Oldsmar Homes with Trees/Woods View

Oldsmar Homes with Trees/Woods View

Welcome to Oldsmar, Florida, a hidden gem nestled in the heart of Pinellas County. This charming city is perfectly situated between the vibrant cities of Tampa and Clearwater, offering residents the best of both worlds: the tranquility of suburban life and easy access to urban amenities. Known for its beautiful parks, scenic waterfront views along Old Tampa Bay, and a strong sense of community, Oldsmar is an ideal place for families, retirees, and anyone seeking a peaceful yet engaging lifestyle.

One of Oldsmar's most alluring features is its abundance of homes that boast stunning views of trees and wooded areas. Imagine waking up each morning to the soothing sounds of nature, with lush greenery just outside your window. These homes provide a serene escape from the hustle and bustle, allowing you to enjoy your own private oasis while still being close to all the conveniences you need. The mature trees not only enhance the beauty of your property but also offer shade and a habitat for local wildlife, creating a harmonious living environment.

Whether you're strolling through the picturesque parks, enjoying a day at the nearby beaches, or indulging in the local dining scene, Oldsmar has something for everyone. With a strong focus on community events and activities, residents can easily connect with their neighbors and forge lasting friendships. Discover the perfect blend of nature and community in Oldsmar, where your dream home with a stunning tree view awaits!

Newest Oldsmar Homes with Trees/Woods View

121 Cypress Lane Unit 121, Oldsmar
$160,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Welcome to your own little slice of Florida paradise! Nestled within the highly desirable, gated community of East Lake Woodlands, this charming, move-in-ready first-floor condo offers the perfect blend of comfort, style, and peaceful surroundings. Featuring 2 bedrooms, 2 full bathrooms, and beautiful conservation views, this inviting home makes you feel right at home from the moment you walk through the door. The open and airy floor plan is designed for both everyday living and entertaining. The spacious living and dining area features luxury vinyl flooring, a beautiful candle-style chandelier, and decorative wall sconces that create a warm and welcoming ambiance. The kitchen flows seamlessly into the living space and is sure to please, offering granite countertops, an island with bar seating, stainless steel appliances, a double sink, and a convenient pantry closet. A charming breakfast nook provides the perfect spot to enjoy your morning coffee or a casual meal. The thoughtfully designed split-bedroom floor plan offers added privacy for owners and guests alike. The spacious primary suite is a relaxing retreat, complete with two walk-in closets, additional linen storage, and an updated en-suite bathroom featuring granite countertops, a stylish square sink, framed mirror, and modern lighting. The secondary bedroom is tucked away at the front of the home and offers a wall of closets, with the second full bathroom conveniently located just across the hall. This guest bath features a tub/shower combination, cultured marble vanity, and warm wood cabinetry. Love outdoor living? You'll appreciate having not one, but two outdoor spaces! Enjoy the tranquility of the lush conservation and landscape views from your screened-in patio, or step out to the open patio to soak up the beautiful Florida sunshine. Whether you're starting your day with coffee, enjoying a good book, or unwinding after a long day, these outdoor spaces make it easy to embrace the Florida lifestyle. East Lake Woodlands is a sought-after gated golf course community offering a beautiful setting and an array of optional membership opportunities, including golf, tennis, swimming, fitness, and clubhouse amenities. Conveniently located near shopping, dining, recreation, and the beautiful Gulf beaches, this location offers the best of Florida living right at your fingertips. Whether you're searching for a full-time residence, a seasonal getaway, or the perfect place to enjoy a low-maintenance Florida lifestyle, this adorable condo checks all the boxes. Peaceful views, inviting living spaces, and a wonderful community make this one a must-see. Come see all that this special home has to offer and schedule your private showing today!

121 Cypress Lane Unit 121, Oldsmar

35 Greenhaven Trail, Oldsmar
$1,049,900
4 Beds ⋅ 3 Baths ⋅ Greenhaven Unit Two SubDv. ⋅ 34677 Zip Code
LUXURY, LOCATION & LIFESTYLE! One of a kind in the highly sought-after gated community of East Lake Woods! Situated on over a quarter-acre cul-de-sac homesite with serene pond views, this completely remodeled single-story residence offers over 3,000 sq. ft., 4 bedrooms, 3 full bathrooms, a 3-car garage, and a spectacular private pool. From the moment you arrive, the expansive driveway and impressive curb appeal make a statement. Enter through the grand double doors and discover soaring 12-foot ceilings, fresh interior and exterior paint, new luxury waterproof vinyl plank flooring throughout, and beautiful plantation shutters. Your eyes are immediately drawn to the sparkling pool and tranquil pond views beyond. The desirable three-way split floor plan provides privacy for family and guests. The spacious primary suite features high ceilings, plantation shutters, and a spa-inspired ensuite. Enjoy the freestanding soaking tub or oversized walk-in shower with rainfall showerhead and body jets. Dual vanities, a dedicated makeup station, and illuminated LED mirror complete this luxurious retreat. At the heart of the home is a stunning open-concept kitchen and family room, perfect for everyday living and entertaining. The remodeled kitchen features brand-new solid wood soft-close cabinetry, hand-selected Taj Mahal quartz countertops, a cooktop with pot filler, and new stainless-steel appliances. A bright breakfast nook overlooks the pool, while the separate butler's pantry offers space for a coffee bar, beverage station, or additional storage. The redesigned wet bar features rich dark cabinetry, ambient lighting, a sink, and built-in wine refrigerator. Additional spacious bedrooms and beautifully remodeled bathrooms showcase designer tile, modern vanities, LED mirrors, and convenient pool access. Step outside to your private backyard oasis! The oversized screened lanai surrounds the pool and offers the perfect setting for year-round Florida living. The impressive outdoor kitchen features Brown Fantasy granite countertops, a new built-in grill, and beverage refrigerator. Enjoy your very own private putting green, peaceful pond views, a brand-new 4-foot fence, and a dedicated fenced-in dog run for your furry family members. Every detail has been thoughtfully updated, creating a truly move-in-ready home. Residents also have the option to join the on-site Ardea Country Club, offering championship golf, tennis, pickleball, a resort-style lap pool, state-of-the-art fitness center, and dining. Conveniently located near highly rated schools, Tampa International Airport, award-winning Gulf beaches, shopping, and dining. Priced below a recent private appraisal! Don't miss this exceptional opportunity to enjoy luxury, comfort, and the best of Florida living. Schedule your showing today!

35 Greenhaven Trail, Oldsmar

2063 Warwick Drive, Oldsmar
$895,000
4 Beds ⋅ 3 Baths ⋅ Warwick Hills SubDv. ⋅ 34677 Zip Code
SPECTACULAR PRESERVE VIEW! Enjoy the privacy and solitude of this beautiful home backing to the 8500 acre Brooker Creek Preserve with frequent sightings of dear and wildlife. Great curb appeal with custom glass front doors, landscaping and lighting. The interior of the home features a split floor plan with 4 bedrooms, an office and 3 full baths. The back bedrooms would also make a great in-law suite or media room. Entertain formally in the living and dining room with preserve view or casually poolside with heated pool and spa. The gourmet kitchen is the heart of the home with granite counters, abundant cabinets and counter space, stainless appliances and a breakfast nook. The kitchen opens to the family room and the outdoor pool and preserve view. The owner’s suite is a retreat with pool and patio access, walk in closet with custom shelving, crown molding and plantation shutters. The en-suite bath is complete with granite counters, double sinks, garden tub and walk in shower. Additional features include a security system, crown molding, in home vacuum, motorized window coverings, gas fireplace, outdoor lighting and plantation shutters. Live the Florida lifestyle! Take a dip in the heated salt pool, soak in the spa or unwind on the expansive deck overlooking the preserve. The outdoor kitchen has a gas grill and sink. An additional patio in the backyard is great for entertaining. The expansive backyard is private and perfect for sports, children and pets. LOCATION! Live on a quiet street in the Warwick Hills subdivision of Eastlake Woodlands. Eastlake Woodlands is a golf and tennis community with two renowned golf courses and clubhouse. Membership in the newly remodeled premiere Ardea Country Club is required to enjoy golf, tennis, pickle ball, swimming pools, child activity center and newly refurbished gym. Eastlake Woodlands is central to all dining, shopping and highly rated schools. A short drive will take you to all area beaches, activities and the Tampa International Airport. Be sure to watch the video and look at the 360 interior views!

2063 Warwick Drive, Oldsmar

1558 E Lake Woodlands Parkway, Oldsmar
$739,000
3 Beds ⋅ 2 Baths ⋅ Greenhaven Unit-Four SubDv. ⋅ 34677 Zip Code
Virtually Staged. Discover an updated, move-in ready home with stunning design and finishes that flow beautifully throughout - all set on a desirable corner lot within the gated golf community of East Lake Woodlands. Offering 3 bedrooms, 2 full bathrooms, a 3-car garage and a landscaped, fenced backyard, this inviting home combines comfortable everyday living with a convenient Tampa Bay location. Complemented by abundant natural light, high ceilings, crown molding and an open, welcoming layout, this residence features beautiful hardwood and engineered wood flooring throughout the living areas and bedrooms - so no carpet! The bright living room and dining room combination provides an elegant setting for entertaining with a signature arched window complete with plantation shutters and glass sliders leading to the outdoors. Open to the family room, the updated kitchen provides a seamless space for gatherings and daily living and features stainless steel appliances including double GE convection ovens, induction cooktop, Bosch dishwasher and an expanse of updated cabinetry with convenient pull-outs and Lazy Susan, Cambria quartz countertops, large breakfast bar and pantry storage. Glass sliders and a wood burning fireplace accent the family room and provide an inviting place to relax. With a split floor plan, the primary suite is designed for privacy and pampering, featuring 2 closets with custom built-in cabinetry installed in 2025, glass sliders overlooking the tranquil backyard and a luxurious primary bath with gorgeous tile, large tub and double vanity with granite countertops. The secondary bathroom has been updated with attractive tile finishes and granite countertops as well, providing a polished complement to the home’s interior. Improvements include a Generac home generator with a buried 500-gallon propane tank, a 2023 water heater, 2022 water softener and 2010 tile roof. These updates add practical value and enhance the home’s functionality and peace of mind as well as a location in Zone X, the lower probability flood zone which does not require flood insurance by lenders. Outside, the landscaped corner-lot setting offers a wide driveway for plenty of parking for family and guests, mature trees and a fenced backyard with privacy and room to create a relaxing outdoor retreat. The 3-car garage provides generous parking and additional storage while the home’s layout and surrounding greenery add to its everyday ambiance. East Lake Woodlands offers a gated golf-community setting near top-rated schools, medical facilities, shopping, airports, professional sporting events and the many attractions of the Tampa Bay area. Optional memberships to Ardea Country Club provide access to 2 golf courses, tennis and pickle ball, a fitness center, heated lap pool and free form pool with a poolside café, casual and fine dining and a host of social events and activities.

1558 E Lake Woodlands Parkway, Oldsmar

335 Country Club Drive, Oldsmar
$399,500
4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates SubDv. ⋅ 34677 Zip Code
Welcome home to this beautifully updated four-bedroom, two-bath single-family home offering 1,224 square feet of comfortable living space on a spacious lot in a quiet, family-friendly neighborhood. Thoughtfully renovated with numerous upgrades completed in 2025, this home offers the convenience and peace of mind of newer major systems and finishes. Improvements include a new air-conditioning system, water heater, electrical panel, impact-rated hurricane windows and doors, and all new appliances. Luxury vinyl plank flooring flows throughout the main living areas, complemented by new light fixtures and remote-controlled ceiling fans, creating a fresh and welcoming interior. An added neighborhood benefit is the power lines have been buried underground, contributing to the clean streetscape and eliminating overhead utility lines. Go outside to enjoy the generously sized backyard, newly enclosed with attractive white vinyl fencing, ideal for entertaining, pets, play or simply relaxing outdoors. The property also offers access to an easement leading to a canal, providing water access suitable for a small boat. For those who enjoy Florida's outdoor lifestyle, the community also features a neighborhood park and two boat launch areas. Centrally near Mease Morton Plant Hospital, shopping, restaurants and everyday conveniences, this home combines an established neighborhood. Seller will consider a $3,000 concession for the Buyer.

335 Country Club Drive, Oldsmar

127 Nancy Drive Unit 127, Oldsmar
$200,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Move-In Ready, Renovated First-Floor Condo in East Lake Woodlands! Relax & enjoy effortless Florida living w/ the much-coveted combination of a FIRST-FLOOR, MOVE-IN READY, MAINTENANCE-FREE 2-bedroom, 2-bath condo in the desirable gated golf community of East Lake Woodlands! This beautifully updated home has all the bells & whistles, including granite countertops, shaker-style cabinetry, tiled backsplash, LED lighting, tile & luxury laminate flooring throughout, Maytag washer & dryer, & an inlaid travertine-tiled patio floor. You'll like the peace of mind of a newer HVAC System & water heater (both '21). Be "wowed" w/ the peaceful & tranquil conservation & wooded views from the rear of the home! The excellent floorplan provides an open feel w/ abundant natural light & rear sliders leading to your private covered patio w/ additional storage—a perfect spot to relax & enjoy the natural surroundings. The desirable two-way split-bedroom plan offers both privacy & functionality. The spacious primary suite features an impressive three walk-in closets—one large & two additional closets—along w/ a private bath suite. Both bedrooms feature luxury laminate flooring w/ NO CARPET. Ground-floor living makes everyday access easy, & covered parking adds another level of convenience. Even better, the community swimming pool & clubhouse are located directly across the street, making it easy to enjoy the Florida lifestyle just steps from home. This Condo is NOT in a flood zone (Zone X). For those seeking additional resort & country club amenities, Ardea Country Club offers optional private memberships for addl. fees, incl. access to two 18-hole championship golf courses, tennis & pickleball, fitness center & classes, heated lap & free-form pools, dining, & social events. Membership is separate from the community. East Lake Woodlands offers a premier Oldsmar location convenient to shopping, restaurants, parks, medical facilities, A-rated schools, Tampa International Airport, award-winning Gulf beaches, & the many professional sporting events, concerts & entertainment destinations throughout the Tampa Bay area. Whether you're looking for a full-time residence, seasonal Florida retreat, or investment opportunity, this renovated first-floor condo combines comfort, convenience, peaceful, wooded views & the gated-community lifestyle that makes East Lake Woodlands such a desirable place to call home!

127 Nancy Drive Unit 127, Oldsmar

950 Waverly Street, Oldsmar
$685,000
3 Beds ⋅ 2 Baths ⋅ Country Club Add To Oldsmar Rev SubDv. ⋅ 34677 Zip Code
LOOKS LIKE IT CAME STRAIGHT OFF HGTV! Welcome to this GORGEOUS, COMPLETELY REMODELED POOL HOME situated on an incredible 1.01-ACRE LOT in Oldsmar! Offering 3 bedrooms, 2 baths and over 2,000 SQ FT of beautifully updated living space, this stunning home has been transformed from top to bottom with stylish finishes, thoughtful upgrades and major improvements already completed. From the moment you step inside, you’ll love the fresh, modern feel. The beautifully remodeled kitchen features NEW SOLID WOOD CABINETRY, NEW QUARTZ COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES, INCLUDING AN OVEN WITH AIR FRY SETTING, and plenty of space for cooking and entertaining. NEW LUXURY VINYL PLANK AND TILE FLOORING flows throughout the home, complemented by NEW LIGHTING, NEW PLUMBING FIXTURES AND FRESH INTERIOR PAINT. The spacious split-bedroom floor plan offers multiple living areas, including a family room, great room and separate formal dining room, while the impressive STONE WOOD-BURNING FIREPLACE adds warmth and character. Retreat to the private primary suite featuring a spacious walk-in closet and a STUNNING SPA-LIKE BATHROOM, beautifully remodeled to create a relaxing, luxurious escape. And the updates don’t stop with the beautiful interior! This home also features a NEW ROOF, NEW GUTTERS, NEW ELECTRICAL PANEL, TWO NEW HVAC SYSTEMS AND FRESH EXTERIOR PAINT, giving you the benefit of extensive improvements both inside and out. Step outside and discover your own PRIVATE FLORIDA OASIS! The REFINISHED IN-GROUND POOL overlooks the expansive property surrounded by mature trees, creating an incredible setting for entertaining, relaxing or simply enjoying the outdoors. Enjoy easy access to BEACHES, AIRPORTS, SHOPPING, DINING, PARKS, RECREATION and everything the Tampa Bay area has to offer. THIS IS THE ONE YOU'VE BEEN WAITING FOR—SCHEDULE YOUR PRIVATE SHOWING TODAY!

950 Waverly Street, Oldsmar

225 Tarpon Lane, Oldsmar
$165,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome home to your cozy, yet spacious retreat nestled on a corner lot across the side street from a peaceful wooded area in the heart of Oldsmar, Florida! This beautiful 2-bedroom, 2-bathroom, move-in ready home features a relaxed coastal vibe, updated combination fan/lights throughout, built-in cabinets in the kitchen seating area, walk-in closets in both bedrooms and an open-concept layout. The spacious living room and dining area provide the perfect setting for entertaining guests or simply relaxing in comfort. The spacious primary suite offers a walk-in closet and a private en-suite bathroom, complete with a separate walk-in shower and toilet area for added privacy. Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers resort-style amenities including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities.Enjoy the rare benefit of owning the land with a low monthly HOA fee of just $70 and one pet of any size is welcomed. Two boat and RV storage areas are also available for a low monthly rental fee. You’ll love the unbeatable location—less than a mile from Woodlands Square and just minutes to everyday conveniences. Honeymoon Island Beach is approximately 9 miles away, Mease Countryside Hospital among other health facilities are approximately 2 miles away, St.Pete/Clearwater Int'l Airport is a quick 11-miles away and Tampa Int'l Airport is only a 15-mile drive.An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, the perfect spot to enjoy Florida’s outdoor lifestyle.Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply soaking in the tranquil pond views, you’ll fall in love with the welcoming charm and vibrant lifestyle of Gull-Aire Village.Schedule your private tour today, Seller is motivated! (Room dimensions are approximate and should be verified by Buyer.)

225 Tarpon Lane, Oldsmar

353 Bay Arbor Boulevard, Oldsmar
$550,000
3 Beds ⋅ 2 Baths ⋅ Bay Arbor SubDv. ⋅ 34677 Zip Code
MOVE-IN READY in the gated Bay Arbor community of Oldsmar! This beautifully updated 3-bedroom, 2-bath home is ready for its new owners. Major improvements have already been taken care of, including a brand-new roof, screened patio and fresh interior and exterior paint, allowing you to move in and enjoy from day one. The desirable split-bedroom floor plan offers privacy and an easy flow for everyday living. The open kitchen and family room combination creates a welcoming central gathering space, while the spacious primary suite offers a separate office or sitting area, providing the flexibility for a home office, reading room, or private retreat. The primary bath features dual vanities, a separate shower, and a relaxing Jacuzzi tub. Step outside to the screened-in patio and enjoy peaceful conservation views in a private backyard setting. With no rear neighbors, this is a wonderful place to unwind while enjoying the Florida outdoors. Additional features include an inside laundry room with washer and dryer included, a two-car garage, and plenty of storage. Located within the gated Bay Arbor community, residents enjoy access to a community pool and playground along with beautifully maintained neighborhood grounds. The Oldsmar location offers convenient access to shopping, restaurants, parks, recreation, Tampa International Airport, and major roadways, with easy access to both Pinellas and Hillsborough County. A well-maintained home, a desirable gated community, a peaceful conservation setting, and the big-ticket updates already completed—this one is truly ready for its next chapter.

353 Bay Arbor Boulevard, Oldsmar

603 Canal Way, Oldsmar
$469,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome Home! Your beautifully updated move-in-ready Florida block/stucco retreat with a warm, contemporary style awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home with a den, (possible 3rd bedroom), 1,972 heated sq. ft. and 2,588 gross sq. ft. of space, 2-car garage home is situated on a beautifully landscaped lot, offering privacy, flexibility and plenty of space to enjoy the Florida lifestyle. The open and inviting floor plan features high ceilings and newer, high quality laminate flooring throughout the living room, dining area, foyer, bedrooms, den and hallway. Ceramic tile flooring is featured in the kitchen, dinette, Florida room, laundry room and bathrooms. The well-appointed kitchen is designed for both everyday living and entertaining, featuring quartz countertops, stylish cabinetry, an island, stainless steel appliances - including a refrigerator, range, range hood and microwave - dishwasher and a convenient pantry closet. The generous primary suite offers two walk-in closets and a private en-suite bathroom with a double sink vanity, walk-in shower and linen closet. The spacious Florida room overlooks the beautifully landscaped private backyard and can be accessed from the dinette area, living room or the primary bedroom. Plantation shutters throughout the dinette area and on the primary bedroom sliding glass door provides privacy. Double-pane windows are featured throughout the main living areas of the home, providing enhanced energy efficiency, comfort and natural light. The covered screened-in porch features sleek aluminum railings and durable composite deck flooring providing both style and additional space for relaxing or entertaining. More recent upgrades include a roof replacement (2024), newer A/C system (2022), screened-in porch (2022), and water heater (2022). Nestled in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers exceptional resort-style amenities, including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. This home features a low monthly HOA fee of just $70 with one pet of any size permitted. The location is truly unbeatable! You're less than a mile from Woodlands Square, offering Bealls, Marshall’s, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker & Peel, Eve’s Family Restaurant, and more. Everyday conveniences such as Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are just 2 miles away. Honeymoon Island Beach is approximately 9 miles away, and Tampa International Airport is an easy 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, providing the perfect setting to enjoy Florida’s outdoor beauty. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply enjoying the peaceful surroundings, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village. (Room dimensions are approximate and should be verified by Buyer.)

603 Canal Way, Oldsmar

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