Location: Oldsmar
Do Not Show Listings
1637 GRAY BARK DR, OLDSMAR, FL 34677
$559,900216 Days on yellowkey MLS ID: TB8440841
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2146 Built: 1998Monthly Fee: $9 Tax: $5,256 (2024)Community: Eastlake Oaks Ph 2Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,256
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
Remarks: Under contract-accepting backup offers. Beautifully maintained 4-bedroom, 3-bath, 2-story home with over 2,100 square feet of living space and a 2-car garage. The home features wood flooring throughout, tall ceilings, and a comfortable, open layout. The kitchen and bathrooms have been fully updated with modern finishes, quality cabinetry, and solid-surface countertops. Recent improvements include a roof replacement in 2022. The living area offers a wood-burning fireplace, and updated lighting and fixtures enhance the home’s appeal. AC system 2014. Enjoy the screened pool and covered veranda with NO REAR NEIGHBORS, offering added privacy and a relaxing outdoor setting. This property combines thoughtful updates with a functional floor plan in a desirable location. Make your showing appointment today!
Listing is courtesy of: LISA HALL REALTY, INC (727-742-5830)
Listing Agent: Lisa Hall (727-742-5830)
316 COUNTRY CLUB DR, OLDSMAR, FL 34677
$329,00012 Days on yellowkey MLS ID: TB8508856
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1960 Tax: $616 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$616
Tax Year: 2025
Remarks: Welcome home to this beautifully renovated and FURNISHED mid-century modern block home located in the desirable community of Oldsmar Country Club Estates. Offering 3 bedrooms, 2 beautifully updated bathrooms, and 1,344 square feet of thoughtfully updated living space, this home blends timeless character with modern upgrades. The fully renovated kitchen features elegant quartz countertops, 42” upper cabinets, and stainless steel appliances, creating a stylish and functional space for everyday living and entertaining. Additional highlights and upgrades include newer vinyl windows, a 2017 roof, 2023 ductless mini-split system, 2023 hot water heater, and updated electrical in 2025 for added peace of mind. Step outside to enjoy the fully fenced backyard, perfect for pets, entertaining, or relaxing in privacy. The attached carport provides convenient covered parking and additional storage flexibility. Ideally situated just yards from the Oldsmar Boat Ramp with direct access to Tampa Bay, this golf cart-friendly community offers the perfect Florida lifestyle. R.E. Olds Park is a 15-acre dog- friendly waterfront park featuring a 400 -foot fishing pier, playgrounds, picnic shelters, an amphitheater, and trails with scenic views of Tampa Bay. Named after automotive pioneer Ransom E. Olds, the park hosts numerous community events and offers amenities like volleyball, tennis & pickleball courts & restrooms. With no HOA restrictions, this property is ideal for a first-time homebuyer, seasonal resident, or as an income-producing short-term rental investment opportunity. Annual Flood quote $2,653.34
Listing is courtesy of: TMWRK BROKERAGE LLC (727-277-9032)
Listing Agent: Faith Walston (813-303-1239)
1471 BRIARGROVE WAY, OLDSMAR, FL 34677
$899,99968 Days on yellowkey MLS ID: TB8488174
REDUCED by $19,001 (2.1%) on 04/13/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3140 Built: 1991Monthly Fee: $243 Tax: $9,749 (2025)Community: Aberdeen Unit TwoSpa: YesSingle Family
Taxes:$9,749
Elementary School: Forest Lakes Elementary-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Live the Florida Lifestyle in Aberdeen at East Lake Woodlands Imagine waking up each morning in a home that feels like a private resort — where soaring ceilings, warm natural light, and thoughtful design greet you at every turn. This elegant Arthur Rutenberg-built executive home in the gated enclave of Aberdeen at East Lake Woodlands isn't just a place to live — it's a lifestyle you'll never want to leave. Set within one of Oldsmar's most sought-after golf and country club communities, the timeless Belleair split floor plan offers 3,140 square feet of beautifully designed living space — with five bedrooms, three and a half bathrooms, a bonus room, and a three-car garage that gives every member of the family room to breathe, grow, and thrive. Entertain effortlessly in a chef-inspired kitchen built for the way you actually live — featuring wood cabinetry with pull-out drawers, stainless steel appliances, granite countertops, and a built-in wine refrigerator. It flows naturally into a welcoming family room anchored by a gas fireplace, where evenings feel easy and guests never want to leave. Retreat to a primary suite designed for true rest — a walk-in closet with a custom organizer, sliding glass doors opening to a secluded patio, and a spa-like ensuite bath with dual sinks and granite countertops. Guests and family enjoy their own private wing, with three generous bedrooms, a Jack and Jill bath, and a full pool bath — giving everyone their own space and comfort. Then there's the backyard. Step through the doors and into your own private oasis: a screened and covered paver lanai, a sparkling pool shimmering in the Florida sun, and lush landscaping that wraps you in privacy and tranquility. Whether it's a quiet morning coffee or a lively weekend gathering, this outdoor space was made to be lived in — all year long. Major Systems: Roof (2019) · Water Heater (2022) · HVAC (2022) When you're ready to explore beyond your doorstep, the newly renovated Ardea Country Club awaits — with two championship 18-hole golf courses, tennis and pickleball courts, a fitness center, resort-style pool, and dining, all available through optional membership. Top-rated schools, parks, shopping, Lake Tarpon, the Gulf beaches, and Tampa International Airport are all just minutes away. Low HOA · No CDD · Flood Zone X Opportunities like this don't come around often. Come see what it feels like to call Aberdeen home — schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: David Timmons (727-480-5968)
709 LEMONWOOD DR, OLDSMAR, FL 34677
$345,000104 Days on yellowkey MLS ID: TB8475735
0 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1667 Built: 1973 Tax: $4,799 (2024)Community: Harbor Palms-Unit FiveSingle Family
Taxes:$4,799
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bath home offering 1,667 square feet of comfortable living space on a spacious 60x100 lot, located on a quiet street in desirable Oldsmar. This home features newer appliances, a 2025 hot water heater, and a 2022 AC system, providing peace of mind for years to come. Inside, you’ll find new carpet in Bedrooms 2 and 3, along with a bright and functional layout that includes both a living room and family room with a wood-burning fireplace, perfect for relaxing or entertaining. The kitchen is enhanced with a new slider and updated windows in the living room and family room, allowing for abundant natural light and easy access to the backyard. An inside laundry room adds everyday convenience. Enjoy the tranquility of the neighborhood while having direct access to Harbor Palms Nature Park, offering walking and biking trails just steps away. Ideally located less than 20 minutes from Clearwater Beach, with nearby shopping, dining, and major roadways, this home delivers the perfect blend of comfort, location, and Florida lifestyle. Schedule your private showing today—this Oldsmar opportunity won’t last!
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Jay Hundt Pa (813-765-9438)
413 COUNTRY CLUB DR, OLDSMAR, FL 34677
$349,90054 Days on yellowkey MLS ID: O6396122
REDUCED by $25,000 (6.7%) on 05/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1959 Tax: $3,829 (2024)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$3,829
Remarks: **Seller is offering Assistance to Buyer's Closing Costs/Buy Down Rate** Welcome to this stunning, fully renovated 3-bedroom, 2-bathroom waterfront home located in the highly desirable Oldsmar Country Club Estates. Situated on a spacious 0.21-acre lot with no HOA, this property offers a rare opportunity to enjoy true Florida living with direct water access. Follow the scenic water trail right from your backyard all the way out to Tampa Bay, making this a dream for kayaking, paddleboarding, and outdoor enthusiasts. From the moment you arrive, you’ll be drawn in by the beautiful curb appeal, manicured landscaping, and inviting exterior. Inside, luxury vinyl tile flooring flows throughout the home, complemented by an open, modern layout filled with natural light. The renovated kitchen features stainless steel appliances, quartz countertops, and ample cabinetry, perfectly blending style and functionality. The primary suite offers a spa-like retreat with an updated bathroom, modern vanity, designer lighting, and a tiled walk-in shower. Sliding doors lead to an expansive backyard where tranquil waterfront views set the stage for relaxing evenings, entertaining, and unforgettable sunsets. Beyond the home, enjoy an unbeatable lifestyle where you can walk, bike, or even take your golf cart to nearby attractions including Mobbly Bayou Beach Park, a public boat launch to Tampa Bay, Tampa Bay Pickleball, Veterans Park, Bicentennial Park, RE Olds Park, and more. You’re also just minutes from local favorites like Empower Adventures Zip Line and the Oldsmar Organic Community Garden. With Tampa International Airport only about 20 minutes away, convenience meets lifestyle in this exceptional property. This is a rare chance to own a fully updated waterfront home with no HOA in one of Oldsmar’s most established and sought-after communities.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Julian Jackson (301-272-4192)
1384 FORESTEDGE BLVD, OLDSMAR, FL 34677
$699,00062 Days on yellowkey MLS ID: TB8490510
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $21,000 (2.9%) on 05/21/2026
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: Under contract-accepting backup offers. 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)
634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677
$321,50064 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)
705 SHORE DR E, OLDSMAR, FL 34677
$158,990156 Days on yellowkey MLS ID: TB8458306
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2155 Built: 1974 Tax: $5,427 (2025)Community: Tampashores Bay SecSingle Family
Taxes:$5,427
Remarks: Short Sale. Short Sale - Listed price has not been negotiated or approved by the current lender. There is a possibility the list price will not be the accepted contract price. Enter at your own risk. Mold and water damage throughout the property from hurricane flooding. The roof needs to be replaced. The pool caved in from flooding. Walls, and appliances need to be replaced. The only good thing about the home is that two new A/C units have been installed, since the flooding occurred. The home needs a complete rehab. We will be looking for highest and best offers once the property is listed for 10 days.
Listing is courtesy of: GREAT AMERICAN REALTY (813-961-9661)
Listing Agent: Michele Martinez (813-961-9661)
140 ASHLEY LN, OLDSMAR, FL 34677
$309,90025 Days on yellowkey MLS ID: TB8504188
1 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1981Monthly Fee: $440 Tax: $1,408 (2025)Community: East Lake Woodlands Cluster HomesSpa: NoSingle Family
Taxes:$1,408
Remarks: Under contract-accepting backup offers. Positioned below two recent appraisals, presenting a compelling opportunity for buyers seeking immediate value. Located within a gated golf course community in North Pinellas County (club and golf memberships optional), this light and bright 4-bedroom, 2-bath villa offers a flexible split-bedroom floor plan and inviting indoor-outdoor living. The great room is the focal point, featuring updated sliding glass doors that frame tranquil pond and fairway views of the 13th hole on the South Course, along with recently installed recessed lighting and wood-look plank tile flooring that enhance both ambiance and overall brightness—creating a warm, open, and inviting living space. New plantation shutters throughout the home add a refined, cohesive look while enhancing light control and privacy. The enclosed lanai extends the living area and opens to an additional patio and deck, ideal for relaxing or entertaining while enjoying the scenic setting. The rear deck is further enhanced by a retractable awning, providing flexible shade and added comfort for outdoor living year-round. The updated kitchen includes wood cabinetry, solid surface countertops, abundant drawer storage, a closet pantry, coordinating wood-look tile flooring, and double sinks. A casual breakfast area offers direct access to a private rear patio, perfect for grilling. Interior laundry closet conveniently located just off the kitchen. The primary suite offers ample closet storage with dual sliding-door closets, along with a large vanity area and separate water closet with a glass-enclosed shower. Both bathrooms feature expansive counter space with room to accommodate dual vanities, offering flexibility for future customization. Three additional bedrooms are well-sized and thoughtfully positioned for privacy, with one offering access to a private side patio—ideal for guests, a home office, or flex space. Well-maintained and move-in ready, this villa delivers a low-maintenance lifestyle with water and golf course views in one of the area’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (727-472-1144)
Listing Agent: Rick Scherer (813-230-5472)
380 ROSALIND LN, OLDSMAR, FL 34677
$629,9005 Days on yellowkey MLS ID: TB8510265
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2001Monthly Fee: $100 Tax: $4,811 (2025)Community: Bay ArborSpa: NoSingle Family
Taxes:$4,811
Remarks: One or more photo(s) has been virtually staged. Welcome to your private retreat in the gated community of Bay Arbor! Nestled on a spacious wooded homesite, this beautifully maintained two-story home offers over 3,000 square feet of thoughtfully designed living space blending comfort, privacy, and everyday convenience. Porcelain tile and wood-like flooring throughout- no carpet. From the moment you step inside, you’re greeted by soaring ceilings, an open staircase, and an abundance of natural light. The formal living and dining rooms create the perfect setting for entertaining guests or hosting holiday gatherings. At the heart of the home, the spacious kitchen with quartz countertops, stainless steel appliances and flows effortlessly into the inviting family room, all overlooking tranquil wooded views that bring a sense of peace and serenity indoors. Whether you're enjoying a quiet evening at home or entertaining, this layout was designed for both relaxation and connection. Upstairs, the primary suite serves as a true escape featuring an updated spa-inspired ensuite bath with dual sink vanity, soaking tub, and a step-in shower. Two additional generously sized bedrooms offer ample closet space and share a beautifully appointed bathroom. A large upstairs bonus room provides endless flexibility—ideal as a media room, second living area, home office, playroom, or gym. Step outside to your screened patio and enjoy the beauty of your private fenced backyard oasis surrounded by mature trees and nature views. It’s the perfect place for morning coffee, evening sunsets, or weekend gatherings. Located just minutes from Tampa, award-winning Gulf beaches, airports, major highways, top-rated schools, shopping, dining, and entertainment, this exceptional home offers the perfect balance of peaceful living and city convenience. Rarely does a home combine space, privacy, location, and lifestyle so effortlessly—schedule your private showing today! HOA is $600 semi-annually and includes the Community Pool and playground.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mark Fazzini (727-485-9981)
602 BAY LAKE TRL, OLDSMAR, FL 34677
$375,00026 Days on yellowkey MLS ID: TB8503595
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1983 Tax: $937 (2025)Community: Shoreview Ph ISingle Family
Taxes:$937
Remarks: EXCELLENT VALUE - LOCATION - LOCATION - LOCATION – 3 BEDROOM, 2 BATH, 2 CAR GARAGE, SINGLE STORY POOL HOME WITH DECK AND LAKE! Located in the beautiful City of Oldsmar. This home will not disappoint. It is the perfect blend of comfort and Florida living. The primary suite is huge for this square footage with room for a king size bed, a ceiling fan, a large walk-in closet and an en-suite bath featuring a new toilet along with a linen closet. The two secondary bedrooms have new Mohawk LVP floors and share the second bathroom. This home is priced right to give you the flexibility to choose your kitchen and bathrooms to your taste. The spacious 2 car garage gives you the storage you need. Need extra transportation? The City of Oldsmar is GOLF CART FRIENDLY! Step outside to your 25x25 fenced deck overlooking the sparkling pool, framed by large trees and palms and enjoy the view of beautiful Bay Lake. This creates the perfect setting for weekend barbecues, quiet mornings sipping coffee, or after school swims. Sit under oaks in shade while the warm pool gets ample sunlight. Updated HVAC (2024) with Honeywell Internet thermostat and upgraded ductwork with dual intakes ensures great air quality. New variable speed pool pump (2026) is programmable for maximum efficiency. Roof (2018) and water heater (2019) recently updated. Hardie siding on exterior walls added for minimum maintenance. This property remained high and dry during the 2024 storms with no flood damage. Enjoy the freedom of no HOA or CDD fees in this quiet Shoreview neighborhood with shopping, restaurants and parks just minutes away. The residents enjoy easy access to waterfront parks, playgrounds, dog parks, pickleball courts, community events such as concerts in the park and seasonal celebrations at the local parks. This home is conveniently located to all of the city amenities and to restaurants, schools, shopping, medical facilities, golf course, beaches, just blocks from the scenic shores of Tampa Bay with beautiful morning sunrises and only 20-25 minutes to Tampa International airport. This is a must-see home in an EXCELLENT LOCATION at AN AMAZING PRICE.
Listing is courtesy of: BRAINARD REALTY (813-922-2891)
Listing Agent: Sandra Santos Garbutt (727-418-1593)
208 CUTLASS WAY, OLDSMAR, FL 34677
$350,00033 Days on yellowkey MLS ID: TB8501214
REDUCED by $20,000 (5.4%) on 04/29/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1392 Built: 2015Monthly Fee: $285 Tax: $3,417 (2025)Community: Hayes Park VillageSingle Family
Taxes:$3,417
Remarks: NEW PRICE! Location, location, location is the key to finding the perfect home - and this one delivers on every level. If you have been searching for a place that blends character, convenience, and community, look no further. This charming 3-bedroom home sits in the picturesque neighborhood of Hayes Park Village, a community that feels like a slice of the French Quarter right here in Florida. Nestled in the heart of the City of Oldsmar, this home offers the best of old-world-charm with modern comfort. Oldsmar is a great City known for having more parks per sq. mile than any other city in the state along with excellent schools and an abundance of activities for all ages. Also, the home of Tampa Bay Downs and Tampa Bay Skating Academy. It is a place where community pride runs deep and quality of life comes naturally. The homes inviting wrap-around porch sets the tone from the moment you arrive. Enjoy your morning coffee as you look out to the neighborhood courtyard complete with a welcoming fire pit, creating the perfect setting for neighborhood gatherings. Inside the home, gleaming hardwood floors flow through an open concept living space that feels both spacious and cozy. The kitchen is beautifully appointed with granite countertops and 36" cabinets and a center island that anchors the room- ideal for cooking, entertaining or simply enjoying daily life. A convenient first floor powder room adds practicality for guest and family alike. The master suite opens to a second floor balcony that overlooks the lake and Richard B. Rogers Park. The Master bedroom also features a tray ceiling with crown molding and an upgraded bathroom with frameless glass shower enclosure and a walk-in closet. Two additional ample sized bedrooms and a guest bath complete the upstairs. THIS HOME HAS BEEN WELL MAINTAINED; ROOF IS JUST OVER A YEAR OLD AND THE AC IS JULY OF 2025, WATER HEATER REPLACED IN 2024. The PERFECT LOCATION connects TAMPA to PINELLAS COUNTY. Close commute to Tampa International Airport and International Mall. Within minutes of Clearwater and downtown Safety Harbor, Approximately 30 minutes to the Gulf Coast Beaches.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jennifer Kashtan (813-310-7200)
506 SHORE DR E, OLDSMAR, FL 34677
$900,0009 Days on yellowkey MLS ID: TB8509618
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1313 Built: 1955 Tax: $9,895 (2025)Community: Tampashores Bay SecSingle Family
Taxes:$9,895
Remarks: Exceptional waterfront opportunity on one of Oldsmar’s most desirable streets. Situated on a 75x205 (.33 acre) waterfront homesite overlooking beautiful Old Tampa Bay, this property presents a rare opportunity to create a custom luxury estate in an area experiencing significant redevelopment and impressive new construction. Currently utilized as a vacation rental, the home offers income producing potential while future plans take shape, though the true value lies in the land and its exceptional waterfront setting. For water enthusiasts, the lifestyle possibilities are endless. Launch a kayak or paddleboard from your backyard, enjoy boating and jet skiing on the Bay, or simply unwind while taking in panoramic water views and breathtaking sunset skies. With no HOA or deed restrictions, there is added flexibility and ample room for boat and RV parking. Ideally located approximately 20 minutes from Tampa International Airport and about 25 minutes to the Gulf beaches, the property is also just down the street from RE Olds Park and offers convenient access to pickleball, Mobbly Beach, Veterans Memorial Park, scenic biking and walking trails, dining, shopping, and everyday conveniences. Offering a unique blend of waterfront serenity and exceptional accessibility, this is a rare opportunity to create a one of a kind coastal retreat where the lifestyle is just as remarkable as the setting.
Listing is courtesy of: WESTWARD REAL ESTATE (813-285-4456)
Listing Agent: John Pestalozzi Jr Llc (813-285-4456)
1811 FOREST DR, OLDSMAR, FL 34677
$453,80062 Days on yellowkey MLS ID: TB8491038
REDUCED by $100 (0.0%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2142 Built: 1973 Tax: $6,771 (2025)Community: Harbor Palms-Unit ThreeSingle Family
Taxes:$6,771
Remarks: Welcome to your beautifully updated pool home in Oldsmar! $5,000 Seller Credit Towards Buyer’s Closing Costs! This inviting residence features an open living and dining area with stylish vinyl flooring throughout, filling the space with natural light—perfect for family living and entertaining. Enjoy a modern kitchen equipped with built-in stainless steel appliances, elegant marble countertops, and a natural stone ledger backsplash. The kitchen includes a convenient bar area that opens to the pool just steps away through glass doors. The interior has been freshly painted, and a brand-new A/C unit installed in 2025 ensures year-round comfort. For added peace of mind, the roof and hot water heater were replaced in 2024. A recently passed full inspection from July 2025 reduces uncertainty for the next homeowner. Outside, relax and entertain in your screened-in pool area, providing a private oasis without leaving home. Plus, you are just minutes from Sheffield Park and a short drive to the popular Philippe Park. Enjoy the convenience of being close to clothing stores, supermarkets, coffee shops, a movie theater, and Countryside Mall! Don’t miss this fantastic opportunity to own a move-in ready home with great updates and a prime location!
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Brian Mathay (813-482-6097)
1534 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$1,249,00010 Days on yellowkey MLS ID: TB8509589
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3402 Built: 1994Monthly Fee: $200 Tax: $7,125 (2024)Community: Greenhaven Unit-FourSingle Family
Taxes:$7,125
Remarks: Under contract-accepting backup offers. Welcome to this fully remodeled 4 bedroom (4th bedroom can double as office), 4 full bath, 3 car garage POOL HOME located in the amazing Greenhaven IV subdivision of E Lake Woodlands! This home has just undergone a full high end luxury remodel on the inside and out and features an amazing open concept floor plan that flows effortlessly and a professional interior design aesthetic with only one goal: to WOW you! In the heart of the home the kitchen features upscale quartz countertops, modern stainless steel appliances, wood soft close cabinets, an island so big it might as well be called a continent and more storage than you'll know what to do with. In the downstairs primary bedroom and bath, you'll find one of the grandest primary ensuites in all of central Florida. Featuring a massive wet room with a fully glass enclosed dual shower and tub setup you will enjoy spa like luxury everyday! The home additionally features a full laundry downstairs, full guest bathroom, dining and sitting areas as you walk in, an office/4th bedroom with glass light french doors, as well as a dedicated breakfast nook overlooking the pool. Upstairs you'll find 2 additional bedrooms, a bonus sitting area, SECONDARY LAUNDRY closet, as well as a full tub bath! On the outside, the goodies don't stop featuring a full circular 3 car driveway, fresh landscaping, full irrigation, pavered pool area that was fully resanded and sealed in 2026, a DEDICATED FULL pool bath, pool closet, vinyl fencing for privacy, and the crown jewel: a FULL outdoor kitchen and island for all the entertaining you could want. The TILE ROOF is from 2020, AC is from 2020 and has been fully serviced for your peace of mind. Water heater is 2018 also and there is a smart thermostat system so each area of the house can have their own AC setting! Located in the heart of Oldsmar, you're close to great schools, shopping centers, dining and central of everything. This home has it all come see it today!
Listing is courtesy of: KELLY RIGHT REAL ESTATE (813-321-2282)
Listing Agent: Louis Graniero (813-957-7160)
440 LAKEVIEW DR, OLDSMAR, FL 34677
$415,000173 Days on yellowkey MLS ID: TB8454195
REDUCED by $10,000 (2.4%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1983Monthly Fee: $35 Tax: $1,458 (2024)Community: Manors Of Forest Lakes TheSingle Family
Taxes:$1,458
Remarks: $10,000 PRICE IMPROVEMENT!!!PRICED TO SELL WITH INSTANT EQUITY- INCREDIBLE OPPORTUNITY and Priced well under comps ,on this 3 bed/2 bath/2 car garage rare lakefront gem in the highly sought-after Manors of Forest Lakes! This home sits on an oversized lot with a HUGE yard and offers stunning, unobstructed lake and conservation views from nearly every room. Non-flood zone, Top-rated schools , Low HOA with amenities including pool, tennis, racquetball, playground, and private dock. Spacious, family-friendly layout with separate living, dining, and family rooms—perfect for entertaining or everyday living. Enjoy Florida living at its best from the massive 20+ ft screened patio with pass-through window, ideal for relaxing and taking in the peaceful water and wildlife views. Recent Updates: Fresh exterior paint, Freshly painted 2-car garage, Updated flooring in main living areas Updated windows, A/C (2018), AS IS sale. This home offers location, views, space, and upside—all priced aggressively for a quick sale. Prime Location: Easy commute to Tampa & St. Pete, and just minutes to multiple scenic Oldsmar parks, trails, and community events. Opportunities like this don’t last—schedule your showing today!
Listing is courtesy of: RMS ELITE PROPERTIES (727-821-1999)
Listing Agent: Nicole Smith (813-468-3506)
511 BUCKINGHAM AVE E, OLDSMAR, FL 34677
$1,300,00013 Days on yellowkey MLS ID: TB8507804
2 Days Off yellowkey (back on 5/20/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3436 Built: 2026 Tax: $1,427 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$1,427
Remarks: Introducing an extraordinary residence of NEW CONSTRUCTION in a highly sought after TAMPA BAY WATERFRONT COMMUNITY - where elevated design, modern luxury, and exceptional craftsmanship converge...This masterpiece offers 5 large bedrooms, 4 baths, plus a private powder bath, and a loft, thoughtfully designed to deliver both sophistication and functionality for today's lifestyle. From the moment you enter, curated architectural details and intentional design selections create an unforgettable impression..Expansive living spaces complimented by 10FT CEILINGS, designer finishes, custom millwork, and walls of HURRICANE IMPACT WINDOWS that invite natural sunlight throughout. As you continue to explore you will find a bedroom with en-suite bath and a expansive closet on MAIN LEVEL, offering flexibility of an ideal home office or den, the entire rear of the home supports the heartbeat of everyday living and entertaining, the chef inspired kitchen was designed to WOW... featuring custom cabinetry, elevated finishes, premium appliances, a breakfast nook with banquette that can seat 8, and the most amazing pantry with custom cabinetry and wine fridge..The open concept dining and living area are an effortless connection to grand entertaining, designed with a continued seamless flow to the outdoor oasis of the oversized rear porch with a fully appointed outdoor kitchen, you'll appreciate the glass railing to enjoy the stunning pool and rear tropical landscaping while dining or relaxing! Upstairs, a large loft with beverage center is positioned to separate the upstairs living space, the primary suite, a true sanctuary, thoughtfully designed and refined in detail, the suite opens to a private covered balcony-perfect for morning coffee, sunset views, or quite evenings....The spa-inspired bath delivers with stunning design, oversized dual vanities with custom cabinetry and quartz detail, dual head shower, soaking tub and a customized closet that will be the envy of all...the rear wing of the upstairs completes the floorplan with 3 additional bedrooms, all large in scale, each with walk in closets, 1 bedroom enjoys an en-suite bath, an additional full bath supports the remaining 2 bedrooms, you will also appreciate the upstairs laundry room with an abundance of custom cabinetry..The Oldsmar community is golf cart friendly and offers a lifestyle for waterfront nature lovers, enjoy 7 parks, 10 miles of trails, pickleball/tennis, tot playground, dog park and so much more, without an HOA or CDD! This community is a central location to all things Tampa Bay, an easy commute to Tampa Airport, Westchase (10 mins), Clearwater, St Petersburg, Safety Harbor (10 mins), Dunedin, and the famous Gulf Beaches...Come experience a lifestyle with a pulse!
Listing is courtesy of: COMPASS FLORIDA LLC (813-365-9935)
Listing Agent: Darlene Davenport (813-309-3100)
3071 HURON AVE, OLDSMAR, FL 34677
$529,00010 Days on yellowkey MLS ID: TB8507555
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 1987 Tax: $5,919 (2025)Community: West Oldsmar Sec 1Single Family
Taxes:$5,919
Remarks: Rare Find! In one of Oldsmar's best kept secret neighborhoods on the sparkling shores of Old Tampa Bay, this 3-bedroom, 2.5-bath multi-level designed home blends coastal charm with modern updates. Above the Oversized 2-car garage and upon entering inside, get ready to be impressed by the high ceilings, all NEW WINDOWS, DOORS & light filled living spaces amongst the refinished oak hardwood & gorgeous porcelain ceramic tile flooring throughout. NEW ROOF 2024! STAIRS & DECKS REFURBISHED! The STUNNING KITCHEN has QUARTZ countertops & stainless steel appliances opening into the living and grand dining rooms with french doors onto the enormous covered deck. It's perfect for entertaining and family time. Upstairs you find 3 good sized bedrooms and 2 full bathrooms. The primary suite features french doors to its own private balcony along with a spa inspired ensuite bathroom featuring a luxurious freestanding tub & separate shower that feels straight from a boutique retreat. Not only is this home perfect for all your year round outdoor activities, you can even cozy up by the wood burning fireplace during cold times. The 2 car garage offers exceptional storage space for all the extras, while the oversized back yard opens the door to endless possibilities to make it your new tropical paradise with room for a pool, gardens, boat or RV parking, and even a potential in-law suite. Just minutes from several Waterfront Parks (R.E. Olds Park is biking distance), Scenic trails, Boat ramps, Fishing, Tennis, Pickle ball, Golfing, Tampa Bay Downs, Shopping, Restaurants, and Top Rated Schools in this location, you truly have it all!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Diana Beattie (727-417-7021)
545 LAKE CYPRESS CIR, OLDSMAR, FL 34677
$485,90083 Days on yellowkey MLS ID: TB8482985
0 Days Off yellowkey (back on 5/19/2026)
REDUCED by $9,100 (1.8%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1694 Built: 2000Monthly Fee: $140 Tax: $6,865 (2025)Community: Preserve At Cypress Lakes Ph Ii TheSpa: NoSingle Family
Taxes:$6,865
Remarks: Under contract-accepting backup offers. Waterfront Elegance on Lake Cypress Circle that is waiting for you and Move In Ready! Welcome to this meticulously renovated 3-bedroom, 2-bathroom residence, where modern meets serene waterfront living. Located on a quiet street with low HOA fees and NO CDD, this turn-key home offers the perfect blend of style, comfort, and peace of mind. Modern Chef’s Kitchen! Cabinetry: Brand-new white Shaker cabinets with soft-close drawers. Counters & Backsplash: Stunning new Quartz countertops paired with a Brand-New backsplash. Appliances: Gleaming new stainless-steel Refrigerator, New Stove, New Dishwasher, including a New microwave with an extended push-out vent. Extra Features: Convenient pantry for storage and a charming breakfast nook and separate Dining area that is multi-functional and can be used as additional living area. Versatile Sunroom: A bright, multi-purpose space perfect for an office, playroom, or media center or perhaps for a second seating area, featuring Water Views on three sides and direct backyard access. Flooring & Paint: High-quality New Premium laminate flooring throughout (no carpet!), complemented by a fresh, contemporary palette inside and out. All-new contemporary light fixtures, ceiling fans, and hardware and the home has lots of Natural light. Pet free and Smoke FREE Home! Primary Retreat: A Spa-like En Suite featuring "His & Hers" walk-in closets, double vanities, a relaxing garden tub, a separate shower stall, and elegant slate tile flooring. Secondary Bedrooms: Bedroom 2 features a Cozy Window Seat; both additional bedrooms offer generous closet space. Backyard Oasis: A sprawling lot designed for sunrises and sunsets, with room to add a custom pool. Functional laundry room with washer/dryer hookups and durable tile flooring. Automatic garage door opener and Freshly painted Garage including garage floor. Roof 2017 (August/September) Measurements are approx., Buyer to verify all information that is deemed to be accurate. Easy to show, Quick closing possible. Satisfactory Post-Remediation Verification report is available for any buyer during the contingency inspection period. The Community welcomes Pets.
Listing is courtesy of: CITY BREEZE ACTION REALTY (727-372-9000)
Listing Agent: Tamara Herz (813-394-4135)
848 CHRISTINA CIR, OLDSMAR, FL 34677
$560,00011 Days on yellowkey MLS ID: TB8509369
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1756 Built: 1994Monthly Fee: $68 Tax: $4,544 (2025)Community: Bay's EndSpa: YesSingle Family
Taxes:$4,544
Remarks: Under contract-accepting backup offers. Tucked away in the desirable enclave of Bay’s End, this stunning contemporary two-story residence blends upscale coastal living with exceptional indoor-outdoor entertaining. From the moment you enter, soaring ceilings, an open-concept design, and abundant natural light create a warm yet sophisticated atmosphere. Rich wood-look luxury vinyl flooring flows seamlessly throughout the home, enhancing its modern coastal appeal. At the heart of the home is a beautifully designed island kitchen featuring elegant wood cabinetry, gleaming quartz countertops, and stainless steel appliances. The kitchen opens effortlessly to the spacious living and dining areas, highlighted by a striking wood-burning fireplace and views of the tropical pool and spa retreat. The main-level owner’s suite is a private sanctuary complete with a walk-in closet and an expansive spa-inspired bathroom filled with natural light, featuring a luxurious vanity, soaking tub with shower. A convenient half bath, interior laundry room, and attached two-car garage complete the first floor. Upstairs, you’ll find two additional bedrooms, a full bath, and a versatile den/media room perfect for a home office, playroom, or entertainment space. Step outside through sliding glass doors to your own private resort-style oasis. The screened lanai surrounds an entertaining-sized pool with waterfall and spa, framed by towering palm trees and lush tropical landscaping. By night, the spectacular pool and landscape lighting transform the backyard into a truly magical setting. Situated on nearly a quarter-acre, the enormous privacy-fenced backyard offers endless possibilities — currently serving as the ultimate playground for soccer, baseball, basketball, and golf. This exceptional Bay’s End home combines style, comfort, and resort-inspired living in one unforgettable package. Opportunities like this don’t last long.
Listing is courtesy of: RIZZO & ASSOCIATES INC (727-894-4400)
Listing Agent: Philip Rizzo (727-656-4400)
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