Oldsmar, FL Homes

• 

  

  

  /61

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft

  603 Shore Dr E, Oldsmar, FL 34677

  This exceptional 3-bedroom, 2-bathroom pool home, nestled in the heart of Oldsmar and Tampa Bay, epitomizes the true Florida lifestyle and has been fully updated with a brand-new kitchen, completely renovated bathrooms, new AC system, fresh interior & exterior paint, and modern finishes throughout. Boasting an oversized driveway with room for RVs, boats, and multiple cars, the property offers a

  Warren Ring RE/MAX ALLIANCE GROUP

  603 Shore Dr E, Oldsmar, FL 34677
• 

  

  

  /18

  $2,000 per month

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

  114 Windward Place Unit 14, Oldsmar, FL 34677

  Behind this door is a haven of luxury and style just waiting for you to make it your home! This newly remodeled second floor condo located in The Meadows of gated East Lake Woodlands offers comfortable living area with flat screen tv into gorgeous kitchen with quartz counters, awesome back splash, beautiful wood cabinets with separate windowed eating area. Queen size bed in the primary suite into

  Sandra Harris PREFERRED REALTY GROUP, LLC

  114 Windward Place Unit 14, Oldsmar, FL 34677
• 

  

  /2

  $235,000 Sold Sep 11, 2025

  • 1,300 Sq Ft
  • $181/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  240 Eric Ct, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. East Lake Woodlands Patio Home in gated community offering 1300 square feet of living space with 2 bedrooms and 2 bathrooms. This patio home is an end unit on a cul de sac, lovingly cared for over the years, now needing some TLC to bring it back to life Large spacious great room, dining doom, a screen enclosed rear lanai, inside laundry, eat in

  Ellen Lincoln LUXURY & BEACH REALTY INC

  240 Eric Ct, Oldsmar, FL 34677
• 

  

  

  /36

  Est $207,285 Not Listed For Sale

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

  109 Lakeside Ct Unit 73, Oldsmar, FL 34677

  109 Lakeside Ct Unit 73, Oldsmar, FL 34677
• 

  

  

  /38

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  887 Lucas Ln, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Tucked away in the gated community of Hunters Trail at East Lake Woodlands, this villa offers an upgraded living experience in one of Oldsmar’s most desirable golf course neighborhoods. The 3-bedroom, 2-bath layout feels open and inviting, with every room refreshed for today’s lifestyle- from the sleek luxury vinyl floors and updated kitchen

  Marianne Knowles LIPPLY REAL ESTATE

  887 Lucas Ln, Oldsmar, FL 34677
• 

  

  /64

  $2,000 per month

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

  284 Woodlake Wynde, Oldsmar, FL 34677

  Paradise in Florida Call to see this stunning East Lake Woodlands furnished short-term rental! NOT AVAILABLE 2026 SEASON This updated 2-bedroom, 2-bathroom upstairs unit boasts vaulted ceilings and two relaxing balconies. Enjoy the serene view of the large lake from one balcony and watch the lively activity at the pool from the other. Simply bring your clothes, food, and a great attitude

  Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

  284 Woodlake Wynde, Oldsmar, FL 34677
• 

  /2

  $184,000 Sold Sep 10, 2025

  • 1,053 Sq Ft
  • $175/SF
  • 21 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  250 Cypress Ln, Oldsmar, FL 34677

  Welcome to this beautiful 2 Bedroom 2 Bath pond view condo in the highly sought after East Lake Woodlands gated community! Make new memories in this well maintained condo home with serene pond views that are sure to bring you peace after a long day. As soon as you open the door, you’ll be drawn to the open and inviting layout. The open living area boasts lots of natural light from the spacious

  Chrystal Kraus KELLER WILLIAMS TAMPA PROP.

  250 Cypress Ln, Oldsmar, FL 34677
• 

  

  /41

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,662 Sq Ft

  505 Canal Way, Oldsmar, FL 34677

  505 Canal Way, Oldsmar, FL 34677
• 

  

  /40

  $344,000

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft

  504 Cabernet Way, Oldsmar, FL 34677

  High and Dry – No Flooding or Storm Damage!Welcome to Tuscany Woods!!! This GATED beautiful townhome has been well maintained, move in ready and sits high and dry with no history of flooding or storm-related damage. The main living areas feature elegant tile flooring, providing both durability and style.The spacious kitchen is a chef’s dream, offering white shaker wood cabinets, granite

  David Weylie ELITE TAMPA BAY REALTY LLC

  504 Cabernet Way, Oldsmar, FL 34677
• 

  

  /25

  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Condo for Rent

  108 Nina Way Unit 3, Oldsmar, FL 34677

  Located in East Lake Woodlands, the popular golf course community, this two-bedroom, two-bath condo was totally updated in 2017 with flooring, A/C, hurricane shutters on balcony, stainless look appliances, refrigerated wine rack, additional kitchen storage besides custom pantry with pull out drawers, and granite counters with tile backsplash. New hot water heater was installed in 2020 and so was

  Ameer Lakhani PINNACLE REALTY GROUP

  108 Nina Way Unit 3, Oldsmar, FL 34677
• 

  /2

  $393,000 Sold Sep 08, 2025

  • 1,186 Sq Ft
  • $331/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  1232 Holly Cir, Oldsmar, FL 34677

  Welcome to a piece of paradise in Forest Lakes, Oldsmar, where peaceful living meets captivating natural beauty! This is a rare package since you have it all in this charming and well-maintained 3-bedroom, 2-bathroom, 1-car garage home with a private and fenced landscaped backyard, a screened patio, a cul-de-sac location, and one of the finest waterfront lots in the community with panoramic views

  Stella Giudicelli DALTON WADE INC

  1232 Holly Cir, Oldsmar, FL 34677
• 

  

  /35

  Est $224,557 Not Listed For Sale

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

  113 Martha Ln Unit 113, Oldsmar, FL 34677

  113 Martha Ln Unit 113, Oldsmar, FL 34677
• 

  

  /27

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,288 Sq Ft

  210 Cutlass Way, Oldsmar, FL 34677

  Beautiful 2-Story Townhouse – Perfect Location in Oldsmar. Discover this stunning two-story townhouse built in 2016, offering modern comfort and convenience. Featuring 3 spacious bedrooms, 2.5 bathrooms, and 1 large car garage. This home is designed for both style and functionality. The interior boasts elegant hardwood floors, a gourmet kitchen with granite countertops, and stainless steel

  Rosa Acosta MC HOMES REALTY INC

  210 Cutlass Way, Oldsmar, FL 34677
• 

  /2

  $675,000 Sold Sep 08, 2025

  • 2,288 Sq Ft
  • $295/SF
  • 9 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1984

  90 Camelia Ct, Oldsmar, FL 34677

  Tucked at the end of a quiet cul-de-sac on one of the spacious and serene lots in East Lake Woodlands Estates, this thoughtfully updated four-bedroom, two-bath pool home offers seamless one-level living and private golf course views, all set against a tranquil backdrop of wooded preserve and nature. With .37 acres of fenced, landscaped grounds and a prime location overlooking the 5th hole of the

  Cheri Riley PREMIER SOTHEBYS INTL REALTY

  90 Camelia Ct, Oldsmar, FL 34677
• 

  

  /10

  Est $209,295 Not Listed For Sale

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

  129 Nina Way Unit 129, Oldsmar, FL 34677

  129 Nina Way Unit 129, Oldsmar, FL 34677
• 

  

  /24

  $469,900

  • 3 Beds
  • 1 Bath
  • 1,308 Sq Ft

  501 Washington Ave, Oldsmar, FL 34677

  Charming Spanish-Style Home in Historic Oldsmar Welcome to 501 Washington Ave, a beautiful residence nestled in one of Oldsmar’s most historic neighborhoods. This unique property blends vintage character with modern comfort, offering timeless appeal and move-in convenience. Featuring authentic historic windows and classic Spanish-style architecture, this home radiates warmth and charm. The

  Tommie Everill Peacock BHHS FLORIDA PROPERTIES GROUP

  501 Washington Ave, Oldsmar, FL 34677
• 

  /2

  $862,500 Sold Sep 05, 2025

  • 2,888 Sq Ft
  • $299/SF
  • 4 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1988

  30 Greenhaven Trail, Oldsmar, FL 34677

  Welcome home to the quaint 22 home enclave of Greenhaven II featuring spacious home sites w/ an abundance of green space securely located within desirable gated East Lake Woodlands. This spacious 2,888 Sq Ft residence with Total 4,210 Sq Ft Area features 4 Bedrooms / 4 Bathrooms / 2 Car Garage / Heated Pool Spa / Open Concept Split Floor Plan. The home is set on a landscaped, .57 acre premium lot

  William Lagattolla, II ONE PROPERTIES INTL PLLC

  30 Greenhaven Trail, Oldsmar, FL 34677
• 

  

  /75

  Est $544,808 Not Listed For Sale

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

  149 Brent Cir, Oldsmar, FL 34677

  149 Brent Cir, Oldsmar, FL 34677
• 

  

  /67

  $475,000

  • 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
• 

  /2

  $279,500 Sold Sep 05, 2025

  • 1,200 Sq Ft
  • $233/SF
  • 73 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1976

  70 Cypress Place, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Stunning End-Unit Villa in the Desirable East Lake Woodlands Community. Welcome to this beautifully maintained 2-bedroom, 2-bathroom end-unit villa located in the sought-after community of East Lake Woodlands. From its exceptional curb appeal to the expansive green space adjacent to the home, this property is sure to impress. Step inside to an

  Amie Lenhart CHARLES RUTENBERG REALTY INC

  70 Cypress Place, Oldsmar, FL 34677
• 

  

  /34

  Est $455,869 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  2402 Arch Ave, Oldsmar, FL 34677

  2402 Arch Ave, Oldsmar, FL 34677
• 

  

  /54

  $209,900

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

  204 Mary Dr, Oldsmar, FL 34677

  An absolute must see!! Beautifully maintained 2 bedroom, 2 bath condo nestled in sought after East Lake Woodlands! Second floor unit offers light, bright spacious living. The home boasts a modern kitchen with updated real wood cabinetry, granite counters and high end appliances. A convenient breakfast bar opens the kitchen to the living area offering optimal entertaining space! Fabulous updated

  Nancy Leslie RE/MAX REALTEC GROUP INC

  204 Mary Dr, Oldsmar, FL 34677
• 

  /2

  $175,000 Sold Sep 05, 2025

  • 1,054 Sq Ft
  • $166/SF
  • 89 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  112 W Cypress Ct, Oldsmar, FL 34677

  Experience the ease and elegance of a lifestyle at Cypress Estates, nestled within the prestigious East Lake Woodlands golf course community. Offering a harmonious blend of privacy, natural beauty and access to world-class amenities, this gated enclave places you just moments from the Gulf Coast’s award-winning beaches and the vibrant energy of Clearwater, Tampa and St. Petersburg. Surrounded by

  Alecia Savas COLDWELL BANKER REALTY

  112 W Cypress Ct, Oldsmar, FL 34677
• 

  

  /36

  Est $147,771 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  125 Camphor Cir Unit D, Oldsmar, FL 34677

  125 Camphor Cir Unit D, Oldsmar, FL 34677
• 

  

  /44

  $399,000

  • 1,978 Sq Ft

  3133 Huron Ave, Oldsmar, FL 34677

  EXECUTIVE SUMMARYFANTASTIC OLDSMAR LOCATION. Motivated Seller!! These 2 units are occupied one on a month-to-month lease and the second with a long-term lease ending 7/26. These 1019 sq ft units each have 3 bedrooms 2 bathrooms open spacious living room/dining room/kitchen area, a breakfast bar, and separate washer/dryer hook-up in each unit. Interior renovations were made a few years ago and

  Joe Strong REAL PROPERTY MANAGEMENT TAMPA ST. PETE

  3133 Huron Ave, Oldsmar, FL 34677
• 

  /2

  $227,500 Sold Sep 05, 2025

  • 1,110 Sq Ft
  • $205/SF
  • 101 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1996

  309 Countryside Key Blvd Unit 2, Oldsmar, FL 34677

  Feel the safety and security of this gated townhome community conveniently located between Tampa and Clearwater. In this community the HOA handles all the big items like roof, exterior painting and landscaping and you just work on relaxing, socializing and tennis. Countryside Key townhomes is offering $2000 toward your closing costs or decorating preferences after closing. This fantastic location

  Cheryl Franzese COASTAL PROPERTIES GROUP INTERNATIONAL

  309 Countryside Key Blvd Unit 2, Oldsmar, FL 34677
• 

  /2

  Est $183,410 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft

  107 E Cypress Ct, Oldsmar, FL 34677

  107 E Cypress Ct, Oldsmar, FL 34677
• 

  

  /38

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  337 Shore Dr E, Oldsmar, FL 34677

  Discover your opportunity in the heart of Oldsmar! This renovated single family home is perfect for a first time buyer or seasonal resident looking to enjoy the COASTAL WATERFRONT LIFESTYLE. Nestled in a vibrant, golf-cart friendly community, this home is located directly across the street from the waterfront of TAMPA BAY, A refreshed 3 bedroom 2 bath cozy residence with a well designed floorplan

  Darlene Davenport COMPASS FLORIDA LLC

  337 Shore Dr E, Oldsmar, FL 34677
• 

  /2

  $349,000 Sold Sep 05, 2025

  • 1,539 Sq Ft
  • $227/SF
  • 102 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  503 Tangerine Dr, Oldsmar, FL 34677

  PRICED TO SELL!!! THIS HOUSE STOOD STRONG! WAS NOT DAMAGED DURING HURRICANE! NO WATER INTRUSION! Discover this lovely, freshly painted, 3-bedroom, 2-bath home in the beautiful city of Oldsmar. Situated on a quiet street in a great neighborhood with NO HOA or CDD, this home has something to offer to any type of buyer whether you are looking to invest, downsizing or buying your first home. Through

  Gouzel Kash KASH REALTY

  503 Tangerine Dr, Oldsmar, FL 34677
• 

  

  /32

  Est $207,435 Not Listed For Sale

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

  138 Lakeside Dr Unit 138, Oldsmar, FL 34677

  138 Lakeside Dr Unit 138, Oldsmar, FL 34677
• 

  

  /53

  $725,000

  • 3 Beds
  • 3 Baths
  • 1,791 Sq Ft

  140 Brent Cir, Oldsmar, FL 34677

  Come take a look at this beautiful 3 bedroom, 3 bath 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 the common area and boat docks. This unit owns Slip 12, with a cover and lift. Stainless Steel

  Nicci Meyer, PA FLORIDA REALTY INVESTMENTS

  140 Brent Cir, Oldsmar, FL 34677
• 

  /2

  $409,900 Sold Sep 03, 2025

  • 1,308 Sq Ft
  • $313/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  1910 Montego Ct, Oldsmar, FL 34677

  True Pride of Ownership! Nestled at the end of a quiet cul-de-sac, this charming, move-in ready pool home boasts one of the most desirable lots in the neighborhood. Perfectly positioned on an elevated homesite, this home has NEVER been affected by any flooding or storm water intrusion from recent hurricanes. The property is high & dry!! Flood coverage is very minimal. it offers a peaceful

  Tanner Tillung EXP REALTY LLC

  1910 Montego Ct, Oldsmar, FL 34677
• 

  

  /24

  Est $189,903 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft

  131 Cypress Ct Unit 131, Oldsmar, FL 34677

  131 Cypress Ct Unit 131, Oldsmar, FL 34677
• 

  

  /34

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  144 Douglas Rd W Unit A, Oldsmar, FL 34677

  Move-In Ready Oldsmar Townhome – Perfect for First-Time Homebuyers! Welcome home to this beautifully updated 2-bedroom, 1.5-bathroom townhome for sale in Oldsmar, Florida! This move-in ready property features modern upgrades throughout and is ideal for first-time homebuyers or anyone looking for an affordable home in the Tampa Bay area. Step inside to an open and airy floor plan with a spacious

  Jason Philpot FUTURE HOME REALTY INC

  144 Douglas Rd W Unit A, Oldsmar, FL 34677
• 

  /2

  $249,900 Sold Sep 03, 2025

  • 1,250 Sq Ft
  • $200/SF
  • 108 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  150 James Ct, Oldsmar, FL 34677

  Welcome home to maintenance-free living in the gated community of Quail Forest! Nestled within the private and prestigious Country Club community of East Lake Woodlands, this stunning villa offers an exceptional lifestyle with all the must-have services and amenities right at your fingertips. Perfectly designed for comfort and convenience, this home features 2 bedrooms, 2 bathrooms, a sunroom,

  Stacy Naumann-Hair BHHS FLORIDA PROPERTIES GROUP

  150 James Ct, Oldsmar, FL 34677
• 

  

  /44

  Est $343,589 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft

  806 Merlot Ct, Oldsmar, FL 34677

  806 Merlot Ct, Oldsmar, FL 34677
• 

  

  /73

  $245,000

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

  239 Countryside Key Blvd, Oldsmar, FL 34677

  Welcome to this beautifully maintained 2 Bedroom, 1.5 Bath townhome located in the highly desirable gated community of Countryside Key in Oldsmar. This move-in ready home features NEW INTERIOR PAINT (2025) in soft neutral tones, LUXURY VINYL PLANK FLOORING (2023) on the first level, and NEW CARPET (October 2025) on the second floor. The bright and inviting open-concept layout includes spacious

  Laurie Dykeman KELLER WILLIAMS TAMPA PROP.

  239 Countryside Key Blvd, Oldsmar, FL 34677
• 

  /2

  $350,000 Sold Sep 02, 2025

  • 1,604 Sq Ft
  • $218/SF
  • 165 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  284 Hemingway Dr, Oldsmar, FL 34677

  This end-unit townhome offers a private, fenced backyard and picturesque pond views from the screened porch. The primary bedroom is conveniently located on the main floor and features a spacious walk-in closet, a double sink vanity, and a walk-in shower. Upstairs, two bedrooms are separated by a full bathroom.The kitchen boasts ample cabinet and counter space, complemented by newer quartz

  James Mcpeak MCPEAK REALTY GROUP INC

  284 Hemingway Dr, Oldsmar, FL 34677
• 

  

  /56

  Est $195,137 Not Listed For Sale

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

  171 Lakeview Way Unit 87, Oldsmar, FL 34677

  171 Lakeview Way Unit 87, Oldsmar, FL 34677
• 

  

  /28

  $279,999

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

  2004 Sheffield Ct, Oldsmar, FL 34677

  GREAT LOCATION! Completely remodeled with the WOW factor. This must see two-bedroom 2 bath villa with no carpet is the perfect home for relaxing or everyday living. No expense spared with completely updated kitchen with SS appliances, granite countertops, soft close cabinets with roll outs, under cabinet lighting, larger counter space with extra cabinets and eat in kitchen counter. Both bathrooms

  Sue Lashley Thomas KELLER WILLIAMS SOUTH TAMPA

  2004 Sheffield Ct, Oldsmar, FL 34677

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