measurements are believed to correct and buyer is encouraged to verify through inspections or other methods. Seller not responsible for any inaccuracies and home is sold strictly as is.
Listing Agent: Cathy Mccarthy (727-452-9339)
382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677
$509,00035 Days on yellowkey MLS ID: TB8499334
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
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)
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