Oldsmar, FL Homes

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  $1,225,000

  • 4 Beds
  • 3 Baths
  • 4,312 Sq Ft

  1404 E Lake Woodlands Pkwy, Oldsmar, FL 34677

  Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus rooms is located upstairs, providing added flexibility for multi-use living. Pool table will convey with the sale. The home features a solar-heated in-ground pool with a large pool deck, fully

  

  Cyndi Olmstead

  CONCI, REALTORS

  (656) 206-1669

  1404 E Lake Woodlands Pkwy, Oldsmar, FL 34677
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  /2

  $2,530 Per Month

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • House for Rent

  1924 Dover Ct, Oldsmar, FL 34677

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  (656) 248-4777

  1924 Dover Ct, Oldsmar, FL 34677
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  $1,075,000 Sold Dec 09, 2025

  2019 Diamond Ct, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 3,502 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Below List Price
  • $307/SF
  • 34 Days On Market

  Current Estimated Value $1,071,303

  Last Listing Agent Charlie Bodine REAL ESTATE FIRM OF FLORIDA, LLC

  2019 Diamond Ct, Oldsmar, FL 34677
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  Est $922,916 Not Listed For Sale

  625 Lafayette Blvd, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 3,645 Sq Ft
  • Built 1996

  625 Lafayette Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 3% Below List Price
  • $261/SF
  • 3 Days On Market

  • Last Sold Price $950,000
  • May 09, 2025

  Last Listing Agent Kelly Mothershead Timmons KELLER WILLIAMS REALTY- PALM H
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  $190,000 Pending

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

  2044 Sheffield Ct, Oldsmar, FL 34677

  Under contract-accepting backup offers. Short Sale. High and dry with NEW ROOF and NEW HVAC!! Welcome to this charming 2-bedroom, 2-bathroom single-family villa, offering a perfect blend of comfort and style. As you enter, you'll be greeted by volume ceilings that create an open, airy atmosphere throughout the home. The spacious kitchen features beautiful granite countertops and wood cabinets,

  

  Christopher Grasso

  BHHS FLORIDA PROPERTIES GROUP

  (656) 231-8969

  2044 Sheffield Ct, Oldsmar, FL 34677
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  /57

  $1,495 Per Month

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

  129 Camphor Cir Unit F, Oldsmar, FL 34677

  JUST LISTED! Rare opportunity in the heart of Forest Lakes Community. This 2 bedroom 2 bath GROUND FLOOR condominium is move in ready and has everything you need to live your best life. Home offers an illuminated open floorplan, new kitchen appliances, inside laundry room with Washer/Dryer hookup, outside covered patio, storage room and much much more. All bedrooms, living & dining areas feature

  Mimi Guzman ELITE TAMPA BAY REALTY LLC

  129 Camphor Cir Unit F, Oldsmar, FL 34677
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  $175,000 Sold Jan 05, 2026

  306 Martha Ln Unit 42, Oldsmar, FL 34677

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

  Last Sold Summary

  • 15% Below List Price
  • $160/SF
  • 185 Days On Market

  Current Estimated Value $177,620

  Last Listing Agent Steven Olandese RE/MAX CHAMPIONS

  306 Martha Ln Unit 42, Oldsmar, FL 34677
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  Est $974,348 Not Listed For Sale

  4944 Silverthorne Ct, Oldsmar, FL 34677

  • 4 Beds
  • 3.5 Baths
  • 3,252 Sq Ft
  • Built 1991

  4944 Silverthorne Ct, Oldsmar, FL 34677

  Last Sold Summary

  • 1% Above List Price
  • $297/SF
  • 161 Days On Market

  • Last Sold Price $965,000
  • May 02, 2025

  Last Listing Agent Martha Thorn COLDWELL BANKER REALTY
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  /2

  $350,000

  • 3 Beds
  • 3 Baths
  • 1,485 Sq Ft

  193 Blue Marlin Dr, Oldsmar, FL 34677

  Welcome to refined Florida living in this luxurious 3-bedroom, 3-bath residence located in the highly desirable 55+ community of Gull-Aire Village. Thoughtfully upgraded with both style and function in mind, this move-in ready home offers a rare and versatile layout featuring two private en-suite bedrooms—perfect for hosting guests or creating dual primary retreats. The interior showcases

  

  Cyndi Olmstead

  CONCI, REALTORS

  (656) 232-3320

  193 Blue Marlin Dr, Oldsmar, FL 34677
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  /28

  $1,850

  Total Monthly Price

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

  222 Woodlake Wynde Unit 222, Oldsmar, FL 34677

  222 Woodlake Wynde Unit 222, Oldsmar, FL 34677
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  $295,000 Sold Aug 05, 2025

  190 Dale Place, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1982

  Last Sold Summary

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

  Current Estimated Value $298,214

  Last Listing Agent Cathy McCarthy RE/MAX REALTEC GROUP INC

  190 Dale Place, Oldsmar, FL 34677
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  Est $798,040 Not Listed For Sale

  1855 Eau Claire Ct, Oldsmar, FL 34677

  • 4 Beds
  • 4 Baths
  • 2,673 Sq Ft
  • Built 1991

  1855 Eau Claire Ct, Oldsmar, FL 34677

  Last Sold Summary

  • 4% Above List Price
  • $288/SF
  • 75 Days On Market

  • Last Sold Price $770,000
  • Apr 25, 2025

  Last Listing Agent Miguel Velazquez FLORIDA LUXURY REALTY INC
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  $243,900

  • Land
  • 1.13 Acres
  • $215,841 per Acre

  0 Strathmore Ave, Oldsmar, FL 34677

  Discover a rare opportunity to own a sought-after 1.13-acre vacant lot in the heart of Oldsmar! Tucked away in a quiet, established neighborhood, this oversized parcel offers the perfect canvas to build your dream home—with **no HOA restrictions** holding you back. Large lots like this are incredibly hard to find in Oldsmar, especially in such a prime location. What truly sets this property apart

  

  Steve Capen

  COLDWELL BANKER REALTY

  (656) 228-1955

  0 Strathmore Ave, Oldsmar, FL 34677
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  /15

  $2,100 Per Month

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

  237 Woodlake Wynde Unit 237, Oldsmar, FL 34677

  Don't miss this wonderful opportunity to rent in the highly sought-after community of East Lake Woodlands! This 2 bed/2 bath condo comes with a bonus Florida Room, an in-unit laundry closet, and is available for a **short-term furnished rental from May 15, 2026 through February 28, 2027 (3-month minimum).** Come and see this beautiful unit featuring a kitchen complete with tile backsplash and

  Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

  237 Woodlake Wynde Unit 237, Oldsmar, FL 34677
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  $552,000 Sold May 23, 2025

  1623 Bayhill Dr, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 1,906 Sq Ft
  • Built 1995

  Last Sold Summary

  • 3% Above List Price
  • $290/SF
  • 5 Days On Market

  Current Estimated Value $552,649

  Last Listing Agent Melissa McNeil EXP REALTY LLC

  1623 Bayhill Dr, Oldsmar, FL 34677
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  Est $553,184 Not Listed For Sale

  873 Lucas Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,646 Sq Ft
  • Built 1991

  873 Lucas Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 3% Below List Price
  • $346/SF
  • 84 Days On Market

  • Last Sold Price $570,000
  • Apr 28, 2025

  Last Listing Agent Katherine Congdon KELLER WILLIAMS REALTY- PALM H
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  $725,000

  • 4 Beds
  • 3 Baths
  • 2,258 Sq Ft

  138 Brent Cir, Oldsmar, FL 34677

  Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This

  

  Kathy Grams

  COASTAL PROPERTIES GROUP INTERNATIONAL

  (656) 221-1318

  138 Brent Cir, Oldsmar, FL 34677
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  /23

  $1,950

  Total Monthly Price

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Townhouse for Rent

  318 Countryside Key Blvd, Oldsmar, FL 34677

  Newly renovated owner-quality townhome in the highly desirable Countryside Key community designed for comfortable, low-maintenance living in a prime Oldsmar location.This 1,110 sqft home features upgraded finishes throughout that go well beyond typical rental-grade materials, offering a clean, modern feel with peaceful views and a quiet setting.One of the biggest advantages:

  318 Countryside Key Blvd, Oldsmar, FL 34677
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  $321,000 Sold May 29, 2025

  636 Timber Bay Cir E, Oldsmar, FL 34677

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $347/SF
  • 16 Days On Market

  Current Estimated Value $316,889

  Last Listing Agent Amanda Lebiszczak CHARLES RUTENBERG REALTY INC

  636 Timber Bay Cir E, Oldsmar, FL 34677
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  Est $316,625 Not Listed For Sale

  100 Morning Dove Place, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Built 1985

  100 Morning Dove Place, Oldsmar, FL 34677

  Last Sold Summary

  • 3% Below List Price
  • $309/SF
  • 9 Days On Market

  • Last Sold Price $325,000
  • May 07, 2025

  Last Listing Agent Hanan Moussa MAZIAD PROPERTIES LLC
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  $319,000

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  108 Dolphin Dr E, Oldsmar, FL 34677

  The Prettiest Home in Gull Aire – Turn-Key Perfection!Welcome to the crown jewel of Gull Aire, widely considered the most beautiful home in the entire community. This meticulously renovated 3-bedroom, 2-bathroom residence has been reimagined inside and out to offer the perfect blend of modern luxury and cozy community charm. If you are a social-seeking senior looking for a vibrant lifestyle

  

  Jackie Little

  KELLER WILLIAMS REALTY- PALM H

  (656) 220-0950

  108 Dolphin Dr E, Oldsmar, FL 34677
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  $1,750 Per Month

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

  102 Palmetto Ct Unit 2, Oldsmar, FL 34677

  This is the perfect East Lake Woodlands condo with 2BR/2BA/1 Carport, located on the 2nd floor—new remodeled bathrooms with textured cabinetry, kitchen with stainless steel appliances. Laminate wood flooring throughout the entire unit. Beautiful Ceiling fans in the Master bedroom and living area. The Master Bedroom has 2 walk-in closets, a private bath w/shower, and opens to a screened Lanai.

  Bedsy Renwanz SANDPEAK REALTY

  102 Palmetto Ct Unit 2, Oldsmar, FL 34677
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  $335,000 Sold Jan 15, 2026

  303 Shore Dr W, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,106 Sq Ft
  • Built 1959

  Last Sold Summary

  • 8% Below List Price
  • $303/SF
  • 162 Days On Market

  Current Estimated Value $390,209

  Last Listing Agent Ena Ebanks FUTURE HOME REALTY INC

  303 Shore Dr W, Oldsmar, FL 34677
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  Est $393,296 Not Listed For Sale

  217 Hemingway Dr, Oldsmar, FL 34677

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

  217 Hemingway Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 1% Below List Price
  • $248/SF
  • 5 Days On Market

  • Last Sold Price $398,000
  • May 09, 2025

  Last Listing Agent Lilly Caruso FUTURE HOME REALTY INC
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  $799,000

  • 3 Beds
  • 2 Baths
  • 2,309 Sq Ft

  137 Brent Cir, Oldsmar, FL 34677

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Set within a gated, waterfront community in Oldsmar, this expansive townhouse at 137 Brent Circle offers a rare combination of space, thoughtful upgrades, and true Florida coastal living, complete with your own private,

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (656) 236-1572

  137 Brent Cir, Oldsmar, FL 34677
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  $2,295

  Total Monthly Price

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

  108 Woodlake Wynde Unit 108, Oldsmar, FL 34677

  Looking for a great condo -Has space for a family or 2 individuals or person looking for extra space(bedroom/office)Starting May 15th, 2026- We will have 2 private rooms and bathrooms available for rent in a 2bed 2bath condo in Oldsmar, Florida the Sunshine State. Here is the information: partially furnished condo available for rent in East Lake Woodlands Community in Oldsmar. Move in date is May

  108 Woodlake Wynde Unit 108, Oldsmar, FL 34677
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  $385,000 Sold Sep 16, 2025

  60 Woodridge Cir Unit 1, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,883 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Below List Price
  • $204/SF
  • 98 Days On Market

  Current Estimated Value $381,960

  Last Listing Agent June Connell COMPASS FLORIDA LLC

  60 Woodridge Cir Unit 1, Oldsmar, FL 34677
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  Est $1,201,785 Not Listed For Sale

  610 Shore Dr E, Oldsmar, FL 34677

  • 3 Beds
  • 4 Baths
  • 2,102 Sq Ft
  • Built 1981

  610 Shore Dr E, Oldsmar, FL 34677

  Last Sold Summary

  • 2% Below List Price
  • $583/SF
  • 10 Days On Market

  • Last Sold Price $1,224,900
  • Apr 30, 2025

  Last Listing Agent Albie Kissner TODAYS REALTY
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  $499,000

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

  112 Brent Cir, Oldsmar, FL 34677

  PRICE IMPROVEMENT! LUXURY MEETS UNBEATABLE VALUE. Skip the rehab and move right in to the most updated waterfront townhome in the gated community of Seaside Estates. This beautifully maintained three-story home radiates pride of ownership and offers three bedrooms, three bathrooms, and over 1,800 square feet of thoughtfully designed living space. Premium features include IMPACT WINDOWS, IMPACT

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 249-8460

  112 Brent Cir, Oldsmar, FL 34677
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  /17

  $2,239 Per Month

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,333 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance

  Christopher Yambo TAH FLORIDA LLC

  Unlisted Address
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  $560,000 Sold Aug 01, 2025

  611 Shore Dr E, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1979

  Last Sold Summary

  • $259/SF
  • 29 Days On Market

  Current Estimated Value $556,233

  Last Listing Agent Lisa Carroll MIHARA & ASSOCIATES INC.

  611 Shore Dr E, Oldsmar, FL 34677
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  Est $179,516 Not Listed For Sale

  209 Meadow Ln Unit 209, Oldsmar, FL 34677

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

  209 Meadow Ln Unit 209, Oldsmar, FL 34677

  Last Sold Summary

  • $205/SF
  • 3 Days On Market

  • Last Sold Price $180,000
  • May 07, 2025

  Last Listing Agent Kimberly Monday FUTURE HOME REALTY INC
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  $1,075,000

  • 3 Beds
  • 2 Baths
  • 2,164 Sq Ft

  826 Christina Cir, Oldsmar, FL 34677

  Waterfront Beauty in Coveted East Lake Corridor – The Best Lot in this highly desired Community! Coastal Elegance on Upper Tampa Bay — this private waterfront retreat is back on the market and ready to impress. Set on the premier lot in the community, the home offers 165 feet of unobstructed bay frontage, unmatched privacy, and direct open-water access, creating a lifestyle that blends luxury,

  

  Lindsey Fowkes

  RE/MAX COLLECTIVE

  (656) 233-9903

  826 Christina Cir, Oldsmar, FL 34677
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  $1,750 - $1,850

  Total Monthly Price

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

  3069 Huron Ave, Oldsmar, FL 34677

  Stilt Triplex Large end unit 2/BR 2/BA Immaculate condition (Oldsmar)A quiet country-like setting, one block from the bay access to fishing. Ceramic tile floor, luxury tile planks in the bedrooms, appliance: fridge, glass top stove, dishwasher, washer/dryer connection. Ceiling fan in each room, mini blinds, private deck, 10X12 storage bin, 2 parking spaces reserved for you, No Pets, No

  3069 Huron Ave, Oldsmar, FL 34677
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  $478,000 Sold Dec 16, 2025

  317 Tavernier Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Below List Price
  • $273/SF
  • 57 Days On Market

  Current Estimated Value $487,430

  Last Listing Agent Dean Ribble RE/MAX REALTEC GROUP INC

  317 Tavernier Dr, Oldsmar, FL 34677
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  Est $364,218 Not Listed For Sale

  608 Cabernet Way, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,773 Sq Ft
  • Built 2015

  608 Cabernet Way, Oldsmar, FL 34677

  Last Sold Summary

  • 8% Below List Price
  • $223/SF
  • 9 Days On Market

  • Last Sold Price $395,000
  • Jul 26, 2024

  Last Listing Agent Michael Fieldson PALM COAST REALTY LLC
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  $255,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,502 Sq Ft

  40 Shamrock Way Unit 64, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome home to 40 Shamrock Way in sunny Oldsmar FL. This move-in ready, updated 2-bedroom, 2-bath condo with a loft, offering 1,502 square feet of light-filled living space in the highly sought-after East Lake Woodlands community in Oldsmar. Featuring an open floor plan, voluminous ceilings, abundant windows, and a split bedroom layout, this home feels

  

  Jessica Christianson

  EXP REALTY LLC

  (656) 232-2495

  40 Shamrock Way Unit 64, Oldsmar, FL 34677
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  /26

  $1,700 Per Month

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

  137 Hunter Lake Dr Unit C, Oldsmar, FL 34677

  Discover your next long-term sanctuary in Oldsmar's sought-after Forest Lake community for just $1,700 a month with washer/dryer included! This lovely 2-bedroom, 2-bathroom, 915 sq ft condo perfectly balances modern luxury and serene living. Imagine waking up to breathtaking pond views from nearly every room, with a private balcony that brings you closer to nature. The condo's interior is equally

  Dyan Pithers COLDWELL BANKER REALTY

  137 Hunter Lake Dr Unit C, Oldsmar, FL 34677
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  $155,000 Sold Dec 30, 2025

  210 Martha Ln, Oldsmar, FL 34677

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

  Last Sold Summary

  • 31% Below List Price
  • $142/SF
  • 171 Days On Market

  Current Estimated Value $162,828

  Last Listing Agent Jeffrey Borham EXP REALTY LLC

  210 Martha Ln, Oldsmar, FL 34677
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  Est $787,881 Not Listed For Sale

  500 Shore Dr E, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,021 Sq Ft
  • Built 1969

  500 Shore Dr E, Oldsmar, FL 34677

  Last Sold Summary

  • 28% Below List Price
  • $544/SF
  • 107 Days On Market

  • Last Sold Price $1,100,000
  • Mar 08, 2024

  Last Listing Agent Alex Pinta COMPASS FLORIDA LLC

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