Location: Oldsmar
Do Not Show Listings
200 LEE ST, OLDSMAR, FL 34677
$1,450,0003 Days on yellowkey MLS ID: TB8505047
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1250 Built: 1957 Tax: $4,470 (2025)Community: Oldsmar Rev MapSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,470
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This is a packaged listing with MLS #TB8504841 for sale & close together. Total land 33,806 sf. A unique prime development opportunity in the heart of The City of Oldsmar with a 350 ft frontage on State St E between SWC of Lee and SEC of Washington Ave with a zoning designation TCCN ( Town Center Commercial Neighborhood District). A dynamic growth opportunity across from the proposed Town Center that includes City hall, 2 business and 4 story apartment building and public area. Near by Oldsmar City Hall, chamber of commerce, The Galleria, Odeon Town Home square and Washington square. Easy access to Tampa Rd, shopping, restaurants, hotels, beaches, hospitals, Tampa Int'l and St Pete/ CLW Int'l airports.
Listing is courtesy of: IDEAL REALTY ADVISORS, LLC (727-647-2814)
Listing Agent: Victor Suhweil (727-647-2814)
1654 BAYHILL DR, OLDSMAR, FL 34677
$570,000205 Days on yellowkey MLS ID: TB8438417
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2320 Built: 1995Monthly Fee: $177 Tax: $5,855 (2024)Community: CreeksideSingle Family
Taxes:$5,855
Elementary School: Cypress Woods Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
Remarks: "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)
1384 FORESTEDGE BLVD, OLDSMAR, FL 34677
$720,00043 Days on yellowkey MLS ID: TB8490510
REDUCED by $30,000 (4.0%) on 05/05/2026
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
Elementary School: Forest Lakes Elementary-PN
Remarks: 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)
209 CORKWOOD LN, OLDSMAR, FL 34677
$245,408328 Days on yellowkey MLS ID: TB8396745
INCREASED by $508 (0.2%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1984Monthly Fee: $268 Tax: $2,960 (2024)Community: Villas Of Forest LakesVilla
Taxes:$2,960
Remarks: Amazing Location, Non Flood Zone, Renovated, New kitchen, New Water heater, New Bathroom Vanity, New flooring, Quartz counter tops and new appliances and there is a Storage room next to the car port and a Privacy back yard area. Good location next to Walmart supercenter Oldsmar and a few minutes away to walk from supermarket Aldi. Great school district. Community has a pool, Tennis Courts, Basketball court. Additional conveniences include a storage room and assign covered parking. The HOA takes care of exterior maintenance and the roof. According to the homeowners, this subdivision has not been flooded from the previous hurricanes in Tampa Bay area. About 20 minutes away from Tampa airport and 20 minutes away from honeymoon island State Park Dunedin Fl Etc...
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Genci Shurdha (727-400-9783)
2031 DOVER CT, OLDSMAR, FL 34677
$289,00017 Days on yellowkey MLS ID: TB8500444
REDUCED by $11,000 (3.7%) on 05/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1215 Built: 1982Monthly Fee: $135 Tax: $4,212 (2025)Community: Bayside Meadows Ph IiVilla
Taxes:$4,212
Remarks: Welcome to your peaceful retreat! This beautifully updated 2-bedroom, 2-bathroom, 1-car garage villa combines comfort, charm, and convenience in a quiet, sidewalk-lined neighborhood ideal for leisurely strolls and a true sense of community. Step inside to a spacious living area, featuring a large primary suite with a walk-in closet and private en suite bathroom. Enjoy Florida living with two large lanais, perfect for relaxing or entertaining. As an end unit tucked into a private cul-de-sac, this home boasts the largest yard in the community—a rare and valuable feature. Updates include new HVAC, fenced in backyard, luxury vinyl plank through out, fresh paint, water heater 2 years old, and roof is just 4 years old. Take advantage of the inviting community pool, or enjoy a short walk to Sheffield Park just 0.4 miles away. You'll love the unbeatable location—just minutes from Publix grocery (1.8 miles), shopping, dining, and Starbucks (1 mile), and a quick drive to the beach (9 miles) and Tampa International Airport (13 miles). With low HOA fees and easy access to everything you need, this villa is perfect as a full-time residence or a seasonal getaway. Don't miss your chance to enjoy effortless living in a prime location!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Jay Umboh (813-539-3105)
140 ASHLEY LN, OLDSMAR, FL 34677
$309,9006 Days on yellowkey MLS ID: TB8504188
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: 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)
433 SAILFISH BLVD, OLDSMAR, FL 34677
$256,00067 Days on yellowkey MLS ID: TB8481608
REDUCED by $3,000 (1.2%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1987Monthly Fee: $70 Tax: $1,585 (2025)Community: Gull-Aire VillageSpa: NoManufactured Home
Taxes:$1,585
Elementary School: Oldsmar Elementary-PN
Remarks: SPECTACULAR VIEWS! Welcome home to your quaint, cozy - yet surprisingly spacious - cottage nestled along a serene pond directly across from a peaceful tropical bird sanctuary in the heart of Oldsmar, Florida! This beautifully updated 2-bedroom, 2-bathroom home features cathedral ceilings, along with a bright open-concept layout with a generous living room and dining area – perfect for entertaining guests or enjoying quiet evenings in comfort. Thoughtfully upgraded throughout, the home showcases charming barn wood accent walls, and newer luxury vinyl flooring that flows seamlessly from room to room. The spacious primary suite is a true retreat, complete with a large walk-in closet accented by stylish barn doors and a private en-suite bathroom featuring a separate walk-in shower and enclosed toilet area for added privacy. Recent improvements provide peace of mind and modern appeal, including newer vinyl siding, double-pane windows, fresh interior and exterior paint, ungraded doors with stylish hardware, and much more - making this home truly move-in ready. Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers resort-style amenities including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. Enjoy the rare benefit of owning the land with a low monthly HOA fee of just $70 and one pet of any size is welcomed. You’ll love the unbeatable location—less than a mile from Woodlands Square and just minutes to everyday conveniences. Honeymoon Island Beach is approximately 9 miles away, Mease Countryside Hospital among other health facilities are approximated 2 miles away and Tampa International Airport is a quick 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, the perfect spot to enjoy Florida’s outdoor lifestyle. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply soaking in the tranquil water views, you’ll fall in love with the welcoming charm and vibrant lifestyle of Gull-Aire Village. Schedule your private tour today! (Room dimensions are approximate and should be verified by Buyer.)
Listing is courtesy of: AH REALTY SERVICES, LLC (727-275-3512)
Listing Agent: Anne Hode (813-545-1960)
10 LESLEY LN, OLDSMAR, FL 34677
$310,00014 Days on yellowkey MLS ID: TB8501611
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1982Monthly Fee: $451 Tax: $3,869 (2025)Community: Quail Forest Cluster HomesSpa: NoVilla
Taxes:$3,869
Remarks: One or more photo(s) has been virtually staged. Welcome to 10 Lesley Lane, located in the gated community of Quail Forest, nestled within the private country club community of East Lake Woodlands. This beautifully maintained end-unit villa offers serene pond views and a thoughtfully designed split-bedroom floor plan for added privacy and comfort. Major updates provide peace of mind, including a new roof (2022), HVAC (2023), and water heater (2022). The spacious, fully updated kitchen is a true highlight, featuring new cabinetry, sleek quartz countertops, and stainless steel appliances, perfect for both everyday living and entertaining. The layout flows effortlessly into the living and dining areas, all filled with natural light and peaceful water views. Enjoy your morning coffee or unwind in the evening on the charming front patio. Additional conveniences include one assigned carport and plenty of guest parking for visitors. Residents of East Lake Woodlands have access to two championship golf courses, consistently ranked among the top 5 in the entire Tampa Bay area, along with optional country club amenities. Ideally located near shopping, dining, parks, and just a short drive to Tampa International Airport and the Gulf beaches, this home offers the perfect blend of lifestyle and location. Don’t miss your opportunity to own in one of Oldsmar’s most desirable communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-251-2002)
Listing Agent: Alexis Sollenberger (850-687-2526)
506 FEDERAL ST, OLDSMAR, FL 34677
$1,180,000214 Days on yellowkey MLS ID: TB8434625
REDUCED by $90,000 (7.1%) on 04/24/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2961 Built: 2025 Tax: $1,498 (2024)Community: Oldsmar Rev MapSingle Family
Taxes:$1,498
Remarks: One or more photo(s) has been virtually staged. This stunning new three-story residence by Danva Construction perfectly blends modern luxury with resilient, high-end design. Located at 504 Federal Street in the desirable waterfront community of Oldsmar, this home is built for peace of mind with a solid concrete block structure, pilings, impact-resistant windows, and a durable TPO roof, all backed by a comprehensive builder warranty. The exterior is finished in Sherwin Williams Chantilly Lace, creating a clean, modern curb appeal enhanced by professional landscaping and a signature magnolia tree. Inside, the open-concept layout features soaring ceilings, porcelain tile flooring, and a gourmet kitchen that serves as a true showpiece. The kitchen is complete with a waterfall island, designer backsplash, and premium Bosch 800-series appliances. The luxurious primary suite offers a spa-inspired retreat with a freestanding soaking tub and porcelain tiled walls. Indoor-outdoor living shines with a second-floor porcelain tile balcony and a covered lanai. Note that some images are virtually staged to show the home's potential. Secure a 1% rate buy-down when using our preferred lender, Revolution Mortgage. Perfectly positioned just one block from Tampa Bay and five minutes to Mobbly Bayou Beach Park, this home offers a lifestyle of privacy and convenience. Oldsmar is a charming waterfront community known for its parks and trails, with effortless access to Tampa International Airport (under 20 mins), Downtown Tampa (30 mins), and the world-famous beaches of Clearwater. The location is a true paradise for outdoor enthusiasts and urban commuters alike. You are steps away from the Upper Tampa Bay Trail, offering miles of scenic cycling and jogging paths. Just minutes away, the historic downtown Oldsmar district provides an array of boutique dining, local craft breweries, and community events like the annual Oldsmar Days. For shopping, the International Plaza and Bay Street are a short drive away, offering world-class retail experiences. Nature lovers will appreciate being adjacent to the Mobbly Bayou Wilderness Preserve, featuring over 400 acres of kayaking, hiking, and even a zip-line adventure park. Golfers can enjoy proximity to several championship courses including the nearby East Lake Woodlands Country Club. Whether you are catching a flight for business or spending a Saturday at Honeymoon Island State Park, this central location puts the very best of the Florida Gulf Coast right at your doorstep. This rare opportunity combines elevated finishes and resilient materials in a highly sought-after location.This rare opportunity combines elevated finishes and resilient materials in a highly sought-after location. All financing information is for illustrative purposes only and not a commitment to extend credit.
Listing is courtesy of: URBAN REAL ESTATE US (786-322-9729)
Listing Agent: Jessica Scialletti (754-217-9348)
1734 MAPLELEAF BLVD, OLDSMAR, FL 34677
$515,00037 Days on yellowkey MLS ID: TB8492116
3 Days Off yellowkey (back on 5/5/2026)
REDUCED by $10,000 (1.9%) on 04/23/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2428 Built: 2000Monthly Fee: $13 Tax: $4,787 (2025)Community: Eastlake Oaks Ph 4Single Family
Taxes:$4,787
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome to 1734 Mapleleaf Boulevard, a beautifully maintained two-story home in the heart of Oldsmar offering the perfect blend of space, comfort, and peace of mind. With 4 generously sized bedrooms and 2.5 bathrooms, this home is designed for both everyday living and effortless entertaining. As you step through the elegant glass front door with sidelight, you’re welcomed into a bright, inviting interior filled with natural light, highlighted by a large picture window that frames the serene backyard. The main level flows seamlessly between the living, dining, and kitchen areas, creating a functional and open feel without sacrificing warmth or character. Upstairs, all four bedrooms are thoughtfully positioned for privacy, including a spacious primary suite featuring a walk-in closet, double vanity, soaking tub, separate shower, and a private water closet—creating a true retreat at the end of the day. The additional bedrooms are all well-sized, offering flexibility for family, guests, or a home office. Step outside to your extended screened-in paver patio, a standout feature that makes outdoor living easy and enjoyable year-round. Whether you’re sipping your morning coffee or hosting friends and family, this space is built to be enjoyed. The backyard offers privacy and a peaceful setting with minimal maintenance required. This home has never flooded, even through recent storms, and includes a transferable flood policy—an incredible value that adds an extra layer of confidence for the next owner. Additional features include a 2-car garage, ample storage, and a well-cared-for condition that makes this home truly move-in ready. Ideally located near parks, shopping, dining, and with easy access to Tampa, this home offers the lifestyle you’ve been looking for in one of Oldsmar’s most desirable areas.
Listing is courtesy of: LPT REALTY, LLC. (877-366-2213)
Listing Agent: Ashley Mason (813-735-2495)
403 E TUSCAN LN E, OLDSMAR, FL 34677
$330,000384 Days on yellowkey MLS ID: TB8376561
1 Days Off yellowkey (back on 1/14/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2015Monthly Fee: $333 Tax: $5,075 (2024)Community: Tuscany Woods SouthTownhouse
Taxes:$5,075
Remarks: Under contract-accepting backup offers. Welcome home in Oldsmar, FL! This two-story 1,525 square foot townhouse, located in the HIGHLY-desirable gated community of "Tuscany Woods", was built in 2015 and has 3 bedrooms and 2.5 bathrooms. The first floor offers an open floor plan, which seamlessly connects the living, dining, and kitchen areas, making it an ideal space for entertaining friends or simply relaxing. The tile flooring throughout the entire first floor provides both style and ease of cleanup. After a long day, retreat to the second floor, where you can find serenity in either of the large secondary bedrooms, which both share a full bathroom, or the huge primary bedroom, with its own ensuite bathroom and walk-in closet. For convenience, a laundry room, complete with washer and dryer, are also located upstairs. The upstairs and stairs has plush, upgraded wall-to-wall carpeting. The one-car garage offers a secure space for your vehicle and extra storage, and the private driveway provides additional parking. The townhome also has a screened-in lanai. Don't miss out on this incredible opportunity to make this townhouse your home. Located in the desirable Oldsmar area, you'll have convenient access to I-275, and be in close proximity to top-rated public and private schools. You're also only a stone's throw away from various amenities, including shopping centers, restaurants, parks, not to mention Florida's award-winning beaches! Whether you're a nature enthusiast or prefer the hustle and bustle of city life, this location offers the best of both worlds. Contact us today to schedule a viewing and start envisioning your new life in this fantastic home.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Kirk Ray Smith (727-383-1871)
106 LAKESIDE CT, OLDSMAR, FL 34677
$158,000400 Days on yellowkey MLS ID: TB8350281
REDUCED by $2,000 (1.3%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $2,932 (2024)Community: East Lake Woodlands CondoCondo
Taxes:$2,932
Remarks: Great Value!! This Condo is located within the Gated community of East Lake Woodlands. This unit is on the second floor and features an eat in kitchen, living/dining room with sliders out to the screened lanai, split bedroom plan, the primary suite has a walk-in closet, a secondary closet and a linen closet. The primary bath has a step in shower. The guest suite has a bath off the hallway. The laundry closet is located on the lanai & includes a washer/dryer. Covered parking 1 space under carport. Unit is located across from the Pool! This unit needs your attention & priced to offset reno to make it your own. Great rental, primary residence or winter getaway..No waiting period for a buyer to rent the condo. Excellent opportunity!
Listing is courtesy of: TAMPA BAY SIGNATURE PROPERTIES, LLC (727-692-2847)
Listing Agent: Christi Watson (727-692-2847)
388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$246,00077 Days on yellowkey MLS ID: TB8478422
0 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1105 Built: 1997Monthly Fee: $433 Tax: $1,771 (2025)Community: Countryside KeyTownhouse
Taxes:$1,771
Elementary School: Curlew Creek Elementary-PN
Remarks: Under contract-accepting backup offers. 2025 HVAC! Assumable FHA Loan! Welcome to 388 Countryside Key, a charming 2-bedroom, 1.5-bathroom townhome located in the highly sought-after Oldsmar, FL community. This delightful two-story residence boasts an open-concept first floor with a spacious kitchen, ample cabinetry, a generous pantry, and a convenient laundry/utility closet with a full-size washer and dryer. The living and dining areas flow seamlessly, enhanced by a kitchen bar and a convenient first-floor half bath. Upstairs, you'll find two generously sized bedrooms, each featuring vaulted ceilings that create an airy ambiance. Step outside to your enclosed screened patio, a serene retreat perfect for unwinding and enjoying the Florida weather year-round. This pet-friendly community offers a wealth of amenities including a secure gate, sparkling pool, tennis courts, sidewalks, and a car-wash station, with recreational storage for your RV, boat, or trailer available for a nominal fee. You'll have an assigned parking spot right at your doorstep with ample guest parking. Monthly HOA fees cover water, sewer, trash, cable, wifi, community pool, lawn and landscaping, roof maintenance and replacement, exterior pest control, and exterior building maintenance. Located in an area known for its highly-regarded school districts, buyers are encouraged to verify current school assignments and ratings. Situated near Tampa International Airport, St. Petersburg, and the area's stunning beaches, this gorgeous property offers an exceptional opportunity to create your dream home in a prime location. Don't miss out on this fantastic opportunity! Notable Features & Upgrades: HVAC-2025; Interior Paint-2025; Carpet-2017; Primary Bathroom Renovation-2016; Granite Countertops & Cabinets (Kitchen & Primary Bath)-2013; Upgraded Fixtures & Handles, Lights, Ceiling Fans.
Listing is courtesy of: TROPIC SHORES REALTY (800-775-1302)
Listing Agent: Kevin Baker (352-777-1507)
134 CYPRESS CT #134, OLDSMAR, FL 34677
$139,90057 Days on yellowkey MLS ID: TB8484548
REDUCED by $10,100 (6.7%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $3,044 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$3,044
Remarks: One or more photo(s) has been virtually staged. ***MOTIVATED SELLER***Welcome to easy Florida living in the peaceful Cypress Estates III neighborhood, located in the highly sought-after East Lake Woodlands gated golfing community. This light-filled two-bedroom, two-bath condo offers low-maintenance living with Condo fees that cover water, sewer, trash, cable, internet, exterior maintenance, grounds maintenance, and the community pool. Your second-floor unit is just a short stroll from your assigned parking space, making everyday living convenient and accessible. Step inside and you’re greeted by an open and inviting living, dining, and kitchen area designed for both comfort and entertaining. Natural light flows throughout the space, highlighting the updated flooring that extends across the entire home. Sliding glass doors lead you out to a screened-in lanai, the perfect place to start your morning with coffee or unwind in the evening while enjoying tranquil conservation views nearby. The lanai also features a convenient laundry closet along with additional storage space. Tucked toward the rear of the home, the spacious primary suite provides a peaceful retreat. It features two generous walk-in closets, private sliding door access to the lanai, an oversized linen closet with extra storage, and an en-suite bathroom complete with a step-in shower. Back near the main living area, the kitchen offers ample cabinetry, a range, refrigerator, and dishwasher, a pantry closet with shelving to keep everything organized, and space for a table. Just around the corner, the hallway includes a linen closet, along with a second full bathroom featuring a tub and shower combination located conveniently across from the second bedroom. The second bedroom is well-sized and includes an oversized wall closet providing excellent storage. Quietly situated within this desirable community, this bright and welcoming condo offers comfort, convenience, and a lifestyle that’s hard to beat. With updated flooring already in place, all that’s left to do is move in and make it your own. Cypress Estates has a community pool that is only a short distance from your new home. Located in close proximity to shopping and restaurants, with easy access to Tampa and the beaches, this home is ready for its new owner! Come see this property today and experience the charm of East Lake Woodlands.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Vanessa Leonard (727-647-2706)
304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677
$179,9008 Days on yellowkey MLS ID: TB8498051
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 674 Built: 1985Monthly Fee: $418 Tax: $2,403 (2025)Community: East Lake Woodlands Woodlake RunCondo
Taxes:$2,403
Remarks: Looking for the best location and a turnkey unit then this is it!! Scenic Waterfront condominium located in Woodlake Run community within the gates of East Lake Woodlands. Enjoy tranquil lakefront views and a peaceful setting in one of Pinellas County’s most desirable upscale communities. Just steps from the front door, the heated pool offers year-round enjoyment. The comfortable living area features soaring ceilings and opens to a screened-in lanai overlooking the lake—perfect for morning coffee or relaxing at the end of the day while taking in the natural surroundings. Adorable kitchen features white shaker style wood cabinetry and granite countertops. The dining area is conveniently located just off the kitchen, creating a functional and inviting layout for everyday living and entertaining. The spacious primary bedroom features peaceful views, room for a king-sized bedroom set, and a generous walk-in closet. Additional storage adds to the home’s convenience. Highlights include tile flooring throughout the main living area, a 2023 A/C system and a full-size washer and dryer. The owner is leaving everything with the unit- Sofa, Chair, king size bedroom set, all furnishings, household items, Smart TV, linens, kitchen utensils, art, decor and more!!! The very reasonable and comprehensive HOA covers the heated pool, exterior maintenance, roof, internet, cable, water, sewer, pest control, waste services, grounds maintenance and a gated entry. East Lake Woodlands is a beautifully maintained gated community known for its mature landscaping and scenic surroundings, offering two golf courses along with optional country club, tennis, and swimming amenities. Ideally located near shopping, dining, and outdoor recreation. Approximately 15 minutes to Honeymoon Island State Park for stunning beaches and Gulf sunsets, and about 30 minutes to Tampa International Airport for convenient travel. Property is also located in a no flood zone. An excellent opportunity for a primary residence, seasonal getaway, or investment property. Seller would remove all furnishings if buyer requests.
Listing is courtesy of: SELECT PROPERTIES INC (727-934-4099)
Listing Agent: Frank Acerra (727-410-9849)
303 WOODLAKE WYNDE, OLDSMAR, FL 34677
$169,90038 Days on yellowkey MLS ID: TB8485200
0 Days Off yellowkey (back on 4/7/2026)
REDUCED by $10,000 (5.6%) on 04/03/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 674 Built: 1985Monthly Fee: $418 Tax: $2,409 (2025)Community: East Lake Woodlands Woodlake RunSpa: NoCondo
Taxes:$2,409
Remarks: Under contract-accepting backup offers. PRICED TO SELL!!! Looking for the best location then this is it!! Beautifully furnished scenic Lake front first-floor condominium located in the gated Woodlake Run community within East Lake Woodlands. Enjoy tranquil lakefront views and a peaceful setting in one of Pinellas County’s most desirable communities. Just steps from the front door, the heated community pool offers year-round enjoyment. The comfortable living area opens to a screened-in lanai overlooking the lake—perfect for morning coffee or relaxing at the end of the day while taking in the natural surroundings. The dining area is conveniently located just off the kitchen, creating a functional and inviting layout for everyday living and entertaining. The spacious primary bedroom features peaceful views, room for a king-sized bedroom set, and a generous walk-in closet. Additional storage adds to the home’s convenience. Highlights include tile flooring throughout, a 2019 HVAC system, updated stainless steel appliances, and a full-size washer and dryer. Unit has everything included- newer leather sofas, king size bedroom set, all furnishings as viewed, household items, linens, kitchen utensils, art, decor and more!!! The very reasonable and comprehensive HOA covers the heated pool, exterior maintenance, roof, internet, cable, water, sewer, pest control, waste services, grounds maintenance and a gated entry. East Lake Woodlands is a beautifully maintained gated community known for its mature landscaping and scenic surroundings, offering two golf courses along with optional country club, tennis, and swimming amenities. Ideally located near shopping, dining, and outdoor recreation. Approximately 15 minutes to Honeymoon Island State Park for stunning beaches and Gulf sunsets, and about 30 minutes to Tampa International Airport for convenient travel. Property is also located in a no flood zone. An excellent opportunity for a primary residence, seasonal getaway, or investment property.
948 LUCAS LN, OLDSMAR, FL 34677
$475,00098 Days on yellowkey MLS ID: TB8448286
REDUCED by $25,000 (5.0%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1685 Built: 1990Monthly Fee: $575 Tax: $4,086 (2025)Community: Hunters Trail TwnhmsVilla
Taxes:$4,086
Remarks: One or more photo(s) has been virtually staged. Are you done with yard work and exterior maintenance but still would love a 2-car garage and privacy that feels like a house? Welcome to a truly impressive end unit villa set in the East Lake Woodlands nature-filled, and amenity-rich golf community. Private .25 ACRE corner lot - NON-FLOOD zone, SERENE POND VIEWS - Oversized SCREENED-IN PATIO. $60,000 investment of newer top-of-the-line HURRICANE-RATED WINDOWS, DOORS and Garage Door installed 2023. Inside, the home opens up with tons of natural light, cathedral ceilings (no popcorn) and a BRAND NEW 2025 AC with UV-C germicidal lights for better air quality. The spacious living room features a WET BAR and WOOD-BURNING FIREPLACE, creating the perfect backdrop for a dinner event, movie night or just a relaxing evening entertaining. The kitchen has picturesque views through the windows overlooking the lush backyard and pond, yes, deer and owl frequent here! With a 3-bedroom, 2-bath TRUE SPLIT FLOOR PLAN, everyone enjoys their own space, and the full-size washer and dryer are perfectly situated in the hallway laundry closet. Step outside to the SHOWSTOPPER: a HUGE BIRDCAGE PATIO overlooking the tranquil pond - ideal for morning coffee, evening wine, weekend entertaining, or large gatherings. This home also features a 2-car garage, so bring your golf cart as well, and ride or walk to the community pool just at the end of the street. Set among flourishing nature, top-tier amenities, and the prestige of a highly sought-after golf community, this villa delivers an ideal mix of comfort, privacy, and elevated living. No Flood insurance required! The HOA fee includes Cable TV, Internet, Community Pool, Escrow reserves, Maintenance Exterior, Roof, Grounds, Security and Trash. East Lake Woodlands is home to the Adrea Country Club offering a variety of optional memberships for homeowners to join. These exclusive amenities include Two Championship 18-hole Golf Courses, Tennis and Pickleball Courts, Clubhouse Bar, Casual and Fine Dining, Fitness Center, Splash Pad, Swimming Pools, Clubhouse Events and more. Centrally located near trending restaurants, shopping, movies, parks, Tarpon Lake, Gulf Coast beaches, top rated hospitals, Tampa Airport and more, you’ll never run out of activities in town! Come experience it for yourself - schedule your showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Rebecca Norton (727-365-5513)
141 LAKEVIEW WAY #141, OLDSMAR, FL 34677
$173,90063 Days on yellowkey MLS ID: TB8483907
REDUCED by $1,000 (0.6%) on 04/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1980 Tax: $3,466 (2025)Community: East Lake WoodlandsSpa: NoCondo
Taxes:$3,466
Remarks: PRICE REDUCED! Enjoy peaceful Florida living in this charming condo located in a quiet gated community in desirable East Lake Woodlands. This well-maintained residence offers a comfortable layout with abundant natural light and relaxing views of the lake, creating a serene setting to come home to each day. The living and dining areas flow seamlessly, providing an inviting space for both everyday living and entertaining. Large windows help bring the outdoors in while highlighting the tranquil lake view. The kitchen is conveniently located and designed for functionality and ease. Residents of this gated community enjoy access to a sparkling community pool, perfect for relaxing or cooling off on warm Florida days. The peaceful surroundings combined with scenic water views make this property especially appealing. Conveniently located near shopping, dining, parks, and major roadways, the home offers easy access to nearby destinations including Tampa, Clearwater, and St. Petersburg. A wonderful opportunity to enjoy low-maintenance living with beautiful lake views in one of Oldsmar’s most desirable gated communities, and with a freshly painted front door AND $8,000 in new HVAC.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Douglas Brown (614-306-4665)
137 BRENT CIR, OLDSMAR, FL 34677
$799,00042 Days on yellowkey MLS ID: O6394251
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2309 Built: 2002Monthly Fee: $473 Tax: $5,236 (2025)Community: Seaside EstatesTownhouse
Taxes:$5,236
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Set within a gated, waterfront community in Oldsmar, this expansive townhouse at 137 Brent Circle offers a rare combination of space, thoughtful upgrades, and true Florida coastal living, complete with your own private, recently upgraded boat slip just steps out the back door. Featuring 3 bedrooms, 2 bathrooms, and approximately 2,300 square feet, this is one of the largest units in the neighborhood, ideally positioned at the end of a cul-de-sac for added privacy. The layout is both functional and versatile, offering expansive living areas, a large dining room, and flexible spaces perfect for a rec room, home office, or art studio, all enhanced by abundant natural light and gorgeous water views throughout. What truly sets this home apart is its direct connection to Upper Tampa Bay, where dolphins, manatees, and native wildlife are often seen. Enjoy ridiculously beautiful water views from dual balconies, perfectly positioned for both sunrise and sunset, because here, the lifestyle is just as important as the home itself. The kitchen has been professionally remodeled and architecturally designed, serving as a stunning focal point of the home. Additional interior upgrades include luxury flooring throughout, fresh interior paint, custom stair railing, and beautiful ceiling fans that elevate both style and comfort. The primary suite features a dramatic bath with travertine tile and oversized closets, while a generous laundry room adds everyday convenience. Practical upgrades provide peace of mind, including a new air conditioning system exceeding current codes and hurricane shutters on every window. The home also features a 3-car tandem garage, offering ample space for vehicles, storage, or recreational gear, with the option to add an elevator in the future if desired. Step outside to enjoy freshly painted balconies and a newly updated screened enclosure, creating the perfect setting to relax, entertain, and take in the views—because yes, wine really does taste better out here. The community enhances the lifestyle even further with a pool and hot tub, kayak launch, lighted boardwalk, and an active social committee. Located just minutes from the Safety Harbor boat launch, as well as a variety of restaurants, bars, parks, and entertainment, this home offers both tranquility and convenience. Oldsmar itself is known for its abundance of parks and natural beauty, making it a hidden gem along the Gulf Coast.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
502 TIMBER BAY CIR E, OLDSMAR, FL 34677
$419,90094 Days on yellowkey MLS ID: TB8467897
3 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 1983 Tax: $5,498 (2024)Community: Shoreview Ph ISingle Family
Taxes:$5,498
Remarks: Under contract-accepting backup offers. This beautifully cared-for pool home is tucked away in one of Oldsmar’s most desirable neighborhoods. From the moment you step inside, you’ll feel the space and natural light that make this home so welcoming. The open floor plan flows effortlessly into a spacious living area—perfect for hosting friends, family gatherings, or simply relaxing at the end of the day. The updated kitchen is both stylish and functional, featuring sleek cabinetry, modern appliances, and plenty of counter space for cooking and entertaining. The primary suite offers a true retreat, with generous space to unwind, while the additional bedrooms provide comfort and flexibility for family, guests, or a home office. Step outside and discover your own private backyard oasis. The sparkling pool, framed by lush landscaping, creates the perfect setting for weekend barbecues, quiet mornings, or evening swims. This home has been meticulously maintained and is in excellent condition, with no storm damage from recent events, offering added peace of mind. Located in a quiet, friendly community, you’ll enjoy convenient access to top-rated schools, parks, shopping, dining, and major roadways—making everyday life easy and enjoyable. Whether you’re searching for a place to grow, entertain, or simply relax, this home truly has it all. Don’t miss the chance to make this exceptional Oldsmar pool home your own.
Listing is courtesy of: SELLSTATE LEGACY REALTY (813-542-1224)
Listing Agent: Taylor Cresswell (813-940-0101)
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