10,815

Oldsmar, FL Homes

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  • /32

    $615,000

    Open Sun 12AM - 2PM $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,938 Sq Ft

    355 Ventura Dr, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained and completely updated four-bedroom, two-bathroom home located in the gated community of Bay Arbor. Situated on a premium lot with tranquil pond views and no rear neighbors, this exceptional property is directly across the street from the community pool, offering both convenience and scenic surroundings.

    Robert Paolini EXP REALTY LLC

    355 Ventura Dr, Oldsmar, FL 34677
  • /25

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,445 Sq Ft
    • House for Rent

    70 Joanne Place, Oldsmar, FL 34677

    One story villa in Quail Forest of gated East Lake Woodlands Country Club community! Tiled entrance foyer takes you to the living area which has vaulted ceilings with clearview windows, wall to wall sliding glass doors out to the screen enclosed tiled lanai overlooking the canal. Comfortable leather furniture and flat screen tv in the living room, separate dining nook with breakfast bar into the

    Sandra Harris PREFERRED REALTY GROUP, LLC

    70 Joanne Place, Oldsmar, FL 34677
  • /2

    $189,000

    Sold Jan 12, 2026

    219 Caryl Way Unit 219, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,094 Sq Ft
    • Built 1979

    Last Sold Summary

    • 6% Below List Price
    • $173/SF
    • 13 Days On Market

    Current Estimated Value $190,035

    Last Listing Agent John Blaeser BHHS FLORIDA PROPERTIES GROUP

    219 Caryl Way Unit 219, Oldsmar, FL 34677
    • /72

      Est $198,893

      Not Listed For Sale

      316 Martha Ln, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,148 Sq Ft
      • Built 1979
      316 Martha Ln, Oldsmar, FL 34677

      Last Sold Summary

      • 20 Days On Market

  • /41

    $157,000

    $2K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 915 Sq Ft

    124 Loblolly Ct Unit H, Oldsmar, FL 34677

    Investor-friendly opportunity: This turn-key property currently has a cash flowing year-long tenant in place, making it an excellent 1031 exchange option for investors seeking immediate rental income with a low-maintenance property.Welcome to this beautifully fully remodeled 2-bedroom, 2-bathroom condo located at 124 Loblolly Ct, Unit H in desirable Oldsmar. This move-in-ready home has been

    Nikki Pagoria HOMESMART

    124 Loblolly Ct Unit H, Oldsmar, FL 34677
  • /10

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft
    • Condo for Rent

    212 Cypress Ln, Oldsmar, FL 34677

    This condo is located in the gated community of East Lake Woodlands. The property features a Newly renovated Kitchen with an open floor plan, split bedrooms, eat in kitchen. Primary bedroom has two walk-in closets, a linen closet and en suite bathroom with shower, a guest room with the bathroom steps away, a screened lanai includes a laundry closet with new washer dryer for tenant use. This condo

    Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

    212 Cypress Ln, Oldsmar, FL 34677
  • /2

    $235,000

    Sold Dec 09, 2025

    367 Countryside Key Blvd, Oldsmar, FL 34677

    • 2 Beds
    • 1.5 Baths
    • 1,105 Sq Ft
    • Built 1997

    Last Sold Summary

    • 13% Below List Price
    • $213/SF
    • 135 Days On Market

    Current Estimated Value $240,508

    Last Listing Agent Stephanie Quarles BHHS FLORIDA PROPERTIES GROUP

    367 Countryside Key Blvd, Oldsmar, FL 34677
    • /17

      Est $152,393

      Not Listed For Sale

      124 Loblolly Ct Unit G, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 915 Sq Ft
      • Built 1986
      124 Loblolly Ct Unit G, Oldsmar, FL 34677

      Last Sold Summary

      • 65 Days On Market

  • /32

    $165,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,054 Sq Ft

    105 Palmetto Ct, Oldsmar, FL 34677

    Just what you have been waiting for....! FIRST floor, pet friendly (up to 40 pounds), condo located in Cypress Estates III of the popular gated community of East Lake Woodlands Country Club, a community that has been designed to enhance your lifestyle. Direct entrance takes you to open views of the dining and living room area out thru the sliding doors to your screened lanai overlooking a park

    Karen Sewell CHARLES RUTENBERG REALTY INC

    105 Palmetto Ct, Oldsmar, FL 34677
  • /24

    $1,650 Per Month

    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    133 Sabal Ct Unit B, Oldsmar, FL 34677

    Amazing property completely remodeled ready to move in, 2/2 and office or possible 3/2 all new luxury flooring, tile bathrooms, high end quartz and maple wood cabinets, inside laundry room great schools, club house pool, tennis racketball close to shopping centers and restaurants

    Ricardo Sanchez RICARDO MANUEL SANCHEZ

    133 Sabal Ct Unit B, Oldsmar, FL 34677
  • /2

    $167,000

    Sold Jul 07, 2025

    413 Meadow Ln Unit 81, Oldsmar, FL 34677

    • 1 Bed
    • 1 Bath
    • 734 Sq Ft
    • Built 1985

    Last Sold Summary

    • 12% Below List Price
    • $228/SF
    • 40 Days On Market

    Current Estimated Value $158,280

    Last Listing Agent Elizabeth Hayes KELLER WILLIAMS REALTY- PALM HARBOR

    413 Meadow Ln Unit 81, Oldsmar, FL 34677
    • /53

      Est $549,703

      Not Listed For Sale

      162 Brent Cir, Oldsmar, FL 34677

      • 3 Beds
      • 3 Baths
      • 1,834 Sq Ft
      • Built 2004
      162 Brent Cir, Oldsmar, FL 34677

      Last Sold Summary

      • 226 Days On Market

  • /62

    $849,000

    • 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. 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 backyard features a large inground pool with spa,

    Mike Sanders HOMES BY SANDERS REALTY

    402 Shore Dr W, Oldsmar, FL 34677
  • /50

    $1,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,054 Sq Ft
    • Condo for Rent

    103 Palmetto Ct Unit 103, Oldsmar, FL 34677

    This is Florida living at its finest! This quiet community of Cypress Estates is nestled in the East Lake Woodlands neighborhood with great amenities like walking trails, wooded areas, and a pool to enjoy. If you are looking for security, location, value, and great style, with a no-maintenance lifestyle, look no further! This community has 6 private gates to go in and out from different locations

    Bedsy Renwanz SANDPEAK REALTY

    103 Palmetto Ct Unit 103, Oldsmar, FL 34677
  • /2

    $380,000

    Sold Oct 22, 2025

    1700 Ironwood Ct E, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft
    • Built 1973

    Last Sold Summary

    • 9% Below List Price
    • $271/SF
    • 118 Days On Market

    Current Estimated Value $384,476

    Last Listing Agent Keyanna Jacobs JACOBS REALTY GROUP LLC

    1700 Ironwood Ct E, Oldsmar, FL 34677
    • /61

      Est $171,151

      Not Listed For Sale

      137 Hunter Lake Dr Unit C, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 915 Sq Ft
      • Built 1986
      137 Hunter Lake Dr Unit C, Oldsmar, FL 34677

      Last Sold Summary

      • 35 Days On Market

  • /30

    $384,000

    Open Sat 12PM - 3PM $15K 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 living

    Bernie Lutz FUTURE HOME REALTY INC

    108 Brent Cir, Oldsmar, FL 34677
  • /10

    $1,750 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Townhouse for Rent

    47 Emerald Bay Dr, Oldsmar, FL 34677

    Emerald Bay Townhome in Oldsmar just off Tampa Road. Great room floor plan on the first floor with sliders out to screen enclosed lanai off living area. Kitchen with pantry and breakfast bar overlooking the living area and separate dining nook. Two bedrooms and bathroom on second floor along with washer and dryer in utility closet. Large outside storage closet, covered parking and community pool

    Becki Joyal CENTURY 21 INTEGRA

    47 Emerald Bay Dr, Oldsmar, FL 34677
  • /2

    $445,000

    Sold Mar 18, 2026

    2007 Palm Key Ave, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 1,888 Sq Ft
    • Built 2018

    Last Sold Summary

    • 9% Below List Price
    • $236/SF
    • 123 Days On Market

    Current Estimated Value $456,615

    Last Listing Agent Serina Konomos BHHS FLORIDA PROPERTIES GROUP

    2007 Palm Key Ave, Oldsmar, FL 34677
    • /2

      Est $1,197,704

      Not Listed For Sale

      430 Hickory Nut Ave, Oldsmar, FL 34677

      • 4 Beds
      • 3.5 Baths
      • 3,700 Sq Ft
      • Built 1988
      430 Hickory Nut Ave, Oldsmar, FL 34677

      Last Sold Summary

      • 14 Days On Market

  • /20

    $199,900

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,094 Sq Ft

    113 Nina Way, Oldsmar, FL 34677

    Here is your opportunity to purchase a great condo in the popular East lake Woodlands development. This beautiful 2 bedroom, 2 full bath condo has plentiful closet space, the primary bedroom has 3! Unit has its own washer and dryer located in the enclosed porch just off the living room. All furniture is included! Both bathrooms have been remodeled along with the kitchen. The kitchen has quartz

    Joseph Courey BRICK HOUSE REALTY SERVICES

    113 Nina Way, Oldsmar, FL 34677
  • /40

    $2,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Condo for Rent

    406 S Bayview Blvd Unit 1, Oldsmar, FL 34677

    Updated 2-bedroom, 2-bath end-unit villa with a den (or optional office) in the heart of Oldsmar. This light-filled home features an open floor plan, renovated kitchen, vaulted ceilings, spacious bedrooms, and a versatile den that can serve as a home office, guest room, or possible third bedroom. Additional highlights include a separate laundry room with washer and dryer, private patio with

    Linda Caruso KELLER WILLIAMS REALTY- PALM HARBOR

    406 S Bayview Blvd Unit 1, Oldsmar, FL 34677
  • /2

    $1,075,000

    Sold May 19, 2026

    30 Turtle Creek Cir, Oldsmar, FL 34677

    • 4 Beds
    • 3 Baths
    • 2,850 Sq Ft
    • Built 1993

    Last Sold Summary

    • $377/SF
    • 0 Days On Market

    Current Estimated Value $1,061,576

    Last Listing Agent Claudia Tweed COLDWELL BANKER REALTY

    30 Turtle Creek Cir, Oldsmar, FL 34677
    • /2

      Est $212,845

      Not Listed For Sale

      232 Nina Way Unit 232, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,148 Sq Ft
      • Built 1979
      232 Nina Way Unit 232, Oldsmar, FL 34677

      Last Sold Summary

      • 3 Days On Market

  • /99

    $1,199,900

    • 5 Beds
    • 3.5 Baths
    • 4,246 Sq Ft

    110 Deerpath Dr, Oldsmar, FL 34677

    Simply sensational in prestigious Deerpath of East Lake Woodlands!! Enter through double leaded glass entry doors to this spectacular, sprawling executive residence! 4,246 sq. ft. of exceptionally well-planned design and custom built to precise detail. Soaring ceilings with four bedrooms, plus a study that could be a 5th bedroom and 3.5 baths... elegantly designed! Privacy prevails on this

    Nancy Leslie RE/MAX REALTEC GROUP INC

    110 Deerpath Dr, Oldsmar, FL 34677
  • /42

    $2,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,054 Sq Ft
    • Condo for Rent

    109 Pine Ct Unit 49, Oldsmar, FL 34677

    OFFERING FIRST MONTH FREE WITH A ONE YEAR LEASE! Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo located in East Lake Woodlands, a sought-after gated and guarded golf community in Oldsmar. This inviting home features an open floor plan that seamlessly connects the living, dining, and kitchen areas—perfect for both relaxing and entertaining. The spacious primary bedroom offers a

    Scott Corr COLDWELL BANKER REALTY

    109 Pine Ct Unit 49, Oldsmar, FL 34677
  • /2

    $375,000

    Sold Aug 21, 2025

    1010 Mango Ct, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 1,667 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $225/SF
    • 121 Days On Market

    Current Estimated Value $387,879

    Last Listing Agent Rene Mailaender RE/MAX REALTEC GROUP INC

    1010 Mango Ct, Oldsmar, FL 34677
    • /2

      Est $170,874

      Not Listed For Sale

      104 Meadow Ln Unit 104, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 879 Sq Ft
      • Built 1985
      104 Meadow Ln Unit 104, Oldsmar, FL 34677

      Last Sold Summary

      • 8 Days On Market

  • /13

    $179,950

    • 2 Beds
    • 2 Baths
    • 879 Sq Ft

    106 Windward Place, Oldsmar, FL 34677

    Welcome to 106 Windward Place, a two bedroom two bathroom condominium located in the Meadows at East Lake Woodlands. One of Oldsmar‘s most sought after gated communities. This is a bank owned (REO) property, an excellent opportunity for homeowners, investors, or buyers looking to customize a home of their own taste. The functional floor plan features a spacious, living and dining area, split

    Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

    106 Windward Place, Oldsmar, FL 34677
  • /33

    $4,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,133 Sq Ft
    • House for Rent

    4801 Augusta Ave, Oldsmar, FL 34677

    Call for your private viewing. East Lake Woodlands 4 Bedroom Pool Home! It is all about owning your time! Imagine waking up on a Saturday morning. Instead of spending the day mowing grass, cleaning a pool, or catching up on endless maintenance, you pour a cup of coffee and step outside to your private backyard retreat. The lawn is already maintained. The saltwater pool is already sparkling. Your

    Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

    4801 Augusta Ave, Oldsmar, FL 34677
  • /2

    $237,500

    Sold Nov 14, 2025

    2000 Sheffield Ct, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1986

    Last Sold Summary

    • 12% Below List Price
    • $183/SF
    • 56 Days On Market

    Current Estimated Value $246,205

    Last Listing Agent Sheri Ragsdale RAGSDALE RESIDENTIAL REALTY

    2000 Sheffield Ct, Oldsmar, FL 34677
    • /2

      Est $212,647

      Not Listed For Sale

      129 W Cypress Ct, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,054 Sq Ft
      • Built 1980
      129 W Cypress Ct, Oldsmar, FL 34677

      Last Sold Summary

      • 57 Days On Market

  • /29

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft

    1924 Montego Ct, Oldsmar, FL 34677

    **SUPER STARTER HOME!!** What a fantastic house for the price! From the moment you arrive, you’ll be wowed by the striking curb appeal. The freshly painted exterior is complemented by a newer roof and landscaping, with a 30-year dimensional shingle roof installed in 2024 and a transferable 10-year warranty. Inside, the spacious, open floor plan is just as impressive, starting with a leaded glass

    Shay Adelman RE/MAX REALTEC GROUP INC

    1924 Montego Ct, Oldsmar, FL 34677
  • /43

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft
    • Condo for Rent

    284 Woodlake Wynde, Oldsmar, FL 34677

    Call to see this stunning East Lake Woodlands furnished short-term rental! This updated 2-bedroom, 2-bathroom upstairs unit boasts vaulted ceilings and two relaxing balconies. Enjoy the serene view of the large pond from one balcony and watch the lively activity at the pool from the other. Simply bring your clothes, food, and a great attitude. Everything else is provided. The bedrooms are split

    Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

    284 Woodlake Wynde, Oldsmar, FL 34677
  • /2

    $195,000

    Sold Mar 27, 2026

    2015 Sheffield Ct, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1986

    Last Sold Summary

    • 11% Below List Price
    • $150/SF
    • 57 Days On Market

    Current Estimated Value $200,108

    Last Listing Agent Orlando Izquierdo Jr JAY ALAN REAL ESTATE

    2015 Sheffield Ct, Oldsmar, FL 34677
    • /42

      Est $177,682

      Not Listed For Sale

      215 Palmetto Ct Unit 215, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,054 Sq Ft
      • Built 1980
      215 Palmetto Ct Unit 215, Oldsmar, FL 34677

      Last Sold Summary

      • 45 Days On Market

  • /17

    $275,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths

    20 Sylvia Place, Oldsmar, FL 34677

    Stunning Golf Community Living in East Lake Woodlands! Discover the perfect blend of elegance and comfort in this beautiful home located at 20 Sylva Place. Nestled in a premier gated community, this residence features a bright, open floor plan designed for modern living. Highlights include a spacious kitchen with premium finishes, a private master retreat, and expansive windows that invite

    Yamil Winn YOUR HOME SOLD GUARANTEED REALTY

    20 Sylvia Place, Oldsmar, FL 34677
  • /24

    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 915 Sq Ft
    • Apartment for Rent

    127 Camphor Cir Unit D, Oldsmar, FL 34677

    2 Bedrooms 2 Bath apartment washer dryer in unit included

    Meir Barack LYN PROPERTIES

    127 Camphor Cir Unit D, Oldsmar, FL 34677
  • /2

    $400,000

    Sold Dec 12, 2025

    1292 Clays Trail Unit 1404, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft
    • Built 1993

    Last Sold Summary

    • 11% Below List Price
    • $148/SF
    • 96 Days On Market

    Current Estimated Value $401,616

    Last Listing Agent Roger Fruits HOMEFRONT REALTY

    1292 Clays Trail Unit 1404, Oldsmar, FL 34677
    • /50

      Est $192,548

      Not Listed For Sale

      116 Mary Dr Unit 16, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,148 Sq Ft
      • Built 1981
      116 Mary Dr Unit 16, Oldsmar, FL 34677

      Last Sold Summary

      • 33 Days On Market

Showing Results 121 - 160, Page 4 of 18

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