Homes for Sale with a Pool in East Lake Woodlands, Oldsmar, FL

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv.

Welcome home to this beautifully updated second-floor condo located in the highly sought-after, gated community of East Lake Woodlands with picturesque golf course views. Known for its peaceful surroundings and resort-style living, this community offers both comfort and convenience in an ideal setting. You are greeted by a new storm door before stepping inside to discover a bright and airy interior filled with natural light. This move-in-ready residence has been thoughtfully upgraded with an amazing eat-in kitchen featuring new quartz countertops, a closet pantry, newer appliances (only two - four years old), and Wi-Fi-compatible dishwasher and range—perfect for everyday living and entertaining alike with a convenient pass-through window to the dining area. Fresh interior paint and new LVP and tile flooring flow seamlessly throughout the home, complemented by energy-efficient LED lighting, ceiling fans, and updated bathrooms for a clean, modern, and cohesive design. The home also features upgraded, HOA-approved Stainmaster LVP underlayment for the LVP flooring, providing enhanced comfort and sound reduction. The air conditioning system is equipped with a UV light for improved air purification and indoor air quality. The spacious primary bedroom offers three closets, including two walk-in closets, a separate dressing area, and an updated en-suite bathroom with a walk-in tiled shower and glass door. The guest bedroom features generous wall closets. A brand-new washer and dryer are scheduled to be installed in mid-August and are conveniently located in the hall closet near the guest quarters. Generous storage and ample closet space add to the home's functionality and overall comfort. Enjoy the added privacy of a second-floor location while taking advantage of the exceptional lifestyle within East Lake Woodlands. The community pool and Condo 2 Clubhouse are just across the parking lot! Pets are welcome, and the monthly maintenance fee provides outstanding value and ease of living. If you're ready to explore, the location is fantastic. Nearby, Ardea Country Club offers optional private memberships with two heated swimming pools, two 18-hole championship golf courses, tennis and pickleball courts, a fitness center, clubhouse, restaurants, and a full calendar of social activities. The condo is also conveniently located near Westfield Countryside Mall, shopping, restaurants, entertainment, the beautiful beaches of Honeymoon Island, and numerous parks and walking trails for a relaxed Florida lifestyle. You'll also enjoy easy access to the charming downtown districts of Tarpon Springs, Dunedin, and Safety Harbor for even more dining, shopping, and entertainment.

222 Caryl Way, Oldsmar

$425,000

3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Pinewinds SubDv.

One look and you'll be sold! This beautifully maintained, move-in-ready villa offers the perfect combination of comfort, privacy, and convenience. Featuring three bedrooms, two bathrooms, and an attached two-car garage, this home is sure to check all the boxes. Step inside to a spacious Great Room with soaring cathedral ceilings and a cozy wood-burning fireplace, creating the perfect space for relaxing or entertaining. The home's thoughtful layout and meticulous upkeep make it truly move-in ready. One of this property's most outstanding features is its premium location on one of the most private lots in all of East Lake Woodlands. With no rear neighbors, you'll enjoy exceptional privacy while overlooking a tranquil pond and wooded preserve. Start your mornings with coffee or unwind in the evenings with a glass of wine on the private screened lanai as you take in the peaceful views. Located on a quiet cul-de-sac in the desirable Pinewinds community within the gated East Lake Woodlands neighborhood, this home offers both security and a relaxed lifestyle. Residents enjoy convenient access to shopping, dining, beautiful Gulf beaches, medical facilities, parks, Tampa International Airport, and St. Pete–Clearwater International Airport. The HOA handles exterior maintenance, lawn care, and the community pool, allowing you to enjoy a true low-maintenance, resort-style lifestyle year-round. Whether you're searching for a full-time residence, a seasonal retreat, or a vacation getaway, this exceptional villa is an outstanding opportunity. Priced to sell, this home won't stay on the market for long. Schedule your private showing today before it's gone!

80 Summerwinds Lane, Oldsmar

$625,000

3 Beds ⋅ 3 Baths ⋅ East Lake Woodlands SubDv.

Welcome to 450 Cypress Creek Circle, a beautifully renovated single-story home nestled within the prestigious gated community of East Lake Woodlands. Perfectly positioned on the golf course, this exceptional residence enjoys wide-open fairway views of hole #2 on the South Course at Ardea Country club with no homes directly behind, creating a peaceful backdrop for everyday living and entertaining. Thoughtfully updated throughout in 2020, this three-bedroom, two-and-a-half-bath home offers the perfect blend of timeless elegance and modern comfort. The spacious floor plan features formal living and dining rooms, a welcoming family room with a dramatic floor-to-ceiling wood-burning fireplace, and multiple sliding glass doors that seamlessly connect the indoor living spaces to the expansive screened lanai. The beautifully updated kitchen showcases quartz countertops, stainless steel appliances, abundant cabinetry, recessed lighting, and an oversized breakfast bar—perfect for gathering with family and friends. The private primary suite offers direct lanai access, a beautifully renovated bath, and a custom walk-in closet, while the guest bath and powder room have also been tastefully remodeled. Stretching nearly the length of the home, the oversized covered and screened lanai is the perfect place to enjoy your morning coffee, unwind with evening sunsets, or entertain while taking in the panoramic golf course views. The spacious backyard offers plenty of room to add a private pool and create your own private outdoor retreat. Major improvements completed in 2020 include the roof, HVAC system, interior and exterior paint, and extensive interior renovations, providing buyers with added peace of mind. Residents of East Lake Woodlands enjoy beautifully maintained streets, mature landscaping, 24-hour guarded gate access, and optional membership opportunities at the newly renovated Ardea Country Club, featuring 36 holes of championship golf, tennis, pickleball, fitness facilities, swimming pools, exceptional dining, and a vibrant social calendar. Conveniently located just minutes from Boot Ranch shopping, restaurants, parks, Gulf beaches, Tampa International Airport, and everything the Tampa Bay area has to offer, this move-in-ready home delivers the Florida lifestyle you’ve been waiting for.

450 Cypress Creek Circle, Oldsmar

$279,900

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv.

Tucked within the gated community of East Lake Woodlands, this beautifully refreshed 2-Bedroom, 2-Bath End unit Villa offers the perfect blend of low-maintenance living and Florida lifestyle appeal. Boasting amazing walk-up curb appeal, this move-in ready home welcomes you in with fresh paint throughout and updated fixtures at every turn. Inside, the thoughtful split floor plan offers privacy and comfort, with a built-in office off the second bedroom—perfect for the work-from-home professional, or anyone who wants a dedicated space for a desk and computer without cluttering up a bedroom. The kitchen has been updated and highlights granite counter tops, a brand-new stainless steel refrigerator and microwave, ready for your everyday living, entertaining, or a 2nd home retreat. The updated primary bathroom adds a fresh, modern touch, while a new water heater, newer roof (2020), and newer HVAC system (approximately 6 years old) offer real peace of mind for years to come. As an end unit, this villa offers extra privacy and added outdoor space—ideal for tossing the ball around when the grandkids come by or hosting guests. Your dedicated spot includes covered parking with additional storage, and there's plenty of room for guest parking nearby. Take a stroll through the beautifully landscaped, gated community, or take advantage of the option to join Ardea Country Club for Social or Golf Membership, featuring two championship 18-hole golf courses, pools, tennis courts, an exercise room, and on-site dining. East Lake Woodlands is considered a bird sanctuary, with sidewalks and paths for walking and biking among nature and wildlife. Conveniently located in the heart of Oldsmar, you're close to John Chestnut Park, Oldsmar Park, and Safety Harbor's Philippe Park, with Caladesi Island State Park and Clearwater Beach just a short drive away. Tampa International and St. Pete/Clearwater Airports make travel easy, and shopping, dining, and entertainment are just minutes away. Don't miss this opportunity to experience low-maintenance Florida living at its finest—schedule your private showing today!

75 Poole Place, Oldsmar

$189,900

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv.

MOVE-IN READY! This beautiful 2nd Floor unit is situated on a quiet and private street in the highly sought-after East Lake Woodlands Community, a Country Club Community. Flooring & counter tops/cabinets are 2020, HVAC 2018, Water heater 2008, and the Wash/dryer staying with unit. Also included is a $4,000 leveluk sd501 platinum kangen water machine. There is new wood plank tile on Balcony (with Laundry Closet) where you can sit and enjoy the beautiful views of your backyard. For additional Fee you can join the East Lake Woodlands Country Club which includes Two Golf Courses, Clubhouse, a Heated Pool, Tennis Courts and Fitness Center. This Condo allows for serene living without Sacrificing Convenience as it is mere minutes from Shopping and Fine Dining, approximately 20 Minutes from Tampa (and the airport), and less than 30 minutes from Clearwater Beach.

126 Cypress Court Unit 26, Oldsmar

$264,000

2 Beds ⋅ 3 Baths ⋅ East Lake Woodlands Woods Landing Twnhms SubDv.

From the welcoming entrance foyer, visitors are immediately drawn to the peaceful wooded views at the rear of the home, creating a warm and inviting first impression. Welcome to this beautifully maintained two-bedroom, two-and-a-half-bath townhome in the gated community of East Lake Woodlands, one of Pinellas County's most sought-after neighborhoods. Offering maintenance-free living in a non-flood zone at an exceptional price, this home combines comfort, convenience, and value. The spacious great room and dining area provide a versatile, open floor plan that can easily accommodate both casual everyday living and entertaining. Upstairs, two generously sized bedrooms each feature their own en-suite bathroom and walk-in closet (closets in the primary bedroom are fully customizable with the IKEA BOAXEL system), offering privacy and comfort for family members or guests. A convenient first-floor powder room adds extra functionality for everyday living and entertaining. The bright and cheerful kitchen is filled with natural light and features a breakfast bar overlooking the dining area, a closet pantry, and sliding glass doors leading to a private front patio—an ideal spot to enjoy your morning coffee or dine outdoors. The open living and dining areas are enhanced by large windows and sliding glass doors that overlook the enclosed tiled Florida room, where you can relax while taking in tranquil wooded views and watching the local wildlife. This flexible space is perfect as a sunroom, home office, or additional entertaining area. Recently installed laminate flooring extends throughout the main level, adding both style and durability. Additional features include a private driveway with covered carport, storage shed, and an upstairs laundry closet conveniently located between the bedrooms and equipped with a full-size washer and dryer. The a/c in 2022 and the hw heater new in 2025. As a resident of East Lake Woodlands, you'll have the opportunity to join the recently renovated Ardea Country Club, offering two championship 18-hole golf courses, pickleball and tennis courts, a fitness center, a full-service restaurant and bar, and an active calendar of social events. The HOA fee provides outstanding value by including roof maintenance, cable & internet at discounted rates, exterior grounds maintenance, garbage, exterior pest and termite control, exterior insurance (owner's still need to have HO6 policy) along with a community heated pool and more. East Lake Woodlands offers the perfect balance of convenience and tranquility, with easy access to shopping, dining, beautiful Gulf beaches, Tampa International Airport, and everything the Tampa Bay area can provide—all while enjoying the charm and serenity of one of Pinellas County's premier gated communities. Don't miss this opportunity to own an affordable home in this exclusive community and enjoy the Florida lifestyle you've been dreaming of!

205 Woods Landing Trail, Oldsmar

$200,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv.

PRICE REDUCED!! Call to schedule your private showing of this beautifully furnished 2-bedroom, 2-bath upstairs condominium in the highly desirable gated community of East Lake Woodlands. Perfectly positioned in a quiet setting, this light-filled home welcomes you with soaring vaulted ceilings and an abundance of natural light streaming through the upper windows, creating a bright and spacious atmosphere you'll love coming home to. Designed for comfortable Florida living, this fully furnished condo is move-in ready. Snowbirds and seasonal residents can simply bring their clothes and groceries—everything else is already here, making your Florida getaway effortless. Enjoy refreshing breezes from two private screened patios. Sip your morning coffee as the sun rises or relax in the evening with your favorite beverage while taking in the peaceful surroundings. The screened balcony is accessible from both the spacious living room and the primary bedroom, creating a seamless indoor-outdoor lifestyle. The split-bedroom floor plan offers privacy for both owners and guests. The generous primary suite features a large walk-in closet and a private en-suite bathroom, while the guest bedroom is thoughtfully separated by the guest bath and closets, making it ideal for family and visitors. A convenient laundry closet with a washer and dryer is located on the screened kitchen patio and is easily accessible from both the kitchen and the guest bedroom. East Lake Woodlands is a beautifully maintained 24-hour guard-gated golf community where residents enjoy secure access with resident vehicle passes and a peaceful country club atmosphere. Optional memberships offer golf, tennis, fitness, dining, and social activities. Located at the corner of Tampa Road and East Lake Road, you'll be just minutes from grocery stores, shopping, restaurants, medical facilities, and entertainment, with beautiful Gulf beaches and Tampa International Airport only a short drive away. Whether you're looking for a seasonal retreat or a full-time Florida residence, this exceptional condo offers comfort, convenience, and the carefree lifestyle you've been dreaming about.

124 Woodlake Wynde, Oldsmar

$179,950

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands SubDv.

Welcome to 106 Windward Place, a two bedroom two bathroom condominium located in the Meadows at East Lake Woodlands. One of Oldsmar‘s most sought after gated communities. This is a bank owned (REO) property, an excellent opportunity for homeowners, investors, or buyers looking to customize a home of their own taste. The functional floor plan features a spacious, living and dining area, split bedroom, layout, and a private setting within the community. The Meadows offers beautifully maintained grounds, mature landscaping, and a peaceful residential atmosphere. Residents enjoy convenient access to shopping, dining, golf, parks, Tampa International Airport and the Beautiful Gulf beaches. Whether you are searching for a primary residence, seasonal getaway or investment property 106 Windward Place offers outstanding value and the chance to own within the desirable East Lake Woodlands community. Property is being sold as is.

106 Windward Place, Oldsmar

$190,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv.

Welcome to a condo that feels like home the moment you step inside. Beautifully updated and meticulously maintained in the highly sought-after guard-gated East Lake Woodlands community. Light, bright, crisp, and spotless, this 2-bedroom, 2-bath residence is truly move-in ready. The kitchen is the centerpiece of the home, featuring solid wood cabinetry, quartz countertops, stainless steel appliances, porcelain tile flooring, a spacious pantry, breakfast bar, coffee bar area, and an updated tray ceiling with LED lighting that adds a modern, elevated feel. Gorgeous laminate flooring flows throughout the main living areas, creating a seamless and stylish design. The open-concept living and dining space leads to a private screened balcony overlooking a peaceful, natural greenspace. The primary suite offers dual walk-in closets and a beautifully updated en-suite bath with quartz countertops. The secondary bedroom is comfortably sized, and the guest bath is clean, bright, and tastefully updated. Additional features include a 2023 LG front-load washer and dryer, updated lighting and fixtures throughout, and a roof that was replaced approximately two years ago. The covered carport is conveniently located as the first space closest to the building entrance. Every detail reflects pride of ownership and consistent care. Residents of East Lake Woodlands appreciate the natural beauty, walkable setting, and convenient access to all that Tampa Bay has to offer. Community amenities include a heated pool, scenic walking paths, and an optional membership to Ardea Country Club with championship golf, tennis, pickleball, fitness, resort-style pools, dining, and year-round activities. Ideally located just minutes from Tampa International Airport, Gulf beaches, bike trails, parks, shopping, Westfield Countryside Mall, restaurants, and the charming downtowns of Dunedin, Tarpon Springs, and Safety Harbor. No flood insurance required (Flood Zone X500). Monthly dues include exterior maintenance, cable, internet, water, sewer, trash, and roof maintenance. Clean, updated, and move-in ready, this home stands out for its warmth, condition, and effortless livability—an opportunity buyers immediately recognize and appreciate.

110 Cypress Ct Unit 3-82, Oldsmar

$175,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo Unit 7 SubDv.

This adorable 2nd floor, 2 bedroom, 2 bathroom condo in the guarded/gated community of East Lake Woodlands! An open and airy front balcony welcomes you in to the unit. NO REAR NEIGHBORS! Just views of the lovely back yard wooded area and daily deer sightings from your 2nd balcony which is private and screened-in! A big picture window, recessed lighting, solid wood cabinets and tiled backsplash accent the kitchen. The kitchen has a floor to ceiling pantry and is open to living / dining with an breakfast bar. An elegant, 2 tiered chandelier, crown molding and new modern ceiling fan grace the ceiling. Newer laminate flooring installed in the living /dining and both bedrooms. Step through the living room sliding doors and onto the screened-in balcony where the true Florida lifestyle begins. Roller shades on the balcony create privacy while still allowing the cool breezes to flow through. This unit features a split bedroom plan with NO CARPET! Master bedroom has its own bath en suite with separate shower/commode area, 3 walk in closets (YES! 3), tropical ceiling fan with palm leaf blades, double picture window with beautiful views of the wooded back yard! It is spacious enough for a king bedroom furniture set and also has a set of sliding doors out to the balcony! Guest bedroom features a large closet and an adjacent full bathroom with tub/shower in the hall. No lack of storage here with a coat closet in the main entry hall and a full wall to wall reach in closet in the guest hallway. A side by side washer and dyer are conveniently located in the balcony closet. Your assigned covered parking spot is right in front of the entrance (#108). Plenty of extra guests spots for a 2nd car too. Heated pool just steps away! Love to golf? East Lake Woodlands County Club will become your new favorite spot with (2) 18 hole championship courses, upscale restaurant, fitness center, clubhouse, tennis courts, 2 pools and a multimillion dollar renovation underway! Located just around the corner from Oldsmar sports complex on Tampa Rd with a playground, ball hockey rink, BMX supercross track and fields for baseball football and soccer. Adjacent to the complex is Woodlands Square Mall with an IMAX movie theater, gourmet restaurants and shopping. East Lake Rd houses 2 large shopping centers with Target, Walmart, and an assortment of fast food chains. Short drive to Countryside mall, Tampa Airport, and the sugar sands of the Gulf’s finest beaches. Bring your furry friends! Two cats or dogs allowed under 20 lbs each (or a total of 40 lbs between the 2). Low condos fees with water, sewer, trash and basic cable included. Make your appointment to see today!

108 Woodlands Court Unit 108, Oldsmar

$669,000

4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands SubDv.

Beautiful 4-bedroom, 2-bathroom pool home on a corner lot with views of the 5th hole in East Lake Woodlands. Offering a desirable split-bedroom floor plan, open living areas, and a screened pool and spa, this home combines comfort, functionality, and an exceptional golf course setting. Inside, you'll find a spacious split-bedroom floor plan featuring vaulted ceilings, exposed wood beams, and an open layout designed for both everyday living and entertaining. The inviting living room centers around a cozy fireplace, creating a warm gathering space for family and friends. The kitchen offers abundant teak wood cabinetry with convenient pull-out drawers, stainless steel appliances, a breakfast nook, and thoughtful updates that enhance both style and functionality. The outdoor living area is truly exceptional. A screened-in pool and spa overlook the golf course, while multiple seating and dining areas provide the perfect setting for entertaining guests or enjoying peaceful evenings outdoors. This home has been extensively updated and meticulously cared for. Major improvements include a new roof and gutters in 2022, a new HVAC system in 2025, exterior paint, updated exterior lighting, wired landscape lighting, removal of popcorn ceilings, replacement of eaves with anti-rot wood, and the addition of a skylight. The pool and spa systems have also been upgraded with a new pool filter, pool pump, pool sweep, pool equipment, propane tanks, and a new heater and pump for the spa. Interior enhancements include lifting and leveling the living room floor, installation of waterproof flooring in the living room and laundry room, a new kitchen sink and faucet, updated kitchen electrical, new garbage disposal, dishwasher, refrigerator, laundry room utility tub, and multiple lighting improvements throughout the home. Comfort has been enhanced with six new interior ceiling fans and remote-controlled lanai fans. The primary suite features a beautifully updated bathroom with new cabinetry, countertops, sinks, mirrors, faucet, toilet, lighting, and custom blinds. The guest bathroom has also been refreshed with updated lighting and a new toilet. Additional upgrades throughout the home include new blinds, new door knobs and locks, an outlet for a built-in beverage refrigerator, a new dining room chandelier, and a custom banquette in the kitchen. With its golf course setting, extensive upgrades, resort-style outdoor living, and prime location within East Lake Woodlands, this home offers a rare opportunity to enjoy Florida living at its finest. East Lake Woodlands is a deed-restricted, gated community offering exceptional amenities including golf, pickleball, tennis courts, a community pool, and a clubhouse. Ideally located, this home is approximately 25 minutes from Tampa International Airport, 20 minutes from St. Pete-Clearwater International Airport, 30 minutes from Clearwater Beach, and 35 minutes from Honeymoon Island. Enjoy easy access to a variety of nearby restaurants, shopping, and everyday conveniences. Don’t miss your opportunity to own this exceptional home—schedule your private showing today!

10 Arbor Lane, Oldsmar

$224,900

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv.

Beautiful First floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy serene pond views of pond with different species of birds from the Great room, Owners suite and screened covered porch. Updated, re-modeled, immaculately clean and move-in ready. Newer Luxury Vinyl Plank flooring - covering entry, Kitchen, great room/dining and both bedrooms. Kitchen features granite countertops and stainless appliances. Well maintained. Electric panels were retrofitted and updated in 2022. A/C is 6 years old. Maintenance free living with internet, cable, trash, water/sewer and exterior maintenance all covered with HOA fee. Included, Comnunity Pool is a short walk away. East Lake Woodlands is a popular golf course community that offers optional golf course, fitness and social club memberships. Gated and secured with 2 guarded entrances. East Lake Woodlands is central and convenient to many shopping options and healthcare. A short drive to Lake Tarpon, John Chestnut park, area beaches and Tampa International airport. A highly valued lifestyle and amenities all waiting for you!

107 Lakeview Place Unit 7, Oldsmar

Homes for Sale with a Pool in East Lake Woodlands, Oldsmar, FL

All Homes for Sale with a Pool in East Lake Woodlands, Oldsmar, FL

Joseph Sullivan Real Estate

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