Location: Oldsmar
Do Not Show Listings
743 WELLINGTON CT, OLDSMAR, FL 34677
$787,00038 Days on yellowkey MLS ID: TB8515327
REDUCED by $12,000 (1.5%) on 07/24/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3058 Built: 2015Monthly Fee: $160 Tax: $6,370 (2025)Community: Wellington EstatesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,370
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Welcome to luxury living in the highly sought-after Wellington Estates community of Oldsmar. This stunning ENERGY STAR® certified residence offers over 3,000 square feet of thoughtfully designed living space featuring 3 bedrooms, a private den/office, 3.5 bathrooms, and an expansive bonus room that can easily serve as a media room, game room, home gym, or fourth bedroom. The home also includes a spacious 3-car garage and a resort-style outdoor living area. A dramatic two-story foyer with a designer crystal chandelier sets the tone upon entry. The open-concept floor plan showcases soaring ceilings, elegant crown molding, plantation shutters, and abundant natural light throughout. The gourmet kitchen is the centerpiece of the home, featuring rich espresso cabinetry, quartz countertops, stainless steel appliances, double ovens, a large center island, and a spacious dining area that seamlessly connects to the great room—perfect for entertaining. The spacious primary suite offers a luxurious retreat with a custom walk-in closet and spa-inspired bath complete with dual vanities, a soaking tub, and a walk-in shower. Upstairs, the oversized bonus room provides exceptional flexibility for today's lifestyle needs while the additional bedrooms offer comfort and privacy for family and guests. Step outside to your private backyard oasis featuring a screened-in pool with tranquil rock waterfall feature and an impressive outdoor kitchen complete with granite countertops, built-in grill, refrigerator, and ample prep space—ideal for year-round Florida entertaining. Mature landscaping and privacy hedges create a peaceful setting for relaxation and gatherings. Additional highlights include hurricane shutters, reclaimed water irrigation, in-wall pest defense system, abundant storage, and premium finishes throughout. Located just minutes from top-rated schools, shopping, dining, parks, beaches, and Tampa International Airport, this exceptional Wellington Estates home combines luxury, comfort, and convenience in one remarkable package.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
228 TARPON LN, OLDSMAR, FL 34677
$250,00080 Days on yellowkey MLS ID: TB8506652
REDUCED by $19,000 (7.1%) on 07/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1686 Built: 1991Monthly Fee: $70 Tax: $2,143 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,143
Elementary School: None
High School: None
Middle School: None
Remarks: Discover this 1,686 sq ft 1991 Jacobsen retirement home, featuring a new roof (2025), new A/C (2024), new water heater (2026) and a new Rainsoft water softener in 2020. The layout offers both comfort and flexibility for relaxing or entertaining. Step into the oversized living room featuring soaring cathedral ceilings and an abundance of windows that fill the space with natural light, creating a welcoming atmosphere. The large chef’s kitchen is a standout, with ample cabinetry for storage, a convenient pantry, and generous countertops perfect for meal preparation. A separate dining room makes everyday meals and entertaining easy and elegant. The expansive family room, measuring 27x15, is ideal for a large screen TV and gathering with friends and family. Retreat to the updated primary suite, which boasts new, modern bath cabinet with double sinks for added style and functionality. The indoor laundry room is equipped with custom built-in cabinets, a desk, and countertop space—perfect for folding clothes or tackling craft projects. The 11x11 Florida room sits behind the carport with acrylic windows. The utility room can be used for a workshop or bike storage. The vibrant clubhouse serves as the lively centerpiece of the community, offering a welcoming space for residents to connect and unwind. Enjoy a wide range of amenities, including a pool table, shuffleboard, bocce ball court, and a luxurious heated pool and spa. Monthly events and regular activities such as bingo, card games, and line dancing create endless opportunities for fun and socializing, ensuring you stay active and engaged. Navigating the neighborhood is easy and enjoyable thanks to golf cart-friendly streets. With HOA fees at just $70 per month, you will appreciate affordable, worry-free living in a meticulously maintained environment. This pet-friendly community welcomes one pet of any size, and a second pet is allowed with an emotional support letter from your doctor. Ownership includes the land—no lot rent—giving you peace of mind and long-term value. Everyday conveniences are right at your doorstep, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store just across the street. Savor the variety of dining options nearby, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers like Super Walmart and Publix, as well as Countryside Hospital, are only about 10 minutes away. For outdoor enthusiasts, the breathtaking beaches of Honeymoon Island and Caladesi State Park are approximately ten miles from home, offering the perfect escape for sun and sand. A scenic biking and walking trail along the canal provide easy access from within the community, inviting you to enjoy nature at your own pace. This remarkable home combines comfort, practicality, and style, making it a wonderful place for your next chapter. Room sizes are approximate.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
133 SABAL CT #G, OLDSMAR, FL 34677
$125,00053 Days on yellowkey MLS ID: TB8514567
REDUCED by $10,000 (7.4%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1988 Tax: $2,304 (2025)Community: Gardens Of Forest Lakes Condo TheSpa: NoCondo
Taxes:$2,304
Elementary School: Forest Lakes Elementary-PN
Remarks: Virtually Staged. Tucked into the trees of The Gardens of Forest Lakes, this 915 sq ft second-floor 2-bedroom, 2-bath condo pairs an open-concept living and dining layout with a private deck overlooking a quiet, wooded backdrop. Laminate flooring runs throughout for a clean, low-maintenance feel, and all appliances are included for a true move-in or rent-ready opportunity. The monthly fee covers trash, exterior maintenance, exterior insurance plus access to Forest Lakes community amenities including the pool, tennis and racquetball courts, park, and playground, all set among mature landscaping. One assigned parking space conveys. With a recent rent of $1,695/month, this is a strong fit for investors or buyers seeking an affordable Pinellas County footprint. Pet-friendly with HOA approval. Ideally positioned in Oldsmar, the city with more parks per square mile than any other in Florida, with Mobbly Bayou Wilderness Preserve, Mobbly Beach Park, and the 10-mile Oldsmar Trail nearby, plus easy reach to Tampa, Clearwater, St. Pete, Gulf beaches, dining, and shopping. A smart blend of nature, convenience, and value. Note: second-floor walk-up; no elevator.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Laurie Dykeman, Pa (813-263-2211)
1758 OAK POND CT, OLDSMAR, FL 34677
$575,00074 Days on yellowkey MLS ID: TB8507682
REDUCED by $10,000 (1.7%) on 06/25/2026
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. WOW! Spacious, great location and something for everyone! 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. No flooding in recent storms - flood $1010 a year and transferrable.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Vanessa Leonard (727-647-2706)
1309 SUNSET WIND LOOP, OLDSMAR, FL 34677
$437,50021 Days on yellowkey MLS ID: TB8526089
REDUCED by $20,000 (4.4%) on 07/25/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1888 Built: 2018Monthly Fee: $580 Tax: $3,672 (2025)Community: Bayside TerraceTownhouse
Taxes:$3,672
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome (NEVER FLOODED) in one of Oldsmars most desirable waterfront gated communities. This move-in-ready home offers comfort, convenience and low-maintenance resort style living. The open-concept layout is designed for both everyday comfort and effortless entertaining, featuring a spacious living and dining area filled with natural light. Inside features new carpeting in all bedrooms, new ceiling fans throughout, in wall pest system and a recently serviced HVAC system. The open layout is perfect for everyday living and entertaining. Enjoy the screened-in lanai, ideal for relaxing, gardening, or morning coffee. The pet-friendly community offers sidewalks and green space for outdoor enjoyment. HOA covers water, trash, cable, high-speed internet, exterior maintenance, and 24-hour virtual guard service, providing exceptional value and ease of living. Community amenities include a fitness center and resort-style pool overlooking the Bay. Conveniently located near shopping, dining, parks, Gulf beaches, top-rated schools and both Tampa International and PIE airports. Assumable Mortgage Available! *If qualified* Whether you're searching for a primary residence, or luxury vacation home, this exceptional resort style townhouse community delivers a low-maintenance lifestyle, comfort, and location in one impressive package.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Anabel Ottersbach (813-997-2922)
50 WILLOWOOD LN, OLDSMAR, FL 34677
$1,499,900164 Days on yellowkey MLS ID: TB8475420
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4475 Built: 1987Monthly Fee: $240 Tax: $8,709 (2024)Community: Deerpath Unit OneSpa: YesSingle Family
Taxes:$8,709
Elementary School: Cypress Woods Elementary-PN
Tax Year: 2024
Remarks: Tucked away on a quiet cul-de-sac inside the gated East Lake Woodlands community, this 4,475-square-foot home offers something that's becoming increasingly difficult to find in Tampa Bay: **property and privacy.** Situated on 1.4 wooded acres with no rear neighbors, you'll enjoy peaceful conservation views from nearly every room, along with a 2,000-square-foot screened pool and outdoor entertaining area designed for everything from quiet mornings with coffee to weekend gatherings with family and friends. Yet you're never far from the conveniences of everyday life. Boot Ranch shopping, including Publix, Target, and Walmart Neighborhood Market, is just 7 minutes away. East Lake Middle and High School are within 12 minutes, and restaurants, shopping, and entertainment are all close by. Inside, the home offers an incredibly flexible floor plan with room for just about every lifestyle. The main level features the primary suite, a dedicated office (or fifth bedroom), formal dining room, second bedroom with a full bath, spacious laundry room, family room, game room, and a private in-law suite with its own entrance—ideal for multigenerational living, long-term guests, or a home business. Recently painted throughout, the main living areas showcase beautiful Turkish herringbone tile flooring, soaring ceilings reaching nearly 25 feet, and abundant natural light with tranquil views of the conservation beyond. At the center of the home is a kitchen designed for gathering. Granite countertops, stainless steel appliances, custom cabinetry, a prep sink and island, breakfast bar, pantry, and built-in desk provide exceptional functionality, while the oversized breakfast area comfortably accommodates an eight-person table. The kitchen flows seamlessly into the family room, where a wood-burning fireplace and wet bar create the perfect setting for entertaining. Upstairs, you'll find two generously sized bedrooms connected by a Jack-and-Jill bath, along with an oversized loft overlooking the family room below. Whether you envision a media room, game room, home gym, or second family room, the possibilities are endless. Additional walk-in storage provides plenty of space to stay organized. Residents enjoy the security of East Lake Woodlands' 24-hour manned gate, along with the added privacy of the gated Deerpath enclave. Optional membership to East Lake Woodlands Country Club offers golf, tennis, fitness, dining, and social amenities just minutes from your front door. Homes offering this much space, privacy, flexibility, and location rarely become available. Schedule your private tour and experience it for yourself.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Melissa Pranzo (646-509-7350)
130 NANCY DR #37, OLDSMAR, FL 34677
$189,99965 Days on yellowkey MLS ID: W7886022
REDUCED by $9,001 (4.5%) on 07/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1096 Built: 1979Monthly Fee: $560 Tax: $621 (2025)Community: East Lake WoodlandsCondo
Taxes:$621
Remarks: "RESORT STYLE LIVING" in East Lake Woodlands! This beautifully maintained 2-bedroom,2-bath condominium offers approximately 1,151 sq ft of comfortable living space in one of Oldsmar’s most desirable gated communities. Major updates provide peace of mind, including flooring, A/C system, hot water heater, dishwasher, washer and dryer, and bedroom carpeting all approximately 3 years old, plus a refrigerator replaced in 2025. The open living and dining areas create an inviting space for entertaining, Move-in ready, thoughtfully designed and updated this home features a spacious layout, abundant natural light, and a screened lanai—perfect for enjoying Florida’s year-round lifestyle. Enjoy the convenience of covered parking and maintenance-free living. Residents enjoy access to a community pool, pool club house, beautifully maintained grounds, and optional country club amenities including golf, tennis, fitness, and social activities. Ideally located near shopping, dining, parks, beaches, Tampa International Airport, and top Pinellas destinations, this condo offers the perfect blend of convenience, value, and resort-style living. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this East Lake Woodlands gem is one you won’t want to miss!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Steve Dematos (727-457-2795)
1504 MERLOT CT, OLDSMAR, FL 34677
$355,0003 Days on yellowkey MLS ID: TB8532311
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2016Monthly Fee: $418 Tax: $4,188 (2025)Community: Tuscany Woods PreserveTownhouse
Taxes:$4,188
Remarks: Beautiful upscale townhome located in the gated community of Tuscany Woods! This gorgeous property offers 3 bedrooms, two full bathrooms and one half bathroom. Formal entry into large foyer leads to a fabulous open floorplan with lots of natural light, space for entertaining and new luxury vinyl flooring throughout the entire home. The kitchen features a breakfast bar, granite countertops, 42" cabinets and newer stainless steel appliances. 10 foot sliding doors lead out to a screened in patio equipped with a projector with screen and outside the screen enclosure is a second paved patio with space to entertain and garden! Upstairs you'll find the spacious master bedroom with en-suite bathroom featuring gorgeous walk in shower, double vanity, and linen closet. Two more large bedrooms along with a full sized bathroom are also located on the second floor. The laundry area with lots of storage space is on the second floor for your convenience! This community is conveniently located close to beaches, parks, Tampa International Airport, restaurants, shopping and more!
Listing is courtesy of: EXIT ELITE REALTY (813-835-0000)
Listing Agent: Desiree Bennington (813-546-0440)
3071 HURON AVE, OLDSMAR, FL 34677
$469,90071 Days on yellowkey MLS ID: TB8507555
1 Days Off yellowkey (back on 6/29/2026)
REDUCED by $30,000 (6.0%) on 06/18/2026
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
Remarks: Under contract-accepting backup offers. Must see this amazing home 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 has been FULLY RENOVATED with real class blending coastal charm with PRISTINE UPDATES in every room. Above the Oversized 2-car garage, 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! Possible owner financing available.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Diana Beattie (727-417-7021)
202 MEADOW LN #50, OLDSMAR, FL 34677
$179,90083 Days on yellowkey MLS ID: TB8505503
REDUCED by $5,100 (2.8%) on 07/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 875 Built: 1985Monthly Fee: $427 Tax: $2,030 (2025)Community: Meadows Condo Unit Two At East Lake Woodlands TheCondo
Taxes:$2,030
Remarks: Strategically repositioned in the market with an improved price, this beautiful 2-bedroom, 2-bathroom condo in Oldsmar offers buyers an excellent opportunity to enjoy comfort, convenience, and a desirable Florida lifestyle. The residence features a functional floor plan with comfortable living spaces, well-proportioned bedrooms, two full bathrooms, hurricane-impact-resistant windows and sliding glass doors, and access to a community pool. Included services add even more convenience and value. Ideally located near major roadways, the property provides an easy commute to Tampa, Clearwater, and surrounding areas. Shopping, dining, entertainment, healthcare, and other everyday essentials are all nearby. Countryside Mall offers a variety of retailers and services, while local dining options include Starbucks, Chick-fil-A, and numerous neighborhood favorites. Mease Countryside Hospital is also conveniently located nearby, and Tampa International Airport is easily accessible for frequent travelers. Several important improvements have already been completed, including a new water heater in 2025, an A/C system installed in 2022, a refrigerator replaced in 2022, hurricane-impact-resistant windows and sliding glass doors installed in 2021, a microwave replaced in 2020, and a roof installed in 2019. With its convenient location, community amenities, valuable improvements, and newly enhanced price, this Oldsmar condo is ready for its next owner. Schedule your private showing today and discover everything this property has to offer!
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Alexandra Muneton (813-802-1677)
4995 CAMBERLEY LN, OLDSMAR, FL 34677
$979,00031 Days on yellowkey MLS ID: TB8523334
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3410 Built: 1989Monthly Fee: $255 Tax: $8,168 (2025)Community: Aberdeen Unit OneSpa: YesSingle Family
Taxes:$8,168
Remarks: Virtually Staged. A premier lot and location like this is so rare to find! Absolutely stunning describes this home’s pristine, sweeping golf course and water views with a magnificent lot perfectly positioned and affording much sought-after privacy from neighboring homes – creating a serene backdrop for relaxation and elegant entertaining. Nestled in the beautiful Aberdeen subdivision, this residence is located within the desirable gated golf community of East Lake Woodlands. Longing for a golf course lot but worried about fencing? A very special feature is the masonry wall enclosure located on the side of the home and measuring 50 feet long and 3 feet high - perfect for pets, a garden, play area or to create your own putting green - lots of possibilities to fit your individual needs! Stepping inside you are greeted with soaring volume ceilings, expansive living spaces, neutral tones throughout and transom windows and glass sliders inviting natural light while seamlessly connecting the interiors to the resort-style outdoor setting. A showcase gas fireplace anchors the family room complete with wet bar, adding sophistication and warmth, while the thoughtfully designed split floor plan offers exceptional privacy for owners and guests alike with 3 bedrooms plus an office/den that can be converted to a 4th bedroom. The kitchen blends style and function with stainless steel appliances, granite countertops, abundant cabinetry, a breakfast bar and ample eat-in area where golf course panorama can be enjoyed daily. Retreat to the primary suite with serene views and spacious bathroom with dual vanities, soaking tub, walk-in shower and 2 sizable closets. The expansive outdoor retreat is designed to impress, featuring a large sparkling pool and spa, generous covered lounging and dining areas and a well-appointed outdoor kitchen with gas grill. This lot is located in the preferred Zone X which does not require flood insurance and the owners had no issues during the 2024 hurricanes. Additional peace of mind comes with two Trane A/C units replaced in 2025, including 5-ton and 2-ton units. Major $7,500 investment in irrigation system renovation and brand new sod in front lawn all ready for new owners! Offering an enviable combination of privacy, luxury, indoor-outdoor living, and picturesque views, this East Lake Woodlands residence presents a rare opportunity to enjoy an elevated lifestyle in one of the area’s most desirable gated golf communities. Optional memberships are available for a wide array of amenities with Ardea Country Club including 2 golf courses, tennis and pickle ball, fitness center, heated lap and free form pools, dining and social events. All this in a premier location convenient to Tampa International Airport, medical facilities, A-rated schools, award-winning beaches as well as professional sporting events, concerts, fine dining and more in the Tampa Bay area. Premier privacy and stunning views are hard to come by - you can enjoy waking up to this incredible scenery and make this home truly your own at this exceptional price.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Claudia Tweed (727-433-4596)
110 LAKESIDE CT #110, OLDSMAR, FL 34677
$175,000137 Days on yellowkey MLS ID: TB8484399
REDUCED by $14,900 (7.8%) on 07/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $621 (2025)Community: East Lake Woodlands CondoCondo
Remarks: Nestled within the highly desirable East Lake Woodlands community of Oldsmar is this beautiful 1094 sq ft 2 bedroom 2 bath 2nd floor condominium. The kitchen has been updated with granite countertops and contemporary white cabinets that have been professionally resurfaced. There is also a laundry closet with a washer and dryer inside that is accessed from the lanai. This unit has closets galore! With plenty of storage space including three closets in the primary bedroom ensuite alone, you'll find there is ample storage for all your needs. As a bonus, the lanai/balcony has access not only from the amazing great room but from the primary bedroom as well. East Lake Woodlands is rich in tree-lined streets and nature trails and is a 24-hour gated community! Enjoy a convenient HEATED salt water pool just steps away from the unit. The modest $465 monthly condo association fee includes just about everything: water, sewer, trash, lawn care, internet and cable, insurance, the heated pool you can see from your window, pest control, the reserve fund and outdoor maintenance including the recently replaced roof. For an additional membership fee you can enjoy the East Lake Woodlands Country Club which offers two 18-hole golf courses, an olympic-sized swimming pool, tennis, a remodeled country club and more. You will also have a reserved covered parking space conveniently located right below the unit! Pets are welcome as are people and children of all ages. Your new home will be conveniently located to shopping, restaurants, excellent medical facilities, theaters, Tampa International Airport, the beautiful Pinellas beaches and all that the Tampa Bay area has to offer. Please note that the furnishings currently in the unit can remain at no extra cost should you want them. This beautiful home will not last long so schedule your showing today!
Listing Agent: Barry Rothstein (727-365-4725)
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$550,000143 Days on yellowkey MLS ID: TB8480797
REDUCED by $25,000 (4.3%) on 07/24/2026
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: Beautiful Custom-built home is situated on ½ acre fenced-in lot (mol) No HOA, No deed restriction, Plenty of room for your Boat and RV! 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. 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)
432 COUNTRY CLUB DR, OLDSMAR, FL 34677
$465,000147 Days on yellowkey MLS ID: A4684573
REDUCED by $10,000 (2.1%) on 07/24/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1936 Built: 1960 Tax: $3,551 (2025)Community: Oldsmar Country Club Estates Sec 2 Blk 3, Lot 6Single Family
Taxes:$3,551
Remarks: Tucked inside a quiet neighborhood, but only one street away from the magnificent Tampa bay, this 3-bedroom, 3 bath, income- producing residence offers nearly 2000 sf of living space and on a large -size lot with lots of matured trees. With the pool centered in the courtyard, and sliding doors around to maximize the view, this scene will recalibrate your mood every time you walk through it regardless of whether you take a morning swim before work, or just read quietly on the deck with your glass of wine nearby. The house is completely renovated with granite counter tops and stainless -steel appliances, slider doors, and a new pool heater, new pool cage, AC 2025, BRAND-NEW July 2026 Shingle Roof. If you are a person who loves nature and calmness, Oldsmar is for you: R.E. Oldsmar Park, Oldsmar Trail, Veterans Memorial waterfront park are all nearby. The schools are great. If you want to invest, the house is already going strong with everything set up. Let's make it your home.
Listing Agent: Phuong Vu Nguyen (941-909-4488)
4856 WESTCHESTER CT, OLDSMAR, FL 34677
$579,00052 Days on yellowkey MLS ID: TB8515993
REDUCED by $10,000 (1.7%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2184 Built: 1996Monthly Fee: $295 Tax: $4,281 (2025)Community: KingsmillSingle Family
Taxes:$4,281
Remarks: Welcome to Kingsmill in the highly sought-after East Lake Woodlands community! LISTED BELOW APPRAISED VALUE! This beautifully maintained waterfront home features 3 bedrooms, 2 bathrooms, and a 2-car garage, and has been lovingly cared for by its original owner. From the moment you arrive, you'll be impressed by the home's private cul-de-sac location and newly paved driveway. Step inside to discover luxury vinyl flooring that flows seamlessly throughout the main living areas and bedrooms. High ceilings and natural light create an open, airy atmosphere throughout the home. The spacious living and dining room combination is highlighted by a cozy fireplace, creating the perfect setting for both everyday living and entertaining. The kitchen features wood cabinetry, solid-surface countertops, a tile backsplash, brand new matching GE stainless steel appliances, and a breakfast nook overlooking the water. A full pocket sliding glass door opens to the lanai, allowing you to fully enjoy the tranquil lake views. The primary suite is a true retreat, offering water views and private access to the screened porch through sliding glass doors. The ensuite bathroom features dual vanities, a garden tub, a walk-in tiled shower, tile flooring, and two walk-in closets. The secondary bedrooms provide ample storage with built-in closets, while the guest bathroom includes tile flooring, a wood vanity with a solid-surface countertop, and a walk-in tiled shower. Additional features include an indoor laundry room with brand new washer and dryer included, a freshly painted garage floor, a 2021 roof, 2026 water heater, and 2017 HVAC system. Enjoy maintenance-free living with low monthly HOA fees that include lawn maintenance and trash service. Located within the gated East Lake Woodlands community, residents have the option to join Ardea Country Club, which offers exceptional amenities including two championship 18-hole golf courses, a fitness center, restaurant, swimming pools, tennis courts, racquet sports facilities, and more. Conveniently located near shopping, dining, airports, and some of Florida's most beautiful beaches, this home offers the perfect combination of comfort, convenience, and resort-style living. Don't miss this opportunity—schedule your private showing today!
Listing Agent: Chris Arata (727-415-7271)
600 S WOODLANDS DR, OLDSMAR, FL 34677
$399,000129 Days on yellowkey MLS ID: TB8488468
REDUCED by $10,999 (2.7%) on 05/30/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1952 Built: 1979Monthly Fee: $490 Tax: $4,813 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$4,813
Remarks: Virtually Staged. This beautifully updated 3-bedroom, 2-bath attached villa style home is nestled in the highly sought-after Eastlake Woodlands community, offering serene preserve views in the front from your private fenced in patio and peaceful wooded and golf course views in the back. The home features a carport with a storage closet and a thoughtfully designed split-bedroom floor plan. Recent upgrades include all-new impact windows (2023), Roof (2020) a new air conditioner (2022), new washer & dryer (2022), remodeled entryway and bathrooms (2023), new blinds (2022), and remote-controlled ceiling fans throughout (2022). The living and dining areas showcase elegant crown molding, while the updated 150-amp electrical panel ensures modern efficiency. The kitchen boasts wood cabinetry, granite countertops, a glass mosaic backsplash, and stainless steel appliances. Laminate flooring extends throughout the home, with ceramic tile in the wet areas for added durability. The spacious primary suite offers a walk-in closet, access to the bonus room, and a luxurious bath with dual sinks, wood cabinetry, granite counters, and a step-in glass shower. The third bedroom also features a walk-in closet, built-in storage, and a slider to the bonus room, while the secondary bath includes a newer tile surround for the tub/shower and a stylish vanity with a granite countertop. Dont forget the huge, expansive bonus room that adds incredible flexibility for a family room, office, or hobby space. Perfectly blending comfort and style, this home delivers move-in-ready elegance in a premier location.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Jarod Brewer (727-647-1379)
1007 STATE ST E, OLDSMAR, FL 34677
$695,00052 Days on yellowkey MLS ID: TB8513144
2 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2379 Built: 1981 Tax: $5,901 (2025)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$5,901
Remarks: Under contract-accepting backup offers. Tucked away beneath majestic oak trees on over an acre of lush Florida landscape, this one-of-a-kind Oldsmar estate offers the perfect blend of privacy, space, and convenience. If you've been searching for a private pool home with acreage, no HOA, room for all your toys, and a true Florida lifestyle, you've found it. Bring your boat, RV, camper, kayaks, golf cart, tools, and hobbies—there's plenty of room here and no CDD fees or HOA restrictions to hold you back. Every day feels like a vacation when you live in a home like this! From the moment you arrive, you'll feel the charm of Old Florida. A stunning wraparound porch, multiple sundecks, giant in ground pool and peaceful natural surroundings create a setting that feels like your own private retreat. The fenced property provides plenty of space for pets to roam, outdoor entertaining, gardening, or simply enjoying the beauty of nature right outside your door. The spacious open-concept living and dining areas are designed for both everyday comfort and memorable gatherings. The large kitchen features granite countertops, stainless steel appliances, an island overlooking the main living space, and plenty of room for family and friends to gather. Cozy up by the fireplace on cooler evenings or step outside to enjoy the screened deck overlooking your tropical backyard oasis. The large primary suite includes an ensuite bath with dual vanities, soaking tub, and a large walk-in shower. Updated bathrooms feature elegant travertine tile and granite-topped vanities, while thoughtful finishes throughout the home create warmth and character. Downstairs, the possibilities are endless. With over 1800 sq feet of workshop, garage, and flex space complete with electricity, this property is ideal for car enthusiasts, hobbyists, entrepreneurs, contractors, artists, or anyone needing substantial storage and workspace. The lower level also includes a three-car garage (one bay currently a workshop)! Step outside and embrace the Florida lifestyle. Spend sunny afternoons lounging by the pool on the paver patio, hosting backyard barbecues with family and friends, or gather around the fire pit under the stars. This fenced backyard oasis offers the perfect combination of relaxation, recreation, and privacy. Located in one of Oldsmar's beloved equestrian-friendly areas, you'll enjoy the best of both worlds—a peaceful country-like setting just minutes from everyday conveniences. Publix, shopping, restaurants, coffee shops, and entertainment are right around the corner. Outdoor enthusiasts will appreciate nearby Upper Tampa Bay Park, Mobbly Bayou Beach Park, Veterans Memorial Park, hiking trails, kayak launches, dog parks, pickleball and tennis courts, playgrounds, ziplining, and waterfront recreation throughout Tampa Bay. Golf, tennis, and pickleball lovers will appreciate being just minutes from Ardea Country Club. Commuters and travelers will love the central location, approximately 10 miles from Tampa International Airport, 13 miles from St. Pete-Clearwater International Airport, and only 16 miles from the world-famous Clearwater Beach. Properties offering this much land, flexibility, privacy, workshop space, poolside living, and convenience are incredibly rare. Come experience the lifestyle you've been dreaming about and discover why this exceptional Oldsmar property feels like home the moment you arrive. Schedule your tour today!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Courtney Stein (941-822-4080)
2009 PEPPERTREE CT, OLDSMAR, FL 34677
$364,99989 Days on yellowkey MLS ID: O6403164
REDUCED by $15,001 (3.9%) on 07/24/2026
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. New roof just placed in June 2026. Warranty 50 years. 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)
138 BLUE MARLIN DR, OLDSMAR, FL 34677
$349,900227 Days on yellowkey MLS ID: TB8452561
2 Days Off yellowkey (back on 7/1/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 2016Monthly Fee: $120 Tax: $4,005 (2025)Community: Gull-Aire VillageModular Home
Taxes:$4,005
Remarks: Under contract-accepting backup offers. Opportunities like this rarely come along. Set on a true double lot, this 2016 Skyline home offers an exceptional combination of space, privacy, and quality upgrades that are nearly impossible to replicate. With 3 bedrooms, 2 bathrooms, a one-car garage, and a massive carport with workshop, this property delivers flexibility and functionality rarely found in the community. Inside, vaulted ceilings and fresh paint create an open, airy feel, while a glass-enclosed living room addition off the dining area adds a sun-filled space perfect for entertaining or relaxing year-round. The kitchen is a showpiece, featuring custom white shaker cabinetry and stunning quartzite countertops that read more like artwork than stone. The bedroom layout provides privacy for guests, with two bedrooms sharing a full bath, while the primary suite offers a walk-in closet and a private bath with walk-in shower. Step outside and you’ll find what truly sets this property apart: rare outdoor space and privacy, enhanced by pavers ideal for grilling, gathering, and enjoying Florida living. Located in the sought-after Gull Aire community, residents enjoy a heated pool, golf-cart-friendly streets, and a vibrant social calendar featuring craft shows, dances, and live music at the community center. HOA is just $120 per month for both lots, and the land is owned—making this an exceptional and increasingly rare opportunity in today’s market. Across the street and within walking distancefrom restaurants, shopping and movies. Close to award winning golf courses, tampa international airport, beaches, recreation facilities and sporting events.
Listing Agent: Mark Fazzini (727-485-9981)
384 WINGATE CIR, OLDSMAR, FL 34677
$579,00055 Days on yellowkey MLS ID: TB8515031
REDUCED by $5,999 (1.0%) on 07/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2428 Built: 2001Monthly Fee: $100 Tax: $8,778 (2025)Community: Bay ArborSpa: NoSingle Family
Taxes:$8,778
Remarks: Nestled on a quiet street in the desirable gated community of Bay Arbor, this lovely two-story home offers 3 bedrooms, 2.5 bathrooms, two spacious bonus/great rooms, a 2-car garage, and a spectacular custom pebble tech pool with a stunning stone waterfall, pool pump 2025 and new pool filter 2025. The back yard is completely fenced and backs up to a peaceful conservation. As you enter, you'll be welcomed by charming Florida saltillo ceramic tile flooring that adds warmth and old-world Florida character throughout the main living areas. The spacious eat-in kitchen features granite countertops, abundant cabinetry with convenient roll-out trays, a huge pantry, stainless steel appliances, newer dishwasher 2022, refrigerator 2024, and lovely French doors leading directly to the beautiful screened pool area—perfect for indoor-outdoor living and entertaining with no rear neighbor’s. The first floor offers a formal living and dining room, a large family room, and a convenient powder room. Upstairs, you'll find an enormous bonus/great room that can easily serve as a media room, game room, home office, gym, or potential fourth bedroom. The oversized primary suite features a large walk-in closet and a private ensuite bath complete with a walk-in shower, garden tub, private water closet, and linen closet. Two additional bedrooms offer generous closet space and share a full hall bath with a tub/shower combination. Newer Roof (2020), Water Heater (2021), newer HVAC System (2024). In addition the house comes with hurricane shutters which are stored in the garage. Bay Arbor residents enjoy access to a community pool, playground, and beautifully maintained common areas. Conveniently located near top-rated schools, shopping, restaurants, hospitals, churches, golf courses, and Florida's award-winning beaches. Easy access to Tampa, Clearwater, St. Petersburg,and New Port Richey makes commuting a breeze. This is Florida living at its finest! Come Live the dream in Tampa Bay, Call me today!
Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)
Listing Agent: Denise Denver Samsonenko (727-452-8608)
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