Oldsmar Homes for Sale

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  Price To Be Determined

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,259 Sq Ft

  Tenor Plan at Odeon Square, Oldsmar, FL 34677

  The Tenor is an elegant three-story townhome that combines spacious living, modern design, and exceptional flexibility to fit today’s lifestyle. Thoughtfully designed with open-concept gathering spaces, private bedroom retreats, and versatile bonus areas, the Tenor offers the perfect balance of comfort, convenience, and contemporary style.The first floor welcomes you with a charming covered

  DRB Homes Builder

  504 St Petersburg Dr St E Unit 40570349, Oldsmar, FL 34677
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  $425,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  819 Jacaranda Dr, Oldsmar, FL 34677

  Welcome to this beautifully updated three-bedroom home in Forest Lakes, offering comfortable living spaces and thoughtful improvements throughout. The updated kitchen, completed in 2025, provides a fresh and inviting space that leads to the home’s spacious living and dining areas, ideal for everyday living and entertaining. The primary bedroom has also been updated, creating a comfortable retreat

  Tunisia Abraham PREMIER SOTHEBY'S INTL REALTY

  819 Jacaranda Dr, Oldsmar, FL 34677
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  $269,000

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,143 Sq Ft

  200 Fairfield St, Oldsmar, FL 34677

  Welcome home to this beautifully renovated 2-bedroom, 1-bath property in desirable Oldsmar, Florida! This move-in-ready home has been completely updated from top to bottom. The kitchen features updated cabinetry, countertops, and finishes, creating a stylish and functional space for everyday living. The bathroom has also been redone with fresh, modern touches. Throughout the home, you'll find

  Allison Daigle SUNSHINE REALTY COMPANY LLC

  200 Fairfield St, Oldsmar, FL 34677
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  $395,000

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  345 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. - **3 spacious rooms**: Ideal for the comfort of the whole family. - **2 completely renovated bathrooms**: With modern and elegant finishes. - **Large kitchen**: With new

  Aime Alfonso VITA LUXURY REALTY LLC

  345 Country Club Dr, Oldsmar, FL 34677
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  $155,000

  $45K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  372 Cobia Way, Oldsmar, FL 34677

  Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ golf cart friendly community in the heart of Oldsmar offers the best of Florida retirement living at an unbeatable value.Step inside to a bright, open floor plan featuring dark hardwood-style flooring and bold coastal teal

  Justin Cans IMPACT REALTY TAMPA BAY

  372 Cobia Way, Oldsmar, FL 34677
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  /64

  $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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  /30

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,604 Sq Ft

  711 Lemonwood Dr, Oldsmar, FL 34677

  Tucked into the sought-after Harbor Palms community, this beautifully maintained four-bedroom, two-bathroom home strikes the perfect balance of comfort, character, and Florida charm — and it's ready to welcome its next owner. Step inside to a bright, open living room where oversized windows flood the space with natural light. The kitchen is both stylish and functional, featuring warm butcher

  Marie Baethke CORCORAN DWELLINGS

  711 Lemonwood Dr, Oldsmar, FL 34677
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  /23

  $189,000

  $10K PRICE DROP

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

  392 Cobia Way, Oldsmar, FL 34677

  This move-in-ready, well-maintained home is one of the larger homes in this golf-cart-friendly 55+ community and is being sold FURNISHED. The open floor plan features a spacious living room/dining room combination with luxury vinyl plank flooring and attractive plantation shutters, creating a clean, bright and inviting space. The kitchen offers white cabinetry, an updated countertop and a new

  Joe Gibbons LIPPLY REAL ESTATE

  392 Cobia Way, Oldsmar, FL 34677
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  /46

  $395,000

  $10K PRICE DROP Pre-Foreclosure

  • 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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  /40

  $329,000

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  1707 Hibiscus Cir N, Oldsmar, FL 34677

  Virtually Staged. Beautifully updated and move-in ready, this 2-bedroom, 2-bath Oldsmar home offers the perfect combination of modern updates, outdoor living, and everyday convenience with NO HOA and NO CDD!Step inside to a bright, inviting floor plan featuring tile flooring throughout and an open living and dining area that creates an easy flow for both everyday living and

  yobanec reyes EMORYS ROCK REALTY POWERED BY SELLSTATE

  1707 Hibiscus Cir N, Oldsmar, FL 34677
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  /15

  $567,500

  • 3 Beds
  • 2.5 Baths
  • 2,423 Sq Ft

  406 Wingate Cir, Oldsmar, FL 34677

  New listing in Bay Arbor community in Oldsmar. Features 3 bedrooms, 2.5 bathrooms, large upstairs great room, commercial internet and wiring, 2-car garage, and fully fenced yard with upgraded rear patio. Located on a quiet street at the back of the development and minutes from local attractions, public transportation, and a public park.

  Steven Koleno BEYCOME OF FLORIDA LLC

  406 Wingate Cir, Oldsmar, FL 34677
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  /52

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  212 Arbor Woods Cir Unit 1A, Oldsmar, FL 34677

  WELCOME HOME TO BAY ARBOR! This stunning 3-bedroom, 2.5-bathroom pool home offers the perfect combination of style, privacy, space, and location in one of Oldsmar’s most desirable gated communities. Situated on a peaceful, wooded lot with NO REAR NEIGHBORS, this move-in-ready home delivers the private backyard retreat buyers dream about while still being just minutes from everything Oldsmar has

  Mark Fazzini RE/MAX REALTEC GROUP INC

  212 Arbor Woods Cir Unit 1A, Oldsmar, FL 34677
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  /24

  $125,000

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  133 Sabal Ct Unit F, Oldsmar, FL 34677

  RARE FIRST-FLOOR, FULLY REMODELED 2 BED / 2 BATH CONDO IN OLDSMAR, PRICED TO STAND OUT. No stairs and no renovation project waiting for you. This move-in-ready 915 sq. ft. condo has been thoughtfully updated throughout with wood-look flooring, fresh neutral finishes and a bright, open living and dining area that opens directly to a private covered patio.The updated kitchen features

  Hope DeVivo DALTON WADE INC

  133 Sabal Ct Unit F, Oldsmar, FL 34677
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  /29

  $175,000

  • 2 Beds
  • 2 Baths
  • 1,266 Sq Ft

  410 Dolphin Dr S, Oldsmar, FL 34677

  Welcome to Gull-Aire Village, one of Pinellas County's most desirable and active 55+ communities! Don't miss this opportunity to own a home in the highly sought-after Gull-Aire Village, where you own the land and enjoy an incredibly affordable HOA fee of just $70 per month. Whether you're looking for a full-time residence, seasonal retreat, or future investment property, this community offers

  David Mayhew CHARLES RUTENBERG REALTY INC

  410 Dolphin Dr S, Oldsmar, FL 34677
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  /43

  $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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  /87

  $515,000

  $10K PRICE DROP

  • 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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  /29

  $565,000

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft

  353 Bay Arbor Blvd, Oldsmar, FL 34677

  MOVE-IN READY in the gated Bay Arbor community of Oldsmar! This beautifully updated 3-bedroom, 2-bath home is ready for its new owners. Major improvements have already been taken care of, including a brand-new roof, screened patio and fresh interior and exterior paint, allowing you to move in and enjoy from day one. The desirable split-bedroom floor plan offers privacy and an easy flow for

  Natalie Spencer TAM BAY REALTY LLC

  353 Bay Arbor Blvd, Oldsmar, FL 34677
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  $247,000

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  407 Dolphin Dr S, Oldsmar, FL 34677

  Experience the charm of Gull-Aire Village 55+ in this beautifully renovated home, ready for its next owners. Boasting a spacious 1,320 square feet with stylish laminate flooring throughout, this residence is perfect for entertaining and comfortable living. The split-bedroom layout ensures privacy for both you and your guests, while both bathrooms feature luxurious walk-in showers for added

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  407 Dolphin Dr S, Oldsmar, FL 34677
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  /24

  $489,000

  • 4 Beds
  • 2 Baths

  311 Country Club Dr, Oldsmar, FL 34677

  Completely renovated property, new roof 2026, new A/C 2026, new electricity system and water heater 2026, costume made chicken and bathrooms, 4 Bedrooms 2 Bathrooms plus den; 1,732 SqFt; Lot size 9,788 SqFt You deserve a quality home that you can shape to fit your personality. And here it is. Invite your family and friends for quality time in a home that reflects your spirit. The living space's

  Elina Lopez Elimar Realty Inc

  311 Country Club Dr, Oldsmar, FL 34677
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  $419,000

  $30K 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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  /43

  $310,000

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft

  650 Timber Bay Cir W, Oldsmar, FL 34677

  HIGH AND DRY! NEVER FLOODED. CHARMING 3 bed, 1 bath impeccable home in downtown Oldsmar area. NEW interior doors, NEW stove, NEW baseboards, NEW bathroom vanity, lighting, mirror,, NEW remote control ceiling fans with lights, NEW carriage lights (front and back) NEW GFCI outlets, NEW paint interior, exterior, NEW paint garage, patio, NEWER windows and slider with integral blinds (2023, 2026), HWH

  Ginger Tatarzewski FUTURE HOME REALTY INC

  650 Timber Bay Cir W, Oldsmar, FL 34677
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  /17

  $214,900

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,024 Sq Ft

  2034 Montego Ct, Oldsmar, FL 34677

  Welcome to this spacious 1,028 sq ft villa in the desirable Bayside Meadows community of Oldsmar. This beautifully updated home offers the comfort and privacy of villa living with a one-car garage, fenced backyard, and screened lanai—perfect for enjoying Florida’s year-round outdoor lifestyle.The thoughtfully designed interior features a kitchen overlooking the living area, a cozy

  Jerry Hills RE/MAX ELITE REALTY

  2034 Montego Ct, Oldsmar, FL 34677
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  /43

  $110,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  123 Loblolly Ct Unit B, Oldsmar, FL 34677

  Virtually Staged. GROUND FLOOR ~ NON - FLOOD ZONE. 2 Bedrooms, 2 Bathroom and move in ready in the heart of Oldsmar! Community amenities include a pool, playground, basketball court, tennis courts and beautiful lake with a dock! Bring your fishing pole.Freshly painted and move-in ready, tile floor throughout, making it an ideal canvas for a buyer looking to add personal touches and build

  Christina Paolillo CHARLES RUTENBERG REALTY INC

  123 Loblolly Ct Unit B, 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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  /48

  $198,500

  $51K PRICE DROP

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

  347 Canal Way, Oldsmar, FL 34677

  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

  Asher Walli CHARLES RUTENBERG REALTY INC

  347 Canal Way, Oldsmar, FL 34677
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  /24

  $259,900

  $70K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  704 Lemonwood Dr, Oldsmar, FL 34677

  Investor special with exceptional upside! This concrete block 2-bedroom, 2-bath, 2-car garage home is priced to sell and offers outstanding renovation potential. Situated on a nicely sized lot with beautiful lake views and no rear neighbors, the fully fenced backyard has plenty of room for a pool. The home has an updated electrical panel. The HVAC system was updated in 2019. The roof was last

  Johnny Mead DALTON WADE INC

  704 Lemonwood Dr, Oldsmar, FL 34677
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  $375,000

  $25K PRICE DROP

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

  2013 Sunset Wind Loop, Oldsmar, FL 34677

  NEW PRICE — Exceptional value in one of Oldsmar’s most desirable gated communities! Now offered at $375,000, this beautifully maintained 3-bedroom, 2.5-bath townhome in Bayside Terrace delivers modern, low-maintenance living just minutes from the waterfront charm of Safety Harbor.Built in 2019, the home features a bright, open-concept layout designed for both everyday living and

  Nicole Chin KELLER WILLIAMS TAMPA CENTRAL

  2013 Sunset Wind Loop, Oldsmar, FL 34677
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  /34

  $437,500

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  1309 Sunset Wind Loop, Oldsmar, FL 34677

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome (NEVER FLOODED) in one of Oldsmars most desirable waterfront gated communities. This move-in-ready home offers comfort, convenience and low-maintenance resort style living. The open-concept layout is designed for both everyday comfort and effortless entertaining, featuring a spacious living and dining area filled with natural

  Anabel Ottersbach DALTON WADE INC

  1309 Sunset Wind Loop, Oldsmar, FL 34677

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