Location: Oldsmar , 34677
Do Not Show Listings
1505 SUNSET WIND LOOP, OLDSMAR, FL 34677
$380,00097 Days on yellowkey MLS ID: W7883526
REDUCED by $10,000 (2.6%) on 05/27/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1667 Built: 2018Monthly Fee: $580 Tax: $5,187 (2025)Community: Bayside TerraceTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,187
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor, providing added privacy and a more open feel from the lanai. Grilling is allowed in the backyard area, giving you the ability to enjoy outdoor cooking and entertaining. The home has been meticulously kept and shows true pride of ownership. It also includes a private 1 car garage for secure parking and additional storage. Upon entering, you immediately notice the ultra-modern feel and the exceptionally well-maintained condition of the property. The spacious kitchen features an extra-large island that is so generously sized it feels like it has its own zip code, along with an under-mount sink, quartz countertops, stainless steel appliances, and a walk-in pantry. The main living area has tile flooring throughout, creating a clean and seamless look, and opens to a screened-in lanai with brick pavers for easy indoor and outdoor living. Upstairs, the upgraded Berber-carpeted staircase with elegant railing leads to a loft area and all bedrooms. The primary suite is generously sized and includes multiple walk-in closets and a beautifully designed en-suite bathroom. Bedrooms two and three each feature carpeting and their own walk-in closets, offering excellent storage and flexibility. The home also includes hurricane shutters stored in the garage, providing added storm protection and peace of mind. Bayside Terrace offers resort-style amenities including a waterfront infinity heated salt-water pool, a covered pavilion overlooking the water, a cabana, two BBQ grills, a gas fire pit, a fitness center, clubhouse, and a dock with kayak and canoe launch access. The gated entrance and deed restrictions add an extra layer of privacy and security, while the waterfront setting allows residents to enjoy Florida sunsets and an active coastal lifestyle. Please view two videos: Tour 1 & Tour 2.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Eric Jenkins, Pa (727-409-3484)
80 LANCE CT, OLDSMAR, FL 34677
$225,000106 Days on yellowkey MLS ID: TB8477775
REDUCED by $5,000 (2.2%) on 05/27/2026
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
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: Think peaceful nature walks as this motivated seller is offering a great deal in this TURN KEY 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)
372 COBIA WAY, OLDSMAR, FL 34677
$194,99547 Days on yellowkey MLS ID: TB8499655
REDUCED by $5,000 (2.5%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1984Monthly Fee: $60 Tax: $3,232 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$3,232
Elementary School: Oldsmar Elementary-PN
Remarks: Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ golf cart friendly community in the heart of Oldsmar offers the best of Florida retirement living at an unbeatable value. Step inside to a bright, open floor plan featuring dark hardwood-style flooring and bold coastal teal accents throughout. The spacious living and dining areas flow into a well-appointed kitchen with wood cabinetry, a center island with breakfast bar, and stainless steel appliances. The primary suite includes a private en-suite bath, with a second full bath rounding out the layout. Screened lanai, wide carport, inside laundry, and a utility shed out back — this one has it all. You own the land. No lot rent. Ever. Low HOA and an active social calendar to boot. Community amenities include a heated pool & spa, clubhouse, sauna, library, shuffleboard, and bocce ball. Walk across the street to AMC Theatres, Beall's, Marshalls, and a full lineup of restaurants. Minutes to Publix, Walmart, and Countryside Hospital. Just ~10 miles to Honeymoon Island and Caladesi State Park. NOT in a flood zone!
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Justin Cans (347-238-0790)
3133 HURON AVE, OLDSMAR, FL 34677
$499,00012 Days on yellowkey MLS ID: TB8512032
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 1978 Built: 1985 Tax: $5,781 (2025)Community: West Oldsmar Sec 1Apartment
Taxes:$5,781
Remarks: Amazing opportunity to purchase a duplex with potential assumable financing at an attractive below-market interest rate! Nice block duplex in a prime location! One unit is vacant and completely remodeled with luxury renovations. Must see this renovation! Renovation includes new luxury vinyl plank flooring, new bathrooms with brand new shower walls and tub, new toilet, new vanity, fresh paint inside and out, new fixtures, and much more. New electric panels replaced in 2026. New roof replaced in 2023. The back unit is currently rented to a great tenant at $1,700/month. Each unit has its own water meter and electric meter, along with washer/dryer hookups. Property has not experienced hurricane-related flood damage. No HOA or CDD fees. There is plenty of dedicated parking for each unit along with completely enclosed backyard areas. This duplex could make a great home to live in and also a great investment opportunity!
Listing Agent: David Donat (813-495-7120)
105 MOBBLY BAY DR, OLDSMAR, FL 34677
$1,224,90017 Days on yellowkey MLS ID: TB8507261
0 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3941 Built: 2013Monthly Fee: $183 Tax: $9,020 (2025)Community: Estuary Of Mobbly BaySpa: YesSingle Family
Taxes:$9,020
Remarks: Under contract-accepting backup offers. Discover an extraordinary tropical sanctuary within the exclusive gated enclave of The Estuary of Mobbly Bay, where timeless elegance meets the serenity of Florida coastal living. Surrounded by lush professional landscaping & stunning custom architecture, this exceptional turn-key executive residence offers an elevated lifestyle designed for luxurious entertaining & peaceful everyday living. This beautifully appointed 5-bedroom, 4-bath custom-built home showcases impeccable craftsmanship & sophisticated design throughout. From the impressive solid wood front door to the soaring 9½-ft ceilings, graceful arched doorways, designer light fixtures, plantation shutters, crown molding, & exquisite designer tile flooring, every detail has been thoughtfully curated to create a refined yet welcoming atmosphere. Additional upgrades include new carpeting, ceiling fans, ample walk-in & built-in closets, window treatments throughout, & irrigation system on reclaimed water. At the heart of the home lies a spectacular chef’s kitchen featuring rich granite countertops, 42" cabinetry with crown molding, custom pull-out drawers, designer tile backsplash, stainless undermount sink, spacious center island, breakfast bar, butler’s pantry & walk-in pantry. Premium KitchenAid appliances, including a gas cooktop & built-in convection oven with microwave complete this exceptional gathering space. The open-concept family room flows seamlessly from the kitchen & is anchored by a striking linear built-in electric fireplace, creating a warm & sophisticated focal point. Elegant formal living & dining areas provide the perfect backdrop for entertaining, while French doors open to the breathtaking outdoor retreat beyond. Step outside & experience your own private resort-style paradise. The expansive pavered lanai surrounds a sparkling heated pool w/ a PebbleTec finish, sun shelf, soothing infinity spa & cascading waterfall, creating a tropical oasis ideal for entertaining or quiet relaxation. Cascading, custom-built waterfall plus two natural gas fire bowls flanking the spa create a unique nighttime experience. Additional upgrades include a new pool pump, natural gas Rinnai instant hot water heater, gas pool heater installed in 2025, pavered driveway, HVAC 2021 & a spacious 3-car garage featuring a brand-new, professionally coated floor finish. The luxurious primary suite serves as a peaceful retreat, highlighted by a stunning board-and-batten accent wall, enormous walk-in closet with custom built-in cabinetry & a spa-inspired bath featuring dual granite vanities with undermount sinks, private water closet, luxurious soaking tub & an oversized walk-in shower. Upstairs, an impressive 685-square-foot bonus area offers exceptional flexibility & privacy, complete with a private bedroom & full bathroom, making it ideal for a luxurious guest suite, theater room, playroom, private guest retreat or additional entertaining space. Perfectly positioned in the heart of Tampa Bay, The Estuary at Mobbly Bay offers convenient access to Tampa, St. Petersburg, local Gulf beaches & Tampa International Airport while maintaining the tranquility of a nature-inspired waterfront community. Residents enjoy proximity to exceptional dining, shopping & three beautiful parks located less than a mile away, including Bicentennial Park, R.E. Olds Park & Veterans Memorial Park. This rare offering captures the essence of luxury Florida living at its finest.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jason Bandy (727-215-5760)
120 EVELYN CT, OLDSMAR, FL 34677
$259,00042 Days on yellowkey MLS ID: TB8501596
REDUCED by $19,000 (6.8%) on 05/26/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1979Monthly Fee: $490 Tax: $5,156 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$5,156
Remarks: Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-after neighborhoods in Pinellas County and the Tampa Bay area. This home offers a wonderful opportunity for buyers seeking low-maintenance living in a prime Oldsmar location. This immaculate villa has been very well maintained through the years and is ready for move-in, while also allowing the next owner the opportunity to update and personalize over time. The home features a thoughtfully designed floor plan with spacious living areas and generously sized bedrooms, creating a comfortable and functional living environment. The primary suite includes a walk-in closet and private ensuite bathroom, providing privacy and convenience. The additional bedroom is also well-sized, making the home ideal for guests, seasonal living, or a home office. One of the standout features of this property is the large sunroom/lanai, offering a bright and inviting space that can be enjoyed year-round. Whether you’re relaxing with your morning coffee or entertaining guests, this versatile area adds valuable living space and enhances the overall flow of the home. Important updates include an HVAC system installed in 2015, a new electrical panel installed in 2022, and a newer water heater, providing peace of mind for the next owner. The property also includes covered parking and ample storage space, adding convenience for everyday living. The home is fairly priced based on recent comparable sales within the East Lake Woodlands community, making it a strong opportunity in today’s Oldsmar real estate market. East Lake Woodlands is known for its beautiful surroundings, mature landscaping, and central location within Pinellas County. Residents enjoy easy access to shopping, restaurants, parks, golf courses, and everyday conveniences. The property is also conveniently located with an estimated 30-minute drive to Tampa International Airport, as well as a similar drive to many of Pinellas County’s award-winning Gulf Coast beaches. If you are searching for a villa in Oldsmar within East Lake Woodlands, 120 Evelyn Ct offers a combination of location, comfort, and value in one of the Tampa Bay area’s most desirable communities. Schedule your private showing today and discover everything this well-maintained Oldsmar villa in East Lake Woodlands has to offer.
Listing Agent: Lance Willard Llc (727-487-1894)
3858 SHORE BLVD, OLDSMAR, FL 34677
$1,200,00026 Days on yellowkey MLS ID: TB8506221
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1594 Built: 1986 Tax: $8,857 (2025)Community: West Oldsmar Sec 1Single Family
Taxes:$8,857
Remarks: Welcome to Oldsmar, the highly desirable Tampa Bay suburb offering a perfect blend of small-town charm, top-rated schools, and prime waterfront living known for its central location between Tampa and Clearwater beaches. This unique home provides easy access to urban amenities while maintaining a quiet private atmosphere. It’s an ideal place to embrace outdoor waterfront living beginning your days with gentle bay breezes from one of your decks or porches, and ending it with a sunset excursion by boat, kayak, or paddle board. This elevated two-story residence has a 2025 Roof and features three bedrooms and two bathrooms, highlighted by breathtaking views, abundant natural light, and vaulted ceilings that create an open and airy ambiance while a cozy wood-burning fireplace enhances the warm atmosphere. The kitchen and great room share a spacious open floor plan flooded with sunlight, featuring a full ceiling to floor window, granite countertops and stainless appliances, propane stove for the chef, and also has a tankless propane water heater. The oversized master suite includes an additional deck with captivating views and an ensuite bathroom equipped with dual sink vanity, a garden tub, and separate shower. On the lower level, you’ll find an oversized two-car garage and a 600+ square foot accessory dwelling unit (ADU), or mother-in-law suite, complete with its own private entrance, bathroom, refrigerator, and sink. The paver driveway offers amply parking as well as plenty of space for any additional toys like boats and RV’s. Multiple living spaces—including decks, patios, and enclosed porches—offer plenty of opportunities to enjoy the outdoors and connect with nature. The elevated main living areas remain safe and dry during storms. From your windows, you can observe dolphins, manatees, and distinctive bird species. Fish off your private floating dock or launch your boat from the private ramp, with water depths accommodating larger vessels, granting easy access to all of Tampa Bay and St. Petersburg’s coastline right from your backyard. Located in a top-rated school district and 20–30 minutes from downtown Tampa, Clearwater, and top Gulf beaches, the property is set on a generously sized, nearly one-third-acre lot on a quiet dead-end street, which offers exceptional privacy. Nearby, you can stroll to the charming R.E. Olds Park, which hosts monthly events and festivals. For dining and entertainment, you can bike or boat to downtown Safety Harbor. Beautiful Phillippe Park and Mobbly Beach Park lie less than three miles away, easily accessible by bike or boat. Oldsmar is distinctive in many ways: it manages its own reverse osmosis water treatment facility, is home to the Tampa Bay Skating Academy Ice Rink, and boasts more parks per square mile than any other city in Florida, dedicating around 40% of its land to parks and preserves. Outdoor enthusiasts can enjoy the Oldsmar Trail, a ten-mile path that winds through eight of the city’s ten parks, offering ample opportunities for nature exploration and recreation. Act now and seize the opportunity to experience the Florida lifestyle you've always dreamed of by scheduling your exclusive tour of this unique home today!
Listing Agent: Mark Yorke, Llc (727-481-2165)
307 COUNTRY CLUB DR, OLDSMAR, FL 34677
$349,95040 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: One or more photo(s) has been 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)
125 CYPRESS LN #125, OLDSMAR, FL 34677
$149,90026 Days on yellowkey MLS ID: TB8499229
0 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,954 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,954
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move in ready & the LOWEST priced condominium on the market in East Lake Woodlands! This first floor home has just been refreshed & looks fabulous & neutral! Enjoy your kitchen with solid surface countertops, a large sink & newer faucet, stainless steel appliances, under cabinet lighting and lovely modern style cabinets PLUS a large pantry closet! This is a split bedroom floor plan, so you & your guests have some privacy. Easy care flooring throughout includes tile & wood look luxury vinyl & laminate in the master bedroom. Your master bedroom offers two (!) walk in closets, an en-suite bath with shower & linen closet, & sliding patio doors out to your enclosed patio area with wooded green space behind your building to enjoy the Florida climate. Your main living area combines room for a dining area and living room, plus there is seating at the kitchen counter area. Residents enjoy a community pool just steps away from your front door! In addition, there is a new HVAC (2026), new water heater (2026), newer refrigerator & dishwasher, & brand new stove & microwave...never been used! This is truly low maintenance living with the following included in your monthly fees: cable TV & internet, community pool, exterior maintenance, grounds maintenance, sewer, water & trash. East Lake Woodlands if a very special community that includes the Ardea Country Club which can be joined for additional membership fees (contact Ardea for more information). This home is a DEAL for anyone looking for comfortable living in the finest community in Pinellas County! All measurements are believed to correct and buyer is encouraged to verify through inspections or other methods. Seller not responsible for any inaccuracies and home is sold strictly as is.
Listing Agent: Cathy Mccarthy (727-452-9339)
106 W CYPRESS CT #106, OLDSMAR, FL 34677
$165,00023 Days on yellowkey MLS ID: TB8508738
2 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Community: East Lake Woodlands Cypress EstatesSpa: NoCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. Welcome to 106 W Cypress Court, a cozy, inviting 2-bedroom, 2-bath condo in the desirable Cypress Estates community within East Lake Woodlands in Oldsmar. Perfect as a full-time residence, seasonal retreat, or investment opportunity, this home offers a comfortable layout with open living and dining areas, generous natural light. The spacious primary suite includes its own UPGRADED private bath with a large built-in linen closet, while the second bedroom and full guest bath provide flexibility for a home office or visitors - the owner had many - East Lake Woodlands is a lovely resort. Enjoy morning coffee from your screened lanai overlooking a peaceful green space. This well-kept community places you just steps from a heated neighborhood pool and nearby Ardea Country Club—a premier golf hub featuring the newly renovated North and South 18-hole championship courses, fresh off an $11 million renovation to its clubhouse, PICKLEBALL and tennis courts, and golf facilities. Ardea offers optional memberships for golf courses, tennis courts, a fitness center, dining, and social events. A great way to meet neighbors in your community while working out or refining your golf, pickleball and tennis skills! True turnkey, affordable LOW-MAINTENANCE living is made possible by value-packed HOA dues that fully cover cable TV, internet, community pool access, trash, sewer, water, and all exterior/grounds maintenance. Conveniently located close to essential shopping, dining, and major highways, you are also 15 minutes from adorable neighborhoods (Dunedin, Safety Harbor, Tarpon Springs, Palm Harbor), and less than 30 minutes from world-class Gulf beaches, Tampa International Airport (TPA), and St. Pete-Clearwater International Airport (PIE). Florida living at its best—schedule your private showing today!
Listing is courtesy of: ENGEL & VOELKERS UPPER TAMPA BAY (813-693-1003)
Listing Agent: Stacy Kitchell (813-693-1003)
382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677
$509,00032 Days on yellowkey MLS ID: TB8499334
REDUCED by $11,000 (2.1%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1995Monthly Fee: $95 Tax: $5,232 (2025)Community: Fountains At Cypress Lakes TheSingle Family
Taxes:$5,232
Remarks: Under contract-accepting backup offers. Price Adjustment! Welcome home to this stunning, move-in ready 4 bedroom, 2 bath split floor plan in one of Oldsmar's most sought-after neighborhoods - and zoned for some of the top-rated schools in the area. From the moment you walk in, you'll notice the difference that thoughtful, high-quality updates make. Soaring vaulted ceilings and elegant columns greet you in the formal living room, while French doors open to a versatile den or 4th bedroom. The heart of the home is a beautifully updated gourmet kitchen featuring shaker-style soft-close cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances, a breakfast bar, and a sunny breakfast nook ... all flowing naturally into the family room and out to the screened porch through a slider, perfect for that indoor-outdoor Florida lifestyle. The primary suite is a true retreat, complete with a spa-inspired bath boasting dual sinks, quartz countertops, and a step-in shower. Two additional bedrooms share a well-appointed bath. Throughout the home you'll find brand new engineered hardwood and LVP flooring, freshly painted interiors, popcorn ceilings removed, and updated baths - every detail has been addressed. And the big ticket items? All taken care of. Brand new roof (May, 2026), newer appliances, new garage door motor, new back pavers, and a fully fenced lot with complete privacy,fresh landscaping, and a freshly painted exterior in warm, natural tones that give the home incredible curb appeal. This is the one you've been waiting for — all the charm, all the updates, and an unbeatable Oldsmar location close to Gulf beaches, parks, golf courses, shopping, and Tampa International Airport.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Marianne Knowles (813-720-9201)
313 JEFFERSON AVE S, OLDSMAR, FL 34677
$430,00039 Days on yellowkey MLS ID: TB8502786
REDUCED by $19,000 (4.2%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1841 Built: 1940 Tax: $4,298 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$4,298
Remarks: Fully renovated and move-in ready, this 3-bedroom, 2-bath home features 1,841 square feet of updated living space in a desirable area of Oldsmar. Recent improvements include a brand-new roof, new windows, fresh paint, brand-new appliances, and a fully refurbished HVAC system, creating a true turnkey opportunity. Inside, the home offers a spacious living area filled with natural light, a covered front porch, and an upstairs bonus room that can function well as a home office, playroom, guest area, kids room, or other flexible living space. The upstairs bonus room was not included in the total bedroom count. Situated on a double lot, the property includes ample outdoor space with room for a shed, carport, or future improvements. Conveniently located near parks, schools, shopping, dining, and other local amenities, this home brings together style, comfort, and convenience in one well-updated property. A clean 4-point inspection, wind mitigation report, WDO report, and recent appraisal are available. The recent appraisal came in at $475,000.
Listing is courtesy of: GRAYSTONE REAL ESTATE (727-201-4011)
Listing Agent: Bradley Dreher (863-346-0500)
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$599,90093 Days on yellowkey MLS ID: TB8480797
REDUCED by $25,000 (4.0%) on 04/13/2026
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: Seller is offering $10,000 toward Buyers Closing Cost! 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 Agent: Luigi Kalaj (727-388-4200)
228 TARPON LN, OLDSMAR, FL 34677
$269,00030 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 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.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
129 CAMPHOR CIR #C, OLDSMAR, FL 34677
$180,000117 Days on yellowkey MLS ID: TB8474438
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1986 Tax: $170 (2025)Community: Gardens Of Forest Lakes Condo TheCondo
Taxes:$170
Remarks: Welcome to The Gardens of Forest Lakes, one of Oldsmar’s well-kept secret communities. This 2 bedroom 2 bathroom condo is a true move-in ready home. The features and amenities are apparent upon entering this well-decorated unit. The newer luxury vinyl flooring set the stage for a great showing. The living room/dining room combination offers an open & spacious area you can call home. The kitchen was updated to include custom wood cabinets with hydraulic drawers; led area lighting; newer appliances including a brand new refrigerator & a double oven; brand new hot water heater (5/26); deep double steel sink; tile backsplash; granite-looking Formica countertops; Both bathrooms were updated to include wood-like tile; the guest bathroom offers a deep soaker tub; Enjoy the beautiful pond view from both bedrooms and the private balcony; An inside laundry room with a newer washer/dryer combo for your convenience; The master bedroom offers a walk-in closet; The balcony has a storage room for your extra stuff; The community has a recreation center that includes a swimming pool, tennis & racquetball courts, a playground and a fishing pier. Close to shopping, dining, entertainment and more. Schedule your private showing today. You’ll be glad you did.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Garrett Grimes (727-403-8723)
50 KELLEYS TRL, OLDSMAR, FL 34677
$1,100,00032 Days on yellowkey MLS ID: TB8504781
REDUCED by $100,000 (8.3%) on 05/20/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3240 Built: 1993Monthly Fee: $185 Tax: $7,792 (2025)Community: Turtle Creek Unit-OneSingle Family
Taxes:$7,792
Remarks: Welcome to an exceptional residence at 50 Kelleys Trail, nestled within the prestigious gated enclave of Turtle Creek within East Lake Woodlands in Oldsmar. This refined home embodies effortless elegance and elevated Florida living, offering a seamless blend of sophistication, comfort, and privacy. From the moment you enter, you’re greeted by soaring ceilings, abundant natural light, and thoughtfully designed living spaces that create an inviting yet upscale atmosphere. The open-concept layout flows beautifully, ideal for both intimate gatherings and grand entertaining. The kitchen serves as the heart of the home, featuring generous workspace, ample cabinetry, and a layout designed for both functionality and style. The primary suite is a true retreat, offering a serene escape with spacious proportions and a well-appointed en-suite bath. Step outside to your private outdoor setting, where you can unwind in tranquility or entertain guests while enjoying Florida’s year-round sunshine. Whether relaxing or hosting, this space offers the perfect backdrop for a luxury lifestyle. Located within one of Oldsmar’s most sought-after golf course communities, residents of East Lake Woodlands have access to optional resort-style amenities, including championship golf, tennis, fitness, and social experiences. Ideally positioned near upscale dining, boutique shopping, top-rated schools, Tampa International Airport, and the Gulf Coast’s renowned beaches, this home offers both convenience and exclusivity. Experience refined living in one of Oldsmar’s premier communities—schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
355 VENTURA DR, OLDSMAR, FL 34677
$625,00017 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: One or more photo(s) has been 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)
130 NANCY DR #66, OLDSMAR, FL 34677
$199,00015 Days on yellowkey MLS ID: W7886022
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1096 Built: 1979Monthly Fee: $560 Tax: $621 (2025)Community: East Lake WoodlandsCondo
Taxes:$621
Remarks: "RESORT STYLE LIVING" in East Lake Woodlands! This beautifully maintained 2-bedroom,2-bath condominium offers approximately 1,151 sq ft of comfortable living space in one of Oldsmar’s most desirable gated communities. Major updates provide peace of mind, including flooring, A/C system, hot water heater, dishwasher, washer and dryer, and bedroom carpeting all approximately 3 years old, plus a refrigerator replaced in 2025. The open living and dining areas create an inviting space for entertaining, Move-in ready, thoughtfully designed and updated this home features a spacious layout, abundant natural light, and a screened lanai—perfect for enjoying Florida’s year-round lifestyle. Enjoy the convenience of covered parking and maintenance-free living. Residents enjoy access to a community pool, pool club house, beautifully maintained grounds, and optional country club amenities including golf, tennis, fitness, and social activities. Ideally located near shopping, dining, parks, beaches, Tampa International Airport, and top Pinellas destinations, this condo offers the perfect blend of convenience, value, and resort-style living. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this East Lake Woodlands gem is one you won’t want to miss!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Steve Dematos (727-457-2795)
40 SYLVIA PL, OLDSMAR, FL 34677
$289,00076 Days on yellowkey MLS ID: TB8487410
0 Days Off yellowkey (back on 5/23/2026)
REDUCED by $5,900 (2.0%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1385 Built: 1978Monthly Fee: $450 Tax: $5,439 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$5,439
Remarks: Under contract-accepting backup offers. NEW PRICE!! Welcome to this exceptional 3-bedroom villa located in the fabulous East Lake Woodlands community. This villa is move-in ready and offers a split bedroom floor plan, making it ideal for comfort and convenience. Enjoy a relaxing water view from the rear of the home, perfect for peaceful contemplation. The open floor plan features wood-look tile throughout the living spaces, creating a warm and inviting atmosphere. The island bar with seating is designed for entertaining guests. The updated kitchen is both cozy and functional, equipped with cherry wood cabinets, granite countertops, and high-end Frigidaire Gallery appliances. The master bedroom boasts a large walk-in closet and a sliding door that leads to the screened patio, allowing you to enjoy water views when you wake up. The en-suite master bath has been tastefully updated with a spacious vanity area featuring double sinks, quartz countertops, newer fixtures, mirrors, and a medicine chest. The separate shower and toilet area have also been refreshed for your comfort. Your guest bedrooms are perfectly suited for visitors. Bedroom 2 has a sliding patio door that opens onto the rear screened lanai, while bedroom 3, located at the front, is ideal for use as an office or for any additional needs. The hall guest bath has been thoughtfully updated with a newer vanity featuring a solid surface top, updated fixtures, and a shower/tub combination. This villa offers ample outdoor space, including a front open patio that is perfect for BBQs and a rear screened lanai for relaxing without the annoyance of insects. There is also a large storage area/closet at the end of the lanai for your extra belongings. The home includes a deeded one-car carport with its own storage closet, as well as open parking available in the cul-de-sac for guests. Enjoy peace of mind with recent updates, including a roof installed in 2025, HVAC system from 2021, water heater from 2022, and an updated electrical panel. These improvements should ensure there are no insurance issues based on 4-point inspections. Optional membership is available at the Ardea Country Club, which offers two championship 18-hole golf courses, a large clubhouse, tennis and pickleball courts, two pools with a splash play area, putting greens, a restaurant and snack bar near the pool, and a fitness center. Contact Ardea for additional information. This community is served by top-rated schools and offers convenient access to all surrounding areas. What's not to like here? Make your deal today! some furniture may be available, let us know if interested. All measurements are believed to correct and buyer is encouraged to verify through inspections or other methods. Seller not responsible for any inaccuracies and home sold strictly as is.
340 CANAL WAY, OLDSMAR, FL 34677
$168,00072 Days on yellowkey MLS ID: TB8491525
REDUCED by $8,000 (4.5%) on 05/23/2026
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)
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