Homes for Sale Near Chain Of Lakes Middle in Orlando - 158 homes

Remarks: Welcome to highly sought after Cypress Landing, where everyday living feels a little more like a vacation. This spacious 4 bedroom, 3 bath pool home with a den/office (perfect as a 5th bedroom, gym, or flex space) features a sought after 3 way split floor plan designed for both privacy and connection. From the moment you walk in, the home flows effortlessly toward the screened lanai and sparkling pool, with the living room, kitchen, breakfast nook, family room, and primary suite all enjoying peaceful pool views. The kitchen keeps everyone together whether you’re preparing dinner, helping with homework, or gathering around the island with guests. Wood cabinetry, a beautiful fireplace mantle, and warm natural light add character throughout the home. The private yard offers plenty of room to relax, entertain, or host unforgettable weekends with friends and family. Roof 2015. House re-plumbed 2020. And the location? It’s hard to beat. Enjoy a short 5-minute walk to top-rated Windy Ridge K-8, while living just minutes from the famous Restaurant Row, premier shopping, entertainment, and world class attractions. Universal Orlando is only 4 miles away, and Disney is about 12 miles from your doorstep. Living in Dr. Phillips means having some of Central Florida’s best dining, golf, parks, and nightlife all within reach while still coming home to a quiet, established neighborhood. Cypress Landing residents also enjoy community amenities including a playground, tennis and pickleball courts, and basketball court making it easy to stay active and connected close to home. Schedule your private showing today. L

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Jacquie Sosa (407-340-9793)

Remarks: Limited-time incentive: Seller offering $10,000 toward buyer's closing costs with an acceptable offer! This is the pool home you’ve been waiting for! Completely renovated and incredibly maintained, 4-bedroom split floor plan home with NO HOA, located directly across from the iconic Bay Hill Club & Lodge and just minutes to Restaurant Row. This open-concept layout creates an effortless flow between the kitchen, dining, and living spaces--ideal for entertaining and everyday living. It also offers beautiful views of the newly resurfaced screened-in pool and exquisitely landscaped, fenced backyard. The redesigned kitchen features new wood cabinetry with soft-close drawers, quartz countertops, a large cooking island, brand-new appliances, and a convenient pass-through window to the covered patio! The private primary suite includes a walk-in closet, dual-sink vanity, walk-in shower, and stylish barn doors. Three additional bedrooms are located on the opposite side of the home along with an updated second bath featuring dual sinks and a skylight. Major recent improvements include a new roof (2021), new A/C system (2019), wood plank tile flooring throughout most of the home, and updated plumbing, electrical, lighting, and fixtures. Energy-efficient upgrades throughout reflect true pride of ownership and meticulous maintenance inside and out. Move-in ready, beautifully updated, and in an unbeatable location — Run, do not walk to this one!!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Chase Parker (541-520-3421)

Remarks: Under contract-accepting backup offers. Location, Location! Welcome to your 4 bed, 2.5 bath 2149 sq. ft. dream home in Dr Phillips area, offering the perfect blend of upgrades and prime convenience. This stunning property features a brand-new roof (2023), Paver driveway with additional parking, newer luxury vinyl flooring, fenced backyard, Great for the Kids or Dogs to play in. Situated just minutes from I-4 and the Millenia Mall, you’ll enjoy access to endless shopping and dining options while being tucked away in a quiet, friendly neighborhood. This hidden gem is ideally located within a 20-minute drive to Disney, 5 minutes to Universal, 5 minutes to night life of Sand Lake and International Drive Orlando, making it perfect for entertainment and lifestyle seekers alike. Step inside to be greeted by a spacious Great room with a large separate living room . The layout flows seamlessly into the peaceful backyard, featuring a 16x35 new wooden patio deck where you can relax surrounded by lush greenery and the serene sounds of nature. This home offers boundless potential and the convenience of being close to everything in Orlando. Don’t miss the chance to make this your forever home—schedule your showing today! New Septic tank is being installed as of 5/21/26

Listing is courtesy of: KELTY REALTY LLC (352-357-5900)

Listing Agent: John Kelty (321-229-2671)

Remarks: There's a certain magic to pulling onto WoodTree Lane. It's one of those rare spots in Orlando where you're minutes away from the energy of the parks and the legendary dining on Sand Lake, yet the moment you turn into the neighborhood, the world just goes quiet. This home feels like a deep breath. You can spend your mornings browsing the local shops and your afternoons tucked away in a backyard that feels like a private resort. With the new heat pump and solar system, the pool is always that "just right" temperature Inviting you for a midnight swim under the stars. It's a place designed for long weekends, whether you're hosting a tournament on the full-sized pool table or just enjoying the stillness of a house that's been truly loved. The renovations are a complete reimagining of comfort. You'll find yourself lingering in the kitchen, running your hands over the new quartz countertops or admiring the way the light hits the fresh tile floors. Every detail was chosen with a purpose, from the whisper-quiet Bosch appliances to the cool, clean feel of the new epoxy garage floor. But perhaps the most romantic thing about this home is the peace of mind it gives you. Knowing the Tesla solar panels are fully paid off and the Ring security system is watching over you means you can truly let go. This isn't just a house, it's the backdrop for the best version of your life.--------------------------------- BRAND NEW: Whole-home solar system. New kitchen cabinets with lower-level drawers and quartz countertops throughout Pool heat pump, solar heating, and WiFi-connected pump New Bosch appliance suite (dishwasher, fridge, induction stovetop, convection oven) and KitchenAid microwave New tile in kitchen, dining room, and master bathroom New A/C unit for the master side Master closets and pantry updated by The Container Store Professional-grade pool table New bathroom vanities and toilets Updated irrigation system Garage floor epoxy Ring system, smart door locks, and smart light switches

Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)

Listing Agent: Alexander James (407-259-8640)

Remarks: ***AGGRESSIVELY PRICED FOR A QUICK SALE*** MOTIVATED SELLER! Exceptional opportunity to own a beautiful home in one of Orlando’s most desirable and convenient locations, just minutes from Universal Orlando Resort, Epic Universe, Walt Disney World Resort, Downtown Orlando, and Orlando International Airport. Enjoy easy access to world-class entertainment, dining, shopping, and the amazing nighttime fireworks displays from nearby theme parks. Located within top-rated school zones and featuring NO HOA and NO CDD, this property offers the perfect combination of comfort, flexibility, and long-term investment potential. Situated on an oversized corner lot with tranquil water views, this 4-bedroom, 2-bath home offers 1,728 sq ft of living space, a spacious fenced backyard, and a covered back porch ideal for relaxing or entertaining. Major updates have already been completed for the next owner’s peace of mind, including a NEW WATER HEATER (2026) with warranty, NEW ELECTRICAL PANEL, complete electrical updates with Copalum connections and new breaker panel, and NEW DUAL MAIN GROUNDING SYSTEM (2025), all inspected and approved by Orange County code inspectors, NEW A/C (2025), ROOF (2017), renovated primary bathroom, updated and replaced pipes and connecting joints under both bathrooms and kitchen sinks, and mortar replacement improvements. Washer and dryer are included. Move-in ready and packed with value, this home is an excellent opportunity for first-time buyers, families, or investors seeking location, upgrades, and future appreciation without HOA restrictions. Schedule your private showing today.

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Maritza Jimenez (407-579-8972)

Remarks: Agent owned 4 bed, 2.5 bath split plan in highly desirable Turnburry Woods with soaring ceilings and open floor plan tucked in a cozy cul-du-sac with beautiful fresh landscaping, new SOD and a big, welcoming, paver, circle driveway, side entry garage with tons of built-in storage. Open kitchen with eat-in island, granite counter tops and loads of extra storage space. Massive primary suit with huge walk-in closet. Large, wooded back yard, screened in patio with a Pebble Tech Pool and brick pavers. New roof in September of 2020, all windows have been replaced. Brand new Septic system and drainfield installed April 2026, new irrigation and new pool pump. This home is ready for new memories.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Lorisa Motko (321-217-2785)

Remarks: WOODLANDS WINDERMERE - This Property offers you the excellent location between Dr. Phillips and Windermere and a lot of living space on a lush, mature lot in a great community. With 4 bedrooms and 2½ bathrooms, it’s perfect for multi-generational living or for those who love space and entertaining. A long, paved driveway leads to a extra 3-car plus 2 car garage, with additional parking pad for guests. Private backyard oasis: a pool with a large paved patio, covered with outdoor kitchen (built-in grill, sink, fridge), ideal for alfresco meals and entertaining. formal dining room, living room, family room all flowing together, with tall windows and sliding glass or doors that blur indoor/outdoor living. Oversized island with seating, high-end stainless steel appliances (cooktop), granite counters, walk-in butler’s pantry, custom cabinetry. Very close to Sand Lake Road’s Restaurant Row — premium dining & nightlife. Minutes from upscale shopping (Mall at Millenia, etc.), major highways, top-rated schools. Close to major Orlando attractions: Universal, Disney, etc., but far enough to retain peace and luxury.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Christian Posegger (321-512-8277)

Remarks: Welcome to the gated community of Stonebridge Lakes! This beautifully updated, move-in-ready, end-unit townhome-style condo offers 3 bedrooms, 2.5 baths, and a private one-car garage. The home features a spacious, comfortable living and dining area, along with an upgraded kitchen complete with granite countertops and stainless steel appliances, including a refrigerator and microwave, both replaced in 2019. Just off the living area, enjoy a screened porch—perfect for relaxing or quiet moments. A convenient half bath is also located on the first floor. Upstairs, all three bedrooms are thoughtfully situated, along with a laundry closet that includes a washer and dryer. The primary suite is filled with natural light from large windows and features a walk-in closet and a private bathroom with dual vanities. Additional highlights include stylish laminate flooring throughout, a newer HVAC system installed in 2019, and the tile roof is scheduled for replacement in July 2026. Ideally located in Orange County, this home is close to major employers, excellent schools, and premier shopping and dining, including the Mall at Millenia, with easy access to downtown Orlando and area attractions.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Xiuer Zhou, Llc (407-341-3656)

Remarks: Located in a resort-style gated community, this 2-bedroom, 2-bath condo offers a comfortable and functional layout with walk-in closets, a dedicated laundry room, and an open kitchen featuring a breakfast bar that flows into the living and dining areas. Residents enjoy access to a variety of amenities, including a swimming pool, fitness center, clubhouse, lakefront with dock, and park area. Zoned for highly rated schools, including Olympia High. Conveniently situated near major highways, Orlando attractions, shopping, and dining options.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Paulo Alves (407-468-7386)

Remarks: For sale is a bright, beautiful, and super spacious 2-bedroom, 2-bathroom condo you’ll instantly fall in love with! The open floor plan feels welcoming the moment you step inside, with split bedrooms for extra privacy and a cozy dining area perfect for gatherings. Located in the vibrant, resort-style community of The Palms Club, this condo gives you access to everything — gated security, a grand clubhouse, multiple pools with a jacuzzi, a 24-hour fitness center, and even tennis and volleyball courts. There’s always something to enjoy! Come check out this fantastic unit today — you won’t want to miss this one!

Listing is courtesy of: GOLDEN PACIFIC REALTY INC (407-822-4270)

Listing Agent: Shirley Chen (407-822-4270)

Remarks: Short Sale. Bank approved price. Charming 3-Bed, 2.5-Bath Townhome in Metrowest – Move-In Ready! This beautifully maintained 3-bedroom, 2.5-bath townhome in the heart of Orlando’s desirable Metrowest community is the perfect place to call home. Featuring a 1-car garage, the property is just a short walk from local restaurants, banks, and other conveniences. The home offers stunning views of a serene community fountain, framed by lush landscaping that enhances its tranquil atmosphere. Inside, you'll find spacious living areas filled with natural light, offering the perfect setting for both relaxation and entertaining. The gated community adds an extra layer of security and privacy, while the clubhouse, complete with a pool and fitness center, provides plenty of opportunities for leisure and recreation. This home is in excellent, move-in ready condition, allowing you to settle in without delay. Please note, this property is a short sale and is subject to seller's lender to approve price and terms.

Listing is courtesy of: PUPELLO REALTY COMPANY, LLC (386-216-8338)

Listing Agent: Sylvia Thomas (386-675-5082)

Remarks: Great Price! Welcome to this beautifully updated 3-bedroom, 2-bath corner unit condo located on the second floor in the gated community of The Palm Club in MetroWest. With easy access and a prime corner location, this home offers both privacy and convenience. Step inside to discover a fully remodeled kitchen featuring granite countertops, new stainless steel appliances, under-cabinet lighting, and a spacious breakfast bar, perfect for casual dining and entertaining. The open layout flows seamlessly into the living area, highlighted by new luxury vinyl plank flooring that continues throughout the main living spaces and bedrooms. Tile flooring accents the kitchen and bathrooms for durability and style. Both bathrooms have been tastefully updated with new vanities, plumbing fixtures, and toilets, giving the home a fresh, modern feel. All bedrooms include new blinds, and the living room features a new vertical enclosure for added comfort and privacy. Relax and unwind on the newly screened porch overlooking the peaceful side lawn an ideal spot to enjoy Florida’s beautiful weather year-round. Residents of The Palm Club enjoy resort-style amenities including two swimming pools, fitness center, clubhouse, onsite management, exterior maintenance, 24-hour security, and a guard-gated entrance. Conveniently located near Universal Orlando Resort, The Mall at Millenia, I-4, the 408 Expressway, and Florida’s Turnpike, providing easy access to shopping, dining, and major attractions. Don’t miss your opportunity to own this move-in ready condo. Great Investment property for income generation or private residence!

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Jeff Baker (407-437-9909)

Remarks: Welcome home to this beautifully upgraded 3-bedroom, 2.5-bath home located in the heart of Dr. Phillips. Featuring an open floor plan and a spacious, newly rebuilt rear deck, this home offers the perfect setup for entertaining guests or enjoying quiet evenings with family. The kitchen has been upgraded with granite countertops, real wood cabinetry, stainless steel appliances, and durable wood-look tile flooring throughout the downstairs living areas. Major system updates provide peace of mind, including a new AC unit (2022), energy-efficient spray foam insulation in the roof, and a newer septic drain field installed in 2020. Additional smart-home features include a Nest thermostat and LG Smart washer and dryer set (2020), both included with the sale. The exterior has seen extensive recent improvements, including new gutters (2025), a new front door (2024), a new energy-efficient window above the front entry (2024), updated front lawn irrigation, and irrigation for the maturing hedge row. The rear deck was completely rebuilt and slightly expanded in 2025, creating an even larger outdoor living space. The backyard also features a 12x24 above-ground pool with pump, storage shed, and a power outlet ready for a hot tub in the conservatory area. Situated on a large fenced-in lot with mature trees on a quiet cul-de-sac, this property offers excellent privacy and functionality. A double gate on the side of the home provides plenty of room for boat storage, while the oversized garage includes a built-in workbench and additional storage space. Conveniently located near major highways, Restaurant Row, Universal Orlando, shopping, and top-rated schools, plus a neighborhood park just a short walk away. This move-in-ready Dr. Phillips home combines modern upgrades, energy efficiency, and outdoor living in one incredible package. Schedule your private showing today!

Listing is courtesy of: HOPKEY REALTY (407-454-1217)

Listing Agent: Michael Dudley (407-575-8126)

Remarks: Back to market! The condo has past inspection, financing fell through. Affordable first floor condo with private lani. This delightful condo is situated in an excellent location close to Universal Studios, attractions, restaurants, shoppings and major highways, convenience and leisure are at your doorstep. Large open floor plan without any carpet. Indulge in the best of community living with access to community pool , Fully equipped gymnasium , Tennis court , Community clubhouse and more. Schedule your viewing today and make this condo your own slice of paradise! Great for primary home or as a rental property.

Listing is courtesy of: YOUR DREAM HOUSE REALTY (440-477-7276)

Listing Agent: Selina Li (440-477-7276)

Remarks: Spacious first-floor one-bedroom condo for sale in the gated Sunset Lake community. This move-in-ready condo features an open floor plan with a bright living room, dining nook, and kitchen with indoor laundry. The primary bedroom offers a walk-in closet and convenient access to a separate guest bathroom. Assigned parking along with visitor parking and community mailboxes are located directly in front of the unit. Sunset Lake offers resort-style amenities including a community dock overlooking Turkey Lake, swimming pool, playground, clubhouse, and on-site fitness center. Conveniently located near shopping, dining and major roadways, this condo is ideal for homeowners or investors seeking low-maintenance living in a gated Orlando community.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Alexia Boodram (407-256-6742)

Remarks: Don't Wait, won't last long. This charming 2-bedroom, 2-bathroom condo is located on the second floor in the highly sought-after Tradewinds community of MetroWest. The spacious open floor plan is filled with natural light and features a kitchen with appliances included, along with a convenient breakfast bar that seamlessly opens to the living and dining areas — perfect for entertaining. The primary bedroom boasts a walk-in closet and an en-suite bathroom for added privacy and comfort. The second bedroom, offers versatile space — ideal as a guest room, home office, or flex room to suit your needs. Enjoy the fantastic amenities within the Tradewinds community, including swimming pool, tennis court, a fitness center, a clubhouse, Bar-B-Que Pavilion on the water, and a scenic walking trail around the pond. Conveniently located near schools, shopping, dining, and major highways, this condo also offers easy access to theme parks, downtown attractions, and outdoor recreation. Don't miss out on this wonderful opportunity!

Listing is courtesy of: CFRP REALTY LLC (407-682-8686)

Listing Agent: Hitesh Khatri (407-970-0579)

Remarks: SELLER MOTIVATED, SELLER MOTIVATED, SELLER MOTIVATED!!! MOVE-IN READY. Step into the lifestyle you’ve been dreaming of at The Hamptons at MetroWest! This spacious 3-bedroom, 2-bath condo features a private balcony, large living room, and a bright, open layout perfect for everyday living or entertaining! The kitchen offers functional space with bar seating, a separate dining room and a convenient office nook. /// True resort-style living awaits with 24/7 guarded & gate security, two pools with spas, fitness center, indoor basketball, clubhouse and event space! Residents enjoy the waterside walking trails, BBQ grills, gazebos, playground, dog park, car wash station, and even an ON-SITE MARKETPLACE & RESTAURANT! With direct lake access to the beautiful Turkey Lake, you can fish, paddle board, watch the sunsets and use the boat ramp. /// Centrally located near Windermere, Dr. Phillips, and Winter Garden, as well as major highways, shopping, dining, and Orlando’s world-renowned attractions, this community offers unmatched lifestyle, security, and convenience. Grab a bite at Teak Neighborhood Grill or Town Square Marketplace, play a round at MetroWest Golf Club, and enjoy top-rated schools including Windy Ridge K–8 Magnet School, Olympia High School, and Valencia College. This condo combines comfort, convenience, and affordability — schedule your private showing today!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: One or more photo(s) has been virtually staged. IMPROVED PRICE! Welcome to Carriage Homes at Stonebridge Commons. This move-in ready, first-floor condo is located in a secure, gated community and offers a spacious, split-bedroom floor plan with 3 bedrooms and 2 full baths. Recent updates include fresh paint throughout and brand-new carpeting. The kitchen has been upgraded with thoughtful, space-saving cabinet conveniences, while the primary suite boasts a custom California closet, new cabinets, and updated countertops. Enjoy outdoor living on your screened-in lanai, complete with a newly added ceiling fan. Excellent parking with an attached one-car garage, private driveway, and nearby visitor spaces. Residents enjoy resort-style amenities including a clubhouse, pool, tennis/pickleball courts, and playground. Ready for its next owner to move right in and enjoy!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Amy Vanz (248-840-1231)

Remarks: Welcome to this move-in ready MetroWest condo offering bright, open living spaces, updated finishes, and low-maintenance Orlando living. The open living and dining area features luxury vinyl plank flooring, ceiling fans, and abundant natural light from large windows and sliding glass doors that open to a screened patio for comfortable indoor-outdoor living. The updated kitchen offers a clean, modern look with gray cabinetry, stainless steel appliances, stone countertops, breakfast bar seating, and tile flooring for everyday convenience. The bedrooms continue the fresh, neutral feel with luxury vinyl plank flooring, ceiling fans, and flexible layout options for guests, a home office, or additional storage. Bathrooms feature tile flooring, vanities, and tub/shower combinations, while the in-unit laundry area adds practical function. Enjoy the ease of condo living with visible community amenities including a pool, tennis courts, playground, and mature landscaping. With updated flooring, a neutral interior palette, desirable MetroWest location, and convenient access to Orlando shopping, dining, and commuter routes, this condo offers a comfortable blend of style, function, and buyer-friendly appeal for both owner-occupants and investors.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Christopher Bessette (407-292-5400)

Remarks: Ready to move in? Priced to sell for those seeking quality craftmanship and a neighborhood that is conveniently located. Not a detail has been spared. This Turnbury Woods modern treasure boasts a traditional contemporary feel. Are you seeking the sought after Dr. Phillips neighborhood with almost an acre of land? Welcome to your new home. Not a detail has been spared***newly resurfaced pool***Generac 24 KW Generator wired to home for continual power during any hurricane with two one-hundred gallons above ground tanks***New Roof within the last 6 years***new separate well for irrigation***Outdoor full-service kitchen with a Jennaire grill, refrigerator, granite stone tops, and travertine tile leading to the screened-in pool. Also, has two stainless steel 24 inch-3 drawer banks with an additional two storage cabinets in the outdoor kitchen. Enjoy this home in any season: winter, spring, summer, or fall. Find traditional 8 1/4 crown molding throughout with colonial 7 1/4' baseboards with updated luxury bathrooms, spacious bedrooms, and plantation shutters. The kitchen features custom 42" kitchen cabinets with stone backsplash featuring fantasy brown countertops and pool backsplash. Leading to the pool you'll discover New Renewal by Anderson French Door Sliders and windows throughout the home. No carpets and custom 30% staggered Porcelain Tile keeps with contemporary home easy to clean. In addition to the 3-car garage entrance, recessed LED lighting, oversized ceiling fans, and a circular drive welcome you home. This beauty and well-cared for home is waiting for the appreciative buyer.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Lisa Camacho Szeto (845-313-2912)