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Winter Park and Maitland

Winter Park and Maitland are two neighboring historic towns, well-located just to the north of Downtown Orlando. Winter Park is the most famous area in Central Florida for locals for having its well-known “Park Avenue” downtown district with high-end shopping, award-winning dining, and art galleries. Winter Park has its own chain of lakes with the historic Rollins College and multimillion-dollar homes located along with them, where you can even take a boat tour. The city is diverse in that it has modest, older homes next door to larger, ultra-luxury homes built more recently, which has risen the value of all properties in the area substantially, making it a very hot real estate market. Many buyers opt to renovate these older homes or completely tear them down to build the larger, more luxurious ones due to
the inherent land value.

Maitland is located just north of Winter Park and it too has lakes connected to the famous chain of lakes, with a mix of modest homes and luxury homes. Maitland is famous for its art & history museums, and sports & recreation complexes, such as the RDV Sportsplex. There are several office buildings here too, with many national corporate headquarters located here.


524 Lander Road Winter Park, Florida

3 Beds 3 Baths 2,718 SqFt 0.310 Acres

Welcome to the stunning 4 bedroom 2 full bathroom home located in the highly sought after Minnehaha Shores community! This home us sure to WOW anyone who enters. Fully remodeled and with all the luxury you would want! As you enter notice the accent wall in the foyer. Onto the left are FRENCH DOORS entering the OFFICE with a FIREPLACE. This office has huge windows with natural light making work time a lot easier!! Keep going down the foyer into the GOURMET kitchen with everything! Top of the line BRAND NEW appliances. 36" gourmet stove, stainless steel hood, and refrigerator. Also with a huge bar and gorgeous countertops leaves plenty of room for guests to sit and chat while you cook and entertain. Or your guests could find a comfortable spot in the lounging area in the extended kitchen! Don't worry your dinning room is a SEPARATE place keeping everything nice and ready for special occasions. Off to the back of the house is the "hang out" area that is lined with windows looking out to your own PRIVATE POOL! On an oversized lot this backyard is ready for fun! You also have plenty of storage with the shed that matches the house! The master bedroom is luxurious and leads into the fully renovated and up to date master bathroom with a CUSTOM closet. Three additional bedrooms have great closet space and comfortable carpet for the flooring. This home is located only one block away from LAKE MINNEHAHA with a community doc and water access, and also located close to an adorable park! In great school zones and a beautiful neighborhood this house has it all! Make 107 Kyle yours today! $749,000 Active

107 Kyle Drive Maitland, Florida

4 Beds 2 Baths 2,407 SqFt 0.260 Acres

Winter park awaits you!  This Winter Park Gem has been transformed into a "modern paradise".  This stunning, fully renovated 4 bedroom, 3 bath home is in one of Winter Park's most desirable areas. Conveniently located a few minutes walk from Park Ave, Winter Park Golf Course, Winter Park Chain of Lakes and top-rated schools and steps away from Upscale restaurants and shopping destinations. The home boasts an ideal split floor plan with double master bedrooms, high ceilings, large windows, and new porcelain flooring throughout. The exterior presents a BRAND NEW roof, paint and stucco, a new fence, brand new sod and gravel driveway for additional parking.  There is also a new HVAC system, new electrical and plumbing throughout. The huge backyard is an ideal space for a pool and/or perfect for a summer kitchen. The newly renovated kitchen is a chef connoisseur's dream, with a pot filler and large prep island.  There is easy access to the backyard, family and dining room. Upon entering the home, the foyer opens to the living room which showcases the beautiful kitchen and french door access to the backyard. The living room is adjacent to the fully renovated kitchen which features an oversized island with new cabinets, quartz countertops, and new stainless-steel appliances. The interior also has a full-size laundry room, complete with washer & dryer. The private owners boast "his and hers closets" and barn door access to the oversized master bath complete with his and hers shower heads, and double vanities. The other guest bedroom boasts a walk-in closet with an adjacent full bath. This is a wonderful opportunity for a "move-in-ready" home in a prime location with all that Winter Park has to offer, click on the virtual tour link for a personalized experienced and schedule your private showing today! $644,900 Active

678 Depugh Street Winter Park, Florida

4 Beds 3 Baths 1,940 SqFt 0.160 Acres

The shortest distance between leisure and the place you call home. Manicured hedges and exquisite landscaping are a feast for the eyes as you turn off the main thoroughfare. Secluded in the back of the neighborhood, on a corner lot, this upgraded move-in ready 3 bedroom, 2 bath pool home, is located in Winter Park, a city known for its Old World charm, elegant houses, quaint bricked streets, first-class shopping and dining experiences, world-class museums and Rollins College. The Shores of Lake KIllarney is also one of the city's most enticing neighborhoods, as it includes deeded lake access to one of Winter Park's largest freshwater spring fed lakes. Boating, skiing, windsurfing, jet skiing, paddleboarding, or dock at some of Winter Park's most desirable shopping establishments and restaurants. Live luxuriously, in this 2,270 sq ft ranch-style block home, with side-entry two car garage, and tall masonry wall surrounding the backyard giving you the highest level of privacy. Plants bursting in blooms frame this home magically. Entertain on the open air back patio overlooking the sparkling pool or retreat to the tucked away, wood deck accessible directly off the Master Suite. The property is impeccably maintained throughout, the indoor space equally as stunning, and upgraded with all the special little extras too.  Enter the home by way of a stately Mahogany wood door. The oversized, multi-pane windows in the formal living room let light naturally illuminate the interior space. Flowing directly into the dining room where there are three large niches in the wall to display art, antiques, collectibles or heirlooms. Forward through the home, you enter the generous casual living area, where eight additional windows showcase the patio and pool areas expanding the visual space. This home truly brings the outdoors in with the addition of skylights. Neutral paint and tile throughout. Completely open to the dining area is the artfully renovated kitchen, with solid hickory wood cabinetry, crown moulding, gray tiling, and ceiling mounted pot and pan rack, all illuminated by an additional kitchen skylight. Passthrough area, with bar seating on the opposite side, resides above the deep farmhouse sink. Quartz countertops, a stainless steel appliance package and serving bar all help create a wonderful home made for entertaining. 
At the entry of the home, to the right, is a flexible space which could be utilized as an office. Built-in custom bookshelves opposite wall to wall windows would also make this the perfect reading room. The white beadboard ceiling framed in crown molding and tranquil sky blue paint on the walls add to the tranquility of the space. French doors open into a palatial master bedroom suite.  The master bedroom features a large, wood burning fireplace, designed with wood mantle, eclectic tilework surrounding the firebox, with an integrated, artisanal metal safety screen. The floor is lined in Mexican tile. Included in the space is a massive walk-in closet. The master bath is tiled with glass block, has a walk-in shower, a sumptuous garden tub with jets and furniture style basin with artfully colorful sink. On the opposite side of the house there are two additional bedrooms that share a full bath.  A new Rheem 2-1/2 ton 16 SEER heat pump, air handler, thermostat, and ducts were replaced within the last two years. The pool is solar heated.No HOA. The home is located just minutes from I-4, Park Ave, Rollins College, Winter Park Village $635,000 Pending

260 Rippling Lane Winter Park, Florida

3 Beds 2 Baths 2,179 SqFt 0.270 Acres

ENCLAVE AT MAITLAND LAKEVIEW Mediterranean. PREMIER LOCATION! This stunning home with 2315 SF features three bedrooms and a dedicated OFFICE, two full bathrooms and two 1/2 baths. Located in the beautifully landscaped, GATED community of Montacino situated on Lake Charity. You are just minutes to Maitland Center Pkwy, Maitland City Center, Winter Park Shops and restaurants and downtown Orlando via I-4. Entertain in style in the FORMAL dinning room while serving great meals from the GOURMET kitchen with 42 in raised panel cabinetry with crown molding, tile backsplash, STAINLESS STEEL appliances, GRANITE countertops, double wall ovens, built in cooktop, dry bar and pendant lighting. The spacious family room offers the perfect place for casual gatherings or an impromptu family movie night with the triple glass sliders leading to an expansive SCREENED LANAI with tongue-in-groove ceiling, recessed lighting and a cabana bath. Enjoy Florida living at its best from the screened lanai and backyard in total PRIVACY overlooking Lake Charity. The downstairs OWNER'S SUITE and Bath is the ideal retreat for winding down after a long day! Upstairs are two additional bedrooms and a full bath. The downstairs laundry room with washer, dryer and utility sink leads to the two car garage with custom wall storage systems. The HVAC is dual zoned and NEW from 2020 & 2021. Don't miss this opportunity for carefree living with lawn and tree maintenance included in the HOA dues. $629,000 Active

1426 Caring Court Maitland, Florida

3 Beds 4 Baths 2,315 SqFt 0.130 Acres

POOL HOME< RESORT STYLE LIVING with a WINNING COMBINATION for the buyer who is looking for a LARGE FAMILY HOME or HOME BUSINESS! This home features 3 bedrooms and 2 full baths, and  2 half baths. The Master Bedroom is downstairs, with an oversized seating area, with oversized walk-in closet. Master Bath has 2 separate sinks. As you enter the tiled foyer you will see the formal dining area to the left. Once upstairs you have 2 bedrooms, and small study area. Now it’s time to bring the family over to the Party. This entertainment area is equipped with a sandy beach, bar, sitting and grilling area. The Pool exterior finish and re gunited the pool recently. The Large Driveway is ready for hosting these family events. Fenced in Back Yard. ROOF and A/C was replaced in 2020. Bring your family to see this home TODAY! $625,000 Active

233 Flame Avenue Maitland, Florida

3 Beds 4 Baths 3,248 SqFt 0.700 Acres

Welcome to 2153 Chinook Trail- the home you have been waiting for! Now is your chance to own this absolutely stunning NEWLY RENOVATED 4 bed/2 bath home nestled in quiet, distinguished Dommerich- right in the heart of Maitland! Plenty of curb appeal with tree lined streets sets the stage as you arrive. Upon entering, hardwood floors greet you along with endless natural light. Features include skylights, upgraded double pained windows, a formal dining room, great room AND living room with wood burning fireplace. The recently updated gourmet chef's kitchen features granite countertops, stainless steel appliances, gorgeous custom stone backsplash, and an oversized island perfect for entertaining. There is a true Florida room with french doors that open up to your brick paved deck, made for making memories! Your new home also features a true mudroom as well as oversized pantry. New roof to be installed prior to closing as well! Ideal location, near all major shopping, dining, entertainment, and only 10 minutes from I4. Call today for your private showing! $569,000 Pending

2153 Chinook Trail Maitland, Florida

4 Beds 2 Baths 2,277 SqFt 0.230 Acres

Stunning Maitland Home in desirable Montacino ~ An impeccably maintained GATED community situated on Lake Charity, just minutes from Maitland Center Pkwy, Maitland City Centre, Park Ave, and Downtown Orlando. Former MODEL HOME featuring 2,315 sf with three bedrooms + dedicated OFFICE, two full bathrooms, and two 1/2 baths. As you turn onto Caring Court, notice the remarkable curb appeal of this freshly paved cul-de-sac street with soaring palms and mature magnolias. Mediterranean-style architecture with clay TILE ROOF, stone front elevation, and PAVER driveway. Charming courtyard entrance into a lovely foyer with soaring 10-FOOT ceilings. Just off the foyer are double doors to the **dedicated and secluded home office** with beautiful HARDWOOD flooring and views to the front landscape. Follow the diamond pattern tile, just past the formal dining room with double TRAY CEILING, into an open great room built for entertaining. The gourmet kitchen boasts 42” full overlay cabinetry with crown molding and under cabinet lighting, GRANITE COUNTERS, tile backsplash, and STAINLESS STEEL appliances including double wall oven, built-in cooktop, and French door fridge. Butler’s pantry with glass door cabinetry, accessible from both sides and just perfect for display. 8-FT DOORS upstairs and down, recessed lighting throughout, and builder installed living room FIREPLACE (requires gas hookup). Triple sliders lead out to an expansive SCREENED-IN PATIO with cabana half bath and matching tile floors making for a seamless transition into this outdoor living space. Enjoy an evening cocktail or morning coffee in total PRIVACY with no rear neighbors! The downstairs owner's suite features high-quality HARDWOOD flooring, his and hers closets including a walk-in with custom built-ins, and French door access to the back patio. The spacious ensuite bathroom offers split vanities with lighting underneath, soaking tub, and glass enclosed walk-in shower with dual shower heads. The hardwood staircase at the front of the home leads you up to the two additional bedrooms, a sizable storage closet, and second full bathroom. The downstairs laundry room with utility sink exits to the two-car garage with two single doors, Culligan water softener, and tankless water heater. Enclave at Maitland is an exquisitely landscaped community with an impressive gated entrance, showcasing a resort-style pool with all new patio furniture. Easy living with lawn and tree maintenance included in the HOA dues. $559,000 Pending

1433 Caring Ct Maitland, Florida

3 Beds 4 Baths 2,315 SqFt 0.130 Acres

This completely remodeled home was truly made for both entertaining and everyday living! Home features a split 3 bedroom 2 bath floor plan with a screened in pool enclosure that is a magnificent extension of the home's living space.  The kitchen features black stainless steal appliances, granite counter tops, eat-in breakfast space and opens to the family room and a separate formal dining room.  There is no carpet in the home. The master has hardwood floors and a private entrance to the patio and pool area complete with a walk-in closet. The remainder of the home is beautifully decorated with porcelain tile floors throughout. The home has a separate electrical panel and wired for a generator so you will never be without electricity (generator not included). This home has been extremely well-maintained and is complete with a security system and ring doorbell.  This home is centrally located near Cady Way Trail, Winter Park Pines Golf Course, Cady Way Pool, two public parks, tennis courts, Advent Health Hospital, Crosby Wellsness Center, minutes to desired fine dining and shopping on Park Avenue, The Farmer's Market, Baldwin Park Dog Park and The Baldwin Park Community, as well as, public transportation with easy access to all major highways including I-4 and the 417...Welcome Home!! $557,000 Pending

502 Gilbert Road Winter Park, Florida

3 Beds 2 Baths 1,854 SqFt 0.210 Acres

2396 Square Feet, 4 Bedroom, 3 bath home in desirable Dommerich neighborhood. Permits shows new roof in 2014 and new HVAC in 2016. Two car garage with utility area. $549,000 Active

831 Collie Lane Maitland, Florida

4 Beds 3 Baths 2,396 SqFt 0.220 Acres

One or more photo(s) has been virtually staged. Come Home to the North Corrine neighborhoods of Winter Park, this 4 Bed, 2 Bath, ranch home offers an open floor plan, and walking distance to local shopping & dining.Open kitchen/family/dining room combo with wood-look tiles, built in cabinetry, granite counters, & panoramic windows. To the right, is the master suite with a sitting room, access to the owners garden, and a master bath w/ a walk closet. $532,000 Active

2257 Howard Drive Winter Park, Florida

4 Beds 2 Baths 1,925 SqFt 0.160 Acres

Don't miss out on this spacious 4 story townhome in an ideal location in Baldwin Park! The first floor has a formal entry hall, entrance from the two car garage, and bedroom or office with a Private en-suite!  Spacious second floor Living Room and Dining Room with Private Balcony facing Common Way! The Beautiful Kitchen has tile floors, Corian Counters and 42 Inch Cabinets. The third floor has a split floor plan with a large master suite with a walk-in closet and en-suite bathroom. Master bath has a soaking tub, dual sinks and a walk-in shower. Second bedroom also has a private bath. The 4th Floor could be used as a bedroom or as a home office, theater room or game room just to name a few. This amazing community offers so much convenience and fun! There are three sparkling pools, private playgrounds, two clubhouses with party rooms and gyms. Walking distance to the Elementary School, Shopping and Downtown Baldwin Park! Lake Baldwin has fishing docks, grassy parks, bike trails, a dog park and a boat drop! Minutes driving to Winter Park and Downtown Orlando! This neighborhood has A-rated schools! Enjoy Living the Baldwin Park Lifestyle! $530,000 Pending

1539 Common Way Road Orlando, Florida

4 Beds 4 Baths 2,284 SqFt 0.020 Acres

Fabulous 3/3 townhome on a corner lot in Waterbridge is ready for a new owner to enjoy!  Welcoming brick paver walkway leads guest to a spacious covered front porch!  The entry way opens to the light and bright living room with a vaulted ceiling, wood floors, fire place and sliding glass doors to a private brick patio with a full height privacy wall- perfect spot for grilling & evening drinks! The L-shaped combined living and dining room is spacious for large or small gatherings and leads to the chef appointed kitchen!  An abundance of built-in cabinets and pantry makes entertaining easy and the breakfast bar overlooking the family room is perfect for any cook helpers or tasters!  The large family room is perfect for relaxing or watching TV with vaulted ceilings, a wall of built-in cabinets and a full guest bath nearby! Off the living room is the oversized master retreat with vaulted ceilings and fan, an abundance of natural light, walk-in closet with built-ins and combined large tub and shower!  2 additional roomy bedrooms with vaulted ceilings and fan, carpet, and skylights share a full bath nearby. The family room has glass sliding doors which bring the outside in as they open to a large screened porch and the private fenced side-yard with pavers, stones and mulch make this a great low maintenance space to enjoy year-round! This meticulously maintained and updated home with custom plantation shutters and wood floors throughout the downstairs, landscaping with Rain Bird irrigation, 3 separate outdoor living areas and screened-in porch, with roof replaced 2020, HVAC 2017, Replumbed 2005 - will not last long! Waterbridge is a walkable Winter Park community with beautifully maintained pickleball, tennis courts, a gazebo and open field for croquet and other outdoor activities for residents. Ideal location with top Winter Park schools, and near to the dog park, bike/walk path, shops/restaurants of Baldwin Park and East End! $529,900 Pending

1281 Sara Court Winter Park, Florida

3 Beds 3 Baths 1,932 SqFt 0.150 Acres

1939 home was moved from PARK AVE many years ago. NOW IN MAITLAND bordering WINTER PARK. INCLUDES  1/16 ownership of LAKE LOT. A Must remodel piece of HISTORY with 82 YEARS OF CHARACTER. Arched high ceilings along with a fireplace in the formal living room. Florida room is surrounded by glass sliding doors that open to a wooden patio with French doors, countless windows, gracious screened front porch and additional awning covered porches surrounding the home and huge master bedroom. LARGE DEVELOPERS have purchased most all properties surrounding this 3 BED 2BATH ESTATE. Area across street is transforming to 1ST CLASS  RAVAUDAGE COMMUNITY, LARGE HIGH-RISE LUXURY APARTMENTS, RESTAURANTS AND OFFICES, in one of the most sought after areas. Use your imagination to make this a estate your dream home. 4 football fields distance away, A luxury apartments developer purchases 3 acres 02/22/2021 for $8,905,000.00 that’s $742,000 per 1/4 acre. This is a winning deal. $525,000 Active

113 Gem Lake Drive Maitland, Florida

3 Beds 2 Baths 1,538 SqFt 0.240 Acres

LOCATION LOCATION LOCATION! This lovely Winter Park home has it all and is ready for every lifestyle in this sought after pocket of homes. Baldwin Park Dog Park, and Playground at the end of the street. As close to Baldwin Park as you can get (0.7 miles away from downtown BP along trail) without the added taxes and HOA fees of Baldwin Park. Enjoy the big beautiful trees in the huge corner lot. Beautiful marble counters throughout the kitchen and large island overlooking the open living space. This home is a basketball players dream with custom Basketball half court while still having plenty of fully fenced yard space, PLUS side yard big enough for boat, trailer or vehicle storage! This home is currently set-up as a 2 bedroom 2 bath. Right now the owner uses the Florida room as additional closet space but this space would make a great office or sitting area. There is also a unique basement space which could be a perfect wine cellar, office, workshop, storage or just extra space. There is access to the outside from finished cellar too! This is truly a one-of-a-kind property! $525,000 Pending

1843 Barker Dr Winter Park, Florida

3 Beds 2 Baths 1,697 SqFt 0.290 Acres

Come live the Baldwin Park Lifestyle! This immaculate, turnkey, three story city home is situated in the heart of beautiful Baldwin Park! The first floor has a formal entry hall, two car garage, and bedroom with a private bath that could also be a home office. Second floor has a spacious open living area. Kitchen has tile floors, upgraded cabinetry, granite countertops, island, stainless steel appliances, a large pantry, space for a table and a dining bar. Living/ dining space has high ceilings, beautiful wood floors and a bonus space that can fit a desk, play area or even a piano! Home has upgraded iron stair rails, quality lighting, powder room and balcony off of the kitchen. The third floor has a split floor plan with a large master suite with a walk-in closet and en-suite bathroom. Bath has a water closet, soaking tub, dual sinks and a walk-in shower. Second bedroom also has a private bath. This amazing community offers so much convenience and fun! There are three sparkling pools, private playgrounds, two clubhouses with party rooms and gyms. Walk to the Downtown Center, Publix, CVS, Trendy Restaurants, Bars, Cafes and Boutiques!  Lake Baldwin has fishing docks, grassy parks, bike trails, a dog park and a boat drop! A-rated schools are all just a bike ride away from this home. Enjoy community parties and events in this idyllic neighborhood! $525,000 Pending

4724 Anson Lane 3 Orlando, Florida

3 Beds 4 Baths 2,082 SqFt 0.030 Acres

BACK ON MARKET. Welcome to the Merrie Oaks Village community located in the City of Winter Park.  Designed by architect Nils Schweizer, a student of Frank Lloyd Wright, this boutique community comprised of 13 homes offers the feeling of a single-family home.  262 Balfour is a 3 bedroom, 2.5 bath with an open floor plan.  Some of the features include floor to ceiling tempered glass windows, solid wood floors, new stainless kitchen appliances, tiled back splash, wood cabinets, stone counters, recessed lighting and 18 ft. high ceiling in the formal living room with a gas fireplace.  French doors lead to a tiled family room with built in bookshelves and extra storage.  Tempered glass door with privacy shades leads to an outdoor living space ideal for a summer kitchen, entertaining or a good book.  Follow the solid wood staircase with wrought iron hand railing to the three bedrooms and 2 full baths. Enjoy a garden view from the master suite, double pane sliding glass door, large walk-in shower and closet.  The second bath features a spa tub and skylight. The loft is a great space for an office, library, art studio or a good book. There is a lovely flow to this home with plenty of closet and storage space.  The two-car garage features an 80-gallon hot water heater, washer and dryer and built-in shelving. Up on the roof you will find solar panels.  One panel will heat water directly from the sun which circulates to the hot water heater.  The other panels generate electricity for the house with possible cost savings at the end of the month.  Leaf guard was recently installed on the rain gutters. Merrie Oaks is close to shopping, restaurants, public transportation, the Advent Health Medical Campus, Cady Way Park, bike trails and the new public library.  The sellers have taken great care of their home. $445,900 Active

262 Balfour Drive Winter Park, Florida

3 Beds 3 Baths 2,019 SqFt 0.060 Acres

This Winter Park one-story home offers a one-car garage. This home has been virtually staged to illustrate its potential. $444,000 Active

2650 Euston Road Winter Park, Florida

4 Beds 2 Baths 1,961 SqFt 0.280 Acres

Cozy 2 bedroom, 2 bath, 1 car garage home with screened in back porch, deeded access to Lake Killarney. Sellers are licensed real estate agents, selling As-Is, plumbing updated in 2003, roof 2005, A/C 2006. This home is located minutes from downtown Winter Park & Rollins College, it is a great starter home or for someone wanting to bring their vision and turn it into their newly remodeled home. School districts are Killarney Elementary, College Park Middle School & Edgewater High. You must show proof of funds prior to any showing, appointment is required $439,900 Active

344 Starling Road Winter Park, Florida

2 Beds 2 Baths 1,345 SqFt 0.250 Acres

One or more photo(s) has been virtually staged. This Maitland one-story cul-de-sac home offers an in-ground pool, a patio, and a two-car garage. $436,000 Active

160 Softwind Trail Maitland, Florida

4 Beds 2 Baths 1,759 SqFt 0.290 Acres

Your dream home is waiting just for you in Winter Park! Step inside this beautiful interior with laminate floors throughout, plenty of natural light, and neutral palette. Lighting, ceiling fans, and fixtures throughout. The kitchen boasts generous counter space and a breakfast bar, making cooking and entertaining a delight. Bedrooms offer plush carpet, ceiling fans, and sizable closets. Entertain on the covered back patio, perfect for barbecues. Hurry, this won’t last long! $405,000 Active

7338 Cook Lane Winter Park, Florida

3 Beds 2 Baths 1,191 SqFt 0.210 Acres

One or more photo(s) has been virtually staged. 3 bedroom 2 bath home in centrally located Maitland. Wood flooring, carpet and tile throughout. Screened in side porch with french doors leading into house. No HOA! This house is a must see! $405,000 Pending

1000 Oranole Road Maitland, Florida

3 Beds 2 Baths 1,662 SqFt 0.270 Acres

Don't miss this rare investment oppurtunty in Orlando to own 2 single family homes with a pool on just under a 1/2 acre! Both houses have recently been remodeled. The 4 bedroom 3 bath has over 2,100 sq ft of living space that features a swimming pool and has all solid wood floors throughout with updated kitchen and baths. Brand new roof just installed! Rent it out for $2,000 a month. The 2 bedroom 1 bath house has been renovated from top to bottom and has luxury vinyl flooring throughout entire living space. Rent it out for $1,250 a month. Both houses combined can bring in over $3,000 of income a month! Live in one house and rent the other to help pay your mortgage. Behind the swimming pool there is a 30' x 18' pool house that could be finished and turned into another rental space, a game room or can just be extra storage if needed. Both homes have their own electrical meter box. The 2/1 could be used as a possible 3 bedroom. Deals like this do not come around often so come take a look before its gone! $400,000 Pending

5528 Beggs Road Orlando, Florida

6 Beds 4 Baths 3,051 SqFt 0.430 Acres

This home is in immaculate condition, one owner since built, new roof, new pipes, wind mitigation, new cut off water valve, new water heater and refrigerator is 1 year old. The porch has been enclosed with new vinyl windows and tile floor, also includes wall/window air conditioner. The square footage reflects an indoor laundry and the beautiful, air conditioned Florida Room. Perfect for morning coffee and/or relaxing in the late afternoon, early evenings. Ceiling fans in all rooms except dining room. Beautiful backyard with mature landscaping and lots of room to enjoy the outdoors. $365,000 Pending

334 Croton Drive Maitland, Florida

3 Beds 2 Baths 1,598 SqFt 0.210 Acres

One or more photo(s) has been virtually staged. This Orlando one-story home offers a two-car garage. This home has been virtually staged to illustrate its potential. $361,000 Active

5861 Groveline Drive Orlando, Florida

3 Beds 2 Baths 1,590 SqFt 0.760 Acres

Vacant and ready for new owners! Newly updated with freshly painted interior and exterior, new LVP flooring the living room and hallways with new carpet in all bedrooms. Kitchen features new granite countertops, new sink and faucet, new stainless-steel appliances, and new lighting. Hall bathroom has updated vanity and vanity light, new surround, mirror, and toilet. Spare bedrooms all have new lighting. Master bedroom features a walk in closet, and new lighting. Master bathroom has new vanity with granite countertops, new sink, faucet, and vanity light. Home features a lovely sunroom and fenced in backyard! COME SEE! $359,900 Active

5219 Albert Drive Winter Park, Florida

3 Beds 2 Baths 1,247 SqFt 0.260 Acres

Welcome home to this spacious 3 bedroom, 2 bathroom pool home in the centrally located community of Winter Woods in Winter Park! Through sliding glass doors you have a large screened porch that opens up to the private rear yard with pool that backs up to the Interlachen Country Club, so no rear neighbors! An oversized inside laundry room is right off the kitchen that opens up directly into the garage. Roof was replaced in 2014, windows have been replaced, hot water heater 2019, pool pump 2021. A great location zoned for desirable Seminole County Schools! Conveniently close to downtown Winter Park, Park Ave, shopping centers, restaurants, Publix, YMCA, Phelps Park, Cady Way, hospitals, Rollins College, Full Sail and much more. Don't miss this great opportunity !! $355,000 Pending

2057 Poinciana Rd Winter Park, Florida

3 Beds 2 Baths 1,630 SqFt 0.240 Acres

Data Entry Only. $349,900 Pending

Orlando, Florida

4 Beds 3 Baths 2,192 SqFt 0.260 Acres

This beautiful 4 bedroom, 2 bath, 2 car garage home is located on a 1/3 acre wooded lot in a quiet subdivision with no HOA. The large fenced in back yard with an oversized deck is perfect for your family activities.  This spacious home features cathedral ceilings and an open floor plan.  There are separate living and dining areas and the kitchen has a breakfast area and overlooks the family room.  There is new tile in the bathrooms and new carpet in all the bedrooms. The roof was replaced in 2018 and has enough solar energy attached, it has practically eliminated the electric bill for the original owners. The solar panels were just installed the beginning of 2021 and will be paid off for the new owners. Because there is 60K in nearly new solar that is being included with this home, all offers must have an appraisal waiver or the new buyers can take over the solar loan and we can negotiate.  A great opportunity to have a home with very little if any electric bills! $340,000 Pending

Orlando, Florida

4 Beds 2 Baths 1,670 SqFt 0.310 Acres

One or more photo(s) has been virtually staged. This Orlando home has one story. $337,000 Active

1321 Alfred Drive Orlando, Florida

4 Beds 2 Baths 1,392 SqFt 0.250 Acres

LOCATION! SPECTACULAR 1-STORY, Dream Pool Home you don’t want to miss
This Home wont last in the market; Many amazing Amenities like spacious front and back patios.  Owners have  upgraded to bring this ready to move in home to you.  The house has gone through mayor remodeling! This spacious bright residence features a myriad of upgrades including stain steel appliances, granite counter tops, laminate wood floors, light fixtures. Brand NEW A/C. BRAND NEW ROOF. New FENCE. New Electrical panel. New Grass. This house has many great  features that will make it your dream home. The pool is the icing on the cake .
Location Location  location this home is in the highly desirable Maitland with no HOA. House has been freshly painted both inside and out and has New kitchen with 42 inch soft close shaker style cabinets, granite counter top and new stainless steel appliances. $335,000 Active

2915 Winfield Street Orlando, Florida

3 Beds 2 Baths 1,248 SqFt 0.210 Acres

Don't miss the opportunity to make this wonderful Orlando house your home. This house presents an exceptional opportunity to anyone looking for a large house in a mature community. It offers 4 bedrooms, 2.5 bathrooms, a formal dining room, kitchen with an island, a separate eating area, a bonus/flex room. Centrally located, this house is close to the 414 corridors, 30min to downtown Orlando and minutes away from restaurants, entertainment, and many of the theme parks. It is impossible to find this much house at such an amazing price. Upgrades include a new roof, a 2018 A/C system, a Camera system, and many Fruit Trees. Schedule your appointment today! $335,000 Active

6722 Pomeroy Circle Orlando, Florida

4 Beds 3 Baths 2,156 SqFt 0.150 Acres

Quiet 3 bedroom 2 and a half bath home on a substantial homesite with fenced dog yard and large tool shed in back.
The main entry way and living area has high vaulted ceilings with a wood burning fireplace.  The master suite downstairs has a spacious bedroom and walk-in closet. There are 3 additional bedrooms upstairs that you can access from an architecturally pleasing central staircase.
The washer and dryer hookups are located in the attached 2 car garage just off the living room.  The plumbing was re-done in 2018 and the roof was replaced in 2019. $300,000 Pending

7312 Radiant Circle Orlando, Florida

4 Beds 3 Baths 1,572 SqFt 0.360 Acres

Updated and upgraded 2 bedrooms and 2 bathrooms townhouse with 2 car garage located in the beautiful Maitland area. Also, this townhouse comes with a bonus room that can be utilized as an office or study room. Centrally located to I-4, Orlando, Altamonte Springs, Winter Park and Disney area.  Experience life, work, and play. The community features resort-style amenities including a pool, fitness center, and playground. All measurements must be verified by buyer and agent. $300,000 Active

Maitland, Florida

2 Beds 2 Baths 1,280 SqFt 0.010 Acres

Charming 3 bed/2 bath home in the well established subdivision of Eastbrook in Seminole County! No HOA. The home has great natural light and a nice floor plan. Large fenced back yard with no immediate rear neighbors! Schedule your showing today! $300,000 Pending

3506 Balsam Drive Winter Park, Florida

3 Beds 2 Baths 1,243 SqFt 0.210 Acres

Pre-Construction. To be built. Pre Construction Home offering a 4 large bedrooms, 3 baths with an inviting open floorplan that is great for entertaining. This home  features a spacious family room floor plan with 9.5 ceilings, 2 master suite, gourmet kitchen island, granite countertops, 42" designer cabinets, 3 1/4 baseboards and much more. This home has an incredible floorplan and many upgrades that makes this even more beautiful. All stainless steel appliances, walk in pantry. Foyer hallway adds extra entry footage to inside laundry room. The huge master retreat offers dual sinks, soaker, and walk-in shower. Off the master you have a door that opens to back yard covered patio to see the sunrise from the east.  It located close to Maitland Exchange,  I-4, 414 and 434. *Photos are of similar model but not that of exact house. Digital interior rendering layout not guaranteed. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries. Property taxes dollar amount is an approximate for data purposes only. $300,000 Pending

7629 Riverside Place Orlando, Florida

3 Beds 3 Baths 1,705 SqFt 0.170 Acres

Owner Financing with approved offer. Fully updated 3/1 bedroom home ready to move into with workshop out back and storage shed. Great Winter Park/Maitland location with easy access to shopping and highways. Oversized large lot with room to grow in a quiet community. Call today for your private showing of this wonderful home. $300,000 Active

2148 Ridge Drive Winter Park, Florida

3 Beds 1 Baths 1,160 SqFt 0.210 Acres

Don't miss the chance to discover this most sought after location. Filled with conveniences, walking distance or short drive to Publix, Trader Joe's, Winter Park Village, restaurants - Hillstones to Krispy Kreme and many other great places to dine, and a quick jaunt to Whole Foods, Park Avenue, Mills 50 and downtown Orlando and much more. This area is being developed and growing quickly. Ac/ductwork was replaced in 2019 and roof was replaced in July 2020, some updates inside.  The listing was canceled back in September of 2020 when the sellers discovered there was some water intrusion, they corrected the issue by putting up gutters and putting in a french drain and replacing the floor in the bedroom, they have not had any water intrusions since, the street still floods when heavy rain but does drain when rain ends.  The sellers just discovered the septic system has to be replaced and are giving a 15K credit for repairs and has estimates for work.  
Room measurements are estimates please feel free to take exact measurements.  Must see property! $299,900 Pending

Winter Park, Florida

3 Beds 2 Baths 1,125 SqFt 0.150 Acres

RE LISTED WITH AMAZING POTENTIAL!!! -This home comes with LARGE lot and square footage. This 4 bedroom 2.5 bath home is located in a great location not far from Hwy 436, Wekiva to Altamonte and 429 to anywhere. This 2 story home has high vaulted ceilings, large open layout and a back yard large enough for a pool. Located on a Cul De Sac in Summerbrooke, this home is close to shopping and dining. Downstairs Master Bedroom Suite and additional bedrooms upstairs provide space with a shared bathroom. Additional half bathroom is located on the first floor. COME SEE TODAY!! $299,000 Pending

7409 Windsome Court Orlando, Florida

4 Beds 3 Baths 1,572 SqFt 0.290 Acres

One or more photo(s) has been virtually staged. Located on 0.34 acres in the Riverside Acres community, you will love this centrally located one story home. This 3 bedroom, 2 bathroom home will give you 1,232 square feet to live, grow and make memories in. Large family room, real hardwood floors and sunroom overlooking the HUGE backyard complete this bright and cheery home. Fully fenced, no HOA and TWO outdoor sheds. So bring your tools, toys and boats to your new home today. Buyer to independently verify square footage and all measurements, condition and HOA information, if any. $295,000 Active

8818 Elba Way Orlando, Florida

3 Beds 2 Baths 1,506 SqFt 0.340 Acres

Completely remodeled home with over $150,000 in upgrades. All new wiring in the house and new service to garage. New low-e window with high low-e rate. New bath and plumbing. Heavily insulated. Septic was certified 1/1/20. New ceiling fans. Well has all new parts. Huge 1,420 square feet 5-car block garage. New garage doors. Feels like the country but close to the city. Easy drive into downtown Orlando, Winter Park, Maitland Center, and Altamonte Springs. Minutes from I-4, shopping, restaurants, & parks. Seller will consider trade of other real estate to make a deal happen. Let's make a deal. $294,900 Active

2507 Juergensen Drive Orlando, Florida

4 Beds 2 Baths 1,458 SqFt 0.680 Acres

This tri-level home is a 4/2.5 with a pool.  It has all wood floors on the third floor where all the bedrooms are.  2nd Floor (main level) has a kitchen, Family and living room along with a 1/2 bath.  Both Family and Living room have fireplaces. and overlook the large pool  and tiled deck.  On the 1st level you can access pool and laundry room through the spacious bonus room.  This is a flipper's delight or can be redone through an FHA 203K loan. $290,000 Pending

8601 Veridian Drive Orlando, Florida

4 Beds 3 Baths 2,400 SqFt 0.250 Acres

One or more photo(s) has been virtually staged. Everything you need/want is very close (Walmart Neighborhood Market, Publix, Whole Foods, restaurants, shopping at Winter Park Village). The community area is nearby (a field, tennis, basketball, playground, swimming pool, kiddie pool, rentable clubhouse, and a lake). The kitchen has a corner double sink that provides more usable space on the granite countertop. The "Little Gray Box" timer is attached to the water heater to help save electricity (timer is easily overridden by the On/Off switch). The location provides very easy access to I-4. Central air and heat. $289,000 Active

5441 Eggleston Avenue Orlando, Florida

3 Beds 1 Baths 1,014 SqFt 0.210 Acres

Attention investors. Partial renovations done, new roof in 2015, and excellent opportunity to complete and flip or move into it. Lots of potential! $279,990 Active

4782 Drummond Lane Orlando, Florida

3 Beds 3 Baths 2,314 SqFt 0.360 Acres

One or more photo(s) has been virtually staged. TONS OF SPACE! Looking for a home with ample space? Look no further, you’ve found it! This great Orlando property welcomes you inside to a fantastic living room with a HUGE BAY WINDOW that allows natural light to flood into this space. The cozy window seat gives you a great spot to read or relax. Just off the living room is the dining room where chair rails add a touch of sophistication. Your kitchen features STAINLESS STEEL appliances as well as a TILE BACKSPLASH and breakfast bar. Step down from the living room into a wonderful bonus room! This space would be a great media room, computer room, whatever best suits your needs. A large family room can be found adjacent to the dining room. A passthrough window from the kitchen into the family room is PERFECT for ensuring your friends and family have plenty of snacks and drinks for movie night or the big game! You’ll enjoy a nice sized interior laundry room. The large master bedroom features a fantastic FULLY TILED en suite bath with a pedestal sink and walk-in shower. You’ll also enjoy two additional bedrooms and a fully tiled hall bath with a tub/shower combo. TILE AND WOOD FLOORS THROUGHOUT, no carpeting at all! An open patio space allows you to enjoy your large backyard that has plenty of room for you to add a garden to grow fresh fruit, veggies and herbs or perhaps add a fire pit for those cooler evenings. A one car carport gives you a spot to keep your car shaded from the Florida sun. Whether you’re looking to add to your INVESTMENT portfolio or make this beautiful property your private residence…don’t wait, this one will not last! $274,900 Active

8509 Garnet Avenue Orlando, Florida

3 Beds 2 Baths 1,642 SqFt 0.200 Acres

Fabulous Newly Renovated single family home located in Orlando, Florida. This 3 Bedroom /2 Bath home features a new roof, new ac, and new water heater. Tile and wood throughout the main living space, open office and living/dining room area which is ideal for family and friend gatherings and entertainment! The primary bedroom features a walk-in closet and en-suite bathroom. The laundry room is conveniently located by the dinning room and kitchen area and comes already equipped with full-sized washer and dryer. Enjoy the out doors on your covered/screened in patio with a spa hot tub facing the beautiful 1/4 of an acre fenced in backyard. Centrally located in Orlando, accessible to I-4, shopping, restaurants .... What more could you ask for? $269,000 Pending

1097 Princewood Drive Orlando, Florida

3 Beds 2 Baths 1,165 SqFt 0.300 Acres

A very beautiful, ready to move in 3 bedrooms, 3 baths home.located in the very desirable Westlakes subdivision. New floors (2021). This house Will not last long. $265,000 Pending

Orlando, Florida

3 Beds 2 Baths 1,454 SqFt 0.130 Acres

Single family 3 bedroom 2 bath home boast vaulted ceilings in the main living areas making it feel spacious. Open floor plan and all the kitchen appliances are provided. Two additional guest rooms with large closets for plenty of storage. One car garage with washer /dryer hook ups and much more! Located in the Maitland area of Orlando! Close to shopping, schools, restaurants, entertainment and the bus line. The community is also a quick commute to Downtown Orlando, Winter Park Village, or Uptown Altamonte with plenty of dinning, shopping, and fun in the surrounding areas. $264,900 Pending

1069 Hamlet Drive Maitland, Florida

3 Beds 2 Baths 1,146 SqFt 0.080 Acres

This fully renovated 3 bedroom 2 bathroom lakefront home is located in the heart of Eatonville.  It features a BRAND NEW Roof, NEW HVAC, NEW Electrical Panel, NEW Energy Efficient Windows, NEW Energy Efficient Tankless Hot Water Heater, NEW Energy Efficient Recessed Lighting, New Laminate Flooring throughout, NEW Remote Controlled Ceiling Fans, a BRAND NEW Kitchen with Shaker Cabinets, Granite Countertop, Backsplash, New Dishwasher, Range and Microwave, Two nicely updated Bathrooms, NEW Interior & Exterior Paint, and 61 feet of lake frontage on beautiful Lake King.  No HOA but residents still have access to Frances Jerry Park with basketballs courts, picnic areas by the lake, and a large playground. $259,900 Pending

315 Amador Circle Orlando, Florida

3 Beds 2 Baths 1,112 SqFt 0.120 Acres

Do not miss out on this beautiful corner lot 3 bedroom/2 bath home that is close to everything Orlando/Maitland has to offer. The kitchen/living room combo has an open concept with raised ceilings for a large feel. The kitchen also features an eat in breakfast bar with plenty of windows to let in natural light. Ceiling fans can be found in all bedrooms as well as the living room. Over sized master bedroom has barn style doors that enter the oversized master bathroom. Master bath has double vanities, a garden bathtub, and walk in standing shower. Located close to 1792, I4, Maitland, and much more. Nearby you will find plenty of dining options and retail shopping. HOA DOES NOT ALLOW RENTALS IN THIS COMMUNITY.. $254,999 Active

1048 Hamlet Drive Maitland, Florida

3 Beds 2 Baths 1,150 SqFt 0.080 Acres

Expect to be impressed! This home has been completely renovated from top to bottom. New metal roof and A/C installed in 2020, Master bathroom and laundry room have been completely replumbed and remodeled. Stunningly beautiful kitchen features stunning wall-to-counter backsplash, granite countertops, new cabinets (2020), and a lovely island with drop down stainless steel vent for cooking and entertaining. An extensive covered back porch was added in 2021. This property is completely fenced and comes with a new storage shed for all of your storage needs. The secondary bath has also been completely remodeled along with newer vinyl plank flooring and baseboards throughout the entire home. The electrical box was upgraded in 2020 and a brand new hot water heater was installed in 2021.  The Septic system was pumped out in 2020 and there is a transferrable termite bond. All of the heavy lifting has been done for you including cosmetic renovations~! Don't blink or you'll miss this fantastic deal! $254,900 Pending

3125 Wallington Drive Orlando, Florida

3 Beds 2 Baths 1,147 SqFt 0.140 Acres


8600 Elba Way Orlando, Florida

4 Beds 2 Baths 1,476 SqFt 0.210 Acres

Home is Fixer upper.  The home is below market due to the repairs needed.  4 bedrooms, 2 bathrooms plus a garage conversion. Laundry room.  Screened in back porch. Home fenced.  Tenant left and ready to sell.  Drive-by and see nice size home with good size lot.  Easy to show.  This location is near shopping, gas station, and restaurants.  Home near John Young and Orange Blossom Trail. $240,000 Pending

6846 Alpert Drive Orlando, Florida

4 Beds 2 Baths 1,552 SqFt 0.190 Acres

This 3 Bedroom 2 bath home is located in a convenient area of Winter Park. Close to shopping, business and major travel routes. Beautiful and unique atrium in the center of the home.  Finished Florida room with AC leads out to private fenced backyard. Great investment property or perfect for first time home buyers.  Home being sold "AS IS."  UPDATED-Plumbing Hot/Cold pipes inside.  Roof is older and the home has Pacific Federal Electric boxes.  Storage closet off FL room. 
 Buyer must verify all measurements.
BEING SOLD "AS IS" $239,900 Pending

2651 Exuma Way Winter Park, Florida

3 Beds 2 Baths 1,528 SqFt 0.090 Acres

Handyman special.  3/2 home located in Holiday Heights.  No HOA. Convenient to Seminole State College, Riverside Acres Park, Lake Lotus Park, SR 414, I-4, shopping, restaurants, and area attractions. $239,900 Pending

2910 Calumet Drive Orlando, Florida

3 Beds 2 Baths 1,154 SqFt 0.240 Acres

Beautifully updated home featuring an open layout, vaulted ceilings, and a fenced backyard with room to park a boat/trailer. No HOA. Zoned for excellent Winter Park schools. New water heater Jan 2022. New dishwasher and refrigerator 2020. New Roof 6/2019. Conveniently located near Orlando, UCF, Full Sail University, retail and dining. $239,000 Pending

3318 Royal Street Winter Park, Florida

3 Beds 2 Baths 1,185 SqFt 0.130 Acres

PERFECT HOME FOR beginners or  investors. Seller is very motivated. This unit has a den that can be converted into a bedroom. $235,500 Pending

3503 Eve Court Orlando, Florida

2 Beds 2 Baths 1,058 SqFt 0.190 Acres

Perfect home for first time home buyers. The property includes new flooring, updated kitchen, central a/c, and more. Large fenced backyard with a shed. $230,000 Pending

575 Fitzgerald Drive Maitland, Florida

3 Beds 1 Baths 1,020 SqFt 0.170 Acres

**Multiple Offers received. Please submit all offers by Sunday, January 16th at 5pm.
Beautifully updated and renovated one bedroom condo!  This unit features a contemporary and modern design. The exposed plumbing pipes on the ceiling give it a fun industrial flair. This property was completely renovated in 2021. Upon entering the property, you will find the great room and the spacious kitchen. Enjoy brand new appliances including a KitchenAid convection oven and an induction cooktop, Bosch dishwasher, refrigerator, dishwasher, washer and dryer. The kitchen is adorned with caesarstone quartz countertops, mirrored backsplash, a large island for cooking, Kraftsmaid kitchen cabinets, soft close drawers, a farmhouse kitchen sink and more! Pull up your barstools and enjoy a meal on the extended countertop. This condo was converted into a larger one bedroom unit.  You can easily convert it back to a 2 bedroom unit if desired. The bathroom features a shower and tub combo and an extra wide pedestal sink.  Other updates include: new hot water heater, new a/c ductwork, 3 year old a/c unit, new plumbing and electrical, new porcelain tile flooring and new shutters throughout the unit. The property also features its own stackable washer and dryer.  Enjoy simple living in this beautiful and sought after community of Lake Maitland Terrace.  It offers quiet and peaceful living with the fishing pier, Lake Maitland lake access, private community pool, shuffleboard and more! Enjoy being able to walk to the Enzian and Lake Lily. It's also just a short drive to Winter Park Village and Park Avenue and is zoned for A rated schools! $230,000 Pending

Maitland, Florida

1 Beds 1 Baths 816 SqFt 0.160 Acres

Come and see this well maintained and move-in ready home perfect for first time home buyers, investors or anyone looking to downsize.  The possibilities are endless.  This 2 bedroom, 1 bath home has carpeting in the bedrooms, wood floors in the main living area and plenty of natural light.  The galley style kitchen includes stainless steel appliances. There is an added Florida room that can be used as a den, office or even a 3rd bedroom.  The front and backyards are spacious and all fenced in.  The carport provides additional storage and a laundry area.  This property's location is just minutes to Maitland, convenient to shopping, restaurants and major roads, I-4, 441 and the 429 exchange. $230,000 Pending

4516 Rossmore Drive Orlando, Florida

2 Beds 1 Baths 1,143 SqFt 0.150 Acres