Oldsmar, FL Houses for Sale

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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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  Explore Oldsmar

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  /75

  $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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  /46

  $599,000

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

  1631 Shady Oaks Dr, Oldsmar, FL 34677

  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 SLIDING GLASS DOORS, plantation shutters, newer roof and AC (2020), updated kitchen and bathrooms, updated flooring (LVP

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 218-7998

  1631 Shady Oaks Dr, Oldsmar, FL 34677
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  /59

  $1,375,000

  • 4 Beds
  • 3.5 Baths
  • 3,745 Sq Ft

  1476 Briargrove Way, Oldsmar, FL 34677

  Set within a private, gated enclave of Aberdeen within the confines of the exclusive Ardea Country Club, this Mediterranean-inspired pool home delivers resort-style living with all the security of a gated community. The home sits directly on the 17th tee box of the North Course, offering unobstructed golf views and lush green surroundings.From the moment you arrive, the red barrel-tile roof

  

  Lou Tutko

  PARADISE LIFE REALTY

  (656) 218-8427

  1476 Briargrove Way, Oldsmar, FL 34677
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  /54

  $640,000 Pre-Foreclosure

  • 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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  /20

  $215,000

  • 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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  /37

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft

  1801 Forest Dr Unit 3, Oldsmar, FL 34677

  Welcome to 1801 Forest Drive – Your Florida Retreat in the Heart of OldsmarStep into comfort and style with this beautifully maintained 3-bedroom, 2-bathroom single-family home located in one of Oldsmar’s most established and peaceful neighborhoods. Nestled on a generous corner lot, surrounded by mature trees and lush landscaping, this home offers a perfect blend of privacy, functionality,

  

  Debra Briscoe

  FINE PROPERTIES

  (813) 295-7960

  1801 Forest Dr Unit 3, Oldsmar, FL 34677
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  /50

  $325,000

  • 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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  /39

  $1,390,000 New Construction

  • 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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  /62

  $515,000

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  317 Tavernier Dr, Oldsmar, FL 34677

  Set between conservation views in the front and a pond with a wooded backdrop in the back, this beautifully updated three-bedroom, two-bath pool home boasts a serene natural setting and a convenient Oldsmar location. The charming front portico porch and subzero landscaping create a warm welcome and set the stage for the thoughtful design you’ll find throughout. Step inside the front foyer to the

  Dean Ribble RE/MAX REALTEC GROUP INC

  317 Tavernier Dr, Oldsmar, FL 34677
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  /48

  $909,900

  • 4 Beds
  • 3 Baths
  • 2,808 Sq Ft

  1358 Forestedge Blvd, Oldsmar, FL 34677

  PICK YOUR COLOR - MAKE THIS BEAUTIFUL HOME YOUR OWN!! Sellers are offering a $6500 painting credit to personalize the home with the colors you love! PRICE DRASTICALLY REDUCED!!! Nestled within the highly sought-after gated community of Aberdeen in East Lake Woodlands, this exceptional single-story residence offers a rare blend of luxury, privacy, and prime location. Thoughtfully upgraded and

  Alexsis Denson REALTY ONE GROUP BEYOND

  1358 Forestedge Blvd, Oldsmar, FL 34677
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  /67

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  4831 Pebble Brook Dr, Oldsmar, FL 34677

  Walk up as you take in the lush landscape and brick paved front porch; Step inside this lovely home in the highly sought-after East Lake Woodlands neighborhood of Cross Creek and be immediately impressed by its open and inviting layout. Interior highlights include light & bright kitchen with white raised-panel cabinetry, double stainless-steel sink, large pantry with built-in shelving, and cozy

  Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

  4831 Pebble Brook Dr, Oldsmar, FL 34677
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  /42

  $609,000

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft

  4874 Westchester Ct, Oldsmar, FL 34677

  Welcome home to Kingsmill at East Lake Woodlands, a highly sought-after community in Oldsmar, Florida. Enter this exquisite, gated community that beautifully blends refined living with a sense of serene retreat. Nestled among lush nature preserves and world-class golf courses, this community offers residents an unparalleled lifestyle of privacy, elegance and leisure. With its prime location near

  Alecia Savas COLDWELL BANKER REALTY

  4874 Westchester 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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  /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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  /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

  $474,000

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

  311 Shore Dr E, Oldsmar, FL 34677

  Sellers will contribute by covering your Flood Insurance for 7 months! Waterfront Luxury Meets Complete Modern Renovation in this Gem in East Lake High School 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

  Maria Crespo EXP REALTY LLC

  311 Shore Dr E, Oldsmar, FL 34677
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  /29

  $495,000

  • 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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  /18

  $525,000

  • 2 Beds
  • 1 Bath
  • 898 Sq Ft

  508 Dartmouth Ave E, Oldsmar, FL 34677

  Welcome to coastal country living in Oldsmar, Florida, at the top of Tampa Bay! The value of this property is in the land. It is all about the Land, it is about the promise the land holds for the next homeowner/investor/ Builder. This 148 x 184 property is primed for redevelopment. The house and outbuildings on the lot are most likely tear-downs, not fixer-uppers. The zoned R-2 parcel can be

  Realtor Joann JOHN PARVIN

  508 Dartmouth Ave E, Oldsmar, FL 34677
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  /46

  $499,990

  • 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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  /27

  $535,000

  • 4 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  211 Arlington Ave E, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Located in one of Oldsmar's most sought after neighborhoods (no HOA), this 4-bedroom, 2.5-bath home offers a rare blend of space, privacy, and coastal living. This home sits on a large fenced-in lot with an oversized driveway, two-car garage, and there was no flooding during recent storms. Inside, you'll find high ceilings, a fireplace, updated

  Conner McBride COLDWELL BANKER REALTY

  211 Arlington Ave E, 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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  /30

  $539,900

  • 3 Beds
  • 2.5 Baths
  • 2,143 Sq Ft

  423 Cypress View Dr, Oldsmar, FL 34677

  Location! Homes in this quiet community sell quickly. 2,143 sf two story with Florida room and awesome view of the huge pond on a cul-de-sac. Roof only 3 years old. House has updated white shaker cabinet kitchen with marble-look composite countertops and backsplash, updated flooring and fresh paint throughout. Updated owner’s bathroom shower enclosure, double vanity, and garden tub. Stainless

  James Maiorano MARK SPAIN REAL ESTATE

  423 Cypress View Dr, Oldsmar, FL 34677
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  /80

  $549,900

  • 4 Beds
  • 2 Baths
  • 2,024 Sq Ft

  3410 Briarwood Ln, Safety Harbor, FL 34695

  BEAUTIFUL, UPDATED HOME Just Minutes from Downtown Safety Harbor – NO HOA! Nestled on a Peaceful Cul-De-Sac along a Tree-Lined Street, this RARE 4-Bedroom (or 3-Bedroom + Office), 2-Bath Home offers a Perfect blend of Charm, Comfort, and Convenience. With NO HOA Fees and a QUIET Location just minutes from Vibrant downtown Safety Harbor! You will enjoy Privacy without sacrificing access to top

  Sandee Dillon-Mooney RE/MAX REALTEC GROUP INC

  3410 Briarwood Ln, Safety Harbor, FL 34695
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  /41

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft

  2002 Montego Ct, Oldsmar, FL 34677

  2 Bedroom 2 Bath Villa in the highly desirable Bayside Meadows Community. Tile and laminate flooring in the high traffic areas An open floor plan with a large eat in area in the Kitchen area. Plenty of Counter space for all you cooking needs with plenty of room for small kitchen appliances. The roomy Living area makes for a warm inviting living space. There is a privatescreened Lani for your

  Tanner Tillung EXP REALTY LLC

  2002 Montego Ct, Oldsmar, FL 34677
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  /78

  $1,775,000

  • 4 Beds
  • 6 Baths
  • 5,260 Sq Ft

  288 Mobbly Bay Dr, Oldsmar, FL 34677

  Luxury living with an abundance of privacy, amazing views, an open floor plan, and ample closet space are just a start. This cul-de-sac custom-built home of unparalleled elegance within a gated enclave features breathtaking water views and gleaming natural light without compromising privacy. Spanning 5,260 square feet, this 2 story meticulously designed residence features 4 bedrooms, study, game

  Jac Smith KELLER WILLIAMS ST PETE REALTY

  288 Mobbly Bay Dr, Oldsmar, FL 34677
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  /33

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  1711 Ironwood Ct E, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. This inviting 1-story home offers 3 bedrooms and 2 bathrooms, thoughtfully designed for comfort and functionality. Enjoy the bright sunroom, perfect for relaxing, reading, or entertaining guests. The spacious living areas flow seamlessly, and the wood-fenced backyard provides privacy and a great space for outdoor activities or gatherings. One or

  Eva Hockenberry MAINSTAY BROKERAGE LLC

  1711 Ironwood Ct E, Oldsmar, FL 34677
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  /84

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,251 Sq Ft

  1349 Forestedge Blvd, Oldsmar, FL 34677

  Welcome to the Pinnacle of Luxury living in the Exclusive gated Community of East Lake Woodlands. Set on a picturesque, oversized lot with Serene Pond and Golf course views, this stunning residence is in the sought-after "Aberdeen" neighborhood. This Home features 4 Bedrooms, 3.5 Baths, plus an Office all under 3,251 sqft of meticulously upgraded living space. The Living areas Exude Elegance with

  Mark Fazzini RE/MAX REALTEC GROUP INC

  1349 Forestedge Blvd, Oldsmar, FL 34677
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  /52

  $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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  /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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  /71

  $889,000

  • 4 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  2328 Warwick Dr, Oldsmar, FL 34677

  Welcome to the charming Warwick Hills enclave within the desirable Eastlake Woodlands community! Enjoy the peaceful drive home beneath beautiful tree-canopied streets, where this exceptional two-story residence awaits on one of the largest corner lots in the neighborhood. Perfectly elevated and high & dry, this home has never experienced standing water. A stately presence greets you with elegant

  Roberta Celiberti COASTAL PROPERTIES GROUP INTERNATIONAL

  2328 Warwick Dr, Oldsmar, FL 34677
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  /77

  $1,150,000

  • 5 Beds
  • 3 Baths
  • 3,390 Sq Ft

  85 Kelleys Trail, Oldsmar, FL 34677

  Spectacular Golf Course Living in Eastlake Woodlands!Enjoy privacy, elegance, and breathtaking golf course views in this beautifully appointed 5-bedroom, 3-bath, 3-car garage home backing to the Ardea Country Club North Course Signature Hole #10 in the gated community of Eastlake Woodlands. A former model home, this residence welcomes you with a grand marble foyer and sweeping views of the

  Rachel Friesema BHHS FLORIDA PROPERTIES GROUP

  85 Kelleys Trail, 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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  /78

  $379,500

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  150 Tads Trail, Oldsmar, FL 34677

  VILLA with TRANQUIL GOLF COURSE VIEWS IN EAST LAKE WOODLANDS. This well Maintained VILLA is Very Spacious 1,695 sq ft with 3 Bedrooms & 2 Bathrooms & Enclosed Air-Conditioned Large Patio. The Kitchen has been Tastefully Updated with modern touches, including UPDATED CABINETRY, GRANITE COUNTERS & NEWER Appliances, perfect for both daily Living and Entertaining. The Primary Suite includes a

  Marie Becklund FUTURE HOME REALTY INC

  150 Tads Trail, Oldsmar, FL 34677

Showing Results 1 - 40, Page 1 of 3

Why Live in Oldsmar

Oldsmar, Florida, is a small town between downtown Tampa and Clearwater, offering waterfront living in the heart of Tampa Bay. With a population of around 13,600, Oldsmar maintains a homey atmosphere while providing convenient access to nearby cities. The town boasts an impressive parks system, dedicating about 40% of its land to parks and preserves, including the ten-mile Oldsmar Trail that winds through eight parks, offering scenic views of marsh ecosystems and coastal landscapes. Notable parks include R.E. Olds Park, Veterans Memorial Park, and Mobbly Bayou Beach Park. The Oldsmar Flea Market, touted as the largest in the south, operates from Wednesday to Sunday, while annual events like Oldsmar Days and Nights and Oktoberfest bring the community together with live music and classic car shows.

Education in Oldsmar is served by Pinellas County Schools, recognized as the best school district in the Tampa area. Palm Harbor University High School, located eight miles northwest, is highly rated, particularly for its STEM programs. The town features a mix of housing styles, including ranch-style homes, craftsman builds, and luxurious waterfront condos. Real estate in Oldsmar typically sells quickly, with homes averaging 38 days on the market.

Local attractions include Tampa Bay Downs, a thoroughbred horse racing track, and HorsePower, a nonprofit farm and animal sanctuary. Empower Adventures Tampa Bay offers ziplining and aerial obstacle courses, while the Tampa Bay Skating Academy provides figure skating and hockey lessons. Oldsmar is safer than the national average, with low violent crime rates, though the southern part of town faces flood risks.

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 $370,000, down 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$370,000

Median Single Family Sale Price

$419,900

Median Townhouse Sale Price

$397,000

Median 2 Bedroom Sale Price

$156,000

Average Price Per Sq Ft

$261

Number of Homes for Sale

102

Last 12 months Home Sales

202

Months of Supply

6.10

Median List Price

$410,000

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

-8%