4 Bedroom 2 Bath homes for sale & real estate in Oldsmar, FL

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ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Oldsmar, FL
A move-in-ready gem offering comfort, style, and a prime location! Featuring 4-bedroom, 2-bath home with a 2-car garage, offering modern comfort and unbeatable convenience! Freshly painted inside and out, this home features an inviting open-concept layout with high ceilings that create a bright, spacious feel. All bedrooms have brand-new flooring, adding a fresh and stylish touch throughout. Enjoy Florida living at its best with a screened-in lanai overlooking a nice-sized yard, perfect for relaxing, entertaining, or letting pets or kids play. Located in a walkable neighborhood and just moments from Sheffield park and bike trail. This home is ideal for commuters—only 20 minutes to the

$385,000

4 beds2 baths1,401 sq ft

1918 Montego Ct, Oldsmar, FL 34677

Move-in-ready • Screened-in lanai • Close to dining

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
4 Bedroom 2 Bath Homes 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

3D WALKTHROUGH

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Oldsmar, FL
OPPORTUNITY IS KNOCKING-JUST IN TIME FOR THE HOLIDAYS!! Experience COASTAL LIVING in this newer custom built contemporary 4 bedroom/office/loft home-where masterful design meets meticulous craftsmanship. Located in one of the area's most picturesque and golf cart friendly WATERFRONT COMMUNITIES, this residence offers a lifestyle as extraordinary as the home itself. . The property is perfectly positioned on PARK BOULEVARD, one of the most sought-after streets in the community, Arrive curbside and you'll picture yourself sitting on the covered front porch enjoying the coastal breezy afternoons. .Step inside and prepared to be wowed, Gleaming hand scraped wood floors, soaring 10ft ceilings wit

$799,900

4 beds2.5 baths2,458 sq ft

503 Park Blvd, Oldsmar, FL 34677

Covered front porch • Gas cooktop • Quartz countertops

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Oldsmar, FL
beautiful property and very spacious home. All new upgrades.

$449,990

4 beds2 baths1,523 sq ft

321 Shore Dr E, Oldsmar, FL 34677

7,497 sq ft lot • Pool • Built 1960

3D WALKTHROUGH

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Oldsmar, FL
Welcome to this CHARMING HOME tucked away on a quiet, divided street in BEAUTIFUL DOWNTOWN OLDSMAR—just steps from the waterfront parks, walking and biking trails, and peaceful picnic areas that make this neighborhood so special. Situated on an EXTRA-LARGE 100x150 LOT, this nearly 2,000 SQ FT home offers both space and character, with a long list of MAJOR UPDATES: a NEWER ROOF (2017), TWO BRAND NEW A/C UNITS (OCT 2022), COMPLETE RE-PLUMB (OCT 2022), and UPDATED ELECTRICAL AND LIGHTING IN THE WORKSHOP (OCT 2022). Inside, you’ll find fresh interior paint (2022) and a thoughtfully designed layout that blends classic style with modern comfort. The kitchen is a cook’s dream&mda

$449,000

4 beds2 baths1,993 sq ft

505 Oakwood Blvd, Oldsmar, FL 34677

Extra-large lot • Newer roof • Solid maple cabinets

Property at 1915 Dover Ct, Oldsmar, FL 34677, 4 beds, 2 baths

$380,000

4 beds2 baths1,401 sq ft

1915 Dover Ct, 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 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 436 Lafayette Blvd, Oldsmar, FL 34677, 4 beds, 2.5 baths

$700,000

4 beds2.5 baths2,695 sq ft

436 Lafayette Blvd, Oldsmar, FL 34677

Property at 1384 Forestedge Blvd, Oldsmar, FL 34677, 4 beds, 2.5 baths

$774,900

4 beds2.5 baths2,814 sq ft

1384 Forestedge Blvd, 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 211 Arlington Ave E, Oldsmar, FL 34677, 4 beds, 2.5 baths

$535,000

4 beds2.5 baths1,954 sq ft

211 Arlington Ave E, Oldsmar, FL 34677

Property at 412 Pinewood Dr, Oldsmar, FL 34677, 4 beds, 2 baths

$549,900

4 beds2 baths2,430 sq ft

412 Pinewood Dr, Oldsmar, FL 34677

Property at 4859 Augusta Ave, Oldsmar, FL 34677, 4 beds, 2.5 baths

$815,000

4 beds2.5 baths3,085 sq ft

4859 Augusta Ave, Oldsmar, FL 34677

Property at 3073 Duane Ave, Oldsmar, FL 34677, 4 beds, 2 baths

$584,000

4 beds2 baths2,122 sq ft

3073 Duane Ave, Oldsmar, FL 34677

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NEW 13 HRS AGO

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Oldsmar, FL
Come see this 4 bedroom, 2 bathroom, townhouse in the hear of Countryside in Clearwater. Upon entering you will see a spacious living room and dining room combination, with vaulted ceilings. Also on the the first floor is a large kitchen with plentiful counter space and cabinetry and cupboards. The primary bedroom is also located on the first floor with attached bathroom. The second floor has 3 additional bedrooms and 1 bathroom. The top of the landing overlooks the living and dining area below. Located on a cul-de-sac close to Countryside mall, many shops and restaurants and the beautiful beaches.

$290,000

4 beds2 baths1,585 sq ft

2762 Haverhill Ct, Clearwater, FL 33761

Cul-de-sac location • Attached bathroom • Large kitchen

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Oldsmar, FL
Pre-Construction. To be built. Expected completion April 2026. Discover this stunning 4-bedroom, 2-bathroom home nestled in Safety Harbor, just minutes from downtown. The builder has spared no detail, incorporating designer finishes and luxury upgrades throughout. The moment you enter, you'll be captivated by the luxurious vinyl flooring that stretches across the home, offering durability and a chic aesthetic. The kitchen stands as the heart of the home, featuring custom wood cabinets and high-end appliances that blend function with beauty, providing the perfect backdrop for culinary creations. Each bedroom is a spacious retreat with its own walk-in closet, ensuring ample storage and a touc

$729,000

4 beds2 baths1,907 sq ft

611 Elm St, Safety Harbor, FL 34695

Terraces on both • Custom wood cabinets • High-end appliances

3D WALKTHROUGH

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Oldsmar, FL
Welcome to waterfront living in Lake Tarpon Estates, X flood zone, no flood insurance required! Nestled on a serene canal just moments from Lake Tarpon, 3100 N Canal Drive offers a rare opportunity to embrace Florida’s lake lifestyle with direct water access. This charming home is a relaxing retreat with picturesque views, and plenty of space for boating, fishing, or simply unwinding by the water. Step inside to discover a bright, open layout that seamlessly blends living and dining areas, perfectly designed for entertaining or casual living. Large windows frame the canal views, filling the home with natural light and a calming ambiance. NEW PAINT AND NEW ROOF. This property boasts 4

$550,000

4 beds2 baths1,968 sq ft

3100 N Canal Dr, Palm Harbor, FL 34684

Access to the canal • New paint • Waterfront living

VIDEO TOUR

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Oldsmar, FL
* * This is the single-story home everyone's been asking for. * * Tucked on a quiet cul-de-sac near the front of The Eagles (easy access, less traffic), this 3-bedroom, 2-bathroom home with a versatile office/potential 4th bedroom is move-in ready and surprisingly updated. New roof in 2022. Fresh interior paint in 2025. New bedroom carpeting in 2025. The big stuff is done. * * Step inside and you'll notice the light. * * Vaulted ceilings and beautiful hardwood floors (installed 2019) throughout the main living areas create this bright, open feeling that makes the whole house feel bigger than it is. It's one of those homes where you just feel good the moment you walk in. * * The

$515,000

4 beds2 baths1,622 sq ft

15404 Sir Maxwell Ct, Odessa, FL 33556

Single story home • Fresh interior paint • Vaulted ceilings

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Oldsmar, FL
Welcome to this Stunning 4 Bedroom, 2 Bath Pool Home with NO HOA in Highly Sought After Countryside! Perfectly situated on an oversized corner lot just under ¼ acre, this beautifully maintained residence offers the ideal blend of space, style, and functionality—all within one of the area's most desirable communities. Step inside to find adjoining formal living and dining rooms that flow effortlessly to the outdoor patio, setting the stage for seamless indoor-outdoor living. The desirable split floor plan places the primary suite on one side of the home for added privacy, with the guest bedrooms thoughtfully positioned on the opposite wing. The luxurious primary bed

$575,000

4 beds2 baths1,882 sq ft

2935 Atwood Dr, Clearwater, FL 33761

Oversized corner lot • Split floor plan • Walk-in shower

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Oldsmar, FL
Waterfront Resort-Style Living on Lake Tarpon! Welcome to your dream home in one of the area’s most sought-after communities of Lakefront Townhomes on beautiful Lake Tarpon! Rarely do these exceptional waterfront residences become available. This stunning 4-bedroom, 2.5-bath townhome and oversized 2-car garage is truly one of a kind. Step inside and be captivated by the expansive open floor plan, filled with natural light and breathtaking views of Lake Tarpon and the tranquil nature preserve. The open and spacious gourmet kitchen affords an abundance of storage and working space, Newer Top of the line, Wi-Fi Samsung stainless appliances beautiful wood cabinets with Granite Countertops

$649,900

4 beds2.5 baths3,633 sq ft

1704 Lago Vista Blvd, Palm Harbor, FL 34685

Private balcony • Gourmet kitchen • Screened lanai

Property at 2195 Academy Dr, Clearwater, FL 33764, 4 beds, 2 baths

$575,000

4 beds2 baths1,533 sq ft

2195 Academy Dr, Clearwater, FL 33764

Property at 2767 Dovewood St, Clearwater, FL 33759, 4 beds, 2 baths

$399,900

4 beds2 baths1,495 sq ft

2767 Dovewood St, Clearwater, FL 33759

Property at 764 Forest Glen Rd, Clearwater, FL 33765, 4 beds, 2 baths

$669,000

4 beds2 baths1,895 sq ft

764 Forest Glen Rd, Clearwater, FL 33765

Property at 6401 Cedarbrook Dr S, Pinellas Park, FL 33782, 4 beds, 2 baths

$540,000

4 beds2 baths1,335 sq ft

6401 Cedarbrook Dr S, Pinellas Park, FL 33782

Property at 226 Maple Ave, Palm Harbor, FL 34684, 4 beds, 2 baths

$489,000

4 beds2 baths1,559 sq ft

226 Maple Ave, Palm Harbor, FL 34684

Property at 2789 Valencia Ln W, Palm Harbor, FL 34684, 4 beds, 2.5 baths

$649,000

4 beds2.5 baths2,344 sq ft

2789 Valencia Ln W, Palm Harbor, FL 34684

Property at 1988 Georgia Cir S, Clearwater, FL 33760, 4 beds, 2.5 baths

$279,000

4 beds2.5 baths1,464 sq ft

1988 Georgia Cir S, Clearwater, FL 33760

Property at 1854 Elaine Dr, Clearwater, FL 33760, 4 beds, 2 baths

$465,000

4 beds2 baths1,425 sq ft

1854 Elaine Dr, Clearwater, FL 33760

Property at 1339 Summerlin Dr, Clearwater, FL 33764, 4 beds, 2 baths

$549,900

4 beds2 baths2,100 sq ft

1339 Summerlin Dr, Clearwater, FL 33764

Property at 735 2nd St N, Safety Harbor, FL 34695, 4 beds, 2 baths

$575,000

4 beds2 baths1,538 sq ft

735 2nd St N, Safety Harbor, FL 34695

Property at 2356 Messenger Cir, Safety Harbor, FL 34695, 4 beds, 2 baths

$850,000

4 beds2 baths2,709 sq ft

2356 Messenger Cir, Safety Harbor, FL 34695

Property at 3469 Rolling Trl, Palm Harbor, FL 34684, 4 beds, 2.5 baths

$669,000

4 beds2.5 baths2,192 sq ft

3469 Rolling Trl, Palm Harbor, FL 34684

Property at 4875 Eagle Cove North Dr, Palm Harbor, FL 34685, 4 beds, 2 baths

$624,900

4 beds2 baths2,128 sq ft

4875 Eagle Cove North Dr, Palm Harbor, FL 34685

Property at 1852 Albright Dr, Clearwater, FL 33765, 4 beds, 2 baths

$565,000

4 beds2 baths1,933 sq ft

1852 Albright Dr, Clearwater, FL 33765

Based on information submitted to the MLS GRID as of Sat Nov 29 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.

4 Bedroom 2 Bath Homes for Sale in Oldsmar

There are currently 16 4 bedroom 2 bath homes in Oldsmar. 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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