Location: Oldsmar
Do Not Show Listings
2031 DOVER CT, OLDSMAR, FL 34677
$265,00038 Days on yellowkey MLS ID: TB8500444
REDUCED by $15,000 (5.4%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1215 Built: 1982Monthly Fee: $160 Tax: $4,212 (2025)Community: Bayside Meadows Ph IiVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,212
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Short Sale. Welcome to your peaceful retreat! This beautifully updated 2-bedroom, 2-bathroom, 1-car garage villa combines comfort, charm, and convenience in a quiet, sidewalk-lined neighborhood ideal for leisurely strolls and a true sense of community. Step inside to a spacious living area, featuring a large primary suite with a walk-in closet and private en suite bathroom. Enjoy Florida living with two large lanais, perfect for relaxing or entertaining. As an end unit tucked into a private cul-de-sac, this home boasts the largest yard in the community—a rare and valuable feature. Updates include new HVAC, fenced in backyard, luxury vinyl plank through out, fresh paint, water heater 2 years old, and roof is just 4 years old. Take advantage of the inviting community pool, or enjoy a short walk to Sheffield Park just 0.4 miles away. You'll love the unbeatable location—just minutes from Publix grocery (1.8 miles), shopping, dining, and Starbucks (1 mile), and a quick drive to the beach (9 miles) and Tampa International Airport (13 miles). With low HOA fees and easy access to everything you need, this villa is perfect as a full-time residence or a seasonal getaway. Don't miss your chance to enjoy effortless living in a prime location!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Jay Umboh (813-539-3105)
50 WOODLAKE PL, OLDSMAR, FL 34677
$210,00018 Days on yellowkey MLS ID: TB8507105
REDUCED by $8,000 (3.7%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1983 Tax: $3,197 (2025)Community: East Lake Woodlands Woodlake RunCondo
Taxes:$3,197
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: Welcome to Woodlake Run in the gated East Lake Woodlands Country Club community, where tranquil pond views and beautiful sunsets create the perfect Florida lifestyle. This first-floor condo offers a peaceful setting overlooking a scenic two-acre pond, with an oversized glass-enclosed lanai providing the ideal space to relax and enjoy the landscaped yard and water views year-round. Inside, the tiled entrance foyer opens to a spacious living and dining area with a breakfast bar connecting to the open kitchen, featuring granite countertops, wood cabinets with pantry cabinet. Sliding glass doors from both the living room and primary bedroom lead to the expansive rear lanai, while additional sliders from the kitchen and guest bedroom open to the screened front patio where the utility closet with washer and dryer is conveniently located. The split-bedroom floor plan offers privacy and comfort for residents and guests alike. The primary suite features a walk-in closet along with a second built in wall closet, oversized vanity, linen closet, and tub/shower combination. The guest bedroom is generously sized and located near the guest bath with walk-in shower and its own linen closet. This condo is completely tiled thru out! Residents enjoy access to two nearby heated community pools and the option to join Ardea Country Club, featuring two championship 18-hole golf courses, tennis, pickleball, fitness center, dining, social activities, and more. Ideally located near Westfield Countryside Mall, shopping, restaurants, entertainment, parks, walking trails, and the sandy beaches of Honeymoon Island, with easy access to the charming downtown areas of Tarpon Springs, Dunedin, and Safety Harbor. This is Florida living at its best in one of the area’s most desirable gated communities. This condo comes conveniently fully furnished and contents are included in the sale (King bed in the primary bedroom and twin beds in the guest bedroom).
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Karen Sewell (727-542-4467)
3071 HURON AVE, OLDSMAR, FL 34677
$499,90012 Days on yellowkey MLS ID: TB8507555
REDUCED by $29,100 (5.5%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 1987 Tax: $5,919 (2025)Community: West Oldsmar Sec 1Single Family
Taxes:$5,919
Elementary School: Oldsmar Elementary-PN
Remarks: Rare Find! In one of Oldsmar's best kept secret neighborhoods on the sparkling shores of Old Tampa Bay, this 3-bedroom, 2.5-bath multi-level designed home blends coastal charm with modern updates. Above the Oversized 2-car garage and upon entering inside, get ready to be impressed by the high ceilings, all NEW WINDOWS, DOORS & light filled living spaces amongst the refinished oak hardwood & gorgeous porcelain ceramic tile flooring throughout. NEW ROOF 2024! STAIRS & DECKS REFURBISHED! The STUNNING KITCHEN has QUARTZ countertops & stainless steel appliances opening into the living and grand dining rooms with french doors onto the enormous covered deck. It's perfect for entertaining and family time. Upstairs you find 3 good sized bedrooms and 2 full bathrooms. The primary suite features french doors to its own private balcony along with a spa inspired ensuite bathroom featuring a luxurious freestanding tub & separate shower that feels straight from a boutique retreat. Not only is this home perfect for all your year round outdoor activities, you can even cozy up by the wood burning fireplace during cold times. The 2 car garage offers exceptional storage space for all the extras, while the oversized back yard opens the door to endless possibilities to make it your new tropical paradise with room for a pool, gardens, boat or RV parking, and even a potential in-law suite. Just minutes from several Waterfront Parks (R.E. Olds Park is biking distance), Scenic trails, Boat ramps, Fishing, Tennis, Pickle ball, Golfing, Tampa Bay Downs, Shopping, Restaurants, and Top Rated Schools in this location, you truly have it all!
Listing Agent: Diana Beattie (727-417-7021)
1471 BRIARGROVE WAY, OLDSMAR, FL 34677
$899,99970 Days on yellowkey MLS ID: TB8488174
REDUCED by $19,001 (2.1%) on 04/13/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3140 Built: 1991Monthly Fee: $243 Tax: $9,749 (2025)Community: Aberdeen Unit TwoSpa: YesSingle Family
Taxes:$9,749
Remarks: One or more photo(s) has been virtually staged. Live the Florida Lifestyle in Aberdeen at East Lake Woodlands Imagine waking up each morning in a home that feels like a private resort — where soaring ceilings, warm natural light, and thoughtful design greet you at every turn. This elegant Arthur Rutenberg-built executive home in the gated enclave of Aberdeen at East Lake Woodlands isn't just a place to live — it's a lifestyle you'll never want to leave. Set within one of Oldsmar's most sought-after golf and country club communities, the timeless Belleair split floor plan offers 3,140 square feet of beautifully designed living space — with five bedrooms, three and a half bathrooms, a bonus room, and a three-car garage that gives every member of the family room to breathe, grow, and thrive. Entertain effortlessly in a chef-inspired kitchen built for the way you actually live — featuring wood cabinetry with pull-out drawers, stainless steel appliances, granite countertops, and a built-in wine refrigerator. It flows naturally into a welcoming family room anchored by a gas fireplace, where evenings feel easy and guests never want to leave. Retreat to a primary suite designed for true rest — a walk-in closet with a custom organizer, sliding glass doors opening to a secluded patio, and a spa-like ensuite bath with dual sinks and granite countertops. Guests and family enjoy their own private wing, with three generous bedrooms, a Jack and Jill bath, and a full pool bath — giving everyone their own space and comfort. Then there's the backyard. Step through the doors and into your own private oasis: a screened and covered paver lanai, a sparkling pool shimmering in the Florida sun, and lush landscaping that wraps you in privacy and tranquility. Whether it's a quiet morning coffee or a lively weekend gathering, this outdoor space was made to be lived in — all year long. Major Systems: Roof (2019) · Water Heater (2022) · HVAC (2022) When you're ready to explore beyond your doorstep, the newly renovated Ardea Country Club awaits — with two championship 18-hole golf courses, tennis and pickleball courts, a fitness center, resort-style pool, and dining, all available through optional membership. Top-rated schools, parks, shopping, Lake Tarpon, the Gulf beaches, and Tampa International Airport are all just minutes away. Low HOA · No CDD · Flood Zone X Opportunities like this don't come around often. Come see what it feels like to call Aberdeen home — schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: David Timmons (727-480-5968)
1912 CUTTY BAY CT, OLDSMAR, FL 34677
$325,0009 Days on yellowkey MLS ID: TB8509310
1 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1080 Built: 1984 Tax: $2,313 (2025)Community: Sheffield Village Ph Ii At Bayside MeadowsSingle Family
Taxes:$2,313
Remarks: Must see this beautiful 3 bedroom, 2 bathroom, 1 car garage pool home ideally situated in the highly desirable Sheffield Village at Bayside Meadows in Oldsmar. Location truly speaks for itself with direct access to one of Oldsmar’s premier parks. Sheffield Park offers tennis courts, baseball fields, basketball courts, walking and biking trails, a dog park, disc golf, playground, kayak launch, picnic shelters, and restrooms. Tucked away on a quiet cul-de-sac, this charming home showcases exceptional pride of ownership from the moment you arrive. Inside, the thoughtfully designed floor plan features a spacious family room with soaring cathedral ceilings that flows seamlessly into the updated eat in kitchen complete with wood cabinetry, granite countertops, tiled backsplash, and newer stainless steel appliances. The primary suite features a spacious closet and a beautifully renovated ensuite bathroom, while two additional bedrooms share an updated full bathroom. French doors lead to an oversized patio and private backyard oasis featuring a built in pool, perfect for entertaining and relaxing year round. Additional updates include HVAC 2022, roof estimated 2011, water filtration system, and a fully fenced yard with vinyl fencing, double gate access, and plenty of room for your boat, trailer, or recreational toys. NO HOA. Conveniently located near shopping, dining, Honeymoon Island Beach, Caladessi Island State Park, Clearwater Beach, John Chestnut Sr. Park on Lake Tarpon, and the Pinellas Trail. Don’t miss this incredible opportunity to own a beautiful pool home in one of Oldsmar’s most sought after communities.
Listing Agent: Linda Caruso (727-410-7501)
1820 DRIFTWOOD CIR N, OLDSMAR, FL 34677
$379,900193 Days on yellowkey MLS ID: TB8447176
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1528 Built: 1973 Tax: $1,160 (2024)Community: Harbor Palms-Unit TwoSpa: NoSingle Family
Taxes:$1,160
Tax Year: 2024
Remarks: Under contract-accepting backup offers. GREAT BUY ON THIS WONDERFUL 3 BEDROOM POOL HOME LOCATED IN THE DESIRABLE HARBOR PALMS SUBDIVISION. THE HOME FEATURES AN EXCELLENT SPLIT-BEDROOM FLOOR PLAN, A SPACIOUS LIVING ROOM, A COMFORTABLE FAMILY ROOM, AND GENEROUSLY SIZED BEDROOMS. ENJOY A SCREENED-IN POOL AND AN OVERSIZED ONE-CAR GARAGE. RECENT UPDATES INCLUDE A NEW A/C (2022), NEW ELECTRICAL PANEL (2023), AND A ROOF INSTALLED IN 2012. WITH INTERIOR UPDATES, THIS ADORABLE, COZY HOME CAN BECOME EXACTLY WHAT YOU’RE LOOKING FOR. NO FLOOD DAMAGE FROM RECENT STORMS. GREAT OLDSMAR LOCATION CLOSE TO MAJOR SHOPPING, GROCERY STORES, AREA BEACHES, PARKS, AND MORE!
Listing is courtesy of: SELECT PROPERTIES INC (727-934-4099)
Listing Agent: Frank Acerra (727-410-9849)
1758 OAK POND CT, OLDSMAR, FL 34677
$585,00015 Days on yellowkey MLS ID: TB8507682
Bed: 6 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2867 Built: 2001Monthly Fee: $13 Tax: $4,224 (2025)Community: Eastlake Oaks Ph 4Single Family
Taxes:$4,224
Remarks: One or more photo(s) has been virtually staged. From the moment you arrive at 1758 Oak Pond, the 6 bedroom 3 bath home’s beautifully maintained exterior and impressive curb appeal set the tone for the exceptional living experience within. A spacious two-car garage and elegant front entry welcome you inside, where a dramatic two-story foyer creates an immediate sense of grandeur and sophistication. Natural light pours through the space, highlighting the home’s soaring ceilings and thoughtfully designed layout. To the left of the entry, formal living and dining spaces offer the perfect setting for entertaining guests or hosting intimate gatherings. An architectural archway gracefully connects the dining room to the expansive kitchen, where abundant cabinetry, a built-in pantry, and the possibility of a dedicated breakfast area provide both style and functionality. Overlooking the inviting family room, this open-concept design allows for effortless everyday living and entertaining alike. Sliding glass doors lead to the oversized screened lanai, seamlessly blending indoor and outdoor living. Tucked discreetly beneath the staircase, an additional storage pantry offers exceptional convenience, while a nearby full powder bath and linen closet further enhance the home’s practical elegance. The adjacent first-floor bedroom provides flexibility for guests, multi-generational living, or a private home office. The expansive screened lanai stretches the full length of the residence and overlooks a private backyard retreat, creating the perfect atmosphere for relaxing evenings or weekend gatherings. Upstairs, the primary suite serves as a private sanctuary, featuring generous proportions, abundant natural light, and an en suite bath complete with a dual-sink vanity, tub, walk-in shower, private water closet, and multiple storage options including both a spacious closet and linen closet. The second floor also features a conveniently located laundry room with additional storage, four spacious secondary bedrooms, along with a full guest bath with tub/shower combination. Throughout the home, engineered hardwood flooring enhances the main living areas, complemented by tile flooring in all bathrooms. Recent updates include a newer HVAC system and hot water heater, offering peace of mind for years to come. The separately air-conditioned garage is an added luxury rarely found at this price point. This exceptional residence combines comfort, elegance, and functionality in one remarkable package. Ideally located with convenient access to Tampa, world-renowned Gulf beaches, premier shopping, dining, and entertainment, this home presents an incredible opportunity to enjoy the very best of Florida living. Come experience the lifestyle that awaits at 1758 Oak Pond and begin creating memories that will last a lifetime.
Listing Agent: Vanessa Leonard (727-647-2706)
316 COUNTRY CLUB DR, OLDSMAR, FL 34677
$329,00014 Days on yellowkey MLS ID: TB8508856
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1960 Tax: $616 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$616
Remarks: Welcome home to this beautifully renovated and FURNISHED mid-century modern block home located in the desirable community of Oldsmar Country Club Estates. Offering 3 bedrooms, 2 beautifully updated bathrooms, and 1,344 square feet of thoughtfully updated living space, this home blends timeless character with modern upgrades. The fully renovated kitchen features elegant quartz countertops, 42” upper cabinets, and stainless steel appliances, creating a stylish and functional space for everyday living and entertaining. Additional highlights and upgrades include newer vinyl windows, a 2017 roof, 2023 ductless mini-split system, 2023 hot water heater, and updated electrical in 2025 for added peace of mind. Step outside to enjoy the fully fenced backyard, perfect for pets, entertaining, or relaxing in privacy. The attached carport provides convenient covered parking and additional storage flexibility. Ideally situated just yards from the Oldsmar Boat Ramp with direct access to Tampa Bay, this golf cart-friendly community offers the perfect Florida lifestyle. R.E. Olds Park is a 15-acre dog- friendly waterfront park featuring a 400 -foot fishing pier, playgrounds, picnic shelters, an amphitheater, and trails with scenic views of Tampa Bay. Named after automotive pioneer Ransom E. Olds, the park hosts numerous community events and offers amenities like volleyball, tennis & pickleball courts & restrooms. With no HOA restrictions, this property is ideal for a first-time homebuyer, seasonal resident, or as an income-producing short-term rental investment opportunity. Annual Flood quote $2,653.34
Listing is courtesy of: TMWRK BROKERAGE LLC (727-277-9032)
Listing Agent: Faith Walston (813-303-1239)
606 CABERNET WAY, OLDSMAR, FL 34677
$339,9001 Day on yellowkey MLS ID: TB8512784
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2015Monthly Fee: $420 Tax: $4,894 (2025)Community: Tuscany Woods SouthTownhouse
Taxes:$4,894
Remarks: HERE IT IS! Located in the highly desirable Tuscany Woods community in Oldsmar, this impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect combination of comfort, convenience, and pride of ownership. Lovingly cared for by the original owner, this beautifully maintained home is truly move-in ready. Step inside to find fresh interior paint, like-new carpet, elegant crown molding downstairs, and custom trimmed windows throughout. The beautifully appointed kitchen features granite countertops, wood cabinetry, stainless steel appliances, and a stylish backsplash, creating the perfect blend of functionality and design. The nicely appointed floor plan features spacious living areas and a screened-in back porch overlooking a small yard — perfect for relaxing or entertaining. Every detail of this home reflects immaculate condition and thoughtful upkeep. Major updates include an HVAC system replaced in 2022, offering peace of mind for years to come. Located in a gated community with no flood insurance required, the HOA provides exceptional value by including water, sewer, trash, roof maintenance, exterior paint, lawn care, and landscaping. Situated within an A-rated school district and just minutes from top dining, shopping, Tampa International Airport, and the world-renowned Gulf beaches, Oldsmar continues to be one of the Tampa Bay area’s most sought-after locations. Don’t miss this rare opportunity to own a meticulously maintained home in a prime location!
Listing is courtesy of: THE SOMERDAY GROUP PL (813-520-9123)
Listing Agent: Josef Kochling (813-270-8153)
30 INGRID PL, OLDSMAR, FL 34677
$299,00015 Days on yellowkey MLS ID: TB8508886
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1755 Built: 1978Monthly Fee: $450 Tax: $1,464 (2025)Community: East Lake Woodlands Cluster HomesTownhouse
Taxes:$1,464
Remarks: One or more photo(s) has been virtually staged. This spacious townhome offers generous room sizes for everyday living & standout outdoor space, including a large private patio bordered by lush landscaping for added privacy. With three bedrooms and 2 full baths upstairs, you will enjoy a quiet separation between the sleeping quarters and the main living areas below. The first floor features an expansive living room, dining room, convenient half bath & a large updated kitchen with solid wood cabinetry & stainless steel appliances. Granite countertops, under cabinet lighting & wood look laminate flooring complete the kitchen with a clean traditional finish. Each level of the home includes an enclosed lanai, providing flexible bonus space for a home office, hobby area or additional lounging. All bathrooms have been tastefully updated with granite countertops & quality vanities. The primary suite includes an en-suite bath with double sinks, two closets plus a linen closet, & a separate toilet & shower area. The upstairs guest bath also features updated finishes and a large soaking tub. Ideally located near shopping, restaurants, entertainment, airports, & world class Gulf beaches, this home delivers convenience in the heart of Pinellas County. East Lake Woodlands is a premier private golf community offering membership to the Ardea Country Club with two 18-hole championship golf courses, clubhouse, fitness center, pools, restaurant, pickleball & tennis; just contact Ardea Country Club for membership details. Membership is optional and not included with the sale of this home. Major updates include: roof 2025, hvac 2022, water heater 2026, electric panel 2026, with exterior painting scheduled by the HOA for summer of 2026. This home is well positioned to pass a four point inspection.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Cathy Mccarthy (727-452-9339)
402 SHORE DR W, OLDSMAR, FL 34677
$849,00073 Days on yellowkey MLS ID: TB8485835
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1711 Built: 1999 Tax: $3,890 (2025)Community: Oldsmar Rev MapSpa: YesSingle Family
Taxes:$3,890
Remarks: One or more photo(s) has been virtually staged. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style backyard features a large inground pool with spa, kiddie pool, spillover fountain and fiberoptic lighting, all within a screened enclosure with covered area for dining and parties. A spacious concrete pad doubles as a basketball court and offers room to store a boat or add a shed, plus parking for 2 cars under carports and a deep driveway that has accommodated 10+ vehicles, with overflow available at the park. Upstairs, the main living level welcomes you through double hurricane-rated doors to beautiful Brazilian hand-scraped wood floors, abundant windows, and an eat-in kitchen with granite counters and arched opening to the living room, along with a formal dining room. An office or bedroom on this level opens via sliding glass doors to a balcony overlooking the pool, and a convenient half bath completes the floor. The bedroom level begins with a newer washer/dryer closet for easy access to all bedrooms. The primary suite offers stunning water views from sliders, the third-level deck and multiple windows, and its ensuite bath was updated in 2017 with new cabinetry, tile and quartz counters; the second full bath was also updated. Major updates include a 2016 roof and 2023 A/C, making this well-maintained home ideal for both everyday living and large gatherings.
Listing is courtesy of: HOMES BY SANDERS REALTY (727-409-6929)
Listing Agent: Mike Sanders (727-409-8000)
3073 DUANE AVE, OLDSMAR, FL 34677
$440,000284 Days on yellowkey MLS ID: TB8417476
REDUCED by $15,000 (3.3%) on 05/27/2026
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
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.
Listing is courtesy of: S P O R T REALTY GROUP INC. (813-452-8301)
Listing Agent: Madelin Martinez (813-359-7784)
2272 WARWICK DR, OLDSMAR, FL 34677
$725,00031 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)
1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$1,225,00044 Days on yellowkey MLS ID: TB8496474
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4312 Built: 1990Monthly Fee: $207 Tax: $8,294 (2025)Community: Greenhaven Unit ThreeSpa: NoSingle Family
Taxes:$8,294
Remarks: Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus rooms is located upstairs, providing added flexibility for multi-use living. Pool table will convey with the sale. The home features a solar-heated in-ground pool with a large pool deck, fully enclosed by a screened lanai, creating the perfect space for year-round Florida living and entertaining. The inviting living room includes a fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with abundant wood cabinetry, generous storage, and a center island ideal for cooking and gathering. The split-bedroom floor plan provides privacy, with the primary suite featuring sliding glass doors to the pool, a walk-in closet, and an en-suite bath with dual vanities, a bathtub, and a separate shower. Additional highlights include a 2-car garage, a laundry room, and exceptional interior space throughout. A unique third garage bay has been converted into an interior room, offering even more flexible living options. Residents of East Lake Woodlands enjoy resort-style amenities including a clubhouse, golf courses, country club, heated pools, tennis and pickleball courts, fitness center, dining options, and scenic walking and biking paths within a secure gated community. Conveniently located in Oldsmar, this home provides easy access to Gulf beaches, Tampa International Airport, top-rated schools, dining, and shopping, offering the best of the Tampa Bay lifestyle.
Listing is courtesy of: CONCI, REALTORS (727-405-0005)
Listing Agent: Cyndi Olmstead (727-203-4967)
213 ARLINGTON AVE E, OLDSMAR, FL 34677
$499,00010 Days on yellowkey MLS ID: TB8509657
2 Days Off yellowkey (back on 5/27/2026)
INCREASED by $14,000 (2.9%) on 05/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 1978 Tax: $2,134 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$2,134
Remarks: Under contract-accepting backup offers. Unique opportunity, priced to sell! Well-maintained property with a screened pool under $500K in Oldsmar, featuring 2 separate lots with different parcel IDs, each with close to or more than 0.3 acres, offering endless possibilities.
Listing is courtesy of: YANY REALTY LLC (813-545-3005)
Listing Agent: Alfredo Leiva Basulto (813-601-5699)
1203 CLAYS TRL #406, OLDSMAR, FL 34677
$285,000462 Days on yellowkey MLS ID: W7871895
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1910 Built: 1991 Tax: $2,028 (2024)Community: Laurel Oaks At East LakeCondo
Taxes:$2,028
Remarks: Under contract-accepting backup offers. UNBELIEVVABLE VALUE in East Lake Woodlands!! 1203 Clays Trail #406 nestled in the highly sought after community of Eastlake Woodlands. This spacious 2bed/2bath condo has it all to include a 1 car garage and a fantastic layout. As you enter the condo there are stairs that take you up to the living area that features a beautiful kitchen in the center of the condo with a large living room to the left and a spacious living/dining room combination complete with a woodburning fireplace to the right. The balcony can be accessed by both the family room as well as the primary bedroom and offers a tranquil view of the pond below while enjoying a morning coffee or and early evening libation. The kitchen has plenty of cabinet space and a center island with a range top for prepping and cooking but is also large enough to eat at or entertain guests. The countertops are granite and there is a built-in pantry. The guest bath has a tub/shower, and the primary bath has a jetted tub and separate shower and dual sinks. The carpets were recently replaced, the A/C in 2019 and roof was replaced in 2012. While there is a one car garage there is an additional parking pad for another vehicle. Eastlake Woodlands has a variety of amenities to enjoy such as golf, tennis, pickleball, swimming and a restaurant which can be used for additional fees. The community is centrally located with easy access to Tampa, the Gulf Beaches including Honeymoon Island State Park and numerous restaurants and shopping. Don't miss out on the wonderful opportunity to live and enjoy the best of what Tampa Bay has to offer.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)
Listing Agent: John Bailey Jr (727-809-0062)
137 BRENT CIR, OLDSMAR, FL 34677
$774,90063 Days on yellowkey MLS ID: O6394251
REDUCED by $24,100 (3.0%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2309 Built: 2002Monthly Fee: $473 Tax: $5,236 (2025)Community: Seaside EstatesTownhouse
Taxes:$5,236
Remarks: Set within a gated, waterfront community in Oldsmar, this expansive townhouse at 137 Brent Circle offers a rare combination of space, thoughtful upgrades, and true Florida coastal living, complete with your own private, recently upgraded boat slip just steps out the back door. Featuring 3 bedrooms, 2 bathrooms, and approximately 2,300 square feet, this is one of the largest units in the neighborhood, ideally positioned at the end of a cul-de-sac for added privacy. The layout is both functional and versatile, offering expansive living areas, a large dining room, and flexible spaces perfect for a rec room, home office, or art studio, all enhanced by abundant natural light and gorgeous water views throughout. What truly sets this home apart is its direct connection to Upper Tampa Bay, where dolphins, manatees, and native wildlife are often seen. Enjoy ridiculously beautiful water views from dual balconies, perfectly positioned for both sunrise and sunset, because here, the lifestyle is just as important as the home itself. The kitchen has been professionally remodeled and architecturally designed, with renovations thoughtfully planned by an architect and interior designer, serving as a stunning focal point of the home. Additional interior upgrades include luxury flooring throughout, fresh interior paint, custom stair railing, and beautiful ceiling fans that elevate both style and comfort. The primary suite features a dramatic bath with travertine tile and oversized closets, while a generous laundry room adds everyday convenience. Practical upgrades provide peace of mind, including a new air conditioning system exceeding current codes and hurricane shutters on every window. The home also features a 3-car tandem garage, offering ample space for vehicles, storage, or recreational gear, with the option to add an elevator in the future if desired. Step outside to enjoy freshly painted balconies and a newly updated screened enclosure, creating the perfect setting to relax, entertain, and take in the views, because yes, wine really does taste better out here. The community enhances the lifestyle even further with a pool and hot tub, kayak launch, lighted boardwalk, and an active social committee. Located just minutes from the Safety Harbor boat launch, as well as a variety of restaurants, bars, parks, and entertainment, this home offers both tranquility and convenience. Oldsmar itself is known for its abundance of parks and natural beauty, making it a hidden gem along the Gulf Coast. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
420 CYPRESS VIEW DR, OLDSMAR, FL 34677
$485,00022 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)
1008 MANGO CT, OLDSMAR, FL 34677
$350,00070 Days on yellowkey MLS ID: TB8487471
REDUCED by $9,000 (2.5%) on 05/27/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1667 Built: 2018Monthly Fee: $580 Tax: $5,187 (2025)Community: Bayside TerraceTownhouse
Taxes:$5,187
Remarks: SUPERIOR LOCATION nestled deep in the community with WATER VIEW from the side of the FRONT YARD. LUXURY and COMFORT in the exclusive GATED WATERFRONT COMMUNITY of BAYSIDE TERRACE. This 3 bedroom 2 1/2 bath townhome offers an ideal open concept living. Step inside to the welcoming floorplan with high ceilings seamlessly connecting the kitchen, dining and living rooms featuring elegant luxury laminate throughout, NO CARPET. The stairway risers have been upgraded with textured mosaic tile in between each step. The heart of the home includes a FULLY RENOVATED KITCHEN, a culinary dream, showcasing SOFT CLOSE SHAKER STYLE CABINETRY with crown molding and under-cabinet lighting. UPGRADED STAINLESS STEEL APPLIANCES include Cafe Microwave, Cafe Stove/Double Oven and BOSCH DISHWASHER. The gorgeous QUARTZ COUNTERTOPS and large island provide plenty of space for prep work or casual dining. There's a custom tiled backsplash and a huge walk-in pantry for storage. Don't miss the coffee bar and wine fridge. The spacious living room seamlessly connects to the Oversized Screened Lanai through sliding glass doors. Here you can enjoy your morning coffee or relax and unwind while enjoying the surrounding lush green space and mature trees. The luxurious COMPLETELY UPGRADED primary suite is a true sanctuary featuring; sliding barn door, tray ceiling and custom accent wall, a unique chandelier with a hidden fan, 3 closets, one walk-in closet and 2 additional closets. The ENSUITE BATHROOM has a Custom Tile and Frameless Glass Walk-in Shower and expansive elegant GRANITE double vanity. Bedroom 1 has a custom organizational closet system with built-ins. Bedroom 2 has a large walk-in closet. The laundry room also located upstairs for added convenience features premier heavy-duty washer and dryer and ample storage. The LOFT also has additional storage. Completing this exceptional home is a single-car garage offering secure parking and custom organization system. Other added features include Hurricane Shutters, an in wall Pest System, and Upgraded A/C with mold mitigation system and High End Lighting throughout the home. This home perfectly combines modern amenities, thoughtful design and a prime location for a truly comfortable and convenient living experience. A townhome offers a free maintenance lifestyle and the community offers an array of resort-style amenities including; a gorgeous infinity swimming pool, grill terrace, and access to gather around the fire pit overlooking the bay for memorable evenings. for WATER ENTHUSIASTS - enjoy the community dock with kayak, paddle board and canoe launch providing direct access to water. Staying active is easy thanks to the well-equipped gym. The HOA fee includes the community amenities, maintenance of the gorgeous landscaping and exterior of your home as well as cable, internet, water ,sewer and trash removal. Ideally located you're close Tampa International Airport, quaint Safety Harbor and Dunedin, Gulf beaches, shopping and fabulous restaurants.
Listing Agent: Whitney Cook (614-813-6729)
1505 SUNSET WIND LOOP, OLDSMAR, FL 34677
$380,00088 Days on yellowkey MLS ID: W7883526
REDUCED by $10,000 (2.6%) on 05/27/2026
Remarks: This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor, providing added privacy and a more open feel from the lanai. Grilling is allowed in the backyard area, giving you the ability to enjoy outdoor cooking and entertaining. The home has been meticulously kept and shows true pride of ownership. It also includes a private 1 car garage for secure parking and additional storage. Upon entering, you immediately notice the ultra-modern feel and the exceptionally well-maintained condition of the property. The spacious kitchen features an extra-large island that is so generously sized it feels like it has its own zip code, along with an under-mount sink, quartz countertops, stainless steel appliances, and a walk-in pantry. The main living area has tile flooring throughout, creating a clean and seamless look, and opens to a screened-in lanai with brick pavers for easy indoor and outdoor living. Upstairs, the upgraded Berber-carpeted staircase with elegant railing leads to a loft area and all bedrooms. The primary suite is generously sized and includes multiple walk-in closets and a beautifully designed en-suite bathroom. Bedrooms two and three each feature carpeting and their own walk-in closets, offering excellent storage and flexibility. The home also includes hurricane shutters stored in the garage, providing added storm protection and peace of mind. Bayside Terrace offers resort-style amenities including a waterfront infinity heated salt-water pool, a covered pavilion overlooking the water, a cabana, two BBQ grills, a gas fire pit, a fitness center, clubhouse, and a dock with kayak and canoe launch access. The gated entrance and deed restrictions add an extra layer of privacy and security, while the waterfront setting allows residents to enjoy Florida sunsets and an active coastal lifestyle. Please view two videos: Tour 1 & Tour 2.
Listing Agent: Eric Jenkins, Pa (727-409-3484)
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