Oldsmar, FL Homes

• 

  

  

  /87

  Est $661,440

  Not Listed For Sale

  372 Rosalind Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 2,423 Sq Ft
  • Built 2001

  372 Rosalind Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 9 Days On Market
• 

  

  

  /34

  $419,900

  $5K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft

  1623 Gray Bark Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome to 1623 Gray Bark Drive in the heart of Oldsmar! This well-maintained 3-bedroom, 2-bath home features a desirable split-bedroom floor plan offering both privacy and functionality. The kitchen has been updated with new countertops, while the refrigerator and microwave have both been recently replaced for added convenience. Major updates provide peace

  Tamara Wilson REALTY ONE GROUP MVP

  1623 Gray Bark Dr, Oldsmar, FL 34677
• 

  

  /2

  $432,000

  Sold Sep 24, 2025

  1630 Gray Bark Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $318/SF
  • 6 Days On Market

  Current Estimated Value $441,653

  Last Listing Agent Amy Denham COASTAL PROPERTIES GROUP INTERNATIONAL

  1630 Gray Bark Dr, Oldsmar, FL 34677
• 

  

  

  /55

  Est $579,551

  Not Listed For Sale

  335 Ventura Dr, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 1,873 Sq Ft
  • Built 2000

  335 Ventura Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 2 Days On Market
• 

  

  

  /56

  $345,000

  $5K PRICE DROP Pending

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

  709 Lemonwood Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. New Roof Prior to Closing - Welcome to this well-maintained 3-bedroom, 2-bath home offering 1,667 square feet of comfortable living space on a spacious 60x100 lot, located on a quiet street in desirable Oldsmar. This home features newer appliances, a 2025 hot water heater, and a 2022 AC system, providing peace of mind for years to come. Inside, you’ll find

  Jay Hundt PA PEOPLE'S CHOICE REALTY SVC LLC

  709 Lemonwood Dr, Oldsmar, FL 34677
• 

  /2

  $369,500

  Sold Jun 16, 2026

  1820 Driftwood Cir N, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Below List Price
  • $242/SF
  • 158 Days On Market

  Current Estimated Value $381,645

  Last Listing Agent Frank Acerra SELECT PROPERTIES INC

  1820 Driftwood Cir N, Oldsmar, FL 34677
• 

  

  /61

  Est $589,654

  Not Listed For Sale

  331 Ventura Dr, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 1,856 Sq Ft
  • Built 2001

  331 Ventura Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 7 Days On Market
• 

  

  /36

  $320,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  423 Aurora Way, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome to Hays Park in the heart of Oldsmar, one of Tampa Bay’s most central and convenient locations. This beautifully maintained 3-bedroom, 2.5-bath townhome with a garage feels bright and welcoming with high ceilings, tile flooring downstairs, and updated laminate flooring upstairs. The open kitchen features granite countertops and shaker-style

  Megan Pargov LIPPLY REAL ESTATE

  423 Aurora Way, Oldsmar, FL 34677
• 

  /2

  $359,000

  Sold Jun 27, 2025

  405 Pine Ave S, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,175 Sq Ft
  • Built 1973

  Last Sold Summary

  • 12% Below List Price
  • $306/SF
  • 129 Days On Market

  Current Estimated Value $349,304

  Last Listing Agent Yordanka Henson VITA LUXURY REALTY LLC

  405 Pine Ave S, Oldsmar, FL 34677
• 

  /2

  Est $565,597

  Not Listed For Sale

  331 Bay Arbor Blvd, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 1,873 Sq Ft
  • Built 2000

  331 Bay Arbor Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 67 Days On Market
• 

  

  /26

  $168,000

  $42K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  340 Canal Way, Oldsmar, FL 34677

  Welcome to easy Florida living in the sought-after 55+ community of Gull-Aire Village in Oldsmar. This well-maintained 2BR/2BA home offers a comfortable, open layout with updated flooring, a spacious living area, and a split-bedroom floor plan that gives both you and your guests privacy. The kitchen and bathrooms are clean and functional with room to make it your own, making this a great

  Sal Degaetano ACROPOLIS REALTY GROUP LLC

  340 Canal Way, Oldsmar, FL 34677
• 

  /2

  $246,000

  Sold Oct 17, 2025

  75 Emerald Bay Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,339 Sq Ft
  • Built 2004

  Last Sold Summary

  • 9% Below List Price
  • $184/SF
  • 73 Days On Market

  Current Estimated Value $254,670

  Last Listing Agent Tabitha Clark EXP REALTY LLC

  75 Emerald Bay Dr, Oldsmar, FL 34677
• 

  /2

  Est $512,498

  Not Listed For Sale

  329 Meadow Brook Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft
  • Built 2000

  329 Meadow Brook Ct, Oldsmar, FL 34677

  Last Sold Summary

  • 158 Days On Market
• 

  

  /14

  $190,000

  $55K PRICE DROP

  • 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
• 

  /2

  $195,000

  Sold Mar 31, 2026

  106 Camille Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $178/SF
  • 5 Days On Market

  Current Estimated Value $194,481

  Last Listing Agent Bob McCaffery BHHS FLORIDA PROPERTIES GROUP

  106 Camille Ct, Oldsmar, FL 34677
• 

  

  /19

  Est $541,264

  Not Listed For Sale

  212 Bay Arbor Blvd, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 1,873 Sq Ft
  • Built 2000

  212 Bay Arbor Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 105 Days On Market
• 

  /2

  Price To Be Determined

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,259 Sq Ft

  Tenor Plan at Odeon Square, Oldsmar, FL 34677

  The Tenor is an elegant three-story townhome that combines spacious living, modern design, and exceptional flexibility to fit today’s lifestyle. Thoughtfully designed with open-concept gathering spaces, private bedroom retreats, and versatile bonus areas, the Tenor offers the perfect balance of comfort, convenience, and contemporary style.The first floor welcomes you with a charming covered

  DRB Homes Builder

  504 St Petersburg Dr St E Unit 40570349, Oldsmar, FL 34677
• 

  /2

  $215,000

  Sold Aug 29, 2025

  105 Woodlake Wynde, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 1983

  Last Sold Summary

  • 6% Below List Price
  • $233/SF
  • 81 Days On Market

  Current Estimated Value $207,973

  Last Listing Agent Frank Acerra SELECT PROPERTIES INC

  105 Woodlake Wynde, Oldsmar, FL 34677
• 

  

  /89

  Est $589,105

  Not Listed For Sale

  310 Bay Arbor Blvd, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 2,010 Sq Ft
  • Built 2000

  310 Bay Arbor Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 1 Day On Market
• 

  

  /15

  $200,000

  $35K PRICE DROP Pending

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

  244 Countryside Key Blvd, Oldsmar, FL 34677

  Under contract-accepting backup offers. 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

  Lin Huang CHARLES RUTENBERG REALTY INC

  244 Countryside Key Blvd, Oldsmar, FL 34677
• 

  /2

  $350,000

  Sold Sep 02, 2025

  284 Hemingway Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,604 Sq Ft
  • Built 1998

  Last Sold Summary

  • 10% Below List Price
  • $218/SF
  • 165 Days On Market

  Current Estimated Value $363,967

  Last Listing Agent James Mcpeak MCPEAK REALTY GROUP INC

  284 Hemingway Dr, Oldsmar, FL 34677
• 

  

  /60

  Est $548,522

  Not Listed For Sale

  303 Bay Arbor Blvd, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • Built 2000

  303 Bay Arbor Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 25 Days On Market
• 

  

  /52

  $194,995

  $5K PRICE DROP Pre-Foreclosure

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  372 Cobia Way, Oldsmar, FL 34677

  Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ golf cart friendly community in the heart of Oldsmar offers the best of Florida retirement living at an unbeatable value.Step inside to a bright, open floor plan featuring dark hardwood-style flooring and bold coastal teal

  Justin Cans IMPACT REALTY TAMPA BAY

  372 Cobia Way, Oldsmar, FL 34677
• 

  /2

  $220,000

  Sold Mar 09, 2026

  72 Pelican Dr E, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,402 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $157/SF
  • 89 Days On Market

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  72 Pelican Dr E, Oldsmar, FL 34677
• 

  /2

  Est $618,957

  Not Listed For Sale

  273 Timberland Ct, Oldsmar, FL 34677

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 2000

  273 Timberland Ct, Oldsmar, FL 34677

  Last Sold Summary

  • 15 Days On Market
• 

  

  /31

  $199,900

  $49K PRICE DROP

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

  117 E Cypress Ct Unit 117, Oldsmar, FL 34677

  **COME ON IN - MAKE YOURSELF AT HOME ** THE PRICE IS RIGHT!! ** Motivated Seller ** This 2 Bed 2 Bath GROUND FLOOR unit has been totally REMODELLED to an exceptionally high standard!! New Floors, New Bathrooms, New Windows, MOVE IN READY!! And what's more?? NOT OVERLOOKED at the rear!!! Enjoy your morning coffee or evening drink on the front enclosed patio or watch the wildlife from the rear

  Joanne Todd RE/MAX REALTEC GROUP INC

  117 E Cypress Ct Unit 117, Oldsmar, FL 34677
• 

  /2

  $741,500

  Sold Sep 30, 2025

  4797 Stonebriar Dr, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,486 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Below List Price
  • $298/SF
  • 75 Days On Market

  Current Estimated Value $764,894

  Last Listing Agent Mark Fazzini RE/MAX REALTEC GROUP INC

  4797 Stonebriar Dr, Oldsmar, FL 34677
• 

  

  /24

  Est $597,931

  Not Listed For Sale

  199 Orchard Grove Place, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft
  • Built 2000

  199 Orchard Grove Place, Oldsmar, FL 34677

  Last Sold Summary

  • 22 Days On Market
• 

  

  /42

  $440,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  706 Sweetbriar Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. Amazing opportunity to own this well-maintained 3 bedroom, 2 bathroom home in the desirable Forest Lakes community of Oldsmar, Florida! Major bonus - a brand NEW ROOF with warranty will be installed prior to closing, and the new homeowner will have the opportunity to choose the roof color! Situated on a beautiful CONSERVATION homesite, this home offers

  Carrie Frederickson BHHS FLORIDA PROPERTIES GROUP

  706 Sweetbriar Dr, Oldsmar, FL 34677
• 

  /2

  $471,852

  Sold Feb 25, 2026

  115 Brent Cir, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 1,834 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $257/SF
  • 233 Days On Market

  Current Estimated Value $480,411

  Last Listing Agent Camilo Perez HOME SOLD REALTY LLC

  115 Brent Cir, Oldsmar, FL 34677
• 

  /2

  Est $667,936

  Not Listed For Sale

  555 Lakewood Dr, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,646 Sq Ft
  • Built 2001

  555 Lakewood Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 4 Days On Market
• 

  

  /64

  $525,000

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

  119 Brent Cir, Oldsmar, FL 34677

  Are you dreaming of your own stylish urban OASIS surrounded by nature yet minutes from everywhere you want to be? Experience effortless coastal living in this exceptional waterfront townhome, perfectly designed for those who appreciate space, light and direct access to the water. Featuring two private boat slips, this residence offers a RARE opportunity to keep your vessels close and enjoy days

  Darren Booth COMPASS FLORIDA LLC

  119 Brent Cir, Oldsmar, FL 34677
• 

  /2

  $510,000

  Sold May 15, 2026

  1001 Starboard Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft
  • Built 2019

  Last Sold Summary

  • 5% Below List Price
  • $265/SF
  • 2 Days On Market

  Current Estimated Value $529,441

  Last Listing Agent Dave Doherty TOM TUCKER REALTY

  1001 Starboard Ct, Oldsmar, FL 34677
• 

  /2

  Est $771,037

  Not Listed For Sale

  524 Cypress Bend, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 3,501 Sq Ft
  • Built 2001

  524 Cypress Bend, Oldsmar, FL 34677

  Last Sold Summary

  • 104 Days On Market
• 

  

  /46

  $395,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,288 Sq Ft

  324 Country Club Dr, Oldsmar, FL 34677

  Home Renovated to Perfection!**Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity.- **4 spacious rooms**: Ideal for the comfort of the whole family.- **2 completely renovated bathrooms**: With modern and elegant finishes.- **Large kitchen**:

  Aime Alfonso VITA LUXURY REALTY LLC

  324 Country Club Dr, Oldsmar, FL 34677
• 

  /2

  $725,000

  Sold Dec 19, 2025

  1516 E Lake Woodlands Pkwy, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,642 Sq Ft
  • Built 1993

  Last Sold Summary

  • 6% Below List Price
  • $274/SF
  • 171 Days On Market

  Current Estimated Value $763,689

  Last Listing Agent Sam McLaughlin RE/MAX REALTEC GROUP INC

  1516 E Lake Woodlands Pkwy, Oldsmar, FL 34677
• 

  /2

  Est $143,982

  Not Listed For Sale

  122 Loblolly Ct Unit H, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft
  • Built 1986

  122 Loblolly Ct Unit H, Oldsmar, FL 34677

  Last Sold Summary

  • 67 Days On Market
• 

  

  /39

  $249,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  25 Tads Trail, Oldsmar, FL 34677

  Under contract-accepting backup offers. Virtually Staged. Don’t miss out on an exceptional opportunity to own this 3 bedroom Maintenance Free Villa in the popular East Lake Woodlands Resort & Golf Community. The possibilities are endless with this 1620 SF property including an enclosed Florida room overlooking a beautiful peaceful backyard. Priced below appraised value so you can make it your

  Victoria Chapman CHARLES RUTENBERG REALTY INC

  25 Tads Trail, Oldsmar, FL 34677
• 

  /2

  $255,000

  Sold Oct 30, 2025

  70 Morning Dove Place Unit 1A, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 1985

  Last Sold Summary

  • 22% Below List Price
  • $191/SF
  • 115 Days On Market

  Current Estimated Value $274,707

  Last Listing Agent Ibadete Hasani CHARLES RUTENBERG REALTY INC

  70 Morning Dove Place Unit 1A, Oldsmar, FL 34677
• 

  

  /29

  Est $285,521

  Not Listed For Sale

  138 Lindsay Ln Unit 48, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,626 Sq Ft
  • Built 1985

  138 Lindsay Ln Unit 48, Oldsmar, FL 34677

  Last Sold Summary

  • 5 Days On Market

Showing Results 641 - 680, Page 17 of 18