Location: Oldsmar
Do Not Show Listings
417 DOLPHIN DR S, OLDSMAR, FL 34677
$269,00042 Days on yellowkey MLS ID: TB8504194
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1253 Built: 1985Monthly Fee: $70 Tax: $3,616 (2025)Community: Gull-Aire VillageManufactured Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,616
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautifully renovated home in the desirable 55+ Gull-Aire Village, where comfort, style, and convenience seamlessly come together. Step inside to discover luxury vinyl flooring throughout, a modern kitchen featuring elegant Shaker cabinetry, granite countertops, a convenient pot filler, premium stainless-steel appliances, smooth ceilings, and five-inch baseboards. The custom kitchen island comfortably seats three, perfect for casual dining or entertaining. The primary bathroom has been thoughtfully designed for both style and accessibility, boasting a fully updated, wheelchair-friendly walk-in shower. The guest bathroom is also refreshed, offering a versatile tub/shower combination. The spacious laundry room includes newly installed custom cabinetry and a sink, with the potential to serve as a second kitchen for those who enjoy cooking. Enjoy Florida living year-round in the expansive glass-enclosed, air-conditioned Florida room, complete with durable vinyl plank flooring. Upgrades include a new air conditioning system installed with permit in November 2018, a permitted TPO roof added in August 2012, and a whole-house Generac generator that guarantees uninterrupted power during any weather. Additional storage is available in the handy shed. The vibrant clubhouse is the heart of the community, hosting monthly events and providing amenities such as a pool table, shuffleboard, bocce ball courts, a heated pool, and spa. Residents can take part in regular activities like bingo, card games, and line dancing, fostering an active, social lifestyle. The golf cart-friendly streets make getting around the neighborhood both easy and fun. Enjoy affordable living with HOA fees of just $70 per month in this meticulously maintained community. Pet owners are welcome—one pet of any size is allowed, and a second pet may be permitted with an emotional support letter from a physician. Ownership includes the land, so there is no lot rent. Everyday conveniences are right across the street, with shopping options like AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store. Dining choices abound, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are about ten minutes away. Outdoor enthusiasts will love being just ten miles from the stunning beaches at Honeymoon Island and Caladesi State Park, plus direct access to a scenic biking and walking trail along the canal. Room measurements are approximate.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
206 BEDFORD ST, OLDSMAR, FL 34677
$359,700181 Days on yellowkey MLS ID: TB8455925
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1274 Built: 1988 Tax: $3,766 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$3,766
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: Virtually Staged. Short Sale. This beautifully updated, single-level home offers a smart, open layout with 3 bedrooms, 2 full baths, and a 2-car garage, designed for both everyday living and easy entertaining. Completely renovated in 2022, the interior has been thoughtfully updated and modernized. The main living area features high ceilings and an open floor plan that creates a bright, spacious feel. A striking fireplace accent wall anchors the living room and adds both character and warmth. Luxury vinyl plank flooring runs through the common areas, complemented by modern finishes throughout. The kitchen features granite countertops, stainless steel appliances, updated cabinetry, and a stylish backsplash, seamlessly connecting to the dining and living spaces. The split-bedroom floor plan provides privacy, and both bathrooms were updated with sleek tile in the showers and floors, new vanities, mirrors, and contemporary lighting. Additional features include a durable metal roof, a fully fenced backyard, and multiple outdoor living spaces. A screened-in porch offers a comfortable spot to unwind, while the expansive rear deck is ideal for entertaining or enjoying outdoor time year-round. Trustee sale, must sell!!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Tanja Cisliek (727-480-4155)
307 COUNTRY CLUB DR, OLDSMAR, FL 34677
$349,95045 Days on yellowkey MLS ID: TB8502335
REDUCED by $27,950 (7.4%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1670 Built: 1960 Tax: $3,567 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$3,567
Remarks: Virtually Staged. HONEY STOP THE CAR! THIS IS THE ONE! LOCATION LOCATION LOCATION! Welcome to this FULLY RENOVATED, PRIME OLDSMAR LOCATION. This RARE OPPORTUNITY is a 3 Bed 2 Bath Home that checks every box for buyers looking for a move-in-ready property and investors searching for a smart opportunity in one of Tampa Bay’s fastest-growing hidden gems. This fully updated residence has been transformed from top to bottom with the modern finishes today’s buyers are chasing. From the moment you walk in, you’ll notice the attention to detail from tile flooring, a beautifully renovated kitchen with stylish cabinetry, upgraded countertops, modern fixtures, refreshed bathrooms, and finishes that make this feel like home. Every inch has been thoughtfully improved so the next owner can simply move in and enjoy. The layout offers the perfect blend of functionality and comfort with spacious living areas, generously sized bedrooms, and plenty of natural light throughout. Step outside and you’ll find ample outdoor space perfect for entertaining, relaxing, or creating your own backyard oasis. But what truly makes this property special is location. Situated in the heart of Oldsmar, you’re minutes from everything to love about the area including Waterfront parks and trails including R.E. Olds Park and Veterans Memorial Park, Close to Toronto Blue Jays spring training games at TD Ballpark, Easy access to shopping, dining, and entertainment throughout Oldsmar, Safety Harbor, and Tampa. Convenient commute to Tampa International Airport, Clearwater beaches, and major employers. Near golf courses, pickleball courts, breweries, and the vibrant charm that continues to make Oldsmar one of Tampa Bay’s most desirable places to live. Whether you’re a first-time homebuyer looking for a turnkey home, someone relocating to Florida, or an investor searching for a high-demand rental opportunity in a rapidly appreciating area, this property delivers. Homes this updated in Oldsmar at this price point don’t last. And opportunities like this? They attract attention fast. Schedule your showing before everyone else does, because this one is built to sell quickly.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mark Fazzini (727-485-9981)
140 HUNTER LAKE DR #8C, OLDSMAR, FL 34677
$134,90052 Days on yellowkey MLS ID: TB8500198
REDUCED by $15,000 (10.0%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 2025Monthly Fee: $666 Tax: $350 (2025)Community: Gardens Forest LakesCondo
Taxes:$350
Elementary School: Forest Lakes Elementary-PN
Remarks: Location, Location, Location!!! Welcome to the carefree living community of Gardens of Forest Lakes in fabulous Oldsmar! Move-in ready… ALL BRAND NEW in this magnificent home that combines style and functionality. Be the first to live in this magnificent COMPLETELY REBUILT condo! Just under 1,000 sq. ft. with 2 bedrooms and 2 bathrooms plus a screened balcony. Beautiful luxury vinyl flooring throughout… desirable layout boasts an open concept great room floorplan featuring spacious dining and living areas. Extend your living and entertaining space outdoors through the sliding glass doors leading to the screened balcony with Trek decking and featuring a deep storage closet. A perfect setting for morning coffee or afternoon cocktails! Fabulous kitchen offers gorgeous quartz countertop, white shaker soft-close cabinetry with designer hardware, floating shelves, brand-new stainless-steel appliances including refrigerator, ceran top range, built-in microwave, dishwasher and large undermount SS sink. Hallway laundry room features brand new washer, dryer, water heater and upper cabinetry that is ideal for additional storage. Convenient hall bathroom boasts decorative single vanity with tub/shower combination with stunning tile waterfall accents. Primary bedroom is located at the end of the hallway with a spacious walk-in closet and amazing ensuite boasting a designer vanity and gorgeous walk-in shower with tile waterfall accents. Everything is NEW, including the AC! TOTALLY MOVE-IN READY!!!! The HOA fee includes exterior maintenance, exterior grounds care, trash as well as fabulous amenities including swimming pool, tennis and racquetball courts, playground and fishing pier. A true Florida lifestyle! Close to shopping, restaurants and medical, easy access to the Pinellas Trail, and of course the famed Gulf beaches are nearby. A welcoming community and a stylish, move-in ready home await! This is carefree Florida living at its finest!!! Seller financing is available!
Listing Agent: Nancy Leslie (727-789-5555)
204 WINDWARD PL #36, OLDSMAR, FL 34677
$188,00072 Days on yellowkey MLS ID: A4686982
REDUCED by $7,000 (3.6%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1984 Tax: $3,166 (2025)Community: Meadows Condo At East Lake WoodlandsCondo
Taxes:$3,166
Remarks: Welcome to 204 Windward Place #36, a move-in-ready condominium located within the highly desirable gated community of East Lake Woodlands in Oldsmar, Florida. This well-maintained residence offers low-maintenance Florida living with a comfortable layout, natural light, and convenient access to the Tampa Bay area and Gulf Coast beaches. This Oldsmar condo features a thoughtfully designed floor plan with inviting living spaces that create a warm and functional atmosphere for both everyday living and seasonal enjoyment. Large windows allow abundant natural light to flow throughout the interior, enhancing the open and welcoming feel of the home. The residence has been carefully maintained, offering a clean and move-in-ready environment ideal for a primary residence, vacation property, seasonal retreat, or investment opportunity in Pinellas County. The living and dining areas provide flexibility for entertaining, relaxing, or working remotely while maintaining a comfortable residential setting. A private outdoor space offers the perfect place to enjoy morning coffee, unwind in the evenings, or appreciate Florida’s year-round outdoor lifestyle. Assigned parking is included, along with convenient guest parking for visitors. Located within East Lake Woodlands, residents enjoy a gated community known for its mature landscaping, scenic surroundings, peaceful atmosphere, and established neighborhood appeal. Optional memberships are available at the nearby Ardea Country Club, offering access to: • Championship golf courses • Tennis facilities • Resort-style swimming pool • Fitness center • Dining and social amenities Situated in Oldsmar, Florida, this property provides convenient access to Tampa, Clearwater, and St. Petersburg while remaining close to shopping centers, restaurants, parks, medical facilities, and major transportation routes. Residents are also within reach of Tampa International Airport and some of Florida’s most popular Gulf beaches. 204 Windward Place #36 presents an excellent opportunity to own a low-maintenance condo in one of the Tampa Bay area’s most desirable gated golf communities, combining comfort, convenience, and access to the Florida lifestyle. Schedule your private showing today and discover everything East Lake Woodlands living has to for you!!!!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Robert Dinan (941-993-7455)
634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677
$321,50080 Days on yellowkey MLS ID: TB8489706
0 Days Off yellowkey (back on 4/30/2026)
REDUCED by $3,400 (1.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1056 Built: 1985 Tax: $4,283 (2025)Community: Shoreview Phase 2 Blk 6, Lot 3Single Family
Taxes:$4,283
Remarks: Under contract-accepting backup offers. Motivated Seller! Move-In Ready Oldsmar Home! Welcome to this 3-bedroom, 2-bath home home located in the heart of Oldsmar, offering easy access to Tampa, Clearwater, Safety Harbor, and surrounding areas. This move-in ready property combines comfort, convenience, and a great outdoor living space. Inside you'll find a functional layout featuring an interior laundry area with upgraded Washer and Dryer(2023). Other recent upgrades include Refrigerator, Garbage Disposal, and Water Heater(2024) and a new Heat/Air System (2025). Granite and stainless steel in kitchen and updated Bathrooms. Step outside to enjoy a fully fenced, pet-friendly backyard designed for relaxing and entertaining. The outdoor space includes a large screened-in lanai and a spacious wood deck -perfect for barbeques, gatherings, or simply enjoying sunny Florida days. Also Minutes away from R.E. Olds Park which features an Amphitheater, Fishing pier, Picnic shelters, Playgrounds, Sand Volleyball and trails. Also occasionally through the year there are music concerts and festivals! This centrally located home offers the perfect blend of updates, outdoor living, and great accessibility. A great opportunity for buyers seeking comfort, convenience, and a welcoming place to call home. Property also remained safe and dry during the most recent Hurricanes and has never had any flooding issues in prior years either! Schedule your showing today!
Listing is courtesy of: AMERICAN HERITAGE REALTY, INC. (727-726-7272)
Listing Agent: Catherine Katopis (727-656-6862)
108 WOODLANDS CT #108, OLDSMAR, FL 34677
$199,0002 Days on yellowkey MLS ID: TB8514193
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1151 Built: 1981 Tax: $2,378 (2025)Community: East Lake Woodlands Condo Unit 7Spa: YesCondo
Taxes:$2,378
Remarks: This adorable 2nd floor, 2 bedroom, 2 bathroom condo in the guarded/gated community of East Lake Woodlands! An open and airy front balcony welcomes you in to the unit. NO REAR NEIGHBORS! Just views of the lovely back yard wooded area and daily deer sightings from your 2nd balcony which is private and screened-in! A big picture window, recessed lighting, solid wood cabinets and tiled backsplash accent the kitchen. The kitchen has a floor to ceiling pantry and is open to living / dining with an breakfast bar. An elegant, 2 tiered chandelier, crown molding and new modern ceiling fan grace the ceiling. Newer laminate flooring installed in the living /dining and both bedrooms. Step through the living room sliding doors and onto the screened-in balcony where the true Florida lifestyle begins. Roller shades on the balcony create privacy while still allowing the cool breezes to flow through. This unit features a split bedroom plan with NO CARPET! Master bedroom has its own bath en suite with separate shower/commode area, 3 walk in closets (YES! 3), tropical ceiling fan with palm leaf blades, double picture window with beautiful views of the wooded back yard! It is spacious enough for a king bedroom furniture set and also has a set of sliding doors out to the balcony! Guest bedroom features a large closet and an adjacent full bathroom with tub/shower in the hall. No lack of storage here with a coat closet in the main entry hall and a full wall to wall reach in closet in the guest hallway. A side by side washer and dyer are conveniently located in the balcony closet. Your assigned covered parking spot is right in front of the entrance (#108). Plenty of extra guests spots for a 2nd car too. Heated pool just steps away! Love to golf? East Lake Woodlands County Club will become your new favorite spot with (2) 18 hole championship courses, upscale restaurant, fitness center, clubhouse, tennis courts, 2 pools and a multimillion dollar renovation underway! Located just around the corner from Oldsmar sports complex on Tampa Rd with a playground, ball hockey rink, BMX supercross track and fields for baseball football and soccer. Adjacent to the complex is Woodlands Square Mall with an IMAX movie theater, gourmet restaurants and shopping. East Lake Rd houses 2 large shopping centers with Target, Walmart, and an assortment of fast food chains. Short drive to Countryside mall, Tampa Airport, and the sugar sands of the Gulf’s finest beaches. Bring your furry friends! Two cats or dogs allowed under 20 lbs each (or a total of 40 lbs between the 2). Low condos fees with water, sewer, trash and basic cable included. Make your appointment to see today!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Jo Walker (727-657-9898)
415 COUNTRY CLUB DR, OLDSMAR, FL 34677
$399,0002 Days on yellowkey MLS ID: TB8517638
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1748 Built: 1959 Tax: $3,505 (2024)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$3,505
Tax Year: 2024
Middle School: John Hopkins Middle-PN
Remarks: Beautiful waterfront-view home overlooking the water from the backyard, located in the desirable Oldsmar Country Club Estates community. This fully renovated property features 4 bedrooms and 2 bathrooms and sits on a 0.21-acre lot with no HOA restrictions, offering comfort, functionality, and an excellent location. The home features new flooring throughout, a renovated kitchen with quartz countertops, stainless steel appliances, and ample cabinet space, along with updated bathrooms with modern finishes. The spacious backyard provides access to a canal leading to Tampa Bay, making it ideal for kayaking, paddleboarding, and other outdoor activities. It also offers the perfect setting to relax or entertain family and friends. Conveniently located near parks, recreational areas, public boat launches, Tampa Bay Pickleball, restaurants, shopping, and more. Additionally, Tampa International Airport is approximately 20 minutes away, providing excellent convenience and connectivity.
Listing is courtesy of: FRIENDS REALTY LLC (813-464-1640)
Listing Agent: Madelin Artigas (713-384-5600)
1260 CLAYS TRL, OLDSMAR, FL 34677
$265,0002 Days on yellowkey MLS ID: TB8514482
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1450 Built: 1993 Tax: $1,675 (2025)Community: East Lake WoodlandsCondo
Taxes:$1,675
Middle School: Largo Middle-PN
Remarks: Enjoy maintenance-free living with stunning views of the 18th hole of the North Course at Ardea Country Club, located within the highly desirable gated community of East Lake Woodlands. Surrounded by beautifully maintained homes and lush Florida landscaping, this one-story, townhome-style condominium offers comfort, convenience, and scenic golf course views. A private courtyard entry welcomes you into a bright foyer with a coat closet, opening to an expansive, light-filled floor plan. The spacious living and dining areas flow seamlessly into the kitchen, creating an inviting space for everyday living and entertaining. The living room features a wet bar, a wood-burning fireplace, and sliding glass doors leading to a beautiful enclosed Florida Room overlooking the fairway. The oversized primary suite is filled with natural light and showcases picturesque golf course views through charming bay windows. The suite also features a large walk-in closet and an ensuite bath complete with dual vanities, a jetted soaking tub, separate shower, and private water closet A comfortable guest bedroom offers convenient access to a full bathroom with a tub/shower combination, providing an ideal retreat for family and visitors. The kitchen offers abundant counter space and cabinetry, a spacious eat-in area, and a built-in desk, making it both functional and welcoming. An oversized one-car attached garage includes a washer and dryer and provides additional storage space. Adding to the home's exceptional value, the reasonable HOA fee covers a wide range of services and amenities, including cable TV, internet, water, sewer, exterior maintenance, grounds maintenance, maintenance repairs, building insurance, escrow reserves, community pool access and pool maintenance, common area taxes, professional management, and 24-hour guarded gate entrances. Lovingly maintained by its owners, this residence offers a wonderful opportunity to update and personalize while enjoying an exceptional golf course setting and maintenance-free lifestyle.
Listing Agent: Catherine Burton (727-348-4100)
629 BAY LAKE TRL, OLDSMAR, FL 34677
$350,0002 Days on yellowkey MLS ID: TB8517300
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1338 Built: 1984 Tax: $4,224 (2025)Community: Shoreview Ph 2Spa: NoSingle Family
Taxes:$4,224
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Located in a desirable, golf-cart-friendly community with no HOA or CDD fees, this move-in-ready home remained HIGH & DRY during recent storms with no flood damage and includes attached insurance quotes for added peace of mind. Inside, you'll find fresh interior paint, brand-new luxury vinyl plank flooring (2026), updated lighting and ceiling fans, new blinds, and an inviting open layout perfect for everyday living and entertaining. The kitchen features all new appliances, including a new refrigerator, range, dishwasher, and microwave (2026). The spacious living area opens through new French doors to the outdoor living space. Step outside to your private backyard oasis with a screened lanai, new vinyl fence and gate (2024). Major updates include a 2019 roof, 2023 water heater, WiFi-enabled garage door opener, and tons more interior improvements throughout the home. Conveniently located near waterfront parks, pickleball courts, boat launches, shopping, dining, Safety Harbor, Tampa International Airport, and some of Florida's best beaches, this home offers the perfect blend of location, updates, and Florida lifestyle. Don't miss your chance to own this piece of paradise - schedule your showing today!
Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)
Listing Agent: Heather Stotts Llc (951-505-6515)
10 LESLEY LN, OLDSMAR, FL 34677
$299,00049 Days on yellowkey MLS ID: TB8501611
REDUCED by $11,000 (3.5%) on 05/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1982Monthly Fee: $451 Tax: $3,869 (2025)Community: Quail Forest Cluster HomesSpa: NoVilla
Taxes:$3,869
Elementary School: Cypress Woods Elementary-PN
Remarks: Virtually Staged. Welcome to 10 Lesley Lane, located in the gated community of Quail Forest, nestled within the private country club community of East Lake Woodlands. This beautifully maintained end-unit villa offers serene pond views and a thoughtfully designed split-bedroom floor plan for added privacy and comfort. Major updates provide peace of mind, including a new roof (2022), HVAC (2023), and water heater (2022). The spacious, fully updated kitchen is a true highlight, featuring new cabinetry, sleek quartz countertops, and stainless steel appliances, perfect for both everyday living and entertaining. The layout flows effortlessly into the living and dining areas, all filled with natural light and peaceful water views. Enjoy your morning coffee or unwind in the evening on the charming front patio. Additional conveniences include one assigned carport and plenty of guest parking for visitors. Residents of East Lake Woodlands have access to two championship golf courses, consistently ranked among the top 5 in the entire Tampa Bay area, along with optional country club amenities. Ideally located near shopping, dining, parks, and just a short drive to Tampa International Airport and the Gulf beaches, this home offers the perfect blend of lifestyle and location. Don’t miss your opportunity to own in one of Oldsmar’s most desirable communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-251-2002)
Listing Agent: Alexis Sollenberger (850-687-2526)
347 COUNTRY CLUB DR, OLDSMAR, FL 34677
$429,000121 Days on yellowkey MLS ID: TB8475491
REDUCED by $20,000 (4.5%) on 04/05/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1967 Tax: $1,515 (2024)Community: Oldsmar Country Club Estates Sec 1 RepSingle Family
Taxes:$1,515
Remarks: "Move-In Ready"... Freshly Painted and Beautifully completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with plenty of green space, fenced yard and mature landscaping. Enjoy your Florida Lifestyle with family and social gatherings within the updated interior decor or outside in the screened pool and lanai deck area. We'll look forward to your visit.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Frank Fundora (813-361-2505)
258 PELICAN DR N, OLDSMAR, FL 34677
$259,90024 Days on yellowkey MLS ID: TB8508713
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1471 Built: 1995Monthly Fee: $70 Tax: $757 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$757
Remarks: Now available in the sought-after 55+ Gull-Aire Village: a meticulously maintained 1995 Jacobsen home, offering over 1,400 square feet of comfortable living space. This inviting residence features three spacious bedrooms and two full bathrooms, with a split floor plan that provides privacy for guests. The home boasts a newly installed TPO roof (2024) that covers the main unit, Florida room, and carport, plus a hot water heater only two years old. Durable laminate flooring flows throughout, enhancing the bright and airy interiors. The generous eat-in kitchen includes an indoor laundry area with washer and dryer, while sliding glass doors lead to the Florida room—conveniently situated at the same level as the main house, eliminating any steps. The primary bathroom is equipped with double sinks and a shower for added comfort. Enjoy the vibrant community lifestyle at the clubhouse, which hosts monthly events and offers amenities such as a pool table, shuffleboard, bocce ball court, heated pool, and spa. Stay active and engaged with regular activities including bingo, cards, and line dancing. Navigating the neighborhood is easy thanks to golf cart-friendly streets! With HOA fees at just $70 per month, experience affordable, carefree living in a beautifully maintained community. This pet-friendly neighborhood welcomes one pet of any size, with a second pet permitted upon receipt of an emotional support letter from a doctor and submitted with your HOA application. Ownership includes the land—no lot rent required. Daily conveniences are just steps away, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store across the street. Dine at popular spots like Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers, Super Walmart and Publix, as well as Countryside Hospital, are approximately 10 minutes from your door. Outdoor lovers will appreciate easy access to the scenic biking and walking trail along the canal, as well as the breathtaking beaches of Honeymoon Island and Caladesi State Park just ten miles away. Room sizes are approximate. Do not miss your chance to own this outstanding home in Gull-Aire Village—schedule your showing today!
228 TARPON LN, OLDSMAR, FL 34677
$269,00035 Days on yellowkey MLS ID: TB8506652
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1686 Built: 1991Monthly Fee: $70 Tax: $2,143 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,143
Remarks: Discover this 1,686 sq ft 1991 Jacobsen retirement home, featuring a new roof (2025), new A/C (2024), new water heater (2026) and a new Rainsoft water softener in 2020. The layout offers both comfort and flexibility for relaxing or entertaining. Step into the oversized living room featuring soaring cathedral ceilings and an abundance of windows that fill the space with natural light, creating a welcoming atmosphere. The large chef’s kitchen is a standout, with ample cabinetry for storage, a convenient pantry, and generous countertops perfect for meal preparation. A separate dining room makes everyday meals and entertaining easy and elegant. The expansive family room, measuring 27x15, is ideal for a large screen TV and gathering with friends and family. Retreat to the updated primary suite, which boasts new, modern bath cabinet with double sinks for added style and functionality. The indoor laundry room is equipped with custom built-in cabinets, a desk, and countertop space—perfect for folding clothes or tackling craft projects. The 11x11 Florida room sits behind the carport with acrylic windows. The utility room can be used for a workshop or bike storage. The vibrant clubhouse serves as the lively centerpiece of the community, offering a welcoming space for residents to connect and unwind. Enjoy a wide range of amenities, including a pool table, shuffleboard, bocce ball court, and a luxurious heated pool and spa. Monthly events and regular activities such as bingo, card games, and line dancing create endless opportunities for fun and socializing, ensuring you stay active and engaged. Navigating the neighborhood is easy and enjoyable thanks to golf cart-friendly streets. With HOA fees at just $70 per month, you will appreciate affordable, worry-free living in a meticulously maintained environment. This pet-friendly community welcomes one pet of any size, and a second pet is allowed with an emotional support letter from your doctor. Ownership includes the land—no lot rent—giving you peace of mind and long-term value. Everyday conveniences are right at your doorstep, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store just across the street. Savor the variety of dining options nearby, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers like Super Walmart and Publix, as well as Countryside Hospital, are only about 10 minutes away. For outdoor enthusiasts, the breathtaking beaches of Honeymoon Island and Caladesi State Park are approximately ten miles from home, offering the perfect escape for sun and sand. A scenic biking and walking trail along the canal provide easy access from within the community, inviting you to enjoy nature at your own pace. This remarkable home combines comfort, practicality, and style, making it a wonderful place for your next chapter. Room sizes are approximate.
1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$370,00084 Days on yellowkey MLS ID: TB8488580
REDUCED by $10,000 (2.6%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1248 Built: 1973 Tax: $1,036 (2025)Community: Harbor Palms-Unit TwoSingle Family
Taxes:$1,036
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Offering 1,248 sq ft of well-designed living space, this move-in-ready property features a functional layout, abundant natural light, and modern updates throughout. Enjoy spacious living and dining areas that flow seamlessly, perfect for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the bedrooms are generously sized for comfort and flexibility. Conveniently located near parks, shopping, dining, and major roadways, this home provides easy access to Tampa, Clearwater, and surrounding areas. Don’t miss this opportunity to own a well-maintained home in a desirable location!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Julio Vasquez (727-404-8889)
4856 WESTCHESTER CT, OLDSMAR, FL 34677
$589,0007 Days on yellowkey MLS ID: TB8515993
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2184 Built: 1996Monthly Fee: $295 Tax: $4,281 (2025)Community: KingsmillSingle Family
Taxes:$4,281
Remarks: Welcome to Kingsmill in the highly sought-after East Lake Woodlands community! This beautifully maintained waterfront home features 3 bedrooms, 2 bathrooms, and a 2-car garage, and has been lovingly cared for by its original owner. From the moment you arrive, you'll be impressed by the home's private cul-de-sac location and newly paved driveway. Step inside to discover luxury vinyl flooring that flows seamlessly throughout the main living areas and bedrooms. High ceilings and natural light create an open, airy atmosphere throughout the home. The spacious living and dining room combination is highlighted by a cozy fireplace, creating the perfect setting for both everyday living and entertaining. The kitchen features wood cabinetry, solid-surface countertops, a tile backsplash, brand new matching GE stainless steel appliances, and a breakfast nook overlooking the water. A full pocket sliding glass door opens to the lanai, allowing you to fully enjoy the tranquil lake views. The primary suite is a true retreat, offering water views and private access to the screened porch through sliding glass doors. The ensuite bathroom features dual vanities, a garden tub, a walk-in tiled shower, tile flooring, and two walk-in closets. The secondary bedrooms provide ample storage with built-in closets, while the guest bathroom includes tile flooring, a wood vanity with a solid-surface countertop, and a walk-in tiled shower. Additional features include an indoor laundry room with brand new washer and dryer included, a freshly painted garage floor, a 2021 roof, 2026 water heater, and 2017 HVAC system. Enjoy maintenance-free living with low monthly HOA fees that include lawn maintenance and trash service. Located within the gated East Lake Woodlands community, residents have the option to join Ardea Country Club, which offers exceptional amenities including two championship 18-hole golf courses, a fitness center, restaurant, swimming pools, tennis courts, racquet sports facilities, and more. Conveniently located near shopping, dining, airports, and some of Florida's most beautiful beaches, this home offers the perfect combination of comfort, convenience, and resort-style living. Don't miss this opportunity—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Chris Arata (727-415-7271)
141 LAKEVIEW WAY, OLDSMAR, FL 34677
$163,00098 Days on yellowkey MLS ID: TB8483907
REDUCED by $6,000 (3.6%) on 06/10/2026
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! Why Rent when you can buy? Enjoy peaceful Florida living in this charming condo located in a quiet gated community in desirable East Lake Woodlands. This well-maintained residence offers a comfortable layout with abundant natural light and relaxing views of the lake, creating a serene setting to come home to each day. The living and dining areas flow seamlessly, providing an inviting space for both everyday living and entertaining. Large windows help bring the outdoors in while highlighting the tranquil lake view. The kitchen is conveniently located and designed for functionality and ease. Residents of this gated community enjoy access to a sparkling community pool, perfect for relaxing or cooling off on warm Florida days. The peaceful surroundings combined with scenic water views make this property especially appealing. Conveniently located near shopping, dining, parks, and major roadways, the home offers easy access to nearby destinations including Tampa, Clearwater, and St. Petersburg. A wonderful opportunity to enjoy low-maintenance living with beautiful lake views in one of Oldsmar’s most desirable gated communities, and with a freshly painted front door AND $8,000 in new HVAC.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Douglas Brown (614-306-4665)
317 SHORE DR E, OLDSMAR, FL 34677
$484,700134 Days on yellowkey MLS ID: FC315737
REDUCED by $4,970 (1.0%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 2000 Tax: $6,929 (2024)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$6,929
Remarks: STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground level and all living areas elevated. Major upgrades include a new roof, a newer water heater (<5 years), and a renovated primary suite featuring a walk-in closet. The kitchen shines with stylish quartz countertops, and a large first floor laundry room. Step outside to your fully fenced, level backyard—ideal for entertaining or relaxing in the screened-in porch. The property includes a dedicated RV or Boat pad. Enjoy an incredible lifestyle within walking distance or take your golf cart to the waterfront parks, nature trails, pickleball courts, a fishing pier, and playgrounds. Located in a top-rated school district. This home is the complete package.
Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-445-5595)
Listing Agent: Charles Kelly (203-610-3091)
2031 DOVER CT, OLDSMAR, FL 34677
$255,00052 Days on yellowkey MLS ID: TB8500444
REDUCED by $10,000 (3.8%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1215 Built: 1982Monthly Fee: $160 Tax: $4,212 (2025)Community: Bayside Meadows Ph IiVilla
Taxes:$4,212
Remarks: Short Sale. Welcome to your peaceful retreat! This beautifully updated 2-bedroom, 2-bathroom, 1-car garage villa combines comfort, charm, and convenience in a quiet, sidewalk-lined neighborhood ideal for leisurely strolls and a true sense of community. Step inside to a spacious living area, featuring a large primary suite with a walk-in closet and private en suite bathroom. Enjoy Florida living with two large lanais, perfect for relaxing or entertaining. As an end unit tucked into a private cul-de-sac, this home boasts the largest yard in the community—a rare and valuable feature. Updates include new HVAC, fenced in backyard, luxury vinyl plank through out, fresh paint, water heater 2 years old, and roof is just 4 years old. Take advantage of the inviting community pool, or enjoy a short walk to Sheffield Park just 0.4 miles away. You'll love the unbeatable location—just minutes from Publix grocery (1.8 miles), shopping, dining, and Starbucks (1 mile), and a quick drive to the beach (9 miles) and Tampa International Airport (13 miles). With low HOA fees and easy access to everything you need, this villa is perfect as a full-time residence or a seasonal getaway. Don't miss your chance to enjoy effortless living in a prime location!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Jay Umboh (813-539-3105)
80 LANCE CT, OLDSMAR, FL 34677
$219,000111 Days on yellowkey MLS ID: TB8477775
REDUCED by $6,000 (2.7%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1981Monthly Fee: $440 Tax: $1,851 (2025)Community: East Lake WoodlandsVilla
Taxes:$1,851
Remarks: Must see to believe!!!!! OFFERING at 219k a TURN KEY 2/2 Villa located in the HIGHLY DESIRABLE Country Club, Golf and Tennis Community of Eastlake Woodlands. The solid block constructed END UNIT home offers extra outdoor space for relaxing with family and friends. As you approach this end unit at the end of a quiet cul-de-sac you'll find space to the right of the front door for storage, closet for trash cans, bikes, beach chairs, etc and extra parking spaces for guests. The open floor plan includes two large bedrooms with tons of closet space as both can each be used as master bedrooms with an en suite bathroom for complete privacy. Both bedrooms are equipped with ceiling fans and glass sliding doors that open to the screened-in back porch, allowing for a seamless blend of indoor and outdoor living. The light and bright eat-in kitchen has access to the front patio that provides a charming spot to savor your morning coffee. The oversized, Great room is the center of attraction for entertaining guests with a sprawling breakfast bar and features quadruple sliders overlooking the extended lanai beckoning the most romantic among us to get down on one knee. The screen-enclosed lanai has plenty of room for lounging and taking in the wildlife and offers another walk-in storage closet or workshop. Recent updates include HVAC system (2017), New Roof (2020), Exterior Painting (2019), Hot water Heater (2022), Updated plumbing & electrical, Newer full sized Washer/Dryer, etc. The HOA fee includes access to a private community pool, exterior paint, roof repair and replacement, Internet and basic cable TV service, Trash, Lawn Service and grounds maintaince. Access for the complete club experience is available with a private membership: Golf, tennis, fitness, swimming and dining at the gorgeous clubhouse just minutes away. This property experienced NO damage from the previous years storms and is a MUST SEE; Schedule your showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Casey Riordan (813-313-8527)
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