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

Remarks: Fabulous ground-floor condo located in the desirable Stonebridge Reserve community in MetroWest. This 2-bedroom, 2-bath unit offers an open floor plan, split-bedroom layout, and spacious living areas. The kitchen is fully equipped with all appliances included. The unit features upgraded floating floors throughout (no carpet) and a screened-in patio with direct ground-floor access. Investment property with tenant in place generating $2,200/month, providing immediate cash flow. Brand-new A/C installed in August 2025, offering peace of mind with a major system already replaced. Includes assigned covered private parking. Well-maintained unit with updated refrigerator and microwave, washer replaced in 2022, upgraded ceiling fans and lighting, and excellent interior paint condition. Functional layout designed for privacy between bedrooms. Gated community with 24-hour security, resort-style pool, and fitness center. Conveniently located near Disney, Universal Studios, SeaWorld, Valencia College, International Drive, I-4, SR-408, and Florida’s Turnpike. Turnkey opportunity with immediate income from day one—no repairs or vacancy needed.

Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)

Listing Agent: Yesenia Barrios (321-276-1977)

Remarks: Welcome to 5314 Shadywood Lane, a private Dr. Phillips estate where thoughtful design, expansive scale, and modern infrastructure come together on a rare half-acre homesite. Originally built in 1985 and masterfully expanded and renovated over time, this residence now offers approximately 3,600 square feet of refined living space and more than 5,300 square feet under roof, creating a seamless blend of comfort, entertainment, and everyday luxury. Inside, the home reveals four spacious bedrooms, four full baths, and multiple lifestyle spaces, including a dedicated home theater with wet bar and sound isolation, a workout or bonus room, and an expansive garage and workshop addition. The 2021 kitchen and living area renovation introduced elevated finishes, smart functionality, and timeless design, complemented by porcelain flooring throughout and upgraded electrical, plumbing, and mechanical systems that provide long-term peace of mind. Outdoor living is equally compelling, featuring a heated pool and spa, outdoor kitchen, and extended patio environment designed for entertaining or quiet retreat. Smart home enhancements—including app-controlled irrigation, modern AC systems, EV charging capability, and updated garage technology—further enhance daily living. Positioned within one of Orlando’s most established luxury corridors, this property offers proximity to Restaurant Row, premier attractions, and top-rated schools, while maintaining the privacy and space rarely found in Dr. Phillips. A carefully evolved residence with intention behind every addition, 5314 Shadywood Lane presents a distinctive opportunity to own a truly complete Central Florida luxury home.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Afrika Hendley (407-340-7020)

Remarks: Beautiful updated floor plan in this semi custom home by Reiche Silliman in the tree lined streets of Cypress Landing. Located in the heart of Dr. Phillips just a few blocks from the school. Home was been completely updated with new Cabinets & Vanities, all with Quartz counter tops. new Luxury Vinyl flooring through out and dual air both replaced in 2023 and 2025. Pool interior and tile just refinished. Fresh Market shopping center just across the street from Cypress landing community.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Debbie Lanza (561-213-8180)

Remarks: Under contract-accepting backup offers. Beautiful & spacious pool home located in the sought-after gated neighborhood of Westminster Landing in Dr. Phillips, this residence features 5 bedrooms, a bonus room, an office, 4 baths, and a 3-car side garage. The open floor plan includes a first-floor master bedroom, office, 2 bedrooms, and 3 baths, while the second floor offers a bonus room, a 5th bedroom with a bath, and a storage room. The additional 2nd floor bonus room would make a great media room. The stunning kitchen features 42" cabinets with crown molding, stainless steel appliances, soft-close drawers and granite countertops. Enjoy the large family room, breakfast area, and a pavered lanai overlooking the pool with a waterfall. This home also offers quality features like tray and box ceilings, crown molding, custom built-ins, stacked stone fireplace, and 18" tile throughout. Residents of this gated community have access to lakefront tennis courts, basketball courts, a playground, and a private walkway to the nearby top-rated elementary school. Prime location in Dr. Phillips close to upscale shopping, restaurants, and top-rated schools. Don't miss out on this wonderful opportunity!

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

Listing Agent: John Gordon, Pa (407-488-8802)

Remarks: Discover this beautifully maintained first-floor 2-bedroom condo located in the sought-after gated community of The Fountains at Metrowest. This home offers a spacious open layout with a large living room, a well-appointed kitchen with ceramic tile floors, and a versatile large den that can be used as a third bedroom or home office. The primary suite features its own private bathroom with a new vanity, modern lighting, tub/shower combo, and a generous walk-in closet. The second bedroom also offers a walk-in closet and access to the updated guest bathroom with matching new finishes. Enjoy new luxury vinyl plank flooring throughout the main living areas and ceiling fans in every room for added comfort. The condo also includes an indoor laundry area with a full-size washer and dryer. Community amenities include a resort-style pool, clubhouse with business center, and fitness room—all just minutes from Universal Studios, shopping, dining, and major highways.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Rener Da Cunha (407-724-9856)

Remarks: FULLY RENOVATED • NEW A/C (2024) • NEW Water Heater (2026) • NEW Interior & Exterior paint (2026) • NEW Light fixtures & Fans (2026) • NEW high-end epoxy garage floor (2026) • Water View • Granite counters throughout • High-end ceramic tile throughout • Fresh landscaping • Turn-key, move-in ready -Located in the highly desirable DR. PHILLIPS area & GATED community, this home is zoned for TOP-RATED SCHOOLS and is just minutes from Restaurant Row, offering some of Central Florida's best dining, shopping, and entertainment. Enjoy quick access to major highways, theme parks, golf courses, and everyday conveniences while living in one of Orlando's most sought-after communities. The functional layout offers clean, modern finishes throughout with no renovation work needed. Whether you're a primary homeowner, seasonal resident, or investor, this property is ready for immediate occupancy. Conveniently located near shopping, dining, major roadways, and everyday amenities. Turn the key and move right in!

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

Listing Agent: Matthew Hughes (407-619-4717)

Remarks: Virtually Staged. Welcome to your dream home in one of Orlando's most desirable communities! This stunning 2-bedroom, 2-bathroom luxury condo offers an exceptional lifestyle with modern amenities, convenience, and elegance. Located in the sought-after MetroWest area, right next to Valencia College, this condo combines style, comfort, and prime location. With a Spacious layout that’s perfect for entertaining. Enjoy a flexible living area that can be customized to suit your needs, whether as a home office, formal dining, or a play area. This home includes a 2-car garage with convenient access to the house, plus additional private parking for your guests. The master suite boasts a large garden tub, his and her sinks. Both bedrooms are generously sized and feature walk-in closets. A beautiful private patio overlooks lush landscaping, providing the perfect outdoor retreat. The community offers resort style amenities including a stunning beach-style entrance pool, luxurious clubhouse, fully-equipped gym, and a playground. Stay active with tennis courts, take a stroll around the scenic pond, or simply unwind in this secure and peaceful gated community. This condo is more than just a place to live; it’s a lifestyle. Whether you're relaxing by the pool, hosting a dinner in your open-concept living area, or taking advantage of the community’s many amenities, every day feels like a retreat. Don't miss your chance to own this exquisite property in the heart of MetroWest, close to dining, shopping, and all that Orlando has to offer. Ready to call this place home? Schedule a private showing today!

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Katelyn Santiago (504-613-8750)

Remarks: Virtually Staged. SELLER FINANCING options available! Welcome to this beautifully updated 4-bedroom, 2-bath home in the sought-after Hamptons at Metrowest community. This natural light-filled corner unit features newly installed luxury vinyl plank and tile flooring, as well as newer appliances — all installed less than two years ago. You’ll also find brand new quartz countertops, modern light fixtures, and fresh interior paint throughout. Relax on your private, screened-in second-floor balcony with serene views of the golf course. The Hamptons offers resort-style amenities, including two swimming pools, an exercise center, community grills, and a small boat ramp perfect for kayaks or paddleboards. Outdoor enthusiasts will love the abundance of walking trails and the freshly upgraded boardwalk leading to a lakeside gazebo. Plus, residents enjoy having the popular Teak Neighborhood Grill right on-site. Ideally located just minutes from Universal Studios, the Mall at Millenia, and an exciting array of restaurants, shopping, and nightlife, this home offers the perfect blend of comfort, style, and a dynamic Orlando lifestyle. Don’t miss your chance to experience everything this incredible community has to offer!

Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC (407-673-1400)

Listing Agent: Bruce Gordon (407-580-6566)

Remarks: Under contract-accepting backup offers. Virtually Staged. This newly renovated, move-in ready Dr. Phillips home is waiting for you to call it home! The house has new roof (2025), new A/C (2025), new kitchen featuring SOLID WOOD, SOFT CLOSE CABINETS/DRAWERS and QUARTZ COUNTERTOPS with WATERFALL BREAKFAST BAR(2025), new STAINLESS STEEL kitchen appliances (2026), new primary bathroom solid wood/soft close double vanity and toilet (2026), new tub in 2nd bathroom (2025), new ENGINEERED HARDWOOD FLOORING in ALL BEDROOMS (2026), new wood fence (2026), new electrical box (2026), newer septic pump (Dec. 2024), newer marble top double vanity in 2nd bathroom (2018), and brand new landscaping (April 2026) with irrigation system. Freshly painted inside and out, including the garage. Enjoy relaxing on the enclosed lanai which opens up to the spacious backyard that has plenty of room to build a pool and spa. Curl up with a good book and a cup of coffee on the cushioned bay window seats in the family room. Entertain guests in the light and bright living and dining rooms, with vaulted ceiling and elegant chandelier hanging from wood beam on the ceiling. The bonus room can be a home office, hobby room or guest bedroom. Located in Dr. Phillips, close to Universal Studios, restaurant row dining, shopping centers, and A-rated schools. VA loan is assumable only by vets/military members. Room sizes are estimated.

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

Listing Agent: Priti Mahalanobis (407-421-9482)

Remarks: Welcome to this spacious and bright 2-bedroom, 2-bathroom condo located in the highly desirable Hamptons at Metrowest, one of Orlando’s most sought-after gated communities. This second-floor residence offers ample room sizes, an open and functional layout. The property features a NEW water heater, providing added peace of mind and convenience for the new homeowner. Perfectly positioned within minutes of Universal Studios, Valencia College, and the MetroWest Golf Club, this home defines the true meaning of “location, location, location.” Enjoy quick access to major highways (I-4, 408, Turnpike), shopping, dining, and entertainment ideal for both residents and investors. The Hamptons at Metrowest is known for its resort-style amenities including 24-hour guarded gate, scenic lakefront boardwalk, two community pools, fitness center, indoor basketball gym, clubhouse, walking trails, fishing pier, business center, plus on-site convenience stores and a village-style atmosphere. This unbeatable blend of comfort, security, and lifestyle makes it a standout in the area. Whether you're looking for your next home or a strong rental investment, this condo has everything you need: great location, generous space, second floor privacy, and a well-maintained community with top tier amenities. Don’t miss this opportunity properties in this community go fast! Schedule your showing today.

Listing is courtesy of: EQUITYPOINT PROPERTIES LLC (407-256-1585)

Listing Agent: Joyce Velasquez (407-937-8141)

Remarks: Virtually Staged. Back on the market with BRAND NEW KITCHEN CABINETS* BRAND NEW KITCHEN COUNTERTOPS~ Freshly updated and perfectly positioned – this END-UNIT townhouse style condo in Marbella Woods delivers the Orlando lifestyle everyone is searching for! BRAND NEW VINYL PLANK WOOD FLOORING throughout and FRESH INTERIOR PAINT creates a light, modern feel from the moment you walk in. The high ceilings and open living and dining areas make the space feel airy and inviting, while large sliding glass doors lead to your SCREENED LANAI and FULLY FENCED BACKYARD with a low-maintenance PAVER PATIO – a rare find for condo living and perfect for entertaining, pets, or relaxing evenings outdoors. The EAT-IN KITCHEN offers a breakfast bar that connects seamlessly to the dining space, making everyday living and hosting effortless. A convenient half bath on the main floor adds functionality for guests, and the dedicated LAUNDRY ROOM keeps things practical and organized. Tucked away off the patio, you will also find additional STORAGE for all the extras. Upstairs, the spacious PRIMARY SUITE is thoughtfully positioned at the front of the home and features a WALK-IN CLOSET and private en-suite bath. Bedroom two enjoys easy access to a full bath just outside the door, offering flexibility for guests, roommates, or a home office setup. This corner/end-unit truly lives like a townhome, complete with a 1-CAR GARAGE, tile roof, and attractive landscaping – all within a low-maintenance community designed for easy living. Location is everything, and Marbella Woods places you in the heart of it all. Just minutes from Universal Studios Florida, Universal Epic Universe, International Drive, premier shopping, dining, and entertainment, with quick access to S Kirkman Road, Florida’s Turnpike, and I-4, you can be anywhere in Orlando in no time. Whether you are a first-time buyer, investor, or longtime Orlando local looking for a stylish, centrally located home, this property checks every box! Easy to show and ready for a new owner - call today to schedule a tour!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: *Video Tour Available* Welcome to Stonebridge Commons, where comfort and convenience come together beautifully. Located in a gated community just minutes from top-rated restaurants, shopping, and schools, this neighborhood offers resort-style amenities including a clubhouse, community pool, tennis courts, park, and playground—perfect for both relaxing and staying active. Step inside this bright corner unit and immediately feel at home with an abundance of natural light, soaring ceilings, and an open floor plan that creates a spacious, airy feel. The eat-in kitchen is both functional and inviting, featuring Corian countertops, a closet pantry, and plenty of windows to keep the space light and cheerful. The family room seamlessly flows out to a screened-in lanai overlooking the tennis courts—an ideal spot to enjoy your morning coffee or unwind in the evenings. The primary suite, conveniently located downstairs, has a tray ceiling, tile flooring, granite countertops, a garden tub, separate shower, and a large walk-in closet. Also on the main floor, you’ll find a half bathroom and a spacious laundry room for added convenience. Upstairs, 2 versatile loft spaces provide endless possibilities—perfect for a home office, play area, or additional living space—along with two generously sized bedrooms that share a full hall bathroom. This home is equipped with a security system that includes window and door sensors as well as a doorbell camera for added peace of mind. With a two-car garage, private driveway, and guest parking nearby, there’s plenty of room for everyone. Don’t miss your chance to make this exceptional property your own!

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Tennille Biggers (850-628-4455)

Remarks: Enjoy resort-style living in the heart of MetroWest! This spacious third-floor 1-bedroom, 1-bath condominium features an oversized floor plan, a detached one-car garage, and a private parking pad. Located within the gated Hamptons at MetroWest community, residents enjoy 24-hour guarded security, two resort-style swimming pools with spas, an indoor climate-controlled basketball/volleyball court, a clubhouse, business center, scenic walking and jogging trails, picnic areas, and beautifully maintained lakeside green spaces. Conveniently located near major highways, shopping, dining, entertainment, and Orlando's top attractions, this home offers the perfect combination of comfort, convenience, and community amenities. Schedule your showing today!

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

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

Remarks: Welcome to this pristine three-bedroom, two-bath home in the desirable Winderlakes community in the Dr. Phillips area, on an oversized lot with exceptional curb appeal and professional landscaping. This well-maintained home features major updates including a new roof (2023), complete replumbing (2023) and fresh interior paint throughout, providing peace of mind for years to come. A welcoming front porch and white shell-lined pathway lead you inside where you'll immediately notice abundant natural light, soaring cathedral ceilings, and spacious living and dining areas. The open floor plan seamlessly connects the living spaces with a large family room featuring a beautiful white-stone fireplace, creating an ideal setting for everyday living and entertaining. Sliding glass doors open to a spacious covered and screened lanai overlooking a large fully fenced backyard with plenty of room for outdoor entertaining, recreation, gardening or adding a future pool. The split-bedroom layout provides privacy with the owner's suite separate from the secondary bedrooms. The spacious primary suite features a walk-in closet, en-suite bath and direct access to the screened lanai. On opposite side of the home, two additional bedrooms share a generously sized bath with dual vanities and lanai access. Enjoy a tranquil setting with community sidewalks ideal for recreation, jogging or biking while remaining conveniently near shopping, golf courses, major roadways, area theme parks and the Dr. Phillips Restaurant Row. This move-in ready home combines comfort, privacy, updates and location, creating an exceptional opportunity to enjoy everything Winderlakes has to offer.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Wendy Fischer (407-620-0713)

Remarks: Located in the highly sought after community of Winderlakes. This 3 bedroom, 2 bathroom home is ready for a buyer to make it theirs. Private back property with partial pond view. The property and residence both have huge potential. Zoned for coveted Windy Ridge K-8 school. New roof installed April 2026. New air conditioner installed July 2025. 3 car garage. Original owner. Make this property the home you have always dreamed of.

Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)

Listing Agent: Nancy Potts (407-694-2095)

Remarks: Don’t miss out on this stunning 2-bedroom, 2-bathroom condo in a gated community! Enjoy resort-style amenities including a full basketball court, fitness center, and access to excellent schools. Conveniently located near Universal Studios, Millennia Mall, Outlet Malls, and the fine dining options in the Dr. Phillips area, this condo won’t be available for long. The Hampton at Metro West community offers a peaceful and active lifestyle with a clubhouse, swimming pool, and spa. The gate is guarded 24/7, and on-site association management ensures everything runs smoothly.

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

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

Remarks: Welcome to this beautifully updated 2-bedroom, 1-bath condo located in the highly desirable Grand Reserve at Kirkman Parke. Perfect for both homeowners and investors, this move-in-ready residence offers a modern, functional layout filled with natural light, creating a warm and inviting atmosphere. The interior has been tastefully remodeled and features stylish kitchen appliances, granite countertops, and tile flooring throughout, with luxury vinyl plank in the bedrooms. The primary bedroom includes a spacious walk-in closet, and the unit also comes equipped with an in-unit washer and dryer for added convenience. This condo also includes a private garage (#10D) and a dedicated storage unit (#10J)—a rare and valuable feature in this community. Currently tenant-occupied, this property offers immediate rental income, making it an excellent income-producing investment. Residents enjoy a wide range of community amenities covered by the HOA, including water, sewer, internet, landscaping, and maintenance of all shared spaces. The gated community offers 24-hour security, a resort-style swimming pool, car wash station, BBQ areas, a fully updated fitness center, tennis court, clubhouse, business center, and a playground. Ideally situated near Universal Studios, Valencia College, Downtown Orlando, The Mall at Millenia, and Orlando International Premium Outlets, with easy access to major highways, this location is perfect for both convenience and lifestyle. Combining comfort, style, and rental income potential, this condo presents an exceptional opportunity. Schedule your private tour today! Schedule your private tour today.

Listing is courtesy of: D & D PROPERTY MANAGEMENT SOLUTIONS LLC (407-434-1693)

Listing Agent: Teresa Dishington (407-346-5001)

Remarks: Grand Reserve at Kirkman Parke | Skip the stairs and step into this impeccably reimagined 1st-floor 2BR/2BA condo. Fully updated in 2025, this turn-key residence at Grand Reserve at Kirkman Parke offers high-end design and premium convenience. | Custom Kitchen: Stone countertops, undermount sink, new disposal, and all new GE Stainless Steel appliances. | Designer Interiors: Fully furnished by CITY Furniture with plantation shutters and custom blinds, modern lighting, and designer ceiling fans. | Built-in Storage & Baths: All closets feature custom built-in systems for maximum organization. Includes fully refurbished bathrooms with contemporary finishes. | Rare Parking: One of the few units with a highly coveted adjacent assigned garage space. | Modern Conveniences: All new Maytag washer/dryer, valet trash service, and a free Ring doorbell. Financial Bonus: $5,000 Special Assessment PAID IN FULL by the seller. Community & Location: Gated with 24-hour security, resort-style pool, spa, gym, and tennis courts. Perfectly located minutes from Universal Studios, Millenia Mall, and Valencia College with easy I-4 access. Everything is updated, the assessment is paid, and the furniture is set. Move in today! Financing is eligible, call the listing agent today.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Omar Albaba (813-951-7475)

Remarks: Under contract-accepting backup offers. Prime Orlando investment opportunity directly across the street from Universal Studios Orlando. First time on the market! This solid block construction home features 3 bedrooms and 1.5 baths with newer interior paint and a brand-new water heater. Situated on a spacious 0.29-acre corner lot, the property offers plenty of outdoor space and added privacy ideal for an investor, a primary residence, or a long-term rental in one of the city’s most in-demand areas. Enjoy zoning for sought-after Dr. Phillips public schools and unbeatable access to Orlando’s best restaurants, shopping, and world-famous attractions. Location, lot size, and investment potential all in one, don’t miss this one!

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Simon Simaan (407-558-1396)

Remarks: Welcome to this beautifully updated 2-bedroom, 2.5-bath, two-story condo located in the desirable Vistas at Stonebridge Commons in the heart of Metrowest. This well-maintained home features new modern tile flooring on both the first and second floors (2023), an updated kitchen (2023) with contemporary finishes, and new light fixtures throughout (2024), creating a fresh, modern feel. The second floor offers a cozy loft, perfect for a home office, reading nook, or additional living space. Enjoy outdoor relaxation on the covered back porch, ideal for morning coffee or evening unwinding. The property also includes a 1-car garage with a private driveway, providing convenient parking and additional storage. The Vistas at Stonebridge is a gated community offering resort-style amenities including a community pool, tennis courts, park, and playground. Conveniently located just minutes from shopping, dining, major roadways, and Orlando’s world-famous attractions, this condo is perfect for homeowners or investors alike. Don’t miss the opportunity to own in one of Metrowest’s most convenient and amenity-rich communities.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Gea Gomez (877-366-2213)