Orlando Homes with Playground Community Features

4 Beds ⋅ 6 Baths ⋅ Baldwin Park 6 SubDv. ⋅ 32814 Zip Code

Perfectly positioned along a picturesque park in the heart of Baldwin Park, this nearly 5,000-square-foot Mediterranean estate offers timeless architecture, generous living spaces, and an exceptional opportunity to create a home that reflects your own vision and style. Thoughtfully designed for both everyday living and grand entertaining, the residence features elegant coffered ceilings, custom built-in entertainment centers, plantation shutters, a wood-burning fireplace, and expansive gathering spaces filled with natural light. At the heart of the home is a chef's kitchen complete with an oversized center island, Sub-Zero refrigerator, Viking oven, oversized gas cooktop, two wine refrigerators, and a separate scullery, blending beauty with function. Additional highlights include a spacious mudroom and abundant storage throughout. Step outside to enjoy your own private retreat featuring a sparkling pool, spa, and fully equipped outdoor kitchen—ideal for entertaining or relaxing year-round. Surrounded by Baldwin Park's tree-lined streets, scenic parks, lakes, walking trails, neighborhood amenities, boutique shopping, and exceptional dining, this home presents a rare chance to personalize an extraordinary residence in one of Central Florida's most desirable communities.

2734 Meeting Place, Orlando

$210,000

1 Beds ⋅ 1 Baths ⋅ Uptown Place Condo SubDv. ⋅ 32801 Zip Code

Own a piece of Downtown Orlando at Uptown Place! This fully remodeled 1-bedroom, 1-bathroom condominium offers 818 square feet of bright, open-concept living in the sought-after North Quarter District. Renovated just two years ago, the unit showcases a completely updated kitchen, a modern remodeled bathroom, newer flooring throughout, and newer appliances — truly move-in ready with nothing left to do but unpack. The open layout flows seamlessly from the kitchen to the living area, making the most of every square foot and creating a comfortable space for both relaxing and entertaining. Uptown Place is one of Downtown Orlando's premier condominium communities, offering a full suite of resort-style amenities. Residents enjoy a sparkling swimming pool, a 24-hour fitness center, a stylish clubroom with billiards, a business center with Wi-Fi and a private conference room, and a beautifully landscaped courtyard with an outdoor fireplace and seating. The building features secured, gated garage parking, 24-hour video surveillance, elevator access, bike storage, and same-day valet dry cleaning — everything designed for an easy, lock-and-leave urban lifestyle. The location could not be better. Set on the corner of Orange Avenue and Marks Street, you are just minutes from Lake Eola Park, Ivanhoe Village, the Mills 50 District, UCF Downtown Campus, and the very best of Downtown's dining, shopping, nightlife, and cultural attractions. With quick access to Interstate 4 and SR-408, commuting anywhere in Central Florida is effortless. Whether you are looking for the perfect downtown home base or a smart addition to your portfolio, this is a rare opportunity to own in one of Downtown Orlando's best-value communities — leasing is permitted with HOA approval, making it an excellent option for investors. Move-in ready, fully updated, and priced to sell. Schedule your private showing today!

911 N Orange Avenue Unit 248, Orlando

$905,000

3 Beds ⋅ 3 Baths ⋅ Baldwin Parka SubDv. ⋅ 32814 Zip Code

Welcome to 5492 Penway Drive, an exceptional Baldwin Park residence where timeless design meets an extraordinary outdoor setting. Ideally on a premium lot with nearly 60 feet of water frontage, this sought-after David Weekly floor plan was thoughtfully situated to maximize green space. This has resulted in one of the area’s most impressive and private yard retreats. The newly reimagined landscape design enhances the home’s curb appeal and creates a lush tropical oasis, complete with fresh sod and mature and newly planted vibrant trees and shrubs that provide beauty and a sense of serenity rarely found in this community. Inside, refined architectural details and quality craftsmanship shine throughout. Plantation shutters, crown molding, rich hardwood flooring and custom 8-foot solid wood doors elevate the home’s sophisticated yet welcoming atmosphere. The open-concept layout is ideal for everyday living and effortless entertaining. The updated chef-inspired kitchen features granite countertops, white shaker-style cabinetry, stainless steel appliances, and generous prep and gathering spaces at the heart of the home. Designed to embrace Florida living, the home offers dual balconies, one on each level overlooking the tranquil yet large, pond. This creates inviting spaces to enjoy peaceful mornings, sunset views, or to simply unwind while taking in the picturesque surroundings. The expansive outdoor areas extend the living space even further, offering endless possibilities for entertaining, gardening, recreation or future expansion/enhancements. This home is set within the desirable Baldwin Park community, where residents enjoy access to scenic lakes, parks, walking and biking trails, community amenities and highly regarded schools. This home is also only a short 15-minute distance to the Village Center with its popular restaurants, boutiques and neighborhood events. Also, just minutes’ drive from downtown Orlando, this remarkable property presents a rare opportunity to enjoy an elevated lifestyle in one of Central Florida’s desired neighborhoods. The 2025 updates include new roof, modernized garage with Shark Coating and mini-split air conditioner, new outdoor fence extension, comprehensive new landscaping including French drains, whole-home gutters and new high-R-value insulation in all attic spaces. The 2019 updates include kitchen and bath remodels, new central HVAC, new fencing and patio area, reverse-osmosis water system and whole-home water softener.

5492 Penway Drive, Orlando

$1,149,000

Baldwin Park Unit 3 - Replat 1 58/76 Lot 559 SubDv. ⋅ 32814 Zip Code

Great Investor Opportunity of having it all in one place - living, working, and earning with three tenants in place. Extremely well maintained with many upgrades. This rare 3-in-1 live/work property offers the ultimate blend of modern comfort, flexibility, and built-in income potential in the scenic, highly desired community, Baldwin Park. The two-story townhome features 3 bedrooms and 2.5 bathrooms, updated quality hardwood flooring in all the bedrooms and upstairs areas. Downstairs, all quality tile for low maintenance in the kitchen, family, and dining areas. Upgraded cabinetry and quartz countertops create a spacious kitchen designed for both function and style, showcasing updated cabinetry, new appliances, granite countertops, and a built-in workstation—perfect for today’s work-from-home lifestyle. A convenient half bath on the main level adds everyday ease. Upstairs, the primary suite is a true retreat with dual walk-in closets and an en-suite large bathroom with walk-in shower, soaking tub, and private water closet. Two additional generously sized bedrooms each offer access to a private balcony, overlooking the charming neighborhood. A full laundry room, abundant storage, and an attached two-car garage complete the townhome’s appeal. Adding to the versatility, the separate, updated stuio garage apartment, currently rented, provides excellent rental income as does the commercial office, also currently rented. The garage studio has a walk in closet, and comes with one assigned parking space. The commercial office has both a handicap, private, and street-accessibility, with two large offices, a reception area and a half bath, accessible from both the courtyard and directly from the sidewalk. Perfect for a boutique, professional office, or service-based business, this space offers excellent visibility among the established businesses lining Lake Baldwin Lane. A new roof installed in 2026, new exterior paint completed by HOA in 2024 and the owner's association maintains the courtyard and landscaping, offering low-maintenance lifestyle while maximizing flexibility and earning potential. Baldwin Park is the place to live and work, just minutes from downtown Orlando, Winter Park and all Orlando has to offer. The Baldwin Park walkable town center provides an unmatched lifestyle at your door with restaurants, boutique shops, services, Publix and everyday conveniences. Enjoy a scenic walk around Lake Baldwin or Caddy Way for miles and miles of enjoyment. Pet lovers will appreciate the nearby dog park with lake access. Residents also enjoy an exceptional array of amenities, including multiple parks and playgrounds, three community pools, and two fully equipped fitness centers, all conveniently located within the neighborhood. Live and enjoy the beauty of Baldwin Park. All three components currently lease for excellent cash flow opportunity.

1420 Lake Baldwin Lane, Orlando

$1,149,000

4 Beds ⋅ 5 Baths ⋅ Baldwin Park Unit 3 - Replat 1 58/76 Lot 559 SubDv. ⋅ 32814 Zip Code

Great Investor Opportunity of having it all in one place - living, working, and earning with three tenants in place. Extremely well maintained with many upgrades. This rare 3-in-1 live/work property offers the ultimate blend of modern comfort, flexibility, and built-in income potential in the scenic, highly desired community, Baldwin Park. The two-story townhome features 3 bedrooms and 2.5 bathrooms, updated quality hardwood flooring in all the bedrooms and upstairs areas. Downstairs, all quality tile for low maintenance in the kitchen, family, and dining areas. Upgraded cabinetry and quartz countertops create a spacious kitchen designed for both function and style, showcasing updated cabinetry, new appliances, granite countertops, and a built-in workstation—perfect for today’s work-from-home lifestyle. A convenient half bath on the main level adds everyday ease. Upstairs, the primary suite is a true retreat with dual walk-in closets and an en-suite large bathroom with walk-in shower, soaking tub, and private water closet. Two additional generously sized bedrooms each offer access to a private balcony, overlooking the charming neighborhood. A full laundry room, abundant storage, and an attached two-car garage complete the townhome’s appeal. Adding to the versatility, the separate, updated stuio garage apartment, currently rented, provides excellent rental income as does the commercial office, also currently rented. The garage studio has a walk in closet, and comes with one assigned parking space. The commercial office has both a handicap, private, and street-accessibility, with two large offices, a reception area and a half bath, accessible from both the courtyard and directly from the sidewalk. Perfect for a boutique, professional office, or service-based business, this space offers excellent visibility among the established businesses lining Lake Baldwin Lane. A new roof installed in 2026, new exterior paint completed by HOA in 2024 and the owner's association maintains the courtyard and landscaping, offering low-maintenance lifestyle while maximizing flexibility and earning potential. Baldwin Park is the place to live and work, just minutes from downtown Orlando, Winter Park and all Orlando has to offer. The Baldwin Park walkable town center provides an unmatched lifestyle at your door with restaurants, boutique shops, services, Publix and everyday conveniences. Enjoy a scenic walk around Lake Baldwin or Caddy Way for miles and miles of enjoyment. Pet lovers will appreciate the nearby dog park with lake access. Residents also enjoy an exceptional array of amenities, including multiple parks and playgrounds, three community pools, and two fully equipped fitness centers, all conveniently located within the neighborhood. Live and enjoy the beauty of Baldwin Park. All three components currently lease for excellent cash flow opportunity.

1420 Lake Baldwin Lane, Orlando

$2,490,000

5 Beds ⋅ 5 Baths ⋅ Baldwin Park 6 SubDv. ⋅ 32814 Zip Code

Set along one of Baldwin Park's most desirable park-facing streets, this fully reimagined five-bedroom, five-bath residence provides a rare blend of space, design, and lifestyle just moments from the charm of Winter Park. Spanning nearly 4,000 square feet, the home has been thoughtfully renovated with high-end custom finishes and a modern transitional aesthetic that feels both elevated and effortlessly livable. Natural light fills the interior, highlighting open, flowing spaces designed for both everyday comfort and refined entertaining. At its center, a stunning chef's kitchen anchors the home with custom cabinetry, premium appliances, and an inviting layout that opens to beautifully curated living areas. The floor plan is the quiet flex: a spacious, private primary suite and a generously sized secondary bedroom both rest on the main level, while three additional bedrooms upstairs offer ample room for family and guests. A rare three-car garage adds function and flexibility. Step outside to your own private retreat, where a covered, retractable screened porch sets the stage for true al fresco dining, and lush, mature landscaping and a freestanding wood-burning fireplace turn the backyard into an oasis of calm and privacy, the kind that makes every day feel like a vacation. Beyond the home, enjoy walkable access to everything that makes Baldwin Park iconic: the popular Lake Baldwin trail, the village clubhouse and pools, mature parks and biking trails, and a top-tier Publix, shops, and restaurants all just steps away, with the dining, shopping, and culture of Winter Park moments beyond. This is more than a beautifully renovated home. It's a private retreat in Central Florida's most desirable community, quietly set apart, yet connected to everything.

2656 Meeting Place, Orlando

$595,000

3 Beds ⋅ 4 Baths ⋅ Baldwin Park SubDv. ⋅ 32814 Zip Code

Impeccably maintained three-story townhome in the heart of Baldwin Park offering 3 bedrooms, 3 full baths, and 1 half bath and features a welcoming front porch and private balcony. The spacious foyer provides access to the first-floor guest suite featuring a full bath, walk-in closet, and flexible use as a home office, playroom, or private guest retreat. The rear-entry two-car garage adds convenience and functionality. The second floor showcases an open-concept living area filled with natural light and highlighted by newer luxury vinyl plank flooring throughout the entire home—no carpet. Designed for both everyday living and entertaining, the spacious living and dining areas flow seamlessly to the large private balcony. The well-appointed kitchen features light and bright cabinetry, granite countertops, stainless steel appliances, double ovens, a new refrigerator and dishwasher (2025), a center island, pantry storage, and two additional closets. Just off of the kitchen is a conveniently located powder bath updated with a marble-top vanity. On the third floor, the primary suite offers a custom walk-in closet and a spa-inspired bath with dual granite vanities, a soaking tub, and a separate walk-in shower. An additional bedroom and the laundry area complete the upper level. Notable upgrades include crown molding, designer lighting, and new ceiling fans throughout. The roof was just replaced in Nov 2025, providing added peace of mind. AC 2017. Ideally located across from the elementary school and within walking distance of the community amenities, including restaurants, shopping, the pool, and fitness center, this home offers the best of Baldwin Park living. Move-in ready and meticulously cared for, this exceptional townhome is a must-see.

1659 Common Way Road, Orlando

$1,350,000

3 Beds ⋅ 3 Baths ⋅ Baldwin Park SubDv. ⋅ 32814 Zip Code

This exceptional Baldwin Park residence pairs a charming craftsman exterior with a masterfully reimagined interior that blends warm character and a clean, modern aesthetic. The grand entrance immediately sets the tone with a stylish staircase featuring automatic LED lighting, a light-toned wooden handrail, and sleek horizontal black metal infill bars. Nearby, a private front study serves as a bright and inviting workspace, complete with elegant French doors, plantation shutters, and a contemporary gold globe chandelier. The heart of the home flows seamlessly into a spacious dining and family room area. A modern entertainment wall separates these living spaces, showcasing a textured gray center panel, a wall-mounted television, and a linear electric fireplace flanked by custom open shelving on a light wood base. Just beyond, the expansive kitchen centers around a thick, polished white quartz island with delicate gray veining, supported by traditional column legs that create a comfortable bar seating area. Bright white, ceiling-height shaker perimeter cabinetry maximizes storage and features contemporary gold hardware, seamlessly framing a large French-door stainless steel refrigerator. High-end culinary details include a custom white cabinet tower with flush-recessed luxury ZLINE appliances, a professional induction cooktop beneath a chimney-style range hood, and a dual-jointed bronze pot filler mounted on a full-height marble slab backsplash. Subtle gold candle-style wall sconces illuminate the workspace, while a decorative room divider of natural wood columns artfully integrates a structural post. A thoughtfully redesigned breakfast nook completes the kitchen layout, offering an L-shaped banquette bench with built-in storage and a dedicated coffee bar. Practical luxury extends throughout the rest of the home, starting with a reconfigured laundry room equipped with a stacked, front-loading washer and dryer alongside floor-to-ceiling white shaker cabinets. Upstairs, a versatile retreat serves perfectly as a play area or a second home office. The primary suite offers a private sanctuary, featuring a walk-in closet lined on both sides with custom white cabinetry, multiple drawer banks, and adjustable shelving. The accompanying spa-like bathroom boasts a two-tone vanity with floor-to-ceiling cabinets, a relaxing spa tub, a frameless glass shower, and subtle gray tilework that contrasts beautifully against dark green and light wood cabinetry. Two additional well-sized bedrooms share a full bath to round out the comfortable upper-level layout. Outdoor living is equally impressive, highlighted by a full-length front porch, a screened rear lanai, and a generous yard with ample room to add a pool. Providing ultimate peace of mind, the property comes complete with a brand new roof and a new HVAC system both installed in June 2026. Baldwin Park is full of community spirit and offers a vibrant lifestyle where you can stroll to the neighborhood grocery store, savor meals at delightful restaurants, browse boutique shops, and immerse yourself in outdoor activities. Residents also enjoy access to two fitness centers, several parks, and three neighborhood pools. Baldwin Park offers close proximity to both Downtown Orlando, Winter Park, major thoroughfares and Orlando International Airport.

3069 Stanfield Avenue, Orlando

$650,000

3 Beds ⋅ 3 Baths ⋅ Baldwin Park 6 SubDv. ⋅ 32814 Zip Code

Beautifully updated 3-bedroom, 2.5-bath townhome in the highly sought-after Baldwin Park community, offering the perfect blend of style, convenience, and low-maintenance living. A private garage and welcoming front porch set the tone for this move-in-ready home. The thoughtfully designed floor plan features a formal living room at the front of the home, while the rear living spaces flow seamlessly together, creating an ideal setting for both entertaining and everyday living. The stunning remodeled kitchen is the heart of the home, showcasing stainless steel appliances, stone countertops, a large farmhouse-style sink, and abundant workspace for cooking and gathering. Just beyond the family room, enjoy a spacious private patio that offers plenty of room for outdoor dining and relaxation without the burden of extensive yard maintenance. Upstairs, you'll find three generously sized bedrooms designed for comfort and privacy. The primary suite serves as a true retreat with a large walk-in closet, plantation shutters, and an updated en-suite bath. Additional features include luxury vinyl plank flooring, modern interior paint, plantation shutters throughout much of the home, and numerous thoughtful updates. Major improvements provide peace of mind, including a new roof (2025) and new HVAC system (2024). Ideally located within walking distance to Baldwin Park's shops, restaurants, parks, and trails, and just minutes from Winter Park, Park Avenue, downtown Orlando, and top-rated Winter Park schools. This exceptional home offers the lifestyle today's busy professionals are looking for—an unbeatable location, modern updates, and easy living.

2843 Upper Park Road, Orlando

$715,000

3 Beds ⋅ 4 Baths ⋅ Baldwin Park SubDv. ⋅ 32814 Zip Code

Experience refined living in this elegant, beautifully updated four-story townhome nestled within a lush courtyard in the highly sought-after community of Baldwin Park. Offering approximately 2,539 square feet of thoughtfully designed living space, this exceptional residence features three spacious bedrooms, each with its own private ensuite bath, plus a versatile fourth-floor loft/media room —ideal for a home office, entertainment space, or guest retreat. Designed for both comfort and sophistication, the home boasts rich hardwood floors, plantation shutters, crown molding, new LED recessed lighting, and stylish updated fixtures throughout. The heart of the home is a stunning remodeled kitchen featuring stainless steel appliances, a generous center island, breakfast bar seating, and seamless flow into the open-concept dining and living areas, creating the perfect setting for everyday living and entertaining. One of the home's most exceptional features is its private rooftop retreat, offering a rare outdoor living experience that truly sets this residence apart. Accessible from the expansive fourth-floor loft, this elevated outdoor oasis provides the perfect setting for entertaining guests, hosting sunset dinners, enjoying weekend gatherings, or simply relaxing under the stars. With ample space for comfortable seating, outdoor dining, and personalized design touches, the rooftop terrace serves as an extension of the home's living space and creates an inviting atmosphere for year-round enjoyment. Whether savoring your morning coffee, taking in the evening skyline views, or celebrating special occasions with family and friends, this rooftop sanctuary delivers a lifestyle of luxury and relaxation. Meticulously maintained and truly move-in ready, this residence offers peace of mind with major updates including a new HVAC system (2025), new roof (2025), and water heater (2026). A spacious two-car garage provides ample storage and convenience. Residents enjoy access to outstanding community amenities including a heated pool, fitness center, playgrounds, and expansive green spaces. Just moments from Baldwin Park Town Center, you'll enjoy walkable access to, Baldwin Elementary school, Publix, CVS, charming boutiques, and an array of popular restaurants and cafés. Outdoor enthusiasts will appreciate the nearby 2.5-mile scenic path surrounding Lake Baldwin, with direct access to a large dog park and the Cady Way Trail. Combining luxury, location, and lifestyle, this exceptional home offers a rare opportunity to enjoy executive living in one of Orlando's most desirable neighborhoods. Schedule your private showing today.

1451 Common Way Road, Orlando

$598,000

3 Beds ⋅ 2 Baths ⋅ Baldwin Park #5 SubDv. ⋅ 32814 Zip Code

This exquisite second-floor condo is a rare corner unit beautifully nestled in the heart of Baldwin Park. Boasting 1,434 square feet of living space, the home features a spacious open floor plan with impressive high ceilings and stunning natural light and a wrap-around porch. Brand new luxury vinyl floors run throughout the entire home, which includes three bedrooms and two full bathrooms. The kitchen is a chef's delight, complete with stainless steel appliances and open access to the dining and living areas. This central space is surrounded by French doors that open out to the patio, providing ample room for both casual and formal entertaining. The sizable master bedroom offers a serene escape, featuring a custom walk-in closet and an en-suite bathroom with double vanities and a walk-in shower. You can relax on the expansive, well-shaded covered wrap-around balcony, which is enveloped by mature oak trees and lush landscaping. This unique feature makes the condo feel elegant, quiet and private. For added convenience, the property includes a private single-car garage with plenty of storage space, an additional parking spot, and elevator access. It sits just a three-minute walk from an Olympic-sized pool, which is one of three available community pools, and offers close proximity to highly rated schools and vibrant downtown Baldwin Park. Baldwin Park itself is full of community spirit and offers a vibrant lifestyle where you can stroll to the neighborhood grocery store, savor meals at delightful restaurants, browse boutique shops, and immerse yourself in outdoor adventures. Residents also enjoy access to two fitness centers, allowing days to be as active or relaxed as desired. This impeccably kept sanctuary delivers an unparalleled living experience with its close proximity to both Downtown Orlando and Winter Park. Do not miss out on the opportunity to own this beautiful home and experience the cherished Baldwin Park lifestyle firsthand by scheduling your private viewing today.

4392 Wardell Place Unit 201, Orlando

$579,900

3 Beds ⋅ 2 Baths ⋅ Baldwin Park #4 Condo SubDv. ⋅ 32814 Zip Code

RECENTLY UPGRADED with wood look ceramic tile, quartz countertops, stainless steel appliances and wood cabinetry. NEW AC installed in 2024. Award winning community of Baldwin Park. This well maintained 3 bedroom, 2 bathroom top floor condo is located in an elevator building and includes a private one car garage with convenient guest parking nearby. Positioned in one of the most desirable locations in the community, this unit overlooks Blue Jacket Park with views of Lake Baldwin. French doors open to a private balcony that brings in beautiful natural light and creates a peaceful space to enjoy your morning coffee, unwind after a long day, or take in holiday fireworks from the comfort of home. The kitchen opens to the living area with a view of Blue Jacket Park and Lake Baldwin! The entire home features ceramic wood look tile flooring throughout, offering a seamless look with durability and easy maintenance. The spacious primary suite offers a walk in closet and an upgraded ensuite bathroom featuring double vanities and a walk in shower. Additional features include an interior laundry area with washer and dryer. Enjoy walkability to top rated schools, Lake Baldwin’s scenic jogging and biking trails, and the Village Center with restaurants, shops, and Publix. Baldwin Park residents also have access to three pools, two fitness centers, clubhouses, parks, and playgrounds, all just minutes from Winter Park and downtown Orlando. BRAND NEW ROOF INSTALLED in April. These updates reflect the association’s continued investment in maintaining the quality and longevity of the community. This one won't last long. Schedule your showing today.

2315 Upper Park Road Unit 302, Orlando

Orlando Homes with Playground Community Features

Newest Orlando Homes with Playground Community Features