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$1,650,000
4 Beds ⋅ 3 Baths ⋅ Maitland Shores SubDv. ⋅ 32789 Zip Code
Canal Front Oasis on the Winter Park Chain of Lakes! (Seller Financing Available for Qualified Buyers) Welcome to 1016 Howell Branch Road, where every day feels like a getaway. This beautifully reimagined 4-bedroom, 3-bath residence offers 3,142 square feet of inspired living space set amid lush, tropical landscaping — all within the best of Winter Park and Maitland. *The canal allows for full Lake Maitland and Winter Park Chain of Lakes access by powerboat. (Current owners have a 19' outboard they use to pull tubes, ski, wakeboard, quick trips to dog island and entertaining via scenic tours through the Winter Park Chain of Lakes.) Originally built in 1959 and completely renovated in 2022, this two-story retreat combines rustic charm with modern luxury. Step inside to discover an open floor plan anchored by a gas fireplace, open kitchen and dining room, warm custom woodwork, and thoughtful built-ins throughout. The renovation includes new electrical, plumbing, new kitchen and baths, engineered hardwood flooring throughout, amongst many more upgrades. The redesigned layout adds over 1,000 square feet, featuring a spacious first-floor laundry room and an all-new second story with a luxurious primary suite, a guest bedroom (currently used as an office), and a full bathroom. Outdoors, enjoy a new boathouse on a canal and an inviting outdoor living area — perfect for entertaining or unwinding along the peaceful canal that connects directly to Lake Maitland and the renowned Winter Park Chain of Lakes. The rear of the property backs up to a wooded conservation area that provides privacy and tranquility. The current owner received a variance for a future pool, and Orange County previously had no objections to pool installation (new owner would need to reapply). The property sits in one of Central Florida’s most sought-after school zones: Dommerich Elementary, Maitland Middle, and Winter Park High. Families here often bike or walk to school. Enjoy regular walks through scenic streets lined with mature cypress trees, palms, vibrant native vegetation and beautiful homes that line Lake Maitland. With no HOA, residents may optionally join the neighborhood association (approx. $120/year) for access to two lakefront parks and a private boat ramp. From the modern amenities and artful landscaping to the serene waterfront setting, this is truly a one-of-a-kind property that blends nature, comfort, and sophistication in the heart of Winter Park. *Canal boat tour video that showcases the trip from the canal to Lake Maitland is available via the virtual tour link in the listing.

1016 Howell Branch Road, Winter Park
$900,000
5 Beds ⋅ 3 Baths ⋅ Dommerich Estates SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this exceptional –FULLY UPGRADED / POOL HOME– in the highly sought-after Dommerich Estates, where timeless style meets modern design on a spacious .31 ACRE CONSERVATION LOT with serene WOODED VIEWS! Major updates set this home apart; enjoy year round outdoor living with a large lanai featuring motorized retractable screens (2025), a new poolside pergola (2025) and a beautifully resurfaced pool with a sun shelf, new pool deck, and retaining wall (2022). Inside you will find CUSTOM CLOSETS (2025), new PLANTATION SHUTTERS and blinds (2025), FRESH PAINT (2025), an UPDATED ELECTRIC PANEL (2024) and SOLAR PANELS (Owned!) for maximum efficiency. This home also delivers DOUBLE PANE WINDOWS (2020), a NEWER ROOF (2020), WATER HEATER (2019), and a shed for additional outdoor storage was added just this year. Step into a light filled flowing OPEN CONCEPT layout and explore a home designed for both everyday living and entertaining. The heart of the home is the gorgeous CHEF’S KITCHEN, offering the perfect blend of cabinet and drawer storage, open shelving, UPGRADED STAINLESS STEEL APPLIANCES (that include a double wall oven!), sleek countertops, a striking subway tile backsplash and accent wall, and a generous ISLAND with breakfast bar seating. The adjacent dining area boasts a stunning BUILT-IN BAR, ideal for hosting! Throughout the home you will be delighted to find WOOD LOOK TILE and WOOD LAMINATE FLOORING, upgraded light fixtures and fans, elegant crown molding and thoughtful designer touches that elevate every space. The seamless indoor/outdoor flow leads to your private BACKYARD OASIS where you can lounge by the pool, relax under the pergola or gather with guests under the lanai while enjoying the peaceful conservation views. Additional highlights include a CIRCULAR DRIVEWAY, lush landscaping, and fabulous CURB APPEAL. Located in Winter Park with NO HOA this home gives you access to TOP-RATED SCHOOLS and unparalleled convenience being just off Howell Branch Road with easy access to SR 436. You are just minutes away from shopping, dining, parks, and several lakes - all while enjoying the privacy and quiet luxury of this remarkable home. Call today to schedule your tour!

3011 Temple Trail, Winter Park
$755,000
Maitland Shores Second Add SubDv. ⋅ 32789 Zip Code
Welcome home to 1000 Howell Branch Road, a canal front private oasis. This recently cleared lot is located on an oversized half acre+ lot with a recently dredged fresh water canal frontage, with easy access to Lake Maitland/Winter Park Chain of lakes. Hurry, it’s currently the only vacant lot available on the Chain of lakes. The private backyard is backed up to more than 2 acres of conservation areas, which makes it have an incredible feel. You can be minutes from the hustle and bustle, but step onto the lot and you will feel like you have escaped into your own private natural oasis. This lot is zoned for top rated schools and the premium location makes this a must see opportunity. Conveniently located to downtown Park Avenue’s shops and restaurants, with easy access to Maitland City Centre and downtown Orlando, what else could you want? Come see this one today before it’s gone.

1000 Howell Branch Road, Winter Park
$1,164,000
3 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code
Stunning one of a kind, move in ready lakefront home on private Lake Spier. Built from the ground up in 2010 utilizing just three walls of the original property, this all block single story, three bedroom, two bathroom contemporary home with 1.17 acres has been meticulously designed for incredible views and flexible spaces, both inside and out. Perfect for entertaining, relaxation and fun activities such as paddle boarding, kayaking, canoeing, fishing or jet skiing. Relax with a coffee in the fully fenced private side courtyard or entertain friends on the lanai and paved patio overlooking the expansive grassed area and 85ft of lakefront with private access and dock rights. The sunsets are phenomenal. No expense was spared on the stone floors that run seamlessly throughout the entire home, together with level five finish smooth ceilings and walls. High end unique designer touches such as European fixtures and fittings and lighting plus privacy glass doors that add interest and make light, bright rooms. The open concept living space with soaring cathedral ceilings and enormous windows was designed to frame the breathtaking view from the minute you walk in the door, while the gourmet chefs kitchen with limited edition solid wood cabinets, features a zebra wood finish and an island with space for a wine fridge. The adjacent office/den/homework or crafting room is flexible and has access to the side courtyard garden and double garage. Retreat to the oversized master bedroom with private seating area and windows overlooking the lake. Relax in the spectacular spa like ensuite bathroom with large shower and deep soaking tub leading to the generous walk in closet fitted with custom cabinetry. Across the lake the nature conservation land ensures the view and provides endless nature watching opportunities, while the garden has been planted with native plants and trees specifically for the 32789 zipcode to encourage biodiversity and pollinators. Minutes from the amenities of Baldwin Park and the restaurants of Winter Park’s Park Avenue, with easy access to Orlando, airport, beaches and all that Florida has to offer, this friendly safe neighborhood is a hidden gem- don’t miss out on this extremely well designed, maintained and loved home!

1879 Lake Spier Drive, Winter Park
$1,995,000
4 Beds ⋅ 4 Baths ⋅ Flora Park 2nd Add SubDv. ⋅ 32789 Zip Code
Stunning Rustic Modern pool home with clean lines and top quality finishes. As you walk through the front door you are welcomed by a spacious Foyer with stack stone and wood paneling detail on the wall. Just off the foyer is the formal living/flex room. As you continue through the foyer you walk into the large open and family room / kitchen / dining room area which overlooks the oversized and private backyard. The family room features a stack stone fire place and double sliding doors leading out to the covered travertine lanai. The gourmet kitchen offers Thermador stainless steel appliances, a large breakfast bar and built-in pantry storage. Just off the Kitchen is the dining room which features 3 large picture windows for amazing natural light and beautiful wood beams on the ceiling. The spacious master bedroom located on the first floor features a trey ceiling with wood beams and sliding doors leading to covered lanai overlooking the large private backyard. The stunning master bath features a large walk-in shower and soaker tub, dual vanity and a large walk-in closet. The main floor also includes a half bath and spacious laundry room. The second floor has 3 bedrooms, 2 full baths, 2 Loft/Flex space areas and Laundry Closet. The spacious lanai, extended patio deck & summer kitchen overlook the sparkling pool, heated spa & private HUGE totally fenced back yard. Additional amenities include: 2 Trane 16 seer A/C dual systems, vinyl Low E insulated windows, core fill in block walls, high density foam insulation in ceilings, Rinnai gas tankless water heater, full security, camera & surround sound pre-wire & more!

2012 Arbor Park Dr, Winter Park
$1,100,000
4 Beds ⋅ 3 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code
RARE FIND - *** LAKE FRONTAGE on Private Lake Spier with DOCK, POOL,& CABANA which could never be built today!!!*** This home is in the perfect location only 0.7 miles or 15 minute walk to downtown Baldwin Park. 1.2 miles from Corrine Main Street Area, 2.6 miles to Park Ave. 2 MASTERS - one upstairs with an expansive view and wood dock overlooking the lake. The other master is on ground floor overlooking pool and lake. This home has true pride of ownership for the past 30 years and has been meticulously maintained. You will never find another opportunity like this home in a location like this that overlooks the private conservation on the opposite side of skiable Lake Spier. The pool, cabana and doc would not be allowed to be built today! Come and make this home your own with some minor updates. NEWER ROOF (2 of 3 sections), SEPTIC, PAINT, GUTTERS and more.

1863 Lake Spier Dr, Winter Park
$?
4 Beds ⋅ 3 Baths ⋅ Temple Trail Vlg SubDv. ⋅ 32789 Zip Code
Also see MLS#O5203673. Left unit is tenant occupied. Buy both, live in one side and rent out other side. Downstairs guest bedroom and bath. Formal dining room, open floor plan, French doors. Master retreat with "His and Her" vanities. 4th Bedroom has no closet. There is also an additional large upstairs open area/loft for an Office/Computer/Game Room. Designer lighting, crown moldings, tile roof and up stairs covered secluded balcony with sitting area. Deck overlooking conservation area. Near Downtown Winter Park, Maitland center, shopping, restaurants.

2607 Temple Trail, Winter Park
$?
3 Beds ⋅ 3 Baths ⋅ Temple Trail Vlg SubDv. ⋅ 32789 Zip Code
Townhome, left Side Unit. Spacious Great Room with French doors that open to private patio/backyard. Downstairs Guest bedroom and bath, Gourmet kitchen with granite counter tops, Dacor gas stove top, walk-in pantry,mini-wine cellar and wet-bar, beautifulwood floors in Great Room and Bonus/Game Room/Office. Travertine tile with medallion inlays in Kitchen, Dining Room & Entrance Foyer. "His and Her" vanities, Roman style Jacuzzi tub. California style closets throughout, designer lighting, crown mouldings,tile roof and secluded balcony with sitting area. Minutes from Downtown Park Ave, dining and shopping, with easy access to major highways. Unit is also available for lease for $2,800 per month!

2605 Temple Trail, Winter Park
$?
4 Beds ⋅ 3 Baths ⋅ Temple Trail Vlg SubDv. ⋅ 32789 Zip Code
Located minutes to Downtown Winter Park, this elegant condo/townhome has everything. Designer lighting, crown moldings, tile roof and secluded upstairs balcony with sitting area. Kitchen with center island, breakfast bar & walk-in pantry, formal dining room, living room with mini-wine cellar, downstairs guest bedroom and full bath. Upstairs has 3 bedrooms plus loft/Office/Computer/Game Room. Master bath has "His and Her" vanities & Jacuzzi tub. Close to shopping & easy access to major highways. Please note this is a condo/townhome. Unit 2607 is unit on the right side. Please see MLS# O4941698 for information on both units being sold as a package.

2607 Temple Trail, Winter Park