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Oldsmar Homes for Sale

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  • /54

    $355,700

    $14K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft

    206 Bedford St, Oldsmar, FL 34677

    Virtually Staged. Short Sale. BANKRUPTCY PROPERTY - AND THE PRICE IS PRE-APPROVED! This beautifully updated, single-level home offers a smart, open layout with 3 bedrooms, 2 full baths, and a 2-car garage, designed for both everyday living and easy entertaining. Completely renovated in 2022, the interior has been thoughtfully updated and modernized.The main living area features high ceilings

    Agent Photo

    Tanja Cisliek

    FUTURE HOME REALTY INC

    206 Bedford St, Oldsmar, FL 34677
  • /30

    $374,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,834 Sq Ft

    108 Brent Cir, Oldsmar, FL 34677

    Welcome to coastal lifestyle living in one of Oldsmar’s most desirable gated waterfront communities called Seaside Estates. This beautifully maintained home offers the perfect blend of comfort, convenience, and outdoor living just minutes from Tampa Bay.Step inside to an open-concept floor plan filled with natural light, high ceilings, and spacious living areas designed for both everyday

    Agent Photo

    Bernie Lutz

    FUTURE HOME REALTY INC

    108 Brent Cir, Oldsmar, FL 34677
  • /60

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,255 Sq Ft

    163 Dolphin Dr E, Oldsmar, FL 34677

    163 Dolphin Drive, Oldsmar, FLWelcome to one of the standout homes in Gull-Aire Village, Oldsmar's highly sought-after 55+ community. Situated on a desirable corner lot, this beautifully renovated 2-bedroom, 2-bathroom home combines modern style with comfortable, low-maintenance living.From the moment you arrive, you'll appreciate the spacious two-car carport, attractive curb appeal, and

    Agent Photo

    Cyndi Olmstead

    CONCI, REALTORS

    163 Dolphin Dr E, Oldsmar, FL 34677
  • /41

    $300,000

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,485 Sq Ft

    193 Blue Marlin Dr, Oldsmar, FL 34677

    Welcome to refined Florida living in this luxurious 3-bedroom, 3-bath split floor plan residence located in the highly desirable 55+ community of Gull-Aire Village. Thoughtfully upgraded with both style and function in mind, this move-in ready home offers a rare and versatile layout featuring TWO PRIVATE ENSUITES—perfect for hosting guests or creating dual primary retreats.The interior

    Agent Photo

    Cyndi Olmstead

    CONCI, REALTORS

    193 Blue Marlin Dr, Oldsmar, FL 34677
  • /46

    $224,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 984 Sq Ft

    276 Pelican Dr N, Oldsmar, FL 34677

    Welcome to effortless Florida living in this beautifully updated, move-in-ready 2-bedroom, 2-bath home located in one of Oldsmar’s most desirable 55+ active adult communities. From the moment you arrive, the pride of ownership is clear. Charming curb appeal, an oversized screened front porch, and a meticulously maintained exterior create the perfect first impression and set the tone for the easy,

    Agent Photo

    Carmine Petruzziello

    THE SOMERDAY GROUP PL

    276 Pelican Dr N, Oldsmar, FL 34677
  • /2

    $249,000

    • 2 Beds
    • 2 Baths
    • 1,671 Sq Ft

    428 Pelican Dr S, Oldsmar, FL 34677

    Welcome to 428 Pelican Drive South in Gull-Aire Village, a welcoming 55+ golf cart friendly community in Oldsmar where you can enjoy the Florida lifestyle with room to spread out. This spacious 2-bedroom, 2-bathroom home offers large rooms, an indoor laundry area, and a desirable location toward the back of the community.Whether you’re looking for a full-time Florida residence, a seasonal

    Agent Photo

    Cyndi Olmstead

    CONCI, REALTORS

    428 Pelican Dr S, Oldsmar, FL 34677
  • /34

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    601 Shore Dr E, Oldsmar, FL 34677

    Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the heart of Oldsmar, offering 1,856 square feet of thoughtfully designed living space on an oversized 0.41-acre lot. Featuring a spacious floor plan with a Florida room and dedicated home office, this property provides the perfect blend of comfort and modern upgrades. This home has been extensively upgraded for peace of mind,

    Agent Photo

    Jeffrey Borham

    EXP REALTY LLC

    601 Shore Dr E, Oldsmar, FL 34677
  • /42

    $379,900

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

    106 Brent Cir Unit 2, Oldsmar, FL 34677

    THE KITCHEN SETS THIS ONE APART. Step into a brighter, more open 3-bedroom, 3-bathroom townhome with over 1,800 square feet in the gated waterfront community of Seaside Estates. Bamboo flooring, a fireplace, high ceilings, and a private balcony create a light-filled, open-concept main level. The kitchen was extended 3 feet and the original dropped ceiling was removed, so the space feels tall and

    Agent Photo

    James Wheeler

    CHARLES RUTENBERG REALTY INC

    106 Brent Cir Unit 2, Oldsmar, FL 34677
  • /15

    $155,000

    $19K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 915 Sq Ft

    124 Loblolly Ct Unit D, Oldsmar, FL 34677

    Unit tottaly Renovated New Kitchen Bath Bathrooms and flooring at the Garden of Forest lakes 2 Bedroom 2 bath

    Meir Barack LYN PROPERTIES

    124 Loblolly Ct Unit D, Oldsmar, FL 34677
  • /28

    $324,900

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft

    413 Country Club Dr, Oldsmar, FL 34677

    Wake up to water views and end your day watching the sun set over the canal. This renovated 3-bedroom, 2-bathroom waterfront home sits on a spacious 0.21-acre lot with no HOA in the established Oldsmar Country Club Estates, and its best feature is right out the back door: direct water access with a scenic trail leading all the way to Tampa Bay. Launch a kayak or paddleboard from your own backyard

    Steven Koleno BEYCOME OF FLORIDA LLC

    413 Country Club Dr, Oldsmar, FL 34677
  • /62

    $725,000

    $124K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,711 Sq Ft

    402 Shore Dr W, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. PRICE ADJUSTMENT August 30th $33k below Zestimate. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style

    Mike Sanders HOMES BY SANDERS REALTY

    402 Shore Dr W, Oldsmar, FL 34677
  • /15

    $449,000

    • Land
    • 20,473 Sq Ft
    • $955,319 per Acre

    0 St Petersburg Dr Unit 13, Oldsmar, FL 34677

    Two Adjoining Lots—Build Two Homes or One Triplex in Oldsmar! Offered together, these two originally platted vacant lots contain approximately 20,691 square feet, or 0.475 acre, along paved St. Petersburg Drive E. Written zoning guidance from the City of Oldsmar confirms a maximum density of three dwelling units and identifies two potential development options: retain the lots separately for one

    Carol Villani LPT REALTY, LLC

    0 St Petersburg Dr Unit 13, Oldsmar, FL 34677
  • /78

    $999,000

    $201K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    3858 Shore Blvd, Oldsmar, FL 34677

    Welcome to this unique elevated waterfront 3 bedroom, 2 bathroom, oversized 2 car garage home located at 3858 Shore Boulevard that offers close to 1,600 square feet of living space and has an additional 600+ square foot in-law suite / ADU situated in the laid back town of Oldsmar, Florida. This serene waterfront property offers the perfect balance of peaceful living and convenient access to local

    Mark Yorke, LLC CHARLES RUTENBERG REALTY INC

    3858 Shore Blvd, Oldsmar, FL 34677
  • /23

    $229,500

    • 2 Beds
    • 2.5 Baths
    • 1,110 Sq Ft

    366 Countryside Key Blvd, Oldsmar, FL 34677

    Welcome to this 2-bedroom, 2.5-bath townhome located in the desirable gated community of Countryside Key in the heart of Oldsmar. This spacious floor plan features two primary suites upstairs, each with its own private bathroom, while the convenient half bath downstairs is perfect for guests. Enjoy an open living and dining area with plenty of natural light and a private screened patio ideal for

    Becki Joyal CENTURY 21 INTEGRA

    366 Countryside Key Blvd, Oldsmar, FL 34677
  • /5

    $349,000

    • Land
    • 7,405 Sq Ft
    • $2,052,941 per Acre

    604 Chestnut St S, Oldsmar, FL 34677

    Vacant lot for sale. 300 yds from Tampa Bay and 2 blocks from an "A" rated Elementary School.

    Chevon Eaton CHEVON EATON

    604 Chestnut St S, Oldsmar, FL 34677
  • /44

    $344,900

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,583 Sq Ft

    415 Maplewood Cir, Oldsmar, FL 34677

    A beautifully maintained home in the desirable Sheffield Village area of Oldsmar, this property offers comfort, convenience, and the welcoming charm the community is known for. Located on a quiet cul-de-sac, 415 Maplewood Cir features a bright, open layout with spacious living areas perfect for everyday living and entertaining.The home’s interior is filled with natural light, highlighted by

    Aaron Tadlock COLDWELL BANKER REALTY

    415 Maplewood Cir, Oldsmar, FL 34677
  • /2

    $600,000

    $850K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft

    200 Lee St, Oldsmar, FL 34677

    This tenant occupied house can be combined for a price of $1,200,000 with the contiguous property for sale at 200 State St E. consisting of an office building and a vacant lot. Both properties have a total of 33,806 sf (MOL) land with 350 ft frontage on State St E. Both properties have an Oldsmar TCCN zoning designation (Town Center Commercial Neighborhood District). A unique and prime

    Victor Suhweil IDEAL REALTY ADVISORS, LLC

    200 Lee St, Oldsmar, FL 34677
  • /52

    $110,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 915 Sq Ft

    133 Sabal Ct Unit G, Oldsmar, FL 34677

    Virtually Staged. CASH PURCHASE ONLY. Perfect Rental/Investment Property Tucked into the trees of The Gardens of Forest Lakes, this 915 sq ft second-floor 2-bedroom, 2-bath condo pairs an open-concept living and dining layout with a private deck overlooking a quiet, wooded backdrop. Laminate flooring runs throughout for a clean, low-maintenance feel, and all appliances are included for a true

    Laurie Dykeman KELLER WILLIAMS TAMPA PROPERTIES

    133 Sabal Ct Unit G, Oldsmar, FL 34677
  • /56

    $419,500

    • 2 Beds
    • 2 Baths
    • 1,697 Sq Ft

    534 Canal Way, Oldsmar, FL 34677

    Lovely Waterfront Single Family Home in Gull-Aire Village—never flooded, came through Hurricane Helene completely dry. Current appraisal is in the attachments.534 Canal Way features a slab foundation, block and stucco construction on a continuous footing. Built in 2001, it offers 1,873 heated sq. ft., 2,441 sq. ft. under roof, and an attached 483 sq. ft. two-car garage. It includes two

    Matt Mayers LIFES A BEACH REAL ESTATE

    534 Canal Way, Oldsmar, FL 34677
  • /40

    $209,900

    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft

    34 Pelican Dr E, Oldsmar, FL 34677

    This well-maintained 1989 Jacobsen home is ready to welcome its new owner! The inviting open floor plan features cathedral ceilings and an abundance of windows in the living room, creating a bright, airy atmosphere. Recent updates include new kitchen cabinets and countertops, three new skylights, and updated vanities in both bathrooms. The convenient indoor laundry area adds everyday

    Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

    34 Pelican Dr E, Oldsmar, FL 34677
  • /43

    $545,000

    $180K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,791 Sq Ft

    140 Brent Cir, Oldsmar, FL 34677

    Seller Motivated! Asking price is under last appraisal value. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common

    Nicci Meyer, PA FLORIDA REALTY INVESTMENTS

    140 Brent Cir, Oldsmar, FL 34677
  • /5

    $140,000

    • Land
    • 12,196 Sq Ft
    • $500,000 per Acre

    0 Phoenix Ave Unit MFRS5149116, Oldsmar, FL 34677

    NICE WATERFRONT BUILDABLE LOT! LOCATED ON MOCCASIN CREEK WITH EASY ACCESS TO THE BAY! CREEK FRONTAGE IS 50 FEET! NO HOA! LOW TAXES! SHORT DISTANCE TO HONEYMOON ISLAND, PALM HARBOR, BEST GULF BEACHES, SHOPPING, RESTAURANTS & TAMPA INTERNATIONAL AIRPORT! PARTIALLY CLEARED! BUY TODAY AND BUILD AT ANY TIME!

    Yelena Kirichenko CHARLES RUTENBERG REALTY ORLANDO

    0 Phoenix Ave Unit MFRS5149116, Oldsmar, FL 34677
  • /20

    $500,000

    • Land
    • 14,810 Sq Ft
    • $1,470,588 per Acre

    311 Washington Ave, Oldsmar, FL 34677

    Virtually Staged. DOUBLE LOT!!! Rare opportunity to own a fantastic piece of land in the heart of Oldsmar, Florida! This versatile property offers subdivision potential, allowing the parcel to be divided and sold individually—ideal for builders, investors, or buyers looking to create custom homes in a growing and highly desirable area.Located near top-rated local schools, this property places

    Stacey Ward KELLER WILLIAMS REALTY- PALM HARBOR

    311 Washington Ave, Oldsmar, FL 34677
  • /2

    Price To Be Determined

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,322 Sq Ft

    Soprano Plan at Odeon Square, Oldsmar, FL 34677

    The Soprano at Odeon Square is a sophisticated three-story luxury townhome designed for the way you live today — blending spacious open-concept living, private retreats, and seamless indoor-outdoor spaces in the heart of Oldsmar. With a versatile layout, attached 2-car garage, and multiple balconies and covered outdoor living areas, the Soprano offers the comfort of a single-family home with the

    DRB Homes Builder
    504 St Petersburg Dr St E Unit 40570366, Oldsmar, FL 34677
  • /30

    $539,900

    $35K PRICE DROP
    • 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
  • /36

    $380,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,667 Sq Ft

    1505 Sunset Wind Loop, Oldsmar, FL 34677

    This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor,

    Eric Jenkins, PA KELLER WILLIAMS REALTY- PALM HARBOR

    1505 Sunset Wind Loop, Oldsmar, FL 34677
  • /21

    $125,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 915 Sq Ft

    131 Sabal Ct Unit E, Oldsmar, FL 34677

    Welcome to this beautifully maintained condo in the heart of desirable East Lake Woodlands! Offering a spacious and inviting layout, this residence provides the perfect blend of comfort, convenience, and relaxed Florida living. LOW HOAs and fantastic amenities that include a full size pool, a kiddy pool, tennis/basketball/raquetball courts, and a playground. This light and bright unit features an

    Paul Ly KELLER WILLIAMS TAMPA PROPERTIES

    131 Sabal Ct Unit E, Oldsmar, FL 34677
  • /53

    $365,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    1909 Castle Bay Ct, Oldsmar, FL 34677

    --SERIOUS SELLER-WILLING TO NEGOTIATE-- Check out this BEAUTIFUL 3-bedroom, 2-bath BLOCK home WITH GARAGE. located on a quiet cul-de-sac in the heart of Oldsmar. BEAUTIFUL HIGH GLOSS TILE FLOORING THROUGHOUT Featuring spacious living areas with vaulted ceilings, a primary bedroom with an ensuite, and a split bedroom layout for added privacy and a rear screened porch perfect for relaxing or

    Craig Berenger, Jr BHHS FLORIDA PROPERTIES GROUP

    1909 Castle Bay Ct, Oldsmar, FL 34677
  • /50

    $329,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    1806 Driftwood Cir S, Oldsmar, FL 34677

    MOVE-IN READY POOL HOME | NO HOA | 2 BEDROOMS | 2 BATHROOMS | NEW ROOF 2025Welcome to your new home, a move-in ready 2-bedroom, 2-bathroom block home in Harbor Palms featuring a screened-in pool, fully fenced backyard, 1-car garage, and no HOA. Located on a quiet residential street in Oldsmar, this home offers comfortable Florida living with easy access to Tampa, Palm Harbor, Dunedin, and

    Derrick McKenzie KELLER WILLIAMS REALTY- PALM HARBOR

    1806 Driftwood Cir S, Oldsmar, FL 34677
  • /42

    $320,999

    • 3 Beds
    • 1 Bath
    • 1,272 Sq Ft

    310 Country Club Dr, Oldsmar, FL 34677

    **Welcome to 310 Country Club Dr — Beautifully Renovated & Move-In Ready!**Discover a beautifully renovated Oldsmar home where modern style, quality finishes, and functionality come together. This 3-bedroom, 1-bath property features a **new roof, new A/C, hurricane impact windows, a fully remodeled kitchen and bathroom, upgraded flooring, and updated finishes throughout**.The

    Diasmary Lopez Montes de Oca VITA LUXURY REALTY LLC

    310 Country Club Dr, Oldsmar, FL 34677
  • /55

    $460,000

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

    129 Brent Cir, Oldsmar, FL 34677

    HUGE PRICE IMPROVEMENT - WATERVIEWS from All 3 Floors, This UPDATED 3Bed 3Bath townhome is situated in the exclusive gated community of SEASIDE ESTATES in picturesque and historic Oldsmar. Nestled within a Townhome Complex of 67 units, this particular unit stands out as truly unique. The magnificent sunsets are breathtaking. The kitchen has STONE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and

    Ena Ebanks FUTURE HOME REALTY INC

    129 Brent Cir, Oldsmar, FL 34677
  • /9

    $187,000

    $13K PRICE DROP
    • Land
    • 8,276 Sq Ft
    • $984,211 per Acre

    503 Buckingham Ave W, Oldsmar, FL 34677

    Prime Vacant Lot – Oldsmar, FL - Exceptional opportunity to build in a prime Oldsmar location just one block from waterway to Safety Harbor. This cleared and leveled vacant lot is ideally situated near top-rated schools, parks, restaurants, and the charming downtown of Safety Harbor. Convenient access to Tampa International Airport and major roadways makes commuting a breeze.Located in an

    Jourdin Reece GULF SHORES REALTY ERA POWERED LLC

    503 Buckingham Ave W, Oldsmar, FL 34677
  • /8

    $999,000

    $500K PRICE DROP
    • Land
    • 1.14 Acres
    • $876,316 per Acre

    205 Chestnut St, Oldsmar, FL 34677

    Presenting a rare opportunity to acquire a well-positioned property in the heart of Oldsmar. This offering combines excellent visibility with approximately 300ft frontage on SR 580 and is easily accessible with the signalized corner and permitted DOT ingress and egress. The location benefits from continued development along retail corridors and continually growing residential communities in the

    Allison Daigle SUNSHINE REALTY COMPANY LLC

    205 Chestnut St, Oldsmar, FL 34677
  • /10

    $50,000

    $99K PRICE DROP
    • Land
    • 3,920 Sq Ft
    • $555,556 per Acre

    257 Pelican Dr N, Oldsmar, FL 34677

    Rare opportunity to purchase a vacant lot in Gull-Aire Village for your new manufactured home. Gull-Aire Village is an active 55+ community and offers clubhouse, library, shuffleboard, Bocce ball court, and large heated pool & spa. Golf cart friendly. HOA is $70.00 per month. One pet-any size is allowed. If you have two pets the second pet will need an emotional support letter from Buyer’ doctor.

    Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

    257 Pelican Dr N, Oldsmar, FL 34677
  • /65

    $775,000

    $40K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,058 Sq Ft

    743 Wellington Ct, Oldsmar, FL 34677

    Welcome to luxury living in the highly sought-after Wellington Estates community of Oldsmar. This stunning ENERGY STAR® certified residence offers over 3,000 square feet of thoughtfully designed living space featuring 4 bedrooms, a private den/office, 3.5 bathrooms, and an expansive bonus room that can easily serve as a media room, game room, home gym, or fourth bedroom. The home also includes a

    Tanner Tillung EXP REALTY LLC

    743 Wellington Ct, Oldsmar, FL 34677
  • /18

    $449,000

    • Land
    • 20,473 Sq Ft
    • $955,319 per Acre

    0 St Petersburg Dr Unit 857538, Oldsmar, FL 34677

    Two Adjoining Lots—Build Two Homes or One Triplex in Oldsmar! Offered together, these two originally platted vacant lots contain approximately 20,691 square feet, or 0.475 acre, along paved St. Petersburg Drive E. Written zoning guidance from the City of Oldsmar confirms a maximum density of three dwelling units and identifies two potential development options: retain the lots separately for one

    Lisa VanDeBoe Plantation Realty, Inc.

    0 St Petersburg Dr Unit 857538, Oldsmar, FL 34677
  • /55

    $489,000

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    1103 Mango Ct, Oldsmar, FL 34677

    Welcome to refined coastal living in this beautifully appointed 3-bedroom, 2.5-bath townhome located within a highly desirable waterfront community in Oldsmar. Offering a blend of contemporary design, quality construction, and low-maintenance living, this home is ideal for those seeking comfort, style, and convenience. This home, built in 2018, feels like brand new construction. Even though the

    Robert Demarest DALTON WADE INC

    1103 Mango Ct, Oldsmar, FL 34677
  • /43

    $354,900

    • 3 Beds
    • 2 Baths
    • 1,294 Sq Ft

    1806 Ironwood Ct W, Oldsmar, FL 34677

    Tucked away on a quiet dead-end street in the heart of Oldsmar, this fully renovated ranch home is the total package — move-in ready with the peace of mind of major updates already done. A fenced backyard, mature landscaping, and undeniable curb appeal welcome you home from the moment you arrive. Step inside to a spacious, light-filled living and dining area finished with new waterproof vinyl

    Marie Baethke CORCORAN DWELLINGS

    1806 Ironwood Ct W, Oldsmar, FL 34677
  • /46

    $259,000

    • 2 Beds
    • 2 Baths
    • 1,324 Sq Ft

    214 Dolphin Dr N, Oldsmar, FL 34677

    Experience the exceptional lifestyle offered by this immaculate 1989 Jacobsen home—a true gem that blends modern updates with timeless charm. Step inside to a bright, open floor plan featuring soaring cathedral ceilings and elegant luxury tile flooring throughout. The beautifully textured walls and Key West-style plantation shutters add a touch of sophistication, while the newly installed

    Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

    214 Dolphin Dr N, Oldsmar, FL 34677
  • /74

    $355,000

    Open Sun 11:30AM - 1PM $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,233 Sq Ft

    2009 Peppertree Ct, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Motivated seller!!! Tucked away on a cul-de-sac, this beautifully maintained single-family home offers comfort, space, and thoughtful upgrades perfect for modern family living. Featuring 3 spacious bedrooms and 2 full bathrooms which one has a jacuzzi, the home boasts an open-concept living and dining area filled with natural light—ideal for both

    Ola Lombardi CFRP REALTY LLC

    2009 Peppertree Ct, Oldsmar, FL 34677

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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.

Oldsmar, FL, FL Home Prices vs. Nearby Neighborhoods

Oldsmar Wilshire Estates Dunedin Palm Harbor
Median Home Price
$419,000
$499,700
$449,900
$420,000
Median Sale Price
$398,000
+9% YoY
$450,000
-3% YoY
$419,000
-6% YoY
$390,495
-2% YoY
Avg. Price per Square Foot
$259
$300
$308
$273
Median Single Family Price
$422,500
$453,000
$549,000
$524,575
Median Townhouse Price
$412,250
--
$685,000
$363,990
Median Condo Price
$125,000
--
$200,000
$202,000
Total Active Listings
108 listings
4 listings
256 listings
444 listings
Market Conditions
5 Months of Supply
Balanced Market
2 Months of Supply
Seller's Market
4 Months of Supply
Seller's Market
4 Months of Supply
Balanced Market

Frequently Asked Questions

Is Oldsmar a good place to live?
Oldsmar is a good place to live. Oldsmar is considered car-dependent and bikeable. Oldsmar is a suburban neighborhood. Oldsmar has 9 parks for recreational activities.It is fairly sparse in population with 4.0 people per acre and a median age of 43. The average household income is $98,306 which is below the national average. College graduates make up 35.4% of residents. A majority of residents in Oldsmar are home owners, with 28% of residents renting and 72% of residents owning their home. A local real estate agent serving Oldsmar can help you decide if this neighborhood is the right one for you. Learn more on our Oldsmar neighborhood guide.
How much do you need to make to afford a house in Oldsmar?
The median home price in Oldsmar is $419,000. If you put a 20% down payment of $83,800 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $2,220 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $95K a year to afford the median home price in Oldsmar. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Oldsmar is $98K.
What are the best public schools in Oldsmar?
The best public schools that serve Oldsmar are:
What are the best private schools in Oldsmar?
The best private schools that serve Oldsmar are:
What are the most popular zip codes in Oldsmar, Oldsmar, FL?
The most popular zip codes in Oldsmar, Oldsmar, FL include 34677, 34695, 33761, 34684 and 34685.
What are the most popular neighborhoods near Oldsmar, Oldsmar, FL?
The most popular neighborhoods near Oldsmar, Oldsmar, FL are Amber Glades Estates, Countryside Northridge, Northwood, Trails of Countryside and Wilshire Estates.
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