Location: Oldsmar , 34677
Do Not Show Listings
316 COUNTRY CLUB DR, OLDSMAR, FL 34677
$329,00022 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$616
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
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)
202 MEADOW LN #50, OLDSMAR, FL 34677
$185,00032 Days on yellowkey MLS ID: TB8505503
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
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this well-located, offering comfort and convenience. This residence features 2 bedrooms and 2 bathrooms, providing a functional layout suitable for a variety of living needs. Ideally positioned with easy access to major roadways, the home allows for a smooth commute to nearby areas such as Tampa and Clearwater. The surrounding area offers a wide range of shopping, dining, and entertainment options. Just minutes away, you’ll find Westfield Countryside Mall, featuring a variety of retail stores and services. For travel convenience, Tampa International Airport is easily accessible. Healthcare services are nearby at Mease Countryside Hospital, adding an extra layer of convenience. Dining options in the area include well-known establishments such as Chick-fil-A and Starbucks, along with a variety of local favorites. This property presents a great opportunity to enjoy a comfortable lifestyle in a centrally located community close to everyday essentials.
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Alexandra Muneton (813-802-1677)
2024 SHEFFIELD CT, OLDSMAR, FL 34677
$260,0003 Days on yellowkey MLS ID: TB8510499
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 1986Monthly Fee: $110 Tax: $3,568 (2025)Community: Sheffield Village At Bayside MeadowsVilla
Taxes:$3,568
Remarks: Welcome home to this charming villa in the heart of Oldsmar! Light and bright with soaring cathedral ceilings, this home features laminate and tile flooring throughout along with stainless steel appliances, creating a clean and low-maintenance living space. Enjoy relaxing mornings or evenings on the screened porch overlooking your private backyard area, plus the convenience of 2 assigned parking spaces right outside your front door. Residents can enjoy the community pool, while Sheffield Park is just down the street for even more outdoor recreation. Ideally located near shopping, restaurants, the sports complex, and AMC movie theater, this villa offers comfortable Florida living in a convenient and desirable location.
Listing is courtesy of: WEICHERT REALTORS EXCLUSIVE PROPERTIES (813-426-2669)
Listing Agent: Christopher Webb (813-297-1435)
380 ROSALIND LN, OLDSMAR, FL 34677
$629,90015 Days on yellowkey MLS ID: TB8510265
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2001Monthly Fee: $100 Tax: $4,811 (2025)Community: Bay ArborSpa: NoSingle Family
Taxes:$4,811
Elementary School: Forest Lakes Elementary-PN
Remarks: One or more photo(s) has been virtually staged. Welcome to your private retreat in the gated community of Bay Arbor! Nestled on a spacious wooded homesite, this beautifully maintained two-story home offers over 3,000 square feet of thoughtfully designed living space blending comfort, privacy, and everyday convenience. Porcelain tile and wood-like flooring throughout- no carpet. From the moment you step inside, you’re greeted by soaring ceilings, an open staircase, and an abundance of natural light. The formal living and dining rooms create the perfect setting for entertaining guests or hosting holiday gatherings. At the heart of the home, the spacious kitchen with quartz countertops, stainless steel appliances and flows effortlessly into the inviting family room, all overlooking tranquil wooded views that bring a sense of peace and serenity indoors. Whether you're enjoying a quiet evening at home or entertaining, this layout was designed for both relaxation and connection. Upstairs, the primary suite serves as a true escape featuring an updated spa-inspired ensuite bath with dual sink vanity, soaking tub, and a step-in shower. Two additional generously sized bedrooms offer ample closet space and share a beautifully appointed bathroom. A large upstairs bonus room provides endless flexibility—ideal as a media room, second living area, home office, playroom, or gym. Step outside to your screened patio and enjoy the beauty of your private fenced backyard oasis surrounded by mature trees and nature views. It’s the perfect place for morning coffee, evening sunsets, or weekend gatherings. NEW A/C 2026. Located just minutes from Tampa, award-winning Gulf beaches, airports, major highways, top-rated schools, shopping, dining, and entertainment, this exceptional home offers the perfect balance of peaceful living and city convenience. Rarely does a home combine space, privacy, location, and lifestyle so effortlessly—schedule your private showing today! HOA is $600 semi-annually and includes the Community Pool and playground.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mark Fazzini (727-485-9981)
347 COUNTRY CLUB DR, OLDSMAR, FL 34677
$429,000115 Days on yellowkey MLS ID: TB8475491
REDUCED by $20,000 (4.5%) on 04/05/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1967 Tax: $1,515 (2024)Community: Oldsmar Country Club Estates Sec 1 RepSingle Family
Taxes:$1,515
Tax Year: 2024
Remarks: "Move-In Ready"... Freshly Painted and Beautifully completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with plenty of green space, fenced yard and mature landscaping. Enjoy your Florida Lifestyle with family and social gatherings within the updated interior decor or outside in the screened pool and lanai deck area. We'll look forward to your visit.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Frank Fundora (813-361-2505)
121 LOBLOLLY CT #C, OLDSMAR, FL 34677
$149,00031 Days on yellowkey MLS ID: A4692680
REDUCED by $12,900 (8.0%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1987Monthly Fee: $635 Tax: $2,263 (2025)Community: Gardens Of Forest Lakes Condo TheCondo
Taxes:$2,263
Remarks: Owner remodeled for family member but family member chose other living arrangements. Here is your chance to have a fully updated unit fit for higher end living without the cost.
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
436 LAFAYETTE BLVD, OLDSMAR, FL 34677
$700,000310 Days on yellowkey MLS ID: TB8412856
0 Days Off yellowkey (back on 6/3/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2695 Built: 1994 Tax: $10,665 (2024)Community: Oldsmar Rev MapSingle Family
Taxes:$10,665
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Must see this 4 bedroom/2.5 bath home with almost 2700 Sq/Ft on one of the highest/majestic lots in downtown Oldsmar! Relax by the wood fireplace with your family in the comfortable living room! Entertain guests, make a fire-pit area, or start your own garden in the expansive backyard with Lanai! Lot is almost a half acre! Fantastic kitchen with granite countertops, stainless steel appliances, plenty of wood cabinets/countertop space and breakfast bar! Large master bedroom with enormous walk-in closet and newly updated master bath with soaking tub, his-and-her sinks and high end stone tile throughout! Take the private glass vacuum elevator to the second floor! Also a dining area, family room and office! Some additional upgrades include: High ceilings, sprinkler system, hurricane windows, whole house instant hot water, water softener/filter system, updated flooring throughout, vinyl fencing, smart-home switches/recessed lighting, updated 2 car garage, block home. Short walk to Bicentennial Park that has a dog park, playground, tennis/basketball/pickleball courts. Also near boat launch, hiking/biking trails, library, fishing pier, museum and schools. Home had no hurricane/water damage! Oldsmar is located centrally in north Pinellas County and is a short drive to world class gulf beaches, Tampa International Airport, sporting venues, theater, shopping, restaurants and much, much more!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Dillon Currier (727-919-4214)
380 WELLINGTON AVE, OLDSMAR, FL 34677
$1,155,000421 Days on yellowkey MLS ID: TB8373443
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3420 Built: 1992 Tax: $6,112 (2024)Community: Country Club Add To Oldsmar RevSpa: YesSingle Family
Taxes:$6,112
Remarks: PRICE REDUCTION! Now priced below value, this is your chance to own this incredible Key West style pool home on an oversized conservation lot in highly desirable Oldsmar. Located on a cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to forested conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the welcoming foyer to a soaring vaulted ceiling in the great room, which also features a wood burning fireplace and two sets of French doors leading to screened back porches and beyond to a huge rear deck that spans the length of the house and overlooks the large free form pool and spa. The primary suite has two walk-in closets and a remodeled bathroom (2023) with two vanities, a whirlpool tub, tiled walk-in shower, and water closet. The remodeled gourmet kitchen (2022) features stainless steel appliances, Viking dual fuel range with pot filler and vent hood, quartz counters, plentiful cabinetry, and a large island with wine fridge and copper top (durable and naturally anti-microbial/anti-bacterial). Off the kitchen is a half bathroom, a laundry room with utility sink and extra pantry storage, and a wet bar/coffee nook with even more pantry storage. Upstairs are two spacious bedrooms, a loft/office area, and updated hall bathroom (2023). At the top of the house is a railed rooftop platform offering stunning views out to Tampa Bay. The ground floor features covered parking for at least 4 vehicles, spacious storage/workshop areas, and a garage apartment/in-law suite with a bedroom, living/game room, kitchenette, and full bathroom. The circular driveway, side driveway, and large parking pad provide abundant parking for guests, boats, RV, etc. No HOA or CDD. Oldsmar is a waterfront golf cart community known for wonderful parks, quality of life, A rated schools, and convenient access to Tampa International Airport, Gulf beaches, shopping, dining, and more. Schedule your private showing today! As an added bonus, the seller has an assumable government loan at just 2.75%! Call agent for details.
Listing Agent: James Wheeler, Pa (813-285-1229)
30 INGRID PL, OLDSMAR, FL 34677
$299,00023 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 Agent: Cathy Mccarthy (727-452-9339)
3071 HURON AVE, OLDSMAR, FL 34677
$499,90020 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
Remarks: OWNER FINANCING! Come 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 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)
278 PELICAN DR N, OLDSMAR, FL 34677
$165,000184 Days on yellowkey MLS ID: TB8453637
REDUCED by $4,900 (2.9%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1128 Built: 1985Monthly Fee: $60 Tax: $2,239 (2024)Community: Gull-Aire VillageManufactured Home
Taxes:$2,239
Remarks: Don't miss this desirable and very active community of Gull-Aire Village! This is one of the most highly sought-after 55+ communities in Pinellas County. With HOA fees at only $60/mo and the ability to rent out your home after only 1 year of ownership, the possibilities are endless. This home includes a rare LARGE GARAGE! You own your own land. The owner has just replaced the range and refrigerator! One pet-any size. You can walk to AMC Theatres, Beall's, Marshalls, Earth Fare, Pet Smart and Dollar Store. Restaurants nearby include Shaker and Peel, Craft Street Kitchen, and Eve's Family Restaurant. Just minutes to Westfield Mall, Walmart, Publix, and Countryside Hospital. About 20 minutes to the beautiful beaches of Honeymoon Island and Caladesi State Parks. Schedule your private showing today!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)
Listing Agent: Jon Dant (727-504-6727)
202 HEMINGWAY DR, OLDSMAR, FL 34677
$315,0005 Days on yellowkey MLS ID: TB8514350
INCREASED by $6,000 (1.9%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1452 Built: 1997Monthly Fee: $240 Tax: $2,197 (2025)Community: Sun Ketch Twnhms At Cypress LakesSpa: NoTownhouse
Taxes:$2,197
Remarks: AS IS – Owner selling due to health concerns! This spacious 3-bedroom, 2.5 bath, townhome in the highly desirable community of Sun Ketch Townhomes of Cypress Lakes needs some cosmetic attention, but the structure and amenities are already there: vaulted ceilings, an inside laundry room, a kitchen pantry, a walk-in bathtub in the primary bathroom, and an enclosed porch, and much more. A new A/C unit was installed in October 2017. The HOA Fee is only $240 monthly. HOA Documents are available for review - contact the listing agent.
Listing Agent: Mark Ganier (727-403-5611)
408 LAKEVIEW DR, OLDSMAR, FL 34677
$480,000106 Days on yellowkey MLS ID: TB8478309
0 Days Off yellowkey (back on 6/2/2026)
REDUCED by $19,900 (4.0%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 1983Monthly Fee: $35 Tax: $3,714 (2025)Community: Manors Of Forest Lakes TheSpa: YesSingle Family
Taxes:$3,714
Remarks: Price Reduced - This lakefront, pool home overlooks stunning sunsets and a wooded conservation area. The entire back of the house is screen enclosed, giving you plenty of space to relax or entertain while enjoying the wildlife, sunsets and sparkling lake. The beautiful pool and attached hot tub are heated for year round enjoyment. Inside are lake views in almost every room! The home has 76' water frontage but has had NO flooding and is in a NON FLOOD Zone. It features a driveway that can easily park 6 cars, rare in this neighborhood, and a 2 car garage. Also inside this split bedroom floor plan are one of a kind marble floors, newer windows, HVAC and roof and a large walk-in shower and bench seat in the primary bathroom and a jetted tub/shower in the guest bath. Located in the Forest Lakes community with only $35 monthly HOA dues, offering pool, tennis/pickleball, basketball and racquetball courts, playground and dock. The city of Oldsmar is an easy commute to Tampa and Clearwater, Honeymoon Island, Clearwater Beach and to both the Tampa and St. Petersburg Airports. Oldsmar also boasts many beautiful parks and events for the whole family and is in highly sought after school zones.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
1598 LOCKMEADE PL, OLDSMAR, FL 34677
$999,90072 Days on yellowkey MLS ID: TB8490836
2 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3300 Built: 1995Monthly Fee: $243 Tax: $8,700 (2025)Community: Aberdeen Unit TwoSingle Family
Taxes:$8,700
Remarks: Under contract-accepting backup offers. Exquisite Estate Home in the Prestigious Aberdeen Enclave of East Lake Woodlands...Located within the highly sought-after, gated community of East Lake Woodlands and the exclusive Aberdeen enclave, this beautifully appointed residence offers refined living in one of the area’s most desirable neighborhoods. Positioned on an oversized 0.33-acre cul-de-sac lot, this approximately 3,300-square-foot home blends timeless elegance, quality craftsmanship, and thoughtful design. The home welcomes you with a dramatic two-story foyer featuring a sweeping volute staircase with wood spindles. Elegant black and white Carrera marble harlequin tile flooring enhances the entry and formal dining room, while rich 8-inch distressed hickory flooring flows through the kitchen and family room. The spacious layout offers 4 bedrooms plus a dedicated study/den, 3 full bathrooms, and 1 half bath. Oversized upstairs bedrooms provide comfortable accommodations for family and guests. For added protection and efficiency, the home also features 12 newly installed impact windows across the front of the home and in all three upstairs bedrooms, providing enhanced storm protection, energy efficiency, and peace of mind. At the center of the home is a gourmet kitchen designed for both everyday living and entertaining. Features include granite countertops, a solid wood center island, custom Ash wood cabinetry, stainless steel appliances, and a Monogram four-burner gas range with griddle and vent hood. A large walk-in pantry and counter-height breakfast bar add convenience, while a stylish built-in mini bar with a wine cooler enhances the home’s entertaining appeal. A two-sided gas fireplace connects the kitchen and family room, creating a warm and inviting atmosphere. The luxurious primary suite serves as a private retreat with sliding doors opening to the patio. A grand gas fireplace with a custom mantel adds character, while the spa-inspired bathroom features dual vanities, a private water closet, a walk-in shower with dual showerheads, and a stunning clawfoot soaking tub positioned in a bay window beneath a chandelier. Expansive walk-in closets with custom built-ins complete the suite. Outdoor living is equally impressive. The backyard showcases an oversized pool with automation, solar heating, and a spillover spa with optional propane heating. Travertine pavers surround the pool area, and the covered screened patio provides multiple seating and entertaining spaces. Mature landscaping and decorative accent planters create a private resort-style setting. The irrigation system utilizes reclaimed water. Additional highlights include a barrel tile roof (2013), brick-paver driveway, oversized three-car garage, large laundry and mudroom, updated HVAC systems with UV lights (2016 and 2019), a water softener system, and a 100-gallon propane tank serving the pool, spa, and range. Most solar panels have been replaced within the past four years, and the exterior was freshly painted in 2017. This exceptional property offers a rare combination of elegance, space, and modern updates in a premier gated community. Conveniently located near top-rated schools, golf, shopping, and dining, it provides the ideal setting for both everyday living and entertaining. Schedule your private showing and experience everything this remarkable East Lake Woodlands home has to offer.
Listing Agent: Nancy Leslie (727-789-5555)
202 MARY DR #202, OLDSMAR, FL 34677
$165,00010 Days on yellowkey MLS ID: TB8512754
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1981 Tax: $3,423 (2025)Community: East Lake Woodlands CondoSpa: NoCondo
Taxes:$3,423
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to easy Florida living in the highly desirable gated community of East Lake Woodlands! This 2-bedroom, 2-bath corner-unit condominium is located on the second floor of a charming two-story building and offers a bright, open layout filled with natural light. Recent updates include luxury vinyl flooring throughout the entire condo and fresh interior paint, creating a clean and modern feel. The guest bathroom features a brand-new toilet, while the primary bathroom was partially updated approximately five years ago. The water heater was replaced in 2019. Enjoy the added privacy and extra windows that come with a corner unit, along with peaceful community surroundings. The spacious living and dining areas flow seamlessly, making the home perfect for everyday living or seasonal enjoyment. Full size washer and dryer located on the balcony closet. Residents enjoy maintenance-free living with community amenities and the security of gated access. East Lake Woodlands also offers optional membership opportunities at the newly remodeled Ardea Country Club featuring golf, tennis, pickleball, fitness center, swimming pool, dining, and social activities. Conveniently located near shopping, dining, top-rated schools, beautiful Gulf beaches, and Tampa International Airport. Whether you are looking for a full-time residence, seasonal getaway, or investment opportunity, this condo is a fantastic choice. Schedule your private showing today! Room sizes are approximate.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Iryna Karavan (727-248-7881)
634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677
$321,50074 Days on yellowkey MLS ID: TB8489706
0 Days Off yellowkey (back on 4/30/2026)
REDUCED by $3,400 (1.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1056 Built: 1985 Tax: $4,283 (2025)Community: Shoreview Phase 2 Blk 6, Lot 3Single Family
Taxes:$4,283
Remarks: Under contract-accepting backup offers. Motivated Seller! Move-In Ready Oldsmar Home! Welcome to this 3-bedroom, 2-bath home home located in the heart of Oldsmar, offering easy access to Tampa, Clearwater, Safety Harbor, and surrounding areas. This move-in ready property combines comfort, convenience, and a great outdoor living space. Inside you'll find a functional layout featuring an interior laundry area with upgraded Washer and Dryer(2023). Other recent upgrades include Refrigerator, Garbage Disposal, and Water Heater(2024) and a new Heat/Air System (2025). Granite and stainless steel in kitchen and updated Bathrooms. Step outside to enjoy a fully fenced, pet-friendly backyard designed for relaxing and entertaining. The outdoor space includes a large screened-in lanai and a spacious wood deck -perfect for barbeques, gatherings, or simply enjoying sunny Florida days. Also Minutes away from R.E. Olds Park which features an Amphitheater, Fishing pier, Picnic shelters, Playgrounds, Sand Volleyball and trails. Also occasionally through the year there are music concerts and festivals! This centrally located home offers the perfect blend of updates, outdoor living, and great accessibility. A great opportunity for buyers seeking comfort, convenience, and a welcoming place to call home. Property also remained safe and dry during the most recent Hurricanes and has never had any flooding issues in prior years either! Schedule your showing today!
Listing is courtesy of: AMERICAN HERITAGE REALTY, INC. (727-726-7272)
Listing Agent: Catherine Katopis (727-656-6862)
137 BRENT CIR, OLDSMAR, FL 34677
$774,90071 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)
219 BAY ARBOR BLVD, OLDSMAR, FL 34677
$550,00050 Days on yellowkey MLS ID: TB8498550
REDUCED by $10,000 (1.8%) on 06/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1873 Built: 2000Monthly Fee: $100 Tax: $7,973 (2025)Community: Bay Arbor Unit 1ASingle Family
Taxes:$7,973
Remarks: Mrs. Clean lived here!! This beautiful home is ready for its new owners! Vaulted ceilings and an open floorplan welcome you as you step inside. The Living Room is HUGE, a wonderful place for family gatherings and entertaining for holidays and parties. The large Kitchen opens up to the Living Room for an expansion on entertaining space, featuring solid wood cabinets, matching Stainless Steel Frigidaire Appliances, and a large Breakfast Nook. The Formal Dining Room is set right across from the Kitchen, and is the perfect space for formal gatherings and family dinners. It even has a 4.5' x 2.5' nook that would house a China Cabinet or dry bar if desired. This home offers a split plan, providing maximum privacy to the Master Suite, as well as to the "Guest Wing" and other guest bedrooms. The Master Bedroom features a walk-in closet, access to the back patio, and a large en-suite Bathroom with dual vanities, a jetted tub and a standing shower. The "Guest Wing" or "Home Office Wing" is a wonderful layout to suit any needs. It has a bathroom located right off of the Bedroom, and is set apart from the rest of the bedrooms for added privacy. The other 2 Bedrooms are Jack-and-Jill style, both accessing the 3rd Full Bathroom. Large sliders in the Living Room open up to the peaceful back patio, laced in Slate Tile and fully covered. This space is a sanctuary, overlooking a small pond and greenery instead of facing a rear neighbor. The sun rises in the front of this home, so it is easy to enjoy your morning coffee at sun-up, as well as enjoy the sunsets thanks to the shade provided by the natural greenery. The Roof and Water Heater are NEW 2022, and the A/C was replaced in 2021! LOW HOA FEES only $100/month. This community is gated, with a playground and a community pool, as well as sidewalks for your morning jogs or evening walks! What's not to love?? Move right in and make this home your own!! Only a 30-minute drive to Tampa Int'l Airport, a 25-minute drive to Honeymoon Island, and just minutes from shopping, dining, and all you need to live your Florida dream to its fullest! Located in X Zone! That's right, NO FLOOD ZONE!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Jessica Jurek (727-487-4957)
145 BLUE MARLIN DR, OLDSMAR, FL 34677
$199,900479 Days on yellowkey MLS ID: TB8345454
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1504 Built: 2006Monthly Fee: $70 Tax: $1,377 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$1,377
Remarks: PRICED FOR IMMEDIATE SALE. The Time is NOW to own your place in the Florida sun and get the MOST for your money. This contemporary residence offers the perfect blend of luxury and comfort, whether you're looking for a permanent home or a winter getaway. Enjoy modern conveniences like the island kitchen, vaulted ceilings, a front-loader full-size washer and dryer, electric window blinds, and a newer roof and A/C system (both under warranty). Most of the windows have been upgraded to impact-rated thermal units that carry a lifetime warranty. The large two-car carport, double-wide driveway, and expansive golf cart garage (8' x 16') with two lofts offer plenty of room for storage and hobbies, making it ideal for any enthusiast. Built in 2006, this home stands out as one of the newer and elevated properties in the highly sought-after Gull-Aire Village. This vibrant 55+ RESIDENT OWNED, active community offers a low monthly fee of just $70, and you can bring your pet to enjoy all the fantastic activities and amenities the park has to offer. This home has NEVER had any water intrusion. Discover the charm of Gull Aire Village today. Golf cart and pet friendly. Great community pool and recreational facility. DON'T LET THE OPPORTUNITY GET AWAY.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Jamie Everett (727-409-7242)
256 CYPRESS LN, OLDSMAR, FL 34677
$160,000269 Days on yellowkey MLS ID: TB8417068
0 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1053 Built: 1980Monthly Fee: $535 Tax: $2,500 (2024)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,500
Remarks: Under contract-accepting backup offers. Lowest priced condo with updates in Eastlake Woodlands! Experience Eastlake Woodlands Country Club living at its finest in this beautifully updated Cypress Estates condo. Wake up to serene LARGE POND VIEW from your private, screened balcony—your morning coffee spot or evening retreat. Step inside to a bright, airy split floor plan where the spacious primary suite offers TWO WALK IN closets and exceptional storage. The kitchen is a true gathering space with ALL NEW STAINLESS STEEL APPLIANCES, a cozy eat-in nook, and a sleek high-top counter—perfect for casual dining, entertaining guests, or lining with stylish bar stools. MORE NEW UPDATES throughout include NEW FLOORING, NEW ELECTRIC PANEL, UPDATED BATHROOMS, HOT WATER HEATER and more! WASHER & DRYER are included, making the move-in process seamless. Just two blocks from the country club and steps to the golf course, this home places you in the heart of an active, friendly community. Enjoy a refreshing swim in the sparkling community pool that is steps away, take advantage of ample guest parking, and explore nearby shops and restaurants—all just minutes away. With a low HOA and a motivated seller, this is your chance to own a piece of one of Eastlake’s most desirable neighborhoods.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-282-1788)
Listing Agent: Tiffany Spyridakos (727-641-9869)
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