Homesinorlando.forsale Search Results

$975,000

Rarely does a homesite like this surface in one of Maitland's most coveted pocket communities. Tucked at the end of a quiet cul-de-sac, 119 Hollie Ct offers a rare chance to build your dream home in an established neighborhood where lots almost never change hands. This secluded, private parcel gives you room to design exactly the home you've always pictured, all in a setting that blends peace and privacy with true Central Florida convenience. Zoned residential, the lot is a blank canvas waiting for your vision—whether that's a modern retreat, a classic family home, or something entirely your own. The real showstopper is what comes with it. Deeded access to the neighborhood boat ramp puts the renowned Chain of Lakes within easy reach, opening the door to boating, fishing, and lazy afternoons on the water whenever the mood strikes. That kind of waterfront recreation is a rare perk, and here it's part of everyday life. Beyond the community, everything you need sits close by. Shopping, restaurants, major roads, theme parks, and the airport are all just minutes away, giving you quiet suburban calm without giving up quick access to the rest of the region. Opportunities like this simply don't come along often. A private lot, lake access, and a premier Maitland address rarely align in a single offering. Bring your builder, bring your plans, and start turning your dream home into reality. Schedule your private showing today before this rare lot slips away!

Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Rarely does a homesite like this surface in one of Maitland's most coveted pocket communities. Tucked at the end of a quiet cul-de-sac, 119 Hollie Ct offers a rare chance to build your dream home in an established neighborhood where lots almost never change hands. This secluded, private parcel gives you room to design exactly the home you've always pictured, all in a setting that blends peace and privacy with true Central Florida convenience. Zoned residential, the lot is a blank canvas waiting for your vision—whether that's a modern retreat, a classic family home, or something entirely your own. The real showstopper is what comes with it. Deeded access to the neighborhood boat ramp puts the renowned Chain of Lakes within easy reach, opening the door to boating, fishing, and lazy afternoons on the water whenever the mood strikes. That kind of waterfront recreation is a rare perk, and here it's part of everyday life. Beyond the community, everything you need sits close by. Shopping, restaurants, major roads, theme parks, and the airport are all just minutes away, giving you quiet suburban calm without giving up quick access to the rest of the region. Opportunities like this simply don't come along often. A private lot, lake access, and a premier Maitland address rarely align in a single offering. Bring your builder, bring your plans, and start turning your dream home into reality. Schedule your private showing today before this rare lot slips away!

119 Hollie Court, Maitland

$850,000

Incredible opportunity to build your dream home on this exceptional corner lot! Walking distance to Winter Park's Park Ave! Lot is located on the corner of Audubon and Magnolia and is surrounded by gorgeous homes. Audubon Rd is a dead end street with no thru traffic. This Maitland address is one block from Winter Park's 32789 zip code. Lot size 70 x 130. Zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High.

Lake Maitland Park SubDv. ⋅ 32751 Zip Code

Incredible opportunity to build your dream home on this exceptional corner lot! Walking distance to Winter Park's Park Ave! Lot is located on the corner of Audubon and Magnolia and is surrounded by gorgeous homes. Audubon Rd is a dead end street with no thru traffic. This Maitland address is one block from Winter Park's 32789 zip code. Lot size 70 x 130. Zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High.

1361 Audubon Road, Maitland

$119,900

Vacant parcel likely and ideally suitable for RV, Boat and other residential storage uses. Recorded 14' access easement to Ridgewood Avenue. Partially fenced parcel. Sign on property visible from Ridgewood Avenue. MOTIVATED SELLER WILL PROVIDE FINANCING TO QUALIFIED BUYER. LOW TAXES (Legal Description to be revised to reflect recent sale.)

Coffins SubDv. ⋅ 32751 Zip Code

Vacant parcel likely and ideally suitable for RV, Boat and other residential storage uses. Recorded 14' access easement to Ridgewood Avenue. Partially fenced parcel. Sign on property visible from Ridgewood Avenue. MOTIVATED SELLER WILL PROVIDE FINANCING TO QUALIFIED BUYER. LOW TAXES (Legal Description to be revised to reflect recent sale.)

Ridgewood Avenue, Maitland

$90,000

Build your dream home on this perfect, residential vacant CORNER LOT in Maitland! NO HOA! Ideally located near top-rated schools, shopping, dining, parks, & major roadways! Come view it TODAY!

Lakewood Shores SubDv. ⋅ 32751 Zip Code

Build your dream home on this perfect, residential vacant CORNER LOT in Maitland! NO HOA! Ideally located near top-rated schools, shopping, dining, parks, & major roadways! Come view it TODAY!

Lakewood Circle, Maitland

$245,000

This 0.26 acre cleared lot is ready for you to create the home of your dreams! Nestled among majestic oak trees, it provides a serene and private setting while maintaining easy access to everything you need. Enjoy the perfect blend of a peaceful, country-like atmosphere right in the heart of the city. Located less than a mile from Maitland Community Park, you'll have access to sports courts, scenic trails, picnic pavilions, and two playgrounds. It's also a short walk to the Seminary Lake and the SunRail Maitland station. This lot offers a rare opportunity to build in a highly sought-after area surrounded by natural beauty and convenience.

Woodbridge SubDv. ⋅ 32751 Zip Code

This 0.26 acre cleared lot is ready for you to create the home of your dreams! Nestled among majestic oak trees, it provides a serene and private setting while maintaining easy access to everything you need. Enjoy the perfect blend of a peaceful, country-like atmosphere right in the heart of the city. Located less than a mile from Maitland Community Park, you'll have access to sports courts, scenic trails, picnic pavilions, and two playgrounds. It's also a short walk to the Seminary Lake and the SunRail Maitland station. This lot offers a rare opportunity to build in a highly sought-after area surrounded by natural beauty and convenience.

1130 Mechanic Street, Maitland

$3,000,000

A rare opportunity to secure a Lake Maitland homesite on the desired Maitland–Winter Park Chain of Lakes, an increasingly limited offering as quality lakefront parcels continue to disappear. Along a quiet street with an exceptional sense of privacy, this property lends itself beautifully to a gated approach and captures expansive southern-facing water views, offering breathtaking light throughout the day, from early morning glow to sunset skies. With approximately 27,472 square feet of uplands, the site has been cleared and is poised for new construction. Preliminary estimates suggest the potential for a residence in the approximately 10,000-square-foot range (approximately 40% of the lot size), though all building parameters should be verified through the City of Maitland and your architect/builder during due diligence. Existing improvements include a seawall plus a covered boat lift and dock, delivering immediate enjoyment of the Chain-of-Lakes lifestyle with boating, fishing and watersports right from your backyard. Envision a multi-generational estate designed for life on the water including morning paddle rides, afternoons on the dock and evenings spent poolside watching boats drift by. From here, it’s easy to embrace the local lake culture, whether cruising across the water or heading into Winter Park for boutiques, dining and energy of Park Avenue, while enjoying convenient access to downtown Maitland amenities and major roadways. Additional opportunity of the neighboring lakefront parcel at 125 Whitecaps Circle (approximately 18,500 square feet/.42 acres) is also available, presenting an exceptional option to combine two side-by-side properties for a larger estate footprint or a shared family-and-friends compound. All measurements and development assumptions are provided as estimates and must be confirmed by appropriate governing authorities and your design/construction team.

Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

A rare opportunity to secure a Lake Maitland homesite on the desired Maitland–Winter Park Chain of Lakes, an increasingly limited offering as quality lakefront parcels continue to disappear. Along a quiet street with an exceptional sense of privacy, this property lends itself beautifully to a gated approach and captures expansive southern-facing water views, offering breathtaking light throughout the day, from early morning glow to sunset skies. With approximately 27,472 square feet of uplands, the site has been cleared and is poised for new construction. Preliminary estimates suggest the potential for a residence in the approximately 10,000-square-foot range (approximately 40% of the lot size), though all building parameters should be verified through the City of Maitland and your architect/builder during due diligence. Existing improvements include a seawall plus a covered boat lift and dock, delivering immediate enjoyment of the Chain-of-Lakes lifestyle with boating, fishing and watersports right from your backyard. Envision a multi-generational estate designed for life on the water including morning paddle rides, afternoons on the dock and evenings spent poolside watching boats drift by. From here, it’s easy to embrace the local lake culture, whether cruising across the water or heading into Winter Park for boutiques, dining and energy of Park Avenue, while enjoying convenient access to downtown Maitland amenities and major roadways. Additional opportunity of the neighboring lakefront parcel at 125 Whitecaps Circle (approximately 18,500 square feet/.42 acres) is also available, presenting an exceptional option to combine two side-by-side properties for a larger estate footprint or a shared family-and-friends compound. All measurements and development assumptions are provided as estimates and must be confirmed by appropriate governing authorities and your design/construction team.

127 Whitecaps Circle, Maitland

$600,000

Perfect opportunity to make this your dream home or add to your investment portfolio. This home is located on a 8x100 lot in the heart of Maitland and is walking to distance to Dommerich Elementary and Maitland Middle schools. This property provides loads of potential and offers a fenced backyard and a 2-car garage. Set up your showing today.

Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Perfect opportunity to make this your dream home or add to your investment portfolio. This home is located on a 8x100 lot in the heart of Maitland and is walking to distance to Dommerich Elementary and Maitland Middle schools. This property provides loads of potential and offers a fenced backyard and a 2-car garage. Set up your showing today.

107 Tangelo Court, Maitland

$635,000

Tucked away on a quiet dead-end street, this rare double lot is framed by a stately mature oak tree, setting the tone for the estate you’ve always envisioned. Positioned right on the border of Maitland and Winter Park, the location offers the best of both worlds, minutes from Park Avenue’s dining and boutiques, lake days on Lake Maitland, and seamless connectivity to I-4. Surrounded by top-rated schools and established luxury homes, this property offers limitless potential to design and build with the builder of your choice. More than just land, this is an opportunity to create your own sanctuary in one of Central Florida’s most desired enclaves.

Dixie Terrace SubDv. ⋅ 32751 Zip Code

Tucked away on a quiet dead-end street, this rare double lot is framed by a stately mature oak tree, setting the tone for the estate you’ve always envisioned. Positioned right on the border of Maitland and Winter Park, the location offers the best of both worlds, minutes from Park Avenue’s dining and boutiques, lake days on Lake Maitland, and seamless connectivity to I-4. Surrounded by top-rated schools and established luxury homes, this property offers limitless potential to design and build with the builder of your choice. More than just land, this is an opportunity to create your own sanctuary in one of Central Florida’s most desired enclaves.

1630 Lyndale Boulevard, Maitland

$255,000

Lake Howell Rd with a Maitland city address. Build your home and professional office or mixed use such as office space and apartments above and live rent free. The city will allow up to approximately 3,700 sq ft of building area. You will not be able to find another opportunity like this close to everything: Semoran Blvd, restaurants, shopping and more!

Acreage & Unrec SubDv. ⋅ 32751 Zip Code

Lake Howell Rd with a Maitland city address. Build your home and professional office or mixed use such as office space and apartments above and live rent free. The city will allow up to approximately 3,700 sq ft of building area. You will not be able to find another opportunity like this close to everything: Semoran Blvd, restaurants, shopping and more!

Lake Howell Road, Maitland

$2,550,000

Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland-Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this offering is truly special. Tucked away on a quiet street, the property enjoys a very private setting with the ability to be gated, along with sweeping southern lake views that capture both sunrise and sunset in equal measure. Photos #9–#14 illustrate a thoughtfully conceived design concept created specifically to complement the lot’s dimensions and orientation, while maximizing panoramic lake views and indoor-outdoor living. With approximately 18,500 square feet of upland to be developed, there is potential to build a residence of approximately 7,500 square feet (roughly 40% of the lot size). The site has already been cleared and is ready for construction, allowing a future owner to move seamlessly from vision to reality. Property enhancements include a seawall, gated front entry drive, and a covered boat lift with dock—offering immediate access to boating, fishing, and water sports. This is a rare canvas for a multi-generational lakefront estate, where architectural distinction meets a lifestyle centered on the water. Days may be spent wakeboarding, casting a fishing line, or relaxing poolside as boats glide across the lake, while evenings invite effortless cruises across the water to the Winter Park Racquet Club for dinner, cocktails, and social gatherings. Nestled in a secluded enclave of Maitland, the property is just minutes from the boutiques and dining of Park Avenue, with convenient access to downtown Maitland, major roadways, and the greater Orlando area. Note: The adjacent lakefront property, 127 Whitecaps Circle (24,472 square feet, approximately 0.56 acres) is also listed for sale, presenting a rare opportunity to combine two neighboring lakefront parcels and create a private compound for family or friends. All building calculations and development potential to be confirmed with the City of Maitland and the buyer’s builder and architect during due diligence, as any referenced figures are preliminary and not officially verified.

Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland-Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this offering is truly special. Tucked away on a quiet street, the property enjoys a very private setting with the ability to be gated, along with sweeping southern lake views that capture both sunrise and sunset in equal measure. Photos #9–#14 illustrate a thoughtfully conceived design concept created specifically to complement the lot’s dimensions and orientation, while maximizing panoramic lake views and indoor-outdoor living. With approximately 18,500 square feet of upland to be developed, there is potential to build a residence of approximately 7,500 square feet (roughly 40% of the lot size). The site has already been cleared and is ready for construction, allowing a future owner to move seamlessly from vision to reality. Property enhancements include a seawall, gated front entry drive, and a covered boat lift with dock—offering immediate access to boating, fishing, and water sports. This is a rare canvas for a multi-generational lakefront estate, where architectural distinction meets a lifestyle centered on the water. Days may be spent wakeboarding, casting a fishing line, or relaxing poolside as boats glide across the lake, while evenings invite effortless cruises across the water to the Winter Park Racquet Club for dinner, cocktails, and social gatherings. Nestled in a secluded enclave of Maitland, the property is just minutes from the boutiques and dining of Park Avenue, with convenient access to downtown Maitland, major roadways, and the greater Orlando area. Note: The adjacent lakefront property, 127 Whitecaps Circle (24,472 square feet, approximately 0.56 acres) is also listed for sale, presenting a rare opportunity to combine two neighboring lakefront parcels and create a private compound for family or friends. All building calculations and development potential to be confirmed with the City of Maitland and the buyer’s builder and architect during due diligence, as any referenced figures are preliminary and not officially verified.

125 Whitecaps Circle, Maitland

$250,000

Over 1/2 an acre cleared corner commercial lot located in heart of The Historic Town of Eatonville. Is nearby all the major highways. The area is going through redevelopment, which is a great opportunity for a new business in the that area. Zoned C-3 for commercial mixed usage. The front of lot is on People St. There is rear access also on S W St.

Clark Add To Maitland SubDv. ⋅ 32751 Zip Code

Over 1/2 an acre cleared corner commercial lot located in heart of The Historic Town of Eatonville. Is nearby all the major highways. The area is going through redevelopment, which is a great opportunity for a new business in the that area. Zoned C-3 for commercial mixed usage. The front of lot is on People St. There is rear access also on S W St.

20 E People Street, Maitland

$3,500,000

An exclusive opportunity to own a lakefront parcel on the shimmering shores of Lake Maitland, part of the sought-after Winter Park Chain of Lakes. Encompassing approximately 1.45 acres, this estate site boasts over 100 waterfront feet, offering unmatched views, serenity, and potential for a truly custom dream home. Positioned on the northern banks of Lake Maitland in the heart of Adams Grove, this estate site is a rare jewel. Enjoy proximity to downtown Winter Park's Park Avenue, renowned for its boutiques, galleries, fine dining and cultural experiences. With direct frontage on Lake Maitland, your future home can enjoy luxury boating, sunset cruises, paddle boarding and kayaking. The tranquil waters create a captivating backdrop for everyday living and grand entertaining as well as postcard-worthy sunsets. This expansive lot invites architectural brilliance, design your custom sanctuary that reflects your personal lifestyle and aesthetic. Whether you're seeking an extraordinary primary residence or a signature second home, 1770 East Adams Drive presents a rare blend of privacy, elegance and natural splendor in one of Central Florida's desirable settings.

Adams Grove SubDv. ⋅ 32751 Zip Code

An exclusive opportunity to own a lakefront parcel on the shimmering shores of Lake Maitland, part of the sought-after Winter Park Chain of Lakes. Encompassing approximately 1.45 acres, this estate site boasts over 100 waterfront feet, offering unmatched views, serenity, and potential for a truly custom dream home. Positioned on the northern banks of Lake Maitland in the heart of Adams Grove, this estate site is a rare jewel. Enjoy proximity to downtown Winter Park's Park Avenue, renowned for its boutiques, galleries, fine dining and cultural experiences. With direct frontage on Lake Maitland, your future home can enjoy luxury boating, sunset cruises, paddle boarding and kayaking. The tranquil waters create a captivating backdrop for everyday living and grand entertaining as well as postcard-worthy sunsets. This expansive lot invites architectural brilliance, design your custom sanctuary that reflects your personal lifestyle and aesthetic. Whether you're seeking an extraordinary primary residence or a signature second home, 1770 East Adams Drive presents a rare blend of privacy, elegance and natural splendor in one of Central Florida's desirable settings.

1770 E Adams Drive, Maitland

$71,250

SDEO only

First Add To Calhouns Sub SubDv. ⋅ 32751 Zip Code

SDEO only

Maitland

$142,500

SDEO only

Clarks Add SubDv. ⋅ 32751 Zip Code

SDEO only

Maitland

$3,000,000

Sold data only

Maitland Forest SubDv. ⋅ 32751 Zip Code

Sold data only

656 Bentley Lane, Maitland

$71,250

SDEO only

First Add To Calhouns Sub SubDv. ⋅ 32751 Zip Code

SDEO only

Maitland

$2,800,000

Once-in-a-lifetime opportunity to own over 1.5 acres with .5 acre high and dry with approximately 110 ft waterfront on the Whitecaps Circle peninsula on the north shore of Lake Maitland! The property has southern exposure enjoying sunrise, sunsets and view of Dog Island. The lot includes front entrance gate, east side masonry wall, seawall, boathouse and dock, and all are all sold as-is. Adjacent property on 127 Whitecaps Circle is also for sale. Purchasing both properties would give the new owner a very unique and stunning peninsula on Lake Maitland on the famed Winter Park Chain of Lakes! Having water frontage on three sides provides complete panoramic views. The new owner could renovate the current home or build their dream home! See MLS# O620214

Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Once-in-a-lifetime opportunity to own over 1.5 acres with .5 acre high and dry with approximately 110 ft waterfront on the Whitecaps Circle peninsula on the north shore of Lake Maitland! The property has southern exposure enjoying sunrise, sunsets and view of Dog Island. The lot includes front entrance gate, east side masonry wall, seawall, boathouse and dock, and all are all sold as-is. Adjacent property on 127 Whitecaps Circle is also for sale. Purchasing both properties would give the new owner a very unique and stunning peninsula on Lake Maitland on the famed Winter Park Chain of Lakes! Having water frontage on three sides provides complete panoramic views. The new owner could renovate the current home or build their dream home! See MLS# O620214

125 Whitecaps Circle, Maitland

$265,000

Unlock the Potential of Your Dream Property in Maitland, Florida! Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks, boutique shopping, and diverse dining options. With Maitland's rich history, vibrant arts scene, and scenic lakes, this location provides the perfect balance of serenity and urban convenience. Whether you're looking to create a modern masterpiece or a private retreat, this land is your gateway to endless possibilities. Don't miss your chance to secure a slice of one of Central Florida's most sought-after communities! Contact us today and take the first step toward making your vision a reality.

Woodbridge SubDv. ⋅ 32751 Zip Code

Unlock the Potential of Your Dream Property in Maitland, Florida! Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks, boutique shopping, and diverse dining options. With Maitland's rich history, vibrant arts scene, and scenic lakes, this location provides the perfect balance of serenity and urban convenience. Whether you're looking to create a modern masterpiece or a private retreat, this land is your gateway to endless possibilities. Don't miss your chance to secure a slice of one of Central Florida's most sought-after communities! Contact us today and take the first step toward making your vision a reality.

Mechanic Street, Maitland

$400,000

This is a great opportunity to build your dream home or to purchase this lot in addition to the adjacent parcel for sale at 400 S. Lake Sybelia Drive, MLS #O6255437. Both properties can be purchased together for a combined dry land lot size of approximately 0.83 acres. The location is convenient, situated close to the Maitland Farmers Market, Maitland City Centre, Lake Lily, fine restaurants, and just a short drive to Park Avenue, shopping, I-4, and Downtown Orlando.

Sybelia Place SubDv. ⋅ 32751 Zip Code

This is a great opportunity to build your dream home or to purchase this lot in addition to the adjacent parcel for sale at 400 S. Lake Sybelia Drive, MLS #O6255437. Both properties can be purchased together for a combined dry land lot size of approximately 0.83 acres. The location is convenient, situated close to the Maitland Farmers Market, Maitland City Centre, Lake Lily, fine restaurants, and just a short drive to Park Avenue, shopping, I-4, and Downtown Orlando.

294 Macarthur Place, Maitland

$550,000

The dream of new construction is a rare find in Maitland especially in Dommerich Estates with Winter Park Chain of Lakes access. A spacious corner lot 95-by-125 feet 95' on a corner lot in back of the neighborhood and only a block from the boardwalk to Maitland Community Park, and within a short distance to the schools, it is a convenient location like no other. Buy the lot and build what you dream of or ask about the plans designed by builder. Current plans include almost 3,623 square feet under air, and this home includes five bedrooms, 4.5 baths, a dedicated office, downstairs primary and additional guest suite, open kitchen gathering space open to the lanai, and three bedrooms upstairs with flex space. Designed with entertaining in mind, the kitchen has an expansive island combined with the dining space all overlooking the pool and covered lanai for easy flow for family and guests. This street is one of the best in the Estates, adorned with mature oaks, a couple blocks to the lake just for the benefit of Dommerich Estates. Some of the best schools in the state and in Orange County, zoned for Dommerich Elementary and Maitland Middle schools and for the nationally acclaimed Winter Park High School. Maitland has been one of the most desirable towns in Central Florida for over 100 years with restaurants, shopping, arts center, Enzian Theater and more. This neighborhood is sought after as the community is the reason this area is so special. Everyone moves back home to Maitland.

Dommerich Estates 4th Add SubDv. ⋅ 32751 Zip Code

The dream of new construction is a rare find in Maitland especially in Dommerich Estates with Winter Park Chain of Lakes access. A spacious corner lot 95-by-125 feet 95' on a corner lot in back of the neighborhood and only a block from the boardwalk to Maitland Community Park, and within a short distance to the schools, it is a convenient location like no other. Buy the lot and build what you dream of or ask about the plans designed by builder. Current plans include almost 3,623 square feet under air, and this home includes five bedrooms, 4.5 baths, a dedicated office, downstairs primary and additional guest suite, open kitchen gathering space open to the lanai, and three bedrooms upstairs with flex space. Designed with entertaining in mind, the kitchen has an expansive island combined with the dining space all overlooking the pool and covered lanai for easy flow for family and guests. This street is one of the best in the Estates, adorned with mature oaks, a couple blocks to the lake just for the benefit of Dommerich Estates. Some of the best schools in the state and in Orange County, zoned for Dommerich Elementary and Maitland Middle schools and for the nationally acclaimed Winter Park High School. Maitland has been one of the most desirable towns in Central Florida for over 100 years with restaurants, shopping, arts center, Enzian Theater and more. This neighborhood is sought after as the community is the reason this area is so special. Everyone moves back home to Maitland.

1870 Geronimo Trail, Maitland

$3,990,900

Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately ±8 acres of usable land comprising multiple contiguous parcels and rights-of-way. The property is designated as a Traditional Neighborhood and zoned RS-2. A previously submitted Planned Development application proposed a gated community with 28 single-family homes—featuring 13 conjoined duplex-style units and 9 lakeview single-family lots. A future buyer may choose to revive or revise this plan, offering a valuable head start on entitlements. This flexible property supports a variety of development options and may be subdivided for separate sale, presenting multiple investment paths. As one of the last remaining large infill tracts in the area, it offers approximately 766 feet of direct frontage on Lake Seminary. Don't miss this rare chance to acquire a high-potential property in a sought-after location.

Woodbridge SubDv. ⋅ 32751 Zip Code

Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately ±8 acres of usable land comprising multiple contiguous parcels and rights-of-way. The property is designated as a Traditional Neighborhood and zoned RS-2. A previously submitted Planned Development application proposed a gated community with 28 single-family homes—featuring 13 conjoined duplex-style units and 9 lakeview single-family lots. A future buyer may choose to revive or revise this plan, offering a valuable head start on entitlements. This flexible property supports a variety of development options and may be subdivided for separate sale, presenting multiple investment paths. As one of the last remaining large infill tracts in the area, it offers approximately 766 feet of direct frontage on Lake Seminary. Don't miss this rare chance to acquire a high-potential property in a sought-after location.

1250 N Maitland Avenue, Maitland

$300,000

Ideal property to build professional office suites in a developed area of Maitland Square. This 3,000 square foot lot could accommodate a 6,000 square foot office building. In the heart of Maitland Center, giving you access from both Fennell Street & Keller Road into the complex. Talk about location, just minutes to Maitland Blvd and I-4 Interchange. It is also conveniently located near the 414 to connect you to 429. Don't miss out!

Maitland Square C SubDv. ⋅ 32751 Zip Code

Ideal property to build professional office suites in a developed area of Maitland Square. This 3,000 square foot lot could accommodate a 6,000 square foot office building. In the heart of Maitland Center, giving you access from both Fennell Street & Keller Road into the complex. Talk about location, just minutes to Maitland Blvd and I-4 Interchange. It is also conveniently located near the 414 to connect you to 429. Don't miss out!

1750 Fennell Street, Maitland

$550,000

Terrific opportunity to restart and build new! Situated on a 7500sf lot, the property offers lots of possibilities! Tucked away in a wonderful neighborhood. The home has an open floor plan in the living and dining areas, plus an office right off that space. Nice size eat-in kitchen that opens to the screened porch. Great locale! Property being sold AS-IS.

Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Terrific opportunity to restart and build new! Situated on a 7500sf lot, the property offers lots of possibilities! Tucked away in a wonderful neighborhood. The home has an open floor plan in the living and dining areas, plus an office right off that space. Nice size eat-in kitchen that opens to the screened porch. Great locale! Property being sold AS-IS.

105 Tangelo Ct, Maitland

$640,000

Build your dream home in the heart of Maitland on almost 2 acres of prime residential property. Or, redevelop for multiple potential uses on main road. Possible multi-family opportunity. Convenient location minutes to shopping, restaurants and downtown Winter Park.

32751 Zip Code

Build your dream home in the heart of Maitland on almost 2 acres of prime residential property. Or, redevelop for multiple potential uses on main road. Possible multi-family opportunity. Convenient location minutes to shopping, restaurants and downtown Winter Park.

515 Lake Howell Road, Maitland

$85,000

Location, location, location. Welcome to 1800 Rogers Avenue, a prime corner lot nestled in the heart of the historic Eatonville community, within the charming city of Maitland, Florida. This exceptional property presents a unique opportunity to build your dream home in a location that seamlessly blends historic charm with modern convenience. Situated in the renowned Eatonville community, this cleared and flat corner lot is a canvas awaiting your vision. The absence of wetlands ensures a development-friendly environment, providing you the flexibility to create a residence that suits your lifestyle. Maitland, known for its picturesque surroundings and friendly community, offers an ideal setting for your new home. As a resident of this sought-after community, you'll have access to downtown Orlando, I-4, parks, and cultural attractions. Enjoy the tranquility of suburban living while being mere moments away from the vibrant energy of Orlando, Florida. Don't miss your chance to make this property your own—a place where history meets modern living, and dreams take shape. Seize the opportunity to create a home that reflects your unique style and embraces the best of Central Florida living.

Magerstadt Sub SubDv. ⋅ 32751 Zip Code

Location, location, location. Welcome to 1800 Rogers Avenue, a prime corner lot nestled in the heart of the historic Eatonville community, within the charming city of Maitland, Florida. This exceptional property presents a unique opportunity to build your dream home in a location that seamlessly blends historic charm with modern convenience. Situated in the renowned Eatonville community, this cleared and flat corner lot is a canvas awaiting your vision. The absence of wetlands ensures a development-friendly environment, providing you the flexibility to create a residence that suits your lifestyle. Maitland, known for its picturesque surroundings and friendly community, offers an ideal setting for your new home. As a resident of this sought-after community, you'll have access to downtown Orlando, I-4, parks, and cultural attractions. Enjoy the tranquility of suburban living while being mere moments away from the vibrant energy of Orlando, Florida. Don't miss your chance to make this property your own—a place where history meets modern living, and dreams take shape. Seize the opportunity to create a home that reflects your unique style and embraces the best of Central Florida living.

1800 Rogers Avenue, Maitland

$2,650,000

Winter Park chain of lakes, lake front lot. This one-of-a-kind property features 140 feet of frontage on Lake Minnehaha and offers unparalleled panoramic views. This massive lot offers an exceptional canvas for creating a custom, luxury lakefront estate with its own private entry gate and eight-foot privacy wall. With direct access to the pristine waters of the Winter Park Chain, it provides the perfect setting for boating enthusiasts seeking the serene Winter Park waterfront lifestyle for a fraction of the cost. The properties’ unique elevation will even accommodate a three-level estate home with a full walk out basement or partial basement, and an amazing infinity edge pool. Since it faces Southwest, owners are ensured to have spectacular sunsets every night. Located at the end of a quiet street your serene lakefront sanctuary awaits. Don’t miss this incredible opportunity to build the home of your dreams in this exclusive and sought-after location.

Maitland Forest SubDv. ⋅ 32751 Zip Code

Winter Park chain of lakes, lake front lot. This one-of-a-kind property features 140 feet of frontage on Lake Minnehaha and offers unparalleled panoramic views. This massive lot offers an exceptional canvas for creating a custom, luxury lakefront estate with its own private entry gate and eight-foot privacy wall. With direct access to the pristine waters of the Winter Park Chain, it provides the perfect setting for boating enthusiasts seeking the serene Winter Park waterfront lifestyle for a fraction of the cost. The properties’ unique elevation will even accommodate a three-level estate home with a full walk out basement or partial basement, and an amazing infinity edge pool. Since it faces Southwest, owners are ensured to have spectacular sunsets every night. Located at the end of a quiet street your serene lakefront sanctuary awaits. Don’t miss this incredible opportunity to build the home of your dreams in this exclusive and sought-after location.

656 Bentley Lane, Maitland

$2,000,000

Taking Backups! Highly desirable Adams Drive. Situated on over 1.37 acres (300 x 200). Build your perfect dream home and/or subdivide per City of Maitland. Howell Creek can be dredged at buyer’s expense to create Lake Maitland access. Located across from Kings Row Park. Walking or biking distance to Vias in Winter Park. Beautiful Old Florida scenery. Winter Park Raquet Club, Park Avenue shops and restaurants, Maitland Farmers Market all close proximity. Surrounded by multi-million dollar homes. Dommerich Elementary, Maitland Middle and Winter Park High. Home on lot will need to be improved or demolished. New survey attached.

Adams Grove SubDv. ⋅ 32751 Zip Code

Taking Backups! Highly desirable Adams Drive. Situated on over 1.37 acres (300 x 200). Build your perfect dream home and/or subdivide per City of Maitland. Howell Creek can be dredged at buyer’s expense to create Lake Maitland access. Located across from Kings Row Park. Walking or biking distance to Vias in Winter Park. Beautiful Old Florida scenery. Winter Park Raquet Club, Park Avenue shops and restaurants, Maitland Farmers Market all close proximity. Surrounded by multi-million dollar homes. Dommerich Elementary, Maitland Middle and Winter Park High. Home on lot will need to be improved or demolished. New survey attached.

2000 E Adams Drive, Maitland

$2,900,000

Winter Park Chain of Lakes...this is a rare opportunity to create and build your dream estate on the north shore of Lake Maitland. This property is approximately 1.5 acres of usable land with 100 feet of frontage. Already cleared, this property is ready for you to build your perfect home, take advantage of the exceptional views across the lake, and get everything you have wanted to start enjoying the lakefront lifestyle. You can boat, kayak, or paddleboard amongst the lakes and enjoy the beautiful scenery, including Kraft Azalea Gardens, Rollins College, and the Winter Park Racquet Club. Perfectly located with easy access to downtown Winter Park’s famed Park Avenue and a short commute to downtown Orlando, UCF, and all the Central Florida amenities.

Adams Grove SubDv. ⋅ 32751 Zip Code

Winter Park Chain of Lakes...this is a rare opportunity to create and build your dream estate on the north shore of Lake Maitland. This property is approximately 1.5 acres of usable land with 100 feet of frontage. Already cleared, this property is ready for you to build your perfect home, take advantage of the exceptional views across the lake, and get everything you have wanted to start enjoying the lakefront lifestyle. You can boat, kayak, or paddleboard amongst the lakes and enjoy the beautiful scenery, including Kraft Azalea Gardens, Rollins College, and the Winter Park Racquet Club. Perfectly located with easy access to downtown Winter Park’s famed Park Avenue and a short commute to downtown Orlando, UCF, and all the Central Florida amenities.

1770 E Adams Drive, Maitland

$125,000

This is a beautiful clear buildable C-3 lot on the main thoroughfare of Eatonville (Maitland). This property is zoned Commercial accessed with a Historic cultural overlay. The overlay provides additional uses. The following uses shall be permitted by right in the C-3 General Commercial District: Convenience store, Retail store, Personal Service store, Business and professional office, Restaurant, Hotel or motel, Day Care etc. Please contact me for other usage possibilities. The town does not use FAR, they use height and building coverage. Min lot width: 50Ft, Min lot area: 5000sf, Front setback: none, Rear setback: 20ft, Max building coverage: 65%, Max Height: 48ft

Eatonville Lawrence SubDv. ⋅ 32751 Zip Code

This is a beautiful clear buildable C-3 lot on the main thoroughfare of Eatonville (Maitland). This property is zoned Commercial accessed with a Historic cultural overlay. The overlay provides additional uses. The following uses shall be permitted by right in the C-3 General Commercial District: Convenience store, Retail store, Personal Service store, Business and professional office, Restaurant, Hotel or motel, Day Care etc. Please contact me for other usage possibilities. The town does not use FAR, they use height and building coverage. Min lot width: 50Ft, Min lot area: 5000sf, Front setback: none, Rear setback: 20ft, Max building coverage: 65%, Max Height: 48ft

531 E Kennedy Boulevard, Eatonville

$620,000

Waterfront 4 Parcel Offering with 2 single family homes. Awesome opportunity. Many potential uses based on mixed zoning of neighboring parcels. Commercial potential for office and industrial use or keep as residential rentals. Value is in the land. Total 3.39 acres MOL. 150’ waterfront in back; 225’ main road frontage. Buildable acreage believed to be 1.36 acres MOL. Runs parallel to I-4. City of Maitland Allowed Conditional Uses with current zoning include religious institutions, schools and group homes. FDOT April 2021 Daily Traffic Count: 3200 S. Lake Destiny / I-4: 160,000. 801 house is a total renovation so bring an open mind and your vision for this 3-bedroom home with plenty of land to add on. Value is in the land. Property uninhabitable. 761 is a cozy 2 bedroom/1 bath that needs your finishing touches to make it your own. Terrazo flooring and spacious living room with bonus room and fenced yard.

32751 Zip Code

Waterfront 4 Parcel Offering with 2 single family homes. Awesome opportunity. Many potential uses based on mixed zoning of neighboring parcels. Commercial potential for office and industrial use or keep as residential rentals. Value is in the land. Total 3.39 acres MOL. 150’ waterfront in back; 225’ main road frontage. Buildable acreage believed to be 1.36 acres MOL. Runs parallel to I-4. City of Maitland Allowed Conditional Uses with current zoning include religious institutions, schools and group homes. FDOT April 2021 Daily Traffic Count: 3200 S. Lake Destiny / I-4: 160,000. 801 house is a total renovation so bring an open mind and your vision for this 3-bedroom home with plenty of land to add on. Value is in the land. Property uninhabitable. 761 is a cozy 2 bedroom/1 bath that needs your finishing touches to make it your own. Terrazo flooring and spacious living room with bonus room and fenced yard.

S Lake Destiny Road, Maitland