Oldsmar, FL Homes

/29
$429,000
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
200 Pinewinds Blvd, Oldsmar, FL 34677

Welcome to your dream villa in the picturesque Pindwinds area of East Lake Woodlands! This charming 3-bedroom, 2-bath home is situated on a tranquil cul-de-sac, boasting an extended driveway and a serene, tree-lined backyard perfect for relaxation. Rest easy knowing the association handles landscaping and exterior maintenance, including the roof. Inside, you'll discover an updated kitchen (2019),

Robert Haught LEGEND REALTY LLC

200 Pinewinds Blvd, Oldsmar, FL 34677
/2
$525,000 Sold Apr 15, 2025
- 2,021 Sq Ft
- $260/SF
- 40 Days On Market
- 3 Beds
- 2 Baths
- Built 1979
465 Forest Park Rd, Oldsmar, FL 34677

LOCATED IN THE HIGHLY DESIRABLE, GATED COMMUNITY OF EAST LAKE WOODLANDS, THIS WELL MAINTAINED 3-BEDROOM, 2-BATHROOM SINGLE-FAMILY HOME IS LOCATED IN THE EASTLAKE GOLF & TENNIS COMMUNITY AND OFFERS OVER 2,000 SQUARE FEET OF IMPECCABLY MAINTAINED LIVING SPACE! The OPEN-CONCEPT DESIGN features a spacious living room with vaulted ceilings, tons of natural sunlight from the skylights, and an elegant

Sandy Hartmann COASTAL PROPERTIES GROUP INTERNATIONAL

465 Forest Park Rd, Oldsmar, FL 34677

/6
Not Listed For Sale
0 Dartmouth Ave Unit U8194648, Oldsmar, FL 34677

0 Dartmouth Ave Unit U8194648, Oldsmar, FL 34677

/34
$244,500
- 2 Beds
- 2 Baths
- 924 Sq Ft
105 Woodlake Wynde, Oldsmar, FL 34677

SELLER IS MOTIVATED TO MAKE A DEAL!!!!Make an offer on this stunning, renovated 2 bedroom, 2-bath condominium located in the highly desirable gated community of East Lake Woodlands – Woodlake Run. Surrounded by homes ranging from $600,000 to over $2 million, this updated home offers the perfect blend of luxury, comfort, and value. Gorgeous brand-new top-quality luxury vinyl flooring with upgraded

Frank Acerra SELECT PROPERTIES INC

105 Woodlake Wynde, Oldsmar, FL 34677
/2
$230,000 Sold Apr 15, 2025
- 1,480 Sq Ft
- $155/SF
- 68 Days On Market
- 4 Beds
- 2 Baths
- Built 1960
318 Country Club Dr, Oldsmar, FL 34677

Charming 4-Bedroom, 2-Bathroom Home with Pool and Investment Potential in Desirable Oldsmar, FLWelcome to this spacious 4-bedroom, 2-bathroom home in the heart of Oldsmar, FL—an ideal property for both homeowners and investors. This home offers a fantastic blend of space, convenience, and potential, located in a highly sought-after area known for its parks, trails, boat ramps, and close

Carlos Rojas DALTON WADE INC

318 Country Club Dr, Oldsmar, FL 34677

/28
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,090 Sq Ft
107 Dolphin Dr E, Oldsmar, FL 34677

107 Dolphin Dr E, Oldsmar, FL 34677

/31
$225,000
- 2 Beds
- 2 Baths
- 924 Sq Ft
124 Woodlake Wynde Unit 30, Oldsmar, FL 34677

Come home every evening, relax on your screen enclosed oversized lanai overlooking your wooded lot backdrop and let the day's cares slip away! This second floor end unit condo with vaulted ceilings is waiting for you, well maintained condition and complete with all furnishings! Foyer entrance with hall closet takes you into the living/dining combination showcased with beautiful natural light from

Karen Sewell CHARLES RUTENBERG REALTY INC

124 Woodlake Wynde Unit 30, Oldsmar, FL 34677
/2
$420,000 Sold Apr 14, 2025
- 1,608 Sq Ft
- $261/SF
- 26 Days On Market
- 4 Beds
- 3 Baths
- Built 1973
714 Lemonwood Dr, Oldsmar, FL 34677

This beautifully updated home 4 beds 3 full baths feels almost like new! Featuring a newer roof, brand new flooring, bathroom floor, HVAC system (4 tons) with all-new air ducts, a 50-gallon water heater, and a new refrigerator, this home is move-in ready. The upgrades continue with new drywall, insulation, bathrooms, all-new windows, and fresh bedroom doors, creating a modern and energy-efficient

Julie Phan LPT REALTY, LLC

714 Lemonwood Dr, Oldsmar, FL 34677

/35
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,324 Sq Ft
312 Snook Ct, Oldsmar, FL 34677

312 Snook Ct, Oldsmar, FL 34677

/19
$180,000
- 2 Beds
- 1.5 Baths
- 1,080 Sq Ft
144 Douglas Rd W Unit F, Oldsmar, FL 34677

Calling all investors or handy home owners. Welcome to this well-maintained townhouse located in a quiet community. This gem features a newer roof(2022), a recently updated balcony, and a 2-year-old HVAC system—giving buyers peace of mind with big-ticket items already taken care of. An excellent opportunity for investors or savvy buyers, this property comes with a reliable tenant in place

Jordan Rogers 1ST CLASS REAL ESTATE GULF TO BAY

144 Douglas Rd W Unit F, Oldsmar, FL 34677
/2
$169,900 Sold Apr 14, 2025
- 1,056 Sq Ft
- $161/SF
- 44 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
148 Gull Aire Blvd, Oldsmar, FL 34677

LOCATION. LOCATION. LOCATION.......well-maintained mobile home in the heart of Oldsmar, FL. Welcome to 148 Gull Aire Blvd, a 2-bedroom, 2-bathroom home nestled in a quaint 55+ active neighborhood just minutes from dining, shops, and a movie theatre. This residence offers comfortable and practical living. Situated in the highly sought-after Gull-Aire-Village (RESIDENT OWNED) neighborhood, you'll

Lance Willard CHARLES RUTENBERG REALTY INC

148 Gull Aire Blvd, Oldsmar, FL 34677

/14
Est $212,148 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,054 Sq Ft
206 Palmetto Ct Unit 26, Oldsmar, FL 34677

206 Palmetto Ct Unit 26, Oldsmar, FL 34677

/43
$434,900
- 3 Beds
- 2.5 Baths
- 1,547 Sq Ft
311 Vista Cruiser Ln, Oldsmar, FL 34677

Welcome to 311 Vista Cruiser Lane – A Stylish, Well-Appointed Home in Beautiful Oldsmar, FLNestled in a quiet, upscale neighborhood, this thoughtfully maintained three-bedroom, two-and-a-half-bath residence with a spacious two-car garage offers comfort, space, and contemporary charm. Built in 2015, the home presents a smart and functional layout ideal for both everyday living and effortless

Michael Acerra SELECT PROPERTIES INC

311 Vista Cruiser Ln, Oldsmar, FL 34677
/2
$650,000 Sold Apr 11, 2025
- 3,276 Sq Ft
- $198/SF
- 104 Days On Market
- 5 Beds
- 3 Baths
- Built 1990
35 Deerpath Dr, Oldsmar, FL 34677

If you have been waiting to find a home to make your own in the double gated community of Deerpath, the wait is over. The best part? It is priced significantly lower than any other home, of comparable size, in East Lake Woodlands or Oldsmar. Providing an incomparable amount of living area along with the Privacy afforded by at least an acre of wooded back yard. No other home at this price comes

Cristy Holt COMPASS FLORIDA LLC

35 Deerpath Dr, Oldsmar, FL 34677

/41
Est $229,872 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,080 Sq Ft
148 Douglas Rd W Unit D, Oldsmar, FL 34677

148 Douglas Rd W Unit D, Oldsmar, FL 34677

/35
$319,900
- 3 Beds
- 2 Baths
- 1,473 Sq Ft
520 Canal Way, Oldsmar, FL 34677

Welcome to 520 Canal Way in Gull-Aire Village, a welcoming 55+ golf cart and pet-friendly community in the heart of Oldsmar. This 3-bedroom, 2-bath home is situated on a serene canal view lot and offers the perfect blend of comfort, convenience, and Florida charm.Inside, you'll find a bright and spacious living area, a functional kitchen with plenty of cabinet space, and a screened Florida room

Brian Baker REALTY ONE GROUP BEYOND

520 Canal Way, Oldsmar, FL 34677
/2
$669,000 Sold Apr 11, 2025
- 2,677 Sq Ft
- $250/SF
- 104 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1976
390 Cypress Creek Cir, Oldsmar, FL 34677

NEW ROOF, HVAC, AND FLOORING!! GORGEOUS DREAM HOME AND PROPERTY ON GOLF COURSE/WATERFRONT IN HIGHLY SOUGHT AFTER EAST LAKE WOODLANDS IN OLDSMAR/NORTH PINELLAS. THIS HOME IS A MUST SEE!! 4 BEDROOM, 2 1/2 BATH, 2 CAR GARAGE HOME ON THE GOLF COURSE IN LOVELY, GATED, COUNTRY CLUB COMMUNITY. JUST OPEN THE WINDOWS AND BRAND NEW SLIDERS AND FEEL THE COOL BREEZE! IT FEELS LIKE A VACATION IN YOUR OWN

Amy Mills FUTURE HOME REALTY INC

390 Cypress Creek Cir, Oldsmar, FL 34677

/64
Est $507,387 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,928 Sq Ft
7002 Palm Key Ave, Oldsmar, FL 34677

7002 Palm Key Ave, Oldsmar, FL 34677

/38
$440,000
- 3 Beds
- 2 Baths
- 1,610 Sq Ft
934 Lucas Ln, Oldsmar, FL 34677

Location! Location! Lovely 3 bedroom 2 bath villa style single family home with atttached 2 car garage. Very well maintained community ideally located in the East Lake Woodlands, a large residential community which boasts top rated schools. Updated highly functional kitchen with eating area has wood cabinetry, solid surface counter tops and stainless steel appliances. Vaulted ceilings in the

Michele Burns COLDWELL BANKER REALTY

934 Lucas Ln, Oldsmar, FL 34677
/2
$200,000 Sold Apr 10, 2025
- 1,053 Sq Ft
- $190/SF
- 105 Days On Market
- 2 Beds
- 2 Baths
- Built 1980
254 Cypress Ln Unit 254, Oldsmar, FL 34677

HOA INCLUDES INTERNET AND CABLE! Welcome to this 2-bedroom, 2-bathroom condo in the highly sought-after gated community of East Lake Woodlands. Located on the second floor, this meticulously maintained unit offers a spacious, open floor plan with bright, inviting interiors and a stunning view of the serene lake right from your private balcony. With ample closet space in both bedrooms and

Isabel Allen FIVE STAR REAL ESTATE (TAMPA BRANCH)

254 Cypress Ln Unit 254, Oldsmar, FL 34677

/38
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,048 Sq Ft
185 Blue Marlin Dr, Oldsmar, FL 34677

185 Blue Marlin Dr, Oldsmar, FL 34677

/30
$195,000
- 2 Beds
- 2 Baths
- 915 Sq Ft
134 Sycamore Ln Unit F, Oldsmar, FL 34677

Welcome to this charming condo nestled in the Gardens of Forest Lake, right in the heart of Oldsmar. This delightful, first floor home offers two spacious bedrooms and two well-appointed bathrooms, perfect for those seeking comfort and convenience. Step inside to a bright and open living and dining area, where natural light pours in through sliding glass doors, creating a warm and inviting

Dyan Pithers COLDWELL BANKER REALTY

134 Sycamore Ln Unit F, Oldsmar, FL 34677
/2
$120,000 Sold Apr 10, 2025
- 1,056 Sq Ft
- $114/SF
- 406 Days On Market
- 2 Beds
- 2 Baths
- Built 1981
93 Pelican Dr N, Oldsmar, FL 34677

Priced Reduced to Sell. Seller Says Bring all offers. Gull-Aire Village-Great location. A short walk to the clubhouse and pool. 2/2 with Family room that could be used for den or office. Newer a/c. The home offers newer windows throughout. Updated Walk in Shower in Primary bathroom with convenient seat. Laminate flooring. Newer washer and dryer. Screened Florida room. Roof-over. Sunny patio and

Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

93 Pelican Dr N, Oldsmar, FL 34677

/31
Est $332,042 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,080 Sq Ft
1910 Cutty Bay Ct, Oldsmar, FL 34677

1910 Cutty Bay Ct, Oldsmar, FL 34677

/78
$1,490,000
- 5 Beds
- 3.5 Baths
- 3,806 Sq Ft
4872 Silverthorne Ct, Oldsmar, FL 34677

WELCOME TO PARADISE! You will LOVE this Elegant upgraded “MOVE-IN READY” POOL home located in the Prestigious Gated Community of EAST LAKE WOODLANDS. This BEAUTIFUL home is set back on a SPECTACULAR DOUBLE LOT (.86 acre) nestled in the trees, offering plenty of PRIVACY at the end of a cul-de-sac! Upon entering this Exceptional 5 bedroom, 3 1/2 bath, 3 car garage + POOL home, you will fall in LOVE

Holly Barber Russo KELLER WILLIAMS REALTY- PALM H

4872 Silverthorne Ct, Oldsmar, FL 34677
/2
$450,000 Sold Apr 09, 2025
- 1,438 Sq Ft
- $313/SF
- 35 Days On Market
- 3 Beds
- 2 Baths
- Built 1992
306 Oakwood Blvd, Oldsmar, FL 34677

Welcome to this Oldsmar pool home in a great neighborhood with no HOA fees and no HOA restrictions! High and dry, with NO water intrusion from Hurricane Helene or any other storms! Open floor plan with vaulted ceilings. Stainless steel appliances. Roof replaced in 2019. Laundry room with utility sink and built-in cabinets. Fenced back yard. Plenty of parking with long paved driveway and oversized

James Wheeler CHARLES RUTENBERG REALTY INC

306 Oakwood Blvd, Oldsmar, FL 34677

/28
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,535 Sq Ft
301 Chestnut St S, Oldsmar, FL 34677

301 Chestnut St S, Oldsmar, FL 34677

/75
$415,000
- 3 Beds
- 2.5 Baths
- 1,667 Sq Ft
2013 Sunset Wind Loop, Oldsmar, FL 34677

Welcome to the Gated Community at Bayside Terrace located in Oldsmar, FL! Built in 2019, This 3 bedroom 2 bathroom townhome boast 1,667sqft of living space, 1 car garage, community pool and the list goes on!! You are conveniently located right between Safety Harbor and Tampa with a quick drive for all of your shopping needs, restaurants, Tampa International Airport, St.Pete/Clearwater, Pinellas

Daniel Murray THE SHOP REAL ESTATE CO.

2013 Sunset Wind Loop, Oldsmar, FL 34677
/2
$236,000 Sold Apr 09, 2025
- 1,110 Sq Ft
- $213/SF
- 35 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1998
441 Countryside Key Blvd, Oldsmar, FL 34677

Absolutely charming 2/2.5 END UNIT townhome situated in the crossroads of Oldsmar/Palm Harbor & Eastlake. This regal gated community is convenient to Tampa and all of Pinellas. Walking in, you are greeted with a spacious full-sized kitchen that overlooks the Living room. All kitchen appliances included. Living room is beyond roomy and outlooks to the covered rear screened porch. Rear storage

Daniel Julian DENNIS REALTY & INV. CORP.

441 Countryside Key Blvd, Oldsmar, FL 34677

/3
Not Listed For Sale
0 Franklin Ave, Oldsmar, FL 34677

0 Franklin Ave, Oldsmar, FL 34677

/37
$199,900
- 2 Beds
- 2 Baths
- 1,054 Sq Ft
129 Cypress Ct, Oldsmar, FL 34677

Maintenance-Free Living in Sought-After East Lake Woodlands – First Floor Condo!Welcome to 129 Cypress Court, a beautifully updated 1st floor condo unit nestled in the highly desirable Cypress Estates within the gated golf community of East Lake Woodlands Country Club. This well-maintained 2 bedroom, 2 bathroom residence offers the perfect blend of comfort, style, and convenience in one of

Lindsay Dicus Harrison DICUS HARRISON REALTY

129 Cypress Ct, Oldsmar, FL 34677
/2
$300,000 Sold Apr 08, 2025
- 1,454 Sq Ft
- $206/SF
- 283 Days On Market
- 2 Beds
- 2 Baths
- Built 1986
20 Summerwinds Ln, Oldsmar, FL 34677

An attractive and comfortable villa home in the Pinewinds section of the desirable East Lake Woodlands community awaits a new owner to love and enjoy it. Eastlake Woodlands is a gated community with 24 hour guard and has its own golf course as well as swimming pools, country club and tennis courts. Just entering this home, you feel a sense of peace and comfort. It is open and inviting. Spacious

Sean Murphy COLDWELL BANKER REALTY

20 Summerwinds Ln, Oldsmar, FL 34677

/32
Est $358,274 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,298 Sq Ft
Unlisted Address

Unlisted Address

/20
$395,900
- 3 Beds
- 2 Baths
- 1,668 Sq Ft
114 Clays Trail Unit 114, Oldsmar, FL 34677

Light and bright 3BED/2BA Condominium with attached garage. Vaulted ceilings, potting shelves, sky-lites, and sunburst windows! Elegant living/dining room, posh master bath with shower and separate steeping tub. Split bedroom plan, spacious eat-in kitchen with Oak cabinetry and breakfast bar. Extensive tile flooring, tiled and screened in lanai, tranquil pond views and nature galore! East

George Kolistopoulos ADVANCED REALTY GROUP INC

114 Clays Trail Unit 114, Oldsmar, FL 34677
/2
$315,000 Sold Apr 04, 2025
- 1,023 Sq Ft
- $308/SF
- 1 Day On Market
- 3 Beds
- 1 Bath
- Built 1980
306 Chestnut St S, Oldsmar, FL 34677

Discover this beautifully maintained 3-bedroom, 1-bathroom home, perfectly situated on a spacious 7,453 sq. ft. lot. Thoughtfully designed living space, this single-story bungalow features an open, light-filled floor plan. The fully fenced backyard borders a peaceful nature reserve, ensuring no future development behind the home. Located just two blocks from R.E. Olds Park with its fishing pier

Austin Rankin REALTY ONE GROUP ADVANTAGE

306 Chestnut St S, Oldsmar, FL 34677

/49
Est $392,026 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,550 Sq Ft
1921 Sheffield Ct, Oldsmar, FL 34677

1921 Sheffield Ct, Oldsmar, FL 34677

/56
$650,000
- 3 Beds
- 2.5 Baths
- 2,313 Sq Ft
495 Palmdale Dr, Oldsmar, FL 34677

Nestled in the highly sought-after gated community of Woodlands Estates within East Lake Woodlands, this stunning 3-bedroom, 2.5-bath home offers the perfect blend of privacy, nature, and resort-style living. With a split floor plan, this residence is designed for both comfort and function, ideal for entertaining or simply relaxing in your own serene retreat.Step into your backyard oasis and

Cyndi Olmstead BHHS FLORIDA PROPERTIES GROUP

495 Palmdale Dr, Oldsmar, FL 34677
/2
$384,900 Sold Apr 04, 2025
- 1,445 Sq Ft
- $266/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1982
120 Kay Ct, Oldsmar, FL 34677

STUNNING! These are the only words you will have when you see this totally updated home in Quail Forest, an attached villa community within East Lake Woodlands. Ceramic tile set on a diagonal throughout the main living area, dining room, & kitchen. Speaking of kitchens, WHAT A KITCHEN!!! This renovation removed walls, raised the ceiling, added recessed lighting & crown molding, put in upscale

Cathy McCarthy RE/MAX REALTEC GROUP INC

120 Kay Ct, Oldsmar, FL 34677

/28
Est $369,608 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,365 Sq Ft
851 Aurora Way, Oldsmar, FL 34677

851 Aurora Way, Oldsmar, FL 34677

/66
$1,300,000
- 3 Beds
- 2 Baths
- 2,164 Sq Ft
826 Christina Cir, Oldsmar, FL 34677

Coastal Elegance on Upper Tampa Bay — A Private Waterfront RetreatTucked away in one of Pinellas County’s best-kept secrets, this extraordinary Oldsmar coastal residence offers a rare blend of privacy, luxury, open water access—AND a sense of community. Elevated nearly 10 feet above the waterline, this completely remodeled 3-bedroom, 2-bath coastal haven rests on a lush .36-acre lot with 165 feet

Lindsey Fowkes RE/MAX COLLECTIVE

826 Christina Cir, Oldsmar, FL 34677

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