Maitland Homes For Sale

Boasting modern Hacienda-style architecture and 280 feet of lakefront on Lake Maitland, this gorgeous 3.24 acre gated residence offers nearly 14,000 total square feet. An...

PRICE REDUCTION! WINTER PARK CHAIN OF LAKES 2019 NEW CONSTRUCTION HOME LOCATED ON LAKE MAITLAND. THE HOME SITS ON ROUGHLY 1.25 ACRE LOT AND JUST UNDER 200 FT OF FRONTAGE...

Lovely French Provincial estate on the Winter Park chain of lakes. This 5 BD/4 BA/2.5 BA home was extensively remodeled in 2013 by Posada Custom Homes. Beautiful well-e...

Just Reduced! Absolutely stunning, private lakefront estate on the shores of Lake Minnehaha. Tucked away, off a quiet street, this gated estate home features gorgeous pa...

Divine details in this stunning Coastal style home with exposed rafter tails & metal roof nestled on Lake Sybelia’s eastern shoreline. A completely new interior with luxu...

A rare gem in a private setting on the famed WINTER PARK CHAIN OF LAKES awaits your move! Situated on a no-outlet lane, this beautiful LAKEFRONT ESTATE boasts unexpected ...

Spacious, custom built lakefront home on pristine Lake Seminary! Two Master Suites, 6 bedrooms/ 7 bathrooms, & nanny/in-law suite with separate entrance. Large chef’s kit...

Get to know Lake Sybelia Dr. Situated on 2.77 acres with private water frontage on Lake Sybelia. This house is set behind gates, with an oversized circular driveway in ...

This beautiful .78 acre lot situated on a private, low-traffic street on the Winter Park Chain of Lakes provides an opportunity to build a new home or renovate the existi...

Gorgeous two story modern home on highly desirable Lake Catherine. Located on a tree-lined, brick paver lakefront street, this gorgeous 2016 built home features soaring c...

Come tour this absolutely gorgeous, brand-new contemporary pool home constructed by renown local luxury home-builder, Clarkson Concepts. YES! It does have an oversized 3 ...

Luxurious lakefront living is featured in this stunning, transitional style, well-maintained pool home with tile roof in the desirable & exclusive Stonehill neighborhood....

One of a kind remodeled home located in a highly desirable Kings Row. This home was completely designed and remodeled by Dalia Designs. Features Include: Quartz Counter-t...

Elegance, style and sophistication! Stunning Custom Dave Cahill Homes Masterpiece! Gorgeous modern, light and bright with full in-law apartment and picturesque fountain g...

One or more photos has been virtually staged. Fabulous, custom, 5 bedroom, 4 bathroom, pool home situated on a private spring fed lake. Enjoy boating, skiing, fishing or ...

A Maitland home like no other in Dommerich on .37 acres, a lot and 1/2, and sidewalk to the schools - a truly perfect location. 5-bed split plan plus in-law suite, that c...

Under Construction. New construction – Beautiful Townhouse in Maitland FL / Winter Park / Park Avenue. This custom-built energy efficient luxury townhouse features a comf...

Fantastic pool home in guard gated Maitland Club. With over 4,200 sq/ft of living area this home is ideal for a family. This spacious 5 bedroom, 4.5 bath home had in late...

BEAUTIFULLY UPDATED 3 WAY SPLIT PLAN EXECUTIVE HOME IN KINGS ROW The owners spared no expense with the high-end renovations in this home. Entering the home through the ...

WELCOME TO KINGS ROW - One of Maitland’s most sought after neighborhoods. This spacious four bedroom, three full bath pool home is situated on an oversized lot. The large...

JUST REDUCED AGAIN OR AVAILABLE FOR RENT AT $4650 PER MONTH. Motivated Seller. POOL NEWLY REFINISHED. WONDERFUL FAMILY ENTERTAINING HOME. MEMORABLE HOLIDAYS AND POOL...

Don't miss out on this beautiful home in sought after Maitland/Winter Park area! This home with its charming coastal cottage exterior opens up to 2596 square feet and fee...

Fantastic home seeks a new owner who has an appreciation for unique architecture, open floor plans, upgrades and loves entertaining. Step through the double entry doors t...

HUGE PRICE REDUCTION OF 50K!!!( SELLER MOTIVATED) This Stunning Modern Traditional Estate Home is located in the Exclusive Hidden Estates Subdivision. Boasting over four ...

A premier lakefront property, on Lake Hope in Druid Hills, is tucked away on a secluded road providing privacy and a lifestyle that is unparalleled. 2 large canopy Oaks f...

Maitland home on a wonderfully quiet street in Dommerich, 2,870 sf and beautifully renovated home with exquisite details. 4-bed, 3-bath with open kitchen to dining & livi...

This gorgeous, split plan, custom pool home is conveniently located in Maitland's best-kept-secret neighborhood where every street is a cul-de-sac and a community park is...

Welcome home to one of Maitland's most desirable neighborhoods. Once entering the large foyer you will immediately feel the openness of this pristine home. The beautiful ...

Look at this 3/2 with over 2400 sq.ft. living area that offers large bedroom sizes, open living and family room which features a wood burning fireplace and a beautiful vi...

Fabulous home tucked away deep in the established neighborhood of Maitland Woods on a tree-lined street close to Maitland amenities and easy access to major roads. This 5...

Welcome home! This spacious home is located in a prime location right on the border of Maitland and Winter Park. It is zoned for the top schools in the area, including Do...

Welcome Home to this Immaculate 4 bedroom/4 bath, Plus Office Pool Home Situated on a Beautiful Oversized Corner Lot! Located in Sought After Maitland Woods with just a ...

Call now... Just updated this June 2019. This stunning home boasts fresh interior paint plus NEW flooring throughout the home (2019), NEW roof (2019), NEW AC on 2nd floo...

Immaculate Executive home in the desired community of Hidden Estates. This 5 Bedroom, 3 full bath home has all the space you have been searching for to enjoy and enterta...

One or more photo(s) has been virtually staged. LAKE FRONT 4 bedroom, 2 bath home with character in the unique, established Maitland community of Bretton Woods!! This ho...

NEW PRICE - NEW LOOK - SAME GREAT HOME!! Maitland Woods subdivision is nestled in the heart of Maitland between I-4 and Hwy 17-92 making it the perfect location with a sm...

In the heart of Maitland you will find a Quaint Gated Community where your new life begins. This single story residence boasts 3 Bedrooms / 2 Baths plus an Office/Den. An...

Stunning 3 bedroom 2 bath home located in Brittany Gardens, a desirable gated community close to shopping and major highways. Offering a split floor plan with an open an...

Wonderful new listing in Dommerich! You must see this very large, 2,600+ SF home featuring 5 bedrooms, 4 full baths, plus an office and an oversized 20x40 pool! The home ...

Outdoor living is the focus on this Maitland Woods home on a super quiet street and situated on a spacious corner lot. This home has nearly 2,100 sf, 3 beds, 2 baths and ...

Short Sale. This short sale has been approved. This short sale is listed at the lender approved price. Do not miss this investment opportunity. This listing can close qui...

Beautiful 4 bedroom 2 bath pool home in popular Maitland Woods. Split plan, hardwood floors, large newly refinished pool, new windows, plantation shutter, french doors, b...

Peace and serenity in this security gate, friendly walk-able neighborhood. The large office has a walk-in closet plus a half bath and could be used as a 4th bedroom or mo...

Reduced! Lovely, hard-to-find large 4 bedroom pool home in desirable Dommerich with Maitland/Winter Park A schools, close to everything, in great shape! The large kitchen...

Mid-century Atomic Ranch home in Druid Hills. This home maintains its original character with re-finished terrazzo floors; stone 3-way fireplace; true-to-period kitchen d...

OWNER SAYS SELL! HUGE PRICE REDUCTION! NEW A/C! This home has it all! There is a beautiful wrap around pool/patio area for entertaining. There is real brick on the patio ...

Dommerich Estates charmer that is truly move in ready!! This is the perfect home for your family, located on a quiet street, a block from schools walk and close to Maitla...

Be sure to check out all the photos!! Back and Even better than ever with fresh neutral paint and decor!! This is the one you have been waiting for located in the very so...

PRICE REDUCTION...... Welcome to Dommerich Estates, located in Maitland's Historic District! Imagine yourself in this beautiful 3 bedroom 2 bath home that includes an att...

This meticulously maintained, single story residence in Maitland is detailed with quality finishes throughout. A split floor plan offering three bedrooms, two bathrooms, ...

Don't Miss Out On This Incredible Opportunity To Live On LAKE SEMINARY - One Of The Cleanest, Most Beautiful Ski Lakes In The Orlando Area - Bring Your Boats, Jetskis, Ka...

Enjoy tranquil walks around beautiful Lake Sybelia and launch your boat from the neighborhood boat ramp!! This well maintained home has the master and two bedroom downsta...

Location, location, location! Look no further you are home! This beautiful 4 bedroom 2 bath home is centrally located in the Stonewood subdivision of Maitland. Family fri...

Pleasant Ranch Style Home located in the beautiful Oakland Shores Neighborhood of Maitland. This 3 bed, 2 bath home boasts an expansive Living Room offering access to eve...

With quiet tree lined streets, we welcome you to this Clayton Custom Home filled with many built-in features such as a wood burning fireplace and large formal dining room...

UPDATED and spacious home CENTRALLY LOCATED in DESIRABLE MAITLAND! Set on a quiet street, with a huge, PRIVATE, FENCED YARD, a big SALT WATER POOL, improvements and upgra...

Looking for a great home in Maitland... look no further, this is an amazing opportunity for for someone to make their new home exactly what they want in a prime area. On...

This 3 bedroom, 2.1 bathroom pool home is among the largest homes in the desirable Forest Brook community. The garage is converted into an office with attached covered du...

Short Sale. This spacious 3 bed, 2 full bath 1,966 SqFt Dommerich pool home features formal living and dining rooms, a separate family room open to the kitchen, 2 wood bu...

Property Sold "As Is". Roof is 1 year old, New A/C, New Hot Water Heater.

5 Full Bedrooms / 2 Bathrooms / 2000 sq ft / 2 Car Carport / Large Fenced Yard / 2 Storage Sheds / Beautiful Tree Lot Available For Immediate Occupancy.

This is a must see POOL home in the HEART of Maitland. This 4 bedroom 2 bath home with a 2 car garage is nestled on over a QUARTER ACRE is ready to be yours. Amazing cur...

Beautiful four bedroom waterfront home available in the desirable English Estates community of Maitland. The Master Bedroom with full private RECENTLY UPDATED MASTER BATH...

Stunning contemporary home located in the heart of the lively City of Maitland. This single story home offers a spacious open floor plan that boasts 3 bedrooms and 1.5 ba...

This Maitland one-story offers an in-ground pool, granite kitchen countertops, and a two-car garage.

If you are looking for a townhome that is ready for you to move in, this Beautiful end unit Townhome in esteemed Maitland lakeside community is the one you've been waitin...

This Fabulous Maitland Cottage is Owned By Interior Designer it is a Stunner Invite your Guests you are Ready to Entertain in This Beautifully Renovated Home!, Roof, Ext...

Honey, stop the car! This meticulously maintained, mid-century modern home is sure to impress. You'll fall in love with this 3 bedroom/2 bath gem located in the highly so...

This is a Beautiful Park Maitland Gated Townhome in a Very Sought after Community of Seminole County. This home has been UPGRADED throughout starting with Travertine tile...

REDUCED! Enjoy maintenance free living in this stunning 3 bedroom, 2 1/2 bath town home! The many interior features include plantation shutters, tile and wood floors, 4...

Located in the quiet neighborhood of Windgrove, in the heart of Maitland, this 3 bedroom, 2 bath home is situated on a corner lot on a cul-de-sac. You will be impressed ...

Come take a peek at this Solar-Powered Maitland Beauty! This 4 Bedroom, 2 Bath home is now available in the highly desirable Forest Brook Subdivision, with all major upgr...

This lovely 3 bedroom 2 bath split plan home is designed for entertaining. It has a 25' x 14' Florida Room which overlooks a lush fenced back yard and has a custom swing...

This gorgeous 4 bedroom two bathroom home sits on nearly a quarter acre in the heart of MAITLAND! A traditional formal living room and dining room combination welcome yo...

This upgraded 3 Bedroom 2 bath townhome is located in Park Maitland. This home has a two car garage, ceramic tile throughout main floor & carpet throughout upper level. ...

Built in 2002, this Maitland two-story offers stainless steel appliances, pantry, breakfast bar, and a two-car garage. Upgraded features include new carpet in select room...

Lovely 3/2.5 bath Home. This home sits on a quiet street in a small quaint community of Town Homes. Downstairs area has a bright open feel and features a large eat-in kit...

Built in 2002, this Maitland two-story offers a sunny courtyard and a two-car garage. Upgraded features include fresh interior paint. A community pool and common area mai...

Location! Location! Location! Come see this beautiful Mediterranean town home located in the heart of Maitland boasting amazing views of Lake Destiny! This 3 bedroom, 2.5...

You will love this beautiful 2 bedroom, 1.5 bath Park Lake Townhouse! Located just a short distance from Lake Gem, this 2-story townhouse offers over 1,400 square feet of...