Location: Oldsmar , 34677
Do Not Show Listings
3858 SHORE BLVD, OLDSMAR, FL 34677
$1,150,00031 Days on yellowkey MLS ID: TB8506221
REDUCED by $50,000 (4.2%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1594 Built: 1986 Tax: $8,857 (2025)Community: West Oldsmar Sec 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,857
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Experience the laid back lifestyle of Oldsmar, a sought-after community nestled between the urban hubs of Tampa and Clearwater. This serene, waterfront property offers the perfect balance of peaceful living and convenient access to local attractions. Residents here enjoy a tranquil, private environment, starting mornings with fresh coastal breezes on a private porch or deck, and spending evenings watching sunsets from a kayak or boat. This elevated, two-story home, topped with a 2025 roof, showcases an expansive layout filled with radiant natural light and soaring vaulted ceilings. The interior ambiance is both airy and welcoming, anchored by a charming wood-burning fireplace. The heart of the home is a sun-drenched, open-concept great room and kitchen, equipped with stainless steel appliances, granite surfaces, a propane stove, and a tankless water heater, all showcased by floor-to-ceiling windows. The generous primary suite acts as a private retreat, featuring an ensuite bathroom with a garden tub, dual vanities, and a separate shower, alongside a private deck offering stunning vistas. Functionality meets flexibility in the lower level, which houses a spacious two-car garage and a versatile 600-square-foot accessory dwelling unit. With its own entrance, bathroom, and kitchen facilities, this suite is perfectly suited for guests or extended family. The exterior features substantial paver parking, ready to accommodate RVs, boats, and other recreational vehicles. Nature enthusiasts will delight in the local wildlife, including dolphins and manatees, viewable directly from home. The property’s private floating dock and boat ramp provide effortless access to Tampa Bay without worrying about the tides. Elevated construction ensures peace of mind during inclement weather, while the property’s location—situated on a private, oversized lot on a quiet cul-de-sac—secures absolute seclusion. Located in a premier school district and just 20 to 30 minutes from the region’s best beaches and downtown centers, this home also offers residents easy access to the festive R.E. Olds Park and the vibrant dining scenes of nearby Safety Harbor. Both Mobbly Beach Park and the picturesque Phillippe Park are situated within a three-mile radius, making them a breeze to reach via cycling or boat. Oldsmar stands out for several unique reasons: it operates its own reverse osmosis water filtration system, houses the Tampa Bay Skating Academy Ice Rink, and maintains a higher density of parks per square mile than any other municipality in the state, with roughly 40% of its total area reserved for green spaces and conservation. Those who love the outdoors can take advantage of the ten-mile Oldsmar Trail, which winds through eight of the city's ten parks, providing endless chances for recreation and immersion in nature. Don't wait—secure your chance to live out your ideal Florida dream by booking your private viewing of this exceptional property today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mark Yorke, Llc (727-481-2165)
364 VENTURA DR, OLDSMAR, FL 34677
$599,9002 Days on yellowkey MLS ID: TB8517197
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2237 Built: 2001Monthly Fee: $100 Tax: $9,325 (2025)Community: Bay ArborSingle Family
Taxes:$9,325
Remarks: Tucked behind the gates of Bay Arbor, 364 Ventura Drive stands out from the moment you arrive with turret-style architecture, arched windows, a paver entry, and a 3-car garage that give this home a level of character and curb appeal that feels different from the typical Florida two-story. Inside, soaring cathedral and vaulted ceilings create an open, airy feel with natural light carrying through both levels, while the main living areas offer flexible spaces divided by a fireplace, giving you room for a formal dining area, sitting room, home office, or whatever best fits your lifestyle. The kitchen opens to the main living area, keeping the layout connected and practical for everyday living, entertaining, and everything in between. Upstairs, all three bedrooms are tucked away from the main living spaces, along with a second-floor loft/den that adds even more flexibility for a reading nook, desk space, play area, or quiet retreat. The spacious primary suite includes a walk-in closet and private en-suite bath, and with 2,218 square feet, the home offers a layout that feels intentional, functional, and easy to live in. Out back, the covered patio and deck overlook a peaceful conservation area with mature trees and no rear neighbors, creating a setting that feels private and relaxing. Major systems have also been thoughtfully updated, including a 2024 AC condenser, 2022 air handler, 2025 water heater, and 2016 roof. Located one home away from the community pool and playground, in Flood Zone X, and with convenient access to shopping, dining, Tampa International Airport, and the Gulf beaches, this home offers presence, privacy, and a location that keeps you close to everything Tampa Bay has to offer.
Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)
Listing Agent: Angel Bueno (727-437-6583)
117 BRENT CIR, OLDSMAR, FL 34677
$475,00014 Days on yellowkey MLS ID: TB8513394
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1834 Built: 2004Monthly Fee: $473 Tax: $4,404 (2025)Community: Seaside EstatesSpa: YesTownhouse
Taxes:$4,404
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: Come and tour this cozy 3 bedroom, 3 bathroom waterfront townhouse and you will quickly see how easy it is to embrace the lifestyle that makes Florida living so desirable. This 1834 sq ft, 3 level townhouse delivers comfortable maintenance free living in a space where you can be in for years to come. Soak in endless water views as you sip your morning coffee or unwind with a good book, from 2 balconies to choose from. Sky lights brighten up multiple spaces in the home capturing natural night. Enjoy a slice of your own paradise with this sensible buy!” Not only does it give you endless water views, private tennis courts, playground, community pool area, this gated community also Includes your own deeded dock with a new seawall. The garage can fit up to 3 vehicles providing abundant storage.
Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)
Listing Agent: Jaybee Racaza-Benitez (847-660-3256)
627 TIMBER BAY CIR W, OLDSMAR, FL 34677
$329,00014 Days on yellowkey MLS ID: TB8513485
INCREASED by $19,000 (6.1%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1274 Built: 1984 Tax: $645 (2025)Community: Shoreview Ph 2Single Family
Taxes:$645
Remarks: Pond View!!! Charming 3 bed / 2 bath ranch-style home (1,274 sq ft) in a peaceful, family-friendly neighborhood. Built in 1984, this light-filled residence offers a comfortable, single-level floor plan ideal for everyday living and easy entertaining. Enjoy serene pond views from the private backyard — a perfect quiet oasis for morning coffee or safe outdoor play. The home includes a two-car garage, ample parking, and a low-maintenance lot. Well-suited for families, commuters, or anyone seeking a relaxed Tampa Bay suburb lifestyle with quick access to shopping, schools, parks, and major roads. Move-in ready with great bones. With a little vision this property is a great sweet equity opportunity. Schedule a showing today to experience the setting and location in person.*New Roof Being Installed Next Week
Listing is courtesy of: MILLENNIAL REALTY & PROPERTY MGMT. (813-217-5691)
Listing Agent: Christopher Nelson (813-313-6338)
107 LAKEVIEW PL #7, OLDSMAR, FL 34677
$224,90021 Days on yellowkey MLS ID: W7885525
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1980Monthly Fee: $663 Tax: $2,780 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$2,780
Elementary School: Forest Lakes Elementary-PN
Remarks: Beautiful First floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy serene pond views of pond with different species of birds from the Great room, Owners suite and screened covered porch. Updated, re-modeled, immaculately clean and move-in ready. Newer Luxury Vinyl Plank flooring - covering entry, Kitchen, great room/dining and both bedrooms. Kitchen features granite countertops and stainless appliances. Well maintained. Electric panels were retrofitted and updated in 2022. A/C is 6 years old. Maintenance free living with internet, cable, trash, water/sewer and exterior maintenance all covered with HOA fee. Included, Comnunity Pool is a short walk away. East Lake Woodlands is a popular golf course community that offers optional golf course, fitness and social club memberships. Gated and secured with 2 guarded entrances. East Lake Woodlands is central and convenient to many shopping options and healthcare. A short drive to Lake Tarpon, John Chestnut park, area beaches and Tampa International airport. A highly valued lifestyle and amenities all waiting for you!
Listing is courtesy of: SAMUELSEN BUILDERS REALTY LLC (727-243-4464)
Listing Agent: Michael Ryan (727-243-4464)
423 AURORA WAY, OLDSMAR, FL 34677
$320,0005 Days on yellowkey MLS ID: TB8516678
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1365 Built: 2016Monthly Fee: $255 Tax: $2,410 (2025)Community: Hayes Park VillageTownhouse
Taxes:$2,410
Remarks: Welcome to Hays Park in the heart of Oldsmar, one of Tampa Bay’s most central and convenient locations. This beautifully maintained 3-bedroom, 2.5-bath townhome with a garage feels bright and welcoming with high ceilings, tile flooring downstairs, and updated laminate flooring upstairs. The open kitchen features granite countertops and shaker-style cabinetry, flowing easily into the main living space. Shiplap details add the perfect touch of charm, while the upstairs primary suite offers two closets, including a large walk-in. Start your mornings on the adorable front porch overlooking the courtyard, one of the sweetest settings in the community. With parks, shopping, dining, Tampa International Airport, Downtown Tampa, Downtown St. Pete, and the Gulf beaches all within easy reach, this home makes it simple to enjoy the best of Tampa Bay.
Listing is courtesy of: LIPPLY REAL ESTATE (727-314-1000)
Listing Agent: Megan Pargov (727-459-8997)
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$584,90098 Days on yellowkey MLS ID: TB8480797
REDUCED by $15,000 (2.5%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2138 Built: 1988 Tax: $8,284 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$8,284
Remarks: Beautiful Custom-built home is situated on ½ acre fenced-in lot (mol) No HOA, No deed restriction, Plenty of room for your Boat and RV! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. Interior freshly painted. The living room offers a beautiful bay window and a cozy fireplace, open to a light and bright dining room. Large, updated kitchen with wood cabinetry, newer stainless-steel appliances, granite countertops, coffee bar and a garden window. The home flows effortlessly from room to room making it ideal for both everyday living and entertaining. Expansive primary suite with 2 large closets, beautiful new bath with a huge walk-in shower and a jetted tub. Additional 3 good size bedrooms plus a great in-home office with built-in shelving and double glass doors leading to the lanai and pool. Beautifully updated 2nd bath, nice size laundry room. 2 Car garage plus a spacious storage room. New top of the line Trane A/C. Roof replaced in 2017. Newer flooring (No Carpet) The huge fenced-in backyard provides privacy and has plenty of space for pets or outdoor entertaining, with a grilling area. Beautiful, heated pool, newly re-screened and new pool heater installed. The beautiful Veterans Memorial waterfront Park is just down the street. Walking distance to downtown Oldsmar. Conveniently located near shopping, fine dining, theatres and golfing. 10-15 Minutes to Philippe Park and Safety Harbor Spa, 15-20 minutes to downtown Dunedin, Honeymoon Island and Pinellas Trails. 20-25 Minutes to Clearwater Beach, Tampa and St Pete airports. Motivated Seller!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Luigi Kalaj (727-388-4200)
604 LIMETREE DR, OLDSMAR, FL 34677
$375,00051 Days on yellowkey MLS ID: O6401483
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1430 Built: 1980 Tax: $3,108 (2025)Community: Harbor Palms Unit ElevenSingle Family
Taxes:$3,108
Remarks: Welcome to this spacious and versatile home situated on a generously sized lot with extra space between neighboring properties, offering privacy and comfort. With NO HOA and NO CDD fees, you’ll enjoy the freedom to bring your boat, RV, and recreational toys. The spacious driveway accommodates plenty of vehicles. Inside, the designed split floor plan features three bedrooms, each with its own private bathroom and large walk-in closets . The home has undergone few recent renovations, while abundant storage can be found throughout. The converted garage has been transformed into a private suite with its own private entrance and a full bathroom with shower, creating an ideal in-law suite, guest quarters, home office, or potential income-producing rental opportunity. The kitchen features granite countertops and brand-new stainless steel appliances. Recent improvements also include impact-resistant windows and an additional bathroom. Step outside to enjoy the fully fenced backyard and screened patio. Elevated above the roadway, the property has remained high and dry through storms with no water damage, offering additional peace of mind. Residents also enjoy quick access to shopping, dining, entertainment, and major roadways. For beach lovers, Honeymoon Island, the Dunedin Causeway, Clearwater Beach, and the beautiful Gulf Coast shoreline are only a short drive away, offering some of the area’s most desirable beaches, boating, and waterfront recreation. Located in A-rated school zones, this home provides access to highly regarded schools.
Listing is courtesy of: JUPITER PROPERTIES, INC (386-547-6161)
Listing Agent: Sulamita Del Valle (813-510-9619)
1924 MONTEGO CT, OLDSMAR, FL 34677
$359,9002 Days on yellowkey MLS ID: TB8517782
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1269 Built: 1980 Tax: $5,005 (2025)Community: Bayside Meadows-Phase ISingle Family
Taxes:$5,005
Remarks: **SUPER STARTER HOME!!** What a fantastic house for the price! From the moment you arrive, you’ll be wowed by the striking curb appeal. The freshly painted exterior is complemented by a newer roof and landscaping, with a 30-year dimensional shingle roof installed in 2024 and a transferable 10-year warranty. Inside, the spacious, open floor plan is just as impressive, starting with a leaded glass front door. This move-in ready home has been updated throughout, featuring a tiled great room with a lighted ceiling fan and a large front window that fills the space with natural light. The eat-in kitchen offers a cozy dinette, updated soft-close cabinetry, stainless steel appliances, recessed lighting, and tile countertops with backsplash. Down the hall are three bedrooms, all with lighted ceiling fans and new carpet. The primary ensuite boasts an updated bathroom with a walk-in shower and new hardware, while the guest bath offers resort-style features. Step through the back sliding glass door to a screened lanai with tile floors—perfect for relaxing or entertaining. The modest fenced backyard has fresh mulch and is easy to maintain. With a new A/C installed in 2022 and a prime location near trendy restaurants, shopping, AMC Woodlands Movies, and just minutes from Tampa, the airport, or the beach, this home truly has it all—don’t miss it! (house has never had any issues with flooding in 20 years owner has owned it)
Listing Agent: Shay Adelman (727-458-3702)
160 JAMES CT, OLDSMAR, FL 34677
$350,00042 Days on yellowkey MLS ID: TB8503480
REDUCED by $13,900 (3.8%) on 06/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1445 Built: 1981Monthly Fee: $451 Tax: $5,927 (2025)Community: Quail Forest Cluster HomesVilla
Taxes:$5,927
Remarks: One or more photo(s) has been virtually staged. Fantastic Price - Welcome to this beautifully Updated One-Story Villa nestled in the Gated, Golf Community of East Lake Woodlands, boasting 1,445 sq. ft. with 3 Bedrooms and 2 Full Baths and a Maintenance-Free Lifestyle. This Much-Sought-After End Unit provides the advantages of More Natural Light and More Privacy - plus a true Open Concept with Soaring Ceilings, Wood Beams and a Spacious Great Room that flows to the Dining Area and has Open Access to the Stunning Kitchen with white Shaker Cabinetry, gleaming Granite Countertops, Stainless Steel Appliances and Eat-In Breakfast Area. Glass sliders lead to a Large Screened Patio overlooking a Peaceful Water View that spans the entire length of the home. Enjoy a second outdoor space with a patio at the front of the home with Glass Sliders leading from both the Kitchen and Dining Area – perfect for that morning cup of coffee. The Primary Suite features Serene Water Views, Walk-In Closet and an Updated Bath with spacious Granite Countertops with Double Sinks and Beautifully Tiled Shower. This Split Floor Plan provides privacy with the 2nd and 3rd Bedrooms separated from the Primary Suite with access to the second Updated Bath. The Screened Lanai extends the living space and includes a Large Storage Closet for those extra items. Front Loading Washer and Dryer off the Breakfast Area are included in the sale. And best of all, you can Simplify Your Life and Relax with Maintenance-Free Living since Lawn Care and Exterior Building Maintenance including the Roof (replaced in 2025) is included in the HOA fees along with a sparkling Community Heated Pool, Basic Cable and Trash and Recycling Collection. Plus for additional fees, take advantage of a wide array of amenities with Ardea Country Club optional memberships featuring 2 Golf Courses, Tennis and Pickle Ball, Fitness Center, Lap and Freeform Pools, Dining and Social Events. All this in a Premier Location Convenient to Tampa International Airport, Medical Facilities, A-rated Schools, Award-Winning Beaches as well as Professional Sporting Events, Concerts, Fine Dining and more in the Tampa Bay Area. Discover Comfort and Convenience in this inviting villa and a Fabulous Lot located in the preferred Zone X so no flood insurance is required!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Claudia Tweed (727-433-4596)
368 TAVERNIER CIR, OLDSMAR, FL 34677
$585,00011 Days on yellowkey MLS ID: A4694760
1 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1880 Built: 1997Monthly Fee: $75 Tax: $7,344 (2025)Community: Fountains At Cypress Lakes Ii-B TheSingle Family
Taxes:$7,344
Remarks: Under contract-accepting backup offers. BRAND NEW AIR CONDITIONER! GRADE A SCHOOL DISTRICT! COMPLETELY REMODELLED. WELL APPOINTED. Welcome to this beautifully upgraded 4-bedroom, 2-bathroom pool home with 1,880 sq ft of modern upgrades creating a more open and usable living space in one of Oldsmar’s top-rated school districts! Located in the desirable community of The Fountains II at Cypress Lakes, this move-in-ready residence offers a refreshing private pool, plus separate, dedicated living and family rooms. They are not building them like this any more!! And it is located in a quiet peaceful neighborhood known for its friendly atmosphere, with a low annual HOA, and NO CDD. Inside, you’ll first step into the dedicated living room/formal dining room upgraded to flow openly and seamlessly into the expensively upgraded kitchen. Trust me, you will love all the thoughtful and expensive upgrades made since purchase: all new luxury vinyl plank flooring throughout, both bathrooms fully updated, fresh paint on every wall, stylish new countertops, and a complete set of newer appliances (refrigerator, range, dishwasher, microwave, and disposal all purchased in 2022). Major systems have been upgraded too — enjoy a brand-new air conditioner installed just one month ago, a 4-year-old roof, and a 2-year-old water heater for worry-free living. No expense was spared, I tell you! Now step into the dedicated family room which opens into your own private saltwater pool (5 ft deep, resurfaced in 2022) — the perfect spot to cool off on warm Florida days or entertain family and friends, with the spacious backyard designed for Florida living. The primary bedroom has an expanded, upgraded walk-in closet and bathroom which you will LOVE. The secondary bathroom is also upgraded to modern standards. Set in the vibrant community of Oldsmar, you are very close to some of Tampa Bay's top destinations—Honeymoon Island (10 miles),Clearwater Beach (13 miles), Tampa International Airport (7.7 miles), Downtown Tampa (13 miles) and easy access to St. Petersburg. Restaurants, shopping, parks, activities and interests for all ages are in abundance around you. This home offers the ideal combination of convenience and lifestyle. And did I say it is in one of the most sought-after school districts? Yes, don't miss that one! This beautiful house will not last long. Schedule your showing today.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Millicent Schandorf-Lartey (941-960-3580)
1758 OAK POND CT, OLDSMAR, FL 34677
$585,00029 Days on yellowkey MLS ID: TB8507682
Bed: 6 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2867 Built: 2001Monthly Fee: $13 Tax: $4,224 (2025)Community: Eastlake Oaks Ph 4Single Family
Taxes:$4,224
Remarks: Virtually Staged. ROOM TO ROAM!!! From the moment you arrive at 1758 Oak Pond, the 6 bedroom 3 bath home’s beautifully maintained exterior and impressive curb appeal set the tone for the exceptional living experience within. A spacious two-car garage and elegant front entry welcome you inside, where a dramatic two-story foyer creates an immediate sense of grandeur and sophistication. Natural light pours through the space, highlighting the home’s soaring ceilings and thoughtfully designed layout. To the left of the entry, formal living and dining spaces offer the perfect setting for entertaining guests or hosting intimate gatherings. An architectural archway gracefully connects the dining room to the expansive kitchen, where abundant cabinetry, a built-in pantry, and the possibility of a dedicated breakfast area provide both style and functionality. Overlooking the inviting family room, this open-concept design allows for effortless everyday living and entertaining alike. Sliding glass doors lead to the oversized screened lanai, seamlessly blending indoor and outdoor living. Tucked discreetly beneath the staircase, an additional storage pantry offers exceptional convenience, while a nearby full powder bath and linen closet further enhance the home’s practical elegance. The adjacent first-floor bedroom provides flexibility for guests, multi-generational living, or a private home office. The expansive screened lanai stretches the full length of the residence and overlooks a private backyard retreat, creating the perfect atmosphere for relaxing evenings or weekend gatherings. Upstairs, the primary suite serves as a private sanctuary, featuring generous proportions, abundant natural light, and an en suite bath complete with a dual-sink vanity, tub, walk-in shower, private water closet, and multiple storage options including both a spacious closet and linen closet. The second floor also features a conveniently located laundry room with additional storage, four spacious secondary bedrooms, along with a full guest bath with tub/shower combination. Throughout the home, engineered hardwood flooring enhances the main living areas, complemented by tile flooring in all bathrooms. Recent updates include a newer HVAC system and hot water heater, offering peace of mind for years to come. The separately air-conditioned garage is an added luxury rarely found at this price point. This exceptional residence combines comfort, elegance, and functionality in one remarkable package. Ideally located with convenient access to Tampa, world-renowned Gulf beaches, premier shopping, dining, and entertainment, this home presents an incredible opportunity to enjoy the very best of Florida living. Come experience the lifestyle that awaits at 1758 Oak Pond and begin creating memories that will last a lifetime. No flooding in recent storms - flood $1010 a year and transferrable.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Vanessa Leonard (727-647-2706)
142 WOODLAKE WYNDE #48, OLDSMAR, FL 34677
$190,00029 Days on yellowkey MLS ID: TB8507526
REDUCED by $9,500 (4.8%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1983Monthly Fee: $606 Tax: $3,165 (2025)Community: East Lake Woodlands Woodlake RunCondo
Taxes:$3,165
Remarks: Virtually Staged. Stunning Updated Condo in the Heart of East Lake Woodlands! Experience the ultimate Florida lifestyle in this light, bright, and move-in-ready 2-bedroom, 2-bathroom condo located within the gated community of East Lake Woodlands. Whether you are looking for a permanent residence, a savvy investment, or a relaxing second home, this property delivers. Key Interior Features: • Architectural Flair: Impressive 20ft cathedral ceilings and extra-high windows flood the living space with natural light. • Modern Updates: Featuring refinished kitchen cabinets, stylish backsplash, and premium stainless steel Whirlpool appliances. • Refined Finishes: No carpet here! Enjoy easy-maintenance ceramic tile and laminate flooring throughout, complemented by updated LED lighting. • Designer Baths: Both bathrooms boast updated tile work and sleek quartz countertops. • Functional Layout: A split floor plan offers maximum privacy. The spacious master suite includes dual closets and ample storage. • Convenience: Includes a full-sized washer and dryer. Outdoor Living & Amenities: • Dual Balconies: Unique front and back screened balconies allow you to enjoy the peaceful surroundings and cross-breezes. • Prime Location: Situated directly across from the community heated pool and just a short walk to the pickleball courts. • Peace of Mind: Recent exterior updates include a newer roof and fresh paint. Location & Lifestyle: East Lake Woodlands is a premier gated community featuring a country club and championship golf course. • Travel & Beach: Just 10 minutes to pristine Gulf beaches and 25 minutes to Tampa International Airport. • Walkability: Walking distance to shopping, dining, and theaters. • Flexibility: Short-term leases are accepted, making this a rare and flexible investment opportunity.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Marsha Rantala, Pa (727-422-6642)
549 LONGWOOD CIR, OLDSMAR, FL 34677
$515,00037 Days on yellowkey MLS ID: A4692285
REDUCED by $10,000 (1.9%) on 06/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1344 Built: 1984Monthly Fee: $30 Tax: $5,336 (2025)Community: Manors Of Forest Lakes TheSingle Family
Taxes:$5,336
Remarks: Welcome to your private retreat in the heart of Oldsmar. Located in the desirable Longwood community, this beautifully maintained home offers the perfect blend of comfort, charm, and Florida living. Surrounded by mature landscaping and peaceful streets, 549 Longwood Circle features spacious living areas, abundant natural light, and an inviting layout ideal for both entertaining and everyday living. Step outside to enjoy a relaxing backyard setting with room to unwind, host gatherings, or create your own outdoor oasis. Conveniently located near top-rated schools, parks, shopping, dining, and the Gulf beaches, this home delivers both privacy and accessibility. Whether you're looking for a full-time residence or a seasonal getaway, this property is an incredible opportunity to own a piece of paradise in one of Tampa Bay’s most sought-after communities.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Susan Kolesnikov (916-272-9177)
586 KINGSMILL CT, OLDSMAR, FL 34677
$615,0008 Days on yellowkey MLS ID: TB8512390
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2452 Built: 1998Monthly Fee: $298 Tax: $10,436 (2025)Community: KingsmillSpa: YesSingle Family
Taxes:$10,436
Remarks: Virtually Staged. Welcome to this inviting single-family home in the sought-after Kingsmill neighborhood of East Lake Woodlands—a premier gated community celebrated for its security, lush Florida landscapes, and vibrant lifestyle. Offering 2,453 square feet of living space, this beautifully updated residence features a grand total of three bedrooms, two full bathrooms, and a modernized half bath. Inside, the interior features soaring cathedral ceilings, fresh flooring, and brand-new carpeting. The main level hosts a formal dining room and an open kitchen that flows effortlessly into a spacious great room, complete with a cozy gas-burning fireplace. The primary suite is conveniently situated on the main floor, boasting a stunning, fully remodeled bathroom. Upstairs, discover the remaining bedrooms—including a flexible third bedroom created by walling in the former loft space, making it ideal for a quiet home office or guest room—alongside another full bath. Outside, the large backyard overlooks a peaceful pond and features an inground pool and spa under a brand-new screen enclosure, complemented by a built-in outdoor kitchen setup. Living here means embracing the East Lake Woodlands lifestyle. Residents can enjoy miles of scenic nature and biking trails, while a variety of optional club memberships unlock access to championship golf courses, a premier tennis and pickleball complex, resort-style swimming pools, and a private clubhouse with fine dining and social events. Located in the heart of Oldsmar, this property is also just minutes from excellent shopping, dining, highly rated schools, and pristine Gulf Coast beaches. Don’t miss the opportunity to make this Kingsmill gem your own. Schedule a private tour today to experience this beautiful pond-front retreat firsthand!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Susanne Jones (727-455-0769)
230 BALSAM DR, OLDSMAR, FL 34677
$265,00042 Days on yellowkey MLS ID: TB8504047
REDUCED by $10,000 (3.6%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1981Monthly Fee: $440 Tax: $4,627 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$4,627
Remarks: Virtually Staged. Welcome home to this beautifully maintained 2-bedroom, 2-bathroom villa nestled in the highly desirable, gated community of East Lake Woodlands. Designed with both comfort and functionality in mind, this home features a desirable split-bedroom floor plan, offering privacy for both owners and guests, with a conveniently located shared bathroom for the secondary bedroom. Step inside and be greeted by a spacious living area perfect for entertaining, complete with a dedicated dining room and a stylish wet bar—ideal for hosting gatherings or enjoying a quiet evening at home. The well-appointed kitchen offers a full appliance package, abundant cabinetry, and ample counter space, making meal preparation a breeze. The generously sized primary suite serves as a relaxing retreat, featuring a walk-in closet and an updated en-suite bathroom with a large walk-in shower. An additional expansive family room provides even more flexible living space, perfect for a media room, home office, or casual lounging area. Enjoy seamless indoor-outdoor living as you step through sliding glass doors into your private, fenced courtyard—an inviting space to savor your morning coffee or unwind in the evening. Residents of East Lake Woodlands have the option to enjoy resort-style amenities, including a premier golf course, tennis courts, fitness center, dining, and a vibrant calendar of social events (membership optional). Conveniently located near shopping, dining, entertainment, and medical facilities, this home offers the perfect blend of tranquility and accessibility. Don’t miss your opportunity to make this exceptional villa your own—schedule your private showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Dawn Walls
316 COUNTRY CLUB DR, OLDSMAR, FL 34677
$328,90028 Days on yellowkey MLS ID: TB8508856
REDUCED by $100 (0.0%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1960 Tax: $616 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$616
Remarks: Yes! This beautifully renovated mid-century modern block home actually looks this good in person - no AI staging here! Located in the desirable NO HOA community of Oldsmar Country Club Estates. Timeless character with modern upgrades are inside this 3 bedrooms, 2 bathrooms. Under the exposed beams is 1,344 square feet of thoughtfully updated living space. The fully renovated kitchen features elegant quartz countertops, 42” upper cabinets, and stainless steel appliances, creating a stylish and functional space for everyday living and entertaining. Don't let the floor to ceiling windows fool you eco-friendly design allows a low-cost energy bill. Additional highlights and upgrades include: newer vinyl windows, a 2017 roof, 2023 ductless mini-split system, 2023 hot water heater, and updated electrical in 2025 for added peace of mind. Step outside to enjoy the fully fenced backyard, perfect for pets, entertaining, or relaxing in privacy. The attached carport provides convenient covered parking and additional storage flexibility. Ideally situated just yards from the Oldsmar Boat Ramp with direct access to Tampa Bay, this golf cart-friendly community offers the perfect Florida lifestyle. R.E. Olds Park is a 15-acre dog- friendly waterfront park featuring a 400 -foot fishing pier, playgrounds, picnic shelters, an amphitheater, and trails with scenic views of Tampa Bay. Named after automotive pioneer Ransom E. Olds, the park hosts numerous community events and offers amenities like volleyball, tennis & pickleball courts & restrooms. With no HOA restrictions, park the boats, RV’s and work trucks with ease. This property is ideal for a first-time homebuyer, seasonal resident, or as an income-producing short-term rental investment opportunity. Annual Flood quote $2,653.34
Listing is courtesy of: TMWRK BROKERAGE LLC (727-277-9032)
Listing Agent: Faith Walston (813-303-1239)
355 VENTURA DR, OLDSMAR, FL 34677
$625,00022 Days on yellowkey MLS ID: TB8510293
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1938 Built: 2001Monthly Fee: $100 Tax: $5,919 (2025)Community: Bay ArborSingle Family
Taxes:$5,919
Remarks: Virtually Staged. Welcome to this beautifully maintained and completely updated four-bedroom, two-bathroom home located in the gated community of Bay Arbor. Situated on a premium lot with tranquil pond views and no rear neighbors, this exceptional property is directly across the street from the community pool, offering both convenience and scenic surroundings. Thoughtfully renovated from floor to ceiling, this stunning residence blends modern upgrades with comfortable Florida living. Major updates, including a 2020 remodel featuring updated bathrooms, kitchen, Pergo laminate flooring throughout, and upgraded 5 ¼-inch baseboards. Additional enhancements include custom kitchen window seating added in 2020, USB outlets in the kitchen, exterior painting in 2020 with a 10-year warranty, gutters and patio birdcage added in 2020, a 2023 water softener, 2019 water heater, EV outlet, and extensive hurricane protection, including 2025 impact windows, front French door hurricane fabric protection, and a 2011 hurricane impact-rated rear patio French door. The roof was replaced in 2020 and includes a 50-year warranty. Step inside through the inviting foyer entry and immediately notice the high ceilings, abundant natural light, and stylish wood-look flooring flowing throughout the home. The spacious kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, a beverage fridge, extensive cabinetry for storage, Corian countertops, and a cozy breakfast nook with built-in bench seating. The kitchen opens seamlessly to the dining area and expansive living room highlighted by vaulted ceilings and an open, airy feel. The oversized primary suite offers a relaxing retreat with a large walk-in closet and a beautifully updated private bathroom complete with a dual-sink vanity, soaking tub, glass-enclosed shower, updated fixtures, and private water closet. The additional bedrooms are all generously sized and equipped with ceiling fans for added comfort. Enjoy Florida living year-round from the large screened-in lanai overlooking the fenced backyard and peaceful pond views. Residents of Bay Arbor enjoy access to a community pool and a prime location close to popular dining spots, shopping centers, golf courses, parks, movie theaters, and outdoor recreation. Conveniently situated near Tampa International Airport, Mobbly Bayou Beach Park, Honeymoon Island State Park, Upper Tampa Bay Park Nature Center, AMC Woodlands Square 20, and Tampa Bay Downs, this home offers the perfect blend of privacy, convenience, and lifestyle. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Robert Paolini (727-365-8335)
360 S WOODLANDS DR, OLDSMAR, FL 34677
$414,9005 Days on yellowkey MLS ID: TB8515718
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1590 Built: 1979Monthly Fee: $340 Tax: $5,335 (2025)Community: East Lake Woodlands Patio HomesVilla
Taxes:$5,335
Remarks: Welcome to 360 S Woodlands Drive, a beautifully renovated 2-bedroom, 2-bath patio home nestled within the prestigious gated community of East Lake Woodlands in Oldsmar. Offering 24-hour guarded security and a maintenance-free lifestyle, this move-in ready residence combines modern upgrades with exceptional privacy and comfort. NEW ROOF + FLAT ROOF (2025)! NEW AC (2025)! Extensively updated throughout, the home features luxury vinyl plank flooring installed in 2022, a completely remodeled kitchen with granite countertops, premium cabinetry, and stainless steel appliances, along with two beautifully renovated bathrooms featuring updated tilework, granite countertops, and stylish vanities. The spacious primary suite serves as a private retreat with a custom-designed closet and an oversized soaking tub perfect for relaxation. Additional improvements include IMPAC impact windows, a new flat roof installed in December 2021, updated interior doors, and a custom 45-foot paver walkway that extends from the front entrance to the private rear patio, creating an ideal outdoor space for entertaining or enjoying Florida's beautiful weather. The HVAC system was replaced in 2025 for added peace of mind.The monthly HOA fee provides true maintenance-free living and includes lawn care, irrigation, Spectrum cable and internet service with two cable boxes, and exterior painting every five years. Residents also have the option to join East Lake Woodlands Country Club, offering two championship golf courses, tennis courts, swimming pools, fitness facilities, dining, and a vibrant social calendar. Ideally located near shopping, dining, parks, Tampa International Airport, and some of the area's most beautiful Gulf Coast beaches, this exceptional home offers the perfect blend of luxury, convenience, and Florida living. Schedule your private showing today.
Listing Agent: Mark Fazzini (727-485-9981)
2024 SHEFFIELD CT, OLDSMAR, FL 34677
$260,0009 Days on yellowkey MLS ID: TB8510499
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 1986Monthly Fee: $110 Tax: $3,568 (2025)Community: Sheffield Village At Bayside MeadowsVilla
Taxes:$3,568
Remarks: Welcome home to this charming villa in the heart of Oldsmar! Light and bright with soaring cathedral ceilings, this home features laminate and tile flooring throughout along with stainless steel appliances, creating a clean and low-maintenance living space. Enjoy relaxing mornings or evenings on the screened porch overlooking your private backyard area, plus the convenience of 2 assigned parking spaces right outside your front door. Residents can enjoy the community pool, while Sheffield Park is just down the street for even more outdoor recreation. Ideally located near shopping, restaurants, the sports complex, and AMC movie theater, this villa offers comfortable Florida living in a convenient and desirable location.
Listing is courtesy of: WEICHERT REALTORS EXCLUSIVE PROPERTIES (813-426-2669)
Listing Agent: Christopher Webb (813-297-1435)
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