Oldsmar, FL Homes for Sale under $1,500,000

/42
$1,155,000

$145K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,420 Sq Ft
380 Wellington Ave, Oldsmar, FL 34677

PRICE REDUCTION! Now priced below value, this is your chance to own this incredible Key West style pool home on an oversized conservation lot in highly desirable Oldsmar. Located on a cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to forested conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the

James Wheeler

CHARLES RUTENBERG REALTY INC

380 Wellington Ave, Oldsmar, FL 34677
Explore Oldsmar
/84
$1,100,000
- 5 Beds
- 3 Baths
- 3,390 Sq Ft
85 Kelleys Trail, Oldsmar, FL 34677

Experience exceptional golf course living at Eastlake Woodlands, Premier Turtle Creek Subdivision, where privacy, sophistication, and stunning views of the Ardea Country Club North Course Signature Hole #10 await you in this stylish, previous model home 5-bedroom, 3-bath home with a 3-car garage. Set within a gated community, this former model residence greets you with an impressive marble foyer

Andy Burwell

BURWELL REAL ESTATE

85 Kelleys Trail, Oldsmar, FL 34677
/67
$1,055,000

Open Sun 9AM - 1PM
- 4 Beds
- 3 Baths
- 3,189 Sq Ft
4931 Turtle Creek Trail, Oldsmar, FL 34677

If you've been searching for a home that checks every box, this one is worth a serious look. Tucked inside the guard-gated East Lake Woodlands community — known for its canopied streets, two championship golf courses, pickle ball and tennis courts, and home to Ardea Country Club — this 4-bedroom, 3-bath pool home sits on nearly a full acre and has been genuinely well cared for. Equipped with a

Cyndi Olmstead

CONCI, REALTORS

4931 Turtle Creek Trail, Oldsmar, FL 34677
/84
$1,499,900
- 6 Beds
- 4.5 Baths
- 4,475 Sq Ft
50 Willowood Ln, Oldsmar, FL 34677

**6 Bedrooms | Private In-Law Suite | 4.5 Baths | 1.4 Acres | Gated East Lake Woodlands** If you've been searching for a home with room for everyone—this is one you need to see in person. Set on a private 1.4-acre cul-de-sac lot in the gated East Lake Woodlands community, this expansive home offers 6 total bedrooms, 4.5 baths, including a dedicated in-law suite with its own private entrance, and

Melissa Pranzo

REAL BROKER, LLC

50 Willowood Ln, Oldsmar, FL 34677
/85
$1,225,000

Open Sun 2PM - 5PM
- 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

1404 E Lake Woodlands Pkwy, Oldsmar, FL 34677
/78
$1,100,000

$100K PRICE DROP
- 3 Beds
- 2 Baths
- 1,594 Sq Ft
3858 Shore Blvd, Oldsmar, FL 34677

Experience the laid back lifestyle of Oldsmar, a sought-after community nestled between the urban hubs of Tampa and Clearwater. This serene, waterfront property offers the perfect balance of peaceful living and convenient access to local attractions. Residents here enjoy a tranquil, private environment, starting mornings with fresh coastal breezes on a private porch or deck, and spending evenings

Mark Yorke, LLC CHARLES RUTENBERG REALTY INC

3858 Shore Blvd, Oldsmar, FL 34677
/99
$1,199,900
- 5 Beds
- 3.5 Baths
- 4,246 Sq Ft
110 Deerpath Dr, Oldsmar, FL 34677

Simply sensational in prestigious Deerpath of East Lake Woodlands!! Enter through double leaded glass entry doors to this spectacular, sprawling executive residence! 4,246 sq. ft. of exceptionally well-planned design and custom built to precise detail. Soaring ceilings with four bedrooms, plus a study that could be a 5th bedroom and 3.5 baths... elegantly designed! Privacy prevails on this

Nancy Leslie RE/MAX REALTEC GROUP INC

110 Deerpath Dr, Oldsmar, FL 34677
/2
$1,350,000

$100K PRICE DROP
- 2 Beds
- 1 Bath
- 1,250 Sq Ft
200 Lee St, Oldsmar, FL 34677

This is a packaged listing with MLS #TB8504841 for sale & close together. Total land 33,806 sf.A unique prime development opportunity in the heart of The City of Oldsmar with a 350 ft frontage on State St E between SWC of Lee and SEC of Washington Ave with a zoning designation TCCN ( Town Center Commercial Neighborhood District).A dynamic growth opportunity across from the proposed Town

Victor Suhweil IDEAL REALTY ADVISORS, LLC

200 Lee St, Oldsmar, FL 34677
/88
$1,350,000

$150K PRICE DROP
- 4 Beds
- 3 Baths
- 3,850 Sq Ft
2151 Diamond Ct, Oldsmar, FL 34677

Turnkey Renovated Home with $200K+ Upgrades | No Major Expenses | Premium View LotFully Renovated Luxury Pool Home | New Roof + Impact Windows | Panoramic Water & Conservation Views. Welcome to 2151 Diamond Court, a fully renovated luxury residence located in the gated Diamond Crest community of East Lake Woodlands. This exceptional 4-bedroom, office ,3-bath home offers 3,850 square feet of

Michelle Johncola RE/MAX ELITE REALTY

2151 Diamond Ct, Oldsmar, FL 34677
/73
$1,280,000

$19K PRICE DROP
- 4 Beds
- 3 Baths
- 2,624 Sq Ft
375 Wellington Ave, Oldsmar, FL 34677

Welcome to your modern dream home—completely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been thoughtfully curated and impeccably executed. The gourmet kitchen is a true showpiece, featuring full custom cabinetry with lighted drawers, newer appliances, and stunning high-end Essenza Quartzite

Jenny Neumeyer KELLER WILLIAMS REALTY- PALM HARBOR

375 Wellington Ave, Oldsmar, FL 34677
/95
$1,399,900

New Construction
- 4 Beds
- 4 Baths
- 3,433 Sq Ft
3426 Channelside Ct, Safety Harbor, FL 34695

Virtually Staged. Welcome to one of Pinellas County’s most exceptional values in luxury new construction. Completed in 2025 and never occupied, this extraordinary waterfront pool home combines timeless architecture, impeccable craftsmanship, and designer finishes typically found in homes at a substantially higher price point. Situated on an oversized waterfront homesite, enjoy breathtaking

John LaRocca FUTURE HOME REALTY INC

3426 Channelside Ct, Safety Harbor, FL 34695

Florida Pinellas County

Home Prices in Oldsmar, FL

The median home sale price in Oldsmar, FL is $391,500, up 2% year-over-year. Homes in Oldsmar sell in 79 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price $391,500	Median Single Family Sale Price $528,500
Median Townhouse Sale Price $377,500	Median 2 Bedroom Sale Price $224,900
Median 1 Bedroom Sale Price $193,500	Average Price Per Sq Ft $246
Number of Homes for Sale 145	Last 12 months Home Sales 410
Months of Supply 4.20	Median List Price $399,950
Median Change From 1st List Price 6%	Median Home Sale Price YoY Change 2%

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