Oldsmar Houses for Sale

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  /46

  $614,500 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  1631 Shady Oaks Dr, Oldsmar, FL 34677

  JUST REDUCED – DON’T MISS OUT ON THIS ONE! Come see this exceptional 3 bedroom, 2 bathroom pool home in the sought-after, well-maintained community of East Lake Oaks in Oldsmar. With an open-concept layout, high ceilings, and wonderful ambience, this turnkey home features IMPACT WINDOWS AND SLIDERS, plantation shutters, newer roof and AC (2020), updated kitchen and bathrooms, updated flooring

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 218-7998

  1631 Shady Oaks Dr, Oldsmar, FL 34677
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  Explore Oldsmar

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  /42

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,420 Sq Ft

  380 Wellington Ave, Oldsmar, FL 34677

  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

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (813) 797-4705

  380 Wellington Ave, Oldsmar, FL 34677
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  /69

  $269,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  2000 Sheffield Ct, Oldsmar, FL 34677

  Welcome to this Beautifully UPDATED 1296 sq ft, 2-bedroom, 2-bath villa with VAULTED CEILINGS and Stunning 24" CERAMIC TILE THROUGHOUT with a Bright OPEN floor plan. The Kitchen features GRANITE Countertops, WOOD Cabinets, and STAINLESS STEEL APPLIANCES. BOTH BATHROOMS have been tastefully UPDATED, and a convenient INSIDE LAUNDRY closet includes a NEW Washer purchased in 2025 (conveys with sale).

  

  Sheri Ragsdale

  RAGSDALE RESIDENTIAL REALTY

  (656) 232-3260

  2000 Sheffield Ct, Oldsmar, FL 34677
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  /34

  $1,575,000

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft

  316 Shore Dr E, Oldsmar, FL 34677

  Wake up to million-dollar views, and unwind with spectacular sunsets - this is the waterfront lifestyle you've been waiting for. This updated 4-bedroom, 3-bath pool home sits directly on Tampa Bay on an oversized lot along iconic Shore Drive in Oldsmar. Enjoy panoramic water views across the Bay from a home that's high and dry - built on an elevated slab that has never flooded, eliminating the

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 231-5358

  316 Shore Dr E, Oldsmar, FL 34677
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  /54

  $640,000

  • 4 Beds
  • 4 Baths
  • 2,848 Sq Ft

  316 Lafayette Blvd, Oldsmar, FL 34677

  Live the ultimate Florida lifestyle in this spectacular Craftsman-style home in the heart of Oldsmar! Nestled in a golf cart-friendly community just blocks from waterfront parks, vibrant downtown shops, and scenic walking trails, this home blends classic charm with modern comfort. Built in 2006, the two-story residence boasts a dramatic living room with soaring ceilings, clerestory windows, and a

  

  Jodi Avery

  KELLER WILLIAMS REALTY- PALM H

  (813) 680-5091

  316 Lafayette Blvd, Oldsmar, FL 34677
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  /50

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 1,442 Sq Ft

  503 Chestnut St S, Oldsmar, FL 34677

  OPPORTUNITY KNOCKS In this POTENTIAL-FILLED 4 BEDROOM 2.5 BATH- PRIME TAMPA BAY LOCATION!Rare opportunity in sought-after Tampa Bay location just ONE BLOCK from beautiful waterfront and R.E. Olds Park! This spacious multi-level home offers tremendous potential for the right buyer with vision. Featuring four bedrooms, 2.5 baths, and an impressive 3-car garage with workshop space, this

  

  Jodi Avery

  KELLER WILLIAMS REALTY- PALM H

  (813) 565-5918

  503 Chestnut St S, Oldsmar, FL 34677
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  /32

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,212 Sq Ft

  202 Dunkirk Rd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Charming WATERFRONT Retreat in Vibrant Oldsmar! This beautifully UPDATED HOME offers relaxing POND VIEWS and curb appeal. ALL BRAND NEW - ROOF, A/C, Water Heater, Fridge, Washer/ Dryer, Dishwasher, Cabinets, Countertops, Bathroom fixtures, Flooring in bedrooms, and more. Convenience meets charm - with mature landscaping, ample parking, and HOOKUPS

  

  Anjali Gill

  COMPASS FLORIDA LLC

  (656) 228-1142

  202 Dunkirk Rd, Oldsmar, FL 34677
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  /46

  $585,000

  • 3 Beds
  • 2 Baths
  • 1,927 Sq Ft

  1640 Gray Bark Dr, Oldsmar, FL 34677

  Welcome to the home that truly has everything! No detail has been overlooked in this fully renovated showpiece. Step inside to discover luxury vinyl plank flooring throughout, impact-rated windows and doors, LED lighting, and soaring ceilings that enhance the spacious, open feel. The open-concept floor plan creates an inviting environment ideal for both everyday living and stylish entertaining.

  

  Maria Hourdas

  KELLER WILLIAMS REALTY- PALM H

  (656) 235-1590

  1640 Gray Bark Dr, Oldsmar, FL 34677
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  /20

  $234,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  2042 Sheffield Ct, Oldsmar, FL 34677

  Charming 2-bedroom, 2-bath villa in the desirable Sheffield Village at Bayside Meadows community. Spacious layout with vaulted ceilings and fenced yard perfect for relaxing or entertaining. Affordable HOA around $100/month covers maintenance. Built in 1986 with solid bones, this home offers great potential for first-time buyers or investors looking for a well-priced opportunity in Oldsmar. Don’t

  

  Jatnna Jimenez

  LPT REALTY, LLC

  (656) 650-0309

  2042 Sheffield Ct, Oldsmar, FL 34677
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  /39

  $1,390,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  401 Park Blvd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Experience the perfect blend of luxury and location at 401 Park Blvd, Oldsmar. This brand-new 2025 custom home combines hurricane-resilient construction with modern elegance—all just minutes from Tampa’s vibrant downtown, world-class beaches, and waterfront parks.Set on a quiet street in the beautiful historic district, this home rises at a 12’

  

  Jessica Scialletti

  URBAN REAL ESTATE US

  (656) 206-4011

  401 Park Blvd, Oldsmar, FL 34677
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  /32

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  2031 Dover Ct, Oldsmar, FL 34677

  Welcome to your peaceful retreat! This beautifully maintained 2-bedroom, 2-bathroom, 1-car garage villa combines comfort, charm, and convenience in a quiet, sidewalk-lined neighborhood ideal for leisurely strolls and a true sense of community.Step inside to a spacious living area, featuring a large primary suite with a walk-in closet and private en suite bathroom. Enjoy Florida living with

  Jansz Umboh LOKATION

  2031 Dover Ct, Oldsmar, FL 34677
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  /41

  $550,000

  • 3 Beds
  • 2 Baths
  • 2,268 Sq Ft

  519 Cypress View Dr, Oldsmar, FL 34677

  Welcome to a home that blends timeless elegance with modern convenience in the heart of East Lake Woodlands, one of Oldsmar’s most desirable communities. This beautifully updated 3-bedroom, 2-bath residence with a versatile garage conversion has been thoughtfully designed with both sophistication and comfort.Interior HighlightsAs you enter, the attention to detail is immediately

  Althia Lopez PEOPLE'S TRUST REALTY

  519 Cypress View Dr, Oldsmar, FL 34677
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  /52

  $649,900

  • 3 Beds
  • 2.5 Baths
  • 2,429 Sq Ft

  1627 Shady Oaks Dr, Oldsmar, FL 34677

  A Comfortable Retreat in East Lake Oaks!This 3-bedroom, 2.5-bath home has been lovingly cared for by its original owners and welcomes you with a calm, inviting atmosphere from the moment you walk in.The remodeled kitchen, with generous counter space and storage, flows naturally into the main living area and screened lanai, making it easy to gather, cook, and relax. Upstairs, a large flex

  Lynda Ellinger BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  1627 Shady Oaks Dr, Oldsmar, FL 34677
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  /9

  $694,900

  • 5 Beds
  • 3 Baths
  • 2,952 Sq Ft

  1751 Split Fork Dr, Oldsmar, FL 34677

  Professional photos coming soon. Stunning in Oldsmar, 5BD/3BA, pool home! Entering you will be greeted by the open airy flow leading you to the Living room and Dining room combo perfect for those Holiday gatherings. As you make your way into the Kitchen you will find the heart of the home opens directly to the family room. This inviting atmosphere is perfect for weekend game nights or relaxing

  Carol Romeo COLDWELL BANKER REALTY

  1751 Split Fork Dr, Oldsmar, FL 34677
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  /42

  $690,000

  • 4 Beds
  • 2 Baths
  • 2,122 Sq Ft

  3073 Duane Ave, Oldsmar, FL 34677

  This beautifully remodeled, move-in-ready home is packed with features and ready for its next owner. It has a spacious master bedroom with an en-suite bathroom and a large walk-in closet. Outside, you’ll find a large detached porch with big storage, perfect for storing a golf cart, bikes, kayaks, or motorcycles—or transform it into a bedroom, gym, or office or a party place . The backyard is a

  Madelin Martinez S P O R T REALTY GROUP INC.

  3073 Duane Ave, Oldsmar, FL 34677
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  /70

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  311 Shore Dr E, Oldsmar, FL 34677

  Waterfront Luxury Meets Complete Modern Renovation in this Gem in East Lake High Zone! Imagine living where the world comes to vacation! Own a slice of paradise in highly sought-after Oldsmar, where you can bask in sunshine an average of 361 days a year. This charming solid block home features a bright open floor plan perfect for entertaining family and friends. With three generously

  Maria Crespo EXP REALTY LLC

  311 Shore Dr E, Oldsmar, FL 34677
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  /71

  $430,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft

  406 Jefferson Ave S, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. If you’ve been dreaming of that perfect blend of historic charm and modern updates... welcome home! This beautifully restored 1920s Craftsman-style home in the heart of Oldsmar brings all the character you’re craving, without the hassle of a full renovation.Greeted by fresh exterior paint, updated landscaping, and inviting walkway guiding

  Kelsi Ward SOUTHERN LIFE REALTY

  406 Jefferson Ave S, Oldsmar, FL 34677
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  /89

  $624,900

  • 3 Beds
  • 2 Baths
  • 2,034 Sq Ft

  341 Bay Arbor Blvd, Oldsmar, FL 34677

  Spectacularly remodeled home nestled on a conservation/pond lot in a gated community of Bay Arbor. A new ledged glass double door leads to a spacious foyer. The formal living and dining area makes entertaining a breeze. The living and dining room feature wood flooring with new wood-like tile throughout the rest of the home. The island kitchen boasts granite countertops, stainless steel

  Christina Nostro MIHARA & ASSOCIATES INC.

  341 Bay Arbor Blvd, Oldsmar, FL 34677
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  /10

  $449,000

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

  347 Country Club Dr, Oldsmar, FL 34677

  Beautifully and Completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with plenty of green space,

  Frank Fundora PEOPLE'S CHOICE REALTY SVC LLC

  347 Country Club Dr, Oldsmar, FL 34677
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  /24

  $449,900

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

  210 Lee St, Oldsmar, FL 34677

  PERFECT FOR ENTERTAINING!!! Beautiful 2000+ sq/ft, 3 bedroom, 3 bathroom, pool home in the heart of Oldsmar. This house has tons of upgrades including a newer roof, A/C, and solar panels (all installed in 2020), as well as a complete cosmetic make over with a beautiful new kitchen and 3 updated bathrooms. The main living area of this home features a large dining area, a beautiful brand new

  Kevin Schulz BHHS FLORIDA PROPERTIES GROUP

  210 Lee St, Oldsmar, FL 34677
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  /29

  $509,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  333 Tavernier Dr, Oldsmar, FL 34677

  Discover your own slice of Florida paradise with this charming three-bedroom, two-bathroom home, perfectly situated in the highly sought-after community of The Fountains at Cypress Lakes in Oldsmar. Boasting a private, sparkling in-ground pool, this beautiful home is conveniently in walking distance of the local elementary school, and easy access to local shops, restaurants, local airports and

  Karen Daley SMITH & ASSOCIATES REAL ESTATE

  333 Tavernier Dr, Oldsmar, FL 34677
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  /46

  $499,990 Open Sun 10AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  317 Shore Dr E, Oldsmar, FL 34677

  Stunning Tampa Bay Views in Prime Oldsmar Location – Updated & Move-In Ready!Enjoy breathtaking views of Tampa Bay from this elevated single-family home, perfectly situated in one of Oldsmar’s most desirable neighborhoods. Just steps from waterfront parks and nature trails, this 3-bedroom, 2-bath split-level home offers the ideal combination of comfort, location, and peace of

  Charles Kelly ADAMS, CAMERON & CO., REALTORS

  317 Shore Dr E, Oldsmar, FL 34677
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  /56

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,168 Sq Ft

  302 Patty Dr, Oldsmar, FL 34677

  Welcome to see this beautiful house completely remodeled!!!!! Location Location!!! Location !!!!!This house has extreme quality of luxury materials and quality work and finish in the heart of Oldsmar FL, 3 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

  Eleydi Alvarez Lopez SELLING USA, LLC

  302 Patty Dr, Oldsmar, FL 34677
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  /36

  $448,000

  • 4 Beds
  • 2 Baths
  • 1,658 Sq Ft

  502 Timber Bay Cir E, Oldsmar, FL 34677

  Welcome to this stunningly spacious and well-maintained pool home nestled in one of the most sought-after neighborhoods of Oldsmar! This home offers a perfect blend of comfort, style, and practicality, making it ideal for those looking for a peaceful retreat. The floor plan opens to a large living room that is filled with natural light, perfect for entertaining, while the modern kitchen boasts

  Taylor Cresswell SELLSTATE LEGACY REALTY

  502 Timber Bay Cir E, Oldsmar, FL 34677
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  /67

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  303 National Orange Ave, Oldsmar, FL 34677

  PRICE ADJUSTMENT ON THIS WONDERFUL HOME! Updated and charming 3-bedroom homes in Oldsmar. This high and dry home is only steps away from beautiful community parks and features NEW ROOF (2022), NEWER AC (2019), updated kitchen and bathrooms with STAINLESS STEEL APPLIANCES, SOLID WOOD CABINETS, GRANITE COUNTERS, and separate LAUNDRY ROOM. Built-in bookcases in the living room add to the overall

  Ginger Tatarzewski FUTURE HOME REALTY INC

  303 National Orange Ave, Oldsmar, FL 34677
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  /48

  $465,000

  • 4 Beds
  • 2 Baths
  • 1,523 Sq Ft

  321 Shore Dr E, Oldsmar, FL 34677

  Welcome to this beautiful Home, fully remodeled ,4-bedroom, 2 bath. And step outside to your beautiful private pool including a fully screened, brick patio for enjoying sunny Florida days. BRAND NEW HURRICANE RATED WINDOWS 2024 (front windows replaced with hurricane windows in 2022) and HURRICANE RATED SLIDING DOORS (2024).AC (2025). This area has all "A" RATED SCHOOLS! Located Centrally in North

  Gilbert Hernandez HOMETRUST REALTY GROUP

  321 Shore Dr E, Oldsmar, FL 34677
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  /48

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,186 Sq Ft

  1252 Holly Cir, Oldsmar, FL 34677

  Beautifully updated 3-Bedroom, 2 bath home with a 1 car garage, in the desirable Forest Lakes Community in Oldsmar! This lovely home is situated on a peaceful cul-de-sac in an ideal location. As soon as you enter the home, you will feel welcomed by the charming entry, with the open floor plan, vaulted ceilings and elegant porcelain tile, which sets the stage for modern living. Great floor plan

  Janice Rodriguez LPT REALTY, LLC

  1252 Holly Cir, Oldsmar, FL 34677
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  /69

  $795,000

  • 5 Beds
  • 3 Baths
  • 3,546 Sq Ft

  589 Lakewood Dr Unit 2, Oldsmar, FL 34677

  Discover your own private oasis nestled in the desirable Woods at Forest Lakes community in beautiful Oldsmar, Florida. This 5-bedroom, 3-bath pool home offers a rare combination of privacy, comfort, and convenience, with a screen-enclosed pool and spillover spa overlooking a lush conservation area—with no rear neighbors for ultimate peace and quiet.Enjoy the Florida lifestyle year-round

  Jessica Martin THE SHOP REAL ESTATE CO.

  589 Lakewood Dr Unit 2, Oldsmar, FL 34677
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  /23

  $419,900

  • 3 Beds
  • 3 Baths
  • 1,498 Sq Ft

  433 Tangerine Dr, Oldsmar, FL 34677

  Charming single-story home located in the heart of Oldsmar, offering comfort and convenience. This property features a spacious open floor plan with abundant natural light throughout the living and dining areas. The kitchen is well-appointed with ample cabinet space and overlooks the main living area, perfect for everyday living and entertaining. The bedrooms are generously sized, and the primary

  Esther Fleitas Padron HOME PRIME REALTY LLC

  433 Tangerine Dr, Oldsmar, FL 34677
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  /43

  $850,000

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft

  3765 Shore Blvd, Oldsmar, FL 34677

  Welcome to 3765 Shore Blvd in Oldsmar, FL, a rare waterfront property offering endless potential on .39 acres of prime real estate along the bay. This detached duplex features two well-maintained units, each with 2 bedrooms and 1 bathroom. Unit A offers 924 sq. ft., while Unit B provides 936 sq. ft., for a combined total of 1,860 sq. ft. of living space. Both units are equipped with new A/C

  Charlie Reynoso UNIQUE PROPERTY SERVICES

  3765 Shore Blvd, Oldsmar, FL 34677
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  /38

  $360,000

  • 4 Beds
  • 2 Baths
  • 1,523 Sq Ft

  429 Evergreen Dr, Oldsmar, FL 34677

  High & Dry from the storms! Welcome to your dream home in the highly coveted neighborhood of Harbor Palms! This stunning property offers everything you've been searching for and more. Step inside this spacious 4 bedroom, 2 bathroom home and prepare to be amazed. The interior boasts a modern and updated kitchen, perfect for entertaining guests or enjoying family meals. With ample counter space,

  Stacey Ward KELLER WILLIAMS REALTY- PALM H

  429 Evergreen Dr, Oldsmar, FL 34677
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  /30

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,044 Sq Ft

  3164 Duane Ave, Oldsmar, FL 34677

  Welcome to your next home in the vibrant community of Oldsmar! This inviting 3-bedroom, 2-bathroom residence blends comfort, functionality, and a fantastic location near outdoor recreation and local favorites. As you arrive, you're greeted by a welcoming exterior that sets the tone for what’s inside. Step into the spacious living room featuring half-vaulted ceilings, creating a cozy and open

  Valeria Aliaga NETWORTH REALTY OF TAMPA, LLC

  3164 Duane Ave, Oldsmar, FL 34677
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  /35

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,036 Sq Ft

  208 Lee St, Oldsmar, FL 34677

  Step inside this beautifully renovated Mid-Century cottage that looks straight out of a design magazine. With a new roof installed in 2025 and a full modern makeover, this home offers style, comfort and peace of mind. The open floor plan features vaulted ceilings, abundant natural light, and stunning uniform vinyl plank flooring throughout. The gorgeous kitchen is a showstopper with granite

  Maria Azuaje PREMIER SOTHEBYS INTL REALTY

  208 Lee St, Oldsmar, FL 34677
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  /65

  $989,000

  • 5 Beds
  • 3 Baths
  • 2,850 Sq Ft

  219 Washington Ave, Oldsmar, FL 34677

  Exceptional 2021 custom build, designed as the builders personal residence, MCS HOMES is a premier custom Builder in the Tampa Bay area known for their quality of build with amazing details throughout each home.. COASTAL CONTEMPORARY MEETS DESIGNER DETAILS IN THIS 5 BEDROOM-POOL HOME, situated on A KEY LOT, THIS CORNER LOT PROVIDES 2 DRIVEWAY ACESS POINTS in the golf cart friendly, WATERFRONT

  Darlene Davenport COMPASS FLORIDA LLC

  219 Washington Ave, Oldsmar, FL 34677
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  /37

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,133 Sq Ft

  313 Congress St, Oldsmar, FL 34677

  This charming single-family home, 1133sqft, nestled in the historic district of Oldsmar, features three bedrooms and two bathrooms, including a master bedroom with an en-suite bathroom. The property has never experienced flooding or flood damage, offering peace of mind. Recently updated in July 2025 with a new roof and insulation, the home also has vinyl windows, fresh paint, and updated exterior

  Jessica Christianson EXP REALTY LLC

  313 Congress St, Oldsmar, FL 34677
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  /56

  $800,000

  • 4 Beds
  • 2.5 Baths
  • 2,695 Sq Ft

  436 Lafayette Blvd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Must see this 4 bedroom/2.5 bath home with almost 2700 Sq/Ft on one of the highest/majestic lots in downtown Oldsmar! Relax by the wood fireplace with your family in the comfortable living room! Entertain guests, make a fire-pit area, or start your own garden in the expansive backyard with Lanai! Lot is almost a half acre! Fantastic kitchen with

  Dillon Currier CHARLES RUTENBERG REALTY INC

  436 Lafayette Blvd, Oldsmar, FL 34677
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  /66

  $599,900 Open Sun 12AM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  400 Arlington Ave E, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to your dream home! 3-Bedroom, 2.5-Bathroom home with a 4-car garage, work space, and bonus-room, all in a prime location! Built in 1995, this meticulously maintained home offers a pristine canvas for your personal touches. The Primary Bedroom boasts a large walk-in closet and private en-suite bathroom for your convenience. Two additional

  Jody Staples KELLER WILLIAMS GULF BEACHES

  400 Arlington Ave E, Oldsmar, FL 34677
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  /44

  $635,000

  • 3 Beds
  • 2.5 Baths
  • 2,353 Sq Ft

  523 Cypress View Dr, Oldsmar, FL 34677

  Welcome to 523 Cypress View Drive, a beautifully refreshed 3-bedroom, 2-bath home nestled in the peaceful, tree-lined community of The Preserve at Cypress Lakes in Oldsmar, FL. Perfectly located at the end of a quiet cul-de-sac and backing to serene conservation with lake views, this home offers a rare combination of privacy, modern updates, and flexible living space.Step inside to a

  Courtney Kaplan PRESCHOOL BUSINESS SOLUTIONS

  523 Cypress View Dr, Oldsmar, FL 34677
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  /48

  $364,990

  • 3 Beds
  • 2 Baths
  • 1,265 Sq Ft

  1912 Castle Bay Ct, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Immaculately remodeled 3 bed 2 bath home located on a cul de sac street for added privacy in the heart of Oldsmar, FL. Step foot into this modern home greeted by beautiful vaulted ceiliings leading into the new quartz kitchen featuring a peninsula design with wood shaker cabinets, quartz countertops, tile backsplash and stainless steel appliances.

  Abimael Ochoa EVRON & MCCARTHY REALTY LLC

  1912 Castle Bay Ct, Oldsmar, FL 34677
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  /75

  $852,990

  • 4 Beds
  • 3 Baths
  • 3,273 Sq Ft

  382 Rosalind Ln, Oldsmar, FL 34677

  Welcome to 382 Rosalind Ln., an extraordinary home in the exclusive gated community of Bay Arbor in Oldsmar. This thoughtfully upgraded and impeccably maintained residence offers over 4,000 square feet of elegant living space, combining luxury, privacy, and smart-home functionality. Situated on a quiet cul-de-sac and backed by a peaceful conservation lot, the home features soaring ceilings,

  Stephanie Eisenbach LPT REALTY, LLC

  382 Rosalind Ln, Oldsmar, FL 34677

Showing Results 1 - 40, Page 1 of 3

Why Live in Oldsmar

Oldsmar is a well-established neighborhood centrally located between Clearwater and Tampa, known for its tight-knit community and slower pace of life. The area features a variety of independently owned small shops and restaurants, contributing to its hometown vibe. Spanning 10 square miles, Oldsmar includes 3 square miles of parks and trails, such as Harbor Palms Nature Park and R.E. Olds Park, which offer activities like kayaking, fishing, and playgrounds. The Oldsmar Sports Complex provides facilities for softball, soccer, and outdoor hockey, while the BMX track attracts competitive riders. Mobbly Bayou Preserve offers hiking, fishing, and zip-lining opportunities. Homes in Oldsmar range from ranch-style designs to Mediterranean-influenced architecture in planned subdivisions, with well-maintained lawns and a mix of bungalow and Craftsman influences. The neighborhood hosts annual events like Oldsmar Days and Nights and Celebrate Oldsmar, featuring live music, food vendors, and fireworks. Local dining options include Tampa Bay Brewing Company and Shaker & Peel, while grocery needs are met by Sunshine Food Mart, Publix, Walmart, and ALDI. Pinellas County Schools serve the area, with highly rated institutions such as Forest Lakes Elementary, Joseph L. Carwise Middle School, and East Lake High School. State Road 580 provides easy access to Tampa, 16 miles away, and Clearwater, just under 12 miles away. Mease Countryside Hospital is nearby, and Tampa International Airport is 11 miles from Oldsmar. The neighborhood is also home to Tampa Bay Downs, a thoroughbred horse racetrack that draws visitors for horse races, poker tournaments, and golf events.

Learn more about living in Oldsmar

Home Trends in Oldsmar, FL

On average, homes in Oldsmar, FL sell after 61 days on the market compared to the national average of 52 days. The median sale price for homes in Oldsmar, FL over the last 12 months is $376,000, down 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$376,000

Median Single Family Sale Price

$421,500

Median Townhouse Sale Price

$386,500

Median 2 Bedroom Sale Price

$156,000

Average Price Per Sq Ft

$262

Number of Homes for Sale

105

Last 12 months Home Sales

205

Months of Supply

6.10

Median List Price

$415,000

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

-7%