24

Oldsmar, FL Townhomes for Sale

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  • /45

    $440,000

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

    2313 Sunset Wind Loop, Oldsmar, FL 34677

    Experience coastal luxury and step into a lifestyle of refinement in this stunning 3-bedroom, 2.5-bath, 2 car garage townhome, nestled within the impressive gated waterfront enclave of Bayside Terrace! Curb appeal draws you into an open-concept layout designed for seamless entertaining with 10’ ceilings and beautiful tile flooring. The gourmet kitchen is a showstopper, featuring tons of cabinets,

    Agent Photo

    Nicole DiSabato Harmon

    RE/MAX REALTEC GROUP INC

    (656) 218-7331

    2313 Sunset Wind Loop, Oldsmar, FL 34677
  • /100

    $725,000

    • 4 Beds
    • 3 Baths
    • 2,258 Sq Ft

    138 Brent Cir, Oldsmar, FL 34677

    Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This

    Agent Photo

    Kathy Grams

    COASTAL PROPERTIES GROUP INTERNATIONAL

    (656) 221-1318

    138 Brent Cir, Oldsmar, FL 34677
  • /44

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,309 Sq Ft

    137 Brent Cir, Oldsmar, FL 34677

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Set within a gated, waterfront community in Oldsmar, this expansive townhouse at 137 Brent Circle offers a rare combination of space, thoughtful upgrades, and true Florida coastal living, complete with your own private,

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (656) 236-1572

    137 Brent Cir, Oldsmar, FL 34677
  • /48

    $499,000

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

    112 Brent Cir, Oldsmar, FL 34677

    PRICE IMPROVEMENT! LUXURY MEETS UNBEATABLE VALUE. Skip the rehab and move right in to the most updated waterfront townhome in the gated community of Seaside Estates. This beautifully maintained three-story home radiates pride of ownership and offers three bedrooms, three bathrooms, and over 1,800 square feet of thoughtfully designed living space. Premium features include IMPACT WINDOWS, IMPACT

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    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (656) 249-8460

    112 Brent Cir, Oldsmar, FL 34677
  • /60

    $664,900

    • 4 Beds
    • 3 Baths
    • 2,587 Sq Ft

    9009 Palm Key Ave, Oldsmar, FL 34677

    Seller is offering a $5,000 CREDIT towards closing costs or an interest rate buy down! — Experience elevated WATERFRONT LIVING in this beautifully upgraded townhome located within the gated community of Bayside Terrace. This spacious waterfront townhome presents a rare opportunity and an added bonus is that the flood insurance is ASSUMABLE to new buyers for currently $1,101 annually. Enjoy a low

    Nisa Gonzalez Smook REAL BROKER, LLC

    9009 Palm Key Ave, Oldsmar, FL 34677
  • /30

    $399,000

    • 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 living

    Bernie Lutz FUTURE HOME REALTY INC

    108 Brent Cir, Oldsmar, FL 34677
  • /46

    $565,000

    • 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
  • /36

    $390,000

    • 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 H

    1505 Sunset Wind Loop, Oldsmar, FL 34677
  • /51

    $499,000

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

    1004 Mango Ct, Oldsmar, FL 34677

    **PRICED TO SELL** Welcome to refined coastal living in a highly desirable waterfront community in Oldsmar. This newer construction 3-bedroom, 2.5-bath townhouse at 1004 Mango Ct offers the perfect blend of contemporary design, quality craftsmanship, and low-maintenance luxury.From the moment you enter, you’ll notice the clean lines and upscale materials that define this home. The

    Robert Demarest DALTON WADE INC

    1004 Mango Ct, Oldsmar, FL 34677
  • /11

    $485,000

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

    116 Brent Cir, Oldsmar, FL 34677

    Elevated Gated Community. WATERFRONT 3 bedrooms, 3 full baths plus a tandem 2-3 car garage with sliders to a first, second and third floor patios, the patios overlook the dock and boat slip that come with the townhome. The kitchen is open to the dining and family rooms. One bedroom and full bath is located on the main level, while the master suite, and the 3rd bedroom both with full bathrooms are

    Michele Miklinski CHARLES RUTENBERG REALTY INC

    116 Brent Cir, Oldsmar, FL 34677
  • /77

    $400,000

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

    106 Brent Cir Unit 2, Oldsmar, FL 34677

    NEW PRICE – $19,000 REDUCTION! Enjoy all the features this home has to offer at a more attractive price. The perfect opportunity for buyers ready to make a move! Welcome to this stunning gated luxury townhome in the highly sought-after waterfront community of Seaside Estates! This beautifully maintained residence offers an exceptional blend of comfort, style, and coastal living. The open-concept

    Magdalena Paszkowski HOMEFRONT REALTY

    106 Brent Cir Unit 2, Oldsmar, FL 34677
  • /30

    $629,000

    • 4 Beds
    • 3 Baths
    • 2,587 Sq Ft

    4007 Palm Key Ave, Oldsmar, FL 34677

    Walk in the front door and look straight out to the water. Head out to the screened-in back porch to hang out and enjoy the views, from dolphins and mother duck with her ducklings, to the pink & orange glowing sunsets. This unit comes with floodplain X zoning tied to the title, which means you’re grandfathered in, and the cheap flood insurance is transferable to you (less than $800/yr.). Soaring

    JACOB GROSS CHARLES RUTENBERG REALTY INC

    4007 Palm Key Ave, Oldsmar, FL 34677
  • /68

    $499,000

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

    129 Brent Cir, Oldsmar, FL 34677

    HUGE PRICE IMPROVEMENT of $60k- 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,

    Ena Ebanks FUTURE HOME REALTY INC

    129 Brent Cir, Oldsmar, FL 34677
  • /18

    $294,900

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft

    209 Hemingway Dr, Oldsmar, FL 34677

    Stunning Sun Ketch Townhome | Bright, Airy & Move-In Ready! Welcome to your slice of paradise in the highly sought-after Sun Ketch community of Oldsmar! This meticulously maintained 2-bedroom, 2-bathroom townhome offers the perfect blend of style, comfort, and convenience.Step inside to find gorgeous, rich cherry floors that flow through the living spaces, adding warmth and a touch of luxury

    Melissa Hinchliffe SMITH & ASSOCIATES REAL ESTATE

    209 Hemingway Dr, Oldsmar, FL 34677
  • /38

    $810,000

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

    1713 Azalea Ct Unit A, Oldsmar, FL 34677

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

    Rachael Han-Ong EXP REALTY LLC

    1713 Azalea Ct Unit A, Oldsmar, FL 34677
  • /31

    $380,000

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft

    271 Hemingway Dr, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Welcome to this inviting 3-bedroom, 2.5-bath townhome with a private garage, perfectly set on a premier conservation lot, in the quaint Oldsmar community of Sun Ketch Townhomes of Cypress Lakes. Step inside to find brand-new luxury vinyl plank flooring and a bright, open layout. The spacious great room features sliding glass doors leading to a

    Marcy Daniels COLDWELL BANKER REALTY

    271 Hemingway Dr, Oldsmar, FL 34677
  • /37

    $255,000

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    475 Woods Landing Trail Unit 1, Oldsmar, FL 34677

    Welcome home to this beautifully updated Townhouse in the sought after East Lake Woodlands Gated Community. The views from the enclosed Florida room offering wooded pond view, wildlife and complete serenity. This home features 2 bedroom, 2.5 baths, private driveway with car port and storage shed, updated kitchen with granite countertops and stainless steel appliances. In the kitchen is a sliding

    Loren Roye THE KEYES COMPANY - SARASOTA

    475 Woods Landing Trail Unit 1, Oldsmar, FL 34677
  • /34

    $249,900

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

    291 Countryside Key Blvd, Oldsmar, FL 34677

    Welcome to the highly sought-after gated community of Countryside Key, ideally located in the heart of Oldsmar! This well-maintained home offers wood laminate flooring, a convenient ground-level laundry closet, and a screened-in lanai with an additional storage closet—perfect for relaxed Florida living. The kitchen opens seamlessly to the dining and living areas, creating an inviting open-concept

    Tanner Tillung EXP REALTY LLC

    291 Countryside Key Blvd, Oldsmar, FL 34677
  • /53

    $279,900

    • 2 Beds
    • 2 Baths
    • 1,201 Sq Ft

    235 Woods Landing Trail, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Move-in ready and tucked inside one of Oldsmar’s most established gated communities, East Lake Woodlands, this single story townhome offers low-maintenance living and peaceful pond views. . The kitchen features updated cabinetry, crisp white quartz countertops (2025), stainless steel appliances, and a dining area that flows seamlessly into the

    Kelsi Ward SOUTHERN LIFE REALTY

    235 Woods Landing Trail, Oldsmar, FL 34677
  • /58

    $359,000

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

    1008 Mango Ct, Oldsmar, FL 34677

    SUPERIOR LOCATION nestled deep in the community with WATER VIEW from the side of the FRONT YARD. LUXURY and COMFORT in the exclusive GATED WATERFRONT COMMUNITY of BAYSIDE TERRACE. This 3 bedroom 2 1/2 bath townhome offers an ideal open concept living. Step inside to the welcoming floorplan with high ceilings seamlessly connecting the kitchen, dining and living rooms featuring elegant luxury

    Whitney Cook KELLER WILLIAMS REALTY- PALM H

    1008 Mango Ct, Oldsmar, FL 34677
  • /37

    $249,900

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    405 Woods Landing Trail, Oldsmar, FL 34677

    Short Sale. BANK APPROVED SHORT SALE - Welcome to the coveted East Lake Woodlands Gated Community. One of the first things you will notice when you walk in the door is the views to the back, featuring woods, water, wildlife and serenity. This beautiful 2 bedroom 2.5 bath townhouse features a carport, outside storage shed and large enclosed Florida room that opens with sliding doors from living

    Loren Roye THE KEYES COMPANY - SARASOTA

    405 Woods Landing Trail, Oldsmar, FL 34677
  • /14

    $220,000

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

    62 Emerald Bay Dr, Oldsmar, FL 34677

    Heart of Oldsmar convenient to restaurants, shopping and Tampa. 2 Story, 2 Bedroom / 2.5 Bathroom Townhome in Oldsmar, AC 7/23, newer luxury vinyl flooring and newer paint.

    Lin Huang CHARLES RUTENBERG REALTY INC

    62 Emerald Bay Dr, Oldsmar, FL 34677
  • /15

    $220,000

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

    244 Countryside Key Blvd, Oldsmar, FL 34677

    Cozy 2-Bedroom, 2.5-Bath Townhome in the heart of Oldsmar. Brand new fresh carpets. The monthly HOA fees cover a wide range of services, including water, sewer, trash, cable, wifi, community pool, lawn and landscaping, roof maintenance and replacement, exterior pest control, and exterior building maintenance. Enjoy the convenience of being just minutes from the shopping, dining, a movie theater,

    Lin Huang CHARLES RUTENBERG REALTY INC

    244 Countryside Key Blvd, Oldsmar, FL 34677
  • /42

    $294,900

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft

    110 Ingrid Place, Oldsmar, FL 34677

    Nature lovers! Enjoy the abundant wildlife and tranquil creek/preserve views from the patio and 2nd floor balcony of this fabulous FURNISHED townhome nestled in the heart of East Lake Woodlands, among the premier gated country club communities in northern Pinellas County! The primary suite—created by combining what was originally two bedrooms—feels exceptionally spacious, with plenty of room to

    Rene Mailaender RE/MAX REALTEC GROUP INC

    110 Ingrid Place, Oldsmar, FL 34677

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.

Home Trends in Oldsmar, FL

Housing Trends

Median Sale Price
$387,500
Median Single Family Sale Price
$520,000
Median Townhouse Sale Price
$519,500
Median 2 Bedroom Sale Price
$180,000
Median 1 Bedroom Sale Price
$173,450
Average Price Per Sq Ft
$248
Number of Homes for Sale
147
Last 12 months Home Sales
400
Months of Supply
4.40
Median List Price
$400,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
1%
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