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$2,099,000
5 Beds 5 Baths The Enclave Winter Park SubDv. 32792 Zip Code
Pre-Construction. To be built. Welcome to The Enclave, an exclusive boutique community in the heart of Winter Park featuring just 23 thoughtfully crafted residences by FG Schaub Custom Homes. Nestled beneath mature oak canopies and surrounded by lush natural beauty, this private enclave offers the perfect balance of tranquility, sophistication, and walkable convenience. Ideally located just moments from Phelps Park, the YMCA, premier dining, shopping, and the vibrant charm of downtown Winter Park, residents enjoy an elevated lifestyle in one of Central Florida’s most desirable locations. This stunning custom-designed residence showcases timeless architecture with clean modern farmhouse influences, highlighted by striking curb appeal, refined exterior detailing, and thoughtfully curated landscaping. Inside, exceptional craftsmanship and upscale finishes define every space. Features include high-performance low-E double-pane windows, 8-foot solid-core interior doors, tankless gas water heaters, and an open, livable floor plan designed for both everyday comfort and elegant entertaining. The gourmet kitchen is appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a refined palette of materials and colors. Expansive indoor-outdoor living spaces include a resort-style pool and a fully equipped summer kitchen, creating the ultimate Florida lifestyle experience. Spacious interiors, elevated detailing, and quality construction come together to create a home that is both luxurious and inviting. Buyers still have the opportunity to personalize select finishes and explore certain floor plan modifications. Additional upgrade options may include a detached cabana and/or guest house, subject to lot compatibility, community guidelines, and additional pricing. Renderings are for inspirational purposes. A rare opportunity to own a truly custom home in one of Winter Park’s most intimate and architecturally distinctive new communities.

938 Enclave Place, Winter Park

$390,000
3 Beds 2 Baths Laurel Springs SubDv. 32792 Zip Code
Must see! This adorable three-bedroom, two-bath home is in a great location close to shopping, restaurants and freeways. A 2023 roof and no HOA! The home features gorgeous travertine flooring and a huge laundry room with extra storage. This exceptionally cared for home has character, charm and warmth. The fenced backyard and patio offer peaceful privacy. It's great outdoor space for entertaining or relaxing. The kitchen is bright and sunny with granite countertops and updated cabinets, along with a pass-through window to the patio. The bedrooms are spacious and one bedroom offers beautiful closet built-ins for maximum and stylish storage. You'll find updated baths and ample closet space (coat closet in the foyer, pantry, linen closet in the hallway). Sliding glass doors off the family room and dining room lead to the large patio for a wonderful outdoor living space. The home has lots of natural light, you can enjoy the character of the front bay window in the living room as well as the faux fireplaces. This home is a must-see with personality and has been impeccably maintained. Pride in ownership. Schedule your showing today.

7505 Laurel Springs Drive, Winter Park

$786,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome to this beautifully fully renovated pool home nestled in the highly desirable Winter Park area, where comfort, convenience, and lifestyle come together perfectly. Situated on a quiet, tree-lined street, this exceptional property offers spacious living areas, abundant natural light, and a warm, inviting atmosphere ideal for both relaxing and entertaining. Recent exterior upgrades include fresh exterior paint, new sod, a new front door, and new windows, adding to the home’s curb appeal and energy efficiency. The updated kitchen features granite countertops, a new deep sink, and ample cabinetry, making it both stylish and functional for everyday living and entertaining. Major improvements also include a NEW A/C unit and water heater replaced in 2021, providing peace of mind for years to come. Step outside to your private backyard oasis featuring a resurfaced pool (2016), perfect for enjoying Florida living year-round. The oversized .26-acre lot offers plenty of space for outdoor gatherings, pets, gardening, or simply relaxing in your own private retreat all with NO HOA restrictions! Enjoy the charm and convenience of living near some of Central Florida’s most sought-after destinations. Residents appreciate the close proximity to Cady Way Trail, Ward Park, and nearby recreational centers offering sports courts, fitness facilities, playgrounds, walking trails, and outdoor activities for all ages. Golf enthusiasts will also enjoy easy access to Winter Park Pines Golf Club and surrounding green spaces. Perfectly positioned just minutes from Park Avenue, Winter Park Village, Baldwin Park, and multiple shopping plazas, you’ll enjoy endless options for boutique shopping, dining, cafés, and entertainment. Convenient access to major roadways, Downtown Orlando, Rollins College, Full Sail University, and top-rated schools makes this location ideal for primary residents, professionals, and investors alike. Experience the best of Winter Park living with timeless charm, modern updates, excellent amenities, and unmatched convenience in one exceptional property.

2940 De Brocy Way, Winter Park

$425,000
3 Beds 3 Baths Grayson Square SubDv. 32792 Zip Code
Welcome to Grayson Square at Winter Park by Pulte Homes. This interior Springdale II two-story townhome has no direct rear neighbors, features 3 bedrooms, 2 full bathrooms, a powder room, single-car garage, a covered rear lanai, washer, dryer, refrigerator, and window blinds. The spacious first floor with over 9' ceilings is ideal for entertaining, featuring an open concept gathering room, cafe and kitchen equipped with a pantry, bright white cabinetry, white subway ceramic tile backsplash, Lyra quartz countertops, and durable ceramic tile flooring, and a powder room. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and ensuite bathroom with double sink, quartz-topped vanity, linen closet, a private water closet and walk-in glass framed shower. Offering privacy and space for everyone, two additional bedrooms, the secondary bathroom and laundry are also on the second floor. Professionally curated design selections for this popular Springdale II townhome include designer cabinets with crown molding, quartz countertops, oversized ceramic tile flooring covering the first floor living areas and bathrooms, a washer, dryer, refrigerator, and blinds, soft, stain-resistant Shaw carpet in the bedrooms and second floor living areas and so much more! Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off of Howell Branch Road! Grayson Square is a low-maintenance neighborhood with gated access, a pond, no rear neighbors, a resort-style community pool with cabana,1GM high-speed fiber optic internet, along with 75 streaming cable and music channels, ground maintenance - all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile from 436, 434, and less than 3 miles from 417, your like-new home at Grayson Square offers all of your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you'll have access to quality Seminole County schools. When it's time for a change of pace, you'll love your proximity to the famous shopping and dining of Park Avenue. Make Grayson Square at Winter Park your new address today!

1995 Canny Cove, Winter Park

$435,000
4 Beds 3 Baths Suburban Homes Sec 2 SubDv. 32792 Zip Code
A house in Winter Park under $500K?! No way! Let's not forget, everything was fully gutted and remodeled in 2023. New roof, water heater, AC, electrical wiring and panel, plumbing, double pane windows, water softener, flooring, exterior paint, bathrooms, kitchen, outdoor french drains, garage door, screened-in lanai — ALL ONLY THREE YEARS OLD. This home is the absolute definition of MOVE-IN READY. Situated on a 1/4 acre oversized lot, there's plenty of room for you to add a pool, park your boat, or create that true backyard oasis you've been dreaming of. Fully fenced-in and NO HOA. The kitchen features high-end quartzite countertops with a built-in pantry and newer stainless steel appliances. Open floor plan with high ceilings and tons of natural light. Almost 2,000 sqft of living area with an inside utility room that houses your washer/dryer (which are included with the purchase!). Master bedroom is equipped with a massive 8'x11' walk-in closet and a show-stopping en-suite bathroom! Conveniently located 10 minutes from Park Avenue, 15 minutes from Valencia and/or UCF, and right around the corner from highway ramps making commuting a breeze. Homes like this don't come often. Don't miss your chance to live in Winter Park!

5210 Ohio Street, Winter Park

$434,000
3 Beds 2 Baths Wrenwood Heights SubDv. 32792 Zip Code
Virtually Staged. Welcome to this beautifully renovated home tucked away on a quiet cul-de-sac in Winter Park. Thoughtfully redesigned with a modern open-concept layout, this home offers an expansive single-story layout with over 1,500 square feet of inviting living space designed for both everyday living and effortless entertaining. From the moment you enter, you’re greeted by a welcoming foyer with new flooring running throughout the home, complemented by fresh interior and exterior paint and updated lighting that creates a bright, contemporary feel. The spacious living room flows effortlessly into a new kitchen, featuring updated cabinetry, sleek countertops, and a large breakfast bar, creating an ideal space for gathering with family and friends. The private primary suite serves as a relaxing retreat, featuring generous proportions, abundant natural light, and a well-appointed en-suite bath. Two additional bedrooms are thoughtfully positioned, each offering spacious closets and flexibility for family, guests, or a home office setup. With two full bathrooms, comfort and convenience are built into every corner. A large enclosed patio extends the living space outdoors, creating the perfect spot for morning coffee and year-round entertaining while overlooking the backyard, ready to create your own outdoor retreat. A large detached workshop is perfect for additional storage or to convert into a dedicated workshop for your creative projects. Major upgrades include the replacement of aluminum wiring with copper, providing long-term reliability and added buyer confidence. Additional highlights include updated finishes throughout, recessed lighting, new flooring throughout, fresh neutral interiors, and ample storage. Located in an established neighborhood just minutes from shopping, dining, and major roadways, this move-in-ready home is a rare opportunity to own a fully updated property in Winter Park without the wait or hassle of renovations. Schedule your showing today, homes like this don’t last. Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details!

5117 Cypress Court, Winter Park

$420,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
Virtually Staged. As you arrive at the gated community of Enclave at Hawks Crest, you’ll note a feeling of privacy, relaxation, and understated luxury of an unbeatable Winter Park location! Pull up the pavered-driveway at 1611 Little Wren Lane and the striking architectural lines of your modern townhome create a lasting first impression. TOUR THE HOUSE WITH THE VIRTUAL TOUR and WALK THRU VIDEO LINKS. Inside the house, you’ll be welcomed in to a light-filled space, with high ceilings and tiled floors across the first level. This is a home designed not just to look beautiful, but to live effortlessly. At the center of it all is a kitchen that truly anchors the home, featuring stainless steel appliances, large center island, and a spacious closet pantry. Designed for both everyday living and entertaining, the kitchen flows seamlessly into the dining and living areas, creating a connected environment that feels natural, comfortable, and refined. Sliding glass doors open to a covered and screened rear patio that will become a refreshing outdoor haven where mornings begin peacefully and evenings unwind with ease, as you look down the greenspace just outside the rear of your home. Upstairs, the layout continues to impress with both comfort and flexibility. You’ll be blown away with the space the primary suite offers, along with a tray ceiling, large walk-in closet, and a well-appointed en suite bath with dual sink vanity and a spacious tiled shower. Two additional generously-sized bedrooms and an additional bathroom at the opposite end provide flexibility for guests, a home office, or your future needs. You’ll also find a laundry room in an upstairs hallway, making regular tasks convenient. Beyond the home itself, this community provides you a carefree lifestyle with the reasonable HOA caring for the exterior and landscaping, along with exceptional amenities that include a large resort-style pool perfect for relaxing moments or social gatherings, and a playground. The gated entry provides an added layer of privacy and security, creating a sense of exclusivity while still fostering a connected community atmosphere. Located just minutes from the great shopping and restaurants on the iconic Park Avenue in Winter Park, yet also conveniently walkable to favorites like Kelly’s Ice Cream and Foxtail Coffee just a one-block stroll away. Opportunities like this don’t come often… don’t miss your chance to call this Winter Park beauty your new home!

1611 Little Wren Lane, Winter Park

$1,899,000
5 Beds 5 Baths The Enclave Winter Park SubDv. 32792 Zip Code
Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a private, residential setting while remaining connected to the area’s finest dining, shopping, and cultural amenities just minutes away in downtown Winter Park.. With a limited collection of custom homes, this community delivers an elevated lifestyle defined by architecture, walkability, and enduring charm. This custom single-family home is thoughtfully designed with exceptional craftsmanship and upscale finishes throughout. Each residence features high-performance, low-E double-pane windows, 8-foot solid core interior doors, and tankless gas water heaters for modern efficiency and comfort. Homes are appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a curated palette of colors and materials. These homes have it all; summer kitchens well equipped with fridge and grill and a sparkling pool. Spacious layouts, refined detailing, and quality construction create an elevated yet livable environment, all set within a beautifully landscaped and private setting. There is still time for the Buyer to personalize design selections and explore certain home plan modifications. Upgrade options are also available, including the opportunity to add a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Please inquire for additional details and available customization options. Renderings are for inspirational purposes.

910 Enclave Place, Winter Park

$2,050,000
5 Beds 5 Baths The Enclave Winter Park SubDv. 32792 Zip Code
Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a private, residential setting while remaining connected to the area’s finest dining, shopping, and cultural amenities just minutes away in downtown Winter Park.. With a limited collection of custom homes, this community delivers an elevated lifestyle defined by architecture, walkability, and enduring charm. This custom single-family home is thoughtfully designed with exceptional craftsmanship and upscale finishes throughout. Each residence features high-performance, low-E double-pane windows, 8-foot solid core interior doors, and tankless gas water heaters for modern efficiency and comfort. Homes are appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a curated palette of colors and materials. These homes have it all; summer kitchens well equipped with fridge and grill and a sparkling pool. Spacious layouts, refined detailing, and quality construction create an elevated yet livable environment, all set within a beautifully landscaped and private setting. There is still time for the Buyer to personalize design selections and explore certain home plan modifications. Upgrade options are also available, including the opportunity to add a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Please inquire for additional details and available customization options.

930 Enclave Place, Winter Park

$489,000
4 Beds 2 Baths Wrenwood Unit 3 3rd Add SubDv. 32792 Zip Code
Welcome to this beautifully maintained pool home in the heart of Winter Park! Step outside to your own private backyard oasis featuring a sparkling pool and spacious patio area, perfect for entertaining, relaxing, and enjoying Florida living year-round. Inside, you’ll find a semi-open split layout with four bedrooms and two full bathrooms, plenty of natural light let in by the skylights and comfortable living spaces. Enjoy cooking and entertaining in the oversized kitchen with extra large island, perfect for up to 6 guests! The spacious primary bedroom features an en-suite bathroom with an updated shower including a rainfall shower head and large walk-in closet with built-in shelving. The guest bedrooms are located separately from the primary giving seclusion and privacy. Ideally located in a neighborhood with NO HOA and is just minutes from shopping, dining, parks, top-rated schools, and major highways, this home offers the perfect combination of comfort, convenience, and lifestyle. Don’t miss your opportunity to own a slice of paradise in one of Central Florida’s most desirable locations!

5236 Albert Drive, Winter Park

$172,000
2 Beds 2 Baths Hidden Oaks Condo Ph 7 SubDv. 32792 Zip Code
Welcome to this beautifully maintained 2-bedroom, 1.5-bathroom townhouse-style condominium located in the desirable Hidden Oaks Condominium community. This charming unit features a spacious living and dining area with tile flooring throughout the first floor, along with a well-appointed kitchen, breakfast nook, and convenient indoor laundry room. The home has been freshly updated with new interior paint and new blinds throughout, and all appliances are included for added convenience. Step through the sliding glass doors off the kitchen to enjoy a private fenced patio, complete with an additional exterior storage room — perfect for extra storage space or outdoor essentials. Upstairs, you’ll find comfortable carpet flooring throughout, including a generously sized primary bedroom with a large closet, as well as a spacious guest bedroom with ample closet space. Residents of Hidden Oaks Condominium enjoy access to excellent community amenities, including a sparkling community pool and a fenced playground area. The monthly HOA fee includes water and trash services. Ideally located near Full Sail University, University of Central Florida, and Valencia College, with convenient access to shopping, dining, Downtown Orlando, Downtown Winter Park, FL-408, and FL-417. This move-in ready home offers comfort, convenience, and an excellent location. Schedule your private showing today — this opportunity won’t last long!

3243 Forest Oaks Court Unit 117, Winter Park

$766,000
4 Beds 5 Baths Kings Cove SubDv. 32792 Zip Code
BELOW APPRAISAL GEM IN WINTER PARK. Welcome to this beautifully and luxuriously updated 4-bedroom, 4-bath pool home located in the highly desirable Kings Cove community of Winter Park. Offering over 3,000 square feet of living space on a spacious 0.31-acre lot, this home blends comfort, functionality, and major system upgrades. The kitchen is designed for both everyday living and entertaining, featuring a gas stove, double oven, warming drawer, extra-large refrigerator, and custom pull-out cabinetry. The oversized island includes an additional sink, built-in microwave, and new (2025) under-counter ice maker. Recent upgrades and improvements include: New roof (2021) New first-floor A/C system (2021) New septic tank (2023) New hot water heater (2025) The primary suite has been thoughtfully updated in 2026, featuring a fully renovated bathroom with dual sinks and in-drawer electrical outlets, along with a custom-designed closet system completed in March 2026. New carpet was installed in April 2026. Additional highlights include a dedicated laundry room with sink and wine storage, a custom pantry with oversized pull-out drawers, built-in entertainment center, and a ceiling-mounted audio system controlled by phone. Step outside to enjoy your private in-ground pool and a quiet, established neighborhood close to top-rated schools, shopping, dining, and major highways. This is a move-in-ready home with major systems already updated and high-end functional upgrades throughout—don’t miss this opportunity.

4348 Steed Terrace, Winter Park

$185,000
2 Beds 2 Baths Wrenwood Condo SubDv. 32792 Zip Code
Great opportunity to own this RENOvated and Move-IN ready 2 bedroom 2 bathroom one-story condo in sought after Winter Park location. This Condo has Special Streamlined Approval for Conventional Financing and is eligible for a discounted interest rate!! Whether you’re looking to establish roots, downsize to something simpler or an investment property, this size unit, floor plan and location fits the bill. Enjoy the recently updated kitchen and two bathrooms along with tile flooring. AND all major mechanical updates already taken care of with a New Roof, Updated Electrical, Newer A/C, Replaced Water Heater and so much more... plus the community amenities include a pool, sidewalks, pet stations, and a short distance to restaurants, grocery stores, shopping and biking distance to Full Sail.

4772 Tangerine Avenue Unit 4772, Winter Park

$1,245,000
4 Beds 5 Baths Brookshire Heights 1st Add SubDv. 32792 Zip Code
Built for long-term ownership rather than short-term resale, this custom-built Brookshire Heights residence offers a rare combination of thoughtful design, exceptional construction quality, and nearly 4,000 square feet of living space in one of Winter Park's most beloved neighborhoods. Unlike many homes that have been renovated or recently built for resale, 2465 Banchory Road was designed from the ground up with intention, combining timeless architecture, functional luxury, and quality craftsmanship throughout. Set on one of the most beautiful streets in Winter Park, where evening walks feel like something out of a storybook and the Cady Way Trail is just steps from your front door, this home offers the lifestyle buyers dream about and the quality they rarely find. A grand mahogany front door welcomes you inside, where soaring ceilings, oversized interior and exterior doors, and spacious living areas create a sense of elegance and comfort from the moment you enter. The thoughtfully designed floor plan offers nearly 4,000 square feet of living space, including four bedrooms, four full en-suite bathrooms, and a dedicated pool bath. One of the home's most unique features is its dual primary suites, with one located on the first floor and another upstairs. This flexible layout is ideal for multigenerational living, long-term guests, private retreats, or evolving lifestyle needs. Two additional bedrooms each feature their own private en-suite bathroom, while a generous upstairs flex space offers endless possibilities as a media room, playroom, home office, gym, or potential fifth bedroom. The kitchen was designed for both everyday living and entertaining, featuring premium cabinetry, a gas cooktop, double ovens, a built-in coffee system, and a built-in steamer. Every detail was selected to combine beauty, functionality, and convenience. Step outside to a resort-style backyard where the pool becomes the centerpiece of outdoor living. The dark pebble finish, sun shelf with bubblers, color lighting, natural gas heater, automated controls, and expansive outdoor entertaining space create an experience that feels more like a private resort than a backyard. Beyond what you can see, the home's construction quality truly sets it apart. Dual 19-SEER HVAC systems with independent WiFi controls, natural gas service, insulated floor systems between levels, a whole-home instant hot water system, insulated low-E windows, and a hurricane-rated insulated garage door reflect the level of planning and investment rarely found in today's market. These are the kinds of features that enhance comfort, efficiency, and long-term value for years to come. Perfectly positioned for the Winter Park lifestyle, you'll enjoy easy access to Cady Way Park, tennis and pickleball courts, playgrounds, Park Avenue's boutiques and dining, Rollins College, Full Sail University, UCF, AdventHealth Winter Park, and Orlando International Airport. Zoned for top-rated Winter Park schools. This is more than a beautiful home. It is a true custom residence built with intention, designed for living well, and positioned in one of Winter Park's most desirable neighborhoods.

2465 Banchory Road, Winter Park

$390,000
3 Beds 2 Baths Winter Woods Unit 01 SubDv. 32792 Zip Code
MULTIPLE OFFERS RECEIVED, PLEASE SUBMIT YOUR BEST OFFER BY 5PM EST ON MONDAY 5/11/2026. Welcome to this beautifully maintained three-bedroom, two-bathroom home offering nearly 1500 square feet of thoughtfully designed living space on an expansive pie-shaped lot. Featuring a desirable split floor plan, this move-in ready residence combines functional living spaces with tasteful updates throughout, all in a convenient location close to shopping, dining, major roadways, and some of Central Florida’s most sought-after destinations. Inside, fresh interior paint and updated wood-grain laminate and tile flooring create a warm and inviting atmosphere. Multiple living and gathering spaces include a comfortable sitting room, dedicated dining area, and a spacious layout ideal for both everyday living and entertaining. The laundry room offers exceptional storage space and a utility sink, with the washer and dryer included, for added convenience. The kitchen features honey-toned oak cabinetry, black appliances, a closet pantry, and ample workspace for meal preparation and hosting. Privately positioned away from the secondary bedrooms, the primary suite serves as a peaceful retreat with fresh paint, a walk-in closet, ceiling fan, and en-suite bathroom complete with a white single vanity and tiled shower. The updated hall bathroom, renovated in 2021, showcases a contemporary white vanity and tiled tub/shower combination. Step outside to enjoy the oversized fully fenced backyard offering endless opportunities for outdoor living, gardening, pets, or future enhancements. A screened lanai with brand-new screening installed in 2025 provides the perfect spot to relax year-round. Additional exterior improvements include an updated paver driveway and updated garage doors completed in 2024, enhancing both curb appeal and functionality. The two-car garage and mature landscaping complete the exterior package. Ideally located just minutes from everyday conveniences, this home is approximately 10 minutes from the dining, shopping, and charm of Park Avenue in Winter Park, 25 minutes from Orlando International Airport, and offers close proximity to UCF, Full Sail University, and Rollins College. Convenient access to major transportation routes, restaurants, retail stores, and entertainment makes this location as practical as it is desirable. ROOF - 2019 HVAC - 2021 PLUMBING - 2025 ELECTRICAL - 2025

2225 Winter Woods Boulevard, Winter Park

$540,000
4 Beds 2 Baths Winter Park Estates SubDv. 32792 Zip Code
Under contract but accepting back up offers – 2829 Aloma Avenue, Winter Park This is the one you’ve been waiting for. A completely remodeled home with a private pool in one of the most desirable areas of Central Florida—all for under $600,000. Enjoy the perfect blend of modern upgrades and unbeatable location, just minutes from top-rated restaurants, shopping, excellent schools, and everything that makes Winter Park so special. 4 Bedrooms + Den 2 Bathroom 1,821 Sq Ft Private Pool (Resurfaced) + New Pump Fully Renovated Homes like this don’t come around often—whether you’re looking for your primary residence or a smart investment, this property checks every box. If you want a home that delivers both lifestyle and location, this is your opportunity. ?? Message me today for more details or to schedule your private showing before it’s gone!

2829 Aloma, Winter Park

$565,000
5 Beds 3 Baths Howell Estates Rep SubDv. 32792 Zip Code
LOCATION LOCATION! Welcome to this beautifully Updated and Meticulously Maintained Split 5-Bedroom, 3-Full Bathroom Floor Plan, Pool Home with No HOA in highly desirable Winter Park in Seminole County. Situated on an almost one-half-acre lot, this exceptional, spacious residence offers the perfect blend of comfort, privacy, and functionality. Enter the welcoming Foyer into the home's flexible layout with multiple living areas for family work and play designed to be personalized for your needs, with generous living areas, great floorplan flow, and abundant natural light throughout. The Living Room is open with lovely, large arched windows leading to the open Dining Room that looks through the Florida Room to the Backyard Pool. The Remodeled Kitchen in the Family Room with a white-washed masonry brick wood-burning fireplace is the heart of the home. Relax and enjoy a cosy fire on cooler days. The Remodeled Kitchen now features Wood 42" soft close cabinetry to the ceiling, Quartz countertops, stylish backsplash Tile, a coffee station, and Stainless Steel Appliances. The large Florida Room anchors the back of the home with windows that bring the outside indoors. This is the perfect place to eat breakfast and lunch! The Primary Master Suite has an Ensuite Bathroom with a Walk-in Closet, a Separate Make-up Vanity, a Granite-topped bathroom Cabinet with a tiled step-in shower. The Master has sliding glass doors opening into the Florida Room. The four Secondary Bedrooms are generous in size, have ceiling fans, and have built-in closets. Two Bedrooms share an Updated Jack and Jill Bathroom. The other two Bedrooms use the Updated Pool/Hall Bathroom. These two Bedrooms are being used as an Office and a Craft/Sewing Room. How will these rooms function for you? Perhaps they will be an Office, Game Room, Play Room, Workout Room, or a multi-generational Suite. The Home has been freshly painted both outside and inside, with the flooring being tile and vinyl for easy cleaning. No carpet here! The expansive backyard is a standout! It is fenced, with a very large, crystal clear pool that is surrounded by a cool deck patio with Palm Trees. The private lawn is expansive, perfect for games, gardening, family fun, and entertaining. The Updated Features of the home include: Remodeled Kitchen and three Bathrooms, Re-plumbed 2026, New Water Heater 2026, Electric/Mechanical Replaced 2022, Roof 2021, HVAC 2018, and Paint Inside and Outside 2026, DOUBLE PANE WINDOWS. This home is just minutes from some of Florida's Best public and private schools, local shopping, Winter Park Avenue Shoppes and Restaurants, Rollins College, major streets, and highways. Contact me to view this well-maintained, move-in-ready, spacious home today. Let's Work Together!

1018 Bradford Drive, Winter Park

$450,000
3 Beds 2 Baths Lost Creek SubDv. 32792 Zip Code
MULTIPLE OFFERS RECEIVED, SUBMIT YOUR BST OFFER BY 5PM 5/18/2026. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering 1,815 square feet of comfortable living in the established Lost Creek community of Winter Park. This light-filled residence features a thoughtfully designed split floor plan with vaulted ceilings, fresh interior paint (2026), and a blend of formal and casual living spaces. The formal living and dining rooms provide an elegant setting for entertaining, while the inviting family area is anchored by a cozy wood-burning fireplace and enhanced by ceiling fans and abundant natural light throughout. The well-appointed kitchen features warm blond-toned wood cabinetry, stainless steel appliances, and a cozy breakfast nook, perfect for both everyday living and casual dining. The kitchen flows easily into the main living areas, creating a functional and welcoming space for gathering with family and friends. A nearby laundry closet with included washer and dryer adds everyday convenience. The spacious primary suite serves as a private retreat, complete with a ceiling fan and an en-suite bathroom featuring a large double vanity, relaxing garden tub, and a separate shower with sliding doors. Split from the primary suite, the secondary bedrooms are well-sized and versatile, ideal for a growing family and guests, a home office, or additional living space, with easy access to the second full bathroom. Sliding glass doors lead to a screened lanai overlooking a spacious .21-acre lot shaded by mature oak trees and lush landscaping, an ideal setting to relax, unwind, or enjoy outdoor living year-round. Additional highlights include a two-car garage and major system updates including a roof (2018), HVAC (2019), and water heater (2021). Located just minutes from Red Bug Lake Park, top-rated schools, and a variety of shopping, dining, and everyday conveniences, this home offers the perfect balance of tranquility and accessibility. Don’t miss the opportunity to enjoy comfortable living in one of Winter Park’s most desirable and well-established neighborhoods.

1205 Valley Creek Run, Winter Park

$360,000
3 Beds 3 Baths Villas Of Casselberry Ph 3 SubDv. 32792 Zip Code
Tucked inside a quiet Winter Park neighborhood, this three-bedroom, two-bath home offers a comfortable layout and a sense of privacy that’s hard to find. No rear neighbors and a tree-lined backyard create a peaceful setting you’ll appreciate every day. The main living area is open and versatile, allowing you to arrange the space in a way that truly fits your lifestyle. The living room and dining room flow into the kitchen, where you’ll find lots cabinet storage, eat in space, and a view out to the backyard. The primary suite is conveniently located on the main floor, featuring generous windows that bring in natural light, a walk-in closet, and an updated en suite bath. A half bath downstairs adds convenience for guests. Upstairs, two spacious bedrooms share a full bath, offering comfortable separation from the main living areas. The Villas of Casselberry community has a pool for you to enjoy. The location places you just minutes from Park Ave’s shops, dining, events and great parks. With easy access to major roads and a central location close to Rollins, UCF, Full Sail and downtown Orlando, this home offers both comfort and connectivity. If you’ve been looking for space, privacy, and a well located Winter Park address, this one is worth seeing in person. Schedule your showing today!

3374 Hamlet Loop, Winter Park

$715,000
4 Beds 2 Baths Kenilworth Shores Sec 04 SubDv. 32792 Zip Code
Discover one of the sought-after communities in Winter Park, Kenilworth Shores, where mature oak trees frame the streets, spacious parks serve as gathering ground for families and peaceful walking trails weave through the neighborhood. Centrally within arm’s reach of luxury shopping on Park Avenue in Winter Park, stunning lake views and parks in Baldwin Park, and chef-driven local restaurants in Audubon Park. Kenilworth Shores isn't just a location, it's a community, and this four-bedroom, two-bath Florida ranch is your family's invitation to join. At nearly 1,600 square feet, this home provides charm, function and thoughtful design with upgraded LVP flooring flowing throughout the easy layout. Old world brick detailing gives the exterior genuine curb appeal, while a thoughtfully renovated interior delivers a ready-to-move-in home. A gorgeous brick fireplace anchors an open kitchen, family and dining room combination, with loads of natural light and function to entertain in style. The kitchen is outfitted with white shaker custom cabinetry, granite counters, a soft glass tile backsplash, stainless steel appliances and glass pendant lighting over bar seating. A desirable split-bedroom plan provides privacy for guests, while the primary suite opens to the backyard and includes a completely renovated main bath. The flexible fourth bedroom is outfitted with a custom-designed built-in Murphy bed system with flanking closets and storage. Sitting off the primary living area, this bedroom provides options to fit flexible needs such as home office, guest room, playroom or secondary family space. Go into the backyard and experience your personal Florida oasis with a screened covered porch and grand Florida pool to cool off in the heat of summer. The surrounding, spacious yard is adorned with artificial turf (beautiful, durable and effortlessly low maintenance), complete with a putting green that will make this yard the destination for every playdate, summer barbecue or birthday party. Completed upgrades include new roof (2021), resurfaced pool (2021), new irrigation and well (2022), new wood fence (2023), new dishwasher and built-in microwave (2023), HVAC (late 2023), new washer and dryer (2024), and new pool pump motor (2025). The best part of this special neighborhood is the connected community. Zoned for Brookshire Elementary, Glenridge Middle and WP High, some of the best Orange County Schools. Cady Way Park is nearby with a community pool, baseball fields, a playground, pickleball courts, and miles of recreational and bike trails. This location checks all the boxes. Schedule your private showing today.

688 Brechin Drive, Winter Park

$576,000
3 Beds 2 Baths Winter Park Pines Unit 17 SubDv. 32792 Zip Code
Welcome home to the Winter Park Pines where the trees line the streets and the mailman delivers to your door. This beautifully maintained 3-bedroom, 2-bathroom home offering 1,873 square feet of comfortable living in the highly desirable and serene Winter Park Pines community. This light-filled residence features a thoughtfully designed split floor plan with high ceilings, fresh interior paint (2026), skylights, and laminate and tile flooring throughout, creating a bright and inviting atmosphere from the moment you enter. The open living and dining areas are anchored by a charming wood-burning brick fireplace, while crown molding, ceiling fans, and French doors add both style and functionality throughout the home. The well-appointed kitchen includes white and gray cabinetry, stainless steel appliances, and a convenient pantry closet, perfect for both everyday living and entertaining. It flows seamlessly into the main living areas, making it easy to gather with family and friends. The spacious primary suite offers a private retreat, thoughtfully separated from the secondary bedrooms, and features a walk-in closet with custom built-ins, ceiling fan, and French doors leading to the expansive and shaded backyard. The renovated en-suite bathroom showcases double vanities and a beautifully tiled shower with frameless glass enclosure. The secondary bedrooms are well-sized and versatile, with easy access to the renovated hall bathroom featuring a granite double vanity, navy cabinetry, and direct access to the backyard, ideal for indoor-outdoor living. Step outside to enjoy a fully fenced, landscaped backyard situated on a generous .22-acre lot. The expansive patio with terracotta tile flooring provides the perfect space for outdoor dining, entertaining, or simply relaxing in a private setting. Additional highlights include a two-car garage and a Ring home security and surveillance system for added peace of mind. Located just minutes from top-rated Winter Park schools, the Cady Way Trail, Winter Park Pines Golf Course, Advent Health Winter Park campus, Crosby Wellness Center and a variety of shopping and dining options, this home offers both tranquility and convenience. Residents also enjoy access to nearby community amenities including a pool, playground, beach volley ball courts and tennis/pickleball courts. With close proximity to major roadways, downtown Winter Park, and Orlando International Airport, this property truly combines comfort, location, and lifestyle. Don’t miss the opportunity to make this exceptional home yours in one of Winter Park’s most sought-after neighborhoods. Roof 2020, HVAC 2022, Plumbing 2014, Water Heater 2021.

517 Roughbeard Road, Winter Park

$581,000
4 Beds 3 Baths Enclave At Aloma SubDv. 32792 Zip Code
Come see this BEAUTIFULLY MAINTAINED, EMACULATE WINTER PARK HOME ON A QUIET STREET IN A SECLUDED GATED ENCLAVE OF HOMES! This is a one owner home and has been maintained in pristine, like new condition. Located in a small gated community moments from Trinity Preparatory School, Park Avenue Shoppes and Rollins College. When entering this home you are greeted by a beautiful entry way and foyer. This single story four bedroom home has a spectacular open floor plan with natural lighting galore and beautiful wood look tile throughout the entire home, stainless steel appliances, stunning granite countertops, a large island in the kitchen, custom extended cabinetry perfect for the cooking enthusiast and great for entertaining, master bedroom extended with sitting room, beautiful back lanai and a large backyard that is beautifully designed! When entering the back lanai you are greeted by a serene, private, landscaped Oasis. The landscaping and location of the home within the community creates an amazingly private, secluded and peaceful backyard with just the occasional sounds of birds chirping. This home is in an amazing location! You will be located about one mile to Trinity Preparatory School, Publix, Restaurants and more shopping as well as the 417, you are just a few miles from Rollins College, Park Avenue/Downtown Winter Park, Advent Health Winter Park, The Country Club at Deer Run, Interlachen Country Club, St. Luke’s School and Masters Academy just to name a few and more shopping & restaurants galore! This is a prime location for all conveniences and with a Winter Park Address! This home has some of the latest energy qualities such as double pane insulated windows and has been constantly covered under a termite bond. Come visit this Warm, Friendly Neighborhood because you are sure to want to stay forever! Updates in the last 1 to 2 years include: Painting of complete exterior and interior, All kitchen appliances replaced, flooring replaced, bathrooms updated, backsplash in kitchen added, tile on front porch and back lanai, soft close on all kitchen cabinets, extension of kitchen cabinets & countertops into dining room. HVAC system has been and is serviced constantly since home was built.

7917 Pleasant Pine Circle, Winter Park

$507,500
3 Beds 2 Baths Autumn Glen Ph 2 SubDv. 32792 Zip Code
Beautifully updated 3 bedroom, 2 bath home with a sparkling in-ground pool, located in highly sought-after Winter Park. This move-in ready property features fully upgraded kitchen with features like quartz countertops and soft close cabinets, updated bathrooms, new stone composite plank flooring, and double pane windows that bring in abundant natural light. Major system updates include a new roof (2022) and full house re-pipe (2025). Freshly painted, this home offers both style and peace of mind. Escape to your own backyard Oasis with a beautiful pool surrounded by lush landscaping and a covered patio for entertaining friends and family. A true turnkey opportunity ready to impress the pickiest buyer.

2009 Shadyhill Terrace, Winter Park

$405,000
3 Beds 3 Baths Villas Of Casselberry Ph 4 SubDv. 32792 Zip Code
Exceptional Single-Family Home in Winter Park, FL This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an impressive open floor plan with elegant laminate flooring throughout, updated just two years ago. The renovated kitchen (2019) features granite countertops and comes fully equipped with all appliances. Major capital improvements include a new roof (2019) and a new HVAC system (2023), new water heater (2026), providing peace of mind for years to come. Enjoy Florida living at its finest on the private screened patio - perfect for relaxing or entertaining. Ideally situated 25 minutes from Downtown Orlando, 30 min from OIA, and 40 min from world-class attractions, this home is also just 6 minutes from Full Sail University, 12 minutes from the prominent Rollins College, and 19 minutes from UCF - making it an ideal choice for families and investors alike. A true must-see - schedule your showing today.

3440 Allston Lane, Winter Park

$775,000
4 Beds 4 Baths Meadows At Hawks Crest SubDv. 32792 Zip Code
**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 1287 Verdant Glade Place in Winter Park, a spacious two-story home offering 4 bedrooms, 3 full baths, 1 half bath, and a dedicated office, all thoughtfully arranged within an open floorplan designed for both comfortable living and easy entertaining. Inside, the home feels bright, expansive, and well connected, with generous living areas that flow naturally from one space to the next. The open design creates an inviting setting for everyday routines, gatherings, and holiday hosting, while the separate office adds flexibility for working from home, studying, or creating a quiet retreat. With two primary bedroom suites, a large game room, and an additional loft, there is plenty of space to accommodate guests, a growing household, or changing lifestyle needs. The home also features thoughtful upgrades that elevate both style and function. A gourmet kitchen serves as the heart of the home, complete with quartz countertops, 42-inch cabinetry, and the kind of workspace and storage today’s buyers appreciate. Eight-foot interior doors add to the sense of scale throughout, while details such as a pocket door in the bathroom enhance convenience and flow. Large sliding glass doors open wide to create a seamless connection between the indoor living spaces and the outdoor entertaining area. Step outside to an oversized screened and covered patio that extends the living space and creates a relaxing place to enjoy morning coffee, outdoor dining, or quiet evenings at home. Beyond the patio, the private yard offers even more appeal, with no rear neighbors behind the home for added privacy and a more open feel. The rear eastern exposure welcomes beautiful morning sun, making the backyard setting especially enjoyable at the start of the day. Located in Winter Park, the home benefits from a highly desirable area known for its established residential feel, convenient access to shopping and dining, and close proximity to parks, schools, and major roadways. The neighborhood adds to the home’s appeal by offering a blend of comfort, accessibility, and the everyday convenience that makes Winter Park such a sought-after place to live. With its flexible two-story layout, dual primary suites, game room, loft, gourmet kitchen, oversized patio, and private backyard setting, 1287 Verdant Glade Place delivers the space, upgrades, and lifestyle features buyers are looking for.

1287 Verdant Glade Place, Winter Park

$245,000
2 Beds 2 Baths Cedarwood Village 1 SubDv. 32792 Zip Code
Nestled in a peaceful setting within the serene Cedarwood Village community, this charming one-story Winter Park condo offers a quiet retreat away from traffic noise, with a rear wooden fence for no visible neighbors for added privacy. The spacious 27-foot tiled and enclosed lanai creates the perfect place to relax and enjoy the tranquil surroundings. Cedarwood Village also offers low-maintenance living, with lawn care included in the HOA, along with amenities such as rebuilt tennis courts, a recently remodeled pool, a clubhouse, dog-walking areas, and newly paved roads. Conveniently located in a highly rated school district and close to shopping, dining, and entertainment, the property is also just minutes from Full Sail University, Valencia College, and UCF. Inside, the condo is beautifully updated and shows the care of meticulous owners. The modern kitchen features granite countertops, matching cabinetry, and an eat-in area with sliding doors leading to the private patio, while the bathrooms and dining room wet bar are finished with the same stylish cabinets and granite. The split floor plan includes tile flooring throughout the main living areas and wood floors in the bedrooms. The large living and dining spaces feature vaulted ceilings with skylights for abundant natural light, along with a cozy wood-burning fireplace. French doors from the living room open to the enclosed lanai, while the primary suite also has direct lanai access, ample closet space, and a private bath with both a tub and shower. Additional features include an interior laundry closet adjacent to the kitchen, updated plumbing, a roof replaced in 2018, and new ductwork installed in 2023. Two assigned parking spaces are located directly in front of the unit.

2383 Sun Valley Circle Unit 2383, Winter Park

$610,000
4 Beds 3 Baths Quail Run SubDv. 32792 Zip Code
WOW - Price Reduction!!! Experience the perfect blend of classic elegance and modern comfort in this spacious pool home. From the moment you step inside, the open spindle staircase sets a sophisticated tone that carries throughout the residence. In the Heart of the home is an upscale Kitchen equipped with solid wood cabinetry, sleek granite countertops, and a convenient breakfast bar for your morning breakfast or casual dining. Move freely from inside to outside through 3 sets of sliding glass doors in the kitchen, dining room and great room. Just walk out anytime to the massive brick paver patio and enjoy one of the two covered patio areas. The outside is Entertainment ready as the expansive brick pavers wrap around the pool, creating a seamless environment perfect for hosting summer parties or quiet evening dips. On the cool days you can retreat to the family room to enjoy the warmth of the wood-burning fireplace. The primary Suite is a true getaway featuring direct pool access via private sliders, a generous walk-in closet, and a spa-like bath. Indulge in the soaking tub or the walk-in shower with double shower heads. Includes double vanities and ample storage for a clutter-free environment. The upper level will allow family and guests to feel right at home with three spacious bedrooms and a dedicated full bathroom upstairs. You can also rest easy knowing that the Roof was installed in 2018, the Hot Water Heater was installed in 2018, and the HVAC system was installed in 2019. An oversized 2-car garage offers room for a workbench and "toys" plus an inside laundry room and convenient half-bath are located close by. This prime location is ideally situated near A/B-rated schools, UCF, and Oviedo Hospital. Enjoy easy access to the 417 and Aloma Ave with plenty of shopping, Winter Park’s nightlife and the Tuscawilla Country Club just minutes from your front door. If this sounds like YOUR Dream home, please come see it today!

2220 Fairglenn Way, Winter Park

$660,000
4 Beds 3 Baths Golfside Sec 03 SubDv. 32792 Zip Code
Welcome to this beautifully updated home offering the perfect blend of comfort, style and convenience. From the moment you arrive, you’ll notice the inviting tree-lined streets in this quiet residential neighborhood. Step inside to discover a bright, thoughtfully designed layout, filled with natural light, featuring spacious living areas and tasteful updated finishes throughout. The updated, open-concept kitchen is a true centerpiece, complete with modern appliances, ample cabinetry, a generous peninsula, and in eat-in area, ideal for gathering with family and friends. The primary suite provides a relaxing retreat with a recently updated in-suite bathroom and plenty of closet space. Additional bedrooms are generously sized, including a fourth bedroom, perfect for multi-generational living, guests, or a home office. Outside, enjoy a sparkling, screened-enclosed pool, and a private backyard oasis, with plenty of yard space to relax, play, or entertain. Whether you're hosting a weekend barbecue or enjoying a quiet evening, this outdoor space offers endless possibilities. Walk over to the Winter Pines golf course located behind the home, where you can enjoy lunch at the beautifully updated clubhouse, hit the driving range, or enjoy the seasonal community events like Santa in the Park, Movie in the Park, or occasional neighborhood happy hours. Located in the beautiful neighborhood of Winter Park Pines with amenities such as Ward Park, Brookshire Elementary, Winter Park HS, and the Cady Way bike trail, which you can take to Baldwin Park’s main street for shopping and dining, or a stroll around Lake Baldwin. Conveniently located near downtown Orlando, Park Avenue for shopping and dining, or just minutes from the 417 for commuting. Seller offering a home warranty to a buyer for the first year.

927 Fairway Drive, Winter Park

$267,000
2 Beds 2 Baths Cedarwood Village 1 SubDv. 32792 Zip Code
Discover comfort and convenience in this charming, spacious 2-bedroom, 2-bath residence nestled in the heart of Winter Park! Step inside to an inviting living room with a vaulted ceiling. The fully equipped open-floor kitchen, featuring ample roomy cabinets, is perfect for everyday living and entertaining. The thoughtfully designed split floor plan enhances functionality and privacy. Elegant, durable flooring throughout the home ensures easy maintenance. Enjoy the walk-in shower and bathtub with upgraded plumbing and tile. A convenient coffee nook sits just off the kitchen. The spacious patio is ideal for entertaining guests and enjoying outdoor time. Community amenities include a swimming pool and tennis courts, supporting a low-maintenance, active lifestyle.

2317 Sun Valley Circle Unit 2317, Winter Park