Oldsmar, FL Homes for Sale

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  /42

  $440,000

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  706 Sweetbriar Dr, Oldsmar, FL 34677

  Amazing opportunity to own this well-maintained 3 bedroom, 2 bathroom home in the desirable Forest Lakes community of Oldsmar, Florida! Major bonus - a brand NEW ROOF with warranty will be installed prior to closing, and the new homeowner will have the opportunity to choose the roof color! Situated on a beautiful CONSERVATION homesite, this home offers privacy and peaceful views from the

  Carrie Frederickson BHHS FLORIDA PROPERTIES GROUP

  706 Sweetbriar Dr, Oldsmar, FL 34677
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  /58

  $525,000

  • 3 Beds
  • 3 Baths
  • 1,834 Sq Ft

  119 Brent Cir, Oldsmar, FL 34677

  Are you dreaming of your own stylish urban OASIS surrounded by nature yet minutes from everywhere you want to be? Experience effortless coastal living in this exceptional waterfront townhome, perfectly designed for those who appreciate space, light and direct access to the water. Featuring two private boat slips, this residence offers a RARE opportunity to keep your vessels close and enjoy days

  Darren Booth COMPASS FLORIDA LLC

  119 Brent Cir, Oldsmar, FL 34677
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  /46

  $385,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,288 Sq Ft

  324 Country Club Dr, Oldsmar, FL 34677

  Home Renovated to Perfection!**Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity.- **4 spacious rooms**: Ideal for the comfort of the whole family.- **2 completely renovated bathrooms**: With modern and elegant finishes.- **Large kitchen**:

  Aime Alfonso VITA LUXURY REALTY LLC

  324 Country Club Dr, Oldsmar, FL 34677
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  /41

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  25 Tads Trail, Oldsmar, FL 34677

  Don’t miss out on an exceptional opportunity to own this 3 bedroom Maintenance Free Villa in the popular East Lake Woodlands Resort & Golf Community. This 1620 SF property includes an enclosed Florida room overlooking a beautiful peaceful backyard and is priced below appraised value so you can make it your own! The property boasts a brand new air conditioner and a 6 year old roof. The layout

  Victoria Chapman CHARLES RUTENBERG REALTY INC

  25 Tads Trail, Oldsmar, FL 34677
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  /26

  $180,000

  • 2 Beds
  • 2 Baths
  • 879 Sq Ft

  115 Windward Place Unit 15, Oldsmar, FL 34677

  LOCATION, LOCATION, LOCATION! Close to entertainment, shopping, restaurants, airports, and world-famous beaches, this beautiful ground floor, end unit condo is waiting for you! Located in the highly desirable, gated community Meadows of Eastlake Woodlands, this home has it all! Gorgeous granite countertops highlight the kitchen as does the impressive cabinet space and closet pantry. The inviting

  Millie Jackson FLORIDA PREMIERE REALTY

  115 Windward Place Unit 15, Oldsmar, FL 34677
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  /84

  $1,499,900

  • 5 Beds
  • 4.5 Baths
  • 4,172 Sq Ft

  50 Willowood Ln, Oldsmar, FL 34677

  Tucked away on a quiet lane in the highly desirable East Lake Woodlands community, this beautifully updated residence at 50 Willowood Ln offers exceptional space, flexibility, and privacy—perfect for today’s modern lifestyle. Featuring 4-6 bedrooms: 4 true bedrooms PLUS a dedicated office (5th bedroom) and an additional flex room with its own private entrance (ideal as a 6th bedroom, guest suite,

  Melissa Pranzo REAL BROKER, LLC

  50 Willowood Ln, Oldsmar, FL 34677
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  /58

  $350,000

  $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft

  160 James Ct, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Fantastic Price - Welcome to this beautifully Updated One-Story Villa nestled in the Gated, Golf Community of East Lake Woodlands, boasting 1,445 sq. ft. with 3 Bedrooms and 2 Full Baths and a Maintenance-Free Lifestyle. This Much-Sought-After End Unit provides the advantages of More Natural Light and More Privacy - plus a true Open Concept with

  Claudia Tweed COLDWELL BANKER REALTY

  160 James Ct, Oldsmar, FL 34677
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  /21

  $259,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  123 Dolphin Dr S, Oldsmar, FL 34677

  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

  Ruthann Underwood PAM RYAN REALTY INC

  123 Dolphin Dr S, Oldsmar, FL 34677
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  /42

  $810,000

  • 6 Beds
  • 6 Baths
  • 3,468 Sq Ft

  1713 Azalea Ct Unit A, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Turn-key, fully updated triplex offering 3,468 square feet (actual). The property features three identical townhome-style units, each with 2 bedrooms and 1.5 bathrooms. Current owner has completed extensive updates including granite kitchens, new flooring, and renovated bathrooms. No HOA. All units feature private fenced yards, the property remained

  Rachael Han-Ong EXP REALTY LLC

  1713 Azalea Ct Unit A, Oldsmar, FL 34677
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  /36

  $295,000

  $20K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,366 Sq Ft

  300 State St E Unit 324, Oldsmar, FL 34677

  Top-floor. Two true en-suite bedrooms. Downtown Oldsmar at your doorstep. Welcome to Unit #324 at the Oldsmar Galleria — a move-in-ready, corner of Pinellas County where thoughtful updates, a smart layout, and a walkable lifestyle come together. Step inside to an open floor plan dressed in fresh interior paint, brand-new carpet, and ceramic tile flowing through the main living spaces. The kitchen

  Thuy Mang REALTY ONE GROUP MVP

  300 State St E Unit 324, Oldsmar, FL 34677
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  /40

  $570,000

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  100 Arbor Ln Unit 1, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Move-in Ready and BEAUTIFULLY UPDATED, this inviting One-Story home in the Gated, Golf Community of EAST LAKE WOODLANDS offers 3 Bedrooms, 2 Baths and a spacious Outdoor Living Area. Step inside from the Double Glass Door entry to LUXURY VINYL PLANK FLOORING and TILE THROUGHOUT with No Carpet, loads of Natural Light, an Updated Kitchen with Wood

  Claudia Tweed COLDWELL BANKER REALTY

  100 Arbor Ln Unit 1, Oldsmar, FL 34677
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  /25

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft

  104 E Cypress Ct Unit 104, Oldsmar, FL 34677

  Located in East Lake Woodlands this quiet private second-story unit offers serene views overlooking the golf course and has a bright welcoming interior. Thoughtfully remodeled throughout, the home features abundant cabinet space, newer appliances, and major system upgrades including air conditioner and furnace. The unit has been tastefully finished with beautiful Florida-style decor, creating a

  Stephen Hachey FLAT FEE MLS REALTY

  104 E Cypress Ct Unit 104, Oldsmar, FL 34677
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  /45

  $550,000

  Open Sat 12PM - 3PM $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,873 Sq Ft

  219 Bay Arbor Blvd, Oldsmar, FL 34677

  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

  Jessica Jurek COASTAL PROPERTIES GROUP INTERNATIONAL

  219 Bay Arbor Blvd, Oldsmar, FL 34677
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  /33

  $159,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft

  208 Cypress Ct, Oldsmar, FL 34677

  Relax and enjoy the serene views from your screened balcony/patio overlooking the natural setting with trees, wildlife and pond! This 2 Bedroom 2 Bath condo in the gated community of East Lake Woodlands in Cypress Estates III has an open Living Room/Dining Room area offering creative options for your furniture. The Kitchen includes a pantry closet and room for a small table and chairs. Primary

  Pamela Douberly KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

  208 Cypress Ct, Oldsmar, FL 34677
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  /32

  $475,000

  • 3 Beds
  • 3 Baths
  • 1,834 Sq Ft

  117 Brent Cir, Oldsmar, FL 34677

  Come and tour this cozy 3 bedroom, 3 bathroom waterfront townhouse and you will quickly see how easy it is to embrace the lifestyle that makes Florida living so desirable. This 1834 sq ft, 3 level townhouse delivers comfortable maintenance free living in a space where you can be in for years to come. Soak in endless water views as you sip your morning coffee or unwind with a good book, from 2

  Jaybee Racaza-Benitez BLAKE REAL ESTATE INC

  117 Brent Cir, Oldsmar, FL 34677
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  /48

  $256,000

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  433 Sailfish Blvd, Oldsmar, FL 34677

  SPECTACULAR VIEWS! Welcome home to your quaint, cozy - yet surprisingly spacious - cottage nestled along a serene pond directly across from a peaceful tropical bird sanctuary in the heart of Oldsmar, Florida! This beautifully updated 2-bedroom, 2-bathroom home features cathedral ceilings, along with a bright open-concept layout with a generous living room and dining area – perfect for

  Anne Hode AH REALTY SERVICES, LLC

  433 Sailfish Blvd, Oldsmar, FL 34677
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  /87

  $525,000

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  549 Longwood Cir, Oldsmar, FL 34677

  Welcome to your private retreat in the heart of Oldsmar. Located in the desirable Longwood community, this beautifully maintained home offers the perfect blend of comfort, charm, and Florida living. Surrounded by mature landscaping and peaceful streets, 549 Longwood Circle features spacious living areas, abundant natural light, and an inviting layout ideal for both entertaining and everyday

  Susan Kolesnikov REALTY ONE GROUP MVP

  549 Longwood Cir, Oldsmar, FL 34677
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  /33

  $370,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  1811 Driftwood Cir S Unit 2, Oldsmar, FL 34677

  Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Offering 1,248 sq ft of well-designed living space, this move-in-ready property features a functional layout, abundant natural light, and modern updates throughout. Enjoy spacious living and dining areas that flow seamlessly, perfect for both everyday living and entertaining. The kitchen offers ample cabinetry and

  Julio Vasquez CHARLES RUTENBERG REALTY INC

  1811 Driftwood Cir S Unit 2, Oldsmar, FL 34677
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  /64

  $599,900

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,138 Sq Ft

  438 Lafayette Blvd, Oldsmar, FL 34677

  Seller is offering $10,000 toward Buyers Closing Cost! Custom built home is situated on 1⁄2 acre fenced-in lot (mol) No HOA, No deed restriction, Plenty of room for your Boat and RV! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. Interior

  Luigi Kalaj RE/MAX REALTEC GROUP INC

  438 Lafayette Blvd, Oldsmar, FL 34677
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  /80

  $429,000

  Open Sat 2PM - 4PM $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  347 Country Club Dr, Oldsmar, FL 34677

  "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

  Frank Fundora PEOPLE'S CHOICE REALTY SVC LLC

  347 Country Club Dr, Oldsmar, FL 34677
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  /57

  $199,000

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft

  130 Nancy Dr Unit 66, Oldsmar, FL 34677

  "RESORT STYLE LIVING" in East Lake Woodlands! This beautifully maintained 2-bedroom,2-bath condominium offers approximately 1,151 sq ft of comfortable living space in one of Oldsmar’s most desirable gated communities. Major updates provide peace of mind, including flooring, A/C system, hot water heater, dishwasher, washer and dryer, and bedroom carpeting all approximately 3 years old, plus a

  Steve DeMatos RE/MAX ALLIANCE GROUP

  130 Nancy Dr Unit 66, Oldsmar, FL 34677
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  /27

  $165,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  278 Pelican Dr N, Oldsmar, FL 34677

  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

  Jon Dant RE/MAX ACTION FIRST OF FLORIDA

  278 Pelican Dr N, Oldsmar, FL 34677
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  /17

  $225,000

  • 1 Bed
  • 1 Bath
  • 1,024 Sq Ft

  2034 Montego Ct, Oldsmar, FL 34677

  Charming and low-maintenance 1-bedroom, 1-bath home tucked away on a quiet cul-de-sac in the highly desirable East Lake/Oldsmar area. This cozy residence offers an open and functional layout filled with natural light, creating a warm and inviting atmosphere from the moment you walk in. The living space flows seamlessly into the kitchen, which features ample cabinetry and workspace—perfect for

  Jerry Hills RE/MAX ELITE REALTY

  2034 Montego Ct, Oldsmar, FL 34677
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  /20

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,392 Sq Ft

  103 Cutlass Way, Oldsmar, FL 34677

  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

  Leyla Mohebbi FLORIDA COMMERCIAL GROUP

  103 Cutlass Way, Oldsmar, FL 34677
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  /29

  $198,000

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft

  218 Caryl Way, Oldsmar, FL 34677

  Welcome home to this beautifully updated second-floor condo located in the highly sought-after, gated community of East Lake Woodlands with golf course views. Known for its peaceful surroundings and resort-style living, this community offers both comfort and convenience in an ideal setting. Step inside to discover a bright and airy interior filled with natural light. This move-in-ready residence

  Karen Sewell CHARLES RUTENBERG REALTY INC

  218 Caryl Way, Oldsmar, FL 34677
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  /48

  $199,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  347 Canal Way, Oldsmar, FL 34677

  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

  Asher Walli CHARLES RUTENBERG REALTY INC

  347 Canal Way, Oldsmar, FL 34677
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  /43

  $400,000

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft

  2013 Sunset Wind Loop, Oldsmar, FL 34677

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the heart of Oldsmar! Built in 2019, this move-in ready home offers the perfect blend of modern style, comfort, and low-maintenance living. The open-concept floorplan features a spacious living and dining area that flows seamlessly into the kitchen, complete with oversized counters ideal for entertaining, meal prep, and

  Nicole Chin KELLER WILLIAMS TAMPA CENTRAL

  2013 Sunset Wind Loop, Oldsmar, FL 34677
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  /38

  $1,950,000

  $149K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 5,114 Sq Ft

  2661 Hawks Landing Blvd, Palm Harbor, FL 34685

  Behind the gates of Hawks Landing, 2661 Hawks Landing Blvd presents a rare Palm Harbor offering... a luxury residence where privacy, natural beauty, and refined design come together with ease. Set against protected preserve land with no rear neighbors, the home creates an immediate sense of calm, offering a setting that feels both elegant and deeply restorative. From the moment you arrive,

  Catherine Rubio COMPASS FLORIDA LLC

  2661 Hawks Landing Blvd, Palm Harbor, FL 34685
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  /35

  $699,000

  $31K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,290 Sq Ft

  2456 Appaloosa Trail, Palm Harbor, FL 34685

  Location, Location, Location says it all. This large 4 bedroom, 3 bath Executive waterfront pool home in the much desired Bridlewood subdivision is waiting for you. Relax in the Solar heated pool as you look out over the peaceful waters of the pond. Fenced in back yard to keep your little ones from wandering off. Lots of room for your autos and toys in the 3 car garage and large driveway. Kitchen

  Frank George CHARLES RUTENBERG REALTY INC

  2456 Appaloosa Trail, Palm Harbor, FL 34685
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  /53

  $699,999

  • 5 Beds
  • 3 Baths
  • 2,839 Sq Ft

  3421 Brian Rd S, Palm Harbor, FL 34685

  Honey, Stop the Car!! This beautifully updated 5-bedroom, 3-bath home offers over 2,800 square feet of thoughtfully designed living space, blending modern upgrades with timeless character.Step inside to find a spacious layout with zoned comfort in mind, featuring a Trane AC system dedicated to the bedrooms and a brand-new 2025 Daikin heat pump serving the downstairs living areas and front

  Amy Garzaro CHARLES RUTENBERG REALTY INC

  3421 Brian Rd S, Palm Harbor, FL 34685
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  /100

  $1,499,000

  New Construction $50K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,433 Sq Ft

  3426 Channelside Ct, Safety Harbor, FL 34695

  GORGEOUS BRAND NEW HOUSE THAT WAS DESIGNED AND BUILT BY THE OWNERS WITH EXCEPTIONAL ATTENTION TO DETAILS. THEY BUILT THE HOME AS IF THEY WERE BUILDING IT FOR THEMSELVES. FROM THE COLOR CHANGING, HEATING FIREPLACE, TO THE HIGH TECH SMART TOILETS AND MIRRORS, TO THE PHENOMENAL WATERFALL QUARTZITE KITCHEN ISLAND WITH BACKLIGHTING, THIS HOME IS SURE TO PLEASE THE FUSSIEST OF BUYERS. THERE IS A

  Pamela Ryan Anderson PAM RYAN REALTY INC

  3426 Channelside Ct, Safety Harbor, FL 34695

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