Location: Orlando
Keyword(s): Winter Park High
Keyword(s) High School: Winter Park High
Do Not Show Listings
1563 COMMON WAY RD, ORLANDO, FL 32814
$599,990156 Days on yellowkey MLS ID: O6371726
REDUCED by $9,010 (1.5%) on 06/11/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1871 Built: 2005Monthly Fee: $620 Tax: $10,738 (2024)Community: Baldwin ParkTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,738
Elementary School: Baldwin Park Elementary
High School: Winter Park High
Tax Year: 2024
Middle School: Glenridge Middle
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Located just steps from Lake Baldwin and Baldwin Park Village Center, this end-unit Baldwin Park townhome offers a rare combination of three, private, ensuite bedrooms, including a highly desirable first-floor suite ideal for guests, multi-generational living, or a private home office. Filled with natural light from multiple exposures, this move-in-ready residence features an open-concept living and dining area, a private balcony, fresh interior paint, and a newer HVAC system. The thoughtful floor plan provides exceptional flexibility, with every bedroom enjoying its own private bath for comfort and privacy. An attached rear-entry two-car garage offers valuable storage and convenience, while the low-maintenance lifestyle allows you to spend more time enjoying everything Baldwin Park has to offer. Enjoy a short stroll to Lake Baldwin, Blue Jacket Park, Publix, neighborhood restaurants, coffee shops, and the Cady Way Trail. Downtown Orlando, Winter Park, Park Avenue, and SR-408 are all just minutes away. End-unit townhomes with three private ensuite bedrooms are exceptionally difficult to find in Baldwin Park below $600,000! Combined with its walkable location, abundant natural light, attached two-car garage, and versatile floor plan, 1563 Common Way Road presents an outstanding opportunity in one of Orlando’s most sought-after communities.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Jenny Dunn (407-580-7964)
2806 MOSS GROVE BLVD, ORLANDO, FL 32807
$349,99010 Days on yellowkey MLS ID: S5151206
0 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1272 Built: 1975 Tax: $1,398 (2025)Community: Hanging Moss EstatesSingle Family
Taxes:$1,398
Elementary School: Cheney Elem
Tax Year: 2025
Remarks: Welcome to this 3-bedroom, 2-bathroom split-floor plan home in one of Orlando's most well-kept neighborhoods! This 1,272 sq ft home offers solid bones and great potential in a community that truly shows pride of ownership. The kitchen has been updated with granite countertops, white cabinetry, mosaic backsplash, and a breakfast bar peninsula. French doors lead to a large screened porch overlooking a fully fenced backyard with a mango tree, calabaza, and fresh fruit and vegetables growing right outside your door. Tile and vinyl flooring throughout — no carpet! Minutes from UCF, Full Sail University, SR-408, SR-417, Downtown Orlando, and the airport. Priced as the most competitive home in the area — bring your vision and make it your own!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Christine Fonseca (407-470-0583)
2066 BRINK ALY, ORLANDO, FL 32814
$680,000131 Days on yellowkey MLS ID: O6379018
0 Days Off yellowkey (back on 4/20/2026)
REDUCED by $15,000 (2.2%) on 04/17/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2123 Built: 2010Monthly Fee: $572 Tax: $11,203 (2025)Community: Baldwin Park Rep 01Townhouse
Taxes:$11,203
Remarks: Under contract-accepting backup offers. Virtually Staged. Nestled in a peaceful courtyard setting, this beautifully appointed three-story townhome is ideally located in the heart of Baldwin Park, just a short walk to the Grace Hopper Pool, clubhouse, fitness center, and Lake Baldwin. Throughout the home, light oak hardwood flooring adds warmth, elegance, and timeless appeal.The first level features a private bedroom with a separate entrance, perfect for guests or a home office. This space includes an ensuite bathroom with a single vanity and walk-in shower, along with a large adjacent closet offering additional storage. An attached two-car garage completes this level. The second floor is the main living area and is filled with abundant natural light. The living room is enhanced by a custom wood-panel accent wall, adding texture, warmth, and a modern design touch. It opens to a private balcony overlooking the tranquil courtyard. The living room flows seamlessly into the dining area and kitchen, creating an ideal layout for entertaining. The kitchen features granite countertops, a classic subway tile backsplash, stainless steel appliances, and a center island. A dedicated space for a breakfast nook sits just off the kitchen, along with a conveniently located half bath. The third level offers a thoughtful and functional layout, with a versatile bonus room positioned between the primary bedroom and the second bedroom, perfect for a media room, lounge, or study space. A full laundry room is also located on this level. The second bedroom is located off the full bathroom with dual sinks and a shower/tub combination. The primary bedroom showcases a stylish tray ceiling accented with a striking light fixture and tasteful wallpaper detailing, offering an elegant and serene atmosphere. The primary suite offers a large walk-in closet with custom built-in drawers and shelving and has an ensuite bathroom comprised of dual vanities and a walk-in shower. This low-maintenance townhome offers thoughtfully designed outdoor spaces including a welcoming front porch and a balcony overlooking the tranquil courtyard. Home improvements include a new roof in 2025, water heater: 2023, HVAC: 2024. Baldwin Park residents enjoy access to three community pools, two fitness centers, and a vibrant neighborhood with shops, restaurants, and exceptional walkability. This home offers the perfect blend of modern comfort, thoughtful design, and the unbeatable Baldwin Park lifestyle. It's a true oasis in a desirable and peaceful location.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Jenny Lake (407-607-4878)
2936 MOORCROFT CT, ORLANDO, FL 32817
$485,0009 Days on yellowkey MLS ID: O6413385
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1670 Built: 1994 Tax: $2,294 (2025)Community: Arbor PointeSpa: YesSingle Family
Taxes:$2,294
Elementary School: Arbor Ridge Elem
Remarks: Bring your buyers to see this exceptional 3-bedroom, 2-bath pool home. This beautiful and immaculately maintained residence features a desirable split-bedroom floor plan and a stunning kitchen. The home showcases engineered wood plank flooring and tile throughout in addition to new windows 2026 and new roof in 2025 which are among many other updates. Enjoy designer-selected accents in neutral tones, a wood-burning fireplace, and plantation shutters. The formal living and dining rooms are separate from the inviting family room, which features glass doors leading to the lovely screened pool area and sauna. The spacious primary bedroom also opens directly to the pool area. An inside laundry room leads to the oversized two-car garage. The backyard offers privacy and a peaceful water view. Located in a highly sought-after school district, this home is zoned for Winter Park High School, Glenridge Middle School, and Arbor Ridge Elementary School. Professional services, excellent shopping, outstanding entertainment, and a variety of restaurants are all within approximately 20 minutes. This location offers the ultimate in convenience. Call today to arrange your private showing!
Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)
Listing Agent: Barbara Broughton (407-446-5441)
803 HASKELL AVE, ORLANDO, FL 32807
$369,99938 Days on yellowkey MLS ID: TB8505733
REDUCED by $5,001 (1.3%) on 06/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1197 Built: 1957 Tax: $2,461 (2025)Community: Lake Barton ParkSingle Family
Taxes:$2,461
Remarks: Step inside this beautifully renovated three-bedroom, two-bath home full of charm and character, perfectly situated (between Baldwin Park and Winter Park) near downtown Orlando, Florida. Every detail has been thoughtfully updated from the brand-new roof to the stylish kitchen featuring sleek quartz countertops and modern appliances. Enjoy fully renovated bathrooms, high-quality laminate flooring throughout, elegant six-inch baseboards, updated trim, contemporary light fixtures, and freshly painted interiors that create a bright, welcoming feel. New exterior doors add the perfect finishing touch. Ideally located just minutes from popular restaurants, shopping destinations, and major highways, this home offers both comfort and convenience. Whether you're starting a family, downsizing, or ready to own your first home, this inviting property is ready to welcome you.
Listing is courtesy of: INI REALTY (904-394-7125)
Listing Agent: Kp Paul (813-817-2695)
5416 PENWAY DR, ORLANDO, FL 32814
$939,000219 Days on yellowkey MLS ID: O6357821
REDUCED by $10,999 (1.2%) on 06/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2518 Built: 2006Monthly Fee: $93 Tax: $7,918 (2024)Community: Baldwin Park PoaSingle Family
Taxes:$7,918
Remarks: Welcome home to this STUNNING two-story Baldwin Park home (4 Bedrooms + 3.5 Bathrooms + Office) showcasing OVER $180,000 in upgrades - ROOF REPLACED (2023), KITCHEN UPGRADED (Relocated and expanded island, replaced granite, appliances, added pendant lighting and under cabinet lighting), A/C UNIT REPLACED (2018), WATER HEATER REPLACED (2020), PRIMARY BATHROOM REMODELED (Replaced cabinets, enlarged the shower, replaced all tile, and added new granite), Closet Systems added (in Primary + Laundry + Garage), New Gutters, Plantation Shutters, and an Electric Vehicle Charging Outlet installed. Inside, an abundance of natural light highlights the meticulous renovations and elevated finishes throughout the home. Downstairs, you'll enjoy the spacious dining area, an office, and a kitchen/great room combination that's ideal for both entertaining and everyday living. The upstairs has a great split floor plan! The loft area provides flexible space and separates the primary suite from the additional 3 bedrooms (two of which share a Jack and Jill bath). The private primary suite serves as a serene retreat, showcasing a fully renovated spa-inspired bathroom with refined finishes and a calming ambiance. This home blends modern sophistication with the timeless charm of one of Orlando’s most sought-after communities. Every detail has been thoughtfully curated to create a space that is both elegant and effortlessly livable. The extended front patio is the perfect setting for morning coffee or relaxing evenings in this picturesque neighborhood. Every Baldwin Park neighbor has access to the Gigabit Fiber internet by Hotwire Fision which is included in the community association and provides exceptional connectivity. This home is perfectly positioned in the heart of Baldwin Park and is move-in-ready. Come enjoy the tree-lined streets, scenic parks, playgrounds, community pools, and fitness centers, with easy access to the Village Center’s shops, dining, and entertainment - all while being minutes from Downtown Orlando, Winter Park, and the executive airport. Take advantage of this rare opportunity to experience modern luxury and classic Baldwin Park living in one beautifully updated home.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
224 CAPE SABLE DR, ORLANDO, FL 32825
$459,0006 Days on yellowkey MLS ID: O6414734
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1832 Built: 2004Monthly Fee: $100 Tax: $6,143 (2025)Community: Woodland LakesSingle Family
Taxes:$6,143
Elementary School: Cypress Springs Elem
Middle School: Legacy Middle
Remarks: *0.21 acres* Newer flooring in 2023* Roof 2023* Conservation View* Cul-De-Sac* Welcome home to the beautiful Woodland Lakes II gated community! As you approach the house, you will notice the small sitting area in the cul-de-sac. Walking through the front entry, you encounter the formal dining room to your right. To the left you will see bedrooms two and three separated by the second bathroom, which also serves as the guest bathroom. This bathroom boasts a double sink paired with a combined tub and shower. Continuing forward you will walk into the large living room, with the kitchen to your right. The kitchen contains stainless steel appliances, oak cabinets, and a nice sized pantry. The laundry room to the right is a great landing point as an entrance from the garage. Just past the living room you will find the primary bedroom with beautiful brand new vinyl flooring. The en suite bathroom contains separate vanities, as well as a shower and walk-in tub. Looking beyond the living room and kitchen is the back porch that has been pressure washed. This screened in spacious area is perfect for sitting with a cup of coffee on a quiet morning listening to the sounds of nature that surround you. The Woodland Lakes community features incredibly well maintained common areas, including secure gate access, swimming pool, jacuzzi, and a playground with a BBQ area. The community has easy access to Highways 408 & 417 which allows convenient travel to Central Florida & beyond. Call NOW to view this home!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Erin Fang (407-913-9581)
8825 BUTTERNUT BLVD, ORLANDO, FL 32817
$455,90013 Days on yellowkey MLS ID: O6404329
0 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1722 Built: 1979Monthly Fee: $67 Tax: $2,346 (2025)Community: Woodside VillageSingle Family
Taxes:$2,346
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully presented home in Woodside Village, an established lakeside community on the shores of Lake Pearl. Situated on a spacious corner lot, this 3-bedroom, 2-bath residence offers over 1,700 square feet of comfortable living space. An inviting entry foyer opens to generous living and dining spaces, , where abundant natural light, warm wood flooring, and crown molding create an atmosphere that feels both comfortable and refined. The family room is anchored by a vaulted ceiling and cozy wood-burning fireplace, while French doors open to an oversized screened porch that naturally extends the living space outdoors. The kitchen blends timeless style with everyday functionality, featuring white shaker-style cabinetry, granite countertops, stainless steel appliances, subway tile backsplash, under-cabinet lighting, and plentiful prep space. A window above the sink overlooks the backyard, while the charming breakfast area offers direct access to the porch—ideal for morning coffee or casual dining. The spacious primary suite creates a relaxing retreat with a wall of French doors opening to the screened porch. The updated ensuite bath includes dual sinks and an oversized walk-in shower with built-in seating. A split-bedroom layout enhances privacy, with two additional bedrooms and an updated guest bath thoughtfully positioned on the opposite side of the home. A versatile laundry room adds exceptional functionality with a front-loading washer and dryer, folding space, extra storage, and a built-in desk area perfect for managing household tasks or working from home. Step outside to enjoy the expansive screened porch overlooking a beautifully landscaped, fenced backyard complete with paver patios and market lighting—perfect for outdoor gatherings. Additional highlights include newer windows, a well for irrigation, a Generac generator, and an oversized two-car garage with built-in storage cabinets, all complemented by the home’s desirable corner lot setting within this established lakeside neighborhood. Woodside Village residents enjoy exclusive access to a private boat ramp on Lake Pearl, a lakeside pool, playground, and tennis/pickleball courts. The home is also zoned for highly sought-after schools: Lakemont Elementary, Maitland Middle, and Winter Park High. Don’t miss the opportunity to own this exceptional home —where comfort, style, and community come together. Water Heater 2026, A/C 2022, Plumbing 2012, Roof 12/12.
Listing Agent: Mary Colton (407-222-7388)
1604 COLE RD, ORLANDO, FL 32803
$1,399,0007 Days on yellowkey MLS ID: TB8516648
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3465 Built: 2026 Tax: $3,458 (2025)Community: Phillips Rep 01 LakewoodSingle Family
Taxes:$3,458
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Remarks: Under Construction. This new David Weekley home combines easy elegance with the streamlined versatility to adapt to your family’s lifestyle changes through the years. Cherish your relaxing sunsets and breezy weekends from the shaded bliss of your covered front porch, and backyard lanai. Your awe-inspiring Owner's Retreat provides a glamorous way to begin and end each day with a spa-day bathroom and a luxurious walk-in closet. Each spare bedroom presents a delightful place for growing personalities to shine. Build lifelong memories together in the incredible upstairs retreat and craft your perfect specialty room in the downstairs study. Your open-concept floor plan offers an impeccable space to play host to picture-perfect movie nights and brilliant social gatherings. The chef’s specialty kitchen supports the full variety of cuisine exploration and includes a presentation island and an oversized pantry.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
4029 TAMARISK WAY, ORLANDO, FL 32817
$475,00025 Days on yellowkey MLS ID: O6409365
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1992 Built: 1979Monthly Fee: $67 Tax: $2,650 (2025)Community: Woodside VillageSingle Family
Taxes:$2,650
Remarks: Under contract-accepting backup offers. Lovely 4 Bedroom, 2 Bath, 2-car garage home on a spacious .23 Acre lot in desirable Woodside Village and zoned for sought-after WINTER PARK SCHOOLS! Feel free to BRING YOUR BOAT as you'll have RARE, DEEDED LAKE ACCESS to LAKE PEARL - a LARGE 64-Acre Lake known for its skiing, boating and fishing activities! This ONE-OWNER HOME is smartly designed with a SPLIT-FLOOR PLAN and features an UPDATED KITCHEN and an UPDATED PRIMARY BATH and has a BRAND NEW ROOF INSTALLED LATE MAY 2026. Other upgrades include a BRAND NEW ELECTRICAL PANEL BOX (May 2026), HARDWOOD FLOORS in the Living & Dining Rooms, a WELL for lawn irrigation (Saves tons off your water bill!) and the house has also been RE-PLUMBED. The spacious Foyer welcomes you in and offers an extra-wide closet for storage. To the right you’ll see the main living area/Family Room with its cozy wood-burning Fireplace Solar Tubes and the REMODELED KITCHEN with SILESTONE COUNTERS, SOLID WOOD CABINETRY, an ISLAND BREAKFAST BAR, STAINLESS APPLIANCES, a SOLAR TUBE, as well as NEWER RECESSED LIGHTING set inside a Lovely TRAY CEILING complete with CROWN MOLDING! The Kitchen has a French Door out to the patio, and is not only open to the Family room, but also has a large pass-through opening it up to the Dining Room and Living Room. This living area features TRIPLE-SLIDING GLASS DOORS to the large screen-enclosed patio. The patio overlooks a lush, well-landscaped back yard featuring a wooden TRELLIS and a welcoming bench seat! All four bedrooms are equipped with neutral carpets and ceiling fans. The Primary Bedroom features an ensuite bath with two vanity areas and is UPDATED with lovely SHAKER-STYLE CABINETRY, CORIAN COUNTERS & a WALK-IN CLOSET. This house has solid Block & Stucco Construction with wood and stone trim and is MOVE-IN READY. The Garage is a spacious 22 x 21 ft & houses the Washer/Dryer which are included as well! Located on a picturesque TREE-LINED street, this unique neighborhood has all the AMENITIES you could want...BOAT RAMP, SKI LAKE, COMMUNITY POOL/TENNIS CTS/PLAYGROUND! Plus, the community has ways to connect that are RARELY FOUND ANYMORE such as ...Women's club, Garden club, holiday socials, book clubs, etc. Zoned for HIGHLY-RATED WINTER PARK SCHOOLS! Only 5 minutes to Trinity Prep & the 417, 10 minutes to UCF, Research Park, Westinghouse/Siemens, Full Sail & Valencia College; 15 MIN. TO DOWNTOWN ORLANDO, the Orlando International Airport, and Downtown Winter Park! Priced so you can make other updates to suit your own taste buds...call for your private showing to make this Lovely home your own!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Diane Sterling (407-761-0512)
2506 WOODSIDE AVE, ORLANDO, FL 32803
$1,149,00011 Days on yellowkey MLS ID: O6413252
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2642 Built: 2017 Tax: $14,777 (2025)Community: Beeman ParkSingle Family
Taxes:$14,777
Remarks: Welcome to 2506 Woodside Ave — a meticulously appointed 2017-built home with distinctive modern architecture tucked into one of Orlando's most beloved and established neighborhoods. Clean lines, bold design, and an unmistakable contemporary presence set this home apart on a street of charming older Florida homes and newer construction alike. Surrounded by mature trees and quiet streets where neighbors know each other, this property combines mid-century modern design with a welcoming neighborhood atmosphere. The main residence includes 3 bedrooms and 2.5 bathrooms, with the total property — including a private guest studio — encompassing approximately 2,642 square feet on a 69 x 125 ft lot. The home's interior is finished with the same intention as its exterior: slate floors flow throughout the first level, rich hardwood carries through the upstairs, and the bathrooms feature slate tile, with one showcasing elegant marble floors. Granite countertops and Moen fixtures in the bathrooms and throughout the door hardware complete an interior where every detail was chosen deliberately. KitchenAid appliances anchor a well-appointed kitchen. Every room is equipped with dimmer-controlled lighting, and the home was constructed with non-cellulose sheetrock — a moisture-resistant choice well suited to the Florida climate. All bedrooms include ceiling fans, as does the living room. A dedicated laundry room with side-by-side washer and dryer, built-in storage, and clothes drying area adds convenience and functionality. The attached two-car garage, whole-home Generac generator system, Culligan whole-home water softening system, and Raintree irrigation system covering both the front and back yards provide infrastructure designed for Florida living. Step outside and the property truly shines. A resort-style salt-generating pool anchors the backyard, flanked by distinct outdoor entertaining spaces: two decks, one with a built-in bar and a separate covered porch with an outdoor TV and ceiling fan, creating an inviting outdoor living spaces that can be enjoyed throughout the year. The detached back studio includes a murphy bed, full bathroom, and separate kitchenette area with a breakfast bar, sink, microwave, and space for a small refrigerator. The flexible layout supports a variety of uses, including a home office, studio, workspace, guest accommodations, or additional recreational space. Rarely found in homes of this caliber, the detached studio adds functionality and versatility to the property. With no HOA and located on a uniquely quiet street with no through traffic, the setting is both peaceful and convenient. Two parallel roads connect at the lake, creating a distinctive pocket of the city. Audubon K-8 just blocks away, while the restaurants and shops along Corrine Drive, as well as Winter Park, Baldwin Park, and downtown Orlando, are all easily accessible. A distinctive modern home in one of Orlando's most sought-after neighborhoods, 2506 Woodside Ave presents a unique combination of thoughtful design, quality construction, and exceptional outdoor living.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1554 CHATFIELD PL, ORLANDO, FL 32814
$715,00010 Days on yellowkey MLS ID: O6413905
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1887 Built: 2005Monthly Fee: $494 Tax: $9,472 (2025)Community: Baldwin Park Unit 3Townhouse
Taxes:$9,472
Remarks: Welcome to Baldwin Park at its finest. This is truly one of the most stunning townhomes in the community, a completely renovated luxury residence where function and elegance meet. Perfectly positioned on a quiet street just one block from Baldwin Park's vibrant village center, this exceptional home offers convenient access to acclaimed dining, boutique shopping, parks, lakes, and scenic nature trails, all while providing the comfort and privacy of a beautifully customized residence. No detail was overlooked during the home's extensive top to bottom renovation. Major updates include a completely redesigned kitchen, beautifully renovated bathrooms, new flooring, fresh interior paint, and much more. The spectacular custom kitchen serves as the heart of the home and was thoughtfully designed for those who love to gather, entertain, and create lasting memories. Featuring custom cabinetry, a large center island with abundant storage and bar seating, stunning countertops, designer lighting, and premium appliances, the space effortlessly blends style and functionality. Whether hosting friends for dinner or enjoying a quiet morning coffee, this kitchen is designed to be enjoyed. Throughout the home, you will find thoughtfully curated finishes and high end upgrades that create a truly elevated living experience. Designed for today's lifestyle, the flexible floor plan offers an ideal work from home environment with dedicated office space and multiple areas for productivity. Recent major improvements provide exceptional peace of mind, including a new roof in 2025 and a newer HVAC condenser. Located in one of Orlando's most sought after neighborhoods, Baldwin Park is known for its picturesque tree lined streets, charming architecture, top rated schools, miles of scenic nature trails, resort style community pools, fitness facilities, and an unmatched sense of community. Homes of this caliber, offering this level of customization and quality, rarely become available. This is more than a home. It is a lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jamie Sharon (407-227-0157)
2312 MONTANA ST, ORLANDO, FL 32803
$1,425,00046 Days on yellowkey MLS ID: TB8502758
INCREASED by $46,000 (3.3%) on 06/07/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3465 Built: 2026 Tax: $1,643 (2025)Community: Phillips Rep 01 LakewoodSpa: NoSingle Family
Taxes:$1,643
Remarks: Under Construction. Welcome to The Lorinda by David Weekley Homes, a refined two-story residence balanced at ~3,465 sq ft with 5 bedrooms, 4 full baths, and a spacious 3-car garage. The first floor unfolds with a gracious foyer leading into a refined open-concept great room and dining space flanked by a gourmet kitchen with a center island that's made for gathering. A flexible guest suite or study and a well-appointed powder room round out this level. Upstairs lies the serene main suite, likely featuring elevated design touches and generous closets. Accompanying it are three additional bedrooms, each with easy access to full baths—perfect for families or entertaining overnight guests. With a thoughtful layout, upscale appointments, and room for both everyday life and special occasions, The Lorinda effortlessly blends elegance and practicality. Contact the David Weekley Homes at Downtown Orlando Team to learn about the industry-leading warranty included with this new construction home in Orlando, FL!
2315 UPPER PARK RD #302, ORLANDO, FL 32814
$599,90053 Days on yellowkey MLS ID: O6399861
REDUCED by $10,100 (1.7%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1307 Built: 2006 Tax: $8,191 (2025)Community: Baldwin Park #4 CondoCondo
Taxes:$8,191
Remarks: 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.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Abby Green (321-947-4460)
4512 BRIDGEWATER DR, ORLANDO, FL 32817
$895,000190 Days on yellowkey MLS ID: O6365659
REDUCED by $41,000 (4.4%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2091 Built: 1983 Tax: $7,214 (2025)Community: Watermill Sec 01Spa: YesSingle Family
Taxes:$7,214
Remarks: WELCOME HOME to your private lakefront oasis on Lake Pearl! This exceptional pool home with 165+ feet of waterfront sits on a rare 1.3-acre lot and offers unmatched privacy, stunning views, and direct access to one of Central Florida’s most desirable spring-fed, skiable lakes. Lake Pearl is private and owner-only access, perfect for boating, water skiing, paddleboarding, and lakeside relaxation. Outdoor living shines here with a 2020 TREX dock with boat lift and a unique bat house near the lake that provides natural mosquito control for year-round comfort. The partially fenced yard is perfect for pets and outdoor play while keeping a safe distance from the water. Inside, you're welcomed by a generously sized formal living and dining area, engineered hardwood flooring, and beautiful natural light. The kitchen, living room, breakfast nook, and back guest room/office all offer stunning lake views, making everyday moments feel special. Picture yourself watching the sunset over Lake Pearl while making dinner—a lifestyle that truly sets this home apart. The family room includes a cozy gas fireplace, allowing you to enjoy the glow of a fire while taking in breathtaking sunset views over the lake. This ideal split floorplan provides privacy and comfort. The master suite is a peaceful retreat featuring pool and lake views, plus a private entrance to the pool area for easy access to morning swims or relaxing spa evenings. The en-suite bathroom includes a walk-in closet and serene waterfront vistas. Step outside to your enclosed outdoor oasis with a PebbleTec pool, a heated spa, and a spacious screened lanai perfect for entertaining, lounging, or enjoying the lakefront breeze. The home is located in an A+ rated Winter Park school district and within an optional HOA that provides access to a community park, walking trails, and tennis courts—enhancing both recreation and neighborhood lifestyle. Perfectly situated, you're just minutes from the 417, UCF, Downtown Orlando, Park Avenue in Winter Park, and Orlando International Airport, offering unmatched convenience in a premier lakefront setting. Homes on Lake Pearl rarely come to market—don’t miss this incredible opportunity to own a true lakefront lifestyle property in Orlando.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Maria Nunez (407-782-6512)
9889 LAKE GEORGIA DR, ORLANDO, FL 32817
$2,790,00011 Days on yellowkey MLS ID: O6412657
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5638 Built: 2022 Tax: $22,108 (2025)Community: Lake Georgia ShoresSpa: YesSingle Family
Taxes:$22,108
Remarks: Wake up to a beautiful fire-lit sunrise over the water. On a private 1.6-acre lot with 150 feet of frontage along 83-acre Lake Georgia, a rare ski-friendly lake in East Orlando, 9889 Lake Georgia Drive is an extraordinary custom-built lakefront estate where every detail has been sourced, engineered and installed at the highest level. Offering five bedrooms and six and one-half baths, this is a home defined by scale and craftsmanship. Pass through the sliding gated entry, follow the brick-paved driveway toward the striking custom pivot door, framed in limestone and accented with Turkish stone, and you understand immediately that this is no ordinary address. Inside, the home opens dramatically as 48-by-48-inch porcelain tile floors extend beneath soaring volume ceilings, flanked by floor-to-ceiling windows that draw the lake directly into the living space. Custom floating stairs rise with sculptural elegance beside a crystal chandelier and glass railings, while curated designer lighting sets a tone of refined permanence throughout. A stacked-stone fireplace anchors the great room, and a wet bar with gas fireplace extends the entertaining space. The chef's kitchen is anchored by a large waterfall-edge quartz island, complemented by German custom high-gloss cabinetry, premium stainless steel appliances, a built-in Thermador espresso machine and a porcelain tile backsplash. A walk-in pantry adds everyday function to a home designed to be lived in as beautifully as it looks. The primary suite offers lake views, dual quartz vanities, glass-enclosed rain showers, a handheld bidet and a walk-in closet with custom organizers. Additional en-suite bedrooms feature luxury vinyl plank floors and designer baths with backlit mirrors and matte fixtures. Most rooms are wired for interior and exterior audio, with surround sound in the media and family rooms, all controllable by phone or remote. A dedicated home office, a game/media room ready for billiards, and a second-floor loft complete the interior. Outside, resort-caliber amenities await. A magnificent summer kitchen is outfitted with a 48-inch barbecue, four gas burners, granite counters, ice maker, mini-refrigerator and sink, all beneath a tongue-and-groove wood porch ceiling with automatic screens. The newly resurfaced lap pool features a spa, sun deck, water feature and Pebble Tec surface, surrounded by 2,000 square feet of paver decking and adjoined by a nine-person spa. Above, a balcony finished with artificial turf delivers panoramic lake views. On the water, a large covered boat dock with upper deck, boat hoist, private slip and Sea-Doo storage, plus a private boat ramp on site, completes the picture. Additional highlights include a 22,000-kilowatt generator, dual tankless water heaters, water filtration and softening, $25,000 in motorized custom blinds throughout, an insulated three-car garage with refinished floors and custom storage racks, a security surveillance system, LED lighting, gas-infused double-pane windows and doors, a lake-fed irrigation system and parking for 12-plus vehicles. Ideally located, zoned for Winter Park schools with an Orlando address, just over three miles from UCF and the Central Florida Research Park, home to Lockheed Martin, Northrop Grumman, Raytheon, Boeing and L3Harris. Downtown Orlando and Orlando Health and AdventHealth medical centers are roughly 12 miles west, while Park Avenue's boutiques and dining are minutes away. This is lakefront living at its best.
Listing Agent: Audra Wilks (407-252-8582)
9915 KONA ISLE CT, ORLANDO, FL 32817
$449,90023 Days on yellowkey MLS ID: O6409497
1 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1965 Built: 1998Monthly Fee: $35 Tax: $2,442 (2025)Community: Deans ReserveSingle Family
Taxes:$2,442
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. From the moment you step inside, this home’s thoughtful design and inviting atmosphere are immediately apparent. Vaulted ceilings, abundant natural light, modern lighting fixtures, and distinct yet connected living spaces create both comfort and functionality. The single-story layout offers an ideal balance of openness and separation—well suited for everyday living, entertaining, or working from home. At the center of the home, an updated kitchen features elegant quartz countertops, stainless steel appliances, and a pantry that flow effortlessly into the main living area. The heart of the home is anchored by a spacious family room highlighted by beautiful imported porcelain tile and a European-style custom-built bookcase that adds character and sophistication. Separate formal living and dining rooms provide added versatility for hosting relaxed gatherings or more traditional entertaining, while a casual dining area adjacent to the kitchen offers convenient space for everyday meals. The home’s three-way split floor plan delivers excellent privacy and flexibility. The primary suite offers a peaceful retreat with an updated bathroom, walk-in closet, soaking tub, and separate shower. Three additional bedrooms provide plenty of options for guests, family, or a dedicated home office. Thoughtful upgrades continue throughout, including engineered hardwood flooring in the bedrooms—a welcome alternative to carpet—as well as ceiling fans in every room. A dedicated laundry room and spacious two-car garage add practical functionality. Step outside to a covered patio and private backyard, where updated landscaping and new vinyl fencing create a comfortable outdoor setting for relaxing, dining, or enjoying Florida’s year-round sunshine. Situated on a quiet cul-de-sac, the home offers both privacy and neighborhood charm. Major updates, including the roof replacement in 2017 and HVAC replacement in 2019, bring valuable peace of mind. The location is equally compelling. Zoned for Winter Park High School, this home is just minutes from University of Central Florida, Central Florida Research Park (home to one of the world’s largest clusters of modeling, simulation, and training companies), Valencia College East Campus, and Full Sail University, making it especially convenient for families, educators, and professionals alike. With quick access to SR 417, SR 408, and University Boulevard, commuting to Downtown Orlando, Winter Park, or Orlando International Airport is refreshingly easy. Shopping, dining, entertainment, and cultural opportunities—whether at Waterford Lakes Town Center or Winter Park’s trendy Park Avenue—are just a short drive away, along with nearby Blanchard Park, multiple golf courses, and everyday conveniences. Those who work from home will appreciate that fiber optic internet is available in Deans Reserve. Featuring an exceptional floor plan, distinctive architectural character, and a highly desirable East Orlando location, 9915 Kona Isle Court is a standout opportunity that thoughtfully balances comfort, adaptability, and long-term appeal. Schedule your private showing today.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
9909 EARLSTON ST, ORLANDO, FL 32817
$449,00016 Days on yellowkey MLS ID: O6411569
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2140 Built: 1985Monthly Fee: $15 Tax: $4,619 (2025)Community: Hunters TraceSingle Family
Taxes:$4,619
Middle School: Union Park Middle
Remarks: Under contract-accepting backup offers. No need to look any further than this spacious, upgraded 4-bedroom, 2-bath home offering multiple living areas and flex spaces to check every box on your list. The thoughtfully designed split floor plan strikes the perfect balance. Bright and airy open concept living at its core, with just the right amount of separation to give everyone their own space. The kitchen and bathrooms have been beautifully upgraded, featuring rich cabinetry, solid stone countertops, and a full suite of appliances replaced just six years ago — giving you the look and feel of a modern kitchen without the modern price tag. The home has been meticulously maintained with all the big-ticket items already taken care of. The 2020 roof, 2023 variable-speed Carrier Infinity AC unit, and brand new mini-split in the Florida room are all under transferable warranty. The updated electrical panel is solar and EV-ready; a thoughtful touch for the forward-thinking buyer. The fully fenced yard offers privacy and curb appeal, and a charming mango tree in the yard adds a little Florida appeal. The home is wired for high-speed internet, and a transferable termite warranty adds one more layer of peace of mind. Nestled quietly in the heart of the Hunters Trace community, the location is equally compelling. Suncrest Village Publix is less than a mile away, and direct 417 access puts downtown Orlando, Winter Park, and the theme parks all within easy reach. UCF and Costco are both within ten minutes, making this an ideal fit whether you're a family planting roots or simply looking for a perfectly positioned investment home in the heart of Central Florida.
Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC (407-673-1400)
Listing Agent: Bruce Gordon (407-580-6566)
2959 UPPER PARK RD, ORLANDO, FL 32814
$589,00010 Days on yellowkey MLS ID: O6412043
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1897 Built: 2005Monthly Fee: $534 Tax: $9,857 (2025)Community: Baldwin ParkTownhouse
Taxes:$9,857
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2959 Upper Park Road in Orlando, a 2-story townhouse offering 2 bedrooms, 2.5 bathrooms, an open floorplan, and low-maintenance living in a well-connected community. The main level is designed for everyday comfort, with the living, dining, and kitchen areas flowing together to create an easy setup for relaxing, hosting, and daily routines. Inside, the open layout gives the home a practical and inviting feel, with shared living spaces on the first floor and both bedrooms positioned upstairs for added privacy. A half bath on the main level adds convenience for guests, while the 2 full bathrooms upstairs support a comfortable arrangement for residents, visitors, roommates, or a work-from-home setup. The open patio extends the living space outdoors and offers a spot for seating, plants, morning coffee, or casual dining. It adds usable outdoor space while keeping maintenance simple. The community offers a strong lineup of amenities, including a pool, playground, park, fitness center, and clubhouse, giving residents convenient options for recreation and gathering close to home. Located in Orlando, the home is near shopping, dining, parks, schools, major roadways, and everyday conveniences, with access to surrounding areas throughout Central Florida.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
9517 DARIEN AVE #9517, ORLANDO, FL 32817
$190,000177 Days on yellowkey MLS ID: O6368148
REDUCED by $2,000 (1.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 992 Built: 1987 Tax: $2,298 (2024)Community: Colonial Landings Ph 04Condo
Taxes:$2,298
Remarks: Enjoy this second-floor 2-bedroom, 2-bath condo and make it your home! Ideally located near University of Central Florida (UCF), Valencia College, and Full Sail University, this condo offers exceptional convenience with easy access to major roadways, shopping, dining, entertainment, employment centers, public transportation, and area attractions. The unit features a convenient laundry closet in the kitchen/dinette area, a bright and airy oversized family room, and a spacious primary bedroom. Additional attic storage provides valuable extra space. Just a short walk to the community pool adds to the appeal. Located in the highly desirable Colonial Landings community, residents enjoy a central location near major highways, shopping, dining, entertainment, Downtown Orlando, and Orlando International Airport. Outdoor enthusiasts will love the nearby Little Econ Greenway, offering miles of walking trails, riverside recreation, picnicking, and wildlife views. Community amenities include a pool, hot tub, basketball court, and tennis court.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Tanya Fei (626-757-1567)
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