Oldsmar FL Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
2,230
Status:
NEW LISTING
MLS#:
TB8461950
Type:
Townhouse
Subdivision:
Bayside Terrace
Lot size:
0.05 Acres
Year built:
2019
A broker reciprocity listing Courtesy: RE/MAX REALTEC GROUP INC 727-789-5555
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ADDITIONAL INFORMATION

Experience coastal luxury and step into a lifestyle of refinement in this stunning 3-bedroom, 2.5-bath, 2 car garage townhome, nestled within the impressive gated waterfront enclave of Bayside Terrace! Curb appeal draws you into an open-concept layout designed for seamless entertaining with 10’ ceilings and beautiful tile flooring. The gourmet kitchen is a showstopper, featuring tons of cabinets, endless gorgeous granite counters, top of the line appliances and a large center island. A butler’s pantry and a huge walk in pantry complete the kitchen. Enjoy casual meals at the breakfast bar and formal meals in the dining room, which is open to the living room. The great room is just perfect for entertaining large or small gatherings and is open to the screened lanai, where you can enjoy your morning coffee or a cocktail after dinner. Upstairs, you’ll find three well-appointed bedrooms, two full bathrooms, and a versatile loft area perfect for a home office, fitness space, or secondary living room. Plantation shutters grace the upper level, and ceiling fans are installed in every room. The primary suite features elegant tray ceilings and expansive his-and-hers walk-in closets, while the en suite bathroom offers dual vanities and a spacious walk-in shower. The guest bedrooms each include walk-in closets, and the guest bath is finished with granite countertops. An upstairs laundry room makes laundry day a breeze and adds everyday convenience. The desirable two-car garage includes durable epoxy flooring and custom built-in shelving. Low monthly maintenance fees cover cable and high-speed internet in addition to water, sewer and trash for added ease of living. Ideally located, Bayside Terrace offers quick access to Tampa, major highways, top-rated schools, dining, and shopping—along with spectacular sunrise and sunset views over the water. Flood insurance is required and can be assumable from the current owners at an affordable price. Experience true resort-style living with premier amenities including a clubhouse, a breathtaking saltwater infinity pool overlooking Tampa Bay, a gas fire pit, fully equipped fitness center, fishing pier, and kayak launch—all just steps from your door! Don’t miss the opportunity to enjoy waterfront resort living every day—schedule your private showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,856
Status:
NEW LISTING
MLS#:
TB8459951
Type:
Single Family
Subdivision:
Eastlake Oaks Ph 4
Lot size:
0.17 Acres
Year built:
2001
A broker reciprocity listing Courtesy: KELLER WILLIAMS SOUTH TAMPA 813-875-3700
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ADDITIONAL INFORMATION

Welcome to this Eastlake Oaks 4-bedroom, 3-full bath home with a dedicated office, 3-car garage, and screened-in lanai. Newer A/C 2023. The covered front porch features graceful arches and recessed lighting, creating a sheltered and welcoming entry. Double doors open to a two-story tiled foyer with clear sight lines into the living and dining areas, giving a bright first impression and a defined transition into the home. The living room is light-filled and inviting, with soft neutral carpeting, light walls, and an arched window that adds architectural character. The open layout flows seamlessly into the dining area, providing flexibility for everyday living or entertaining. The dining area is bright and open, accented by a modern chandelier and natural light, and connects easily to both the living room and kitchen. The kitchen is functional and well-laid out, featuring stainless steel appliances, an electric range, a built-in microwave, granite countertops, pantry storage, and a breakfast bar that opens into the family room. A sunny breakfast nook adds casual dining space and enhances the flow between the kitchen and living areas. The family room offers a relaxed gathering space with a fireplace, ceiling fan, and sliding glass doors to the screened lanai, creating easy indoor-outdoor living and a relaxing pond and nature view. A dedicated home office includes a window, ceiling fan, making it ideal for remote work or flexible use. The first-floor bathroom features a tiled walk-in shower, single-sink vanity, neutral finishes, and a window for natural light. Its location is near the living areas and laundry room which adds everyday convenience. The first-floor laundry room includes a full-size washer and dryer, tile flooring, a utility sink, and open wire shelving. Located just off the main living areas with easy garage access, it keeps household tasks organized and out of sight. The carpeted staircase to the upper level features wood handrails and balusters and is accessible from both the foyer and kitchen, maintaining an open, connected flow. Upstairs, the primary bedroom provides a comfortable retreat with soft carpeting, neutral tones, a ceiling fan, and a large window for natural light. An arched entry leads to the en-suite bathroom, a built-in closet, plus a generous walk-in closet with wraparound storage and flexible organization. The primary bathroom includes tile flooring, a glass-enclosed shower, a soaking tub beneath a window, a long dual-sink vanity with ample storage and counter space, and a private water closet. Three additional upstairs bedrooms provide comfortable, flexible living space, each with carpeting, closet storage, and natural light, and are conveniently located near the upstairs full bath. The third upstairs bathroom features a tub/shower combination with a tile surround, a single-sink vanity, a large mirror, tile flooring, and a window bringing in natural light. The screened-in lanai with a pond and nature view extends the living space outdoors and is ideal for relaxing, dining, or enjoying backyard views. Finished with tile flooring and a ceiling fans, it’s perfect for morning coffee or evening downtime. Community amenities include a pool, playground, parks with tennis courts, basketball court, baseball field, and many walking trails. Shopping, dining, a movie theater, medical facilities, and area airports are all within easy reach.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,098
Status:
NEW LISTING
MLS#:
TB8462812
Type:
Single Family
Subdivision:
Bayside Meadows-phase I
Lot size:
0.17 Acres
Year built:
1984
A broker reciprocity listing Courtesy: BAYSIDE PROPERTY MGMT. & REAL 727-940-5026
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ADDITIONAL INFORMATION

Beautifully updated 3 bedroom, 2 bathroom home in a fantastic central location! This move-in ready property features fresh paint and new luxury vinyl plank flooring throughout. Enjoy cooking in a brand new kitchen with stylish shaker cabinets offering lots of storage and brand new stainless steel appliances, perfect for everyday living and entertaining. Both bathrooms have been completely remodeled with modern finishes. Major updates include a NEW 2025 ROOF for added peace of mind. Step outside to a freshly painted patio deck with awning cover, ideal for relaxing or hosting guests, and a fully fenced backyard offering privacy and versatility. Conveniently located across the street from multiple shopping centers and restaurants, with easy access to dining, retail, and everyday amenities. A must-see! Schedule your showing now!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,026
Status:
NEW LISTING
MLS#:
TB8462594
Type:
Single Family
Subdivision:
Bay Arbor Unit 1a
Lot size:
0.14 Acres
Year built:
2000
A broker reciprocity listing Courtesy: DALTON WADE INC 888-668-8283
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ADDITIONAL INFORMATION

Welcome to 220 Bay Arbor Blvd! Located in the gated Bay Arbor community, this renovated 3 bedroom 2 bath home features a flexible layout, including an en-suite office with built in storage. Bay Arbor offers a community pool, playground and a close knit neighborhood feel. Recent updates include a new roof 2020, HVAC 2019, water heater 2018, and vinyl privacy fence. 2025 fully renovated kitchen. 2024 is well appointed with quartz countertops, an oversized island, Frigidaire Professional appliance suite 2024. 42" solid wood cabinets with soft close doors, pull out lower drawers and a custom Venetian plaster vent hood. The living area features a built in electric fireplace with storage, and premium carpet installed in 2024 in the secondary bedrooms. Zoned for A rated schools Forest Lakes Elementary, Carwise Middle, and East Lake High School. Move in ready and conveniently located in the heart of Oldsmar. Don't miss this one as it won't last !!!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,094
Status:
NEW LISTING
MLS#:
TB8459093
Type:
Condo
Subdivision:
East Lake Woodlands Condo
Lot size:
5 Acres
Year built:
1979
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY- PALM H 727-772-0772
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ADDITIONAL INFORMATION

Welcome home to this beautifully updated second-floor condo located within the highly sought-after East Lake Woodlands, a gated community known for its serene setting and resort-style lifestyle in Oldsmar. From the moment you step inside, you’ll appreciate the abundance of natural light that fills the space, creating a bright, airy, and inviting atmosphere throughout. This move-in-ready residence has been thoughtfully upgraded with a brand-new kitchen featuring modern cabinetry, granite countertops, and all-new appliances—perfect for both everyday living and entertaining. New flooring flows throughout the home, complemented by energy-efficient LED lighting and updated bathroom vanities, delivering a fresh, modern, and cohesive look in every space. The home also offers generous storage and ample closet space, providing both functionality and comfort. Enjoy the comfort and privacy of a second-floor location while embracing the exceptional lifestyle East Lake Woodlands offers. Golf enthusiasts will love the championship golf courses, and residents have the option to join the clubhouse for access to additional amenities, social events, and recreational opportunities. HOA fees include water, trash, cable, and WiFi, providing outstanding value and ease of living. Ideally situated near shopping, dining, parks, beaches, and major roadways, this community offers the perfect balance of convenience and tranquility. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this updated condo delivers on comfort, lifestyle, and location. Don’t miss your opportunity to own in one of Oldsmar’s most desirable gated communities—schedule your private showing today.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,094
Status:
NEW LISTING
MLS#:
TB8462887
Type:
Condo
Subdivision:
East Lake Woodlands Condo
Lot size:
8 Acres
Year built:
1981
A broker reciprocity listing Courtesy: BHHS FLORIDA PROPERTIES GROUP 727-799-2227
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Move-In Ready Ground Floor Condo in Gated East Lake Woodlands Community! Step into this beautiful updated ground floor condo, where comfort meets convenience in a secure gated environment. The kitchen and bathrooms were thoughtfully renovated in 2017, and brand-new luxury vinyl plank flooring flows seamlessly throughout the living, dining, hall, and both bedrooms—no carpet to worry about! The master suite is impressively spacious, featuring three closets, including two walk-ins, providing ample storage. The abundant windows and sliding doors fill the living spaces with natural Florida sunlight, creating a warm and inviting atmosphere. Unwind in the screened lanai, complete with tranquil views of the green space behind and adjacent picturesque pond, perfect for relaxation or entertaining. Additional storage and a laundry closet are conveniently located in the lanai as well. Enjoy maintenance-free living with a monthly fee that covers building exterior, insurance, roof, grounds maintenance, community pool, basic cable, water/sewer, trash removal, and secure gated entry points, allowing you more time to enjoy your home! Residents of East Lake Woodlands can take advantage of exceptional lifestyle amenities available through membership at the newly remodeled Ardea Country Club. Indulge in championship golf, tennis, pickleball, a swimming pool, fitness center, and much more—all just minutes from top-rated schools, shopping, dining, award-winning beaches, and Tampa International Airport. Don't miss out on this wonderful opportunity to live in a vibrant community—schedule your showing today! Room sizes are approximate.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,148
Status:
NEW LISTING
MLS#:
A4677135
Type:
Condo
Subdivision:
East Lake Woodlands Condo
Year built:
1980
A broker reciprocity listing Courtesy: HUNT BROTHERS REALTY, INC. 941-388-7017
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ADDITIONAL INFORMATION

Beautiful 2 bedroom, second floor end unit condo overlooking a tranquil pond, with scenic views from the living room and primary bedroom. Tasteful color tones throughout enhance the bright, inviting layout. The kitchen features a stunning mosaic glass backsplash and ample cabinetry. A charming stone wood burning fireplace anchors the living space. The spacious primary suite offers generous closet space and a beautifully appointed en suite bath with dual sinks. This move in ready home is being sold furnished and is conveniently located close to community amenities.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,292
Status:
NEW LISTING
MLS#:
TB8462298
Type:
Condo
Subdivision:
East Lake Woodlands Condo
Lot size:
1 Acres
Year built:
1977
A broker reciprocity listing Courtesy: BHHS FLORIDA PROPERTIES GROUP 727-799-2227
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ADDITIONAL INFORMATION

Move-In Ready Turnkey 3/2 Condo in the Heart of Oldsmar! You choose - Fully furnished/turnkey, Furniture included, or Vacant. Perfect for permanent maintenance-free living or lock and go second home! Discover this beautifully appointed second-floor condo, offering the perfect blend of comfort and convenience. Recently updated with luxurious laminate flooring throughout, a new electric panel (2022), new HVAC in 2025, water heater in 2023, and modernized bathrooms makes this home a great choice for a hassle-free move. The open kitchen boasts stainless steel appliances, elegant white wood cabinets, and stylish butcher block countertops, making it a delightful, sunny space for cooking and entertaining. This spacious layout features three well-sized bedrooms with a split bedroom plan, ensuring maximum privacy and comfort. The condo feels more like a single-family home, including one carport and plenty of extra parking. East Lake Woodlands is a highly sought-after gated community offering unmatched lifestyle amenities available for members of the newly remodeled Ardea Country Club, featuring championship golf, tennis, pickleball, a swimming pool, and a fitness center, restaurants and more. Located near the front of Eastlake Woodlands, this condo places you within easy reach of shopping, dining, and nightlife. The central location is just minutes from top-rated schools, award-winning beaches, and Tampa International Airport, major league sports, medical care and everything you could want! Don't miss your chance to experience this exceptional condo—schedule a showing today! Room sizes are approximate.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,587
Status:
NEW LISTING
MLS#:
TB8461356
Type:
Townhouse
Subdivision:
Bayside Terrace
Lot size:
0.05 Acres
Year built:
2018
A broker reciprocity listing Courtesy: REAL BROKER, LLC 855-450-0442
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ADDITIONAL INFORMATION

Experience elevated WATERFRONT LIVING in this beautifully upgraded townhome located within the gated community of Bayside Terrace. HOA INCLUDED services: cable, internet, water, trash, roof and grounds maintenance, gated access, offering a low-maintenance lifestyle. This rare, oversized waterfront unit stands out with it's expanded water views that most other units do not have, that create a bright and airy atmosphere. It showcases the stunning bay and conservation views from the kitchen, living, dining and primary bedroom areas. High ceilings and an open-concept floor plan enhance the home’s sense of space, while the upgraded kitchen is designed for both everyday living and entertaining, featuring an extended island, side bar or coffee station with glass-front cabinetry, and a spacious walk-in pantry. This unit has OVER $57k IN BUILDER UPGRADES making it a truly unique unit. Upstairs, the waterfront owner’s suite offers a serene retreat with water views and a spa-inspired en suite bath complete with a soaking tub, separate shower, dual vanities, and a large walk-in closet. Two additional bedrooms and a generous bonus room provide flexible living options for a media room, game room, or play space. An oversized laundry room conveniently located near the primary suite adds everyday ease. The fourth bedroom is downstairs and is currently configured as a home office and can easily be converted back to a bedroom if desired. Enjoy peaceful mornings and sunset views from the screened lanai overlooking the water, or take advantage of the RESORT STYLE AMENITIES Bayside Terrace is known for, including an infinity pool overlooking Old Tampa Bay, fitness center, outdoor grills, fire pit, kayak launch and storage, and a waterfront pier ideal for fishing and relaxation. Ideally situated just minutes from downtown Oldsmar, approximately 10 minutes from Safety Harbor, 20 minutes from Honeymoon Island and Dunedin, 25 minutes to Tampa International Airport, and 30 minutes from Clearwater Beach. This spacious waterfront townhome presents a rare opportunity to enjoy the perfect balance of serene waterfront living and convenient access to everything you love about Tampa Bay.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,296
Status:
NEW LISTING
MLS#:
TB8461077
Type:
Condo
Subdivision:
Sheffield Village At Bayside Meadows
Lot size:
0.09 Acres
Year built:
1986
A broker reciprocity listing Courtesy: JAY ALAN REAL ESTATE 855-529-2526
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ADDITIONAL INFORMATION

Cozy 2 bed / 2 bath, Villa ready for you to add your personal touch to, in Oldsmar backing directly to Sheffield Park. Enjoy peaceful views from the screened lanai & bonus room. Bright open layout and spacious living area offers comfort and privacy. Perfectly located near shops and trails. A rare park-back retreat with endless potential in the sought out Sheffield Village.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,834
Status:
NEW LISTING
MLS#:
TB8461018
Type:
Townhouse
Subdivision:
Seaside Estates
Lot size:
0.02 Acres
Year built:
2004
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY INC 727-538-9200
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ADDITIONAL INFORMATION

Welcome to this beautifully updated, move-in ready townhome offering private, upscale waterfront living in the gated community of Seaside Estates. Resort-style amenities include a gated pool area, tennis courts, and a kayak/canoe launch. Inside, you will find this immaculate 3-bedroom, 3-bathroom townhome radiates pride of ownership. The open-concept main floor features high ceilings, abundant natural light, and triple sliding doors with remote-controlled shades leading to a large covered balcony overlooking the water. The updated kitchen offers granite countertops, stainless steel appliances, pantry, and eat-in bar. A secondary bedroom and full bathroom with walk-in shower complete the main level. Upstairs, vaulted ceilings and skylights create an airy retreat. The primary suite includes double walk-in closets, a private covered balcony, and a luxurious bath with dual sinks, marble counters, and walk-in shower. The third bedroom features its own updated full bath with tub/shower combo. Laundry is conveniently located on the upper floor. Features and upgrades include IMPACT WINDOWS, IMPACT SLIDING GLASS DOORS, plantation shutters, luxury waterproof laminate flooring, a fire sprinkler system, newer roof (2017, HOA maintained), newer AC (2023), deeded boat slip, 3-car garage with storage, and very affordable insurance. Oldsmar is known for quality of life, top-rated schools, and a convenient location between Tampa International Airport and sparkling Gulf beaches. Schedule your private showing today – you will find it is even more impressive in person!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,200
Status:
NEW LISTING
MLS#:
A4676723
Type:
Townhouse
Subdivision:
East Lake Woodlands Woods Landing Twnhms
Lot size:
0.05 Acres
Year built:
1984
A broker reciprocity listing Courtesy: THE KEYES COMPANY - SARASOTA 941-362-4100
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ADDITIONAL INFORMATION

Welcome home to this beautifully updated Townhouse in the sought after East Lake Woodlands Gated Community. The views from the enclosed Florida room offering wooded pond view, wildlife and complete serenity. This home features 2 bedroom, 2.5 baths, private driveway with car port and storage shed, updated kitchen with granite countertops and stainless steel appliances. In the kitchen is a sliding door opening up to your private patio with access to shed, a perfect spot to enjoy morning coffee or BBQing. Vinyl flooring throughout the first floor for a gorgeous seamless flow offering large living room/dining area combo. All New hurricane proof windows upstairs as well as the slider in the kitchen and in the updated 1/2 bath. Upstairs you will find the Primary suite which has a walk in closet and updated ensuite bath, the guest room also offers an additional walk in closet as well as it's own private bathroom. The laundry closet is conveniently located upstairs between the 2 bedrooms. There is a community pool in the neighborhood, heated and ready to use year round. For an extra fee you can join the Ardea Country Club, which has two – 18-hole golf courses, restaurants, bar, fitness center, tennis courts, pickleball courts, Olympic size pool, splash pads, ping pong and more. Centrally located to shopping, restaurants, airport, excellent schools and Florida’s award-winning Gulf Beaches. All of these features makes East Lake Woodlands the perfect place to call home.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,200
Status:
NEW LISTING
MLS#:
A4676677
Type:
Townhouse
Subdivision:
East Lake Woodlands Woods Landing Twnhms
Lot size:
0.06 Acres
Year built:
1984
A broker reciprocity listing Courtesy: THE KEYES COMPANY - SARASOTA 941-362-4100
View additional info

ADDITIONAL INFORMATION

New Year - New Home! Welcome to the coveted East Lake Woodlands Gated Community. One of the first things you will notice when you walk in the door is the views to the back, featuring woods, water, wildlife and serenity. This beautiful 2 bedroom 2.5 bath townhouse features a carport, outside storage shed and large enclosed Florida room that opens with sliding doors from living room. There is also sliders from the kitchen leading to an outside patio with pavers, perfect for BBQing or relaxing. Large living room/dining area, updated kitchen with stainless steel appliances and 1/2 bath complete the first floor. Upstairs the primary suite has a walk in closet as well as en-suite bathroom. The guest room also has it's own bath and walk in closet with laundry upstairs between the 2 rooms. Updates include new CAC, new range, dishwasher and hot water heater all in 2024. For an extra fee you can join the Ardea Country Club, which has two – 18-hole golf courses, restaurants, bar, fitness center, tennis courts, pickleball courts, Olympic size pool, splash pads, ping pong and more. Centrally located to shopping, restaurants, airport, excellent schools and Florida’s award-winning Gulf Beaches. All of these features makes East Lake Woodlands the perfect place to call home

Beds:
3
Baths:
2.00
Sq.Ft.:
1,714
Status:
NEW LISTING
MLS#:
TB8460079
Type:
Single Family
Subdivision:
Fountains At Cypress Lakes The
Lot size:
0.37 Acres
Year built:
1994
A broker reciprocity listing Courtesy: DALTON WADE INC 888-668-8283
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ADDITIONAL INFORMATION

LOCATION LOCATION LOCATION! - NO FLOOD ZONE HIGH AND DRY - Check out and view this THREE BEDROOM 2 bath 2 car garage HUGE INGROUND POOL home. Close to everything. Beaches, Airports, Malls, Shopping, Restaurants. Everything close by. Updated kitchen with Granite countertops and all stainless steel appliances. Updated Bathrooms. Master bedroom has an UPDATED on suite bathroom with duel sinks - garden tub and WALK IN SHOWER-,NEWER tile throughout with large Stonehenge tile in family room Dinning room and master bedroom.Fairly recent A/C AND WATER HEATER - This is a family style home. Lots of rooms to play. Super large caged tiled pool set on a bias. Lots of room for family time outside in the huge lot. THIS HOME IS LOCATED APROX 20/25 MINS TO ALL BEACHES INCLUDING CLEARWATER BEACH AND HONEYMOON ISLAND STATE PARK DUNEDIN WITH MANY MILES OF BEACHES - Google Honeymoon Island State Park for some the best unspoiled beaches in Florida LIVE THE FLORIDA LIFESTYLE IN A NO FLOOD ZONE HOME - See all the photos of the home and make the call to view.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,094
Status:
Active
MLS#:
TB8460483
Type:
Condo
Subdivision:
East Lake Woodlands Condo
Year built:
1981
A broker reciprocity listing Courtesy: EZ CHOICE REALTY 813-653-9676
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ADDITIONAL INFORMATION

Discover Gated Serenity in East Lake Woodlands. Welcome home to this beautifully renovated 2-bedroom, 2-bath condo offering 1,094 square feet of comfortable, light-filled living at 229 Mary Dr, Oldsmar, FL—nestled within the guard-gated East Lake Woodlands community, one of Tampa Bay’s most desirable enclaves. From the moment you arrive, you’ll feel the peace of mind that comes with 24-hour gated security, manicured grounds, and a neighborhood designed for relaxed, resort-style living. Inside, the thoughtfully designed layout offers generous living and dining spaces, well-proportioned bedrooms, and the flexibility to suit both everyday living and entertainment. Whether you’re enjoying quiet mornings or hosting friends, this condo delivers comfort. This move-in-ready residence combines comfort, style, and peace of mind. Enjoy a beautifully updated kitchen, perfect for cooking and entertaining, complemented by new flooring throughout that adds a fresh, modern feel. Major upgrades include a newer A/C system and a new water heater, offering efficiency and worry-free ownership. The ground-floor location provides easy access and seamless indoor-outdoor living. Step out to your private lanai and take in the serene view of a lush, green, meticulously manicured backyard—a tranquil backdrop for morning coffee or unwinding at the end of the day. A covered parking space adds everyday convenience and protection from the Florida sun. There is also a washer and dyer included As-Is in this unit. Living in East Lake Woodlands means more than just a beautiful home—it’s a lifestyle. Surrounded by lush landscapes, mature trees, and tranquil lakes, the community is known for its scenic beauty and walkable streets. Residents enjoy easy access to golf courses, fitness options, walking trails, and social amenities, all while being minutes from shopping, dining, and top-rated schools. Perfectly positioned in Oldsmar, you’re just a short drive from Tampa, Clearwater, and the Gulf beaches, making this location ideal for both commuters and weekend adventurers. Here, you’ll find the rare blend of privacy, convenience, and natural beauty—a place where every day feels a little more relaxed. If you’re seeking a secure, low-maintenance home in a highly desired community, 229 Mary Dr is your invitation to live well in East Lake Woodlands.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,226
Status:
Active
MLS#:
TB8456770
Type:
Single Family
Subdivision:
Gull-aire Village Ph 2b
Lot size:
0.11 Acres
Year built:
2001
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY INC 727-538-9200
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ADDITIONAL INFORMATION

CHARMING WATERFRONT HOME WITH NATURE VIEWS This home has remained untouched by recent hurricanes. This welcoming 2-bedroom, 2-bathroom block home offers the perfect blend of comfort and natural beauty. You'll enter through a beautiful leaded glass front door into a bright, open floor plan featuring a spacious living room and highlighted by an updated kitchen with stainless steel appliances, breakfast bar, and a separate eating area. The convenient 1.5-car garage provides space for both your car and golf cart. A lovely enclosed 140-square-foot porch invites you to relax while watching pelicans play and local birds on the water. You'll also enjoy the outdoor patio with its cooling summer breezes. The Oldsmar Trail is just steps away, perfect for walks and connecting with nature. This vibrant 55+ community offers excellent amenities including a heated community pool, shuffleboard courts, clubhouse, library, and so much more. Updates include a new roof (2021), new Hot Water Heater (2023), newer PGT windows and A/C (2020). The open layout creates an easy flow between living spaces, while the waterfront setting offers a serene backdrop for daily life. Perfectly situated with easy access to shopping, restaurants, Movie Theater, hospital and airports.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,054
Status:
Active
MLS#:
TB8460111
Type:
Condo
Subdivision:
East Lake Woodlands Cypress Estates
Lot size:
7 Acres
Year built:
1980
A broker reciprocity listing Courtesy: ORANGE GROVE PROPERTY SOLUTIONS 727-336-3202
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ADDITIONAL INFORMATION

Welcome to this beautifully updated ground-floor corner unit located in the highly desirable gated community of East Lake Woodlands – Cypress Estates. This well-maintained, move-in-ready condominium offers the perfect blend of comfort, convenience, and serene natural surroundings.This 2-bedroom, 2-bath residence features an open and airy floor plan with high ceilings, creating a bright and spacious feel. The enclosed, screened rear porch overlooks a tranquil pond, providing a peaceful setting to relax and enjoy Florida wildlife. Situated at the end of a quiet street, the unit includes one assigned covered parking space and offers added privacy as a corner unit.The generously sized kitchen is thoughtfully designed with solid wood cabinetry, granite countertops, recessed lighting, a lazy Susan, pantry and a ceiling fan. The primary suite features two walk-in closets, a ceiling fan, and a private en-suite bathroom with a walk-in shower and granite-accented vanity. The second bedroom is well-sized with a large built-in closet and brand-new luxury vinyl plank flooring. The adjacent guest bathroom includes a tub/shower combo, granite countertops, and updated lighting. UPGRADES: Electric Panel (2020), HVAC (2021), 2nd Bedroom Vinyl Floor 2025, lighting and bathrooms. NEW Water Heater & DishwasherResidents enjoy access to a solar-heated pool and the security of a beautifully maintained gated community. The monthly association fee includes water, sewer, trash, cable, and internet, offering exceptional value. Ideally located near top-rated schools, shopping, dining, entertainment, and world-famous Gulf beaches, with easy access to Tampa International Airport, Downtown Dunedin, Honeymoon Island, and Clearwater Beach.Schedule your private showing today and experience the East Lake Woodlands lifestyle.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,480
Status:
Active
MLS#:
TB8459839
Type:
Single Family
Subdivision:
Oldsmar Country Club Estates Sec 3
Lot size:
0.18 Acres
Year built:
1960
A broker reciprocity listing Courtesy: SELLING USA, LLC 813-723-0086
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ADDITIONAL INFORMATION

Welcome to see this beautiful house completely remodeled. This house has extreme quality of luxury materials and quality work and finish in the heart of Oldsmar FL, 4 bedrooms and 2 bathrooms. The property has a new kitchen that we fall in love with to give us the family touch and glamor at the same time of preparing food together, with an original wood design combined with an incredible luxury stone!!!!!New Appliances and cabinets that makes us feel the cozy space as a family to unite and watch the expectation and great time. Completely updated electricity 2025, new water heater, the property was completely renovated with everything new and a modern tile floor, a spacious patio for entertaining. This home is the perfect fit. The new modern pool system is another important thing here, the pool is giving this final touch to enjoy and spend unforgettable moments, this is an opportunity to own a property whether you invest, rent or live in it. Safety Harbor is only a couple blocks away, great for fishing, paddle boarding, kayaking, A-rated schools are just minutes away as well as shopping, dining, parks, walking/biking trails. Make a Show request soon to see this potential House!!!! Don’t miss out. THE SELLER IS VERY MOTIVATED!!!! Don't miss the opportunity to show it, make an appointment fast, and call the listing agent. Seller motivated!!!!!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,155
Status:
Active
MLS#:
TB8458306
Type:
Single Family
Subdivision:
Tampashores Bay Sec
Lot size:
0.31 Acres
Year built:
1974
A broker reciprocity listing Courtesy: GREAT AMERICAN REALTY 813-961-9661
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,274
Status:
Active
MLS#:
TB8455925
Type:
Single Family
Subdivision:
Oldsmar Rev Map
Lot size:
0.18 Acres
Year built:
1988
A broker reciprocity listing Courtesy: FUTURE HOME REALTY INC 813-855-4982
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ADDITIONAL INFORMATION

Short Sale. This beautifully updated, single-level home offers a smart, open layout with 3 bedrooms, 2 full baths, and a 2-car garage—designed for both everyday living and easy entertaining. Completely renovated in 2022, the interior has been thoughtfully updated and modernized. The main living area features high ceilings and an open floor plan that creates a bright, spacious feel. A striking fireplace accent wall anchors the living room and adds both character and warmth. Luxury vinyl plank flooring runs through the common areas, complemented by modern finishes throughout. The kitchen features granite countertops, stainless steel appliances, updated cabinetry, and a stylish backsplash, seamlessly connecting to the dining and living spaces. The split-bedroom floor plan provides privacy, and both bathrooms were updated with sleek tile in the showers and floors, new vanities, mirrors, and contemporary lighting—clean, polished, and timeless. Additional features include a durable metal roof, a fully fenced backyard, and multiple outdoor living spaces. A screened-in porch offers a comfortable spot to unwind, while the expansive rear deck is ideal for entertaining or enjoying outdoor time year-round. Trustee sale, must sell!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,364
Status:
Active
MLS#:
TB8452561
Type:
Manufactured Home
Subdivision:
Gull-aire Village
Lot size:
0.2 Acres
Year built:
2016
A broker reciprocity listing Courtesy: RE/MAX REALTEC GROUP INC 727-789-5555
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,959
Status:
Active
MLS#:
TB8455898
Type:
Single Family
Subdivision:
Cross Creek - Unit Two
Lot size:
0.37 Acres
Year built:
1996
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 727-781-3700
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Discover a rare opportunity to own a home offering Privacy and Preserve and Water Views in the highly sought-after Cross Creek subdivision of the Gated Golf Community of East Lake Woodlands - with the added benefit of being situated in the preferred Zone X with NO Flood Insurance required. This Owner had no issues from the two hurricanes in 2024. A tranquil setting that boasts a Cul de Sac location, No Rear Neighbors, a Coveted Longer Driveway - and provides a Peaceful Retreat just minutes from top-rated amenities along with a relaxed lifestyle that allows you to simplify your life and reduce your maintenance worries. Step inside to a Bright, Open Great Room Plan featuring 2 Bedrooms + Office/Den + Sun Room complete with Pella Impact Sliding Glass Doors. Stunning Features include High Ceilings, Hardwood Floors, Elegant Crown Molding and 7” Baseboards, Plantation Shutters on Every Window and a Wood-Burning Fireplace, perfect for gathering with friends and family. Overlooking the Great Room, is the Well-Equipped Kitchen with Gleaming Granite Countertops, Plenty of Storage including Built-In Pantry and an Inviting Breakfast Area with Bay Windows and plenty of natural light. Fingerprint Resistant Stainless Steel French Door Refrigerator installed in 2022 along with a Cooktop Range with Air Fry and Convection Features making meal preparation a breeze. Designed for privacy, this Split Floor Plan positions the Primary Suite to take advantage of the stunning views. The En Suite bathroom features Spacious Shower and Bathtub and Updated Vanity with Dual Sinks and Custom Built-in Closet shelving for effortless organization. Relax in the Sun Room or step outside to the 30 Ft. Composite Deck complete with a Retractable Remote-Controlled Awning—ideal for entertaining. This home’s Long Driveway provides ample parking for guests and there is Extra Storage in the Oversized Laundry Room with Plenty of Cabinetry and Built-In Shelving along with Additional Storage Area in the Spacious 2-Car Garage. The Homeowners Association provides Lawn Maintenance including Trimming and Mulch, Exterior Painting every 7 years, Cable TV and Internet, Trash and Recycling Collection and the Sparkling Community Pool and Spa for Cross Creek residents. A 3.5-Ton Rheem A/C Unit with a Whole-House Filter was installed in Dec. 2024 and All Ductwork was professionally cleaned. Roof was replaced in 2016 and the Washer and Dryer are included in the sale. Plus enjoy a wide array of Amenities with optional memberships to the recently-renovated Ardea Country Club featuring 2 Golf Courses, Tennis and Pickle Ball, Fitness Center, Lap and Freeform 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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,791
Status:
Active
MLS#:
TB8455131
Type:
Townhouse
Subdivision:
Seaside Estates
Lot size:
0.03 Acres
Year built:
2002
A broker reciprocity listing Courtesy: COASTAL PROPERTIES GROUP INTERNATIONAL 727-493-1555
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ADDITIONAL INFORMATION

Welcome to Seaside Estates, a gated waterfront community tucked along the peninsula of Old Tampa Bay, where everyday living feels like a vacation. This beautifully maintained three-story townhome offers three bedrooms, three bathrooms, and nearly 1,800 square feet of thoughtfully designed living space. The first level features a tandem three-car garage with custom shelving, upgraded flooring, extra storage under the stairs, and a covered patio perfect for a grill. Upstairs on the main living level, high ceilings, crown molding, skylights, and oversized windows frame breathtaking open-water views and unforgettable sunsets. Sliding glass doors lead to a composite deck replaced in 2019, extending your living space outdoors. The remodeled 2021 kitchen is the heart of the home, showcasing real wood soft-close cabinetry, quartz countertops, a lazy Susan, expanded island storage, an oversized pantry, and stainless steel appliances. A spacious bedroom with a full bath is also located on this level, ideal for guests or flexible living. The top floor is home to the owner’s suite retreat, complete with a private balcony, double walk-in closets, a garden tub, separate shower, and dual vanities. An additional bedroom with a full bath and a conveniently located laundry area complete the upper level. Recent updates include a 2017 roof, 2023 hot water heater, tinted sliding glass doors on every level, and updated window shades in the bedrooms. Generator-ready wiring and Roll Shield hurricane shutters on all sliders, windows and the front door add peace of mind. A deeded boat slip with electric and water sits in sight of the unit, offering deep-water access at all tides for effortless days on the bay. Just steps from the pool, spa, and tennis courts, this community invites an active waterfront lifestyle. Launch a kayak into nearby mangroves, stroll the expansive boardwalk while watching dolphins and manatees, or enjoy the heated pool, playground, picnic areas, and harbor views. With minimal pet restrictions and HOA fees that include roof, exterior paint, water, sewer, exterior insurance, trash and amenities, living here is truly effortless. Located in the heart of Oldsmar, you’re just steps from R.E. Olds Park, a 15-acre waterfront park offering sweeping views of Tampa Bay. From seasonal festivals and community events to a 400-foot fishing pier and playground, this vibrant park is truly an extension of your neighborhood. With Pinellas beaches, Tampa International Airport, and downtown Tampa all nearby, you’ll enjoy easy access to everything the Tampa Bay area has to offer. Whether you are searching for a full-time residence or the perfect Florida retreat, this waterfront gem delivers the lifestyle you’ve been waiting for.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,910
Status:
Active
MLS#:
TB8454542
Type:
Townhouse
Subdivision:
Laurel Oaks At East Lake
Year built:
1992
A broker reciprocity listing Courtesy: SMITH & ASSOCIATES REAL ESTATE 727-342-3800
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ADDITIONAL INFORMATION

Take advantage of ideal market timing with this low-maintenance, townhome-style condo offering serene pond views in the highly desirable East Lake Woodlands community—a gated enclave known for its beautifully maintained homes and lush Florida landscaping. Located on the second level, this residence features a private courtyard entry leading to stairs that open into an expansive, light-filled floorplan. The layout includes two generous living areas—a formal living/dining space and a versatile family room adjacent to the kitchen. The formal living area features wood flooring, a wood-burning fireplace, and sliding doors that open to a screened lanai overlooking the tranquil community water feature. Vaulted ceilings add an airy, open ambiance throughout. The spacious primary bedroom includes wood flooring and a stylish barn door that leads to the ensuite bath and walk-in closet with custom closet organizers. The bathroom is well appointed with a double vanity, soaking tub, separate shower, and a private water closet. A comfortable guest bedroom has convenient access to a full bath with a tub/shower combo—ideal for visitors. Additional highlights include an indoor laundry closet with full-size Samsung washer and dryer. The kitchen offers lots of counter space and cabinet space, granite countertops, Bosch dishwasher, a center island with glass cooktop and vented hood, and flows seamlessly into the family room/flex space—perfect for an office, den, or guest area. An attached garage features built-in storage cabinetry. Major updates provide peace of mind: tile roof replaced in 2021 (covered by HOA), HVAC replaced in 2017, and water heater replaced in 2025. Professionally painted in 2025, the interior offers a crisp, clean backdrop for your personal style. The monthly fee covers exterior building maintenance, roof replacement, groundskeeping, cable, water, and trash removal. A heated community pool for residents is available year round. Small pets are welcome, and rentals are permitted with approval (up to three times per year, 30-day minimum). Residents may also join the optional East Lake Woodlands Country Club to enjoy two Championship 18-hole golf courses, 14 HAR-TRU tennis & pickleball courts, fitness facilities, and social activities. The community offers exceptional convenience to the Pinellas and Oldsmar trail systems, shopping, dining, Tampa International Airport, and the world-famous beaches of Caladesi and Honeymoon Island—perfect for embracing the year-round Florida lifestyle.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,587
Status:
Active
MLS#:
O6365896
Type:
Townhouse
Subdivision:
Bayside Terrace
Lot size:
0.07 Acres
Year built:
2019
A broker reciprocity listing Courtesy: HIGHLIGHT REALTY CORP/LW 561-641-6787
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ADDITIONAL INFORMATION

Stunning 2019 Built Townhouse – 4 Bed / 3 Bath in Gated Community w/ Resort-Style Amenities Discover modern Florida living in this pristine 2019-built townhouse, ideally situated in a secure, gated community. Featuring 4 spacious bedrooms and 3 full bathrooms, this home delivers comfort and convenience for families or professionals alike. The master suite along with generous secondary bedrooms offers walk-in closets for ample storage and organization. Downstairs, enjoy an attached 2-car garage plus a screened-in back porch area, perfect for outdoor dining, relaxing, or entertaining without the nuisance of bugs. The open-plan main floor flows effortlessly between living, dining, and kitchen spaces, inviting warm gatherings and everyday comfort. Community living shines here: residents enjoy full clubhouse access, a community pool, and a fitness center, making this not just a home, but a lifestyle. Whether you’re unwinding after a busy day or hosting friends and family, this townhouse offers the ideal blend of private comfort and communal perks.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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Oldsmar Real Estate

Oldsmar is located in Florida. Oldsmar, Florida has a population of 14,800. Oldsmar is more family-centric than the surrounding county with 23.83% of the households containing married families with children. The county average for households married with children is 21.33%.

The median household income in Oldsmar, Florida is $67,389. The median household income for the surrounding county is $60,451 compared to the national median of $69,021. The median age of people living in Oldsmar is 37.9 years.

Oldsmar Weather

The average high temperature in July is 90 degrees, with an average low temperature in January of 51.4 degrees. The average rainfall is approximately 51.3 inches per year, with 0 inches of snow per year.

Oldsmar Map

Oldsmar Real Estate Market Conditions

  • Median sales price

    $354,000
    28.1%
    change since last quarter
  • # Active listings

    169
    30-day change

Oldsmar Schools and Demographics

Education near Oldsmar, FL

City County
High School Graduates 93.48 92.15
College Degree - 2 year 14.42 10.21
College Degree - 4 year 34.59 34.12
Graduate Degree 9.61 8.45
Expenditures per Student 11,625 11,625
Students per Teacher 15.9 15.9

Elementary Schools near Oldsmar, FL

Grades Students P/T Ratio ZIP
Bryant Elementary School PK - 05 973 14.1 33626
Curlew Creek Elementary School PK - 05 664 11.9 34684
Cypress Woods Elementary School PK - 05 754 15.4 34685
Deer Park Elementary School PK - 05 985 14.3 33626
Forest Lakes Elementary School PK - 05 560 13.7 34677
Highland Lakes Elementary School PK - 05 575 14 34684
Lake St. George Elementary School PK - 05 590 14.1 34684
Leila Davis Elementary School PK - 05 795 15 33761
Oldsmar Elementary School PK - 05 513 13.9 34677
Westchase Elementary School PK - 05 904 13.3 33626

Middle Schools near Oldsmar, FL

Grades Students P/T Ratio ZIP
Davidsen Middle School 06 - 08 959 17.8 33626
Farnell Middle School 06 - 08 1,356 18.1 33626
Joseph L. Carwise Middle School 06 - 08 1,067 17.8 34684

High Schools near Oldsmar, FL

Grades Students P/T Ratio ZIP
Countryside High School 09 - 12 2,175 20.5 33761
Sickles High School 09 - 12 2,135 19.4 33626

Demographics near Oldsmar, FL

City County
Neighborhood Type Suburban
Population 14,800 957,989
Population Density 1,655 3,500
Median Age 37.9 48.5
People per Household 2.7 2.3
Median Household Income 67,389 60,451
Average Income per Capita 35,312 39,539

Real estate near Oldsmar