Oldsmar, FL Homes

• 

  

  

  /50

  $925,000

  • 4 Beds
  • 4 Baths
  • 3,441 Sq Ft

  475 Holly Hill Rd, Oldsmar, FL 34677

  Welcome to this exceptional 4-bedroom, 4-bathroom pool home located on a corner lot within the gated golf community of East Lake Woodlands in Oldsmar. Offering an impressive 3,441 square feet of living space, this beautiful residence combines elegant interiors, flexible living spaces, and a resort-style outdoor setting. Major updates include a 2021 roof, HVAC systems replaced in 2022 and 2023,

  Jeffrey Borham EXP REALTY LLC

  475 Holly Hill Rd, Oldsmar, FL 34677
• 

  

  /2

  $545,000

  Sold Feb 27, 2026

  4886 Westchester Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Below List Price
  • $284/SF
  • 133 Days On Market

  Current Estimated Value $553,888

  Last Listing Agent Claudia Tweed COLDWELL BANKER REALTY

  4886 Westchester Ct, Oldsmar, FL 34677
• 

  

  /2

  Est $372,556

  Not Listed For Sale

  1002 Vineyard Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,773 Sq Ft
  • Built 2017

  1002 Vineyard Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Stella Giudicelli DALTON WADE INC
• 

  

  

  /23

  $189,900

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

  126 Cypress Ct Unit 26, Oldsmar, FL 34677

  MOVE-IN READY! This beautiful 2nd Floor unit is situated on a quiet and private street in the highly sought-after East Lake Woodlands Community, a Country Club Community. Flooring & counter tops/cabinets are 2020, HVAC 2018, Water heater 2008, and the Wash/dryer staying with unit. Also included is a $4,000 leveluk sd501 platinum kangen water machine. There is new wood plank tile on Balcony (with

  Brittany Hasemeier ARC REALTY GROUP

  126 Cypress Ct Unit 26, Oldsmar, FL 34677
• 

  

  /2

  $712,250

  Sold Mar 18, 2026

  1006 Robinwood Dr, Oldsmar, FL 34677

  • 4 Beds
  • 2.5 Baths
  • 2,677 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Below List Price
  • $266/SF
  • 3 Days On Market

  Current Estimated Value $728,044

  Last Listing Agent Marcel Driver COMPASS FLORIDA, LLC

  1006 Robinwood Dr, Oldsmar, FL 34677
• 

  /2

  Est $152,292

  Not Listed For Sale

  413 Meadow Ln Unit 81, Oldsmar, FL 34677

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

  413 Meadow Ln Unit 81, Oldsmar, FL 34677

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Elizabeth Hayes KELLER WILLIAMS REALTY- PALM HARBOR
• 

  

  /68

  $449,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  416 Maplewood Dr, Oldsmar, FL 34677

  **PRICE IMPROVEMENT** Your opportunity just got better.! This beautiful home is now offered at a NEW LOWER PRICE.! If you’ve been waiting for the right time to make a move. This Is It.!!! Welcome to one of Oldsmar's hidden gems! This beautifully maintained 3-bedroom, 2-bath pool home is nestled in the highly desirable Harbor Palms neighborhood, offering the perfect combination of location,

  Frank Gomez FUTURE HOME REALTY INC

  416 Maplewood Dr, Oldsmar, FL 34677
• 

  /2

  $158,000

  Sold Jun 30, 2026

  202 Mary Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1981

  Last Sold Summary

  • 4% Below List Price
  • $138/SF
  • 6 Days On Market

  Current Estimated Value $197,655

  Last Listing Agent Iryna Karavan BHHS FLORIDA PROPERTIES GROUP

  202 Mary Dr, Oldsmar, FL 34677
• 

  

  /35

  Est $200,523

  Not Listed For Sale

  112 Woodlake Ln Unit 112, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 1985

  112 Woodlake Ln Unit 112, Oldsmar, FL 34677

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Marina Kloppel COASTAL PROPERTIES GROUP INTERNATIONAL
• 

  

  /31

  $150,000

  $15K PRICE DROP

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

  172 Lakeview Way, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2 bedroom, 2 bathroom second-floor condo located in the highly desirable gated community of East Lake Woodlands. This immaculate home features upgraded luxury vinyl plank flooring throughout and offers a serene, peaceful pond view perfect for relaxing mornings or evenings. Residents enjoy access to an

  Becki Joyal CENTURY 21 INTEGRA

  172 Lakeview Way, Oldsmar, FL 34677
• 

  /2

  $326,000

  Sold May 15, 2026

  807 Jacaranda Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,341 Sq Ft
  • Built 1986

  Last Sold Summary

  • $243/SF
  • 12 Days On Market

  Current Estimated Value $329,468

  Last Listing Agent Quyen Trujillo FUTURE HOME REALTY INC

  807 Jacaranda Dr, Oldsmar, FL 34677
• 

  /2

  Est $174,937

  Not Listed For Sale

  103 W Cypress Ct Unit 75, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Built 1980

  103 W Cypress Ct Unit 75, Oldsmar, FL 34677

  Last Sold Summary

  • 251 Days On Market

  Last Listing Agent Joseph Zani TAMPA BAY PREMIER REALTY
• 

  

  /77

  $1,100,000

  $50K PRICE DROP Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,849 Sq Ft

  1319 Forestedge Blvd, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome to this beautifully updated Arthur Rutenberg estate, perfectly positioned on a premium corner homesite with partial pond views and exceptional privacy in the sought-after Aberdeen enclave of East Lake Woodlands. This move-in-ready residence offers 5 bedrooms, a versatile bonus room with a wet bar, and 3.5 bathrooms, providing the ideal blend of

  Mark Fazzini RE/MAX REALTEC GROUP INC

  1319 Forestedge Blvd, Oldsmar, FL 34677
• 

  /2

  $184,000

  Sold Sep 10, 2025

  250 Cypress Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $175/SF
  • 21 Days On Market

  Current Estimated Value $180,844

  Last Listing Agent Chrystal Kraus KELLER WILLIAMS TAMPA PROPERTIES

  250 Cypress Ln, Oldsmar, FL 34677
• 

  /2

  Not Listed For Sale

  231 Tarpon Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,343 Sq Ft
  • Built 1991

  231 Tarpon Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 291 Days On Market

  Last Listing Agent Renny Bryden CHARLES RUTENBERG REALTY INC
• 

  

  /28

  $250,000

  $19K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,686 Sq Ft

  228 Tarpon Ln, Oldsmar, FL 34677

  Discover this 1,686 sq ft, 1991 Jacobsen retirement home, featuring a new roof (2025), new A/C (2024), new water heater (2026), new exterior electric panel ($4800) installed 8/26 and a new Rainsoft water softener in 2020. The layout offers both comfort and flexibility for relaxing or entertaining. Step into the oversized living room featuring soaring cathedral ceilings and an abundance of windows

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  228 Tarpon Ln, Oldsmar, FL 34677
• 

  /2

  $675,000

  Sold Sep 08, 2025

  90 Camelia Ct, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 2,288 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Below List Price
  • $295/SF
  • 9 Days On Market

  Current Estimated Value $698,481

  Last Listing Agent Cheri Riley PREMIER SOTHEBYS INTL REALTY

  90 Camelia Ct, Oldsmar, FL 34677
• 

  /2

  Est $371,490

  Not Listed For Sale

  1302 Syrah Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,773 Sq Ft
  • Built 2017

  1302 Syrah Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 155 Days On Market

  Last Listing Agent Freddy Genao CENTURY 21 CIRCLE
• 

  

  /40

  $199,000

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

  205 Martha Ln, Oldsmar, FL 34677

  Welcome to this beautiful 2-bedroom, 2-bathroom ground-floor condo in the highly sought-after East Lake Woodlands community. Built in 1979 with durable masonry construction and a slab foundation, this charming residence offers the perfect blend of comfort, character, and convenience.Enjoy peaceful pond views from the rear of the home while being surrounded by the outstanding amenities this

  Nicholas Costello KEYS TO THE BAY REAL ESTATE

  205 Martha Ln, Oldsmar, FL 34677
• 

  /2

  $305,000

  Sold Mar 05, 2026

  1227 Clays Trail Unit 301, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,910 Sq Ft
  • Built 1992

  Last Sold Summary

  • 7% Below List Price
  • $160/SF
  • 52 Days On Market

  Current Estimated Value $307,558

  Last Listing Agent Julie Jones SMITH & ASSOCIATES REAL ESTATE

  1227 Clays Trail Unit 301, Oldsmar, FL 34677
• 

  /2

  Est $376,300

  Not Listed For Sale

  319 Vista Cruiser Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft
  • Built 2017

  319 Vista Cruiser Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Karen Fate REAL BROKER, LLC
• 

  

  /68

  $619,000

  Under Contract

  • 5 Beds
  • 3 Baths
  • 2,169 Sq Ft

  100 Water Oak Way, Oldsmar, FL 34677

  Under contract-accepting backup offers. Now available in desirable East Lake Woodlands, this beautifully maintained Woodlands Estates home sits on a quiet dead-end street with premier golf course frontage, exceptional privacy, and views of the pool and ninth fairway of the South Course. Full of character, the home offers 5 bedrooms, 3 bathrooms, an office/den, and an open floor plan ideal for

  Tom Orlando FUTURE HOME REALTY INC

  100 Water Oak Way, Oldsmar, FL 34677
• 

  /2

  $1,249,000

  Sold Jun 26, 2026

  1534 E Lake Woodlands Pkwy, Oldsmar, FL 34677

  • 4 Beds
  • 4 Baths
  • 3,402 Sq Ft
  • Built 1994

  Last Sold Summary

  • $367/SF
  • 2 Days On Market

  Current Estimated Value $1,019,090

  Last Listing Agent Louis Graniero KELLY RIGHT REAL ESTATE

  1534 E Lake Woodlands Pkwy, Oldsmar, FL 34677
• 

  /2

  Not Listed For Sale

  3141 Huron Ave, Oldsmar, FL 34677

  • 6 Beds
  • 4 Baths
  • 2,158 Sq Ft
  • Built 1985

  3141 Huron Ave, Oldsmar, FL 34677

  Last Sold Summary

  • 178 Days On Market

  Last Listing Agent Nicholas Rice REALTY ONE GROUP ADVANTAGE
• 

  

  /30

  $175,000

  $5K PRICE DROP

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

  112 Lakeview Place Unit 12, Oldsmar, FL 34677

  Highly valued lifestyle and amenities all waiting for you! Second floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy the pond views from the great room, owers suite and covered porch.. This home comes with new A/C unit (April 2026) and electrical

  Michael Ryan SAMUELSEN BUILDERS REALTY LLC

  112 Lakeview Place Unit 12, Oldsmar, FL 34677
• 

  /2

  $575,000

  Sold Jul 17, 2026

  364 Ventura Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 2,237 Sq Ft
  • Built 2001

  Last Sold Summary

  • 4% Below List Price
  • $257/SF
  • 5 Days On Market

  Current Estimated Value $598,085

  Last Listing Agent Angel Bueno TREASURED HOME COLLECTION

  364 Ventura Dr, Oldsmar, FL 34677
• 

  /2

  Not Listed For Sale

  402 Blue Marlin Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft
  • Built 1980

  402 Blue Marlin Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 394 Days On Market

  Last Listing Agent Amy Mills FUTURE HOME REALTY INC
• 

  

  /68

  $829,000

  $60K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  2328 Warwick Dr, Oldsmar, FL 34677

  PRICE ADJUSTMENT! Buy now to get settled in over the summer! Welcome to Warwick Hills within the Eastlake Woodlands community! Two-story residence awaits on a large corner lot. A stately presence greets you with elegant landscaping. Side-entry 3-car garage & extended driveway. Step inside through double doors into the grand foyer. Formal living and dining rooms, as well as a spacious family room

  Roberta Celiberti COASTAL PROPERTIES GROUP INTERNATIONAL

  2328 Warwick Dr, Oldsmar, FL 34677
• 

  /2

  $885,000

  Sold Jul 02, 2026

  1471 Briargrove Way, Oldsmar, FL 34677

  • 5 Beds
  • 3.5 Baths
  • 3,140 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $282/SF
  • 73 Days On Market

  Current Estimated Value $893,097

  Last Listing Agent David Timmons KELLER WILLIAMS REALTY- PALM HARBOR

  1471 Briargrove Way, Oldsmar, FL 34677
• 

  /2

  Est $709,084

  Not Listed For Sale

  3132 Duane Ave, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 2,122 Sq Ft
  • Built 2024

  3132 Duane Ave, Oldsmar, FL 34677

  Last Sold Summary

  • 113 Days On Market

  Last Listing Agent Ben Tara IMAGINE REALTY LLC
• 

  

  /60

  $925,000

  $275K PRICE DROP Under Contract

  • 4 Beds
  • 4 Baths
  • 3,240 Sq Ft

  50 Kelleys Trail, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome to an exceptional residence at 50 Kelleys Trail, nestled within the prestigious gated enclave of Turtle Creek within East Lake Woodlands in Oldsmar. This refined home embodies effortless elegance and elevated Florida living, offering a seamless blend of sophistication, comfort, and privacy. From the moment you enter, you’re greeted by soaring

  Tanner Tillung EXP REALTY LLC

  50 Kelleys Trail, Oldsmar, FL 34677
• 

  /2

  $540,000

  Sold Apr 30, 2026

  152 Brent Cir, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 1,791 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $302/SF
  • 40 Days On Market

  Current Estimated Value $540,233

  Last Listing Agent Mimi DeSetto COASTAL PROPERTIES GROUP INTERNATIONAL

  152 Brent Cir, Oldsmar, FL 34677
• 

  /2

  Est $777,689

  Not Listed For Sale

  240 Lesley Ln, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,532 Sq Ft
  • Built 2015

  240 Lesley Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Kumari Fulbright COASTAL PROPERTIES GROUP INTER
• 

  

  /18

  $260,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft

  260 Michaels Cir, Oldsmar, FL 34677

  Spacious 3-bedroom, 2-bath villa offering 1,385 square feet of comfortable living in desirable East Lake Woodlands. This home features ceramic tile throughout the main living areas and cozy carpet in the bedrooms. The bright living room is lined with sliding glass doors that open to a screened lanai spanning the full length of the villa—perfect for enjoying indoor/outdoor Florida living.The

  Stephanie Dasher DASHER RLTY & PROP. MANAGEMENT

  260 Michaels Cir, Oldsmar, FL 34677
• 

  /2

  $515,000

  Sold May 29, 2026

  4738 Pebble Brook Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Below List Price
  • $266/SF
  • 53 Days On Market

  Current Estimated Value $520,438

  Last Listing Agent Claudia Tweed COLDWELL BANKER REALTY

  4738 Pebble Brook Dr, Oldsmar, FL 34677
• 

  

  /37

  Est $450,000

  Not Listed For Sale

  207 Washington Ave, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • Built 2001

  207 Washington Ave, Oldsmar, FL 34677

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Jenny Neumeyer KELLER WILLIAMS REALTY- PALM HARBOR
• 

  

  /39

  $569,900

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,184 Sq Ft

  4856 Westchester Ct, Oldsmar, FL 34677

  Welcome to Kingsmill in the highly sought-after East Lake Woodlands community! LISTED BELOW APPRAISED VALUE! This beautifully maintained waterfront home features 3 bedrooms, 2 bathrooms, and a 2-car garage, and has been lovingly cared for by its original owner. From the moment you arrive, you'll be impressed by the home's private cul-de-sac location and newly paved driveway. Step inside to

  Chris Arata COLDWELL BANKER REALTY

  4856 Westchester Ct, Oldsmar, FL 34677
• 

  /2

  $242,500

  Sold May 21, 2026

  475 Woods Landing Trail Unit 1, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1984

  Last Sold Summary

  • 16% Below List Price
  • $202/SF
  • 121 Days On Market

  Last Listing Agent Loren Roye THE KEYES COMPANY - SARASOTA

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

  

  /46

  Est $843,893

  Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 2,452 Sq Ft
  • Built 1994

  Unlisted Address

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Melvin Johnson CJB REALTY & PROPERTY MGMT
• 

  

  /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

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