Location: Winter Park
Do Not Show Listings
525 OLOLU DR, WINTER PARK, FL 32789
$495,90090 Days on yellowkey MLS ID: S5148431
REDUCED by $19,100 (3.7%) on 07/02/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1786 Built: 1966 Tax: $2,249 (2025)Community: Killarney CircleSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,249
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Back on market. Previous contract was canceled due to buyer circumstances. Seller is motivated and ready to move forward. Fully renovated and carefully reimagined, this 3 bedroom, 3 bath residence in the heart of Winter Park offers a compelling combination of quality, functionality, and long term value. Designed with intention and attention to detail, the property presents a refreshed, modern interior that is both visually appealing and highly practical for everyday living. The home features a completely updated kitchen with new cabinetry, brand new appliances, and a clean, contemporary design that integrates seamlessly with the main living areas. All bathrooms have been renovated, and new flooring has been installed throughout the home, creating a cohesive and polished environment. The layout has been optimized to provide comfort, flow, and usability, making the space feel open while still maintaining defined living areas. Additional improvements include updated front facing windows that enhance natural light, a new main entry door that strengthens curb appeal, and two A/C units offering efficient and flexible climate control. A detached storage structure adds valuable extra functionality, providing additional space for storage or utility use. Situated on a 0.21-acre lot, the property offers a balanced outdoor area with room for enjoyment, customization, or future enhancements. The lot configuration, which includes a portion of an adjacent lot, provides a sense of added space and flexibility not commonly found in similar properties within the area. Located in a well-established Winter Park neighborhood with consistent demand, the home benefits from convenient access to major roadways, shopping centers, dining, and key destinations. Its positioning makes it attractive for both owner occupants seeking a move-in ready home and investors looking for a well located asset with strong fundamentals. This is a property that delivers on both presentation and practicality an opportunity for buyers who recognize the value of thoughtful renovations, a strategic location, and a home that is ready to be enjoyed from day one while maintaining long term upside.
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Gisela Rojas (407-881-5278)
846 DRIVER AVE, WINTER PARK, FL 32789
$310,00012 Days on yellowkey MLS ID: O6426024
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 824 Built: 1953 Tax: $4,689 (2025)Community: Dubsdread HeightsSingle Family
Taxes:$4,689
Elementary School: Princeton Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: Roof 2018 | HVAC 2020| Set on a deep, tree-canopied lot in one of Winter Park's most desirable established neighborhoods, this charming single-story concrete-block home blends timeless character with everyday convenience. A grand oak shades the front lawn, helping cool the home and lower energy costs, while durable masonry construction, a dimensional-shingle roof, and a full-length driveway leading to a covered carport deliver lasting value and practical, protected parking with an attached workshop & storage room. A generous screened front porch offers a breezy, bug-free spot for morning coffee or evening relaxation before you step inside to a spacious living room featuring gleaming refinished hardwood floors and a wood-burning fireplace framed by a classic white mantel with fluted columns. A large picture window floods the room with natural light, and a graceful curved archway, one of the home's most distinctive architectural details, leads you deeper into the thoughtfully connected floor plan. The kitchen is efficiently designed with cabinetry lining both walls for ample storage, laminate counters, under-cabinet lighting, and a full stainless-steel appliance suite. A double sink offers plenty of room to work and a large window overlooks the lush backyard, with a rear door providing easy access for grilling and entertaining. The adjacent, light-filled dining room offers flexible space that works well for family meals, a home office, or a quiet reading nook. Two comfortable bedrooms feature hardwood floors, ceiling fans with lights, and built-in closets, one with built-in shelving, while the bright corner primary enjoys windows on two walls for excellent light and cross-ventilation. A full bathroom is finished with a tiled tub-and-shower combination, a wood vanity, and a frosted privacy window that brings in daylight while maintaining seclusion. Out back, a large, fully fenced yard framed by mature oaks, palms, and established privacy hedges creates a secluded, park-like retreat with ample room to garden, play, entertain, or add a pool. Just minutes from historic Park Avenue, residents enjoy boutique shopping, award-winning restaurants, sidewalk cafés, museums, and year-round community events, with nearby College Park adding popular dining, breweries, and specialty shops. Outdoor recreation abounds with Dubsdread Golf Course, Mead Botanical Garden, Kraft Azalea Garden, and numerous parks close by, plus easy access to Winter Park's scenic chain of lakes and walking trails, all without requiring waterfront ownership. Commuting is effortless thanks to convenient access to Interstate 4, Fairbanks Avenue, Lee Road, SR 426, and SR 436, providing quick connections throughout Central Florida. Downtown Orlando, the Orlando Health and AdventHealth medical campuses, and major employment centers are all within easy reach. With excellent shopping, grocery stores, entertainment, and cultural attractions nearby, this sought-after location offers the perfect balance of quiet residential living and close proximity to everything Central Florida has to offer. This listing is for a single home and lot at 846 Driver Ave, but the owner would also consider selling the adjacent home next door to the North at 844 Driver Ave. If you are interested in purchasing both homes simultaneously, contact listing agent for more details.
Listing is courtesy of: DON HARKINS REALTY LLC (321-377-0341)
Listing Agent: Donald Harkins, Iii (321-377-0341)
147 S INTERLACHEN AVE #202, WINTER PARK, FL 32789
$2,100,000179 Days on yellowkey MLS ID: L4959060
INCREASED by $30,000 (1.4%) on 07/26/2026
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3272 Built: 1990 Tax: $18,439 (2024)Community: 147 Interlachen PlaceCondo
Taxes:$18,439
Tax Year: 2024
Remarks: Welcome to 147 Interlachen Place, Enjoy Winter Park's most desirable location! One block from Historic Park Avenue/Central Park. Spacious, bright and all on ONE FLOOR. The buildings second floor offers privacy and easy access. The Southwest corner provides direct natural light throughout the day. Private elevator access with secured underground parking. This beautiful home offers a short walk to everything Winter Park, a pedestrian village of delight! Natural light fills the central courtyard which features an iron water fountain. Private pool with heated spa and outdoor grilling and entertaining area. Interior features include fireplaces in living room, 2 Southwest facing covered outdoor walkout balconies, accessed by living room, den, master bedroom and one directly over looking the pool. Master bathroom includes separate tub and shower, dual closets, split vanities and plenty of storage space. 4 full bath- 1 half bath (5). Two specified parking spaces also have large storage closets with security gate and elevator access to your floor. K-8 Audubon School district! Unit / building “horseshoe” configuration provides no neighbors on any of the 4 sides, courtyard interior, Private Luxury Living all on ONE floor!
Listing is courtesy of: HELLOSOLD LLC (954-778-5300)
Listing Agent: Dan Farber (954-778-5300)
5427 PEACO PL, WINTER PARK, FL 32792
$650,9004 Days on yellowkey MLS ID: A4701047
Bed: 5 Bath: 0.0 Gar: 3 Liv Area Sq Ft: 1974 Built: 1982 Tax: $5,919 (2025)Community: Grand PinesSpa: NoApartment
Taxes:$5,919
Remarks: Very nice duplex property. No HOA. Located on a cul-de-sac. This property has a 3 bedroom 2 bath with a 2 car garage on one side and a 2 bedroom 1 bath with a 1 car garage on the other side. Both currently rented and tenant occupied. The 3/2 tenant is on a month to month lease for $2,000 per month and the 2/1 is on a 1 year lease at $1,500 per month. There are many options for you with this purchase. You can keep both sides rented, you could live in one side and rent the other or you can even split the property into two separate parcels and sell one side, as has already been done in this neighborhood. Both units have granite counters and fenced in yards.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
1908 CYRIL CT, WINTER PARK, FL 32792
$639,00020 Days on yellowkey MLS ID: O6422937
0 Days Off yellowkey (back on 7/25/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 1990Monthly Fee: $41 Tax: $7,674 (2025)Community: Kawilla CrestSpa: NoSingle Family
Taxes:$7,674
Remarks: Under contract-accepting backup offers. Welcome to this gorgeous 4-bedroom, 3-bathroom WINTER PARK home that perfectly blends elegance, comfort, and functionality. From the moment you step inside, you'll be impressed by the soaring 12–14-foot ceilings, beautiful CROWN MOLDINGS, and classic PLANTATION SHUTTERS that add timeless charm throughout. Designed with an exceptional flow, this home features formal living and dining rooms, along with a spacious family room centered around a charming fireplace, creating a warm and inviting space for relaxing or gathering with family and friends. The family room seamlessly connects to the heart of the home—a stunning CUSTOM chef's kitchen equipped with high-end appliances, thoughtfully designed cabinet organizers, and abundant workspace, making it a dream for cooking and entertaining. The desirable split floor plan offers both privacy and flexibility, with two bedrooms located in the right wing and two in the left, including a spacious primary suite. Every detail has been carefully considered to create a warm, inviting atmosphere that's ideal for everyday living and hosting guests. Step outside to your private backyard oasis, where a large swimming pool and spacious outdoor living area create the perfect setting for entertaining, weekend gatherings, or simply relaxing. The fully fenced yard provides both privacy and plenty of room to enjoy Florida living year-round. Additional highlights include a **NEW ROOF**installed in 2021**,** NEW LUXURY VYNIL PLANKS FLOORING** in 4 rooms, brand NEW interior painting offering added value and peace of mind for the next owner. This exceptional Winter Park home is a true showstopper that offers luxury, comfort, and timeless appeal. Don't miss the opportunity to make it yours!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Marina Dyachkova (321-689-5275)
5781 SHALE CT, WINTER PARK, FL 32792
$320,00023 Days on yellowkey MLS ID: O6422583
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1086 Built: 1985Monthly Fee: $69 Tax: $2,096 (2025)Community: Aloma ParkSpa: NoHalf Duplex
Taxes:$2,096
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
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 5781 Shale Court in Winter Park, a 2-bedroom, 2-bath home designed for comfortable everyday living. This one-story residence offers a practical layout with space for relaxing, dining, and hosting guests. The two-bedroom configuration provides flexibility for residents, visitors, a home office, or a hobby room, while two full bathrooms add convenience for daily routines. Outdoor living includes a covered and screened patio, creating a comfortable space to enjoy fresh air, outdoor dining, or quiet downtime while staying shaded and protected from the elements. Located in Winter Park, the home is close to shopping, dining, parks, schools, and everyday conveniences. The area offers access to nearby destinations such as Winter Park Village, Park Avenue, local recreation, and major roadways connecting to Maitland, Orlando, and surrounding Central Florida communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
1316 BLUE STEM LN, WINTER PARK, FL 32792
$725,00045 Days on yellowkey MLS ID: O6416828
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2196 Built: 2022Monthly Fee: $243 Tax: $6,788 (2025)Community: Landings At Hawks CrestSingle Family
Taxes:$6,788
Remarks: Welcome to this stunning Taylor Morrison Boca model in the highly desirable Hawks Crest gated community. This beautifully maintained 4-bedroom, 2.5-bath home offers an exceptional blend of luxury, comfort, and modern convenience. Upon entry, you're greeted by a dramatic two-story foyer with soaring 20-foot ceilings and abundant natural light. The open-concept living spaces feature luxury vinyl plank flooring throughout, plantation shutters, and corner sliding glass doors that seamlessly connect indoor and outdoor living. Enjoy breathtaking west-facing water views, a picturesque fountain and bridge backdrop, and spectacular sunset views from your private backyard. One of the home's standout features is its generously sized, aluminum-fenced backyard, offering ample space for outdoor entertaining, play, pets, gardening, or even a future pool while still enjoying tranquil waterfront views. Thoughtful smart-home upgrades include electric curtains on the sliding doors, Eufy security cameras, smart door locks, and a MyQ-enabled garage door. The oversized two-car garage also features convenient touchpad access. Residents of Hawks Crest enjoy resort-style amenities including a community pool, fitness center, clubhouse, playground, and scenic walking trails. Outdoor enthusiasts will appreciate direct access to Lake Howell for kayaking and canoeing. HOA dues include professional landscaping maintenance, allowing homeowners to enjoy a beautifully maintained property with less upkeep. This move-in-ready home offers the perfect combination of elegant design, premium upgrades, abundant outdoor space, low-maintenance living, and an unbeatable waterfront lifestyle.
Listing is courtesy of: AFFINITY REALTY LLC (407-706-6961)
Listing Agent: Matthew Fong (321-274-3287)
8433 COMMANDER CV, WINTER PARK, FL 32792
$440,00046 Days on yellowkey MLS ID: O6416635
REDUCED by $5,000 (1.1%) on 07/15/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1903 Built: 1986Monthly Fee: $76 Tax: $3,556 (2025)Community: Trinity BaySpa: NoSingle Family
Taxes:$3,556
Remarks: Welcome to 8433 Commander Cove, ideally situated on a quiet cul-de-sac in the highly sought-after Trinity Bay community. Upon entering this spacious home you're greeted by soaring vaulted ceilings, a formal dining area, and a stunning cathedral-style front window that fills the space with natural light. The separate enclosed kitchen offers functionality and charm, with French doors leading to a covered, tiled lanai. Step outside and enjoy a large patio surrounded by mature trees and lush landscaping—an ideal setting for morning coffee, outdoor entertaining, and family barbecues. The inviting family room showcases vaulted ceilings, a grand brick fireplace, and a versatile bonus den/office with a window, perfect for working from home or additional living space. Conveniently located off the family room is an indoor laundry area and half bath. The first-floor primary suite offers privacy and comfort, featuring a dual-vanity bathroom and private French door access to the covered lanai. Upstairs, you'll find three generously sized bedrooms, each equipped with ceiling fans and ample closet space, along with a second dual-vanity full bathroom. Whether you're a first-time homebuyer or looking for room to accommodate a growing family, this home offers exceptional value and functionality. Residents of Trinity Bay enjoy access to a community pool, community playground, and a private neighborhood boat ramp with access to the Lake Burkett and Lake Martha Chain of Lakes, where boating, water skiing, fishing, and other recreational activities are welcomed. Don't miss this opportunity to own a beautiful home in one of the area's most desirable neighborhoods!
Listing is courtesy of: CEPEDA REAL ESTATE LLC (407-900-1792)
Listing Agent: Brandi Cepeda (407-900-1565)
4353 STEED TER, WINTER PARK, FL 32792
$614,99034 Days on yellowkey MLS ID: TB8517548
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2275 Built: 1989Monthly Fee: $29 Tax: $7,031 (2024)Community: Kings CoveSingle Family
Taxes:$7,031
Elementary School: Red Bug Elementary
Remarks: MOTIVATED SELLER – QUICK CLOSE AVAILABLE! Welcome to this beautifully maintained 4-bedroom, 2-bath home in the desirable Kings Cove community of Winter Park. From the moment you arrive, you'll appreciate the spacious layout and impressive updates throughout. The heart of the home features a beautifully appointed kitchen with quartz countertops, ample cabinetry, and a seamless flow into the family room, making it perfect for everyday living and entertaining. Vaulted ceilings and a cozy wood-burning fireplace create a warm and inviting atmosphere. Step outside to your own private outdoor oasis. The screened-in pool area is designed for year-round enjoyment and features a spacious patio, covered lanai, and a fully equipped outdoor kitchen complete with refrigerator, sink, and cabinetry—ideal for hosting family and friends. The primary suite offers a relaxing retreat with dual sinks and plenty of space to unwind. Additional highlights include a fenced backyard, new windows (2021), new roof (2019), and a new AC system (2024), providing peace of mind for years to come. Conveniently located with easy access to SR 417, shopping, dining, and everyday conveniences, this exceptional home combines comfort, style, and location. Don't miss this opportunity—schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Barbara Robinson (706-540-4593)
2418 EUSTON RD, WINTER PARK, FL 32789
$659,99863 Days on yellowkey MLS ID: O6409323
REDUCED by $9,000 (1.3%) on 07/25/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2048 Built: 1950 Tax: $7,927 (2025)Community: Glencoe SubSingle Family
Taxes:$7,927
Elementary School: Killarney Elem
Remarks: Welcome to this beautifully updated three-bedroom, two-and-a-half-bath home located in the highly sought-after Winter Park 32789 zip code, just moments from scenic Lake Killarney. Situated on an oversized 0.27-acre lot with no HOA, this exceptional property offers endless possibilities, including ample space to add a pool, guest house/ADU, or create the custom outdoor living space of your dreams. Full of charm and warmth, the home features bright and spacious living areas designed for both everyday comfort and entertaining, highlighted by a cozy wood-burning fireplace. The recently renovated kitchen showcases updated cabinetry, new countertops, newer appliances, and stylish tile flooring throughout the entire first floor. The kitchen flows seamlessly into the breakfast area overlooking the expansive fenced backyard, creating the perfect indoor-outdoor lifestyle. Upstairs, you’ll find wood flooring throughout the staircase and second floor, along with three light-filled bedrooms, two full bathrooms, and a versatile flex space ideal for a home office, playroom, or study area. Additional upgrades include a renovated downstairs half bath, updated secondary bathroom, professionally cleaned and sanitized AC ducts, new ceiling fans in all bedrooms, a newly installed garage door, a new garage roof, new irrigation system and a main roof replacement completed in 2018. Relax on the inviting front porch swing and enjoy peaceful lake breezes with your morning coffee or evening glass of wine. Ideally located near Park Avenue, Winter Park Village, premier dining, shopping, entertainment, and major highways with easy access to Downtown Winter Park and Orlando. Move-in ready and filled with modern updates, timeless character, and unbeatable potential, this property also presents an incredible opportunity to live in while your custom dream home is being built.
Listing is courtesy of: TOLARIS REALTY GROUP LLC (407-322-5253)
Listing Agent: Rick Bavec (561-389-2070)
525 S LAKEMONT AVE, WINTER PARK, FL 32792
$2,099,99051 Days on yellowkey MLS ID: O6414770
REDUCED by $99,010 (4.5%) on 07/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3330 Built: 2026 Tax: $7,133 (2024)Community: Kenilworth Shores Sec 01Spa: YesSingle Family
Taxes:$7,133
Elementary School: Brookshire Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: Winter Park Luxury Awaits You! Welcome to your dream home—a stunning custom-built luxury residence offering the perfect blend of elegance, comfort, and modern design. Featuring 4 spacious bedrooms and 4 beautifully appointed bathrooms, this masterpiece showcases custom cabinetry and closets throughout, ensuring every space is both functional and refined. The chef’s kitchen is a true showpiece, complete with a coffee bar, walk-in pantry with customized shelving and designer lighting, and seamless flow into the open-concept living and dining areas. A wine room adds sophistication and convenience for the entertainer at heart. Upstairs, enjoy a spacious loft area with a wet bar, perfect for hosting guests or creating an additional entertainment lounge. Step outside to your private outdoor oasis, featuring a heated pool, fireplace, outdoor kitchen, and surround sound system—designed for year-round entertaining and relaxation. This home is pre-wired for security cameras and enhanced by custom landscaping and lighting, offering beauty and privacy from day to night. Located in highly sought-after Winter Park, Florida, near world-class dining, shopping, and top-rated schools. Contact us today for a private showing!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Nicole Cates (407-948-6000)
1836 GRINNELL TER, WINTER PARK, FL 32789
$999,000173 Days on yellowkey MLS ID: O6380457
4 Days Off yellowkey (back on 7/6/2026)
REDUCED by $51,000 (4.9%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1907 Built: 1995 Tax: $11,979 (2025)Community: Lake VirginiaSingle Family
Taxes:$11,979
Remarks: Under contract-accepting backup offers. Virtually Staged. Beautifully renovated home in the heart of highly desirable Winter Park, surrounded by multi-million-dollar properties. Move-in ready and thoughtfully updated throughout. Set on an expansive lot approximately 79 x 152 (11,305 square feet) provides plenty of space to build your future dream home! This light-filled home features wide-plank flooring, recessed lighting, and all new modern fixtures. The entryway features comfortable seating, built in cabinets with an electric fireplace and wine refrigerator. The sleek, updated kitchen offers a gas range, stylish finishes and a functional layout perfect for everyday living and entertaining. Retreat to the spacious primary bedroom with a fabulous ensuite bath, complete with a soaking tub, dual vanities, a large separate shower, and a generous walk-in closet. A split-bedroom floor plan provides added privacy and comfort. The fully fenced backyard offers plenty of room for a pool and includes private parking for a boat on the side of the home. Whether you enjoy the home as it is or choose to build your dream residence, the possibilities are endless. New roof installed in 2022.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Cindy Kuykendall (407-718-3235)
3006 NORTHWOOD BLVD, WINTER PARK, FL 32789
$1,189,00033 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
Taxes:$4,188
Elementary School: Audubon Park K8
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
$425,0005 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
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
$129,0005 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
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)
1546 MILLER AVE, WINTER PARK, FL 32789
$1,419,9005 Days on yellowkey MLS ID: O6428019
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2984 Built: 2026 Tax: $3,573 (2025)Community: LawndaleSpa: NoSingle Family
Taxes:$3,573
Remarks: Under Construction. Under Construction. NEW CONSTRUCTION!!! Welcome to Winter Park Grove — Winter Park’s newest community by one of the areas finest builders. This stunning new farmhouse-inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near all the shopping, dining, and entertainment Winter Park is famous for, this home combines convenience, style, and comfort. Step onto the inviting front porch and through the elegant 2 story entryway to discover a spacious, open floor plan filled with natural light. Just off the foyer, you’ll find a flexible fourth bedroom or private study with a full bath—ideal for a home office or serene guest suite. The heart of the home is the gourmet kitchen, featuring quartz countertops, custom cabinetry, and a premium Bosch appliance package including a 36" gas cooktop. The kitchen flows seamlessly into the living and dining areas—perfect for entertaining or family gatherings. Enjoy Florida living at its finest on the covered lanai, overlooking your sparkling pool and lushly landscaped backyard—your own private retreat. The first-floor primary suite offers a spa-inspired bath with dual vanities, a freestanding soaking tub, and a spacious walk-in closet with custom shelving. A convenient laundry area is thoughtfully located just off the suite. Upstairs, a large bonus room with a closet offers versatility as a fifth bedroom, game room, or home office. Two additional bedrooms feature walk-in closets and share a beautifully appointed bath with dual sinks. An upstairs laundry room with a sink and plenty of natural light adds everyday convenience. The photos shown are of the same model in another location. Finishes will vary. Located near top-rated schools, local parks, and all that Winter Park has to offer — this home truly has it all. Schedule your private showing today before this exceptional new build is gone!
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Kim Griffin (407-314-5033)
5409 ALBERT DR, WINTER PARK, FL 32792
$430,0005 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
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)
3562 BOUGAINVILLEA DR, WINTER PARK, FL 32792
$339,0005 Days on yellowkey MLS ID: O6427582
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1149 Built: 1960 Tax: $2,805 (2025)Community: Eastbrook Subd Unit No 05Single Family
Taxes:$2,805
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home in beautiful Winter Park! This move-in-ready property features stylish wood-look tile flooring throughout, creating a seamless, modern look that's both attractive and easy to maintain. The home has two beautifully renovated bathrooms with contemporary finishes, along with a newer A/C and a new roof in 2026. The air-conditioned laundry room has plenty of storage space. Step outside to your spacious, fully fenced backyard, where you'll find plenty of room to entertain, play, or unwind around the cozy fire pit. The generous outdoor space offers endless possibilities for gatherings, gardening, or simply enjoying Florida's beautiful weather. A rare highlight is the oversized swing gate providing convenient side-yard access with ample room to park an RV, boat, trailer, or other recreational vehicles. Best of all, there's no HOA, giving you the freedom to make the most of your property without additional HOA restrictions. Perfectly situated just minutes from Costco, grocery stores, shopping, dining, and the popular Cady Way Trail, this home offers the ideal combination of comfort, convenience, and outdoor recreation. With easy access to major roadways and everything Winter Park has to offer, this home truly has it all. Welcome home!
Listing is courtesy of: SHORESTONE PROPERTY GROUP (407-452-9818)
Listing Agent: Tania Crandall (407-452-9818)
2323 DEVON CT, WINTER PARK, FL 32789
$429,00040 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
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
$1,500,00019 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)
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