Homes with a View for Sale in Oldsmar, FL

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NEW 11 HRS AGO

ABOUT THIS HOME
Home with View for sale in Oldsmar, FL:
Waterfront Beach Home with Panoramic Intracoastal Views Solid block construction with stone and terrazzo floors on a solid foundation. All the demolition and mold remediation is complete. – Just One Block to Madeira Beach! Tucked away in a peaceful location with stunning panoramic views of the Boca Ciega Intracoastal Waterway, this charming coastal home offers the ultimate Florida lifestyle. As you walk through the front door, you're immediately greeted by incredible long-range water views from the open-concept floor plan and the primary bedroom. Enjoy spectacular sunrises from the deck each morning, and take a short one-block stroll to Madeira Beach to catch every breathtaking sunset

$449,000

3 beds2 baths1,049 sq ft

13571 Audrey Ln, Largo, FL 33771

Saltwater pool • New patio door • New exterior paint

OPEN DEC 7, 11:30AM TO 2PM

ABOUT THIS HOME
Home with View for sale in Oldsmar, FL:
Welcome Home! Your pristine, stylishly furnished/fully equipped Florida retreat situated on an oversized lot awaits you in the heart of Oldsmar, Florida. This beautifully updated 2-bedroom, 2-bathroom home offers an open layout with a spacious living room/dining area for entertaining or just relaxing. Features include newer high-quality laminate flooring in the kitchen, dining area and hallway, along with newer carpets in the living room and bedrooms. The fully updated kitchen is a true showpiece, complete with premium cabinetry, newer stainless-steel appliances, breakfast bar, convenient pantry closet and a built-in desk off the kitchen with upper cabinets for additional storage. The spaci

$252,900

2 beds2 baths1,128 sq ft

168 Manta Cir, Oldsmar, FL 34677

Walk-in closet • Built-in desk • Premium cabinetry

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Home with View for sale in Oldsmar, FL:
Auction Property. AUCTION! Sold free and clear of all liens. Listing price is the opening bid. Auction held live on site at the house SAT DEC 6th at 10am. Calling all investors and do-it-yourselfers! Welcome to 416 Woodward Ave. , sitting on a gorgeous half-acre double lot on the corner of Shore drive and Woodward Ave. This 2,420 s/f single family homes includes 4 bedrooms, 2 full bathrooms and wide open spaces. The backyard is designed for entertaining with a Huge pool and spa, stone pavers, and a grotto-style setting surrounded by mature landscaping. The location is quiet and peaceful with no through traffic, while still close to all of the amenities Oldsmar has to offer. Oldsmar itself i

$250,000

4 beds2 baths2,420 sq ft

416 Woodward Ave, Oldsmar, FL 34677

Half-acre double lot • Huge pool and spa • Grotto-style setting

OPEN SAT, 1PM TO 4PM

ABOUT THIS HOME
Home with View for sale in Oldsmar, FL:
"HOUSE BEAUTIFUL" Nestled in a Serene GATED Enclave "ABERDEEN" of ARDEA (Formerly Known as East Lake Woodlands Golf and Country Club!) From the Moment you Arrive, the Home's Curb Appeal is Undeniable! Pristine Manicured Landscaping and Graceful Palm Tree's Create a Peaceful Tropical Setting! Quality Built Classic Beauty Consists of 4 Bedrooms, 3 Bathrooms, 3 Car Garage with your own Sparkling POOL, SPILLOVER SPA and Birdcaged, Pavered, Covered Lanai! Step into your Own Outdoor Oasis, for Those Seeking Tranquility in Harmony with Nature! Expansive . 40 Acre (ALMOST A HALF ACRE) with FENCED BACKYARD! Great Place to Entertain Your Family and Friends! Double Door Entry! Soa

$799,900

4 beds3 baths2,809 sq ft

4969 Kilkenney Way, Oldsmar, FL 34677

Gated enclave • Spillover spa • Pavered lanai

3D WALKTHROUGH

ABOUT THIS HOME
Home with View for sale in Oldsmar, FL:
Welcome to this exceptional Costanza custom-built home, perfectly situated on over one acre of private conservation land in the prestigious gated community of East Lake Woodlands. This residence beautifully combines luxury, privacy, and nature, offering the ideal Florida lifestyle. From the moment you enter through the leaded-glass double doors, you’ll be impressed by the soaring ceilings, open layout, and natural light that highlight the home’s thoughtful design and quality craftsmanship — and the stunning conservation and pool views will further impress you as you explore the living spaces designed to capture the beauty of the surroundings. The primary suite is a true re

$1,425,000

5 beds4 baths4,144 sq ft

4954 Turtle Creek Trl, Oldsmar, FL 34677

Gated community • Elegant soaking tub • Large dining area

Property at 643 Satinleaf Ave, Oldsmar, FL 34677, 4 beds, 3 baths

$550,000

4 beds3 baths2,002 sq ft

643 Satinleaf Ave, Oldsmar, FL 34677

Property at 129 Cypress Ct #129, Oldsmar, FL 34677, 2 beds, 2 baths

$173,000

2 beds2 baths1,054 sq ft

129 Cypress Ct #129, Oldsmar, FL 34677

Property at 2151 Diamond Ct, Oldsmar, FL 34677, 4 beds, 3 baths

$1,499,900

4 beds3 baths3,850 sq ft

2151 Diamond Ct, Oldsmar, FL 34677

Property at 205 Bengal Cir, Oldsmar, FL 34677, 4 beds, 3 baths

$819,900

4 beds3 baths2,733 sq ft

205 Bengal Cir, Oldsmar, FL 34677

Property at 1637 Gray Bark Dr, Oldsmar, FL 34677, 4 beds, 3 baths

$589,988

4 beds3 baths2,146 sq ft

1637 Gray Bark Dr, Oldsmar, FL 34677

Property at 4874 Westchester Ct, Oldsmar, FL 34677, 3 beds, 2 baths

$565,000

3 beds2 baths1,758 sq ft

4874 Westchester Ct, Oldsmar, FL 34677

Property at 406 Shore Dr W, Oldsmar, FL 34677, 3 beds, 2.5 baths

$1,598,000

3 beds2.5 baths1,838 sq ft

406 Shore Dr W, Oldsmar, FL 34677

Property at 604 Kingsmill Ct, Oldsmar, FL 34677, 3 beds, 2 baths

$495,000

3 beds2 baths1,757 sq ft

604 Kingsmill Ct, Oldsmar, FL 34677

Property at 4886 Westchester Ct, Oldsmar, FL 34677, 3 beds, 2 baths

$585,000

3 beds2 baths1,920 sq ft

4886 Westchester Ct, Oldsmar, FL 34677

Property at 1244 Greybrooke Pl, Oldsmar, FL 34677, 5 beds, 3.5 baths

$1,100,000

5 beds3.5 baths3,450 sq ft

1244 Greybrooke Pl, Oldsmar, FL 34677

Property at 140 Brent Cir, Oldsmar, FL 34677, 3 beds, 3 baths

$725,000

3 beds3 baths1,791 sq ft

140 Brent Cir, Oldsmar, FL 34677

Property at 2315 Sunset Wind Loop, Oldsmar, FL 34677, 4 beds, 3 baths

$600,000

4 beds3 baths2,587 sq ft

2315 Sunset Wind Loop, Oldsmar, FL 34677

Property at 20 Sylvia Pl, Oldsmar, FL 34677, 4 beds, 2 baths

$337,000

4 beds2 baths1,550 sq ft

20 Sylvia Pl, Oldsmar, FL 34677

Property at 1223 Clays Trl, Oldsmar, FL 34677, 4 beds, 2.5 baths

$375,900

4 beds2.5 baths2,600 sq ft

1223 Clays Trl, Oldsmar, FL 34677

Property at 1303 Forestedge Blvd, Oldsmar, FL 34677, 4 beds, 3.5 baths

$1,120,000

4 beds3.5 baths3,766 sq ft

1303 Forestedge Blvd, Oldsmar, FL 34677

Property at 1120 Hunters Pl, Oldsmar, FL 34677, 3 beds, 2 baths

$667,500

3 beds2 baths2,316 sq ft

1120 Hunters Pl, Oldsmar, FL 34677

Property at 804 Charles Blvd, Oldsmar, FL 34677, 4 beds, 3 baths

$1,200,000

4 beds3 baths2,500 sq ft

804 Charles Blvd, Oldsmar, FL 34677

Property at 260 Balsam Dr, Oldsmar, FL 34677, 2 beds, 2 baths

$289,900

2 beds2 baths1,250 sq ft

260 Balsam Dr, Oldsmar, FL 34677

Property at 4915 Augusta Ave, Oldsmar, FL 34677, 5 beds, 2.5 baths

$850,000

5 beds2.5 baths3,294 sq ft

4915 Augusta Ave, Oldsmar, FL 34677

Property at 150 Poole Pl, Oldsmar, FL 34677, 4 beds, 2 baths

$337,500

4 beds2 baths1,550 sq ft

150 Poole Pl, Oldsmar, FL 34677

Property at 273 Countryside Key Blvd Unit N/A, Oldsmar, FL 34677, 2 beds, 2.5 baths

$245,000

2 beds2.5 baths1,110 sq ft

273 Countryside Key Blvd Unit N/A, Oldsmar, FL 34677

Property at 3426 Channelside Ct, Safety Harbor, FL 34695, 4 beds, 4 baths

$1,799,999

4 beds4 baths3,488 sq ft

3426 Channelside Ct, Safety Harbor, FL 34695

Property at 311 Shore Dr E, Oldsmar, FL 34677, 3 beds, 2 baths

$424,500

3 beds2 baths1,632 sq ft

311 Shore Dr E, Oldsmar, FL 34677

Property at 400 Arlington Ave E, Oldsmar, FL 34677, 3 beds, 2.5 baths

$599,900

3 beds2.5 baths2,354 sq ft

400 Arlington Ave E, Oldsmar, FL 34677

Property at 210 Cutlass Way, Oldsmar, FL 34677, 3 beds, 2.5 baths

$369,000

3 beds2.5 baths1,288 sq ft

210 Cutlass Way, Oldsmar, FL 34677

Property at 288 Mobbly Bay Dr, Oldsmar, FL 34677, 4 beds, 5 baths

$1,650,000

4 beds5 baths5,260 sq ft

288 Mobbly Bay Dr, Oldsmar, FL 34677

Property at 1912 Castle Bay Ct, Oldsmar, FL 34677, 3 beds, 2 baths

$339,990

3 beds2 baths1,265 sq ft

1912 Castle Bay Ct, Oldsmar, FL 34677

Property at 316 Shore Dr E, Oldsmar, FL 34677, 4 beds, 3 baths

$1,500,000

4 beds3 baths2,496 sq ft

316 Shore Dr E, Oldsmar, FL 34677

Property at 100 Ingrid Pl, Oldsmar, FL 34677, 3 beds, 2.5 baths

$299,000

3 beds2.5 baths1,755 sq ft

100 Ingrid Pl, Oldsmar, FL 34677

Property at 2007 Palm Key Ave, Oldsmar, FL 34677, 3 beds, 2.5 baths

$489,900

3 beds2.5 baths1,888 sq ft

2007 Palm Key Ave, Oldsmar, FL 34677

Property at 1654 Bayhill Dr, Oldsmar, FL 34677, 4 beds, 2.5 baths

$610,000

4 beds2.5 baths2,320 sq ft

1654 Bayhill Dr, Oldsmar, FL 34677

Property at 140 Joanne Pl, Oldsmar, FL 34677, 2 beds, 2 baths

$289,900

2 beds2 baths1,250 sq ft

140 Joanne Pl, Oldsmar, FL 34677

Property at 103 Lakeview Pl #3, Oldsmar, FL 34677, 2 beds, 2 baths

$180,000

2 beds2 baths1,151 sq ft

103 Lakeview Pl #3, Oldsmar, FL 34677

Property at 315 Shore Dr E, Oldsmar, FL 34677, 3 beds, 2 baths

$274,900

3 beds2 baths1,477 sq ft

315 Shore Dr E, Oldsmar, FL 34677

Property at 333 Tavernier Dr, Oldsmar, FL 34677, 3 beds, 2 baths

$480,000

3 beds2 baths1,682 sq ft

333 Tavernier Dr, Oldsmar, FL 34677

Property at 256 Cypress Ln, Oldsmar, FL 34677, 2 beds, 2 baths

$179,000

2 beds2 baths1,053 sq ft

256 Cypress Ln, Oldsmar, FL 34677

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Based on information submitted to the MLS GRID as of Thu Nov 27 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with a View for Sale in Oldsmar

There are currently 86 homes with a view homes for sale in Oldsmar at a median listing price of $409K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oldsmar stay on the market for 97 days. Popular neighborhoods include Gull Aire Village, Twin Branch Acres, Bridgeport, East Lake Woodlands, and Briar Creek. This map is refreshed with the newest listings in Oldsmar every 15 minutes.

In the past month, 15 homes have been sold in Oldsmar. In addition to houses in Oldsmar, there were also 10 condos, 30 townhouses, and 1 multi-family unit for sale in Oldsmar last month. Find your dream home in Oldsmar using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Oldsmar are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oldsmar. Our Oldsmar real estate stats and trends will give you more information about home buying and selling trends in Oldsmar. If you're looking to sell your home in the Oldsmar area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oldsmar with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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