Location: Oldsmar
Do Not Show Listings
1811 FOREST DR, OLDSMAR, FL 34677
$453,90048 Days on yellowkey MLS ID: TB8491038
REDUCED by $6,000 (1.3%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2142 Built: 1973 Tax: $6,771 (2025)Community: Harbor Palms-Unit ThreeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,771
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: $5,000 Seller Credit Towards Buyer’s Closing Costs! Welcome to your beautifully updated pool home in Oldsmar! 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 4-point 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. 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)
3858 SHORE BLVD, OLDSMAR, FL 34677
$1,200,0001 Day on yellowkey MLS ID: TB8506221
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1594 Built: 1986 Tax: $8,857 (2025)Community: West Oldsmar Sec 1Single Family
Taxes:$8,857
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to Oldsmar, the highly desirable Tampa Bay suburb offering a perfect blend of small-town charm, top-rated schools, and prime waterfront living known for its central location between Tampa and Clearwater beaches. This unique home provides easy access to urban amenities while maintaining a quiet private atmosphere. It’s an ideal place to embrace outdoor waterfront living beginning your days with gentle bay breezes from one of your decks or porches, and ending it with a sunset excursion by boat, kayak, or paddle board. This elevated two-story residence has a 2025 Roof and features three bedrooms and two bathrooms, highlighted by breathtaking views, abundant natural light, and vaulted ceilings that create an open and airy ambiance while a cozy wood-burning fireplace enhances the warm atmosphere. The kitchen and great room share a spacious open floor plan flooded with sunlight, featuring a full ceiling to floor window, granite countertops and stainless appliances, propane stove for the chef, and also has a tankless propane water heater. The oversized master suite includes an additional deck with captivating views and an ensuite bathroom equipped with dual sink vanity, a garden tub, and separate shower. On the lower level, you’ll find an oversized two-car garage and a 600+ square foot accessory dwelling unit (ADU), or mother-in-law suite, complete with its own private entrance, bathroom, refrigerator, and sink. The paver driveway offers amply parking as well as plenty of space for any additional toys like boats and RV’s. Multiple living spaces—including decks, patios, and enclosed porches—offer plenty of opportunities to enjoy the outdoors and connect with nature. The elevated main living areas remain safe and dry during storms. From your windows, you can observe dolphins, manatees, and distinctive bird species. Fish off your private floating dock or launch your boat from the private ramp, with water depths accommodating larger vessels, granting easy access to all of Tampa Bay and St. Petersburg’s coastline right from your backyard. Located in a top-rated school district and 20–30 minutes from downtown Tampa, Clearwater, and top Gulf beaches, the property is set on a generously sized, nearly one-third-acre lot on a quiet dead-end street, which offers exceptional privacy. Nearby, you can stroll to the charming R.E. Olds Park, which hosts monthly events and festivals. For dining and entertainment, you can bike or boat to downtown Safety Harbor. Beautiful Phillippe Park and Mobbly Beach Park lie less than three miles away, easily accessible by bike or boat. Oldsmar is distinctive in many ways: it manages its own reverse osmosis water treatment facility, is home to the Tampa Bay Skating Academy Ice Rink, and boasts more parks per square mile than any other city in Florida, dedicating around 40% of its land to parks and preserves. Outdoor enthusiasts can enjoy the Oldsmar Trail, a ten-mile path that winds through eight of the city’s ten parks, offering ample opportunities for nature exploration and recreation. Act now and seize the opportunity to experience the Florida lifestyle you've always dreamed of by scheduling your exclusive tour of this unique home today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mark Yorke, Llc (727-481-2165)
382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677
$520,0007 Days on yellowkey MLS ID: TB8499334
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1995Monthly Fee: $95 Tax: $5,232 (2025)Community: Fountains At Cypress Lakes TheSingle Family
Taxes:$5,232
Remarks: Welcome home to this stunning, move-in ready 4 bedroom, 2 bath split floor plan in one of Oldsmar's most sought-after neighborhoods - and zoned for some of the top-rated schools in the area. From the moment you walk in, you'll notice the difference that thoughtful, high-quality updates make. Soaring vaulted ceilings and elegant columns greet you in the formal living room, while French doors open to a versatile den or 4th bedroom. The heart of the home is a beautifully updated gourmet kitchen featuring shaker-style soft-close cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances, a breakfast bar, and a sunny breakfast nook ... all flowing naturally into the family room and out to the screened porch through a slider, perfect for that indoor-outdoor Florida lifestyle. The primary suite is a true retreat, complete with a spa-inspired bath boasting dual sinks, quartz countertops, and a step-in shower. Two additional bedrooms share a well-appointed bath. Throughout the home you'll find brand new engineered hardwood and LVP flooring, freshly painted interiors, popcorn ceilings removed, and updated baths - every detail has been addressed. And the big ticket items? All taken care of. Brand new roof (May, 2026), newer appliances, new garage door motor, new back pavers, and a fully fenced lot with complete privacy,fresh landscaping, and a freshly painted exterior in warm, natural tones that give the home incredible curb appeal. This is the one you've been waiting for — all the charm, all the updates, and an unbeatable Oldsmar location close to Gulf beaches, parks, golf courses, shopping, and Tampa International Airport.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Marianne Knowles (813-720-9201)
2272 WARWICK DR, OLDSMAR, FL 34677
$725,00015 Days on yellowkey MLS ID: TB8502055
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2512 Built: 1995Monthly Fee: $133 Tax: $3,084 (2025)Community: Warwick HillsSpa: NoSingle Family
Taxes:$3,084
Elementary School: Cypress Woods Elementary-PN
Remarks: Welcome to 2272 Warwick Drive—where timeless elegance meets effortless Florida living. This well-maintained one-story home offers four spacious bedrooms, three full baths, a sparkling screened-in pool and a three-car garage. From the moment you arrive, stately columns and a grand double-door entry set the tone for what’s inside—soaring volume ceilings and an open, light-filled layout designed for both comfortable living and stylish entertaining. The living room is a true focal point, featuring a custom-built wall unit that adds both character and functionality. Peace of mind comes easy with a long list of recent updates, including a new HVAC system, water heater, and pool pump (2025), plus a resurfaced pool (2022) and new pool screens (2024). The beautifully updated eat-in kitchen is the heart of the home, featuring attractive maple cabinetry, granite countertops, a large center island and white appliances—including a new refrigerator (2026) and microwave (2025). Retreat to the oversized primary suite with its own sitting area—your private sanctuary—complete with a remodeled bath showcasing granite counters and refreshed cabinetry. Step outside and unwind in your private backyard oasis, where the pavered patio and screened pool overlooks the berm with no rear neighbors. Located in the exclusive Warwick Hills enclave within East Lake Woodlands, a 24/7 gated, resort-style community spanning 2,200 acres. Membership options available at the newly renovated Ardea Country Club. Indulge in championship golf, premier racquet facilities, a resort-style pool, fitness center, dining, and more. All of this, plus top-rated A schools and an unbeatable Oldsmar location just minutes to shopping, dining, parks, the Pinellas Trail, and Tampa International Airport—makes this home truly exceptional.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Marcy Daniels (727-560-8080)
4922 EDGEWATER LN, OLDSMAR, FL 34677
$575,00037 Days on yellowkey MLS ID: W7883975
REDUCED by $19,000 (3.2%) on 05/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2390 Built: 1997Monthly Fee: $158 Tax: $9,841 (2025)Community: WorthingtonSingle Family
Taxes:$9,841
Remarks: One or more photo(s) has been virtually staged. Located in the highly desirable Worthington subdivision of the gated East Lake Woodlands Golf Course community, this spacious home offers 3-bedroom, 2.5-bath Pool home with a large loft and 2-car garage offers an exceptional layout and effortless indoor-outdoor living.From the moment you arrive, you’ll be impressed by the custom-designed Brazilian Cherry-stained glass front door. Inside, the home features elegant, rectified porcelain tile and hardwood flooring throughout the lower level, along with a custom open oak staircase that creates a stunning focal point. Designed for both everyday living and entertaining, the home offers a formal sitting area, separate formal dining room, and a large family room with a cozy fireplace. The spacious kitchen and living areas flow seamlessly to the oversized lanai and screened pool area, creating the perfect indoor-outdoor lifestyle. The private backyard retreat includes a sparkling pool and spa, both powered by propane, along with propane service to the fireplace for added comfort and convenience. Upstairs, you’ll find all three bedrooms, each offering generous proportions, along with a large loft ideal for a media room, office, or playroom, and a convenient second-floor laundry room. The spacious primary suite features two walk-in closets and an ensuite bath with a double vanity, separate soaking tub, and ample space to create your own private retreat. Recent upgrades provide peace of mind and energy efficiency, including a new roof installed in 2021, AC replaced in 2022, and solar panels added in 2024. Enjoy life in a premier gated community just steps from championship golf, a new pickleball complex, and resort-style pools. Ideally located near Lake Tarpon and just minutes from top-rated schools, dining, shopping, and beautiful Gulf beaches. East Lake Woodlands Country Club offers optional membership with access to two 18-hole championship golf courses, tennis courts, a fitness center, two community pools, and an on-site restaurant—delivering a true resort-style lifestyle in one of Pinellas County’s most sought-after neighborhoods!
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Eleni Sampson (727-873-8122)
509 CYPRESS VIEW DR, OLDSMAR, FL 34677
$624,90025 Days on yellowkey MLS ID: TB8496854
3 Days Off yellowkey (back on 5/12/2026)
REDUCED by $9,100 (1.4%) on 05/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2084 Built: 1998Monthly Fee: $140 Tax: $4,902 (2025)Community: Preserve At Cypress Lakes Ph I TheSingle Family
Taxes:$4,902
Remarks: Under contract-accepting backup offers. REDUCED - SELLER MOTIVATED - PRICED TO SELL ... Plus -Enjoy peace of mind with a seller-provided 1-year Home Warranty. OVERSIDED - FULLY FENCED CORNER LOT in highly desirable area/community of Oldsmar - Preserve At Cypress Lake. 4 Bedrooms, 2 Full Bathrooms, no carpeting, only wide-plank flooring & ceramic tile throughout. Separate Living/Dining Room area (currently being used for home Theatre/Office set up). Enjoy another separate Gathering Room. Large Eat-In Kitchen has Breakfast Bar opening to Gathering Room - perfect for entertaining or everyday living. Stainless Steel Appliances, Granite Counters, Pantry, Roll-Out Cabinetry. Connects to inside Laundry Room includes Washer/Dryer. Primary Bedroom large enough for King size Bedding, large Walk-In Closet. Private Ensuite full Bathroom with separate Shower, Garden Tub and Dual Sinks. Other 3 Bedrooms are adequately sized and share another full Bathroom. Closets are equipped with custom closet systems. Plantation Shutters on formal Living Room, Dining Room and Kitchen windows. The outdoors will not disappoint. Screened Lanai features amazing Pool for all your recreation, relaxation & oversized extra Patio space - all under the screened area. Enjoy additional entertaining or everyday living space with grassed area in back yard and another large Paver Patio - perfect for Grilling, Fire Pit, taking in the sun or sitting under an umbrella. Roof installed in 2017. New Hot Water Heater in 2025. Location is SUPBERB ... close to Forest Lakes Elementary, YMCA, Cypress Forest Recreation Center/Waterpark-Spray Park Splash Pad. Enjoy the nearby Nature Trail, Restaurants, Stores, Oldsmar Flea Market, BMX Complex, Oldsmar Hockey Complex, Ball Parks, convenient to Airport, directly down Tampa Road to all the happenings in Dunedin Main Street, Honeymoon Island and all the other Beaches in the area. Enjoy the holiday festivities this community has sponsored - riding on a horse drawn wagon to view neighborhood houses that have decorated. OLDSMAR & Preserve At Cypress Lakes is the place to be !!!
Listing is courtesy of: FLORIDA HOME REALTY GROUP, LLC (813-523-2280)
Listing Agent: Phyllis Clark (813-523-2280)
2151 DIAMOND CT, OLDSMAR, FL 34677
$1,350,000198 Days on yellowkey MLS ID: TB8440175
REDUCED by $39,000 (2.8%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3850 Built: 1998Monthly Fee: $142 Tax: $9,378 (2024)Community: Diamond CrestSpa: YesSingle Family
Taxes:$9,378
Tax Year: 2024
Remarks: Welcome to 2151 Diamond Court ~ Where luxury meets everyday comfort and style. This beautifully updated residence in the exclusive, gated community of Diamond Crest at East Lake Woodlands offers stunning water and conservation views and a thoughtfully designed 3-way split floor plan with a dedicated front office. From the moment you step inside, you’ll notice the meticulous attention to detail. The spacious, NEWLY RENOVATED GOURMET KITCHEN features custom cabinetry, quartz countertops, Café Platinum Collection appliances (including double wall ovens with air fryer and 36” induction cook-top), and a show-stopping triple frosted glass pantry door. The kitchen opens seamlessly to the expansive great room where a 60”, three-sided glass linear fireplace and floor-to-ceiling picture window frame the serene natural backdrop. Nearly every major improvement has already been completed for peace of mind — including a BRAND NEW TILE ROOF, PGT LOW-E IMPACT WINDOWS, luxury plank flooring throughout, and a NEW PANORAMIC-VIEW SCREENED LANAI enclosure that beautifully extends your indoor living outdoors. Enjoy unobstructed views of lush conservation and tranquil water, making this home perfect for both relaxing and entertaining. The primary suite is generously sized with large windows that bring the outdoors in, while each guest wing offers privacy and comfort. All bathrooms have been tastefully remodeled, and remote-operated window treatments and ceiling fans add to the home’s thoughtful conveniences. Outside your front door, discover the newly re-imagined Ardea Country Club, offering championship golf, state-of-the-art racquet facilities, expanded dining, resort-style amenities, and engaging spaces for all ages. Membership is optional — simply visit the clubhouse for details. Location is unbeatable — tucked in a quiet, private setting yet just 20–25 minutes to Tampa International Airport, award-winning Gulf beaches, and the vibrant dining and shopping of both Tampa and Clearwater. This home truly has it all — luxury, convenience, and a view you’ll never tire of. Come experience it in person.
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Michelle Johncola (727-515-2415)
1744 MAPLELEAF BLVD, OLDSMAR, FL 34677
$610,00068 Days on yellowkey MLS ID: W7883065
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $15,000 (2.4%) on 04/20/2026
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3124 Built: 2000Monthly Fee: $12 Tax: $4,563 (2025)Community: Eastlake Oaks Ph 4Spa: NoSingle Family
Taxes:$4,563
Elementary School: Oldsmar Elementary-PN
Remarks: Under contract-accepting backup offers. Perfection and CHARM has arrived in popular Oldsmar, FL. This south east facing- AMAZING 6 bedroom, 3 full bathroom two-story corner lot home is nothing short of dreamy. With a full privacy fence, new exterior paint and new carpet upstairs, a spacious screened in lanai WITH HURRICANE/SAFE ROOM, you can not let this pass you by. Step inside to a majestic entryway and a floor plan with a purpose. Front door has a slider screen on it so you can open the front door all year. To your right, you have a Florida room and dining room combo perfect for entertaining or enjoying the picturesque views. This connects to the dining space that can accommodate a rather large setting. Once through this space, you get to the heart of the home. This GORGEOUS kitchen is jam-packed with positives! Center island with electricity, ample counter space, tons of cabinetry, a separate bar/serving area with pass through to the living room, a quaint dinette with views into the backyard, large pantry, and stainless steel appliances. The living offers great space and is cozy and bright. There is a GUEST ROOM on the main level tucked in the back that has a full bathroom near it; an absolute necessity in today's market. Upstairs, take note of the wide hallways. There are 5 MORE spacious bedrooms here! The primary retreat is separated for privacy and the ensuite has NEW luxury vinyl flooring and walk-in shower and garden tub. Huge owners closet. The third FULL bathroom is shared for the other rooms and has been tastefully updated with modern tile details and shiplap. Smart technology for day time and night time lighting or play some music while getting ready! The outdoor oasis is open to whatever your lifestyle desires. The hurricane/safe room has independent air flow and electricity. NEWER WINDOWS! UV system for AC unit. EastLake Oaks does provide a COMMUNITY POOL for all to enjoy. This home is close to medical, grocery, restaurants, parks, easy travel to Tampa/Clearwater and the beaches/airports. PRIME location and popular schools. No CDD fees, low HOA, and low flood insurance. 5 years warranty on AC units. Click on both links for a two tours!
Listing Agent: Kristy Thurber (904-271-1950)
324 COUNTRY CLUB DR, OLDSMAR, FL 34677
$385,000381 Days on yellowkey MLS ID: TB8379269
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1288 Built: 1960 Tax: $3,828 (2024)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$3,828
Remarks: Home Renovated to Perfection!** Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity. - **4 spacious rooms**: Ideal for the comfort of the whole family. - **2 completely renovated bathrooms**: With modern and elegant finishes. - **Large kitchen**: With new appliances and an ideal design to inspire any chef. - **Bright living room**: Perfect space to relax and enjoy pleasant meetings. - **Back garden**: An outdoor area to enjoy and customize to your liking. - **exclusive restaurants**, perfect for enjoying unforgettable dinners. - **Close to stores** and local services, making your daily purchases easier. - Excellent access to transportation and other urban amenities. This house perfectly combines modern design and functionality. Don't miss the opportunity to live in a home that has it all.
Listing is courtesy of: FRIENDS REALTY LLC (813-464-1640)
Listing Agent: Aime Alfonso (813-500-0823)
440 LAKEVIEW DR, OLDSMAR, FL 34677
$425,000159 Days on yellowkey MLS ID: TB8454195
REDUCED by $35,000 (7.6%) on 04/21/2026
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: MAKE AN OFFER- PRICED TO SELL AFTER MAJOR PRICE REDUCTION- INSTANT EQUITY- INCREDIBLE OPPORTUNITY 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)
435 LAKEVIEW DR, OLDSMAR, FL 34677
$475,00048 Days on yellowkey MLS ID: TB8489554
REDUCED by $14,000 (2.9%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1570 Built: 1984Monthly Fee: $35 Tax: $6,675 (2025)Community: Manors Of Forest Lakes TheSpa: YesSingle Family
Taxes:$6,675
Remarks: Welcome to Forest Lakes and this beautifully appointed, immaculately maintained 3-bedroom, 2-bath, 2-car garage home offering 1,569 square feet of living space. Nestled in an exceptional school district, this home has been lovingly cared for and is truly immaculate. It features soaring vaulted ceilings, a cozy fireplace, and French doors leading to a large backyard retreat. The gorgeous kitchen with granite, newer stainless steel appliances, and pantry overlooks both the living room and the pool, which is fully screened and features a child-proof fence for added security. The master bedroom offers a private en-suite bath, providing a tranquil retreat. Other highlights for this house include a new 200 amp electrical panel with whole home surge protector, new switches and recepticals throughout and a dedicated 50 amp E.V. car charger. A four-year-old roof, with newer windows, and a new garage door, makes Florida living a breeze. Outside, enjoy the large pool area and spa with a new pump, timer, and automatic cleaner, a fire pit, and a host of amenities. An oversized garage also features a dedicated electric outlet for your vehicle, a washer and dryer, and a newer water heater. The community offers a lakefront playground, a barbecue area, a fishing dock, and courts for basketball, tennis, and racquetball. With very low monthly HOA fees and a large community pool, this move-in-ready home is a true gem. Don’t miss out! Nothing else to do but move in!
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Kim Krenek (727-262-3181)
1909 CASTLE BAY CT, OLDSMAR, FL 34677
$374,000215 Days on yellowkey MLS ID: TB8436254
REDUCED by $4,000 (1.1%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1410 Built: 1984 Tax: $2,696 (2024)Community: Sheffield Village Ph Ii At Bayside MeadowsSingle Family
Taxes:$2,696
Remarks: --GORGEOUS HOME--Discover this IMMACULATE 3-bedroom, 2-bath BLOCK home with garage located on a quiet cul-de-sac in the heart of Oldsmar. BEAUTIFUL HIGH GLOSS TILE FLOORING THROUGHOUT Featuring spacious living areas with vaulted ceilings, a primary bedroom with an ensuite, and a split bedroom layout for added privacy and a rear screened porch perfect for relaxing or entertaining. The home has been thoughtfully upgraded with a new electrical panel (2018), roof (2020), air conditioning system (2021), gutters (2022), garage door (2022), water heater (2022), and water softener tank (2024) Exterior Water Line (2025). along with fresh exterior paint. Situated just steps from Sheffield Park, residents enjoy access to hiking and running trails, tennis and basketball courts, a playground, and a covered pavilion for events. Conveniently close to shopping centers, restaurants, downtown Tampa, the international airport, Clearwater beaches, and St. Pete, this neighborhood offers a peaceful environment with NO HOA fees. This turnkey home combines modern comfort with an unbeatable location—great curb appeal, stop by and take a look you wont be disappointed! MOTIVATED SELLER
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Craig Berenger, Jr. (727-772-0772)
4953 POINTE CIR, OLDSMAR, FL 34677
$875,00016 Days on yellowkey MLS ID: TB8502016
REDUCED by $10,000 (1.1%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2513 Built: 1997Monthly Fee: $142 Tax: $11,677 (2025)Community: Cross PointeSpa: YesSingle Family
Taxes:$11,677
Remarks: This newly renovated 4 bedroom 3 bath home is nestled in a quiet, cozy part of the elite Cross Pointe neighborhood located in the highly sought after Eastlake Woodlands development. From the moment you walk through the door, you’ll notice the attention to detail and inviting atmosphere that make this home truly special. Natural light, functional spaces, and stylish touches create a setting that’s both elegant and comfortable. Enjoy the amenities of Ardea Golf, Tennis, and Social club. This gem will not last long - schedule a viewing today.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
50 WILLOWOOD LN, OLDSMAR, FL 34677
$1,499,90089 Days on yellowkey MLS ID: TB8475420
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4172 Built: 1987Monthly Fee: $240 Tax: $8,709 (2024)Community: Deerpath Unit OneSingle Family
Taxes:$8,709
Remarks: Tucked away on a quiet lane in the highly desirable East Lake Woodlands community, this beautifully updated residence at 50 Willowood Ln offers exceptional space, flexibility, and privacy—perfect for today’s modern lifestyle. Featuring 4-6 bedrooms: 4 true bedrooms PLUS a dedicated office (5th bedroom) and an additional flex room with its own private entrance (ideal as a 6th bedroom, guest suite, or in-law space), this home provides endless possibilities. Of note, two bedrooms are located upstairs, with a jack-and-jill bath and massive loft area, also with infinite uses for entertaining, studying, working, gaming or an additional family room. Step inside to discover a light-filled, open-concept layout with generous living and dining areas designed for both everyday comfort and entertaining. The spacious kitchen flows seamlessly into the main living space and offers ample cabinetry, counter space, and a functional layout for the home chef. The primary suite is a private retreat, complete with an en-suite bath and ample closet space, while the secondary bedrooms are well-sized and thoughtfully positioned. The separate office provides the perfect work-from-home setup, and the versatile flex room—with its own entrance—adds incredible value and adaptability. Enjoy Florida living outdoors with a serene backyard setting, with almost 2,000sf of screened-in pool/lounge space, perfect for relaxing or entertaining, and a full bath! Located within the gated East Lake Woodlands community, residents enjoy access to golf, tennis, and country club amenities (optional membership), all while being just minutes from top-rated schools, shopping, dining, and Gulf Coast beaches. Key Highlights include 4 Bedrooms + Office (5th Bedroom Option) + Flex Room (6th Bedroom Option with Private Entrance), a Flexible floor plan with a multitude of options. This home is located in a sought-after double-gated community, convenient to beaches, airports, shopping, and dining. This is a rare opportunity to own a highly adaptable home in one of Oldsmar’s most coveted neighborhoods—schedule your private showing today!
Listing Agent: Melissa Pranzo (646-509-7350)
2328 WARWICK DR, OLDSMAR, FL 34677
$854,000264 Days on yellowkey MLS ID: TB8419306
REDUCED by $20,000 (2.3%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3294 Built: 1995Monthly Fee: $127 Tax: $5,742 (2024)Community: Warwick HillsSpa: YesSingle Family
Taxes:$5,742
Remarks: Welcome to the charming Warwick Hills enclave within the desirable Eastlake Woodlands community! Enjoy the peaceful drive home beneath beautiful tree-canopied streets, where this exceptional two-story residence awaits on one of the largest corner lots in the neighborhood. Perfectly elevated and high & dry, this home has never experienced standing water. A stately presence greets you with elegant landscaping, including a brand new row of privacy hedge plants & palms surrounding the pool enclosure. Side-entry 3-car garage, and an extended driveway offering ample parking. Step inside through double doors into a grand foyer with soaring ceilings. The thoughtful layout includes formal living and dining rooms, as well as a spacious family room featuring a cozy wood-burning fireplace and sliding glass doors that open to the lanai and sparkling pool. The kitchen and family room blend seamlessly with an open floor plan, highlighted by an island, wet bar, and three pantries, two are oversized pantry closets—ideal for both everyday living and entertaining. From here, enjoy relaxing views of the pool, jetted spa( not heated) , and backyard, where you may even spot deer strolling through. A versatile office on the main floor can easily serve as a 5th bedroom, complemented by a full-size laundry room and powder bath. Upstairs, the expansive primary suite welcomes you with double-door entry, generous space for king-sized furnishings, and a private sitting area. The suite also offers two walk-in closets and a stunning, brand-new freshly renovated bathroom with a soaking tub, dual vanities, private water closet, and a new glass-enclosed shower. The 2nd floor also features 3 more bedrooms and 2 more full baths. Additional updates include a freshly painted exterior (2023), roof (2022), A/C units (2018 & 2019), hurricane shutters for all windows & doors, accordion shutters for sliding glass doors, fresh carpet on staircase, water heater (2018) ensuring peace of mind for years to come. Ardea Country Club has recently been updated. Residents can take advantage of premier golf, tennis, dining, and social memberships. With easy access to Hillsborough and Pasco counties, this centrally located home is just minutes to shopping, dining, top-rated schools, and all that the Tampa Bay area has to offer.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Roberta Celiberti (727-488-1235)
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$599,90068 Days on yellowkey MLS ID: TB8480797
REDUCED by $25,000 (4.0%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2138 Built: 1988 Tax: $8,284 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$8,284
Remarks: Seller is offering $10,000 toward Buyers Closing Cost! This exceptional home is situated on almost ½ acre fenced-in lot! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. Interior freshly painted. The living room offers a beautiful bay window and a cozy fireplace, open to a light and bright dining room. Large, updated kitchen with wood cabinetry, newer stainless-steel appliances, granite countertops, coffee bar and a garden window. The home flows effortlessly from room to room making it ideal for both everyday living and entertaining. Expansive primary suite with 2 large closets, beautiful new bath with a huge walk-in shower and a jetted tub. Additional 3 good size bedrooms plus a great in-home office with built-in shelving and double glass doors leading to the lanai and pool. Beautifully updated 2nd bath, nice size laundry room. 2 Car garage plus a spacious storage room. New top of the line Trane A/C. Roof replaced in 2017. Newer flooring (No Carpet) The huge fenced-in backyard provides privacy and has plenty of space for pets or outdoor entertaining, with a grilling area. Beautiful, heated pool, newly re-screened and new pool heater installed. No HOA, No deed restriction, bring your Boat or RV! The beautiful Veterans Memorial waterfront Park is just down the street. Walking distance to downtown Oldsmar. Conveniently located near shopping, fine dining, theatres and golfing. 10-15 Minutes to Philippe Park and Safety Harbor Spa, 15-20 minutes to downtown Dunedin, Honeymoon Island and Pinellas Trails. 20-25 Minutes to Clearwater Beach, Tampa and St Pete airports. Motivated Seller!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Luigi Kalaj (727-388-4200)
504 FEDERAL ST, OLDSMAR, FL 34677
$1,180,000219 Days on yellowkey MLS ID: TB8427180
REDUCED by $90,000 (7.1%) on 04/25/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2961 Built: 2026 Tax: $1,498 (2024)Community: Oldsmar Rev MapSingle Family
Taxes:$1,498
Remarks: This stunning new three-story residence by Danva Construction perfectly blends modern luxury with resilient, high-end design. Located at 504 Federal Street in the desirable waterfront community of Oldsmar, this home is built for peace of mind with a solid concrete block structure, pilings, impact-resistant windows, and a durable TPO roof, all backed by a comprehensive builder warranty. The exterior is finished in Sherwin Williams Chantilly Lace, creating a clean, modern curb appeal enhanced by professional landscaping and a signature magnolia tree. Inside, the open-concept layout features soaring ceilings, porcelain tile flooring, and a gourmet kitchen that serves as a true showpiece. The kitchen is complete with a waterfall island, designer backsplash, and premium Bosch 800-series appliances. The luxurious primary suite offers a spa-inspired retreat with a freestanding soaking tub and porcelain tiled walls. Indoor-outdoor living shines with a second-floor porcelain tile balcony and a covered lanai. Note that some images are virtually staged to show the home's potential. Perfectly positioned just one block from Tampa Bay and five minutes to Mobbly Bayou Beach Park, this home offers a lifestyle of privacy and convenience. Oldsmar is a charming waterfront community known for its parks and trails, with effortless access to Tampa International Airport (under 20 mins), Downtown Tampa (30 mins), and the world-famous beaches of Clearwater. The location is a true paradise for outdoor enthusiasts and urban commuters alike. You are steps away from the Upper Tampa Bay Trail, offering miles of scenic cycling and jogging paths. Just minutes away, the historic downtown Oldsmar district provides an array of boutique dining, local craft breweries, and community events like the annual Oldsmar Days. For shopping, the International Plaza and Bay Street are a short drive away, offering world-class retail experiences. Nature lovers will appreciate being adjacent to the Mobbly Bayou Wilderness Preserve, featuring over 400 acres of kayaking, hiking, and even a zip-line adventure park. Golfers can enjoy proximity to several championship courses including the nearby East Lake Woodlands Country Club. Whether you are catching a flight for business or spending a Saturday at Honeymoon Island State Park, this central location puts the very best of the Florida Gulf Coast right at your doorstep. This rare opportunity combines elevated finishes and resilient materials in a highly sought-after location.This rare opportunity combines elevated finishes and resilient materials in a highly sought-after location. All financing information is for illustrative purposes only and not a commitment to extend credit.
Listing is courtesy of: ENGEL & VOLKERS TAMPA DOWNTOWN (813-863-1986)
Listing Agent: Virginia Torres Bond (813-352-2933)
2009 PEPPERTREE CT, OLDSMAR, FL 34677
$390,00014 Days on yellowkey MLS ID: O6403164
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1981 Tax: $927 (2025)Community: Bayside Meadows Ph IiSpa: YesSingle Family
Taxes:$927
Remarks: One or more photo(s) has been virtually staged. Motivated seller!!! Tucked away on a cul-de-sac, this beautifully maintained single-family home offers comfort, space, and thoughtful upgrades perfect for modern family living. Featuring 3 spacious bedrooms and 2 full bathrooms which one has a jacuzzi, the home boasts an open-concept living and dining area filled with natural light—ideal for both relaxing and entertaining. In addition there are 4 hurricane impact windows; 3 energy efficient which come with covers. Roof replaced in 2010. HVAC/Water Heater 2024. The primary suite is a true retreat, complete with a walk-in closet and a uniquely designed master bathroom featuring a luxurious Jacuzzi tub, separate shower, and elegant double glass sinks. An additional room provides the perfect space for a home office, study, or flex use. Throughout the home, you’ll find a stylish combination of porcelain tile flooring in the main living areas and durable laminate flooring in the bedrooms, offering both beauty and easy maintenance. There is a swim spa in the backyard; a screen porch for relaxation; a shed and some gardening to work on. Also, house has an attached storage that could be turn into office. Also, in the garage there is an 38amp RV plug.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Ola Lombardi (727-256-7762)
420 CYPRESS VIEW DR, OLDSMAR, FL 34677
$485,0006 Days on yellowkey MLS ID: TB8505264
0 Days Off yellowkey (back on 5/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1870 Built: 1998Monthly Fee: $140 Tax: $4,405 (2025)Community: Preserve At Cypress Lakes Ph I TheSingle Family
Taxes:$4,405
Remarks: Under contract-accepting backup offers. Welcome to your private slice of paradise in Oldsmar! Updates include a new AC, Roof, and Water Heater in 2021 for peace of mind. This beautifully maintained three-bedroom, two-bathroom pool home offers the perfect blend of comfort and Florida living - nestled on a premium lot with preserve views, no rear or side neighbors, and only one neighboring home for added privacy. Additional updates include whole-house water and air filtration added in 2025, and the home was painted in 2021. From the moment you arrive, you’ll be greeted by easy-to-maintain tropical landscaping that enhances the home’s curb appeal. Step inside to a light and bright interior featuring a welcoming front living room with a cozy fireplace and crown molding that continues throughout the home. High ceilings create an open, airy feel as you move through the thoughtfully designed layout. The spacious kitchen is conveniently located to your right and is well-equipped with abundant cabinetry, a separate pantry for extra storage, and a charming breakfast nook. A laundry room sits just off the kitchen for added convenience. The kitchen opens seamlessly to the main living area, where wood-look vinyl flooring, a ceiling fan, and views of the pool make it the perfect space to relax or entertain. The primary suite is generously sized with high ceilings, wood-look vinyl flooring, and an attached bathroom featuring a dual-sink vanity, soaking tub, and separate glass-enclosed shower. Additional bedrooms are comfortably sized and include ceiling fans, offering flexibility for family, guests, or a home office. Step outside and truly embrace the Florida lifestyle. The screened-in pool area is surrounded by a serene, tree-lined preserve, creating a peaceful and private outdoor retreat. Enjoy a covered space ideal for dining, grilling, or simply lounging poolside year-round. Located near highly rated schools, as well as a variety of dining and shopping options, this home offers both convenience and tranquility in one desirable package. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
313 JEFFERSON AVE S, OLDSMAR, FL 34677
$449,00014 Days on yellowkey MLS ID: TB8502786
REDUCED by $1,000 (0.2%) on 05/07/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1841 Built: 1940 Tax: $4,298 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$4,298
Remarks: Seller is willing to contribute up to $9,000 toward buyer closing costs and/or allowable credits with an acceptable offer. Fully renovated and move-in ready, this 3-bedroom, 2-bath home features 1,841 square feet of updated living space in a desirable area of Oldsmar. Recent improvements include a brand-new roof, new windows, fresh paint, brand-new appliances, and a fully refurbished HVAC system, creating a true turnkey opportunity. Inside, the home offers a spacious living area filled with natural light, a covered front porch, and an upstairs bonus room that can function well as a home office, playroom, guest area, kids room, or other flexible living space. The upstairs bonus room was not included in the total bedroom count. Situated on a double lot, the property includes ample outdoor space with room for a shed, carport, or future improvements. Conveniently located near parks, schools, shopping, dining, and other local amenities, this home brings together style, comfort, and convenience in one well-updated property. A clean 4-point inspection, wind mitigation report, WDO report, and recent appraisal are available. The recent appraisal came in at $475,000.
Listing is courtesy of: GRAYSTONE REAL ESTATE (727-201-4011)
Listing Agent: Bradley Dreher (863-346-0500)
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