Homes for Sale Near Conway Middle in Orlando - 103 homes

Remarks: One or more photo(s) has been virtually staged. Mid-Century modern home-updated and refreshed - ready for its next owner! The home has a new roof, gutters, interior paint and 2 mini-splits (great room, primary bedroom) (2026). The exterior electrical panel was replaced in 2025 and a generator hook-up was also added. The new drain field and exterior painting were done in 2024. The plumbing was redone in 2023. The driveway and sidewalk were also recently done in the last couple of years. The kitchen and main bath were tastefully remodeled in the last 5 years. The original windows were replaced with insulated, double pane windows prior to the current owner. The former occupant was a family member of owner, so the home has been well maintained. The backyard gazebo, furniture and TV all convey, making the home ready for entertaining. The washer and dryer and all kitchen appliances convey but the icemaker is not currently working. There is an irrigation system which is sold as-is since it seems to need repairs of some type. (The lawn mower is there for yard maintenance but does not convey.) The Carrier heat pump is older but still working. The mini-splits provide additional heating and cooling. The original terrazzo flooring is exposed in the 3 bedrooms. Conveniently located in Conway-less than 20 minutes to MCO, downtown Orlando, I-4 and the major toll roads. This home is ready to go-hurry to see it and make it yours! Showings will start May 13 or after. All MLS information provided is believed to be accurate-buyer to verify.

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

Listing Agent: Jan Morgan Eberl, Llc (407-497-2264)

Remarks: Amazing Opportunity for Investors or Primary Residents! Beautiful 2-Bed, 2-Bath Condo featuring a spacious living area with a cozy fireplace, high ceilings, and abundant natural light. Step out onto the charming balcony to enjoy a peaceful and comfortable outdoor space. With an open floor plan and thoughtfully designed spaces, this home offers both comfort and functionality. A fully equipped laundry area inside the unit makes everyday living even more convenient. This property offers an exceptional price-to-value ratio with a great potential for return on investment. The community is undergoing significant upgrades and renovations, making it an even better investment choice. Enjoy access to two swimming pools, a fitness center, a clubhouse, scenic walking paths along lakes and fountains, and designated pet-friendly areas. Conveniently located just minutes from Orlando International Airport, the property sits in one of Orlando’s most active and vibrant areas. You'll be close to shopping centers, restaurants, parks, and top-rated schools. Excellent access to major highways like 408, 528, 417, and I-4 makes commuting easy. Plus, you're just minutes away from Downtown Orlando, walking distance to Walmart, Wendy's and much More! Whether you’re looking for a profitable investment or a place to call home, this property offers the perfect combination of comfort, convenience, and value! The community is undertaking extensive restoration and maintenance work on all of its structural elements )Roof, Balcons, siding, etc, which will be reflected in 2026 by an increase in property values ??of approximately 15%, a benefit that the new buyer will enjoy. Furthermore, in 2027, remodeling work will be carried out in common areas and gardens, which will further increase the value of these properties.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Juan Campana (407-860-3803)

Remarks: Amazing Opportunity for Investors or Primary Residents! Beautiful 2-Bed, 2-Bath Condo featuring a spacious living area with a cozy fireplace, high ceilings, and abundant natural light. Step out onto the charming balcony to enjoy a peaceful and comfortable outdoor space. With an open floor plan and thoughtfully designed spaces, this home offers both comfort and functionality. A fully equipped laundry area inside the unit makes everyday living even more convenient. This property offers an exceptional price-to-value ratio with a great potential for return on investment. The community is undergoing significant upgrades and renovations, making it an even better investment choice. Enjoy access to two swimming pools, a fitness center, a clubhouse, scenic walking paths along lakes and fountains, and designated pet-friendly areas. Conveniently located just minutes from Orlando International Airport, the property sits in one of Orlando’s most active and vibrant areas. You'll be close to shopping centers, restaurants, parks, and top-rated schools. Excellent access to major highways like 408, 528, 417, and I-4 makes commuting easy. Plus, you're just minutes away from Downtown Orlando, walking distance to Walmart, Wendy's and much More! Whether you’re looking for a profitable investment or a place to call home, this property offers the perfect combination of comfort, convenience, and value! The community is undertaking extensive restoration and maintenance work on all of its structural elements, Roof, Balcons, siding, etc, which will be reflected in 2026 by an increase in property values ??of approximately 15%, a benefit that the new buyer will enjoy. Furthermore, in 2027, remodeling work will be carried out in common areas and gardens, which will further increase the value of these properties.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Juan Campana (407-860-3803)

Remarks: Welcome to this beautifully maintained home located in the highly desirable Conway area of Orlando! Featuring 4 bedrooms, 2 baths and a 2-car garage. Nestled on a quiet street, this property offers the perfect blend of comfort, convenience, and Florida lifestyle living. Step inside to find a spacious and inviting floor plan filled with natural light. The living and dining areas provide an ideal setting for both everyday living and entertaining. The kitchen features ample cabinetry and workspace, Stainless Steel Appliances, bar seating, and a closet pantry. The primary suite offers a relaxing retreat with generous closet space and an en-suite bath. Additional bedrooms are well-sized and versatile—perfect for family, guests, or a home office. All bedrooms feature laminate flooring. Enjoy outdoor living in the large private backyard, fully-fenced, and ideal for gatherings, gardening, or simply unwinding after a long day. With plenty of room to personalize, the outdoor space is full of potential. Located in Conway, you’ll love the proximity to top-rated schools, shopping, dining, downtown Orlando, major highways, and Orlando International Airport—making commuting and travel incredibly convenient. Don’t miss your opportunity to own a home in one of Orlando’s most sought-after established neighborhoods. A/C is August 2024, Roof is 2018! Must-See, Must-Have!

Listing is courtesy of: DS REALTY GROUP LLC (407-462-0298)

Listing Agent: Stephanie Remige (954-214-6846)

Remarks: Beautiful 5-bedroom, 2-bath home in an excellent location, just minutes from major highways, Downtown Orlando, and only 10 minutes from Orlando International Airport (MCO). This spacious property features a separate room in the back that can be used as a home office, studio, gym, or guest space. Enjoy a large yard with mature trees and a peaceful atmosphere in a very quiet neighborhood where peacocks roam freely. Conveniently located near shopping, dining, entertainment, and daily conveniences while still offering privacy and tranquility. A unique opportunity to own a spacious home in one of the area’s most convenient locations. CALL NOW !! it will not last .

Listing is courtesy of: GOLDEN KEY HOMES REALTY INC (407-785-1407)

Listing Agent: Ismenia Cam (407-353-7469)

Remarks: POOL HOME on a CORNER LOT with NO HOA in a prime Orlando location! This 4 bedroom, 2 bathroom home features a functional SPLIT FLOOR PLAN with a layout that flows naturally for both everyday living and entertaining. The kitchen sits at the center of the home, features STAINLESS STEEL APPLIANCES, and connects easily to the main living spaces. Out back, you’ll find a PRIVATE POOL and OVERSIZED PATIO ready for weekend hangouts, grilling, or just unwinding after a long day! Big ticket items are already handled with a 2018 ROOF and 2020 WATER HEATER, giving buyers added confidence and peace of mind. The CORNER LOT adds extra yard space and curb appeal, and the 2 CAR GARAGE provides solid storage and parking. Location is hard to beat, just minutes from Orlando International Airport, the Milk District, and Downtown Orlando! Easy access to major roads, shopping, and dining keeps everything within reach. If you’ve been looking for a pool home with a great layout and strong fundamentals, this is one you don’t want to miss!

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Dylan Riordan (407-267-0405)

Remarks: Conveniently located in the gated community of Wimbledon Park, this 2-bedroom, 2-bathroom condominium offers a functional 889 sq. ft. layout featuring a kitchen/family room combo. This residence provides an effortless, low-maintenance lifestyle as the monthly association fee includes water, sewer, and trash removal, along with exterior upkeep. Residents enjoy access to a full suite of resort-style amenities, including a sparkling community pool, clubhouse, on-site gym, and sports courts for tennis and racquetball. Perfectly positioned for easy commuting, you are minutes away from the Orlando International Airport (MCO) and major transit routes like the 408 and 528, with Downtown Orlando just a short 10–15 minute drive away. Please note that the community maintains lease restrictions and requires association approval for new owners and tenants.

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

Listing Agent: Sara Nicholas, Pa (407-864-1745)

Remarks: Step into this bright, remodeled second-floor condo showcasing soaring vaulted ceilings and an open, light-filled living space. Enjoy a modern kitchen with new appliances, luxury vinyl plank floors, updated bathrooms, fresh paint, and a recently replaced AC. The comfortable 2BR/2BA split layout includes a private balcony for peaceful outdoor enjoyment. Located in a secure gated community offering resort-style amenities—pool, tennis courts, dog park, playground, and car wash area—just minutes from MCO and downtown Orlando. Excellent value and ready for immediate occupancy.

Listing is courtesy of: BLACK TAURUS CONSULTING LLC (240-304-6906)

Listing Agent: Denio Abreu (240-304-6906)

Remarks: Under contract-accepting backup offers. Conway area lakefront living on Bass Lake with no HOA, an oversized lot, and a Florida sunset greeting you from the backyard every single evening. At 2,177 square feet, this four bedroom, two and a half bathroom split floor plan home is thoughtfully laid out and move-in ready. The open concept kitchen and living area frame the water beautifully, featuring granite countertops, stainless steel appliances, and a gas stovetop built for the way people actually cook and gather. The oversized primary suite is positioned to take full advantage of the water, with French doors leading outside. Step outside to a screened porch overlooking the water and a dock with direct lake and boating access. Fourth bedroom could be used as bonus room with its own private entry from the carport offers the ideal dedicated office or flex space. Furniture is negotiable, making this truly turnkey. No HOA, sunsets over the water, and room to breathe. Minutes from Downtown Orlando, the Hourglass District, Delaney Park, and the Dr. Phillips Performing Arts Center, this home sits at the crossroads of lakefront living and city convenience. Zoned for Boone High School. All that is left to do is come home.

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Caroline Fiore (407-538-2381)

Remarks: Under contract-accepting backup offers. Welcome to 4536 Simmons Road—an updated and versatile property offering space, flexibility, and an unbeatable location in the heart of Orlando. Situated on an expansive .35-acre lot, this home delivers both comfort and functionality with room to grow, entertain, and store all your toys. Step inside to an open-concept living and dining area filled with natural light, seamlessly flowing into a beautifully updated kitchen featuring granite countertops and a massive island—perfect for gathering, cooking, and everyday living. The split-bedroom floor plan provides added privacy, while the oversized Florida room offers incredible bonus space for relaxing, entertaining, or creating your ideal indoor-outdoor retreat. Practical features abound, including an indoor laundry room, two carports, and ample off-street parking with plenty of space for multiple vehicles, boats, or recreational equipment. The fully fenced yard adds privacy and room to roam. A standout feature of this property is the detached studio/in-law suite, complete with its own kitchenette and full bath—ideal for guests, extended family, rental income, or a private workspace. Conveniently located just 10 minutes from Orlando International Airport and 15 minutes to Downtown Orlando, this home offers easy access to everything Central Florida has to offer. Zoned for Boone High School. A rare combination of space, flexibility, and location—this is one you don’t want to miss.

Listing is courtesy of: LAKESIDE REALTY (321-303-2850)

Listing Agent: Kristen Whipple (407-493-6255)

Remarks: Beautiful Condo with Peaceful Nature Views! Enjoy serene views of trees and local wildlife from this charming condo located in a desirable gated community. Perfect as an investment property or a starter home, this residence offers a low HOA and access to multiple amenities. Inside, you’ll find fresh interior paint, vinyl flooring, and updated kitchen cabinets, creating a clean and modern feel throughout. Conveniently situated near major highways, shopping, dining, and the airport—this location truly has it all.

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS II (407-440-4900)

Listing Agent: Marilyn Diez (689-266-8267)

Remarks: Welcome to this beautifully maintained condo at Regency Gardens, located in the heart of Orlando. This second-floor unit offers a bright, open layout with comfortable living and dining spaces, perfect for both relaxing and entertaining. The kitchen features ample cabinet storage and flows seamlessly into the main living area. Spacious bedrooms provide a peaceful retreat, while the private balcony is ideal for enjoying your morning coffee or unwinding in the evening. Situated in a well-kept community with convenient access to major highways, shopping, dining, and Orlando International Airport, this condo is perfect for homeowners or investors alike. Whether you’re looking for a primary residence, second home, or rental opportunity, this centrally located property offers comfort, convenience, and value in one of Orlando’s most accessible areas.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Chase Mckeel (407-538-1094)

Remarks: Under contract-accepting backup offers. Seller is offering a 1% lender credit when using the preferred lender. Why rent when you can own, or secure a solid investment opportunity in a highly convenient Orlando location? This 2-bedroom, 2-bath condo is located in the gated Wimbledon community and offers top-floor living with no upstairs neighbors for added privacy. The layout is functional and filled with natural light, creating a comfortable space for everyday living or strong rental potential. A cozy fireplace adds character to the main living area, creating a warm focal point you don’t often find in condo living. Enjoy a private screened-in patio, perfect for relaxing or unwinding, along with in-unit laundry hookups for added convenience. The open living and dining areas flow easily into the kitchen, making the space feel connected and practical. Wimbledon offers a full range of amenities including a community pool, tennis courts, fitness center, clubhouse, and maintained grounds, all within a gated setting. The HOA includes these amenities, providing easy, low-maintenance living. Located along Semoran Blvd, you’re just minutes from Orlando International Airport, major highways including 408 and 417, and a wide range of shopping, dining, and everyday conveniences. Easy access to Downtown Orlando and Lake Nona makes this a highly connected and desirable area. Move-in ready with room to make it your own over time, this is a great opportunity for a primary residence or investment in an established Orlando community. Don’t hesitate and schedule your showing today.

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

Listing Agent: Cassandra King (407-462-2762)

Remarks: Excellent location in the heart of Orlando! This centrally located condominium offers controlled access and convenient access to Highway 408. Ideally situated near Orlando International Airport, Valencia College, Downtown Orlando, supermarkets, restaurants, and major shopping destinations. This property is a fantastic opportunity for first-time homebuyers, investors, or anyone seeking comfort, convenience, and accessibility within an affordable and well-connected community. The unit also includes a washer and dryer for added convenience.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Miriam Rodriguez Rivera (407-225-2895)

Remarks: Under contract-accepting backup offers. **Seller may consider buyer concessions if made in an offer**Welcome to easy, comfortable living at Sienna Place Condominiums, where convenience meets THOUGHTFUL UPDATES in this 2-bedroom, 2-bath FIRST-FLOOR END-UNIT condo. THE SPECIAL ASSESSMENT FOR THIS UNIT HAS BEEN PAID IN FULL—saving the new owner approximately $200 a month. With no steps and CLOSE PROXIMITY to parking, this home offers excellent accessibility and everyday ease, making it an ideal option for first-time homeowners, downsizers, or those seeking a LOW-MAINTENANCE LIFESTYLE. Inside, the OPEN FLOOR PLAN allows the Living Room, Dining area, and Kitchen to flow seamlessly together, creating a bright and welcoming space perfect for relaxing or entertaining. WOOD FLOORING runs throughout the main living areas, while durable WOOD-LOOK VINYL FLOORING in the bedrooms means there is NO CARPET anywhere in the home. The UPDATED KITCHEN features beautiful GRANITE COUNTERTOPS, a generous amount of cabinetry for storage, a modern tile backsplash, and a convenient breakfast bar that opens to the main living space. Just off the Kitchen, the SUN-FILLED Dining area includes sliding glass doors that bring in plenty of natural light. The spacious Primary Suite, featuring its own EN SUITE BATH, offers a walk-in closet that also houses the stacked washer and dryer along with the hot water heater, maximizing functionality and convenience. A second GENEROUSLY-SIZED bedroom is located just across from the SECOND FULL BATH, providing flexibility for guests, family members, or a home office. This updated and HANDICAP-ACCESSIBLE unit also benefits from a NEW ROOF installed in 2023. Residents of Sienna Place enjoy a variety of COMMUNITY AMENITIES including a clubhouse, fitness center, and SPARKLING COMMUNITY POOL, along with HOA services that cover water, trash, exterior maintenance, and grounds maintenance, making homeownership truly low maintenance. The association also maintains strong financial reserves. The location offers excellent convenience, with QUICK ACCESS to Orlando International Airport, nearby shopping and dining at LEE VISTA PROMENADE, and outdoor recreation at BARBER PARK and WARREN PARK. Major routes including State Road 528 and State Road 408 make commuting to DOWNTOWN ORLANDO, LAKE NONA, and CENTRAL FLORIDA'S WORLD-FAMOUS ATTRACTIONS simple and convenient.With its FIRST-FLOOR ACCESSIBILITY, modern updates, strong HOA benefits, and PRIME LOCATION, this Sienna Place condo offers a fantastic opportunity for comfortable, low-maintenance living. Call today and schedule a tour!

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

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

Remarks: Under contract-accepting backup offers. Prime Location + Income Potential! This 3-bedroom, 2.5-bath half duplex is ideally located just 10 minutes from Orlando International Airport and about 20 minutes to all major attractions—putting you right where you want to be. Major updates include a roof replaced in 2023 and A/C from 2021 (exterior unit). Inside, the home features an updated kitchen and bathrooms with granite countertops and newer cabinetry, along with vinyl flooring throughout and tile in the bathrooms. All appliances are included. The layout feels open and inviting with vaulted ceilings, skylights, and a cozy fireplace that adds character to the main living space. There’s also a comfortable dinette area for everyday meals or casual gatherings. Step outside to a cute and spacious patio, perfect for barbecues or relaxing, and enjoy the convenience of the community pool just a short walk away. Some photos have been virtually staged to show the home’s potential.

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: Patti Alonzo (407-432-2777)

Remarks: Single Family Home Alert! - Welcome to 4490 Simmons Road, a beautifully updated and move-in ready home located in the desirable Conway / Gatlin Gardens area of Orlando. This charming single-story residence blends classic mid-century character with modern finishes and thoughtful upgrades throughout. Offering two bedrooms, two full bathrooms, and approximately 1,334 square feet of living space on a generous 7,500 square-foot lot, this home perfectly balances warmth, functionality, and location—all with no HOA. From the moment you arrive, you’ll notice the inviting curb appeal and large front deck that stretches across the home, creating the perfect space for morning coffee, outdoor dining, or entertaining guests in true Florida style. Inside, natural light fills the open floor plan, creating an airy, welcoming feel from the living room through to the dining and kitchen areas. You’ll fall in love with the rich elegance of the wood plank–look tile, installed throughout the home, which combines timeless style with modern durability. The kitchen has been beautifully updated with gleaming quartz countertops, modern cabinetry, and stainless-steel appliances—all included in the sale. In 2025, the seller installed a new microwave and new washer, giving you the peace of mind that key appliances are fresh and efficient. Just off the kitchen, the spacious dining room features a stunning quartz beverage-serving area with ample cabinetry—ideal for entertaining, a coffee bar, or extra storage. The open layout provides a seamless flow for gatherings while maintaining the cozy intimacy of a traditional home. Both bedrooms are generously sized, with convenient access to two full baths, offering flexibility for guests, a home office, or a roommate setup. The home’s interior laundry area adds convenience and functionality to daily living. Structural and mechanical peace of mind come with the roof, which is only about six years old (2019), ensuring durability and reduced maintenance for years to come. Outdoor living shines here—Installed in July 2025, the vinyl fencing adds privacy and definition to the backyard, creating an inviting space for gardening, outdoor gatherings, or relaxing under the Florida evening sky. The property’s size offers plenty of space for entertaining, adding a patio, or even a future expansion. The home includes tile flooring, central A/C and heat, and public utilities, combining efficiency with comfort. Its convenient location puts you minutes from the SoDo District, Orlando International Airport, Downtown Orlando, and the major roadways of 408 and 528, making commuting simple and shopping and dining easily accessible. Zoned for highly regarded Shenandoah Elementary, Conway Middle, and Boone High School, this home offers an exceptional lifestyle opportunity in one of Orlando’s most established neighborhoods. With no HOA, a nearly new roof, quartz-finish upgrades, stainless appliances, a brand-new fence, a huge front deck, and 2025 appliance updates, 4490 Simmons Road delivers move-in readiness and timeless appeal. Whether you’re a first-time buyer, downsizing, or looking for an investment property in a sought-after central location, this home combines character, comfort, and convenience in a way that’s truly hard to find in today’s market. Schedule your showing today and experience all that this lovingly maintained Conway gem has to offer.

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

Listing Agent: Scott Pettengill, Llc (207-735-4270)

Remarks: This rarely available villa-style, single-level condo features 2 bedrooms / 1 bathroom and a 1-CAR GARAGE. The two bedrooms are shown both as virtually staged and as they are for visual assistance. Updates include a New Water Heater (2023), New Attic Insulation (2023), New Kitchen Appliances (2022), New Plumbing (2022), a Bathroom Renovation (2022), upgraded luxury plank flooring (2022), New HVAC (2021) and a New Roof (2020-which is covered by the HOA). All appliances, including the washer and dryer convey. The multitude of windows provide the home with a lot of natural light and there is a private PATIO in the back for your enjoyment. Community amenities include 2 POOLS and a large tennis court. This property is located in the very desirable Hourglass District that is near SoDo, Lake Como, Mills District, Milk District and Downtown Orlando. Fantastic school district, Lake Como K-8 and Boone High. The bushes in the front are regrowing from the frost that was had so you can expect beautiful lush Clusias soon for added privacy. This unit is move-in ready and is the perfect opportunity as a primary residence or as an investment. Schedule your private showing today!

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

Listing Agent: Xiomara Pratts (407-993-2865)

Remarks: LOCATION ! LOCATION! just about 6 minutes from Downtown and the Orlando International AIRPORT. This Stunning FIRST FLOOR 1 bedroom 1 bathroom Condo in the desirable resort style Regency Garden Community. Located at First Floor Features an open floor plan, Granite counter top in the kitchen and a bright living area with a fireplace. You will enjoy the screened private porch also all the amenities that include pool, fitness Center, club house, tennis court, playgrounds and more. A shopping Center with a Walmart Neighborhood is across the street for your convenience. The water is already included in the HOA payment. Calling investors for an extra income or it could be your home sweet home for a very convenient price.

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

Listing Agent: Hilma Lemus Lamothe (407-617-9516)

Remarks: Welcome to this newly remodeled property located in well sought out location in Orlando. The property features a freshly painted exterior, brand new roof, brand new windows, new A/C unit, new air handler, new duct work and new water heater. Make your way into the home and get blow away by all the upgrades. All freshly painted walls and ceilings. Throughout the home the brand new tile floors make cleaning up a breeze. The property features two primary bedrooms, split floor plan, a formal dinning room, multiple formal living areas, 4 bedrooms and 3.5 bathrooms. New light fixtures all throughout the home, including ceiling fans. Bathrooms have been newly tiled, new vanities, new mirrors and light fixtures. Kitchen features brand new stainless steel appliances, brand new shaker style, soft close cabinets, sparkly white quartz countertops, decorative glass backsplash.

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

Listing Agent: Maoline Herrera (321-345-0287)