Location: Oldsmar
Do Not Show Listings
380 WELLINGTON AVE, OLDSMAR, FL 34677
$1,155,000462 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,112
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
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 is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: James Wheeler, Pa (813-285-1229)
470 HICKORYNUT AVE, OLDSMAR, FL 34677
$765,000128 Days on yellowkey MLS ID: TB8485715
REDUCED by $30,000 (3.8%) on 05/08/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2922 Built: 1987Monthly Fee: $110 Tax: $10,515 (2025)Community: East Lake WoodlandsSpa: YesSingle Family
Taxes:$10,515
Elementary School: Forest Lakes Elementary-PN
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Located inside the highly desirable gated community of East Lake Woodlands, this spacious 4-bedroom, 2.5-bath residence offers an expansive 2,922 sq ft of living space on an oversized lot with peaceful water views. Step inside to soaring ceilings and an open, light-filled floor plan designed for both everyday living and entertaining. The home features expansive living areas including a formal living and dining room and a large family room with fireplace. New Luxury Vinyl Plank flooring installed in 2026 runs throughout the main living areas, creating a modern and cohesive look, while new carpet installed in 2026 adds comfort to the guest bedrooms. The updated kitchen features granite countertops and stainless-steel appliances, flowing seamlessly into the main living space and breakfast area—perfect for gatherings and everyday living. The spacious primary suite offers direct access to the pool area along with a private bath and generous closet space. Enjoy Florida living at its best with a screened pool and lanai overlooking a tranquil pond, providing both privacy and relaxing water views. The home also features fresh exterior paint completed in 2026 and a 3-car garage, all situated on a generous homesite within this established golf-course community. Residents of East Lake Woodlands have the option to join the Ardea Country Club, a recently renovated club offering two championship golf courses, tennis and pickleball courts, fitness facilities, resort-style pool, and multiple dining venues. The club provides a vibrant social calendar and family-friendly amenities, creating a true country club lifestyle right inside the community. Located just minutes from shopping, dining, top-rated schools, and major commuter routes, this home offers convenient access to Tampa International Airport, Gulf beaches, and the best of the Tampa Bay area. Close to all the Tampa Bay Area has to offer; Championship golf courses, Tampa International Airport, NHL, NFL, MLB events, Grand Prix, PGA events, fine dining, concerts, parks, biking trails, BMX events, and more. Begin Your Paradise Life Today.
Listing is courtesy of: PARADISE LIFE REALTY (727-698-2996)
Listing Agent: Lou Tutko (727-698-2996)
1705 IRONWOOD CT E, OLDSMAR, FL 34677
$320,000126 Days on yellowkey MLS ID: TB8486052
REDUCED by $10,000 (3.0%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1973 Tax: $1,600 (2025)Community: Harbor Palms-Unit SixSingle Family
Taxes:$1,600
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully renovated 2-bedroom, 2-bathroom home—perfect for first-time buyers or those looking to downsize without sacrificing comfort. The stunning kitchen, remodeled last year, features elegant quartz countertops and new stainless steel appliances, creating a modern and inviting space for cooking and entertaining. Just off the kitchen, you'll find a very spacious area that can easily serve as a family room, home office, or versatile flex space to suit your lifestyle. Step outside to enjoy the large backyard—perfect for relaxing, gardening, or hosting gatherings. Situated on a quiet street, this cozy yet stylish home is truly move-in ready. According to the owners, the A/C was replaced in August 2018 and the roof was replaced in June 2025, providing added peace of mind for the new owner. Don’t miss this opportunity to own a beautifully updated home with modern finishes and plenty of space to enjoy.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Aned Pantoja (813-264-7754)
116 BRENT CIR, OLDSMAR, FL 34677
$450,000184 Days on yellowkey MLS ID: TB8462407
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2004Monthly Fee: $473 Tax: $6,941 (2024)Community: Seaside EstatesTownhouse
Taxes:$6,941
Remarks: Elevated Gated Community. WATERFRONT 3 bedrooms, 3 full baths plus a tandem 2-3 car garage with sliders to a first, second and third floor patios, the patios overlook the dock and boat slip that come with the townhome. The kitchen is open to the dining and family rooms. One bedroom and full bath is located on the main level, while the master suite, and the 3rd bedroom both with full bathrooms are located on the top floor along with the laundry closet. The oversized master features two walk-in closets and floor to ceiling windows with sliders out to one of two private balconies in the home. The master bath has a walk-in shower, garden tub, and dual sinks. High ceilings throughout the home. A must see! Seller is motivated! LET'S MAKE A DEAL!
Listing Agent: Michele Miklinski (727-204-0495)
50 WOODLAKE PL, OLDSMAR, FL 34677
$210,00067 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
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 Agent: Karen Sewell (727-542-4467)
606 CABERNET WAY, OLDSMAR, FL 34677
$339,90051 Days 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)
402 SHORE DR W, OLDSMAR, FL 34677
$849,000122 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)
105 MOBBLY BAY DR, OLDSMAR, FL 34677
$1,224,90057 Days on yellowkey MLS ID: TB8507261
0 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3941 Built: 2013Monthly Fee: $183 Tax: $9,020 (2025)Community: Estuary Of Mobbly BaySpa: YesSingle Family
Taxes:$9,020
Remarks: Under contract-accepting backup offers. Discover an extraordinary tropical sanctuary within the exclusive gated enclave of The Estuary of Mobbly Bay, where timeless elegance meets the serenity of Florida coastal living. Surrounded by lush professional landscaping & stunning custom architecture, this exceptional turn-key executive residence offers an elevated lifestyle designed for luxurious entertaining & peaceful everyday living. This beautifully appointed 5-bedroom, 4-bath custom-built home showcases impeccable craftsmanship & sophisticated design throughout. From the impressive solid wood front door to the soaring 9½-ft ceilings, graceful arched doorways, designer light fixtures, plantation shutters, crown molding, & exquisite designer tile flooring, every detail has been thoughtfully curated to create a refined yet welcoming atmosphere. Additional upgrades include new carpeting, ceiling fans, ample walk-in & built-in closets, window treatments throughout, & irrigation system on reclaimed water. At the heart of the home lies a spectacular chef’s kitchen featuring rich granite countertops, 42" cabinetry with crown molding, custom pull-out drawers, designer tile backsplash, stainless undermount sink, spacious center island, breakfast bar, butler’s pantry & walk-in pantry. Premium KitchenAid appliances, including a gas cooktop & built-in convection oven with microwave complete this exceptional gathering space. The open-concept family room flows seamlessly from the kitchen & is anchored by a striking linear built-in electric fireplace, creating a warm & sophisticated focal point. Elegant formal living & dining areas provide the perfect backdrop for entertaining, while French doors open to the breathtaking outdoor retreat beyond. Step outside & experience your own private resort-style paradise. The expansive pavered lanai surrounds a sparkling heated pool w/ a PebbleTec finish, sun shelf, soothing infinity spa & cascading waterfall, creating a tropical oasis ideal for entertaining or quiet relaxation. Cascading, custom-built waterfall plus two natural gas fire bowls flanking the spa create a unique nighttime experience. Additional upgrades include a new pool pump, natural gas Rinnai instant hot water heater, gas pool heater installed in 2025, pavered driveway, HVAC 2021 & a spacious 3-car garage featuring a brand-new, professionally coated floor finish. The luxurious primary suite serves as a peaceful retreat, highlighted by a stunning board-and-batten accent wall, enormous walk-in closet with custom built-in cabinetry & a spa-inspired bath featuring dual granite vanities with undermount sinks, private water closet, luxurious soaking tub & an oversized walk-in shower. Upstairs, an impressive 685-square-foot bonus area offers exceptional flexibility & privacy, complete with a private bedroom & full bathroom, making it ideal for a luxurious guest suite, theater room, playroom, private guest retreat or additional entertaining space. Perfectly positioned in the heart of Tampa Bay, The Estuary at Mobbly Bay offers convenient access to Tampa, St. Petersburg, local Gulf beaches & Tampa International Airport while maintaining the tranquility of a nature-inspired waterfront community. Residents enjoy proximity to exceptional dining, shopping & three beautiful parks located less than a mile away, including Bicentennial Park, R.E. Olds Park & Veterans Memorial Park. This rare offering captures the essence of luxury Florida living at its finest.
Listing Agent: Jason Bandy (727-215-5760)
340 CANAL WAY, OLDSMAR, FL 34677
$168,000112 Days on yellowkey MLS ID: TB8491525
REDUCED by $8,000 (4.5%) on 05/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1993Monthly Fee: $50 Tax: $2,288 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,288
Remarks: Welcome to easy Florida living in the sought-after 55+ community of Gull-Aire Village in Oldsmar. This well-maintained 2BR/2BA home offers a comfortable, open layout with updated flooring, a spacious living area, and a split-bedroom floor plan that gives both you and your guests privacy. The kitchen and bathrooms are clean and functional with room to make it your own, making this a great opportunity to move right in and update over time to your style. Enjoy the benefits of a covered carport, extra storage, and low-maintenance living in a community where neighbors know each other and there’s always something to do. Gull-Aire Village is a resident-owned 55+ community featuring a clubhouse, heated pool and spa, fitness center, shuffleboard courts, and a full calendar of social activities. Conveniently located near shopping, dining, Gulf beaches, Tampa International Airport, and major highways—everything you need is close by. Land-owned with no lot rent—perfect for a full-time residence or a seasonal Florida escape.
Listing is courtesy of: ACROPOLIS REALTY GROUP LLC (315-396-0493)
Listing Agent: Sal Degaetano (315-396-0493)
705 SHORE DR E, OLDSMAR, FL 34677
$158,990207 Days on yellowkey MLS ID: TB8458306
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2155 Built: 1974 Tax: $5,427 (2025)Community: Tampashores Bay SecSingle Family
Taxes:$5,427
Remarks: Short Sale. Short Sale - Listed price has not been negotiated or approved by the current lender. There is a possibility the list price will not be the accepted contract price. Enter at your own risk. Mold and water damage throughout the property from hurricane flooding. The roof needs to be replaced. The pool caved in from flooding. Walls, and appliances need to be replaced. The only good thing about the home is that two new A/C units have been installed, since the flooding occurred. The home needs a complete rehab. We will be looking for highest and best offers once the property is listed for 10 days.
Listing is courtesy of: GREAT AMERICAN REALTY (813-961-9661)
Listing Agent: Michele Martinez (813-961-9661)
123 DOLPHIN DR S, OLDSMAR, FL 34677
$259,900247 Days on yellowkey MLS ID: TB8447450
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1984Monthly Fee: $60 Tax: $419 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$419
Remarks: Beautiful remodeled home. Move in ready. Plantation shutters thoughout. All new porcelain tile, new appliances. Freshly painted inside and out. Tiled kitchen with open shelving with large corner windows that allow for the light to fill the room. Spacious living and dinning room with a open floor plan. Primary bedroom has adjoining ensuite with bay windows and walkin closet. Guest Bedroom is also spacious with a walkin closet. Good size laundry room with washer and dryer is inside house. The HOA fee is only $60 monthly and you own the land. Great location and there is a community club house and pool.
Listing is courtesy of: PAM RYAN REALTY INC (727-442-2822)
Listing Agent: Ruthann Underwood (727-743-7784)
124 LOBLOLLY CT #D, OLDSMAR, FL 34677
$155,000122 Days on yellowkey MLS ID: TB8487484
REDUCED by $5,000 (3.1%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1986Monthly Fee: $665 Tax: $2,239 (2025)Community: Gardens Of Forest Lakes Condo TheCondo
Taxes:$2,239
Remarks: Unit tottaly Renovated New Kitchen Bath Bathrooms and flooring at the Garden of Forest lakes 2 Bedroom 2 bath
Listing is courtesy of: LYN PROPERTIES (813-951-3083)
Listing Agent: Meir Barack (813-951-3083)
106 LAKESIDE CT, OLDSMAR, FL 34677
$158,000470 Days on yellowkey MLS ID: TB8350281
REDUCED by $2,000 (1.3%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $2,932 (2024)Community: East Lake Woodlands CondoCondo
Taxes:$2,932
Remarks: Great Value!! This Condo is located within the Gated community of East Lake Woodlands. This unit is on the second floor and features an eat in kitchen, living/dining room with sliders out to the screened lanai, split bedroom plan, the primary suite has a walk-in closet, a secondary closet and a linen closet. The primary bath has a step in shower. The guest suite has a bath off the hallway. The laundry closet is located on the lanai & includes a washer/dryer. Covered parking 1 space under carport. Unit is located across from the Pool! This unit needs your attention & priced to offset reno to make it your own. Great rental, primary residence or winter getaway..No waiting period for a buyer to rent the condo. Excellent opportunity!
Listing is courtesy of: TAMPA BAY SIGNATURE PROPERTIES, LLC (727-692-2847)
Listing Agent: Christi Watson (727-692-2847)
103 CUTLASS WAY, OLDSMAR, FL 34677
$345,000144 Days on yellowkey MLS ID: TB8479354
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1392 Built: 2016Monthly Fee: $255 Tax: $6,017 (2025)Community: Hayes Park VillageSingle Family
Taxes:$6,017
Remarks: Welcome to this impeccably maintained 3 bedroom, 2.5 bath residence in the highly sought-after Hayes Park Village in Oldsmar. Offering approximately 1,392 square feet of thoughtfully designed living space, this home showcases a beautifully renovated kitchen with contemporary finishes, ceramic flooring on the first floor, and carpet flooring on the second floor. The split-bedroom floor plan and abundant natural light create a bright, open atmosphere that is both welcoming and functional. Step outside to a covered porch overlooking a breathtaking pond and a serene conservation area behind it —providing exceptional privacy. Combining generous living space, peaceful privacy, and an unbeatable location, this exceptional home is ready to welcome YOU!
Listing is courtesy of: FLORIDA COMMERCIAL GROUP (813-935-9600)
Listing Agent: Leyla Mohebbi (813-359-7999)
124 LOBLOLLY CT #H, OLDSMAR, FL 34677
$157,000126 Days on yellowkey MLS ID: TB8481313
REDUCED by $3,000 (1.9%) on 05/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1986Monthly Fee: $666 Tax: $2,517 (2025)Community: The Gardens Of Forest Lakes CondoCondo
Taxes:$2,517
Remarks: Investor-friendly opportunity: This turn-key property currently has a cash flowing year-long tenant in place, making it an excellent 1031 exchange option for investors seeking immediate rental income with a low-maintenance property. Welcome to this beautifully fully remodeled 2-bedroom, 2-bathroom condo located at 124 Loblolly Ct, Unit H in desirable Oldsmar. This move-in-ready home has been thoughtfully updated from top to bottom, featuring brand new carpet, fresh interior paint, and new appliances, creating a clean and modern living space ready for its next owner. The spacious layout offers comfortable living with two well-appointed bedrooms, including a primary suite with a private bathroom. The open living and dining area provides a comfortable setting for relaxing or entertaining, while the fresh upgrades throughout give the home a bright, refreshed feel. Located in a quiet, well-maintained community, residents enjoy the convenience of nearby parks, swimming pool, playground, tennis, basketball and racquetball courts, shopping, dining, and easy access to major commuting routes. The location provides quick connectivity to both Tampa and Clearwater, while still enjoying the charm and waterfront lifestyle of Oldsmar along Tampa Bay. Whether you're looking for an investment property or a future personal residence, this fully updated condo offers comfort, convenience, and long-term value in a highly desirable Tampa Bay location.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Nikki Pagoria (314-221-6810)
140 BRENT CIR, OLDSMAR, FL 34677
$565,000259 Days on yellowkey MLS ID: O6357016
REDUCED by $35,000 (5.8%) on 04/11/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1791 Built: 2002Monthly Fee: $475 Tax: $3,527 (2024)Community: Seaside EstatesTownhouse
Taxes:$3,527
Remarks: Seller Motivated! Asking price is under last appraisal value. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common area and boat docks. This unit owns Slip 12, with a cover and brand new $17,000 boat lift. One of two grandfathered in with covered biminy top. Stainless Steel appliances, wood flooring, renovated spare bathrooms, and spacious balconies from the great room, and the primary bedroom as well. A wood burning fireplace is also located in the primary bedroom for those cosy nights overlooking the water. The spacious floor plan beautiful water views. Seaside estates is a golf cart-friendly community, offering amenities such tennis and pickelball courts, a swimming pool and Jacuzzi. There is a dock area that offers fishing opportunities and houses the particular residents that own boat docks. Located on a few minutes away from waterfront public parks, recreational facilities, and restaurants. 20 events annually are hosted by the community annually, with monthly dinners strategically planned around the scenic Tampa Bay. This neighborhood is just minutes from downtown Oldsmar and Safety Harbor which have a variety of restaurants, nightlife, street and music festivals, walking and biking trails, kayaking, Seaside estates is also pet friendly. 20 min to Caladesi State Park and the pristine Honeymoon Island and 20 minutes to Tampa Airport and 30 minutes to downtown Clearwater. Come take a look at this waterfront gem. Some of these photos have been virtually staged.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Nicci Meyer, Pa (407-913-1131)
207 CYPRESS LN, OLDSMAR, FL 34677
$180,000101 Days on yellowkey MLS ID: TB8492844
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,309 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,309
Remarks: First-floor 2-bedroom, 2-bathroom condo located in the East Lake Woodlands community in Oldsmar. This pet-friendly unit offers a peaceful pond view and a comfortable, functional layout. The living room and kitchen feature updated luxury vinyl flooring, creating a clean and cohesive living space. The primary bedroom includes two walk-in closets, private access to the enclosed Florida room, and an updated en-suite bathroom. All windows have been upgraded for efficiency and durability, including hurricane impact windows throughout the main living areas and double-pane Low-E windows in the Florida room. The AC was replaced in 2023, and the washer and dryer are approximately 3 years old. The enclosed Florida room overlooks the pond and offers a comfortable space to relax and enjoy nature and the Florida weather. Just outside, the patio features updated pavers installed in 2023, adding to the outdoor usability and appeal. The HOA covers water, sewer, trash, exterior maintenance including the roof, and common areas, making upkeep simple. Residents also have access to a heated community pool. The unit includes an assigned covered parking space. Located near East Lake Woodlands Country Club, which offers optional memberships with access to golf courses, tennis courts, fitness facilities, dining, and social events. Conveniently located near shopping, dining, and major roadways, this condo offers low-maintenance living in a well-kept community.
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Scott Mayhew (617-631-4060)
113 NINA WAY #113, OLDSMAR, FL 34677
$199,900478 Days on yellowkey MLS ID: TB8366634
REDUCED by $25,100 (11.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979 Tax: $2,895 (2024)Community: East Lake Woodlands CondoSpa: NoCondo
Taxes:$2,895
Remarks: Here is your opportunity to purchase a great condo in the popular East lake Woodlands development. This beautiful 2 bedroom, 2 full bath condo has plentiful closet space, the primary bedroom has 3! Unit has its own washer and dryer located in the enclosed porch just off the living room. All furniture is included! Both bathrooms have been remodeled along with the kitchen. The kitchen has quartz countertops, new cabinets and stainless appliances. You also get one covered parking spot under the carport. Plenty of guest parking. Walking distance to the pool. Close to schools, shopping, dining and the movie theaters. New acrylic windows and new screens will be installed on the porch by the end of May.
Listing is courtesy of: BRICK HOUSE REALTY SERVICES (727-804-4992)
Listing Agent: Joe Courey (727-804-4992)
343 SHORE DR E, OLDSMAR, FL 34677
$399,00092 Days on yellowkey MLS ID: TB8498400
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1169 Built: 1958 Tax: $2,652 (2025)Community: Oldsmar Country Club Estates Sec 1Spa: NoSingle Family
Taxes:$2,652
Remarks: Some photos have be virtually staged. Beautifully renovated 3 bedroom 2 bath in desirable Oldsmar neighborhood. Spacious floorplan with a large living area at the front allows flexibily for furniture. The kitchen has a modern feel with and all appliances. Both baths have been tastefully upgraded in a contemporty style and home is move in ready. Convenient inside laudry room is a special feature. You'll love the separate shed and large yard. This home is conveniently located by 2 parks and a public boat ramp.Restaurants, shopping and airport are nearby for your convenience.
Listing is courtesy of: MURRAY BELL REAL ESTATE LLC (813-629-8202)
Listing Agent: Jenny Meers (813-748-8112)
347 CANAL WAY, OLDSMAR, FL 34677
$199,000273 Days on yellowkey MLS ID: TB8436926
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1980Monthly Fee: $60 Tax: $2,609 (2024)Community: Gull-Aire VillageMobile Home
Taxes:$2,609
Remarks: HUGE Price DROP!! Welcome to Gull-Aire Village, a 55+ PET-Friendly and Golf Cart Friendly community in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, meaning YOU OWN THE LAND! not just the home. A Very unique property with No rear neighbors. This home comes FULLY FURNISHED! and Features A NEWER ROOF (only 3yrs Old) Newer WINDOWS and Doors, New Flooring(2025) and Vapor Barrier (2025) New Water Heater(2025) Newer AC(2022) Newer Samsung Washer and Dryer(2024) This 2-bedroom, 2-bath home is situated on a serene canal view lot and offers the perfect blend of comfort, convenience, and Florida charm. Inside, you'll find a bright and spacious living area, a functional kitchen with plenty of cabinet space, and a screened Florida room where you can relax and enjoy peaceful water views. Split bedroom plan, the primary bedroom features an En-Suite bath, and one additional bedroom for guests, hobbies, or a home office. Beautifully landscaped. Air conditioned Florida room that is not included in the square footage 14 x15. Additional glass enclosed porch on rear of home 10 x14. Good sized utility too. With a Low-cost monthly HOA fee of Only $60 a month, it’s an affordable option for those seeking an active lifestyle. Community amenities include a Heated Pool, Spa, Active Clubhouse with a Library and Pool Table, Shuffleboard courts, Bocce ball court and a calendar of Social Events. Just cross the street and there are wonderful Restaurants, Shopping, and a movie theater! You can walk to AMC theatres, Beall’s, Marshall’s, Dollar Store and Restaurants. Just minutes to Westfield Mall, Target, a Super Walmart, Publix and Countryside Hospital. A walking/running/biking trail is located adjacent to Canal Way, which takes you directly to picturesque Sheffield Park, which is a lovely place with trails to walk, play disc golf, PICKLEBALL, or go to the Dog Park. There is also a playground for the grandkids. You can walk along the path of the Tarpon outfall canal, on the west edge of Gull-Aire Village, and enjoy all the Florida wildlife, including the occasional Manatee sighting. Very Close to Dunedin and Safety Harbor! Less than 30mins to Tampa International Airport. Only 20 minutes to Honeymoon Island Beach and Caladesi State Parks. Come Enjoy the Florida Life-Style with this Low Maintenance home!!
Listing Agent: Asher Walli (727-744-7466)
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