Location: Oldsmar
Do Not Show Listings
1744 MAPLELEAF BLVD, OLDSMAR, FL 34677
$625,00039 Days on yellowkey MLS ID: W7883065
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,563
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: 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)
145 BLUE MARLIN DR, OLDSMAR, FL 34677
$199,900426 Days on yellowkey MLS ID: TB8345454
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1504 Built: 2006Monthly Fee: $70 Tax: $1,377 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$1,377
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. PRICED FOR IMMEDIATE SALE. The Time is NOW to own your place in the Florida sun. This contemporary residence offers the perfect blend of luxury and comfort, whether you're looking for a permanent home or a winter getaway. Enjoy modern conveniences like the island kitchen, vaulted ceilings, a front-loader full-size washer and dryer, electric window blinds, and a newer roof and A/C system (both under warranty). Most of the windows have been upgraded to impact-rated thermal units that carry a lifetime warranty. The large two-car carport, double-wide driveway, and expansive golf cart garage (8' x 16') with two lofts offer plenty of room for storage and hobbies, making it ideal for any enthusiast. Built in 2006, this home stands out as one of the newer and elevated properties in the highly sought-after Gull-Aire Village. This vibrant 55+ RESIDENT OWNED, active community offers a low monthly fee of just $70, and you can bring your pet to enjoy all the fantastic activities and amenities the park has to offer. This home has NEVER had any water intrusion. Discover the charm of Gull Aire Village today. Golf cart and pet friendly. Great community pool and recreational facility. DON'T LET THE OPPORTUNITY GET AWAY.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Jamie Everett (727-409-7242)
1384 FORESTEDGE BLVD, OLDSMAR, FL 34677
$750,00019 Days on yellowkey MLS ID: TB8490510
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)
122 CARYL WAY #122, OLDSMAR, FL 34677
$214,00040 Days on yellowkey MLS ID: TB8481510
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979Monthly Fee: $560 Tax: $2,781 (2025)Community: East Lake WoodlandsCondo
Taxes:$2,781
Remarks: Under contract-accepting backup offers. Move right into this beautifully updated first-floor condo located in the highly desirable gated community of East Lake Woodlands in Oldsmar. Offering comfort, convenience, and low-maintenance living, this bright and inviting home features abundant natural light and a functional open layout perfect for everyday living. The home includes an updated kitchen with modern cabinetry and stainless steel appliances, along with fresh interior paint and ceramic tile flooring throughout for a clean, modern feel. Hurricane impact windows provide added safety and energy efficiency, while elegant French doors from the living room open to the patio, allowing for seamless indoor-outdoor living and plenty of natural light. Ample closet space and additional storage add to the home's comfort and functionality. This pool-facing unit offers convenient access to the community pool, creating a relaxing setting just steps from your door. Residents also enjoy nearby championship golf courses, along with optional clubhouse membership that provides additional amenities, dining, and social activities. The HOA fee includes water, trash, cable, and internet, making ownership both simple and cost-effective. Conveniently located close to shopping, restaurants, parks, Gulf beaches, and major commuting routes, this property is ideal as a primary residence, seasonal home, or investment opportunity. Don't miss your chance to own in one of Oldsmar's most sought-after gated communities - schedule your showing today.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mo Khan (954-998-3336)
804 CHARLES BLVD, OLDSMAR, FL 34677
$1,190,000224 Days on yellowkey MLS ID: TB8422935
0 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2500 Built: 1997Monthly Fee: $65 Tax: $5,699 (2024)Community: Bays EndSpa: YesSingle Family
Taxes:$5,699
Tax Year: 2024
Remarks: Direct Tampa Bay waterfront with spectacular west-facing sunsets, protected conservation views, and direct access to the bay, high and dry through recent storms. Set along 73 feet of direct Tampa Bay frontage, this private Bay’s End retreat captures sweeping open-water views, frequent dolphin and manatee sightings, and a tranquil waterfront lifestyle designed around nature, privacy, and relaxed coastal living. The calm, protected conservation waters behind the home are especially well suited for paddleboarding, kayaking, shallow-draft skiffs, and enjoying Tampa Bay’s wildlife and sunsets right from your backyard. True open-bay frontage like this is increasingly rare along Tampa Bay, making properties with unobstructed sunset views especially sought after. Water views are a constant presence throughout the home’s primary living spaces. Expansive triple sliding glass doors frame Tampa Bay and fill the living area with natural light, creating seamless indoor-outdoor living. The split floor plan includes a formal dining room, flexible office or bonus space, and a spacious living area ideal for gathering while enjoying the waterfront backdrop. The kitchen features granite countertops, stainless appliances, and a waterside dinette. The single story custom built home features 4 bedrooms, 3 bathrooms, an oversized 3 car garage and elegant circular driveway for extra parking. The primary suite offers sweeping bay views, dual walk-in closets, and a spa-style bath with soaking tub. A private guest suite with renovated bath and pool access creates an ideal space for visitors, while two additional bedrooms provide room for family, guests, or a home office. Fully paid for solar panels. Transferrable, low cost flood insurance. Bay’s End is known for its quiet, tucked-away feel, where the focus is on sunsets, nature, and waterfront living rather than busy marina activity. Oldsmar is a charming waterfront community known for waterfront parks, outdoor events and a relaxed coastal atmosphere. Residents enjoy easy access to local dining, shopping and schools all while being just a short drive to Tampa International Airport, Clearwater-St. Pete Airport and some of Florida’s most beautiful Gulf beaches.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Warren Ring (813-220-2401)
1203 CLAYS TRL #406, OLDSMAR, FL 34677
$285,000417 Days on yellowkey MLS ID: W7871895
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: 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)
502 TIMBER BAY CIR E, OLDSMAR, FL 34677
$419,90070 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)
1008 MANGO CT, OLDSMAR, FL 34677
$369,00025 Days on yellowkey MLS ID: TB8487471
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: THE SELLER IS OFFERING CONCESSIONS TO THE BUYER UP TO $9000 - LUXURY and COMFORT in the exclusive GATED WATERFRONT COMMUNITY of BAYSIDE TERRACE. SUPERIOR LOCATION nestled deep in the community with WATER VIEW from the side of the FRONT YARD. This 3 bedroom 2 1/2 bath townhome offers an ideal open concept living. Step inside to the welcoming floorplan with high ceilings seamlessly connecting the kitchen, dining and living rooms featuring elegant luxury laminate throughout, NO CARPET. The stairway risers have been upgraded with textured mosaic tile in between each step. The heart of the home includes a FULLY RENOVATED KITCHEN, a culinary dream, showcasing SOFT CLOSE SHAKER STYLE CABINETRY with crown molding and under-cabinet lighting. UPGRADED STAINLESS STEEL APPLIANCES include Cafe Microwave, Cafe Stove/Double Oven and BOSCH DISHWASHER. The gorgeous QUARTZ COUNTERTOPS and large island provide plenty of space for prep work or casual dining. There's a custom tiled backsplash and a huge walk-in pantry for storage. Don't miss the coffee bar and wine fridge. The spacious living room seamlessly connects to the Oversized Screened Lanai through sliding glass doors. Here you can enjoy your morning coffee or relax and unwind while enjoying the surrounding lush green space and mature trees. The luxurious COMPLETELY UPGRADED primary suite is a true sanctuary featuring; sliding barn door, tray ceiling and custom accent wall, a unique chandelier with a hidden fan, 3 closets, one walk-in closet and 2 additional closets. The ENSUITE BATHROOM has a Custom Tile and Frameless Glass Walk-in Shower and expansive elegant GRANITE double vanity. Bedroom 1 has a custom organizational closet system with built-ins. Bedroom 2 has a large walk-in closet. The laundry room also located upstairs for added convenience features premier heavy-duty washer and dryer and ample storage. The LOFT also has additional storage. Completing this exceptional home is a single-car garage offering secure parking and custom organization system. Other added features include Hurricane Shutters, an in wall Pest System, and Upgraded A/C with mold mitigation system and High End Lighting throughout the home. This home perfectly combines modern amenities, thoughtful design and a prime location for a truly comfortable and convenient living experience. The Seller also has a TRANSFERABLE FLOOD POLICY. A townhome offers a free maintenance lifestyle and the community offers an array of resort-style amenities including; a gorgeous infinity swimming pool, grill terrace, and access to gather around the fire pit overlooking the bay for memorable evenings. for WATER ENTHUSIASTS - enjoy the community dock with kayak, paddle board and canoe launch providing direct access to water. Staying active is easy thanks to the well-equipped gym. The HOA fee includes the community amenities, maintenance of the gorgeous landscaping and exterior of your home as well as cable, internet, water ,sewer and trash removal. Ideally located you're close Tampa International Airport, quaint Safety Harbor and Dunedin, Gulf beaches, shopping and fabulous restaurants. The seller is offering the buyer concessions up to $9,000
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Whitney Cook (614-813-6729)
4858 AUGUSTA AVE, OLDSMAR, FL 34677
$689,90018 Days on yellowkey MLS ID: TB8489820
REDUCED by $10,000 (1.4%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2500 Built: 1996Monthly Fee: $151 Tax: $4,097 (2024)Community: East Lake Woodlands WorthingtonSpa: YesSingle Family
Taxes:$4,097
Remarks: This is the kind of home buyers wait for—and then wish they had moved faster. Located inside the gated community of East Lake Woodlands, this standout property blends privacy, style, and value in a way that’s hard to beat. Tucked behind lush greenery with a private wooded backyard, it offers that peaceful, tucked-away feel—while still keeping you close to everything. Step inside and the energy shifts. The brand-new custom kitchen is the centerpiece, designed to impress and built for real life. Quartz countertops, high-end appliances, a massive seating island, a workstation sink, details create a space that feels straight out of a design magazine—but functions effortlessly for everyday living and entertaining. The primary bathroom delivers a true escape. Fully renovated with a spa-inspired design, it features a soaking tub, walk-in shower, and a clean, modern aesthetic that turns your daily routine into something you actually look forward to. Throughout the home, you’ll find open, spacious living areas and a flexible layout that adapts to your lifestyle—whether that means hosting friends, working from home, or simply enjoying your own space in comfort. And the peace of mind? Already built in. Roof replaced in 2019, plus thoughtful updates throughout—so you can focus on living, not renovating. Outside, your private backyard offers the perfect backdrop for relaxing evenings, weekend gatherings, or just enjoying a quiet moment surrounded by nature. Living in East Lake Woodlands means more than just a beautiful home—it’s a lifestyle. Gated security, top-rated schools, and access to a newly renovated country club with golf, tennis, and social events all just steps from your door. Plus, you’re conveniently located near Tampa International Airport, major highways, and some of Florida’s best beaches. And here’s what really sets this apart: It’s priced below comparable homes in the area—making it not just beautiful, but smart. Stylish. Private. Move-in ready. This one won’t sit still for long.
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Amy Hauser, Mba (813-431-0290)
1803 ELMWOOD DR, OLDSMAR, FL 34677
$325,00096 Days on yellowkey MLS ID: TB8461337
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1290 Built: 1973 Tax: $1,859 (2024)Community: Harbor Palms-Unit ThreeSingle Family
Taxes:$1,859
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 2-bedroom, 2-bath home in Oldsmar, offering a bright, open layout designed for comfortable Florida living. The home features new luxury vinyl plank flooring throughout, an open floor plan, and large windows that fill the space with natural light. The living room-dining room combo flows seamlessly, with the dining area conveniently located near the kitchen. The updated kitchen boasts quartz countertops, stainless steel appliances, and a pass-through window to the family room, making it perfect for entertaining. New ceiling fans add style and comfort throughout the home. The primary bedroom includes an attached bathroom with a new vanity, updated light fixtures, mirror, and a spacious closet. From the family room, step outside to a pavered patio and fenced yard, ideal for relaxing or entertaining while enjoying the Florida weather year-round. Located just off Tampa Road, this home is close to shopping centers, a wide variety of dining options, parks, and scenic trails, offering both convenience and lifestyle. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
240 TADS TRL, OLDSMAR, FL 34677
$249,00026 Days on yellowkey MLS ID: TB8487439
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1979Monthly Fee: $504 Tax: $3,035 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$3,035
Remarks: Under contract-accepting backup offers. One or more of the photos are virtually staged. Enjoy the carefree Florida lifestyle in this 2-bedroom, 2-bath end unit villa overlooking the 16th tee of the Ardea Country Club - South Course in the highly sought-after East Lake Woodlands community. The split floor plan offers privacy and comfort, with two spacious ensuite bedrooms offering many living options. The open-concept living and dining area is perfect for entertaining, featuring easy-care vinyl flooring, crown molding, and plenty of natural light. The adjacent kitchen is inviting, complete with stainless steel appliances, tile flooring, a cozy breakfast area, and its own sliding glass door leading to the front patio—perfect for morning coffee or casual outdoor dining. Each bedroom includes a private bath, large closets, and ceiling fans. One ensuite features a walk-in shower, while the other offers a tub/shower combination for added flexibility. Additional highlights include indoor laundry with washer and dryer, private storage closet on the rear screened patio, covered carport directly in from of the unit with additional private storage. Relax and unwind in your front and back outdoor spaces, or take a stroll through the beautifully landscaped, gated community. Residents have the option to join the newly renovated Ardea Country Club, offering two championship 18-hole golf courses, tennis, a fitness center, and on-site dining. Conveniently located in the heart of Oldsmar, you’ll enjoy easy access to shopping, dining, beaches, and major airports. Don’t miss this opportunity to experience low-maintenance Florida living at its finest—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Chris Arata (727-415-7271)
112 CYPRESS CT #112, OLDSMAR, FL 34677
$189,9007 Days on yellowkey MLS ID: TB8494664
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $587 Tax: $2,592 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,592
Remarks: Welcome to 112 Cypress Ln in the highly sought-after East Lake Woodlands / Cypress Estates community in Oldsmar. This charming 2-bedroom, 2-bath condo offers comfortable Florida living in a peaceful, gated setting with access to a community pool and beautifully maintained grounds. The home features a functional split floor plan, in-unit laundry, and a private screened patio — perfect for enjoying your morning coffee or unwinding in the evenings. Residents of East Lake Woodlands enjoy access to a range of community amenities, including a clubhouse, golf course, tennis courts, and multiple pool areas, creating a resort-style living experience right in your neighborhood. Ideally located just minutes from shopping, dining, entertainment, and major roadways, this property provides easy access to Clearwater, Tampa, St. Petersburg, and the Gulf Coast beaches. Oldsmar is known for its parks, community events, and convenient lifestyle, making this an excellent option for full-time residents or seasonal living. Property is also available for lease or lease option. Contact listing agent for details and terms.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Wil Sanders (813-380-6048)
208 HEMINGWAY DR, OLDSMAR, FL 34677
$314,90019 Days on yellowkey MLS ID: TB8490712
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1207 Built: 1997Monthly Fee: $265 Tax: $4,507 (2025)Community: Sun Ketch Twnhms At Cypress LakesVilla
Taxes:$4,507
Remarks: This beautifully maintained end-unit villa offers the perfect combination of comfort, privacy, and modern upgrades along with water views from most rooms. Step inside to high-volume ceilings that create a bright and spacious atmosphere throughout. The home features all-new luxury flooring, giving every room a sleek and cohesive look. The thoughtful layout includes a separate living and dining area, ideal for both everyday living and entertaining guests. From here, step out onto your private screened lanai with an epoxy floor, overlooking a serene pond—a perfect spot for morning coffee or relaxing evenings. The back yard is fenced for extra privacy. The split-bedroom floorplan has a spacious primary suite boasting a large walk-in closet and an en suite bathroom with a walk-in shower and dual sink vanity. The open, tiled kitchen is a chef’s delight, offering ample counter space and a convenient breakfast bar. Additional highlights include a 2-car garage with extra driveway space, French drains, rain gutters, and the added privacy of an end unit. Conveniently located near shopping, airports, schools, beaches, and the community pool, this villa truly combines style, convenience, and tranquility. Your new home awaits—move in and enjoy the perfect blend of comfort and elegance!
Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)
Listing Agent: Lisa Heberlein Pa (727-432-8769)
340 CANAL WAY, OLDSMAR, FL 34677
$198,00018 Days on yellowkey MLS ID: TB8491525
REDUCED by $12,000 (5.7%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1993Monthly Fee: $50 Tax: $2,288 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,288
Remarks: Welcome to easy Florida living in the sought-after 55+ community of Gull-Aire Village in Oldsmar. This well-maintained 2BR/2BA home offers a comfortable, open layout with updated flooring, a spacious living area, and a split-bedroom floor plan that gives both you and your guests privacy. The kitchen and bathrooms are clean and functional with room to make it your own, making this a great opportunity to move right in and update over time to your style. Enjoy the benefits of a covered carport, extra storage, and low-maintenance living in a community where neighbors know each other and there’s always something to do. Gull-Aire Village is a resident-owned 55+ community featuring a clubhouse, heated pool and spa, fitness center, shuffleboard courts, and a full calendar of social activities. Conveniently located near shopping, dining, Gulf beaches, Tampa International Airport, and major highways—everything you need is close by. Land-owned with no lot rent—perfect for a full-time residence or a seasonal Florida escape.
Listing is courtesy of: ACROPOLIS REALTY GROUP LLC (315-396-0493)
Listing Agent: Sal Degaetano (315-396-0493)
4766 STONEVIEW CIR, OLDSMAR, FL 34677
$645,00018 Days on yellowkey MLS ID: TB8487161
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2114 Built: 1993Monthly Fee: $108 Tax: $3,755 (2025)Community: StonebriarSingle Family
Taxes:$3,755
Elementary School: Cypress Woods Elementary-PN
Remarks: Welcome to an exceptional opportunity in the highly desirable Stonebriar enclave of East Lake Woodlands—where timeless design meets effortless Florida living. This impeccably maintained four-bedroom, two-bath pool home showcases true pride of ownership and offers a seamless blend of comfort, functionality, and style. From the moment you arrive, the home’s pristine condition and inviting curb appeal set the tone. Step through the front door and be immediately captivated by a stunning sightline that draws your eye through the living space to the screened lanai and sparkling pool beyond—an ideal introduction to the indoor-outdoor lifestyle that defines this residence. To the right, the formal dining room offers generous proportions, perfect for hosting gatherings both intimate and grand. Straight ahead, the formal living room provides direct access to the lanai, creating a fluid transition for entertaining and allowing you to fully embrace Florida’s beautiful weather year-round. Privately positioned to the left of the entry, the primary suite is a serene retreat featuring its own access to the lanai. The en suite bath is thoughtfully appointed with a deep soaking tub, step-in shower, and a spacious walk-in closet—delivering both comfort and convenience. At the heart of the home, the updated kitchen is a standout, boasting white shaker cabinetry, stone countertops, and an elegant tile backsplash. A breakfast bar and optional nook space add flexibility, while the open layout flows effortlessly into the family room, complete with a cozy wood-burning fireplace—perfect for relaxed evenings at home. The split-bedroom floor plan enhances privacy, with three additional generously sized bedrooms located toward the rear of the home, each offering ample closet space. The secondary bath features a tub/shower combination and provides direct access to the laundry room and lanai, functioning perfectly as a pool bath. Step outside to your private oasis—an expansive screened lanai featuring a solar heated saltwater pool, ideal for year-round enjoyment. The covered area offers the perfect setting for outdoor dining and lounging, and select patio furnishings are available for purchase, making this space move-in ready for immediate enjoyment. A spacious backyard completes the outdoor experience. With its thoughtful layout, stylish updates, and inviting indoor-outdoor flow, this home is truly ready for its next chapter. Roof 2013, HVAC 2024, Hurricane rated impact windows throughout, new gutters and pool cage rescreening. Don’t miss the opportunity to experience everything this exceptional property has to offer—schedule your private showing today.
Listing Agent: Vanessa Leonard (727-647-2706)
235 WOODS LANDING TRL #235, OLDSMAR, FL 34677
$279,90058 Days on yellowkey MLS ID: TB8474969
REDUCED by $20,000 (6.7%) on 04/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1201 Built: 1984Monthly Fee: $591 Tax: $4,279 (2024)Community: East Lake Woodlands Woods Landing TwnhmsTownhouse
Taxes:$4,279
Remarks: One or more photo(s) has been virtually staged. Move-in ready and tucked inside one of Oldsmar’s most established gated communities, East Lake Woodlands, this townhome offers low-maintenance living with peaceful pond views and thoughtful updates throughout. The kitchen features updated cabinetry, crisp white quartz countertops (2025), stainless steel appliances, and a dining area that flows seamlessly into the living space. The split-bedroom floor plan provides privacy, with both bedrooms offering wide-plank luxury vinyl flooring, built-in closet shelving, and brand-new doors. The primary suite includes a private en-suite bath with a fully tiled walk-in shower and glass enclosure. Neutral finishes and a pedestal sink create a clean, bright, and easy-to-maintain space. Large windows and sliding glass doors bring in natural light, while the enclosed lanai overlooking the pond offers a quiet spot for morning coffee or relaxed evenings. Located near the community pool and close to everything Oldsmar residents love; parks, restaurants, shopping, with convenient access to Tampa and Clearwater. Optional membership at Ardea Country Club provides access to championship golf, tennis, pickleball, fitness facilities, pools, and clubhouse dining.
Listing is courtesy of: SOUTHERN LIFE REALTY (727-642-1758)
Listing Agent: Kelsi Ward (727-488-7032)
303 WOODLAKE WYNDE, OLDSMAR, FL 34677
$169,90014 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 offering one of the only short-term rental opportunities in the area in a highly desirable Tampa Bay location.
Listing is courtesy of: SELECT PROPERTIES INC (727-934-4099)
Listing Agent: Frank Acerra (727-410-9849)
4922 EDGEWATER LN, OLDSMAR, FL 34677
$599,0008 Days on yellowkey MLS ID: W7883975
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2390 Built: 1997Monthly Fee: $158 Tax: $9,841 (2025)Community: WorthingtonSingle Family
Taxes:$9,841
Remarks: One or more photo(s) has been virtually staged. Located in the highly desirable Worthington subdivision of the gated East Lake Woodlands Golf Course community, this spacious home offers 3-bedroom, 2.5-bath Pool home with a large loft and 2-car garage offers an exceptional layout and effortless indoor-outdoor living.From the moment you arrive, you’ll be impressed by the custom-designed Brazilian Cherry-stained glass front door. Inside, the home features elegant, rectified porcelain tile and hardwood flooring throughout the lower level, along with a custom open oak staircase that creates a stunning focal point. Designed for both everyday living and entertaining, the home offers a formal sitting area, separate formal dining room, and a large family room with a cozy fireplace. The spacious kitchen and living areas flow seamlessly to the oversized lanai and screened pool area, creating the perfect indoor-outdoor lifestyle. The private backyard retreat includes a sparkling pool and spa, both powered by propane, along with propane service to the fireplace for added comfort and convenience. Upstairs, you’ll find all three bedrooms, each offering generous proportions, along with a large loft ideal for a media room, office, or playroom, and a convenient second-floor laundry room. The spacious primary suite features two walk-in closets and an ensuite bath with a double vanity, separate soaking tub, and ample space to create your own private retreat. Recent upgrades provide peace of mind and energy efficiency, including a new roof installed in 2021, AC replaced in 2022, and solar panels added in 2024. Enjoy life in a premier gated community just steps from championship golf, a new pickleball complex, and resort-style pools. Ideally located near Lake Tarpon and just minutes from top-rated schools, dining, shopping, and beautiful Gulf beaches. East Lake Woodlands Country Club offers optional membership with access to two 18-hole championship golf courses, tennis courts, a fitness center, two community pools, and an on-site restaurant—delivering a true resort-style lifestyle in one of Pinellas County’s most sought-after neighborhoods!
Listing Agent: Eleni Sampson (727-873-8122)
1654 BAYHILL DR, OLDSMAR, FL 34677
$570,000181 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
Remarks: 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)
413 COUNTRY CLUB DR, OLDSMAR, FL 34677
$399,90011 Days on yellowkey MLS ID: O6396122
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1959 Tax: $3,829 (2024)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$3,829
Remarks: Welcome to this stunning, fully renovated 3-bedroom, 2-bathroom waterfront home located in the highly desirable Oldsmar Country Club Estates. Situated on a spacious 0.21-acre lot with no HOA, this property offers a rare opportunity to enjoy true Florida living with direct water access. Follow the scenic water trail right from your backyard all the way out to Tampa Bay, making this a dream for kayaking, paddleboarding, and outdoor enthusiasts. From the moment you arrive, you’ll be drawn in by the beautiful curb appeal, manicured landscaping, and inviting exterior. Inside, luxury vinyl tile flooring flows throughout the home, complemented by an open, modern layout filled with natural light. The renovated kitchen features stainless steel appliances, quartz countertops, and ample cabinetry, perfectly blending style and functionality. The primary suite offers a spa-like retreat with an updated bathroom, modern vanity, designer lighting, and a tiled walk-in shower. Sliding doors lead to an expansive backyard where tranquil waterfront views set the stage for relaxing evenings, entertaining, and unforgettable sunsets. Beyond the home, enjoy an unbeatable lifestyle where you can walk, bike, or even take your golf cart to nearby attractions including Mobbly Bayou Beach Park, a public boat launch to Tampa Bay, Tampa Bay Pickleball, Veterans Park, Bicentennial Park, RE Olds Park, and more. You’re also just minutes from local favorites like Empower Adventures Zip Line and the Oldsmar Organic Community Garden. With Tampa International Airport only about 20 minutes away, convenience meets lifestyle in this exceptional property. This is a rare chance to own a fully updated waterfront home with no HOA in one of Oldsmar’s most established and sought-after communities.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Julian Jackson (301-272-4192)
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