Location: Oldsmar
Do Not Show Listings
545 LAKE CYPRESS CIR, OLDSMAR, FL 34677
$495,00040 Days on yellowkey MLS ID: TB8482985
REDUCED by $5,000 (1.0%) on 04/06/2026
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,865
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: 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. Sold As Is. 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)
1734 MAPLELEAF BLVD, OLDSMAR, FL 34677
$525,00013 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
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
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)
800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677
$409,00024 Days on yellowkey MLS ID: TB8489139
REDUCED by $10,000 (2.4%) on 04/06/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1712 Built: 1949 Tax: $3,631 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$3,631
Elementary School: Oakhurst Elementary-PN
Remarks: Completely Renovated Oldsmar Home on Oversized Fenced Lot – Move-In Ready! Welcome to this beautifully updated home located in the City of Oldsmar, situated on a generously sized, fully fenced lot with an expansive backyard—perfect for entertaining, pets, or future outdoor enhancements. This turnkey property has been fully renovated from top to bottom, offering modern finishes and a flexible layout. The home features two primary bedroom suites (or use one as a spacious family room), along with three fully updated bathrooms, each showcasing custom tile showers and high-end fixtures. Enjoy 24” tile flooring throughout, providing a clean, contemporary look with easy maintenance. The gourmet kitchen is designed for both function and style, complete with a center island, Frigidaire appliance package, and upgraded fixtures. Additional highlights include a washer and dryer, updated systems and finishes throughout, and a layout that accommodates a variety of living arrangements. Everything has been updated—just move in and enjoy. HVAC 2025, Roof November 2025, Water Heater 2026, plumbing and electrical updates 2026. City Water and Sewer.
Listing is courtesy of: TAM BAY REALTY LLC (813-493-2913)
Listing Agent: Stephanie Brubaker (813-475-1696)
405 WOODS LANDING TRL, OLDSMAR, FL 34677
$255,00099 Days on yellowkey MLS ID: A4676677
REDUCED by $5,000 (1.9%) on 04/06/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1200 Built: 1984Monthly Fee: $591 Tax: $2,370 (2024)Community: East Lake Woodlands Woods Landing TwnhmsTownhouse
Taxes:$2,370
Elementary School: Forest Lakes Elementary-PN
Tax Year: 2024
Remarks: Short Sale. BANK APPROVED SHORT SALE - Welcome to the coveted East Lake Woodlands Gated Community. One of the first things you will notice when you walk in the door is the views to the back, featuring woods, water, wildlife and serenity. This beautiful 2 bedroom 2.5 bath townhouse features a carport, outside storage shed and large enclosed Florida room that opens with sliding doors from living room. There is also sliders from the kitchen leading to an outside patio with pavers, perfect for BBQing or relaxing. Large living room/dining area, updated kitchen with stainless steel appliances and 1/2 bath complete the first floor. Upstairs the primary suite has a walk in closet as well as en-suite bathroom. The guest room also has it's own bath and walk in closet with laundry upstairs between the 2 rooms. Updates include new CAC, new range, dishwasher and hot water heater all in 2024. For an extra fee you can join the Ardea Country Club, which has two – 18-hole golf courses, restaurants, bar, fitness center, tennis courts, pickleball courts, Olympic size pool, splash pads, ping pong and more. Centrally located to shopping, restaurants, airport, excellent schools and Florida’s award-winning Gulf Beaches. All of these features makes East Lake Woodlands the perfect place to call home. NO FLOOD INSURANCE REQUIRED and no damage from any storms.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Loren Roye (516-446-3614)
347 COUNTRY CLUB DR, OLDSMAR, FL 34677
$429,00062 Days on yellowkey MLS ID: TB8475491
REDUCED by $20,000 (4.5%) on 04/05/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1967 Tax: $1,515 (2024)Community: Oldsmar Country Club Estates Sec 1 RepSingle Family
Taxes:$1,515
Remarks: "Move-In Ready"... Freshly Painted and Beautifully completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with plenty of green space, fenced yard and mature landscaping. Enjoy your Florida Lifestyle with family and social gatherings within the updated interior decor or outside in the screened pool and lanai deck area. We'll look forward to your visit.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Frank Fundora (813-361-2505)
101 DOLPHIN DR N, OLDSMAR, FL 34677
$244,900157 Days on yellowkey MLS ID: TB8444809
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1573 Built: 1989Monthly Fee: $70 Tax: $582 (2024)Community: Gull-Aire VillageManufactured Home
Taxes:$582
Remarks: Welcome Home! Your move-in ready and partially furnished Florida retreat with a warm, contemporary flair awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home is situated on a rare DOUBLE LOT (7,854 sq. ft.), that YOU OWN offering privacy and flexibility. The open and inviting floor plan features cathedral ceilings and newer laminate flooring throughout the family room, kitchen, laundry room and hallway. The kitchen is well-appointed with a spacious island/snack bar, newer refrigerator and a convenient pantry closet - perfect for entertaining. The generous primary suite includes a walk-in closet and an en-suite bath with a walk-in shower and relaxing garden tub. The over sized enclosed porch features, complete with glass windows overlooking the beautifully landscaped backyard, provides an ideal space for entertaining or just enjoying Florida's indoor-outdoor lifestyle! More recent updates include a newer A/C system (2020), a spacious 2 car garage with a large workshop with ample storage space (2003) and a newer high-quality sliding glass door. Nestled in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers exceptional resort-style amenities, including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. This home sits on land you own and features a low monthly HOA fee of just $60 with one pet of any size permitted. The location is truly unbeatable! You're less than a mile from Woodlands Square, offering Bealls, Marshall’s, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker & Peel, Eve’s Family Restaurant, and more. Everyday conveniences such as Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are just 2 miles away. Honeymoon Island Beach is approximately 9 miles away, and Tampa International Airport is a easy 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, providing the perfect setting to enjoy Florida’s outdoor beauty. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply enjoying the peaceful surroundings, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village. (Room dimensions are approximate and should be verified by Buyer.)
Listing is courtesy of: AH REALTY SERVICES, LLC (727-275-3512)
Listing Agent: Anne Hode (813-545-1960)
1502 WOODSTREAM DR, OLDSMAR, FL 34677
$689,000197 Days on yellowkey MLS ID: TB8428089
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2234 Built: 1996Monthly Fee: $470 Tax: $5,116 (2024)Community: Cross Creek - Unit TwoSingle Family
Taxes:$5,116
Remarks: Welcome to this exceptional, move-in ready home in Cross Creek, located within the gated, golf community of East Lake Woodlands. Boasting a most desirable, one-story floor plan with 2,234 sq. ft. interior, this residence features 3 bedrooms plus an office or den, 2 full baths, and a spacious 2-car garage. Enjoy a great combination of low maintenance convenience and the privacy of a single family home with gorgeous conservation and water views. This inviting residence welcomes you with beautiful hardwood flooring, high ceilings, plantation shutters and an open great room plan that flows seamlessly from the updated kitchen into the living space. The kitchen features a bright eat-in breakfast area with bay windows and showcases tile floors, crisp white cabinets, gleaming granite countertops, stainless steel appliances and large pantry. The primary suite offers a luxurious, updated bathroom with dual vanities accented with granite, massive walk-in shower, gorgeous tile floors and 2 closets. Pocket doors provide open access to the den to wake up to those peaceful water views or to enjoy a cozy setting ideal for reading or watching television. Two additional bedrooms are located on the other end of the home and are generously sized with ample closet space and a guest bath with attractive vanity with granite and soft neutral tones. Step outside from glass sliders in the great room or den to the seamless outdoor retreat with stunning pavered lanai with your own private, sparkling pool overlooking that serene scenery — perfect for relaxing! Enjoy the outdoors with both covered and open lounging areas, all within a screened enclosure and offering fantastic water views. Long-time owner has had no issues with storms. Updates include a new roof in 2019, water heater (2019) and 4-ton A/C unit (2019). A dedicated laundry room comes complete with plenty of storage, deep tub sink and washer and dryer included in the sale. Relax knowing the HOA fee covers lawn maintenance, trimming and mulching, basic cable TV and internet, trash and recycling collection, access to community pool and spa, pressure cleaning of roofs and even exterior painting every 7 years! In addition, there are a variety of optional memberships to choose from for the recently-renovated Ardea Country Club with 2 golf courses, fitness center, heated lap pool and freeform pool, poolside café, pickleball and tennis, dining and events. All this in a great location convenient to Tampa International Airport, beautiful beaches, medical facilities, parks, professional sporting events and more.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Claudia Tweed (727-433-4596)
501 LAKEVIEW DR, OLDSMAR, FL 34677
$499,90074 Days on yellowkey MLS ID: TB8470254
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1667 Built: 1983Monthly Fee: $35 Tax: $4,306 (2024)Community: Manors Of Forest Lakes TheSingle Family
Taxes:$4,306
Remarks: Fabulous...Location! Location! Location! This stunning pool home in the sought after community of Forest Lakes sits on an oversized corner lot and offers tranquil water and conservation views.; Move-in ready, delightfully updated home of nearly 1,700 sq.ft. features 3 bedrooms in a desirable split floorplan layout, 2 brilliantly renovated baths and an oversized 2 car garage. Enter thru the double leaded glass doors to the fabulous main living area featuring luxury vinyl flooring (2023) and centered by an elegant decorative stone and granite accented wood burning fireplace and offering views of your gorgeous pool side lanai thru large sliders. The spacious formal dining room also features luxury vinyl flooring and is an ideal space for entertaining. The extended galley kitchen boasts raised panel cabinetry, epoxy coating countertops, tile backsplash, dual stainless-steel sinks, large built in cabinet pantry including butler pull out drawers and plenty of storage and counter space for family meals and entertaining. Appliances include ceran top range, built in microwave, side by side refrigerator and dishwasher. The built-in desk is convenient and ideal for office space or homework area. The spacious eat in area offers tranquil serenity overlooking the lanai and pool. A perfectly situated laundry room is located just off the kitchen. The seller is generously including the washer and dryer with the sale of the home. Large primary suite features a walk-in closet and spectacular remodeled ensuite bath (2023). The magnificent, spa like bathroom boasts gorgeous tile flooring, designer vanity with quartz counter, undermount sink, spacious full walk-in shower with decorative tile accents and a bench seat... absolutely stunning! The secondary bedrooms and bath are conveniently situated on the other side of the home offering ultimate privacy. The spectacular remodeled second bath (2023) boasts dual vanities with undermount sinks, granite countertop, an enormous walk-in shower with fashionable frameless glass, floor to ceiling designer tilework, dual shower heads, corner bench seat and niche. Gorgeous!!! Entertaining and family living space is extended outdoors with a covered lanai accented by river rock decking and a vaulted screen enclosed saltwater pool (2023). Florida living at its best… enjoy a morning cup of coffee or afternoon cocktail watching the turkeys and deer graze while overlooking the tranquil pond and serene conservation views. Outdoor Jacuzzi, Trampoline and Zip line may convey. Furnishings are negotiable. Other notable updates include interior paint 2023, Roof 2015, AC Jan 2016, Impact windows and sliding glass doors. Forest Lakes Community offers basketball, racquetball, tennis and pickle ball courts, community pool, playground and picnic area. Zoned for top rated schools! Quick drive to Tampa International Airport & minutes from shopping, restaurants and a short drive to Dunedin’s Honeymoon Island. Florida living… can’t beat it!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nancy Leslie (727-789-5555)
317 SHORE DR E, OLDSMAR, FL 34677
$489,67075 Days on yellowkey MLS ID: FC315737
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 2000 Tax: $6,929 (2024)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$6,929
Remarks: STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground level and all living areas elevated. Major upgrades include a new roof, a newer water heater (<5 years), and a renovated primary suite featuring a walk-in closet. The kitchen shines with stylish quartz countertops, and a large first floor laundry room. Step outside to your fully fenced, level backyard—ideal for entertaining or relaxing in the screened-in porch. The property includes a dedicated RV or Boat pad. Enjoy an incredible lifestyle within walking distance or take your golf cart to the waterfront parks, nature trails, pickleball courts, a fishing pier, and playgrounds. Located in a top-rated school district. This home is the complete package.
Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-445-5595)
Listing Agent: Charles Kelly (203-610-3091)
1802 CHINABERRY DR, OLDSMAR, FL 34677
$369,000176 Days on yellowkey MLS ID: TB8439498
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1358 Built: 1972 Tax: $865 (2024)Community: Harbor Palms-Unit OneSingle Family
Taxes:$865
Remarks: Easily 3 Bedroom (EVEN 4) - Total Renovation - Block/Slab Home - Large Indoor Laundry - 2 Car Garage - New Roof - New AC - New Water Heater - New Kitchen - Solid Wood Cabinets - Solid Surface Counters - New Bathrooms - New Floors - Interior and Exterior Paint - Landscaping - Large Fenced Yard -
Listing is courtesy of: FOXX AND ASSOCIATES (877-538-6868)
Listing Agent: Dan Nease (727-354-2222)
129 CAMPHOR CIR #C, OLDSMAR, FL 34677
$180,00063 Days on yellowkey MLS ID: TB8474438
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1986 Tax: $170 (2025)Community: Gardens Of Forest Lakes Condo TheCondo
Taxes:$170
Remarks: Welcome to The Gardens of Forest Lakes, one of Oldsmar’s well-kept secret communities. This 2 bedroom 2 bathroom condo is a true move-in ready home. The features and amenities are apparent upon entering this well-decorated unit. The newer luxury vinyl flooring set the stage for a great showing. The living room/dining room combination offers an open & spacious area you can call home. The kitchen was updated to include custom wood cabinets with hydraulic drawers; led area lighting; newer appliances including a brand new refrigerator & a double oven; deep double steel sink; tile backsplash; granite-looking Formica countertops; Both bathrooms were updated to include wood-like tile; the guest bathroom offers a deep soaker tub; Enjoy the beautiful pond view from both bedrooms and the private balcony; An inside laundry room with a newer washer/dryer combo for your convenience; The master bedroom offers a walk-in closet; The balcony has a storage room for your extra stuff; The community has a recreation center that includes a swimming pool, tennis & racquetball courts, a playground and a fishing pier. Close to shopping, dining, entertainment and more. Schedule your private showing today. You’ll be glad you did.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Garrett Grimes (727-403-8723)
219 PALMETTO CT, OLDSMAR, FL 34677
$182,00092 Days on yellowkey MLS ID: TB8463698
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $3,045 (2024)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$3,045
Remarks: Easy, low-maintenance living in the heart of East Lake Woodlands. This affordable ground-floor, end-unit 2-bedroom, 2-bath condo offers comfort, privacy, and a peaceful setting surrounded by greenery. Inside, you’ll find a bright great room overlooking open green space, a desirable split-bedroom floor plan, and an open kitchen that flows seamlessly into the dining and living areas—ideal for both everyday living and entertaining. Recent updates include fresh interior paint (November 2025), new carpet, tile flooring in the kitchen and living room, and a new AC and heat system installed in 2024 with a 10-year warranty. The home also includes a washer and dryer, stove, and a storage room with laundry hookups. The primary suite features two walk-in closets, plus a hallway linen closet for additional storage. Enjoy Florida living with two sets of sliding doors leading to a screened lanai, a paver patio beyond, and tranquil green space between buildings. The community pool is just steps from the back door, set beyond the greenery for a sense of separation. Convenience continues with covered carport parking directly out front, ample guest parking, and a resident-only rear entrance providing quick access to shopping and dining along East Lake Road and Tampa Road. Located in East Lake Woodlands, a gated community bordered by the 8,700-acre Brooker Creek Preserve, residents are surrounded by mature trees, lakes, and natural beauty. Optional memberships are available at the East Lake Woodlands Country Club, featuring two championship golf courses, tennis and pickleball courts, dining, a fitness center, and a resort-style pool. Monthly fees include exterior building maintenance, roof, building insurance, water, sewer, trash, basic cable, grounds maintenance, and the community pool, making ownership simple and predictable. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this move-in-ready home offers comfort, convenience, and a setting that feels calm yet connected to everything Tampa Bay has to offer. (One or more photos have been virtually staged)
Listing is courtesy of: KINEST REALTY (727-212-0021)
Listing Agent: Stephanie Person (727-212-0021)
375 WELLINGTON AVE, OLDSMAR, FL 34677
$1,299,00011 Days on yellowkey MLS ID: TB8492687
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2624 Built: 1993 Tax: $14,951 (2025)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$14,951
Remarks: Welcome to your modern dream home—completely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been thoughtfully curated and impeccably executed. The gourmet kitchen is a true showpiece, featuring full custom cabinetry with lighted drawers, newer appliances, and stunning high-end Essenza Quartzite waterfall countertops—an architectural statement rarely found outside luxury homes. Throughout the second and third floors, you’ll find polished 32x32 porcelain Onyx tile, complemented by sleek single-panel glass interior doors, designer chrome hardware, and all-new outlets, switches, and striking modern glass light fixtures and chandeliers. Every bathroom has been fully renovated with floating vanities, vessel sinks, LED mirrors, smart toilets, and all new fixtures and finishes. The primary suite offers a true retreat, featuring a dramatic three-sided gas fireplace that flows into a spa-inspired en suite with a custom concrete vanity by a local artist, freestanding soaking tub, and walk-in shower. The staircase is a statement in itself, finished with Calacatta Sunset quartz and floating frameless glass railings with chrome accents, echoed throughout the home’s balconies. Anchoring the main living space is a breathtaking 20-foot LED-lit accent wall—an unforgettable focal point that defines the home’s modern design. Situated on a full acre in the heart of Oldsmar, this property offers both luxury and freedom with no HOA. Flood insurance is approximately $800/year and transferable. The ground level features a versatile game room, gym, or flex space that opens to an expansive 1,400 sq ft paver pool deck with a two-story screened enclosure, outdoor kitchen & gorgeous pool & spa combo—perfect for entertaining and enjoying Florida living year-round. AC(2023), ROOF (2022), ELECTRIC PANEL (2023), HURRICANE RATED WINDOWS & SLIDERS (2017), POOL PUMP (2024), TANKLESS WATER HEATER (2018). Store your boat or RV on your one acre fully fenced and gated private lot. Close proximity to three waterfront parks, Pickleball, boat and kayak launch, fishing pier, restaurants, Tampa, International Airport, and the most beautiful beaches in the world. This home was meticulously designed and must be seen to be appreciated.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jenny Neumeyer (727-482-2656)
1811 FOREST DR, OLDSMAR, FL 34677
$510,00019 Days on yellowkey MLS ID: TB8491038
REDUCED by $5,000 (1.0%) on 04/03/2026
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: Recently updated pool home located in Oldsmar with an open living room and dining room that feature vinyl floors thoughout the entire inside. Kitchen has stainless appliances, marble countertops, and a natural stone ledger backsplash. House has been recently painted along with a new A/C Unit installed in 2025. Roof and hot water heater were replaced in 2024. Close proximity to Sheffield Park and is a short drive to Philippe Park. If you don't want to go anywhere then there is a screened-in pool for your enjoyment without ever leaving the house. Recently passed 4 point inspection in July of 2025.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Brian Mathay (813-482-6097)
2020 DOVER CT, OLDSMAR, FL 34677
$255,00021 Days on yellowkey MLS ID: TB8486084
3 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1143 Built: 1983Monthly Fee: $160 Tax: $588 (2025)Community: Bayside Meadows Ph IiVilla
Taxes:$588
Remarks: Under contract-accepting backup offers. Updated Villa in Oldsmar with Low HOA, 2024 HVAC, updated kitchen and baths, Hurricane impact window and sliders & heated Community Pool. Welcome to 2020 Dover Ct in Oldsmar, Florida—an updated 2-bedroom, 2-bath villa with a 1-car garage, ideally positioned on a quiet cul-de-sac in one of Oldsmar’s most convenient locations. Offering 1,143 square feet of thoughtfully designed living space, this home blends comfort, functionality, and low-maintenance Florida living. Recent updates provide peace of mind, including a 2024 A/C system, new duct work 2022, hurricane-rated sliders 2022, updated hurricane-rated windows 2019, garage door 2023, and beautifully refreshed kitchen and flooring with new tile extending through the hallway and into the bathrooms, updated bathrooms. Step inside through the welcoming foyer to find a light and bright interior with volume ceilings and a spacious great room with Luxury Vinyl Plank flooring is centered around a charming wood-burning fireplace—perfect for cozy Florida evenings. The updated eat-in kitchen is designed for both everyday living and entertaining, featuring abundant counter space, a flat cooktop range, stainless steel refrigerator, breakfast bar, large cabinet pantry, and the added convenience of an under-counter washer and dryer. The split-bedroom layout offers privacy, with the secondary bedroom and full bath located near the front of the home, while the primary suite is tucked away and features sliding glass doors leading to the Florida room, a large linen closet, and an updated en-suite bath with a step-in shower. Enjoy relaxing mornings or evening breezes on your Florida room that overlooking your backyard—ideal for enjoying Florida’s year-round outdoor lifestyle. With low HOA fees of just $160/month, residents enjoy true maintenance-free living including lawn care, community pool access, annual tree trimming, pressure washing of sidewalks once a year, maintenance of the rear fence behind the villa, and reclaimed water for irrigation—saving you both time and money while keeping the community beautifully maintained. Location is everything, and this home delivers—just minutes from shopping, dining, movie theaters, hospitals, medical facilities and everyday conveniences, with easy access to Tampa Road, US-19, and McMullen Booth Road for quick commutes to Tampa, Clearwater, and St. Petersburg. Outdoor enthusiasts will appreciate nearby parks, trails, and waterfront areas, including Upper Tampa Bay Park, the Oldsmar Trail, and quick access to the Courtney Campbell Causeway. World-famous Gulf beaches, Tampa International Airport, and St. Pete-Clearwater Airport are all within an easy drive. This is your opportunity to own an updated villa in Oldsmar with low maintenance, strong value, and a prime location—schedule your private showing today and start living the Florida lifestyle.
Listing is courtesy of: EXP REALTY (727-449-9276)
Listing Agent: Kathie Lea (727-422-9455)
465 HOLLY HILL RD, OLDSMAR, FL 34677
$650,00029 Days on yellowkey MLS ID: TB8486777
0 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1985Monthly Fee: $148 Tax: $3,265 (2025)Community: East Lake WoodlandsSingle Family
Taxes:$3,265
Remarks: Under contract-accepting backup offers. Stunning 3BR/2BA + Bonus Room, Pool Home in Gated East Lake Woodlands – Move-In Ready Resort-Style Living Beautifully updated, turnkey pool residence in the prestigious gated golf community of East Lake Woodlands, Oldsmar, FL. This highly desirable Tampa Bay suburb offers tree-lined streets, top-rated schools (zoned for East Lake area schools), optional private club access (championship golf, tennis, pickleball, fitness, dining & social events), and quick access to TPA airport (~15 min), pristine beaches (~10 miles to Honeymoon Island), shopping, and dining. -FEATURES & RECENT UPDATES - Fully remodeled kitchen (2026): soft-close solid wood white shaker cabinets, Carrera AZe quartz counters, under-cabinet lighting - Fresh Benjamin Moore interior paint throughout (2026); exterior paint (2024) - Luxury vinyl plank flooring in main living areas (2025) - Popcorn ceilings removed (2025) - New roof (2025) - Miami-Dade skylights (2025) - New appliances: dishwasher (2026), washer/dryer (2025), refrigerator (2023) - New A/C (2020) with new compressor (2025) - Screened lanai resurfaced (2024) - RainBird irrigation serviced (2025) - Hurricane-rated garage door & opener (2022) and impact-resistant sliding glass doors (2020) Step into your private backyard oasis featuring a sparkling pool and spacious screened lanai—perfect for year-round Florida entertaining and relaxation. Flood Zone: X (no flood insurance required) Community: Gated, golf & social club optional, top-rated schools. A rare combination of thoughtful recent renovations, timeless appeal, and unbeatable location. Don't miss this paradise in one of Tampa Bay's most sought-after communities!
1001 STARBOARD CT, OLDSMAR, FL 34677
$534,90013 Days on yellowkey MLS ID: TB8492967
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1928 Built: 2019Monthly Fee: $580 Tax: $5,109 (2025)Community: Bayside TerraceTownhouse
Taxes:$5,109
Remarks: Under contract-accepting backup offers. WATERFRONT CORNER UNIT with very LOW, TRANSFERABLE Flood Policy! Don’t miss this once-in-a-lifetime opportunity to own the highly sought-after SANTA ROSA CORNER MODEL in the gated waterfront community of Bayside Terrace. This is the only model of its kind currently available, offering stunning water views of Tampa Bay, unmatched privacy, and an abundance of natural light throughout. This upgraded 3 bedroom, 2.5 bathroom, 2 car garage townhome has been meticulously maintained with attention to every detail. As a corner unit, it enjoys extra windows and sunlight, creating a bright and inviting atmosphere from the moment you walk in. Soaring 18 foot ceilings and an open floor plan showcase breathtaking water and sunset views from the entire main living area. The modern kitchen is both functional and elegant, featuring granite countertops, stainless steel appliances, under cabinet lighting, ample cabinetry, a large island, and a spacious walk-in pantry. Tile flooring spans the main living areas, while upgraded luxury vinyl plank flooring flows through the primary suite, stairs, and entire upstairs, combining style with easy maintenance. Additional upgrades include plantation shutters, sliding blinds, and a water filtration system. Step outside to your private screened lanai and enjoy spectacular sunsets over the bay, all while watching dolphins swim by. The first floor primary suite is a true retreat, offering coffered ceilings, serene water views, a spacious walk-in closet, and a conveniently located laundry area inside the master closet. The spa-like en suite includes dual sinks, a granite vanity, and a walk in shower. Upstairs, a large loft provides a flexible space for a game room, media room, home office, or family room, with partial water views. The two additional bedrooms are generously sized, each with walk-in closets, and share a beautifully updated full bathroom that is perfect for family or guests. The two car garage includes extra shelving and space for kayak storage. Hurricane shutters are included, and this home has never experienced storm surge or water damage from Hurricane Helene, offering rare peace of mind on the water. Bayside Terrace offers resort-style, maintenance-free living with a heated salt water infinity pool, fitness center, clubhouse, fire pit, BBQ area, and a waterfront dock with kayak and canoe launch. Ideally located near Tampa International and St Pete airports, award winning beaches, shopping, dining, and just minutes from Safety Harbor, Dunedin, and Honeymoon Island. Washer and dryer convey. This is a rare, one-of-a-kind opportunity, and the only Santa Rosa Corner Model currently available with the master room downstairs. Schedule your private showing today and secure your dream waterfront home before it’s gone.
Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)
Listing Agent: Dave Doherty (727-639-2371)
240 CYPRESS LN #240, OLDSMAR, FL 34677
$254,90046 Days on yellowkey MLS ID: TB8481270
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $3,193 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$3,193
Remarks: Welcome to 240 Cypress Lane in Oldsmar, where effortless Florida living meets refined, turnkey luxury with tranquil water views and a premier golf lifestyle just moments away. This fully furnished, completely renovated second-floor residence offers the perfect blend of comfort, style, and security, high and dry with no flood insurance required. Step inside to a bright, open-concept layout enhanced by brand-new high-impact windows and sliders, allowing natural light to pour in while providing peace of mind year-round. The heart of the home is a stunning, fully updated kitchen, complete with modern cabinetry, sleek countertops, and all-new appliances, ideal for both entertaining and everyday living. Every detail has been thoughtfully upgraded, including new flooring, designer lighting, new electrical panel, and a New A/C system delivering a truly move-in ready experience. Enjoy peaceful pond and water views from your living space, creating a relaxing and private setting that captures the essence of Florida living. Residents also enjoy access to a heated community pool, offering a resort-style atmosphere just steps from your door, perfect for unwinding any time of year. The home also includes dedicated covered carport parking, adding both convenience and value. Perfectly positioned, this home is nestled near East Lake Woodlands Country Club, now known as Ardea Country Club, a premier golf destination in Oldsmar. The club features two newly renovated 18-hole championship courses, the North and South Courses, and recently completed an $11 million transformation, enhancing every aspect of the experience, including the golf courses, tennis facilities, and clubhouse. Located less than 30 minutes from world-class Gulf beaches, as well as Tampa International Airport (TPA) and St. Pete-Clearwater International Airport (PIE), this home offers both convenience and an unbeatable lifestyle. HOA dues provide exceptional value and convenience, including Cable TV, Internet, Community Pool, exterior maintenance, grounds maintenance, sewer, trash, and water, allowing for truly low-maintenance living. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity, this home delivers low-maintenance living with high-end upgrades in one of Oldsmar’s most desirable locations. You’ve seen the rest, now own the best.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nick Wimperis (651-472-1506)
416 COUNTRY CLUB DR, OLDSMAR, FL 34677
$385,00059 Days on yellowkey MLS ID: TB8475710
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1293 Built: 1959 Tax: $644 (2025)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$644
Remarks: Nestled in the highly deisrable City of Oldsmar, this home has been tastefuly renovated. You'll love the updated kitchen with new stainless steel appliances, stone counter top and lovely build in desk. This modern kitchen has beautiful black cabinets, double sink, new range, refrigerator, dishwasher, and microwave. There are new ceiling fans throughout the home and plenty of decorator lighting. The master suite has it's own bath and modern shower. It is a beauty. The secondary bath is very modern with decorator fixtures and lighted mirror, all done very tastefully. This shower has beautiful ceramic tile and modern features. There is spacious great room and separate dining room which is leading to the perfect entertaining back yard. There are 2 decks, brick pavers and it features a jacuzzi tub. You'll love the separate shed for storage and fenced in yard. There is plenty of room for your toys with gated entry to the back yard. No CDD or HOA fees here but there are several parks and a boat ramp in the neighborhood. Move in ready and a must see.
Listing is courtesy of: MURRAY BELL REAL ESTATE LLC (813-629-8202)
Listing Agent: Jenny Meers (813-748-8112)
110 DEERPATH DR, OLDSMAR, FL 34677
$1,199,90091 Days on yellowkey MLS ID: TB8462357
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4246 Built: 1991Monthly Fee: $263 Tax: $10,446 (2024)Community: Deerpath Unit OneSingle Family
Taxes:$10,446
Elementary School: Cypress Woods Elementary-PN
Remarks: Simply sensational in prestigious Deerpath of East Lake Woodlands!! Enter through double leaded glass entry doors to this spectacular, sprawling executive residence! 4,246 sq. ft. of exceptionally well-planned design and custom built to precise detail. Soaring ceilings with four bedrooms, plus a study that could be a 5th bedroom and 3.5 baths… elegantly designed! Privacy prevails on this gorgeous, wooded home site surrounded by lush landscaping. Enter the grand foyer and take in the refined view of three sets of French doors with lovely transom windows looking out on the lanai and pool area. The formal living and dining areas highlight the gorgeous architecture of the home and the sunken living room is beautifully designed with plant shelves and lighted niches! The 5th bedroom is currently used as an office. It has its own set of French doors and boasts custom built-in desk and shelving with granite counters and desktop. A convenient half bath completes the entry area and leads to the magnificent kitchen! Wow! An entertainer’s dream! Ingenious design with prep space and cabinetry galore! Designer quartz counters are stunning! Large center island as well as a breakfast bar and butler’s pantry with beverage fridge in addition to a generous sized eat-in breakfast room. Stainless appliances include a 4-door refrigerator. Huge walk-in pantry! Lovely bead board accents with chair railing, gorgeous pendant lighting…designer lighting throughout the home! The kitchen overlooks the large family room centered by a travertine faced wood burning fireplace and walk-in bar with sink. The primary retreat is nothing short of fabulous! Large sitting area, romantic 2-way wood burning fireplace and totally updated spa-like ensuite bath with massive counter space, separate sink areas, whirlpool tub, walk in shower with designer tile work, water closet, Venetian finish on walls and a massive walk-in closet. Secondary bedrooms are vast and have large wall closets or walk-in closet space! The shared bath space is creatively redesigned with fashionable updates and substantial counter space accented by double sinks with splendid oiled bronze hardware. And the additional full bath/pool bath boasts the most recent upgrades with the same designer granite counters and a beautifully tiled, glass enclosed walk-in shower. All bathrooms are stylishly upgraded. Entertaining and family space is extended outdoors to the grand lanai and pool area! Gorgeous pool with spillover spa and vaulted screen enclosure looks out on a lushly landscaped and private wooded paradise! The convenient pool bath has been recently, renovated with designer touches. And a poolside kitchen area with sink completes the setting and allows for ultimate entertaining! Truly a must see. Endless upgrades and details! All found within the gates of the fabulous East Lake Woodlands Country Club community… A+ rated schools, close to everything, medical, shopping, parks, restaurants, TIA and gorgeous Gulf beaches! An extraordinary find!
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