Location: Oldsmar , 34677
Do Not Show Listings
507 SHORE DR E, OLDSMAR, FL 34677
$239,00039 Days on yellowkey MLS ID: TB8488465
2 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1237 Built: 1972 Tax: $1,158 (2025)Community: Tampashores Bay SecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,158
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Under contract-accepting backup offers. Don’t miss this exceptional opportunity to build your dream home on a spacious homesite with beautiful views of Tampa Bay. Situated on a generous, nearly 1/3-acre lot measuring approximately 75 x 175, this property is being offered at land value—perfect for new construction. Located on a street experiencing exciting growth, with several newly built homes already completed and more underway, this is an ideal setting for your custom residence. The community offers an outstanding lifestyle with amenities including parks, playgrounds, a fishing pier, and a dog park. The property is also zoned for A-rated schools, adding to its long-term value and appeal. Conveniently located with easy access to Tampa International Airport, as well as a variety of restaurants, shopping, and entertainment options. Plus, you’re just a short drive from some of America’s most renowned beaches. Whether you’re a builder, investor, or future homeowner, this is a rare chance to secure a premium lot in a desirable waterfront area.
Listing is courtesy of: ENGEL & VOLKERS BELLEAIR (727-461-1000)
Listing Agent: Chris Stivers (727-542-5729)
271 HEMINGWAY DR, OLDSMAR, FL 34677
$385,000224 Days on yellowkey MLS ID: TB8426952
REDUCED by $4,000 (1.0%) on 04/02/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1452 Built: 1998Monthly Fee: $265 Tax: $1,157 (2024)Community: Sun Ketch Twnhms At Cypress LakesTownhouse
Taxes:$1,157
Elementary School: Forest Lakes Elementary-PN
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Welcome to this inviting 3-bedroom, 2.5-bath townhome with a private garage, perfectly set on a premier conservation lot, in the quaint Oldsmar community of Sun Ketch Townhomes of Cypress Lakes. Step inside to find brand-new luxury vinyl plank flooring and a bright, open layout. The spacious great room features sliding glass doors leading to a sunroom, expanding your living area while offering serene views of the conservation! The kitchen is both functional and stylish, with white cabinetry, solid-surface countertops, tile flooring, a breakfast bar and a closet pantry. For added convenience, the inside laundry room—complete with full-size Bosch washer and dryer—is located just off the kitchen. Upstairs, the primary suite impresses with vaulted ceilings, a walk-in closet and a private bath, while the additional bedrooms are well-sized for family, guests, or office space. Enjoy the saltwater, community pool, a low HOA fee of only $265 per month and the unbeatable location! Oldsmar is the gateway to Tampa, offering easy access to shopping, dining, parks, Tampa Skating Academy, and highly rated schools including Forest Lakes Elementary, Carwise Middle, and East Lake High. Plus, Tampa International Airport is less than 30 minutes away!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Marcy Daniels (727-560-8080)
219 CYPRESS CT #219, OLDSMAR, FL 34677
$185,000116 Days on yellowkey MLS ID: TB8460111
1 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $586 Tax: $2,893 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,893
Remarks: Under contract-accepting backup offers. Welcome to East Lake Woodlands – Cypress Estates, a gated golf course community offering maintenance-free Florida living. This updated ground-floor corner unit is move-in ready and perfectly positioned at the end of a quiet street for added privacy. This 2-bedroom, 2-bath condo features an open, airy floor plan with high ceilings and abundant natural light. Enjoy peaceful views from your screened-in porch overlooking a tranquil pond, ideal for relaxing and enjoying Florida wildlife. The spacious kitchen is designed for both function and style, featuring solid wood cabinetry, granite countertops, pantry, lazy Susan, recessed lighting, and ceiling fan. The primary suite offers two walk-in closets and a private en-suite bath with a walk-in shower and granite vanity. The guest bedroom includes brand-new luxury vinyl plank flooring (2025) and a large built-in closet. The second bath features a tub/shower combo, granite counters, and updated lighting. Recent Updates Include: ?? Electric Panel (2020) ?? HVAC (2021) ?? New Water Heater & Dishwasher ?? Updated Lighting & Bathrooms ?? LVP Flooring (2025 – Guest Bedroom) Additional features include assigned covered parking and access to a solar-heated community pool. The monthly HOA covers water, sewer, trash, cable, and internet, providing exceptional value. Located in the heart of Palm Harbor, just minutes from top-rated schools, shopping, dining, golf, and Gulf beaches, with easy access to Tampa International Airport, Downtown Dunedin, Honeymoon Island, and Clearwater Beach. Ideal for full-time residents, seasonal living, or investment—schedule your private showing today!
Listing is courtesy of: ORANGE GROVE PROPERTY SOLUTIONS (727-336-3202)
Listing Agent: Tara Cook (727-336-3202)
470 HICKORYNUT AVE, OLDSMAR, FL 34677
$795,00047 Days on yellowkey MLS ID: TB8485715
REDUCED by $20,000 (2.5%) on 04/02/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2922 Built: 1987Monthly Fee: $110 Tax: $10,515 (2025)Community: East Lake WoodlandsSingle Family
Taxes:$10,515
Remarks: One or more photo(s) has been virtually staged. Located inside the highly desirable gated community of East Lake Woodlands, this spacious 4-bedroom, 2.5-bath residence offers an expansive 2,922 sq ft of living space on an oversized lot with peaceful water views. Step inside to soaring ceilings and an open, light-filled floor plan designed for both everyday living and entertaining. The home features expansive living areas including a formal living and dining room and a large family room with fireplace. New Luxury Vinyl Plank flooring installed in 2026 runs throughout the main living areas, creating a modern and cohesive look, while new carpet installed in 2026 adds comfort to the guest bedrooms. The updated kitchen features granite countertops and stainless-steel appliances, flowing seamlessly into the main living space and breakfast area—perfect for gatherings and everyday living. The spacious primary suite offers direct access to the pool area along with a private bath and generous closet space. Enjoy Florida living at its best with a screened pool and lanai overlooking a tranquil pond, providing both privacy and relaxing water views. The home also features fresh exterior paint completed in 2026 and a 3-car garage, all situated on a generous homesite within this established golf-course community. Residents of East Lake Woodlands have the option to join the Ardea Country Club, a recently renovated club offering two championship golf courses, tennis and pickleball courts, fitness facilities, resort-style pool, and multiple dining venues. The club provides a vibrant social calendar and family-friendly amenities, creating a true country club lifestyle right inside the community. Located just minutes from shopping, dining, top-rated schools, and major commuter routes, this home offers convenient access to Tampa International Airport, Gulf beaches, and the best of the Tampa Bay area. Close to all the Tampa Bay Area has to offer; Championship golf courses, Tampa International Airport, NHL, NFL, MLB events, Grand Prix, PGA events, fine dining, concerts, parks, biking trails, BMX events, and more. Begin Your Paradise Life Today.
Listing is courtesy of: PARADISE LIFE REALTY (727-698-2996)
Listing Agent: Lou Tutko (727-698-2996)
2044 SHEFFIELD CT, OLDSMAR, FL 34677
$190,000507 Days on yellowkey MLS ID: TB8327277
4 Days Off yellowkey (back on 11/10/2025)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 1986Monthly Fee: $110 Tax: $1,603 (2023)Community: Sheffield Village At Bayside MeadowsVilla
Taxes:$1,603
High School: Countryside High-PN
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Short Sale. High and dry with NEW ROOF and NEW HVAC!! Welcome to this charming 2-bedroom, 2-bathroom single-family villa, offering a perfect blend of comfort and style. As you enter, you'll be greeted by volume ceilings that create an open, airy atmosphere throughout the home. The spacious kitchen features beautiful granite countertops and wood cabinets, providing both elegance and functionality. Stainless steel appliances complete the modern kitchen, making it ideal for cooking and entertaining. Relax or entertain in your private enclosed patio or enjoy your own private yard, fully enclosed by a vinyl fence for added privacy and security. This home also boasts a new roof and a new HVAC system, ensuring peace of mind for years to come. Located just a short walk from the community pool, this villa is in a highly desirable school district, making it a fantastic option for families. Best of all, the HOA fees are only $110/month, offering incredible value for the community. Don’t miss the opportunity to make this wonderful home yours!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Christopher Grasso (727-379-2376)
204 WINDWARD PL #36, OLDSMAR, FL 34677
$195,00026 Days on yellowkey MLS ID: A4686982
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1984 Tax: $3,166 (2025)Community: Meadows Condo At East Lake WoodlandsCondo
Taxes:$3,166
Remarks: Welcome to 204 Windward Place #36, a well-maintained and move-in-ready condo located in the desirable East Lake Woodlands community in Oldsmar, Florida. This residence offers a comfortable layout with abundant natural light and a private outdoor space ideal for relaxing or enjoying morning coffee. The interior has been thoughtfully maintained, providing a clean and inviting living environment suitable for a primary residence, seasonal use, or investment. Assigned parking is included, along with convenient guest parking. East Lake Woodlands is a gated community offering a secure and established setting with mature landscaping and scenic surroundings. Optional membership opportunities are available at the nearby Ardea Country Club, which features golf, tennis, fitness, pool, and dining amenities. Conveniently located near Tampa, Clearwater, and St. Petersburg, this property provides easy access to Gulf beaches, shopping, dining, medical facilities, and Tampa International Airport. This property presents an excellent opportunity for buyers seeking low-maintenance living in a well-located Pinellas County community. Schedule your private showing today.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Robert Dinan (941-993-7455)
1704 HIBISCUS CIR N, OLDSMAR, FL 34677
$389,00069 Days on yellowkey MLS ID: TB8476647
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1430 Built: 1981 Tax: $6,573 (2025)Community: Harbor Palms Unit 6 ASingle Family
Taxes:$6,573
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET!!! Seller offering $5,000 credit to buyer - make it yours!!!! Welcome to this inviting Florida home designed for comfortable living and effortless outdoor enjoyment. The highlight of the property is the private, screened-in pool and expansive patio, surrounded by mature tropical landscaping that creates a peaceful setting ideal for relaxing or entertaining year-round. Inside, the home offers a functional, open layout with seamless indoor–outdoor flow from the main living areas to the pool and patio. Tile flooring throughout the main living spaces provides durability and easy maintenance, well suited for Florida living. The updated kitchen is well-appointed with ample cabinetry, generous counter space, stainless steel appliances (including a double oven range) and granite countertops, with an open connection to the dining and living areas making everyday living and entertaining easy and comfortable. The primary suite features a spa-inspired bathroom complete with a freestanding clawfoot tub and separate shower, creating a calm retreat at the end of the day. The garage has been converted to provide additional flexible space with storage, suitable for a third bedroom, home office, or bonus room. A dedicated laundry room adds everyday convenience. Additional features include owned solar panels, newer windows, and sliding glass doors. This home combines privacy, functionality, and true Florida outdoor living - a great opportunity for buyers seeking space, comfort, and a backyard designed to be enjoyed.
Listing is courtesy of: REALTY ONE GROUP BEYOND (727-900-7174)
Listing Agent: Chris Ziebell (727-900-7174)
509 LAKEVIEW DR, OLDSMAR, FL 34677
$499,90039 Days on yellowkey MLS ID: TB8487858
5 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 1984Monthly Fee: $35 Tax: $1,737 (2025)Community: Manors Of Forest Lakes TheSingle Family
Taxes:$1,737
Remarks: Under contract-accepting backup offers. Location! Location! Location! This lovely home sits on a gorgeous conservation lot and offers tranquil stunning views in the desirable community of Forest Lakes… Move-in ready offering over 1,700 sq.ft. of fine Florida living featuring 3 bedrooms in a popular split bedroom layout, 2 baths and a 2 car garage. Covered front entry leads to Elegant single leaded glass door to the spacious living room featuring wood flooring and Bay window with plantation shutters providing tons of natural sun light. The formal dining room also features wood flooring, designer light fixture and French doors that lead to your outdoor paradise. The fabulous remodeled kitchen (2016) boasts porcelain tile flooring, granite countertops, soft close wood cabinetry with 2 lazy suzannes and under cabinetry lighting, designer tile backsplash, elegant hardware, wood accented raised ceiling, breakfast bar with lower cabinetry, pendant lighting, full wall pantry, stainless steel appliances including ceran top range and dishwasher (3/2026), built-in microwave (2025), and 4-door refrigerator (2023). Family room located just off the kitchen also has French doors leading to the outdoor paradise. Large primary bedroom boasts laminate flooring and features a walk-in closet with custom closet cabinetry and an impressive updated ensuite bath (2021) with stunning gorgeous granite countertops, dual undermount sinks, tumble marble backsplash, full walk-in shower through the block and glass door. The secondary bedrooms are located on the other side of the home with convenient hall bathroom serving them both boasting tub/shower Jacuzzi bathtub, single decorative vanity with tumble marble backsplash, and wainscoting wall accents. Extend your living and entertaining outdoors through either set of French doors to your serene oasis with roomy screen enclosed lanai which leads to a secondary outdoor entertaining deck with tranquil fountain and stunning conservation views!!! Fully fenced, Florida living at its best… enjoy a morning cup of coffee or afternoon cocktail watching the wildlife including turkeys and deer. Simply magnificent…Important updates include Roof 2025, Flat Roof 1/2026, AC 2025, Water Heater 2023, Washer 2026, Electrical panel 2024 including 30 amp hookup ideal for a generator, Hurricane impact garage door, garage door opener 2023, double paned windows 2016, Exterior Gutters 4/2025, and ceilings textured 2016. Forest Lakes Community offers fabulous amenities including, pool, playground and picnic area, basketball, racquet-ball, tennis and pickle ball courts. The ideal Oldsmar location is convenient for access to shopping, restaurants, airports and of course the famed Gulf beaches and Dunedin’s Honeymoon Island! A great place to call home!!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nancy Leslie (727-789-5555)
1637 GRAY BARK DR, OLDSMAR, FL 34677
$559,900186 Days on yellowkey MLS ID: TB8440841
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2146 Built: 1998Monthly Fee: $9 Tax: $5,256 (2024)Community: Eastlake Oaks Ph 2Single Family
Taxes:$5,256
Remarks: 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)
380 WELLINGTON AVE, OLDSMAR, FL 34677
$1,155,000381 Days on yellowkey MLS ID: TB8373443
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3420 Built: 1992 Tax: $6,112 (2024)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$6,112
Remarks: PRICE REDUCTION! Now priced below value, this is your chance to own this incredible Key West style pool home on an oversized conservation lot in highly desirable Oldsmar. Located on a cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to forested conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the welcoming foyer to a soaring vaulted ceiling in the great room, which also features a wood burning fireplace and two sets of French doors leading to screened back porches and beyond to a huge rear deck that spans the length of the house and overlooks the large free form pool and spa. The primary suite has two walk-in closets and a remodeled bathroom (2023) with two vanities, a whirlpool tub, tiled walk-in shower, and water closet. The remodeled gourmet kitchen (2022) features stainless steel appliances, Viking dual fuel range with pot filler and vent hood, quartz counters, plentiful cabinetry, and a large island with wine fridge and copper top (durable and naturally anti-microbial/anti-bacterial). Off the kitchen is a half bathroom, a laundry room with utility sink and extra pantry storage, and a wet bar/coffee nook with even more pantry storage. Upstairs are two spacious bedrooms, a loft/office area, and updated hall bathroom (2023). At the top of the house is a railed rooftop platform offering stunning views out to Tampa Bay. The ground floor features covered parking for at least 4 vehicles, spacious storage/workshop areas, and a garage apartment/in-law suite with a bedroom, living/game room, kitchenette, and full bathroom. The circular driveway, side driveway, and large parking pad provide abundant parking for guests, boats, RV, etc. No HOA or CDD. Oldsmar is a waterfront golf cart community known for wonderful parks, quality of life, A rated schools, and convenient access to Tampa International Airport, Gulf beaches, shopping, dining, and more. Schedule your private showing today! As an added bonus, the seller has an assumable government loan at just 2.75%! Call agent for details.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: James Wheeler, Pa (813-285-1229)
1806 FOREST DR, OLDSMAR, FL 34677
$418,000179 Days on yellowkey MLS ID: TB8442794
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1475 Built: 1973 Tax: $4,086 (2024)Community: Harbor PalmsSingle Family
Taxes:$4,086
Remarks: Welcome to this beautifully remodeled home filled with natural light and modern charm. The open-concept floor plan features a spacious living area with brand new windows throughout the house, the new designed kitchen offers new cabinetry beautiful countertops, new stainless-steel appliances, and a breakfast bar the flows seamlessly into the dining and living spaces, interior laundry room with new cabinets and new washer & dryer. New central air condition and ductwork, new ceiling lights and fans, new flooring throughout the house. The primary bedroom includes a large closet and a stylish new bathroom with a glass - enclosed shower-tub combo, modern finishes. Two additional bedrooms provide versatility for guess, a home office, and the second new full bath is bright and modern. All interior doors are new so it is the front door and garage door, new interior and exterior paint, new wood fence, new landscape. this home is a perfect blend of comfort and value.
Listing Agent: Mena Reyes (727-789-5555)
115 WINDWARD PL #15, OLDSMAR, FL 34677
$180,00030 Days on yellowkey MLS ID: TB8490824
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1984Monthly Fee: $431 Tax: $2,768 (2025)Community: Meadows Condo At East Lake WoodlandsCondo
Taxes:$2,768
Remarks: LOCATION, LOCATION, LOCATION! Close to entertainment, shopping, restaurants, airports, and world-famous beaches, this beautiful ground floor, end unit condo is waiting for you! Located in the highly desirable, gated community Meadows of Eastlake Woodlands, this home has it all! Gorgeous granite countertops highlight the kitchen as does the impressive cabinet space and closet pantry. The inviting open living space makes time together comfortable, yet the split bedroom floor plan offers privacy when needed. The primary bedroom is generous and offers two walk-in closets, an ensuite bath with step-in shower, and patio access. HVAC 2021. The HOA fees include water, sewer, trash, cable, community pool, exterior maintenance including the roof, and grounds maintenance. There is a community golf course that owners may access for an additional fee.
Listing is courtesy of: FLORIDA PREMIERE REALTY (727-437-0261)
Listing Agent: Millie Jackson (828-337-9468)
3073 DUANE AVE, OLDSMAR, FL 34677
$459,000252 Days on yellowkey MLS ID: TB8417476
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2122 Built: 1973 Tax: $1,936 (2024)Community: West Oldsmar Sec 1Single Family
Taxes:$1,936
Elementary School: None
High School: None
Middle School: None
Remarks: Located in a quiet and friendly Come and see this beautiful house with a lot of potential. No HOA ,It has a spacious master bedroom with an in-suite bathroom and a large walk-in closet. Outside, you’ll find a large detached porch with big storage, perfect for storing a golf cart, bikes, kayaks, or motorcycles—or transform it into two bedroom, gym, or office or a party place . The backyard is a standout, surrounded by trees that keep the home cooler and energy bills lower. It’s perfect for relaxing or entertaining. . Enjoy gorgeous sunsets or cast a line off the nearby pier at one of the area’s best parks. Buyer and/or buyers agent to verify all room sizes. Seller will pay a coverage flood insurance for the first year.
Listing is courtesy of: S P O R T REALTY GROUP INC. (813-452-8301)
Listing Agent: Madelin Martinez (813-359-7784)
382 ROSALIND LN, OLDSMAR, FL 34677
$822,000282 Days on yellowkey MLS ID: TB8408993
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3273 Built: 2001Monthly Fee: $100 Tax: $8,003 (2024)Community: Bay ArborSingle Family
Taxes:$8,003
Remarks: NEW YEAR; NEW PRICE! Welcome to 382 Rosalind Ln., an extraordinary home in the exclusive gated community of Bay Arbor in Oldsmar. This thoughtfully upgraded and impeccably maintained residence offers over 4,000 square feet of elegant living space, combining luxury, privacy, and smart-home functionality. Situated on a quiet cul-de-sac and backed by a peaceful conservation lot, the home features soaring ceilings, abundant natural light, Italian marble-look tile, a formal living and dining room, a spacious office, and a beautifully updated full bath. The open-concept main living area opens to a stunning screened-in patio with a heated spa, pool, waterfall, and wooded views — ideal for relaxation and entertaining. The chef’s kitchen boasts cherry cabinetry, granite countertops, stainless steel appliances, purified water, wine storage, a breakfast bar, and an eat-in nook. Upstairs you'll find four spacious bedrooms and a soundproofed 18' x 20' media room, easily converted into a second primary suite or flex space. The luxurious primary suite includes two walk-in closets, a spa-style bathroom with soaking tub and walk-in shower. The fully fenced backyard oasis includes a new outdoor luxury kitchen, pet turf, and smart-controlled pool and spa with a waterfall and fountain feature. Additional upgrades include new pool equipment, attic insulation, UV air purification, custom shutters, new water heater, full security system, vinyl fencing, lightning and surge protection, new AC unit upstairs, and more. Just 20 minutes from Tampa International Airport and close to top beaches, this rare gem delivers the ultimate in Florida luxury living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Stephanie Eisenbach (813-468-0230)
209 HEMINGWAY DR, OLDSMAR, FL 34677
$294,90052 Days on yellowkey MLS ID: TB8483445
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1086 Built: 1997Monthly Fee: $240 Tax: $672 (2024)Community: Sun Ketch Twnhms At Cypress LakesTownhouse
Taxes:$672
Remarks: Stunning Sun Ketch Townhome | Bright, Airy & Move-In Ready! Welcome to your slice of paradise in the highly sought-after Sun Ketch community of Oldsmar! This meticulously maintained 2-bedroom, 2-bathroom townhome offers the perfect blend of style, comfort, and convenience. Step inside to find gorgeous, rich cherry floors that flow through the living spaces, adding warmth and a touch of luxury through out. Large sliders, skylights and a thoughtful layout ensure the entire home feels light-filled and spacious. It is exceptionally clean and move-in ready. This unit includes a one-car garage perfect for parking, extra storage, or a home hobby space. Outdoor Living: Enjoy the Florida sunshine at the beautiful community pool, just a short stroll from your front door. Located in the heart of Oldsmar, you’re minutes away from restaurants shopping, scenic waterfront parks, walking trails, 2 airports and easy commutes to both Tampa and the Gulf beaches. Live the easy life in a community known for its charm and quiet atmosphere.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Melissa Hinchliffe (813-928-0269)
278 PELICAN DR N, OLDSMAR, FL 34677
$179,999144 Days on yellowkey MLS ID: TB8453637
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1985Monthly Fee: $60 Tax: $2,239 (2024)Community: Gull-Aire VillageManufactured Home
Taxes:$2,239
Remarks: Don't miss this desirable and very active community of Gull-Aire Village! This is one of the most highly sought-after 55+ communities in Pinellas County. With HOA fees at only $60/mo and the ability to rent out your home after only 1 year of ownership, the possibilities are endless. This home includes a rare LARGE GARAGE! You own your own land. The owner has just replaced the range and refrigerator! One pet-any size. You can walk to AMC Theatres, Beall's, Marshalls, Earth Fare, Pet Smart and Dollar Store. Restaurants nearby include Shaker and Peel, Craft Street Kitchen, and Eve's Family Restaurant. Just minutes to Westfield Mall, Walmart, Publix, and Countryside Hospital. About 20 minutes to the beautiful beaches of Honeymoon Island and Caladesi State Parks. Schedule your private showing today!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)
Listing Agent: Jon Dant (727-504-6727)
1730 OAK POND CT, OLDSMAR, FL 34677
$584,00073 Days on yellowkey MLS ID: TB8476142
1 Days Off yellowkey (back on 3/29/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1918 Built: 1998Monthly Fee: $13 Tax: $7,594 (2025)Community: Eastlake OaksSingle Family
Taxes:$7,594
Remarks: Under contract-accepting backup offers. Price Improvement.! Tucked inside the desirable Eastlake Oaks neighborhood, this 3-bedroom, 2.5-bath residence with a 3-car garage offers 1,918 square feet of well-designed living space and the kind of backyard retreat Florida buyers are searching for. Set on an oversized 11,000+ sq ft lot with water views and no neighbors on three sides, this Eastlake Oaks property delivers a rare combination of privacy and space. From the moment you step inside, dramatic vaulted ceilings create a grand first impression. The layout offers both defined spaces and natural flow — with formal living and dining areas at the front of the home and an inviting family gathering space toward the rear. The kitchen is designed for connection and function, featuring stainless steel appliances, a gas range connection for cooking enthusiasts, and a breakfast bar that opens to the main living area. A gas fireplace anchors the space, adding warmth and character. Glass sliders lead to a spacious screened pool enclosure (over 600 sq ft), providing the perfect balance of sunshine and shade. Upstairs, the primary suite includes a private bath with soaking tub, separate shower, and enclosed water closet. Two additional bedrooms share a Jack-and-Jill bath, and the laundry closet is conveniently located upstairs where it belongs. This home has never had any water intrusion. Major updates include: • Roof (2017) • A/C (2017) • Gas water heater (2020) Positioned just minutes from schools, shopping, dining, parks, and Tampa Road conveniences — and approximately 20–30 minutes to Gulf beaches or Downtown Tampa — this location makes commuting and coastal living effortless. A well-maintained home, a spacious lot, and a pool made for Florida afternoons — all in one of Oldsmar’s most convenient communities.
Listing Agent: Kirsten Kelley (727-439-7545)
645 TIMBER BAY CIR E, OLDSMAR, FL 34677
$295,000174 Days on yellowkey MLS ID: TB8443970
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1984 Tax: $1 (2024)Community: Shoreview Phase 2Single Family
Taxes:$1
Remarks: Rare opportunity with an assumable VA loan—potential buyers can step into favorable financing, subject to lender approval Your Renovation Dream Home! This home is in the desirable Shoreview Subdivision situated on 1/3 of an acre of land. After necessary rehab this home will easily be the jewel of the subdivision located a short walking distance from Tampa Bay and Mobbly Beach Park!! The home is priced substantially below market value to attract CASH Buyers understanding the home will require rehabilitation. The homeowner has excess construction material that will convey with the purchase as a cost saving incentive. The home will include refrigerator, dishwasher, HVAC system, and bathroom fixtures to be installed. The home currently has eight (8) new windows already installed and a new back sliding glass door. This is a must see and golden Opportunity to own or invest in this highly desirable community and subdivision!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Michael Eddings (813-480-6026)
1802 FOREST DR, OLDSMAR, FL 34677
$365,000160 Days on yellowkey MLS ID: O6361686
0 Days Off yellowkey (back on 3/28/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1607 Built: 1973 Tax: $2,998 (2024)Community: Harbor Palms-Unit ThreeSingle Family
Taxes:$2,998
Remarks: Welcome to Highly Sought-After Harbor Palms! This stunning 3-bedroom, 2-bathroom POOL home offers true Florida living at its finest with a private inground pool, spacious layout, and exceptional indoor-outdoor flow. Step inside and you’re greeted by a bright and inviting living room featuring a cozy fireplace and skylight, creating a warm, welcoming ambiance. The formal dining room—complete with tile flooring and a convenient butler’s pantry—is perfect for hosting everything from intimate dinners to large gatherings. The well-appointed kitchen boasts abundant cabinetry and extensive counter space. The kitchen opens directly to the family room, where French doors frame picturesque views of the sparkling pool and screened lanai, making it a true entertainer’s delight. Enjoy everyday convenience with an interior laundry room, complete with a huge walk-in pantry and direct access to the garage. After a long day, retreat to the spacious primary suite, featuring a generous walk-in closet. The additional bedrooms are impressively sized, each offering great storage. Step outside to your own private oasis! The fenced backyard, storage shed, and refreshing pool make it easy to enjoy outdoor living year-round. Located just minutes from Sheffield Park, the Gulf Beaches, world-class golf, gourmet dining, downtown Tampa, and Tampa International Airport, this home offers the perfect blend of comfort, convenience, and the Florida lifestyle you’ve been dreaming of. This Harbor Palms gem truly has it all—don’t miss your chance to call it home!
Listing Agent: Jeff Jones (205-902-3584)
5044 KILKENNEY CT, OLDSMAR, FL 34677
$1,695,00043 Days on yellowkey MLS ID: TB8483853
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4554 Built: 1995Monthly Fee: $255 Tax: $10,483 (2025)Community: Aberdeen Unit OneSingle Family
Taxes:$10,483
Remarks: This exquisite residence is an exceptionally rare blend of fine design, impeccable finishes and open concept with much sought-after privacy. A stunning showcase including just over 4,500 sq. ft. with 4 bedrooms, office/den, bonus room and 3 full and 2 half baths, this home in Aberdeen in the gated, golf community of East Lake Woodlands has been stunningly curated with more than $800,000 in upgrades. The serene cul de sac location is a stellar setting with a grand circular drive entrance measuring 5,500 sq. ft. with gorgeous pavers and custom LED lighting. The expanse of this 1.2 acre lot with landscape lighting and beautifully manicured lawn has the added benefit of being in the preferred Zone X500 so no flood insurance is required by lenders. Step inside to soaring ceilings, luxury vinyl plank flooring throughout and dramatic windows overlooking the resort-style pool and expansive view. Living and dining rooms flow easily to the family room and amazing kitchen beautifully appointed with massive custom cabinetry with glass displays and built-in features for the gourmet chef, a Sub-Zero refrigerator and freezer, Wolf 6-burner gas stove, Cove dishwasher, Bosch in-wall coffee maker, a stunning range hood and generous center island with quartz countertops. A special feature is the bonus room with palatial windows, custom wood cabinetry and quartz countertops with undermount LED lighting. Commissioned by an artist, the smooth Venetian plaster accent wall provides a soft backdrop for the large entertaining space complete with Sub-Zero appliances including ice maker, freezer drawer, 2 under-counter fridges offering the perfect setting for cozy evenings or grand gatherings. Experience unparalleled luxury and sophistication in the primary suite, where views of nature greet you through expansive windows. The primary bath is a true sanctuary featuring custom cabinetry, suede quartz countertops plus a polished stainless steel soaking tub, tile accents and an expansive shower with multiple sprays and Koehler smart shower technology. Guest bathrooms are fully updated with the largest en par with a primary bath complete with freestanding soaking tub, massive shower with stunning wave design tile and U By Moen smart shower controls. Step outside to resort-style living with a stunning pool renovation that awaits. Travertine tile and pebble tec pool finish create an inviting oasis. Entertain with ease in the fully-equipped outdoor kitchen which features custom cabinetry, a large Le Griddle, warming burners, a Green Egg for grilling, a True bar fridge and an expansive serving area. Ample covered space ensures you can host large gatherings in comfort while stacked stone travertine accent walls and wood plank ceilings provide the finishing touches. Not to be overlooked, the garage is a custom highlight with extra storage or work shop space in addition to a 3rd bay garage perfect for that golf cart. All A/C units updated in the last 4 years as well as 2 Rinnai tankless water heaters, water softener, exterior paint in 2025 and 8 exterior security cameras convey with the home as well as the washer and dryer. Experience timeless elegance in this exceptional home with the added benefit of optional memberships to Ardea Country Club with 2 golf courses, fitness center, 2 pools, tennis and pickleball, dining and events. All in a preferred location convenient to Tampa International Airport, top-rated schools, beaches, professional sporting events and more.
Listing Agent: Claudia Tweed (727-433-4596)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.