Location: Oldsmar
Do Not Show Listings
108 DOLPHIN DR E, OLDSMAR, FL 34677
$319,00045 Days on yellowkey MLS ID: TB8482185
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1372 Built: 1982Monthly Fee: $70 Tax: $2,959 (2025)Community: Gull-Aire VillageManufactured Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,959
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: The Prettiest Home in Gull Aire – Turn-Key Perfection! Welcome to the crown jewel of Gull Aire, widely considered the most beautiful home in the entire community. This meticulously renovated 3-bedroom, 2-bathroom residence has been reimagined inside and out to offer the perfect blend of modern luxury and cozy community charm. If you are a social-seeking senior looking for a vibrant lifestyle in a golf-cart-friendly neighborhood, your search ends here. Step across the delightful front porch, which serves as your new favorite spot for morning coffee and easy socialization with passing neighbors, and into an interior that feels brand new. Luxury vinyl plank flooring flows seamlessly throughout the entire open floor plan, leading you into a living room anchored by a stunning built-in electric fireplace that acts as the ultimate focal point for cozy evenings. Have plenty of space for guests with a rare third bedroom that can serve as an office. The heart of the home is a chef’s dream kitchen featuring an expansive central island perfect for baking, crafting or entertaining. This upgraded space boasts premium finishes, modern appliances, and abundant storage, along with a unique laundry pass-through that adds effortless convenience to your daily routine. Beyond the doorstep, Gull Aire Village offers resort-style living with remarkably low HOA fees. You will enjoy access to the sparkling community pool and a clubhouse packed with amenities, all easily accessible by golf cart. This turn-key, move-in ready home is perfectly positioned in close proximity to top-tier shopping, local dining favorites, and endless entertainment options. This is more than just a house; it is a total lifestyle upgrade waiting for its next owner.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jackie Little (813-453-8960)
403 BLUE MARLIN DR, OLDSMAR, FL 34677
$189,000170 Days on yellowkey MLS ID: TB8442487
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1993Monthly Fee: $70Community: Gull-Aire VillageManufactured Home
Taxes:$0
Tax Year: 2024
Remarks: Assumable VA Loan at 2.8% for Qualified Veteran Available! Welcome to your new home in the highly sought-after 55+ Gull-Aire Village! Perfectly situated on a spacious corner lot, this charming Jacobsen manufactured residence offers both comfort and convenience within walking distance to the community pool and clubhouse. Constructed in 1993, it features durable ¾ inch plywood subfloors with laminate, carpet, and tile flooring throughout. Enjoy the versatility of the enclosed Florida room, equipped with central air and heat as well as a custom fan system—ideal for hobbies and creative projects. Recent upgrades include a new hot water heater installed in 2018 and beautifully renovated bathrooms completed in 2020. Further improvements include new windows, a front door, siding, and insulation added in 2013.The kitchen is outfitted with sleek 2019 stainless-steel appliances including a refrigerator and dishwasher. A new air conditioning system installed in 2016. Unique to this home is an electric custom ramp capable of lifting to 600 lbs., offering exceptional accessibility for those with mobility needs. A roof-over was added in 2005, and an inside laundry area comes complete with a washer and dryer for your convenience. The vibrant clubhouse is the heart of the community, hosting monthly events and providing amenities such as a pool table, shuffleboard, bocce ball court, and a heated pool and spa. There are also regular activities to keep you engaged and active, including yoga, bingo, cards, and line dancing. The golf cart-friendly streets make getting around a breeze! With HOA fees at just $70 per month, you will enjoy affordable living in a wonderfully maintained neighborhood. This pet-friendly community allows one pet of any size, and a second pet is permitted with a doctor's note for emotional support. Best of all, ownership includes the land—no lot rent! Everyday conveniences are just steps away, with AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and Dollar Store across the street, as well as popular dining options like Shaker & Peel, Craft Street Kitchen, Mandola's, Country Pizza Italian Grill, and Eve's Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are only minutes from your door. For outdoor enthusiasts, the stunning beaches of Honeymoon Island and Caladesi State Park are just ten miles away, and a scenic biking and walking trail along the canal offers easy access from within the community. Room sizes are approximate. Do not miss your chance to enjoy the best of Oldsmar living in one of the area's most desirable communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
106 PINE CT #346, OLDSMAR, FL 34677
$175,00038 Days on yellowkey MLS ID: TB8484847
1 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $586 Tax: $2,848 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,848
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: One or more photo(s) has been virtually staged. Enjoy easy Florida living in this beautifully updated 2-bedroom, 2-bath second-floor condo in the heart of Oldsmar. The home features luxury flooring throughout, a new HVAC system, and a comfortable open layout designed for both relaxing and entertaining. Step onto your private balcony overlooking peaceful green space — the perfect spot for morning coffee or unwinding after a long day. The community is well-maintained and continually improving; the HOA is currently installing a brand-new roof and completing exterior pressure washing, showing pride in ownership and strong community care. Residents enjoy great amenities including a gated entrance, community pool, covered carport parking, and beautifully maintained grounds where you can connect with neighbors and enjoy the Florida lifestyle. Location is everything, and this one delivers. You’ll be walkable to shopping, dining, and everyday conveniences, while also being conveniently located near Tampa International Airport and St. Pete–Clearwater International Airport. Plus, you’re just a short drive to the world-famous Gulf beaches, making weekend beach days easier than ever. Motivated seller — don’t miss your opportunity to own in one of Oldsmar’s most convenient locations! Schedule your showing today.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Patrick Massey (931-337-1678)
129 CAMPHOR CIR #F, OLDSMAR, FL 34677
$135,00042 Days on yellowkey MLS ID: TB8483709
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1986Monthly Fee: $665 Tax: $2,503 (2025)Community: Gardens Of Forest Lakes CondoSpa: NoCondo
Taxes:$2,503
Remarks: One or more photo(s) has been virtually staged. Priced to sell! Welcome to this charming first-floor 2 bedroom, 2 bath condo located in the heart of Oldsmar. This bottom-unit residence features a front-facing patio, perfect for enjoying your morning coffee or relaxing in the evenings. The condo offers newer appliances and a functional floor plan with great natural light throughout. An excellent opportunity for investors or owner-occupants alike, this property boasts over 20 years of strong rental history, making it a proven income-producing option. The community HOA includes outstanding amenities such as a large community pool, basketball courts, park, playground, and scenic water views. Ideally situated near abundant shopping, dining, and everyday conveniences, with easy access to multiple golf courses and just about 20 minutes from the beautiful Gulf beaches. Convenient to nearby airports including St. Pete–Clearwater International Airport (PIE) and Tampa International Airport (TPA). Whether you’re looking for a primary residence, second home, or a smart investment, this condo checks all the boxes.
311 SHORE DR E, OLDSMAR, FL 34677
$399,900245 Days on yellowkey MLS ID: TB8418072
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1632 Built: 1960 Tax: $4,914 (2024)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$4,914
Elementary School: Oldsmar Elementary-PN
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET — Buyer’s Financing Fell Through (No Fault of Seller). Exceptional opportunity under appraised value, this fully renovated solid block home features 3 bedrooms plus a versatile bonus room (optional 4th), a bright open floor plan, and is located in the highly desirable East Lake High School zone near three waterfront parks offering trails, sports courts, boat access, and more; upgrades include 2024 A/C, newer roof, quartz countertops, custom cabinetry with oversized pantry, new flooring, fresh interior/exterior paint, remodeled bathrooms, new appliances, updated electrical and plumbing, new water heater, modern lighting, and hurricane-impact windows, all in a golf-cart-friendly neighborhood close to dining, shopping, major employment hubs, Tampa International Airport, and Gulf beaches (under 30 minutes), with no flooding in over 50 years—perfect as a primary residence or turnkey rental with strong cash-flow and long-term appreciation potential.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Maria Crespo (813-230-1787)
1744 MAPLELEAF BLVD, OLDSMAR, FL 34677
$625,00042 Days on yellowkey MLS ID: W7883065
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3124 Built: 2000Monthly Fee: $12 Tax: $4,563 (2025)Community: Eastlake Oaks Ph 4Spa: NoSingle Family
Taxes:$4,563
Remarks: Perfection and CHARM has arrived in popular Oldsmar, FL. This south east facing- AMAZING 6 bedroom, 3 full bathroom two-story corner lot home is nothing short of dreamy. With a full privacy fence, new exterior paint and new carpet upstairs, a spacious screened in lanai WITH HURRICANE/SAFE ROOM, you can not let this pass you by. Step inside to a majestic entryway and a floor plan with a purpose. Front door has a slider screen on it so you can open the front door all year. To your right, you have a Florida room and dining room combo perfect for entertaining or enjoying the picturesque views. This connects to the dining space that can accommodate a rather large setting. Once through this space, you get to the heart of the home. This GORGEOUS kitchen is jam-packed with positives! Center island with electricity, ample counter space, tons of cabinetry, a separate bar/serving area with pass through to the living room, a quaint dinette with views into the backyard, large pantry, and stainless steel appliances. The living offers great space and is cozy and bright. There is a GUEST ROOM on the main level tucked in the back that has a full bathroom near it; an absolute necessity in today's market. Upstairs, take note of the wide hallways. There are 5 MORE spacious bedrooms here! The primary retreat is separated for privacy and the ensuite has NEW luxury vinyl flooring and walk-in shower and garden tub. Huge owners closet. The third FULL bathroom is shared for the other rooms and has been tastefully updated with modern tile details and shiplap. Smart technology for day time and night time lighting or play some music while getting ready! The outdoor oasis is open to whatever your lifestyle desires. The hurricane/safe room has independent air flow and electricity. NEWER WINDOWS! UV system for AC unit. EastLake Oaks does provide a COMMUNITY POOL for all to enjoy. This home is close to medical, grocery, restaurants, parks, easy travel to Tampa/Clearwater and the beaches/airports. PRIME location and popular schools. No CDD fees, low HOA, and low flood insurance. 5 years warranty on AC units. Click on both links for a two tours!
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Kristy Thurber (904-271-1950)
145 BLUE MARLIN DR, OLDSMAR, FL 34677
$199,900429 Days on yellowkey MLS ID: TB8345454
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1504 Built: 2006Monthly Fee: $70 Tax: $1,377 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$1,377
Remarks: Under contract-accepting backup offers. PRICED FOR IMMEDIATE SALE. The Time is NOW to own your place in the Florida sun. This contemporary residence offers the perfect blend of luxury and comfort, whether you're looking for a permanent home or a winter getaway. Enjoy modern conveniences like the island kitchen, vaulted ceilings, a front-loader full-size washer and dryer, electric window blinds, and a newer roof and A/C system (both under warranty). Most of the windows have been upgraded to impact-rated thermal units that carry a lifetime warranty. The large two-car carport, double-wide driveway, and expansive golf cart garage (8' x 16') with two lofts offer plenty of room for storage and hobbies, making it ideal for any enthusiast. Built in 2006, this home stands out as one of the newer and elevated properties in the highly sought-after Gull-Aire Village. This vibrant 55+ RESIDENT OWNED, active community offers a low monthly fee of just $70, and you can bring your pet to enjoy all the fantastic activities and amenities the park has to offer. This home has NEVER had any water intrusion. Discover the charm of Gull Aire Village today. Golf cart and pet friendly. Great community pool and recreational facility. DON'T LET THE OPPORTUNITY GET AWAY.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Jamie Everett (727-409-7242)
1384 FORESTEDGE BLVD, OLDSMAR, FL 34677
$750,00022 Days on yellowkey MLS ID: TB8490510
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2814 Built: 1991Monthly Fee: $243 Tax: $13,366 (2025)Community: Aberdeen Unit TwoSpa: NoSingle Family
Taxes:$13,366
Remarks: Welcome to refined Florida living in the highly sought-after gated community of Aberdeen within East Lake Woodlands. This exceptional Arthur Rutenberg-built residence offers over 2,814 square feet of thoughtfully designed living space, perfectly positioned on an oversized lot with a private screened pool with lovely water feature. This freshly painted 4-bedroom, 2.5-bath split floor plan is designed for both comfort and sophistication. The expansive primary suite is a true retreat, featuring a spa-inspired bath with a freestanding clawfoot tub, separate shower, water closet, dual vanities, and walk-in closet, along with sliding glass doors leading directly to the pool. The pool bath features a jacuzzi tub and updated finishes. Enter through elegant double front doors into a light-filled interior with soaring ceilings and abundant natural light. The home offers a seamless blend of formal and casual living, including a formal living room with sliders to the pool, a dedicated dining space, and a spacious family room with wood burning fireplace that opens to the kitchen. The refreshed kitchen features an open layout, breakfast nook, with sliders leading to pool/patio making it an easy flow for entertaining. The large laundry room features a wash sink and an ample space for storage. Step outside to your screen-enclosed pool and covered patio, the perfect setting for year-round entertaining, relaxing, and enjoying Florida’s indoor-outdoor lifestyle. Additional highlights include a 3-car garage, new water softener system, 2013 Barrel Tile Roof. HVAC 2019 Located in Flood Zone X500 for added peace of mind, this home is surrounded by top-rated schools and unmatched convenience. Enjoy having an active lifestyle being close to Lake Tarpon, the Gulf beaches, Tampa International Airport, and outdoor destinations like John Chestnut Park, the Pinellas Trail, and the YMCA. Residents also have access to the newly renovated Ardea Country Club, offering two championship 18-hole golf courses, tennis and pickleball courts, fitness center, resort-style pool, and dining, available through optional membership. Don’t miss the rare opportunity to own a magnificent home in one of East Lake’s most desirable gated enclaves.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Kerri Rodriguez (727-385-8823)
122 CARYL WAY #122, OLDSMAR, FL 34677
$214,00043 Days on yellowkey MLS ID: TB8481510
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979Monthly Fee: $560 Tax: $2,781 (2025)Community: East Lake WoodlandsCondo
Taxes:$2,781
Remarks: Under contract-accepting backup offers. Move right into this beautifully updated first-floor condo located in the highly desirable gated community of East Lake Woodlands in Oldsmar. Offering comfort, convenience, and low-maintenance living, this bright and inviting home features abundant natural light and a functional open layout perfect for everyday living. The home includes an updated kitchen with modern cabinetry and stainless steel appliances, along with fresh interior paint and ceramic tile flooring throughout for a clean, modern feel. Hurricane impact windows provide added safety and energy efficiency, while elegant French doors from the living room open to the patio, allowing for seamless indoor-outdoor living and plenty of natural light. Ample closet space and additional storage add to the home's comfort and functionality. This pool-facing unit offers convenient access to the community pool, creating a relaxing setting just steps from your door. Residents also enjoy nearby championship golf courses, along with optional clubhouse membership that provides additional amenities, dining, and social activities. The HOA fee includes water, trash, cable, and internet, making ownership both simple and cost-effective. Conveniently located close to shopping, restaurants, parks, Gulf beaches, and major commuting routes, this property is ideal as a primary residence, seasonal home, or investment opportunity. Don't miss your chance to own in one of Oldsmar's most sought-after gated communities - schedule your showing today.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mo Khan (954-998-3336)
804 CHARLES BLVD, OLDSMAR, FL 34677
$1,190,000227 Days on yellowkey MLS ID: TB8422935
0 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2500 Built: 1997Monthly Fee: $65 Tax: $5,699 (2024)Community: Bays EndSpa: YesSingle Family
Taxes:$5,699
Remarks: Direct Tampa Bay waterfront with spectacular west-facing sunsets, protected conservation views, and direct access to the bay, high and dry through recent storms. Set along 73 feet of direct Tampa Bay frontage, this private Bay’s End retreat captures sweeping open-water views, frequent dolphin and manatee sightings, and a tranquil waterfront lifestyle designed around nature, privacy, and relaxed coastal living. The calm, protected conservation waters behind the home are especially well suited for paddleboarding, kayaking, shallow-draft skiffs, and enjoying Tampa Bay’s wildlife and sunsets right from your backyard. True open-bay frontage like this is increasingly rare along Tampa Bay, making properties with unobstructed sunset views especially sought after. Water views are a constant presence throughout the home’s primary living spaces. Expansive triple sliding glass doors frame Tampa Bay and fill the living area with natural light, creating seamless indoor-outdoor living. The split floor plan includes a formal dining room, flexible office or bonus space, and a spacious living area ideal for gathering while enjoying the waterfront backdrop. The kitchen features granite countertops, stainless appliances, and a waterside dinette. The single story custom built home features 4 bedrooms, 3 bathrooms, an oversized 3 car garage and elegant circular driveway for extra parking. The primary suite offers sweeping bay views, dual walk-in closets, and a spa-style bath with soaking tub. A private guest suite with renovated bath and pool access creates an ideal space for visitors, while two additional bedrooms provide room for family, guests, or a home office. Fully paid for solar panels. Transferrable, low cost flood insurance. Bay’s End is known for its quiet, tucked-away feel, where the focus is on sunsets, nature, and waterfront living rather than busy marina activity. Oldsmar is a charming waterfront community known for waterfront parks, outdoor events and a relaxed coastal atmosphere. Residents enjoy easy access to local dining, shopping and schools all while being just a short drive to Tampa International Airport, Clearwater-St. Pete Airport and some of Florida’s most beautiful Gulf beaches.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Warren Ring (813-220-2401)
502 TIMBER BAY CIR E, OLDSMAR, FL 34677
$419,90073 Days on yellowkey MLS ID: TB8467897
3 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 1983 Tax: $5,498 (2024)Community: Shoreview Ph ISingle Family
Taxes:$5,498
Remarks: Under contract-accepting backup offers. This beautifully cared-for pool home is tucked away in one of Oldsmar’s most desirable neighborhoods. From the moment you step inside, you’ll feel the space and natural light that make this home so welcoming. The open floor plan flows effortlessly into a spacious living area—perfect for hosting friends, family gatherings, or simply relaxing at the end of the day. The updated kitchen is both stylish and functional, featuring sleek cabinetry, modern appliances, and plenty of counter space for cooking and entertaining. The primary suite offers a true retreat, with generous space to unwind, while the additional bedrooms provide comfort and flexibility for family, guests, or a home office. Step outside and discover your own private backyard oasis. The sparkling pool, framed by lush landscaping, creates the perfect setting for weekend barbecues, quiet mornings, or evening swims. This home has been meticulously maintained and is in excellent condition, with no storm damage from recent events, offering added peace of mind. Located in a quiet, friendly community, you’ll enjoy convenient access to top-rated schools, parks, shopping, dining, and major roadways—making everyday life easy and enjoyable. Whether you’re searching for a place to grow, entertain, or simply relax, this home truly has it all. Don’t miss the chance to make this exceptional Oldsmar pool home your own.
Listing is courtesy of: SELLSTATE LEGACY REALTY (813-542-1224)
Listing Agent: Taylor Cresswell (813-940-0101)
1803 ELMWOOD DR, OLDSMAR, FL 34677
$325,00099 Days on yellowkey MLS ID: TB8461337
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1290 Built: 1973 Tax: $1,859 (2024)Community: Harbor Palms-Unit ThreeSingle Family
Taxes:$1,859
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 2-bedroom, 2-bath home in Oldsmar, offering a bright, open layout designed for comfortable Florida living. The home features new luxury vinyl plank flooring throughout, an open floor plan, and large windows that fill the space with natural light. The living room-dining room combo flows seamlessly, with the dining area conveniently located near the kitchen. The updated kitchen boasts quartz countertops, stainless steel appliances, and a pass-through window to the family room, making it perfect for entertaining. New ceiling fans add style and comfort throughout the home. The primary bedroom includes an attached bathroom with a new vanity, updated light fixtures, mirror, and a spacious closet. From the family room, step outside to a pavered patio and fenced yard, ideal for relaxing or entertaining while enjoying the Florida weather year-round. Located just off Tampa Road, this home is close to shopping centers, a wide variety of dining options, parks, and scenic trails, offering both convenience and lifestyle. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
240 TADS TRL, OLDSMAR, FL 34677
$249,00029 Days on yellowkey MLS ID: TB8487439
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1979Monthly Fee: $504 Tax: $3,035 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$3,035
Remarks: Under contract-accepting backup offers. One or more of the photos are virtually staged. Enjoy the carefree Florida lifestyle in this 2-bedroom, 2-bath end unit villa overlooking the 16th tee of the Ardea Country Club - South Course in the highly sought-after East Lake Woodlands community. The split floor plan offers privacy and comfort, with two spacious ensuite bedrooms offering many living options. The open-concept living and dining area is perfect for entertaining, featuring easy-care vinyl flooring, crown molding, and plenty of natural light. The adjacent kitchen is inviting, complete with stainless steel appliances, tile flooring, a cozy breakfast area, and its own sliding glass door leading to the front patio—perfect for morning coffee or casual outdoor dining. Each bedroom includes a private bath, large closets, and ceiling fans. One ensuite features a walk-in shower, while the other offers a tub/shower combination for added flexibility. Additional highlights include indoor laundry with washer and dryer, private storage closet on the rear screened patio, covered carport directly in from of the unit with additional private storage. Relax and unwind in your front and back outdoor spaces, or take a stroll through the beautifully landscaped, gated community. Residents have the option to join the newly renovated Ardea Country Club, offering two championship 18-hole golf courses, tennis, a fitness center, and on-site dining. Conveniently located in the heart of Oldsmar, you’ll enjoy easy access to shopping, dining, beaches, and major airports. Don’t miss this opportunity to experience low-maintenance Florida living at its finest—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Chris Arata (727-415-7271)
208 HEMINGWAY DR, OLDSMAR, FL 34677
$314,90022 Days on yellowkey MLS ID: TB8490712
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1207 Built: 1997Monthly Fee: $265 Tax: $4,507 (2025)Community: Sun Ketch Twnhms At Cypress LakesVilla
Taxes:$4,507
Remarks: This beautifully maintained end-unit villa offers the perfect combination of comfort, privacy, and modern upgrades along with water views from most rooms. Step inside to high-volume ceilings that create a bright and spacious atmosphere throughout. The home features all-new luxury flooring, giving every room a sleek and cohesive look. The thoughtful layout includes a separate living and dining area, ideal for both everyday living and entertaining guests. From here, step out onto your private screened lanai with an epoxy floor, overlooking a serene pond—a perfect spot for morning coffee or relaxing evenings. The back yard is fenced for extra privacy. The split-bedroom floorplan has a spacious primary suite boasting a large walk-in closet and an en suite bathroom with a walk-in shower and dual sink vanity. The open, tiled kitchen is a chef’s delight, offering ample counter space and a convenient breakfast bar. Additional highlights include a 2-car garage with extra driveway space, French drains, rain gutters, and the added privacy of an end unit. Conveniently located near shopping, airports, schools, beaches, and the community pool, this villa truly combines style, convenience, and tranquility. Your new home awaits—move in and enjoy the perfect blend of comfort and elegance!
Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)
Listing Agent: Lisa Heberlein Pa (727-432-8769)
340 CANAL WAY, OLDSMAR, FL 34677
$198,00021 Days on yellowkey MLS ID: TB8491525
REDUCED by $12,000 (5.7%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1993Monthly Fee: $50 Tax: $2,288 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,288
Remarks: Welcome to easy Florida living in the sought-after 55+ community of Gull-Aire Village in Oldsmar. This well-maintained 2BR/2BA home offers a comfortable, open layout with updated flooring, a spacious living area, and a split-bedroom floor plan that gives both you and your guests privacy. The kitchen and bathrooms are clean and functional with room to make it your own, making this a great opportunity to move right in and update over time to your style. Enjoy the benefits of a covered carport, extra storage, and low-maintenance living in a community where neighbors know each other and there’s always something to do. Gull-Aire Village is a resident-owned 55+ community featuring a clubhouse, heated pool and spa, fitness center, shuffleboard courts, and a full calendar of social activities. Conveniently located near shopping, dining, Gulf beaches, Tampa International Airport, and major highways—everything you need is close by. Land-owned with no lot rent—perfect for a full-time residence or a seasonal Florida escape.
Listing is courtesy of: ACROPOLIS REALTY GROUP LLC (315-396-0493)
Listing Agent: Sal Degaetano (315-396-0493)
4766 STONEVIEW CIR, OLDSMAR, FL 34677
$645,00021 Days on yellowkey MLS ID: TB8487161
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2114 Built: 1993Monthly Fee: $108 Tax: $3,755 (2025)Community: StonebriarSingle Family
Taxes:$3,755
Elementary School: Cypress Woods Elementary-PN
Remarks: Welcome to an exceptional opportunity in the highly desirable Stonebriar enclave of East Lake Woodlands—where timeless design meets effortless Florida living. This impeccably maintained four-bedroom, two-bath pool home showcases true pride of ownership and offers a seamless blend of comfort, functionality, and style. From the moment you arrive, the home’s pristine condition and inviting curb appeal set the tone. Step through the front door and be immediately captivated by a stunning sightline that draws your eye through the living space to the screened lanai and sparkling pool beyond—an ideal introduction to the indoor-outdoor lifestyle that defines this residence. To the right, the formal dining room offers generous proportions, perfect for hosting gatherings both intimate and grand. Straight ahead, the formal living room provides direct access to the lanai, creating a fluid transition for entertaining and allowing you to fully embrace Florida’s beautiful weather year-round. Privately positioned to the left of the entry, the primary suite is a serene retreat featuring its own access to the lanai. The en suite bath is thoughtfully appointed with a deep soaking tub, step-in shower, and a spacious walk-in closet—delivering both comfort and convenience. At the heart of the home, the updated kitchen is a standout, boasting white shaker cabinetry, stone countertops, and an elegant tile backsplash. A breakfast bar and optional nook space add flexibility, while the open layout flows effortlessly into the family room, complete with a cozy wood-burning fireplace—perfect for relaxed evenings at home. The split-bedroom floor plan enhances privacy, with three additional generously sized bedrooms located toward the rear of the home, each offering ample closet space. The secondary bath features a tub/shower combination and provides direct access to the laundry room and lanai, functioning perfectly as a pool bath. Step outside to your private oasis—an expansive screened lanai featuring a solar heated saltwater pool, ideal for year-round enjoyment. The covered area offers the perfect setting for outdoor dining and lounging, and select patio furnishings are available for purchase, making this space move-in ready for immediate enjoyment. A spacious backyard completes the outdoor experience. With its thoughtful layout, stylish updates, and inviting indoor-outdoor flow, this home is truly ready for its next chapter. Roof 2013, HVAC 2024, Hurricane rated impact windows throughout, new gutters and pool cage rescreening. Don’t miss the opportunity to experience everything this exceptional property has to offer—schedule your private showing today.
Listing Agent: Vanessa Leonard (727-647-2706)
235 WOODS LANDING TRL #235, OLDSMAR, FL 34677
$279,90061 Days on yellowkey MLS ID: TB8474969
REDUCED by $20,000 (6.7%) on 04/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1201 Built: 1984Monthly Fee: $591 Tax: $4,279 (2024)Community: East Lake Woodlands Woods Landing TwnhmsTownhouse
Taxes:$4,279
Remarks: One or more photo(s) has been virtually staged. Move-in ready and tucked inside one of Oldsmar’s most established gated communities, East Lake Woodlands, this townhome offers low-maintenance living with peaceful pond views and thoughtful updates throughout. The kitchen features updated cabinetry, crisp white quartz countertops (2025), stainless steel appliances, and a dining area that flows seamlessly into the living space. The split-bedroom floor plan provides privacy, with both bedrooms offering wide-plank luxury vinyl flooring, built-in closet shelving, and brand-new doors. The primary suite includes a private en-suite bath with a fully tiled walk-in shower and glass enclosure. Neutral finishes and a pedestal sink create a clean, bright, and easy-to-maintain space. Large windows and sliding glass doors bring in natural light, while the enclosed lanai overlooking the pond offers a quiet spot for morning coffee or relaxed evenings. Located near the community pool and close to everything Oldsmar residents love; parks, restaurants, shopping, with convenient access to Tampa and Clearwater. Optional membership at Ardea Country Club provides access to championship golf, tennis, pickleball, fitness facilities, pools, and clubhouse dining.
Listing is courtesy of: SOUTHERN LIFE REALTY (727-642-1758)
Listing Agent: Kelsi Ward (727-488-7032)
303 WOODLAKE WYNDE, OLDSMAR, FL 34677
$169,90017 Days on yellowkey MLS ID: TB8485200
0 Days Off yellowkey (back on 4/7/2026)
REDUCED by $10,000 (5.6%) on 04/03/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 674 Built: 1985Monthly Fee: $418 Tax: $2,409 (2025)Community: East Lake Woodlands Woodlake RunSpa: NoCondo
Taxes:$2,409
Remarks: Under contract-accepting backup offers. PRICED TO SELL!!! Looking for the best location then this is it!! Beautifully furnished scenic Lake front first-floor condominium located in the gated Woodlake Run community within East Lake Woodlands. Enjoy tranquil lakefront views and a peaceful setting in one of Pinellas County’s most desirable communities. Just steps from the front door, the heated community pool offers year-round enjoyment. The comfortable living area opens to a screened-in lanai overlooking the lake—perfect for morning coffee or relaxing at the end of the day while taking in the natural surroundings. The dining area is conveniently located just off the kitchen, creating a functional and inviting layout for everyday living and entertaining. The spacious primary bedroom features peaceful views, room for a king-sized bedroom set, and a generous walk-in closet. Additional storage adds to the home’s convenience. Highlights include tile flooring throughout, a 2019 HVAC system, updated stainless steel appliances, and a full-size washer and dryer. Unit has everything included- newer leather sofas, king size bedroom set, all furnishings as viewed, household items, linens, kitchen utensils, art, decor and more!!! The very reasonable and comprehensive HOA covers the heated pool, exterior maintenance, roof, internet, cable, water, sewer, pest control, waste services, grounds maintenance and a gated entry. East Lake Woodlands is a beautifully maintained gated community known for its mature landscaping and scenic surroundings, offering two golf courses along with optional country club, tennis, and swimming amenities. Ideally located near shopping, dining, and outdoor recreation. Approximately 15 minutes to Honeymoon Island State Park for stunning beaches and Gulf sunsets, and about 30 minutes to Tampa International Airport for convenient travel. Property is also located in a no flood zone. An excellent opportunity for a primary residence, seasonal getaway, or investment property offering one of the only short-term rental opportunities in the area in a highly desirable Tampa Bay location.
Listing is courtesy of: SELECT PROPERTIES INC (727-934-4099)
Listing Agent: Frank Acerra (727-410-9849)
1654 BAYHILL DR, OLDSMAR, FL 34677
$570,000184 Days on yellowkey MLS ID: TB8438417
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2320 Built: 1995Monthly Fee: $177 Tax: $5,855 (2024)Community: CreeksideSingle Family
Taxes:$5,855
Remarks: THIS HOME SITS IN THE QUAINT SECLUDED CREEKSIDE COMMUNITY INSIDE THE GATES OF EASTLAKE WOODLANDS, LARGE FAMILY HOME OF 4 BEDROOMS, 2 AND HALF BATHS, 2 CAR GARAGE WITH POOL, YOUR OPEN CONCEPT OF DINING AND LIVING ROOM GREAT FOR THE FAMILY TO GATHER, KITCHEN WITH GRANITE COUNTER TOPS AND UPDATED BACKSPLASH, APPLIANCES TO INCLUDE DISHWASHER OCTOBER 2025, FAMILY ROOM WITH SLIDING GLASS DOORS GOING TO YOUR PERSONAL PARADISE TO ENJOY YOUR SCREENED ENCLOSED PAVED PATIO INGROUND POOL OUT DOORS ANOTHER GREAT ENTERTAINMENT SPACE, THEN OUTSIDE TO SWING AND ENJOY THE WILD LIFE AND DEER AND THE PRIVATE AND QUIET BROOKER CREEK PRESERVE AREA, THEN YOUR BEAUTIFUL STAIRCASE TO YOUR PRIMARY BEDROOM RETREAT WITH LARGE EN-SUITE BATHROOM, INSIDE LAUNDRY ROOM, AC SYSTEM INSTALLED 2021, ROOF 2018. DON'T MISS OUT ON THIS RARE OPPORTUNITY TO OWN THIS MUCH SQUARE FOOTAGE FOR SUCH A GREAT COMMUNITY. POSSIBILITIES ARE ENDLESS!!
Listing is courtesy of: ECKERT REALTY & PROPERTY MGMT (727-240-0668)
Listing Agent: Karen Hutson (727-240-0668)
1734 MAPLELEAF BLVD, OLDSMAR, FL 34677
$525,00016 Days on yellowkey MLS ID: TB8492116
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2428 Built: 2000Monthly Fee: $13 Tax: $4,787 (2025)Community: Eastlake Oaks Ph 4Single Family
Taxes:$4,787
Remarks: One or more photo(s) has been virtually staged. Welcome to 1734 Mapleleaf Boulevard, a beautifully maintained two-story home in the heart of Oldsmar offering the perfect blend of space, comfort, and peace of mind. With 4 generously sized bedrooms and 2.5 bathrooms, this home is designed for both everyday living and effortless entertaining. As you step through the elegant glass front door with sidelight, you’re welcomed into a bright, inviting interior filled with natural light, highlighted by a large picture window that frames the serene backyard. The main level flows seamlessly between the living, dining, and kitchen areas, creating a functional and open feel without sacrificing warmth or character. Upstairs, all four bedrooms are thoughtfully positioned for privacy, including a spacious primary suite featuring a walk-in closet, double vanity, soaking tub, separate shower, and a private water closet—creating a true retreat at the end of the day. The additional bedrooms are all well-sized, offering flexibility for family, guests, or a home office. Step outside to your extended screened-in paver patio, a standout feature that makes outdoor living easy and enjoyable year-round. Whether you’re sipping your morning coffee or hosting friends and family, this space is built to be enjoyed. The backyard offers privacy and a peaceful setting with minimal maintenance required. This home has never flooded, even through recent storms, and includes a transferable flood policy at just $900 per year—an incredible value that adds an extra layer of confidence for the next owner. Additional features include a 2-car garage, ample storage, and a well-cared-for condition that makes this home truly move-in ready. Ideally located near parks, shopping, dining, and with easy access to Tampa, this home offers the lifestyle you’ve been looking for in one of Oldsmar’s most desirable areas.
Listing is courtesy of: LPT REALTY, LLC. (877-366-2213)
Listing Agent: Ashley Mason (813-735-2495)
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