Location: Oldsmar
Do Not Show Listings
904 VINEYARD LN, OLDSMAR, FL 34677
$340,00044 Days on yellowkey MLS ID: TB8479523
REDUCED by $10,000 (2.9%) on 04/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2017Monthly Fee: $418 Tax: $3,149 (2025)Community: Tuscany Woods PreserveTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,149
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Private Preserve Views | Move-In Ready | Optional Turnkey Furnished. Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the gated Tuscany Woods Preserve community. Built in 2017, this newer construction home offers a rare combination of privacy, low-maintenance living, and a peaceful natural setting. The open-concept layout is filled with natural light and designed for everyday comfort and easy entertaining. The kitchen features stone countertops, solid wood cabinetry, stainless steel appliances, and a seamless flow into the living and dining areas. Upstairs, the spacious primary suite offers a walk-in closet and a well-appointed bath with dual vanities and a glass-enclosed shower. Two additional bedrooms provide flexibility for guests, a home office, or additional living space. Step outside to one of the home’s standout features — a covered and screened lanai with an extended paver patio overlooking a private preserve. With no rear neighbors, this is the perfect place to relax and unwind. Additional highlights include a 1-car garage with built-in overhead storage, gated community access, and a convenient central location close to shopping, dining, and major roadways. Furniture is available separately, making this a potential turnkey opportunity for buyers seeking a fully furnished home.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (813-749-0875)
Listing Agent: Peter Gawienczuk (813-743-4178)
1744 MAPLELEAF BLVD, OLDSMAR, FL 34677
$625,00033 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
Taxes:$4,563
Elementary School: Oldsmar Elementary-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
$199,900420 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
$750,00013 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
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
$214,00034 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)
2313 SUNSET WIND LOOP, OLDSMAR, FL 34677
$440,00087 Days on yellowkey MLS ID: TB8461950
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2230 Built: 2019Monthly Fee: $580 Tax: $7,434 (2025)Community: Bayside TerraceTownhouse
Taxes:$7,434
Remarks: Experience coastal luxury and step into a lifestyle of refinement in this stunning 3-bedroom, 2.5-bath, 2 car garage townhome, nestled within the impressive gated waterfront enclave of Bayside Terrace! Curb appeal draws you into an open-concept layout designed for seamless entertaining with 10’ ceilings and beautiful tile flooring. The gourmet kitchen is a showstopper, featuring tons of cabinets, endless gorgeous granite counters, top of the line appliances and a large center island. A butler’s pantry and a huge walk in pantry complete the kitchen. Enjoy casual meals at the breakfast bar and formal meals in the dining room, which is open to the living room. The great room is just perfect for entertaining large or small gatherings and is open to the screened lanai, where you can enjoy your morning coffee or a cocktail after dinner. Upstairs, you’ll find three well-appointed bedrooms, two full bathrooms, and a versatile loft area perfect for a home office, fitness space, or secondary living room. Plantation shutters grace the upper level, and ceiling fans are installed in every room. The primary suite features elegant tray ceilings and expansive his-and-hers walk-in closets, while the en suite bathroom offers dual vanities and a spacious walk-in shower. The guest bedrooms each include walk-in closets, and the guest bath is finished with granite countertops. An upstairs laundry room makes laundry day a breeze and adds everyday convenience. The desirable two-car garage includes durable epoxy flooring and custom built-in shelving. Low monthly maintenance fees cover cable and high-speed internet in addition to water, sewer and trash for added ease of living. Ideally located, Bayside Terrace offers quick access to Tampa, major highways, top-rated schools, dining, and shopping—along with spectacular sunrise and sunset views over the water. Flood insurance is required and can be assumable from the current owners at an affordable price. Experience true resort-style living with premier amenities including a clubhouse, a breathtaking saltwater infinity pool overlooking Tampa Bay, a gas fire pit, fully equipped fitness center, fishing pier, and kayak launch—all just steps from your door! Don’t miss the opportunity to enjoy waterfront resort living every day—schedule your private showing today!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nicole Harmon (727-385-1357)
804 CHARLES BLVD, OLDSMAR, FL 34677
$1,190,000218 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
$285,000411 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)
141 LAKEVIEW WAY #141, OLDSMAR, FL 34677
$179,00033 Days on yellowkey MLS ID: TB8483907
REDUCED by $4,000 (2.2%) on 04/08/2026
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.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Douglas Brown (614-306-4665)
502 TIMBER BAY CIR E, OLDSMAR, FL 34677
$419,90064 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
$369,00019 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
$689,90012 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
$325,00090 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
$249,00020 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
$189,9001 Day 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 Agent: Wil Sanders (813-380-6048)
207 CYPRESS LN, OLDSMAR, FL 34677
$180,0001 Day on yellowkey MLS ID: TB8492844
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,309 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,309
Remarks: First-floor 2-bedroom, 2-bathroom condo located in the East Lake Woodlands community in Oldsmar. This pet-friendly unit offers a peaceful pond view and a comfortable, functional layout. The living room and kitchen feature updated luxury vinyl flooring, creating a clean and cohesive living space. The primary bedroom includes two walk-in closets, private access to the enclosed Florida room, and an updated en-suite bathroom. All windows have been upgraded for efficiency and durability, including hurricane impact windows throughout the main living areas and double-pane Low-E windows in the Florida room. The AC was replaced in 2023, and the washer and dryer are approximately 3 years old. The enclosed Florida room overlooks the pond and offers a comfortable space to relax and enjoy nature and the Florida weather. Just outside, the patio features updated pavers installed in 2023, adding to the outdoor usability and appeal. The HOA covers water, sewer, trash, exterior maintenance including the roof, and common areas, making upkeep simple. Residents also have access to a heated community pool. The unit includes an assigned covered parking space. Located near East Lake Woodlands Country Club, which offers optional memberships with access to golf courses, tennis courts, fitness facilities, dining, and social events. Conveniently located near shopping, dining, and major roadways, this condo offers low-maintenance living in a well-kept community.
Listing Agent: Scott Mayhew (617-631-4060)
208 HEMINGWAY DR, OLDSMAR, FL 34677
$314,90013 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)
140 BRENT CIR, OLDSMAR, FL 34677
$600,000159 Days on yellowkey MLS ID: O6357016
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1791 Built: 2002Monthly Fee: $475 Tax: $3,527 (2024)Community: Seaside EstatesTownhouse
Taxes:$3,527
Remarks: Seller Motivated! Asking price is under last appraisal value. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common area and boat docks. This unit owns Slip 12, with a cover and brand new $17,000 boat lift. One of two grandfathered in with covered biminy top. Stainless Steel appliances, wood flooring, renovated spare bathrooms, and spacious balconies from the great room, and the primary bedroom as well. A wood burning fireplace is also located in the primary bedroom for those cosy nights overlooking the water. The spacious floor plan beautiful water views. Seaside estates is a golf cart-friendly community, offering amenities such tennis and pickelball courts, a swimming pool and Jacuzzi. There is a dock area that offers fishing opportunities and houses the particular residents that own boat docks. Located on a few minutes away from waterfront public parks, recreational facilities, and restaurants. 20 events annually are hosted by the community annually, with monthly dinners strategically planned around the scenic Tampa Bay. This neighborhood is just minutes from downtown Oldsmar and Safety Harbor which have a variety of restaurants, nightlife, street and music festivals, walking and biking trails, kayaking, Seaside estates is also pet friendly. 20 min to Caladesi State Park and the pristine Honeymoon Island and 20 minutes to Tampa Airport and 30 minutes to downtown Clearwater. Come take a look at this waterfront gem. Some of these photos have been virtually staged.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Nicci Meyer, Pa (407-913-1131)
1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$380,00013 Days on yellowkey MLS ID: TB8490101
REDUCED by $10,000 (2.6%) on 04/07/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1973 Tax: $1,957 (2025)Community: Harbor PalmsSpa: NoSingle Family
Taxes:$1,957
Remarks: Rare opportunity with an assumable FHA loan—potential buyers can step into favorable financing, subject to lender approval. Great solid home in a well established family neighborhood. This 2 Bedroom 2 Bath, 2 car garage home easily converted Bonus room bedroom for a growing family or office. The large living room features an updated bay window and an elegant electric fireplace. There is also a living room with an area for a dining room. The back of the home features enclosed patio rooms fantastic for entertaining. built in jacuzzi. The yard is fenced in. New blown insulation, new roof, new electrical panel, new ceilings, new ductwork. It has a bonus room that can be used as an office or extra room of your choice.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Angelique Blake (248-808-9399)
340 CANAL WAY, OLDSMAR, FL 34677
$198,00012 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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.