Oldsmar, FL Homes

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  $539,900

  • 3 Beds
  • 2.5 Baths
  • 2,143 Sq Ft

  423 Cypress View Dr, Oldsmar, FL 34677

  Location! Homes in this quiet community sell quickly. 2,143 sf two story with Florida room and awesome view of the huge pond on a cul-de-sac. Roof only 3 years old. House has updated white shaker cabinet kitchen with marble-look composite countertops and backsplash, updated flooring and fresh paint throughout. Updated owner’s bathroom shower enclosure, double vanity, and garden tub. Stainless

  James Maiorano MARK SPAIN REAL ESTATE

  423 Cypress View Dr, Oldsmar, FL 34677
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  $1,800 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
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  $180,000 Sold Oct 01, 2025

  108 Lakeview Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1980

  Last Sold Summary

  • 25% Below List Price
  • $157/SF
  • 147 Days On Market

  Current Estimated Value $181,741

  Last Listing Agent Dyan Pithers COLDWELL BANKER REALTY

  108 Lakeview Ct, Oldsmar, FL 34677
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  Not Listed For Sale

  8523 La Isla Dr, Kissimmee, FL 34747

  • 6 Beds
  • 5.5 Baths
  • 3,123 Sq Ft
  • Built 2003

  8523 La Isla Dr, Kissimmee, FL 34747

  Last Sold Summary

  • $186/SF
  • 15 Days On Market

  • Last Sold Price $580,000
  • Feb 14, 2024

  Last Listing Agent Steve Silcock RE/MAX
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  $195,000

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

  303 Martha Ln, Oldsmar, FL 34677

  Welcome home to peaceful, easy living in the heart of East Lake Woodlands. This well-maintained 2-bedroom, 2-bathroom condo offers a comfortable and functional layout ideal for everyday living or seasonal enjoyment. The spacious primary suite serves as a true retreat, highlighted by an impressive three walk-in closets, providing exceptional storage rarely found in condo living. Residents can

  Angelique Blake MARK SPAIN REAL ESTATE

  303 Martha Ln, Oldsmar, FL 34677
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  /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
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  $300,000 Sold Nov 18, 2025

  375 Woods Landing Trail, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,201 Sq Ft
  • Built 1984

  Last Sold Summary

  • $250/SF
  • 34 Days On Market

  Current Estimated Value $287,302

  Last Listing Agent Lawrence Malloy RE/MAX ALLIANCE GROUP

  375 Woods Landing Trail, Oldsmar, FL 34677
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  /43

  Est $538,844 Not Listed For Sale

  342 Fountainview Cir, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,996 Sq Ft
  • Built 1995

  342 Fountainview Cir, Oldsmar, FL 34677

  Last Sold Summary

  • 2% Below List Price
  • $277/SF
  • 1 Day On Market

  • Last Sold Price $552,000
  • Aug 09, 2023

  Last Listing Agent Nancy Rivera FUTURE HOME REALTY INC
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  /42

  $535,000 Pending

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

  4738 Pebble Brook Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Enjoy a Relaxing Lifestyle in the desirable Gated, Golf Community of East Lake Woodlands and the convenience of Less Maintenance responsibilities! This home provides Privacy and Stunning Water Views with a Large, Covered Screened Lanai to enjoy that morning cup of coffee or evening glass of wine. Plus it’s

  Claudia Tweed COLDWELL BANKER REALTY

  4738 Pebble Brook Dr, Oldsmar, FL 34677
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  /52

  $3,700 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft
  • House for Rent

  364 Ventura Dr, Oldsmar, FL 34677

  Beautiful 3 bedroom plus office-den, 3 2.5 bathrooms like new! All neutral decor, 3-car garage back to a conservation!! A large community pool and playground! This is a 2-story home with the bedrooms on the second floor. There are a full-size washer and dryer, and all stainless-steel appliances.

  Lorrie Williams NEW DIMENSIONS IN REAL EST INC

  364 Ventura Dr, Oldsmar, FL 34677
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  $195,000 Sold Mar 13, 2026

  229 Mary Dr Unit 45, Oldsmar, FL 34677

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

  Last Sold Summary

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

  Current Estimated Value $190,808

  Last Listing Agent Gary Jones, Jr EZ CHOICE REALTY

  229 Mary Dr Unit 45, Oldsmar, FL 34677
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  Not Listed For Sale

  57 Pelican Dr S, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1986

  57 Pelican Dr S, Oldsmar, FL 34677

  Last Sold Summary

  • $134/SF
  • 2 Days On Market

  • Last Sold Price $167,000
  • Feb 01, 2024

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP
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  $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
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  $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
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  $384,500 Sold May 30, 2025

  1906 Castle Bay Ct, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 1984

  Last Sold Summary

  • 14% Below List Price
  • $273/SF
  • 140 Days On Market

  Current Estimated Value $380,786

  Last Listing Agent Matin Norozzy CHARLES RUTENBERG REALTY INC

  1906 Castle Bay Ct, Oldsmar, FL 34677
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  Est $153,925 Not Listed For Sale

  128 Camphor Cir Unit B, Oldsmar, FL 34677

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

  128 Camphor Cir Unit B, Oldsmar, FL 34677

  Last Sold Summary

  • 17% Below List Price
  • $202/SF
  • 20 Days On Market

  • Last Sold Price $185,000
  • May 05, 2023

  Last Listing Agent Sally Qu PEOPLE'S CHOICE REALTY SVC LLC
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  $459,900

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  387 Tavernier Cir, Oldsmar, FL 34677

  You've found your Florida dream home in the heart of Oldsmar. This spacious 1808 sq ft 3 bedroom 2 bath home offers many extras including a large primary bedroom suite with a bathroom that boasts a garden tub with a separate shower to relax at the end of a long day. The 2nd Bathroom is strategically located between Bedroom 2 and 3. The kitchen & both bathrooms have wooden cabinets with matching

  Alan Prather LPT REALTY, LLC

  387 Tavernier Cir, Oldsmar, FL 34677
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  $1,795 Per Month

  • 2 Beds
  • 2 Baths
  • 970 Sq Ft
  • Townhouse for Rent

  3664 Meriden Ave Unit A, Oldsmar, FL 34677

  Recently renovated 2 bedroom, 2 bathroom duplex unit available for lease in Oldsmar. Interior features include updated kitchen with modern cabinetry and fixtures, renovated bathrooms, and new flooring throughout. Functional floor plan with open living and dining area. Primary bedroom includes en-suite bath. Central HVAC and interior laundry. Exterior features include driveway parking and private

  Robert Bello DALTON WADE INC

  3664 Meriden Ave Unit A, Oldsmar, FL 34677
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  $427,000 Sold Feb 18, 2026

  814 Satinleaf Ave, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $253/SF
  • 43 Days On Market

  Current Estimated Value $431,750

  Last Listing Agent Becki Joyal CENTURY 21 INTEGRA

  814 Satinleaf Ave, Oldsmar, FL 34677
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  Not Listed For Sale

  459 Pelican Dr S, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1988

  459 Pelican Dr S, Oldsmar, FL 34677

  Last Sold Summary

  • $177/SF
  • 29 Days On Market

  • Last Sold Price $170,000
  • May 15, 2023

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP
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  $489,000

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft

  435 Lakeview Dr, Oldsmar, FL 34677

  Welcome to Forest Lakes and this beautifully appointed, immaculately maintained 3-bedroom, 2-bath, 2-car garage home offering 1,569 square feet of living space. Nestled in an exceptional school district, this home has been lovingly cared for and is truly immaculate. It features soaring vaulted ceilings, a cozy fireplace, and French doors leading to a large backyard retreat. The gorgeous kitchen

  Kim Krenek COLDWELL BANKER REALTY

  435 Lakeview Dr, Oldsmar, FL 34677
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  /28

  $1,750 Per Month

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

  114 Meadow Ln Unit 114, Oldsmar, FL 34677

  This beautifully updated second floor unit in the highly sought after gated community of East Lake Woodlands is move in ready. Recent improvements include fresh interior paint, shaker style wood kitchen cabinets with beautiful granite countertops, chrome finishings, white tile backsplash, all NEW stainless-steel appliances and recessed lighting. The split floor plan includes all NEW Luxury Vinyl

  Sandra Harris PREFERRED REALTY GROUP, LLC

  114 Meadow Ln Unit 114, Oldsmar, FL 34677
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  $635,000 Sold Dec 19, 2025

  204 Bay Arbor Blvd, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 2,026 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Below List Price
  • $313/SF
  • 6 Days On Market

  Current Estimated Value $629,917

  Last Listing Agent Alison Connors RE/MAX ACTION FIRST OF FLORIDA

  204 Bay Arbor Blvd, Oldsmar, FL 34677
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  Est $618,796 Not Listed For Sale

  801 Blandon Rd, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 2,022 Sq Ft
  • Built 2014

  801 Blandon Rd, Oldsmar, FL 34677

  Last Sold Summary

  • 2% Below List Price
  • $312/SF
  • 0 Days On Market

  • Last Sold Price $630,000
  • May 09, 2023

  Last Listing Agent Mirela Kljajic CHARLES RUTENBERG REALTY INC
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  $365,000 Pending

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

  2208 Sunset Wind Loop, Oldsmar, FL 34677

  Under contract-accepting backup offers. This beautiful 3 bedroom, 2.5 bathroom townhome located in the heart of Oldsmar and is ready for a new owner. This spacious open concept has tile throughout the first floor. The stunning kitchen features white cabinets and granite countertops, a breakfast bar that seats 6 comfortably, pendant lighting, stainless appliances, and large pantry. The living room

  Yael Hatfield KELLER WILLIAMS TAMPA PROP.

  2208 Sunset Wind Loop, Oldsmar, FL 34677
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  /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
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  $1,250,000 Sold Aug 01, 2025

  1877 Muirfield Way, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 3,354 Sq Ft
  • Built 1994

  Last Sold Summary

  • $373/SF
  • 3 Days On Market

  Current Estimated Value $1,206,481

  Last Listing Agent Ivonne Alvarez REALNET BROKERAGE

  1877 Muirfield Way, Oldsmar, FL 34677
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  Not Listed For Sale

  275 Pelican Dr N, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,421 Sq Ft
  • Built 1994

  275 Pelican Dr N, Oldsmar, FL 34677

  Last Sold Summary

  • $91/SF
  • 36 Days On Market

  • Last Sold Price $130,000
  • Apr 03, 2025

  Last Listing Agent Allen Selders MIAMI WATERFRONT REALTY
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  $450,000

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

  100 Kilsythe St, Oldsmar, FL 34677

  Tucked along picturesque Shore Drive E near the bay, this beautifully remodeled 3-bedroom, 3-bathroom concrete block home offers a great combination of space, updates, and relaxed Florida living. Set on an oversized, pie-shaped lot of just over a quarter acre, there’s plenty of room for outdoor entertaining, recreation, and golf cart living in this charming coastal pocket of Oldsmar. No HOA or

  Christine Bogdanovic SMITH & ASSOCIATES REAL ESTATE

  100 Kilsythe St, Oldsmar, FL 34677
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  /31

  $2,425 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,288 Sq Ft
  • House for Rent

  633 Jetstar Ln, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. AVAILABLE APRIL 1ST! Welcome to your new home! This beautifully maintained 3-bedroom, 2.5-bathroom residence offers a perfect blend of modern style and functional living. The main floor features a bright, airy layout with stylish vinyl flooring creating a seamless flow from the living area to the kitchen. The kitchen boasts granite countertops, a

  Angie Hill COASTAL PIONEER REALTY

  633 Jetstar Ln, Oldsmar, FL 34677
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  $335,000 Sold Feb 19, 2026

  712 Lemonwood Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,304 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Below List Price
  • $257/SF
  • 7 Days On Market

  Current Estimated Value $334,977

  Last Listing Agent Angie Balthazar BLAKE REAL ESTATE INC

  712 Lemonwood Dr, Oldsmar, FL 34677
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  Est $201,832 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

  • 12% Below List Price
  • $200/SF
  • 20 Days On Market

  • Last Sold Price $230,000
  • Jun 23, 2023

  Last Listing Agent Cyndi Olmstead CONCI, REALTORS
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  $185,000

  • 2 Beds
  • 2 Baths
  • 875 Sq Ft

  202 Meadow Ln Unit 50, Oldsmar, FL 34677

  Welcome to this well-located, offering comfort and convenience. This residence features 2 bedrooms and 2 bathrooms, providing a functional layout suitable for a variety of living needs. Ideally positioned with easy access to major roadways, the home allows for a smooth commute to nearby areas such as Tampa and Clearwater. The surrounding area offers a wide range of shopping, dining, and

  Alexandra Muneton AXEN REALTY, LLC

  202 Meadow Ln Unit 50, Oldsmar, FL 34677
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  $2,100 Per Month

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

  135 W Cypress Ct, Oldsmar, FL 34677

  Call to see this East Lake Woodlands Finest 2 Bedroom 2 Bath cute downstairs corner condo with almost everything new. Including most of the windows. Treat yourself to elegance in this remodeled Kitchen with LOTS of cupboard space and Quartz counters. New cabinets and lighting. Walk in to see the beautiful flooring throughout the condo. The large Master Bedroom has 3 closets and room for a King

  Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

  135 W Cypress Ct, Oldsmar, FL 34677
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  $249,900 Sold Sep 03, 2025

  150 James Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1981

  Last Sold Summary

  • 17% Below List Price
  • $200/SF
  • 108 Days On Market

  Current Estimated Value $259,779

  Last Listing Agent Stacy Naumann-Hair BHHS FLORIDA PROPERTIES GROUP

  150 James Ct, Oldsmar, FL 34677
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  Est $148,105 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

  • 22% Below List Price
  • $208/SF
  • 65 Days On Market

  • Last Sold Price $190,000
  • May 06, 2024

  Last Listing Agent Emily Alcantara EXP Realty LLC
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  $480,000

  • 3 Beds
  • 2 Baths
  • 1,598 Sq Ft

  408 Lakeview Dr, Oldsmar, FL 34677

  Price Reduced - This lakefront, pool home overlooks stunning sunsets and a wooded conservation area. The entire back of the house is screen enclosed, giving you plenty of space to relax or entertain while enjoying the wildlife, sunsets and sparkling lake. The beautiful pool and attached hot tub are heated for year round enjoyment. Inside are lake views in almost every room! The home has 76' water

  Stephen Hachey FLAT FEE MLS REALTY

  408 Lakeview Dr, Oldsmar, FL 34677
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  $1,795 Per Month

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

  152 Cypress Ln, Oldsmar, FL 34677

  This nice two bedroom, two bath second floor condo is located in the sought-after GATED community of East Lake Woodlands! This condo has had updates as you can see in the pictures. You will find an open floor plan. We have a split bedroom layout which offers privacy for each occupant.. the kitchen is set up as an eat in kitchen or an office space. The breakfast bar is adjacent to the dining area

  Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

  152 Cypress Ln, Oldsmar, FL 34677
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  $375,000 Sold Oct 27, 2025

  1811 Hibiscus Ct S, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $229/SF
  • 72 Days On Market

  Current Estimated Value $374,351

  Last Listing Agent Howard 'Bogan' Stitzel A BETTER LIFE REALTY

  1811 Hibiscus Ct S, Oldsmar, FL 34677
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  Est $521,610 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

  • 10% Below List Price
  • $315/SF
  • 226 Days On Market

  • Last Sold Price $577,250
  • Sep 22, 2023

  Last Listing Agent Mark Fazzini RE/MAX

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