Location: Winter Park
Do Not Show Listings
3006 NORTHWOOD BLVD, WINTER PARK, FL 32789
$1,189,00035 Days on yellowkey MLS ID: O6419056
REDUCED by $10,000 (0.8%) on 07/23/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2075 Built: 1953 Tax: $4,188 (2025)Community: Northwood TerraceSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,188
Elementary School: Audubon Park K8
High School: Winter Park High
Tax Year: 2025
Middle School: Audubon Park K-8
Remarks: Reimagined from the ground up for modern living while honoring its original mid-century modern heritage, this 1953 Winter Park residence pairs authentic MCM character with the ease of all-new finishes and systems. Four bedrooms and three full bathrooms are arranged around an open living, dining, and kitchen core that opens to a light-filled sitting area. White oak floors run throughout, while designer lighting and ceiling fans, clean horizontal lines, and warm natural finishes carry the home's MCM soul. The kitchen anchors the home with Taj Mahal quartzite counters and brand new KitchenAid stainless steel appliances. Step out to an expanded rear patio overlooking a private fenced backyard, ideal for entertaining or quiet evenings at home. Move in with confidence: new roof, all-new windows, new 200-amp electrical service, all-new plumbing with new water heater, new HVAC ductwork, and a new Nest thermostat. The attached garage and dedicated interior laundry complete the layout. The location is the rare kind you can live on foot: walk to East End Market, Kelly's Homemade Ice Cream, Redlight Redlight, Sushi Lola's, and the sought-after Audubon Park K-8 School. Winter Park High and the shops and dining of Park Avenue are just minutes away. A thoughtfully rebuilt classic in one of the area's most established and connected neighborhoods.
Listing is courtesy of: ORLANDO HOMES GROUP LLC (407-923-6524)
Listing Agent: Daren Ellington (407-923-6524)
1886 CLEMATIS LN, WINTER PARK, FL 32792
$425,0007 Days on yellowkey MLS ID: O6428045
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1238 Built: 1960 Tax: $4,330 (2025)Community: Eastbrook Sub Unit 06Spa: NoSingle Family
Taxes:$4,330
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Discover the epitome of comfortable living in this fantastic single-family home situated on a generous and spacious corner lot. This meticulously renovated property features 3 bedrooms and 2 bathrooms, offering a perfect blend of modern style and cozy charm. Step inside to experience the allure of an open floor plan that seamlessly connects the living spaces. The kitchen, fully renovated and boasting a contemporary design, is the heart of this home—a perfect gathering place for family and friends. Indulge in the luxury of a private backyard oasis, where tranquility meets outdoor enjoyment. A delightful retreat awaits with a nice backyard, ideal for entertaining or simply unwinding under the stars. Plus, your vehicles and recreational gear are well taken care of with a 2-car garage and an additional boat space. The charm continues outdoors with a great covered lanai, providing the perfect setting for al fresco dining or cozy evenings by the fireplace. Every detail of this home has been thoughtfully curated to enhance your lifestyle. Don't miss the opportunity to make this Winter Park residence your own—where spacious living, thoughtful design, and comfort converge. Schedule your tour today and envision the possibilities that await in this truly remarkable home!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Steven Greening (407-595-7917)
1000 S SEMORAN BLVD #305, WINTER PARK, FL 32792
$129,0007 Days on yellowkey MLS ID: O6428044
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 735 Built: 1969Monthly Fee: $355 Tax: $1,377 (2025)Community: Golfside Villas CondoCondo
Taxes:$1,377
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Remarks: Freshly Updated 1-Bedroom Condo – Perfect for Homeowners or Investors! Whether you're looking for your first home, downsizing, or adding to your investment portfolio, this move-in-ready 1-bedroom, 1-bath condominium is an excellent opportunity. Featuring brand-new luxury vinyl plank flooring and a freshly painted interior, this home offers a clean, modern feel throughout. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating a bright and inviting space for everyday living and entertaining. A set of French doors leads to the screened-in porch, providing the perfect spot to enjoy your morning coffee or unwind after a long day. The spacious bedroom features a large walk-in closet, offering plenty of storage. This condo also includes one assigned parking space, along with additional guest parking for visitors. Residents enjoy access to a community pool and onsite laundry facilities, adding to the convenience of low-maintenance living. Ideally located just minutes from SR 408, the University of Central Florida (UCF), shopping, dining, restaurants, and entertainment, this condo offers an unbeatable combination of comfort, convenience, and value. Whether you're searching for a primary residence or a smart investment opportunity in a high-demand area, this Central Florida gem is one you won't want to miss!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Melissa Vance (407-489-5166)
5409 ALBERT DR, WINTER PARK, FL 32792
$430,0007 Days on yellowkey MLS ID: C7528794
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1483 Built: 1977 Tax: $5,337 (2025)Community: Howell Branch WoodsSingle Family
Taxes:$5,337
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Discover this spacious 3-bedroom, 2-bathroom home offers 1,483 sq ft of comfortable living space with a functional layout and plenty of room for everyday living. The home features a well-appointed kitchen, open living areas, and generously sized bedrooms. Outside, enjoy a private backyard with a swimming pool, creating the perfect space for relaxing, entertaining, and enjoying the Florida lifestyle.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
2323 DEVON CT, WINTER PARK, FL 32789
$429,00042 Days on yellowkey MLS ID: O6418530
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2403 Built: 1951 Tax: $1,872 (2025)Community: Glencoe SubSpa: NoSingle Family
Taxes:$1,872
Elementary School: Killarney Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: Rare opportunity in Winter Park's 32789! Located on a quiet cul-de-sac in one of Central Florida's most sought-after ZIP codes, this spacious 4-bedroom, 2-bath home offers approximately 2,400 square feet of living space, a brand new roof (2025), water heater (2021), and is situated on a generous lot with no HOA. Whether you're dreaming of creating your forever home, searching for your next renovation project, or looking to add a prime rental property to your portfolio, this is one you won't want to miss. With a little vision and updating, this property can truly shine in a neighborhood where beautifully renovated homes and stunning new construction continue to elevate property values. The location is exceptional—minutes from Park Avenue, Winter Park Village, top-rated schools, Rollins College, AdventHealth, downtown Orlando, and convenient access to I-4 and SR 408. Enjoy some of Central Florida's finest dining, boutique shopping, parks, museums, and entertainment, all just moments from your doorstep. Families will also appreciate Killarney Elementary School is just one street away. With endless possibilities to reimagine, renovate, or invest, opportunities to purchase a home like this seldom come along. If you're looking to build equity, generate rental income, or create the home you've always envisioned, this exceptional property is ready for its next chapter.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Renee Taylor (407-913-9103)
777 HALIFAX AVE, WINTER PARK, FL 32792
$1,500,00021 Days on yellowkey MLS ID: O6422901
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3109 Built: 2021 Tax: $16,519 (2025)Community: Park Manor First AddSpa: NoSingle Family
Taxes:$16,519
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Remarks: Virtually Staged. Built in 2021 by David Weekley Homes, this thoughtfully designed 5-bedroom, 4.5-bath residence delivers 3,109 square feet of refined, light-filled living in one of Central Florida's most desirable locations. The sought-after Easterley floorplan opens into a bright, open-concept layout where soaring ceilings and abundant natural light set an effortlessly elegant tone, with generous room to gather, work, and unwind. At the heart of the home, a gourmet kitchen anchors the space with quartz countertops, a gas range, premium GE appliances, and a walk-in pantry—equally suited to weeknight dinners and lively entertaining. The first-floor primary suite offers a private retreat with a spa-inspired bath featuring a walk-in shower and a separate soaking tub, while four additional bedrooms provide flexible space for guests, a home office, or a playroom. Already plumbed and wired for a pool, the backyard is primed to become your own private oasis—simply add the design you've always envisioned. The location is exceptional. The home is zoned for top-rated schools, is just a short walk to the Winter Park YMCA, moments from Interlachen Country Club, and less than a mile from AdventHealth Winter Park—an unbeatable commute for those in the medical field. Park Avenue's upscale shopping and dining is just two miles away, with Baldwin Park's shops, restaurants, and lakeside trails only three miles from your door. Best of all: NO HOA. Modern construction, an unmatched address, and true Winter Park living—all in one.
Listing is courtesy of: SAFFORD REAL ESTATE LLC (407-461-3172)
Listing Agent: Jared Smith (229-406-0372)
2010 SUMMERFIELD RD, WINTER PARK, FL 32792
$575,00021 Days on yellowkey MLS ID: O6420140
REDUCED by $19,500 (3.3%) on 07/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1889 Built: 1957 Tax: $7,917 (2025)Community: Kenilworth Shores Sec 07Single Family
Taxes:$7,917
Remarks: Welcome to this beautifully maintained and thoughtfully updated home in the desirable City of Winter Park, offering an exceptional blend of comfort, space, and convenience. From the moment you arrive, the freshly installed, vibrant green front lawn and attractive landscaping create an inviting first impression. Inside, the cathedral ceiling enhances the spacious feel of the open floor plan, complemented by luxury vinyl flooring and ceramic tile throughout. The well-appointed kitchen features white cabinetry, granite countertops, and a new stainless steel appliance package that adds a modern touch. The home's versatile layout offers plenty of room for everyday living and entertaining, including a separate family room, a bright Florida Room, and a dedicated office or exercise room equipped with an energy-efficient mini-split system and convenient access to the carport. The inside utility room includes a full-size washer and dryer, as well as a second side-by-side refrigerator for added storage and convenience. The spacious primary bedroom provides a comfortable retreat with a private bath featuring maple cabinetry, ample vanity storage, and a roomy walk-in shower. The guest bath offers a tub/shower combination. Step outside to enjoy the spacious, fully fenced backyard—perfect for relaxing, entertaining, gardening, or enjoying the Florida sunshine. Additional features include a storage shed, sprinkler system supplied by a separate well, and a one-car carport with parking for up to three additional vehicles. Major updates include an AC system replaced in 2017, a new roof and electrical panel in 2019, and replumbing completed in 2019. Best of all, you are walking distance to Winter Park High School and just minutes from local dining, shopping, and everyday conveniences. With its spacious floor plan, flexible living areas, attractive updates, generous outdoor space, and prime Winter Park location, this home is a must-see. Schedule your private showing today! Buyer/buyer's agent to verify all schools and room measurements. Appliances convey as is. Brio Management LLC, Seller, is owned by 2 Florida Licensed Real Estate Brokers.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Barry Sanford Pa (407-694-5598)
1871 BARKER DR, WINTER PARK, FL 32789
$779,00015 Days on yellowkey MLS ID: O6425831
0 Days Off yellowkey (back on 7/24/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2231 Built: 1957 Tax: $8,858 (2025)Community: South Lakemont ShoresSpa: NoSingle Family
Taxes:$8,858
Elementary School: Baldwin Park Elementary
Remarks: Under contract-accepting backup offers. Rare Winter Park gem, nestled between Lake Baldwin and the heart of Winter Park. This fully refreshed, single-story home features brand-new interior and exterior paint, complemented by newly refreshed landscaping. Offering 3 bedrooms and 3 full bathrooms, the highly desirable split floor plan includes two primary suites. The main primary suite boasts an updated shower, vanity, and a spacious walk-in closet. The second suite features a garden tub with shower and its own walk-in closet. The updated kitchen is equipped with floor-to-ceiling cabinets for ample storage and a custom built-in kitchen nook with bench seating. Additional highlights include a cozy fireplace, laminate flooring, plantation shutters, an air-conditioned laundry room, and an incredible oversized 3-car garage. Enjoy Florida’s outdoor living year-round with a screened porch and a spacious, fully fenced backyard. Superb location under a half-mile to Baldwin Park, 2.5 miles to Park Avenue, and 3 miles to Rollins College. Zoned for highly rated Winter Park schools and situated just moments from the Lake Baldwin dog park.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Rikhil Amin (407-792-8069)
1369 BLUE STEM LN, WINTER PARK, FL 32792
$799,000115 Days on yellowkey MLS ID: O6396971
REDUCED by $20,000 (2.4%) on 07/24/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2589 Built: 2021Monthly Fee: $413 Tax: $6,074 (2024)Community: Landings At Hawks CrestSingle Family
Taxes:$6,074
Tax Year: 2024
Remarks: Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, and modern efficiency. Ideally located just five minutes from top-rated private schools, this two-story single-family home is designed for both luxurious living and everyday functionality. Upon entry, you are welcomed by a dramatic grand foyer featuring soaring ceilings of nearly 20 feet, creating an impressive and light-filled living space. The open layout seamlessly connects the main living areas, ideal for entertaining and family gatherings. This thoughtfully designed home features 4 spacious bedrooms and 3.5 bathrooms, including dual primary suites—one conveniently located on the main level and another upstairs—providing flexibility for multi-generational living or guest accommodations. A dedicated private office on the first floor offers the perfect work-from-home environment. Step outside to a beautifully maintained backyard with premium artificial turf, fully fenced for privacy, and a screened rear patio—perfect for relaxing or enjoying Florida’s outdoor lifestyle year-round. Extensively upgraded throughout, the home showcases high-quality finishes with no carpet—featuring elegant flooring and tile across all living areas, along with a solid wood staircase that adds warmth and sophistication. The garage is equally well-appointed with a premium epoxy-coated floor, offering both durability and a clean, polished look. Energy efficiency is a standout feature of this home, equipped with a tankless water heater for on-demand hot water and reduced energy consumption, as well as solar panels that help significantly lower utility costs. This is a rare opportunity to own a meticulously upgraded home in a prime Winter Park location—ideal as a primary residence or a high-potential investment property.
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: He Gao (407-955-0138)
7426 BLUE JACKET PL E, WINTER PARK, FL 32792
$324,9008 Days on yellowkey MLS ID: O6427029
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1150 Built: 1971 Tax: $753 (2025)Community: Woodcrest Unit 03Single Family
Taxes:$753
Remarks: Virtually Staged. Opportunity Awaits in the Heart of Winter Park! Welcome to 7426 Blue Jacket Place, a 3-bedroom, 2-bathroom home that's ready for its next chapter. Nestled on a quiet street in an established neighborhood, this property offers a fantastic opportunity for buyers looking to add their personal touch and create the home of their dreams. Plus, enjoy added peace of mind knowing the roof was replaced approximately six years ago. Inside, you'll find a spacious layout featuring a large living area, a functional kitchen with an adjoining dining space, and generously sized bedrooms. The screened-in porch is the perfect place to relax and enjoy the peaceful backyard. Step outside and discover one of this home's standout features—a beautiful, mature camphor tree that creates a picturesque backyard retreat with plenty of shade and room to garden, entertain, or simply unwind. The property also includes a storage shed, ample outdoor space for endless possibilities, and an existing 25-foot-deep well on the property, offering potential for future use. Conveniently located near shopping, dining, major roadways, parks, and all the highly sought-after Winter Park amenities, this home offers an unbeatable location with tremendous potential. Whether you're a first-time homebuyer, investor, or someone looking for a renovation project, this is an opportunity you won't want to miss. Bring your vision and make 7426 Blue Jacket Place your own!
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Abby Nelson (407-571-1445)
1456 E BROOKSHIRE CT, WINTER PARK, FL 32792
$449,00014 Days on yellowkey MLS ID: O6425661
2 Days Off yellowkey (back on 7/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1673 Built: 1987Monthly Fee: $33 Tax: $4,650 (2025)Community: Hyde ParkSingle Family
Taxes:$4,650
Remarks: Under contract-accepting backup offers. Tucked away on a peaceful cul-de-sac, this beautifully updated Winter Park gem offers the perfect blend of modern style, functional design, and peace of mind. From the moment you arrive, the quiet setting welcomes you home to 1456 E. Brookshire Court. Step inside to discover a bright and airy interior featuring soaring vaulted ceilings that elevate the main living areas, creating a spacious and grand atmosphere. The thoughtfully designed split floor plan ensures maximum privacy, separating the serene primary suite from the additional bedrooms. Throughout the home, tasteful interior upgrades provide a sleek, move-in-ready aesthetic. Major highlights include brand new roof installed in 2020 for years of low-maintenance ownership. Enjoy the outdoor oasis out back complete with paver patio overlooking an expansive, deep backyard—perfect for weekend barbecues, play, or designing your dream pool. Zoned for highly sought-after Seminole County Public Schools while offering easy access to local dining, shopping, and parks. Don't miss the opportunity to own this turn-key retreat in a prime Winter Park location. Schedule your private showing today
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Steven Luppert (407-484-9178)
885 CARNATION DR, WINTER PARK, FL 32792
$385,00019 Days on yellowkey MLS ID: S5153456
INCREASED by $10,000 (2.7%) on 07/24/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1240 Built: 1959 Tax: $5,196 (2025)Community: Eastbrook SubSingle Family
Taxes:$5,196
Remarks: Beautifully updated 4-bedroom, 2-bath pool home in Winter Park offering modern upgrades and flexible living space. The home features new tile flooring throughout, a fully renovated kitchen with a stunning waterfall quartz island, and two beautifully remodeled bathrooms. The garage has been updated with new flooring and a new garage door. Major improvements include a new roof (2024), new A/C (2023), complete home repipe (2022), updated electrical panel, and pavers in both the front and back of the home. The swimming pool was resurfaced with new tile in 2023 and is approximately 12 feet deep, creating the perfect backyard retreat.
Listing is courtesy of: RADIUS REALTY GROUP LLC (407-541-0779)
Listing Agent: Tashania Brown (321-442-2512)
2703 TIERRA CIR, WINTER PARK, FL 32792
$469,0008 Days on yellowkey MLS ID: O6427460
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1737 Built: 1970 Tax: $1,360 (2025)Community: Casa AlomaSingle Family
Taxes:$1,360
Elementary School: English Estates Elementary
Remarks: Okay, let's talk about this one. Yes, there's green carpet. Yes, it needs your vision. I know exactly what you're thinking right now. But hear me out, because this house has some things going for it that are genuinely hard to find. Start with the location. In under 10 minutes in any direction, you could be having lunch on Park Ave, shopping at Altamonte Mall, or launching your boat up in Maitland. That kind of range is rare in Central Florida, and this spot has it. And there's no HOA here, which if you know, you know. Then there's the pool. A real pool, tucked behind a block wall for total privacy, so you can actually enjoy it without the whole street watching. That kind of setup doesn't come around often. This is a 3 bedroom, 2 bath home with real bones and real space. The layout gives you room to breathe, and the systems that actually matter have already been taken care of. Water heater, brand new in 2026. HVAC, also brand new in 2026. Roof was done in 2025. Plumbing was updated in 2017. So the expensive, unglamorous stuff, the stuff that actually protects your investment, is already handled. The home has been professionally cleaned and pressure washed, so it's not just clean, it's move in ready clean. You could genuinely move in as is and update it slowly, on your own timeline, as your taste and budget allow. No rush. No pressure. Just a solid home with good bones, a pool, an unbeatable location, and all the boring but important stuff already done for you. Sometimes the right house isn't the one that's already finished. It's the one that's ready for you to finish it.
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Tony Ubaldini (407-250-9237)
2500 LEE RD #232, WINTER PARK, FL 32789
$149,00086 Days on yellowkey MLS ID: O6404916
REDUCED by $15,900 (9.6%) on 06/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 645 Built: 1969Monthly Fee: $292 Tax: $2,216 (2025)Community: Lakeside Manor Apts CondoCondo
Taxes:$2,216
Remarks: LAKEFRONT living just steps from the shore of 239-acre, spring-fed Lake Killarney! Welcome to Lakeside Manor and this charming second-floor end-unit condo offering partial lake views, private lake access, and an ideal blend of comfort and convenience. This 1-bedroom, 1-bath unit features a bright and inviting layout with luxury vinyl plank flooring throughout the main living areas, complemented by granite countertops and a stylish backsplash in the kitchen. Pella energy-efficient windows fill the space with natural light while helping maintain efficiency. Additional highlights include a new HVAC system (11/2025) and an A/C closet providing extra storage. Residents enjoy a variety of amenities designed to enhance the lakefront lifestyle, including a pool and clubhouse overlooking the water, private boat ramp, boat slips (first-come, currently $35/month), guest parking, community laundry facility, and an outdoor grill and picnic area. A beautifully maintained central courtyard offers a peaceful, park-like setting right outside your door, with a laundry room conveniently located nearby. Low HOA fees add to the value, making this property even more attractive. Ideally located with quick access to I-4 and 17-92, and just minutes from Winter Park Village, Park Avenue dining and shopping, Rollins College, UCF, Valencia College Downtown Campus, and Downtown Orlando, this condo offers both tranquility and accessibility. Enjoy lakefront living in one of Winter Park's most convenient locations—an excellent opportunity for a primary residence or second home. Offered furnished or unfurnished for added flexibility.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Wendy Rodriguez (407-234-9696)
616 BRECHIN DR, WINTER PARK, FL 32792
$999,00070 Days on yellowkey MLS ID: O6409911
REDUCED by $46,000 (4.4%) on 07/24/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2638 Built: 1961 Tax: $4,251 (2025)Community: Kenilworth Shores Sec 04Single Family
Taxes:$4,251
Remarks: Welcome to your fully reimagined Florida home. Among tree-canopied streets in the desired Kenilworth Shores neighborhood, this mid-century modern ranch home was completely transformed in 2005. The redesign added substantial square footage and created a completely unique, functional floor plan that separates it from any other home in the area. Spanning 2,638 square feet of seamless indoor-outdoor living, the property features four bedrooms, 4.5 baths, including three complete en-suite setups that offer maximum privacy for family or guests, plus a dedicated 130-square-foot office. Key property features include elegant design. Step onto gorgeous, rich Brazilian cherry wood flooring that flows beautifully through the open living spaces. Work from home where a dedicated, quiet office space provides an environment for remote work, study or creative projects. Spacious kitchen allows you to enjoy an open-concept floor plan, an eating space in the kitchen, solid wood cabinetry, Silestone countertops and coordinating GE Profile appliances, including a convection oven microwave, giving the kitchen dual oven capacity. Indoor laundry room is a convenient, separate indoor laundry room that keeps household chores organized, quiet and out of sight. Private saltwater oasis allows you to relax in your fully fenced, private backyard featuring an in-ground saltwater pool with spa jets and solar heat. Turnkey infrastructure where peace of mind comes built-in with a new roof (2022), fresh exterior paint and trim (2022), and an updated 200-amp electrical panel. Smart home and systems, equipped with an app-controlled smart security system covering all doors and windows, an EcoBee thermostat and energy-efficient LED recessed lighting. Location and lifestyle benefits include top-tier education, zoned for premier Orange County schools, including Brookshire Elementary, Glenridge Middle School and Winter Park High School (home to a globally recognized International Baccalaureate program). Active recreation to Cady Way Park to enjoy the community pool, playground, sports fields and extensive bike trails. Unbeatable convenience just minutes away from Winter Park Pines Golf Course, two Publix grocery stores, and the upscale dining, boutique shopping, and museums of Park Avenue and Baldwin Park Town Center. This exceptional property blends classic Winter Park lifestyle with the modern infrastructure you demand.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Alison Mosley (407-304-6458)
200 SAINT ANDREWS BLVD #2904, WINTER PARK, FL 32792
$230,0008 Days on yellowkey MLS ID: O6427536
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1219 Built: 1970Monthly Fee: $430 Tax: $3,519 (2025)Community: Four Seasons CondoCondo
Taxes:$3,519
Remarks: WHAT A GEM! Tucked away in a private, sought after community and so conveniently located in breathtaking Winter Park. Here’s a beautifully maintained, upgraded and move-in ready home. With 2 large bedrooms and 1.5 bathrooms, this unit spans 1,219 square feet, providing an ideal space for cozy living. Enjoy the benefits of a peaceful and friendly community, with well-manicured grounds and a welcoming atmosphere. This charming home has been tastefully updated with upgraded laminate flooring, a renovated kitchen with granite countertops, newer cabinets and a stylish backsplash. The floor plan offers a dining & family room open combination which looks out on the porch and brings in plenty of natural light. Both nicely sized bedroom suites are on the second floor and have a shared & updated bathroom. Ample storage on the back patio for your bike and all your extra toys allowing you to enjoy your weekends. This is an extremely well managed community with an onsite manager taking pride in the community and care for their residents. Four Seasons community provides super amenities including a cubhouse with library, a renovated fitness center, 3 swimming pools, tennis courts, a laundry facility steps away and shuffleboard. Walk to Cady Way Park with tennis courts, baseball and soccer fields, playgrounds, community pool and Cady Way Trail. Minutes to Advent Health Winter Park Hospital, shopping on Park Avenue, Rollins College, Valencia, Full Sail and UCF. This pet friendly community and charming condo has everything you need! Great opportunity to own in FOUR SEASONS condominiums where LOCATION, LOCATION, LOCATION is prime!
Listing Agent: Sharon Mikol (407-963-3679)
1130 PARK NORTH PLACE, WINTER PARK, FL 32789
$2,200,000127 Days on yellowkey MLS ID: O6392394
REDUCED by $295,000 (11.8%) on 06/29/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4011 Built: 1968 Tax: $9,744 (2025)Community: Park NorthSingle Family
Taxes:$9,744
Remarks: Under contract-accepting backup offers. WALK TO PARK AVENUE from this RARE nearly HALF ACRE homesite with OVER 4,000 SQUARE FEET and 5 BEDROOMS in one of Winter Park's most desirable locations. Leave your car at home and enjoy Park Avenue's renowned restaurants, boutiques, cafés, parks, and the Winter Park Golf Course just moments from your front door. Tucked away on a quiet cul-de-sac, this timeless two story residence offers the perfect combination of space, warmth, and an exceptional floor plan designed for both everyday living and effortless entertaining. From the moment you step inside, the home feels welcoming with expansive living spaces, soaring ceilings, and abundant natural light. The main level is anchored by a spacious primary suite, while the family room features dramatic ceilings and opens seamlessly to the kitchen and casual dining area, creating the true heart of the home. French doors lead to a screened patio with a charming Southern feel that overlooks the expansive backyard, offering endless possibilities for a pool, outdoor entertaining, or future expansion. A separate formal living room provides additional flexibility, while the formal dining room connects to a butler's pantry, making hosting gatherings both functional and elegant. Upstairs, you'll find four generously sized bedrooms with beautiful original hardwood floors, providing ample space for family, guests, home offices, or a playroom. LOCATION. LOT SIZE. WALKABILITY. Opportunities to own a nearly half acre property this close to Park Avenue are exceptionally rare. Enjoy the very best of Winter Park with premier shopping, award winning dining, parks, golf, and everything that makes this one of Central Florida's most coveted addresses just a short stroll away.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Jennifer King (407-595-3272)
708 BALMORAL RD, WINTER PARK, FL 32789
$1,690,00022 Days on yellowkey MLS ID: O6423883
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2786 Built: 1960 Tax: $6,459 (2025)Community: Kenilworth Shores Sec 06Spa: NoSingle Family
Taxes:$6,459
Remarks: A rare elevated corner lot in the heart of Winter Park — walkable to Park Avenue's boutique shops and restaurants, and set on one of the area's most desirable streets. Substantial homesite, prime location, endless potential. Coming soon. Reach out to the listing agent if you would like more information about the property.
Listing Agent: Caitlin De Oliveira (407-267-7196)
2914 REEF KNOT PL, WINTER PARK, FL 32792
$1,725,00043 Days on yellowkey MLS ID: O6418185
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4173 Built: 2019Monthly Fee: $186 Tax: $17,688 (2025)Community: Lake Florence PreserveSpa: NoSingle Family
Taxes:$17,688
Remarks: Welcome to an exceptional lakefront home in the gated community of Lake Florence Preserve, where luxury, space, and lifestyle come together in the heart of Winter Park. This stunning 6-bedroom, 5+ bath pool home sits on the shores of private, Lake Florence, offering a rare opportunity for true waterfront living. Step inside to a grand two-story entry with soaring 10-foot ceilings and an open-concept layout designed for effortless entertaining. Natural light fills the expansive living, dining, and kitchen spaces, highlighting the home’s high-end finishes and thoughtful design. At the center of the home is a chef’s kitchen featuring an oversized 11’ x 5’ island, gas range with vent hood, premium Samsung and GE appliances, and an impressive 10’ x 4’ walk-in pantry, perfect for hosting or daily convenience. With six generously sized bedrooms, including a private in-law suite, this home offers flexibility for multigenerational living or guests. Upstairs, the spacious primary suite boasts lake views, a large ensuite bath, and dual walk-in closets. You’ll also find a versatile 19’ x 18’ game room with a 17' wide balcony overlooking the pool and lake, along with an oversized second-floor laundry room. Outdoor living is where this property truly shines. Enjoy direct access to Lake Florence from your private dock with electric boat lift, ideal for boating, jet skiing, or peaceful sunset cruises. The backyard is designed for relaxation and entertaining, complete with a saltwater pool, fully fenced yard, tiki hut featuring an outdoor kitchen and outdoor shower fitted with hot and cold water. Additional highlights include a 3-car garage, tankless water heater, custom closets throughout, and upgraded lighting and ceiling fans. Ideally located just minutes from SR 436, the 417, and only 15 minutes to Park Avenue, this home offers both convenience and exclusivity within a sought-after gated community. This is a rare opportunity to own a true lakefront retreat. Schedule your private showing today.
Listing is courtesy of: SOTERA LIVING (407-725-9660)
Listing Agent: Lianna Dangelo (321-446-3509)
216 BLOSSOM LN, WINTER PARK, FL 32789
$624,90011 Days on yellowkey MLS ID: O6426403
0 Days Off yellowkey (back on 7/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1933 Built: 1955 Tax: $5,912 (2025)Community: Shores Lake KillarneySpa: NoSingle Family
Taxes:$5,912
Remarks: Under contract-accepting backup offers. Completely updated and move-in ready, this stunning Winter Park home offers the perfect blend of timeless charm and modern comfort! Located in the desirable Shores of Lake Killarney, this 4-bedroom, 2-bath home features 1,933 square feet of thoughtfully updated living space, deeded access to Lake Killarney, and NO HOA! As you step inside, an open layout creates a seamless flow between the kitchen, dining, and living area. The updated kitchen features quartz countertops, stainless steel appliances, generous cabinetry, an island with breakfast bar, and dining area. Sliding doors off the living area open to a private, fully fenced backyard! Whether you're enjoying a quiet morning coffee or hosting outdoor gatherings, this large, inviting space provides the perfect extension of the home's living space! Enjoy peace of mind knowing the major updates have already been completed, including a new roof (2023), new A/C and hot water heater (2025), new windows (2024), complete re-pipe (2021), new electrical panel (2021), and many additional improvements throughout the home. Conveniently located near Winter Park Village, Park Avenue, Rollins College, top-rated dining, shopping, entertainment, and major roadways, this location puts the best of Winter Park and Greater Orlando within easy reach. This is the perfect opportunity to own a move-in-ready Winter Park home that offers the character of an established neighborhood with the peace of mind and convenience of modern updates. Call to set up a private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Katie Tedesco (321-247-8097)
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