Homesinorlando.forsale Search Results

$2,050,000

A rare estate-sized double lot in one of Winter Park’s most coveted and established neighborhoods—Temple Heights. This expansive property offers an exceptional opportunity to build a custom luxury residence in one of Central Florida’s most sought-after locations. Nestled in a quiet, tree-lined residential pocket, this oversized parcel provides the space, privacy, and prestige rarely available in the area. Whether envisioning a modern architectural showpiece, a timeless Winter Park estate, or a multi-structure compound, the generous lot size offers endless design possibilities for a truly one-of-a-kind dream home. The location is unmatched. Just minutes from Park Avenue, you’ll enjoy immediate access to Winter Park’s world-class dining, boutique shopping, renowned galleries, Rollins College, and the charm of the city’s historic brick streets. Nearby amenities include Kraft Gardens, the YMCA, and the Winter Park Racquet Club—placing recreation, culture, and convenience at your doorstep. Opportunities like this are exceptionally limited. This is your chance to secure a premium piece of land in one of Winter Park’s most desirable and tightly held neighborhoods, perfect for creating a custom estate tailored to your vision.

Temple Heights SubDv. ⋅ 32789 Zip Code

A rare estate-sized double lot in one of Winter Park’s most coveted and established neighborhoods—Temple Heights. This expansive property offers an exceptional opportunity to build a custom luxury residence in one of Central Florida’s most sought-after locations. Nestled in a quiet, tree-lined residential pocket, this oversized parcel provides the space, privacy, and prestige rarely available in the area. Whether envisioning a modern architectural showpiece, a timeless Winter Park estate, or a multi-structure compound, the generous lot size offers endless design possibilities for a truly one-of-a-kind dream home. The location is unmatched. Just minutes from Park Avenue, you’ll enjoy immediate access to Winter Park’s world-class dining, boutique shopping, renowned galleries, Rollins College, and the charm of the city’s historic brick streets. Nearby amenities include Kraft Gardens, the YMCA, and the Winter Park Racquet Club—placing recreation, culture, and convenience at your doorstep. Opportunities like this are exceptionally limited. This is your chance to secure a premium piece of land in one of Winter Park’s most desirable and tightly held neighborhoods, perfect for creating a custom estate tailored to your vision.

1205 Mayfield Avenue, Winter Park

$775,000

Discover a truly unique offering in the heart of Winter Park! 1770 Bryan Avenue is now on the market along with the adjoining lots at 1760 and 1780 Bryan Avenue, creating a rare opportunity to own three consecutive parcels in one of Central Florida’s most desirable communities. While each property is being sold and priced separately, buyers have the option to purchase one, two, or all three lots together — offering remarkable flexibility for future use. Together, these lots present endless possibilities: Combine all three to create a spacious 200' x 127' estate lot Split into two 100' x 127' homesites Develop individually as three 66.6' x 127' lots Use this prime location to build an estate-style residence, design a family compound, or develop multiple homes — the options are abundant. Whether you’re seeking a personal sanctuary or a high-potential investment, this offering delivers exceptional value and versatility. Ideally located just minutes from Phelps Park, Park Avenue’s shopping and dining, and top-rated schools, this property provides the perfect balance of convenience and exclusivity. Opportunities like this are exceptionally rare in Winter Park — don’t miss your chance to secure 1770 Bryan Avenue, with the option to expand your vision across all three premier lots.

Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Discover a truly unique offering in the heart of Winter Park! 1770 Bryan Avenue is now on the market along with the adjoining lots at 1760 and 1780 Bryan Avenue, creating a rare opportunity to own three consecutive parcels in one of Central Florida’s most desirable communities. While each property is being sold and priced separately, buyers have the option to purchase one, two, or all three lots together — offering remarkable flexibility for future use. Together, these lots present endless possibilities: Combine all three to create a spacious 200' x 127' estate lot Split into two 100' x 127' homesites Develop individually as three 66.6' x 127' lots Use this prime location to build an estate-style residence, design a family compound, or develop multiple homes — the options are abundant. Whether you’re seeking a personal sanctuary or a high-potential investment, this offering delivers exceptional value and versatility. Ideally located just minutes from Phelps Park, Park Avenue’s shopping and dining, and top-rated schools, this property provides the perfect balance of convenience and exclusivity. Opportunities like this are exceptionally rare in Winter Park — don’t miss your chance to secure 1770 Bryan Avenue, with the option to expand your vision across all three premier lots.

1770 Bryan Avenue, Winter Park

$1,700,000

An exceptional opportunity to design and build your dream lakefront home in Winter Park. Positioned on the shores of Lake Berry, one of the area's private and pristine ski lakes with no public ramp, this property offers a rare combination of privacy, location and potential. Set on over a half-acre of lakefront land, the property features a four-bedroom, two-and-one-half bath, single-story residence with a covered boat dock, ideal for enjoying lake life immediately or while planning a future custom build. The northeast-facing front provides the ideal orientation to capture breathtaking sunsets across the water each evening. Whether you choose to renovate the existing home or build a new architectural masterpiece, this offering presents the ultimate canvas for creating a generational lakefront retreat. Within minutes of downtown Winter Park, Park Avenue and A-rated public schools, this property combines the best of convenience, serenity and luxury lakefront living. A special opportunity to bring your vision to life on one of Winter Park's desired private lakes.

Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

An exceptional opportunity to design and build your dream lakefront home in Winter Park. Positioned on the shores of Lake Berry, one of the area's private and pristine ski lakes with no public ramp, this property offers a rare combination of privacy, location and potential. Set on over a half-acre of lakefront land, the property features a four-bedroom, two-and-one-half bath, single-story residence with a covered boat dock, ideal for enjoying lake life immediately or while planning a future custom build. The northeast-facing front provides the ideal orientation to capture breathtaking sunsets across the water each evening. Whether you choose to renovate the existing home or build a new architectural masterpiece, this offering presents the ultimate canvas for creating a generational lakefront retreat. Within minutes of downtown Winter Park, Park Avenue and A-rated public schools, this property combines the best of convenience, serenity and luxury lakefront living. A special opportunity to bring your vision to life on one of Winter Park's desired private lakes.

633 Balmoral Road, Winter Park

$700,000

A unique opportunity in unincorporated Orange County, these three contiguous residential lots, each approximately 0.15 acres, totaling 0.45 acres or 20,244 square feet, are offered together as a prime redevelopment site. Zoned R-2, this assemblage is positioned adjacent to some of Winter Park’s most vibrant retail and restaurant corridors, including Hollieanna Shopping Center, Winter Park Village, Park Avenue, Lakeside, Lakeside Crossing, and Palm Hills, all recently redeveloped or newly constructed. The property features two cleared lots and one parcel with an existing single-family residence, historically used as an income property. All parcels are being sold as vacant land, presenting flexible options for future residential development. City sewer is connected, with potential annexation into the city of Winter Park and rezoning possibilities. Proximity to Interstate 4, U.S. Highway 17-92, and major retail destinations enhances accessibility and long-term investment value. Buyer to verify all redevelopment and rezoning requirements with Orange County and the City of Winter Park.

Karolina On Killarney SubDv. ⋅ 32789 Zip Code

A unique opportunity in unincorporated Orange County, these three contiguous residential lots, each approximately 0.15 acres, totaling 0.45 acres or 20,244 square feet, are offered together as a prime redevelopment site. Zoned R-2, this assemblage is positioned adjacent to some of Winter Park’s most vibrant retail and restaurant corridors, including Hollieanna Shopping Center, Winter Park Village, Park Avenue, Lakeside, Lakeside Crossing, and Palm Hills, all recently redeveloped or newly constructed. The property features two cleared lots and one parcel with an existing single-family residence, historically used as an income property. All parcels are being sold as vacant land, presenting flexible options for future residential development. City sewer is connected, with potential annexation into the city of Winter Park and rezoning possibilities. Proximity to Interstate 4, U.S. Highway 17-92, and major retail destinations enhances accessibility and long-term investment value. Buyer to verify all redevelopment and rezoning requirements with Orange County and the City of Winter Park.

2002 Karolina Avenue, Winter Park

$775,000

Discover a truly unique offering in the heart of Winter Park! This property, located at 1760 Bryan Avenue, is being offered along with the adjoining lots at 1770 and 1780 Bryan Avenue. While available together as a rare collection of three consecutive parcels, each lot is also being sold separately at individual prices, giving buyers the flexibility to purchase one, two, or all three. Together, these lots provide remarkable options for future use: Combine all three to create a spacious 200' x 127' estate lot Split into two 100' x 127' lots Or develop three individual 66.6' x 127' lots Use this premium property to build an estate-like home, design a family compound, or develop all three lots as spec homes—the possibilities are endless. Whether you’re envisioning a dream residence or an investment project, this is a rare chance in one of Winter Park’s most desirable neighborhoods. Ideally located just minutes from Phelps Park, Park Avenue’s shopping and dining, and top-rated schools, this offering combines convenience with exclusivity. Don’t miss the chance to secure one or more of these exceptional parcels in the heart of Winter Park.

Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Discover a truly unique offering in the heart of Winter Park! This property, located at 1760 Bryan Avenue, is being offered along with the adjoining lots at 1770 and 1780 Bryan Avenue. While available together as a rare collection of three consecutive parcels, each lot is also being sold separately at individual prices, giving buyers the flexibility to purchase one, two, or all three. Together, these lots provide remarkable options for future use: Combine all three to create a spacious 200' x 127' estate lot Split into two 100' x 127' lots Or develop three individual 66.6' x 127' lots Use this premium property to build an estate-like home, design a family compound, or develop all three lots as spec homes—the possibilities are endless. Whether you’re envisioning a dream residence or an investment project, this is a rare chance in one of Winter Park’s most desirable neighborhoods. Ideally located just minutes from Phelps Park, Park Avenue’s shopping and dining, and top-rated schools, this offering combines convenience with exclusivity. Don’t miss the chance to secure one or more of these exceptional parcels in the heart of Winter Park.

1760 Bryan Avenue, Winter Park

$1,450,000

AMAZING Winter Park Opportunity! Nestled in one of the most desirable locations, 141 W Lake Sue Avenue offers a VERY HARD to find half an acre lot—the epitome of prime real estate. Making this a rare chance for builders or buyers to create their dream Winter Park residence on this corner lot at Glencoe & Lake Sue Avenue. Surrounded by beautiful homes and tree-lined streets, this pristine lot provides the perfect canvas for your custom build. Located in the coveted Virginia Heights neighborhood of Winter Park offering deeded access to Winter Park Chain of Lakes. Just minutes from Park Avenue, Rollins College, I-4, boutique shops, dining, and everything Winter Park and Orlando have to offer. Opportunities like this don’t come around often—don’t miss out!

Virginia Heights SubDv. ⋅ 32789 Zip Code

AMAZING Winter Park Opportunity! Nestled in one of the most desirable locations, 141 W Lake Sue Avenue offers a VERY HARD to find half an acre lot—the epitome of prime real estate. Making this a rare chance for builders or buyers to create their dream Winter Park residence on this corner lot at Glencoe & Lake Sue Avenue. Surrounded by beautiful homes and tree-lined streets, this pristine lot provides the perfect canvas for your custom build. Located in the coveted Virginia Heights neighborhood of Winter Park offering deeded access to Winter Park Chain of Lakes. Just minutes from Park Avenue, Rollins College, I-4, boutique shops, dining, and everything Winter Park and Orlando have to offer. Opportunities like this don’t come around often—don’t miss out!

141 W Lake Sue Avenue, Winter Park

$975,000

This expansive .32-acre lot (13,732 sq ft) offers exceptional potential for either a brand-new custom build or a renovation with room to expand. Ideally located in the heart of Winter Park, the property sits across the street from several grand estates on the Winter Park Chain of Lakes, offering both prestige and endless possibilities. The existing 1960’s residence features original wood floors, a generous living area, and a split-bedroom layout—ready for updates or thoughtful expansion. With ample space, you can reimagine the home to suit your lifestyle or design a stunning new construction. Adding to its appeal, the property is within a short stroll to Kraft Azalea Gardens, the Winter Park YMCA, Phelps Park and just a little over a mile from Downtown Winter Park’s shops, dining, and cultural venues. This home is sold AS IS.

J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

This expansive .32-acre lot (13,732 sq ft) offers exceptional potential for either a brand-new custom build or a renovation with room to expand. Ideally located in the heart of Winter Park, the property sits across the street from several grand estates on the Winter Park Chain of Lakes, offering both prestige and endless possibilities. The existing 1960’s residence features original wood floors, a generous living area, and a split-bedroom layout—ready for updates or thoughtful expansion. With ample space, you can reimagine the home to suit your lifestyle or design a stunning new construction. Adding to its appeal, the property is within a short stroll to Kraft Azalea Gardens, the Winter Park YMCA, Phelps Park and just a little over a mile from Downtown Winter Park’s shops, dining, and cultural venues. This home is sold AS IS.

901 Palmer Avenue, Winter Park

$1,700,000

Arguably one of the top streets in Winter Park, this Via Capri lot is level, lovely, and large. Phil Kean has designed a lovely home for the property, but for those that might be looking for something somewhat different PKDG would be happy to design and build a home to your specifications, or simply sell the property as is.

Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Arguably one of the top streets in Winter Park, this Via Capri lot is level, lovely, and large. Phil Kean has designed a lovely home for the property, but for those that might be looking for something somewhat different PKDG would be happy to design and build a home to your specifications, or simply sell the property as is.

1181 Via Capri, Winter Park

$4,500,000

RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK - OFFERED AT $4,500,000! Zoned R-3, this multi-family, prime piece of land is ready for development. Luxury townhomes or condos, nothing but pure potential. Located near the intersection of N. Interlachen Avenue and Canton Avenue, this parcel is just 1-block to Park Avenue's boutique shops, award-winning restaurants, and esteemed businesses. Future residents will enjoy picturesque walks along Winter Park's famous brick streets just off the shores of the chain of lakes. Nearby attractions like the Winter Park Farmer's Market, the Winter Park Golf Course, a highly rated 9-hole gem in the center of town, Casa Feliz, Central Park, and more are all within just a few minutes stroll.

Winter Park SubDv. ⋅ 32789 Zip Code

RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK - OFFERED AT $4,500,000! Zoned R-3, this multi-family, prime piece of land is ready for development. Luxury townhomes or condos, nothing but pure potential. Located near the intersection of N. Interlachen Avenue and Canton Avenue, this parcel is just 1-block to Park Avenue's boutique shops, award-winning restaurants, and esteemed businesses. Future residents will enjoy picturesque walks along Winter Park's famous brick streets just off the shores of the chain of lakes. Nearby attractions like the Winter Park Farmer's Market, the Winter Park Golf Course, a highly rated 9-hole gem in the center of town, Casa Feliz, Central Park, and more are all within just a few minutes stroll.

503 N Interlachen Avenue, Winter Park

$1,250,000

This rare opportunity to own a ONE STORY LAKEFRONT home on A HALF ACRE lot located in the highly desirable Via’s of Winter Park. Tuscany Place is nestled on a quiet cul-de-sac and zoned for top A-rated schools. Close to Park Ave and the Winter Park Racquet Club, This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is unique and rare find. Don’t miss this amazing opportunity to live and/or build in the Vias!

Tuscany Place First Add SubDv. ⋅ 32789 Zip Code

This rare opportunity to own a ONE STORY LAKEFRONT home on A HALF ACRE lot located in the highly desirable Via’s of Winter Park. Tuscany Place is nestled on a quiet cul-de-sac and zoned for top A-rated schools. Close to Park Ave and the Winter Park Racquet Club, This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is unique and rare find. Don’t miss this amazing opportunity to live and/or build in the Vias!

1049 Tuscany Place, Winter Park

$425,000

A Double Lot Near Lake Killarney! This bungalow nestled on a generous 0.32-acre lot—one of the largest in the neighborhood—just one block from scenic Lake Killarney is perfect for something NEW. With a spacious backyard, mature landscaping, and even a shuffleboard court, this property offers a rare opportunity to create your very own backyard retreat. There's room to add a pool, a pickleball court, or simply enjoy the expansive green space as is. The same homeowner for 26 years because of the love for the home and neighborhood understands that it's time for someone else to fall in love. Located just minutes from Park Avenue, College Park, and Downtown Orlando, with easy access to I-4, 17-92, and a host of restaurants and shops, you'll enjoy both serenity and connectivity. Lots like this don’t come along often—drive by today and imagine the possibilities!

Karolina On Killarney SubDv. ⋅ 32789 Zip Code

A Double Lot Near Lake Killarney! This bungalow nestled on a generous 0.32-acre lot—one of the largest in the neighborhood—just one block from scenic Lake Killarney is perfect for something NEW. With a spacious backyard, mature landscaping, and even a shuffleboard court, this property offers a rare opportunity to create your very own backyard retreat. There's room to add a pool, a pickleball court, or simply enjoy the expansive green space as is. The same homeowner for 26 years because of the love for the home and neighborhood understands that it's time for someone else to fall in love. Located just minutes from Park Avenue, College Park, and Downtown Orlando, with easy access to I-4, 17-92, and a host of restaurants and shops, you'll enjoy both serenity and connectivity. Lots like this don’t come along often—drive by today and imagine the possibilities!

1871 Staunton Avenue, Winter Park

$475,000

?? Land for Sale – Build Your Dream Home in Winter Park! Just minutes from Park Avenue! Discover the perfect opportunity to build your custom home in one of Central Florida’s most desirable neighborhoods! This prime homesite is nestled among newly built luxury residences and offers the ideal canvas for your future home. The owner has already completed the heavy lifting — the previous structure has been professionally demolished, the septic tank removed, and the lot is cleared and ready to build. Highlights: Prime Winter Park location, Minutes to Park Avenue dining, shopping & events, Surrounded by high-end, newly constructed homes, ready for your builder! Opportunities like this in Winter Park are rare — don’t miss your chance to create something truly special

Winter Park Village SubDv. ⋅ 32789 Zip Code

?? Land for Sale – Build Your Dream Home in Winter Park! Just minutes from Park Avenue! Discover the perfect opportunity to build your custom home in one of Central Florida’s most desirable neighborhoods! This prime homesite is nestled among newly built luxury residences and offers the ideal canvas for your future home. The owner has already completed the heavy lifting — the previous structure has been professionally demolished, the septic tank removed, and the lot is cleared and ready to build. Highlights: Prime Winter Park location, Minutes to Park Avenue dining, shopping & events, Surrounded by high-end, newly constructed homes, ready for your builder! Opportunities like this in Winter Park are rare — don’t miss your chance to create something truly special

1414 Bessmor Road, Winter Park

$725,000

Under contract-accepting backup offers. Back on Market! Almost impossible to find 2 adjacent 75x100 R-3 lots for a total of 75x200 or 15,000 sq/ft in top Winter Park location! Located at northwest corner of proposed Winter Park Commons project. The vacant lot to be simultaneously purchased with adjacent parcel (TAX ID 06-22-30-1168-02-022) fronting Webster with BONUS 4/2 Bungalow. Walk to WP Village, Park Ave, WP9 Golf, Hannibal Square – dining, shopping and entertainment! Don’t miss this unique opportunity!

Capens Add SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Back on Market! Almost impossible to find 2 adjacent 75x100 R-3 lots for a total of 75x200 or 15,000 sq/ft in top Winter Park location! Located at northwest corner of proposed Winter Park Commons project. The vacant lot to be simultaneously purchased with adjacent parcel (TAX ID 06-22-30-1168-02-022) fronting Webster with BONUS 4/2 Bungalow. Walk to WP Village, Park Ave, WP9 Golf, Hannibal Square – dining, shopping and entertainment! Don’t miss this unique opportunity!

770 W Webster Avenue Unit REAR LOT, Winter Park

$475,000

Great opportunity for a R-2 lot in heart of downtown Winter Park - opportunity to purchase adjacent lot at 631 Symonds and combine

Capens Add SubDv. ⋅ 32789 Zip Code

Great opportunity for a R-2 lot in heart of downtown Winter Park - opportunity to purchase adjacent lot at 631 Symonds and combine

621 Symonds Avenue, Winter Park

$475,000

Great R-2 lot in the heart of downtown Winter Park - lot next door 621 Symonds also available for purchase and opportunity to combine.

Capens Add SubDv. ⋅ 32789 Zip Code

Great R-2 lot in the heart of downtown Winter Park - lot next door 621 Symonds also available for purchase and opportunity to combine.

631 Symonds Avenue, Winter Park

$1,550,000

This is your chance to create the home of your dreams in one of Winter Park’s most sought-after neighborhoods. Situated on an oversized 80 x 180 lot (0.30 acres), this property offers ample space and endless potential. The existing structure has already been removed, making way for a seamless building process.Enjoy a walkable lifestyle with the Winter Park Racquet Club just steps away and the renowned Interlachen Country Club a short drive down the road. Take a leisurely stroll to Park Avenue, home to some of the area’s best restaurants, boutiques, and cultural attractions.Don’t miss this rare opportunity to build your custom home in the pristine and highly desirable Via neighborhood of Winter Park.

Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

This is your chance to create the home of your dreams in one of Winter Park’s most sought-after neighborhoods. Situated on an oversized 80 x 180 lot (0.30 acres), this property offers ample space and endless potential. The existing structure has already been removed, making way for a seamless building process.Enjoy a walkable lifestyle with the Winter Park Racquet Club just steps away and the renowned Interlachen Country Club a short drive down the road. Take a leisurely stroll to Park Avenue, home to some of the area’s best restaurants, boutiques, and cultural attractions.Don’t miss this rare opportunity to build your custom home in the pristine and highly desirable Via neighborhood of Winter Park.

1181 Via Capri, Winter Park

$799,000

Amazing opportunity to build your dream home in Winter Park. A tremendous location with just a short stroll to East End Market and all the shops and restaurants Corrine Drive has to offer! Zoned for the Audubon K-8 school that you can also walk to! This lot is over a 1/4 of an acre and is tucked away at the end of a dead end street for privacy. This is one you don't want to miss!

Parklando 03 SubDv. ⋅ 32789 Zip Code

Amazing opportunity to build your dream home in Winter Park. A tremendous location with just a short stroll to East End Market and all the shops and restaurants Corrine Drive has to offer! Zoned for the Audubon K-8 school that you can also walk to! This lot is over a 1/4 of an acre and is tucked away at the end of a dead end street for privacy. This is one you don't want to miss!

2320 Janice Avenue, Winter Park

$1,395,000

AMAZING opportunity to build your new home in this phenomenal neighborhood! The existing home is a tear-down and the value of the property lies in the expansive 13,441 sf (.31 Acre) lot. With this tremendous 100 ft wide lot, the property affords any new buyer ample space to build their dream home. Plus, the locale is ideal...Tucked away on a charming, quiet brick street, the property is an easy stroll to Phelps Park and the Y. Plus, you are a short ride to Downtown Park Avenue's shops and restaurants. This is an opportunity not to be missed! SOLD AS-IS.

Comstock Park SubDv. ⋅ 32789 Zip Code

AMAZING opportunity to build your new home in this phenomenal neighborhood! The existing home is a tear-down and the value of the property lies in the expansive 13,441 sf (.31 Acre) lot. With this tremendous 100 ft wide lot, the property affords any new buyer ample space to build their dream home. Plus, the locale is ideal...Tucked away on a charming, quiet brick street, the property is an easy stroll to Phelps Park and the Y. Plus, you are a short ride to Downtown Park Avenue's shops and restaurants. This is an opportunity not to be missed! SOLD AS-IS.

1560 Lakehurst Avenue, Winter Park

$340,000

Unleash your imagination and seize the opportunity of a lifetime with this incredible vacant lot in the heart of Winter Park! This gem is priced to sell and is just two blocks away from the vibrant Hannibal Square. Imagine crafting your dream home on this prime piece of land, where every day can be filled with adventure and excitement! You’ll find yourself mere steps from the best attractions Winter Park has to offer. Stroll over to delightful bars, mouthwatering restaurants, and charming shops along Hannibal Square and Park Avenue. Enjoy the stunning parks, fascinating museums, and picturesque chain of lakes that make Winter Park truly special. Plus, you’re right in time for the Winter Park Art Festival—no more stressing about parking! And don’t forget about the must-visit Sunday farmers' market for fresh produce! This location also keeps you close to Rollins College, the New Winter Park Library, Trader Joe's, and even the lovely Sunrail and Amtrak train station. When it’s time to venture further out, enjoy quick access to I-4 for easy trips to the beach, exploring the new Universal's Epic Universe Park or magical time at Disney World. With exciting renovations and new constructions popping up all around, now is a fantastic time to get involved in this thriving community! Don’t miss your chance to transform this vacant lot into your personal paradise! Act fast—this opportunity won’t last long!

Winter Park SubDv. ⋅ 32789 Zip Code

Unleash your imagination and seize the opportunity of a lifetime with this incredible vacant lot in the heart of Winter Park! This gem is priced to sell and is just two blocks away from the vibrant Hannibal Square. Imagine crafting your dream home on this prime piece of land, where every day can be filled with adventure and excitement! You’ll find yourself mere steps from the best attractions Winter Park has to offer. Stroll over to delightful bars, mouthwatering restaurants, and charming shops along Hannibal Square and Park Avenue. Enjoy the stunning parks, fascinating museums, and picturesque chain of lakes that make Winter Park truly special. Plus, you’re right in time for the Winter Park Art Festival—no more stressing about parking! And don’t forget about the must-visit Sunday farmers' market for fresh produce! This location also keeps you close to Rollins College, the New Winter Park Library, Trader Joe's, and even the lovely Sunrail and Amtrak train station. When it’s time to venture further out, enjoy quick access to I-4 for easy trips to the beach, exploring the new Universal's Epic Universe Park or magical time at Disney World. With exciting renovations and new constructions popping up all around, now is a fantastic time to get involved in this thriving community! Don’t miss your chance to transform this vacant lot into your personal paradise! Act fast—this opportunity won’t last long!

829 W New England Avenue, Winter Park

$1,645,000

Lakefront Lot. Build your dream home on a rare available Lot on Lake Berry. Establish your legacy at this beautiful Winter Park location. A short walk to Baldwin Park or a short bike ride to Park Avenue. The Current home needs to be demolished as the value is in the Land. There is a total of 1.14 acres with roughly .6 acres of uplands with direct waterfront. Build your own dock to your liking. No survey is available. All measurements are approximate and have been obtained through the OCPA map system. Please click on the Virtual Tour to see arial drone shots and much more.

Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Lakefront Lot. Build your dream home on a rare available Lot on Lake Berry. Establish your legacy at this beautiful Winter Park location. A short walk to Baldwin Park or a short bike ride to Park Avenue. The Current home needs to be demolished as the value is in the Land. There is a total of 1.14 acres with roughly .6 acres of uplands with direct waterfront. Build your own dock to your liking. No survey is available. All measurements are approximate and have been obtained through the OCPA map system. Please click on the Virtual Tour to see arial drone shots and much more.

681 Balmoral Road, Winter Park

$1,525,000

Rare opportunity to own a premium 0.41-acre lot in the highly sought-after Winter Park historic district! With 100 feet of frontage on McIntyre Avenue, this expansive property offers the potential to divide into two parcels or create a single estate-sized lot for your dream home. Zoned R-2-WP, the lot provides incredible flexibility—if divided, you can build up to two duplexes on each parcel. The location is unbeatable—just a short walk to Rollins College, iconic Park Avenue, and all the dining, shopping, and cultural experiences Winter Park is known for. The property includes an existing 1,427 sf 3 bedroom, 2 bathroom home with a detached 2-car garage, perfect for renovation or rental income while you plan your new build. Whether you’re envisioning two custom homes, multiple duplexes, or one grand estate, opportunities like this are few and far between in Winter Park. Don’t miss out on this prime piece of land!

Winter Park (A/67 & B/86 & Misc 3/220) SubDv. ⋅ 32789 Zip Code

Rare opportunity to own a premium 0.41-acre lot in the highly sought-after Winter Park historic district! With 100 feet of frontage on McIntyre Avenue, this expansive property offers the potential to divide into two parcels or create a single estate-sized lot for your dream home. Zoned R-2-WP, the lot provides incredible flexibility—if divided, you can build up to two duplexes on each parcel. The location is unbeatable—just a short walk to Rollins College, iconic Park Avenue, and all the dining, shopping, and cultural experiences Winter Park is known for. The property includes an existing 1,427 sf 3 bedroom, 2 bathroom home with a detached 2-car garage, perfect for renovation or rental income while you plan your new build. Whether you’re envisioning two custom homes, multiple duplexes, or one grand estate, opportunities like this are few and far between in Winter Park. Don’t miss out on this prime piece of land!

747 Mcintyre Avenue, Winter Park

$1,250,000

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Boiley Green Sub SubDv. ⋅ 32789 Zip Code

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1819 Gipson Green Lane, Winter Park

$1,767,500

VACANT - WATERFRONT in desirable Winter Park! This opportunity sits on the picturesque shores of Lake Berry, a 76-acre, private, skiable lake. If you're searching for an oversized lot to build your next dream home, look no further! This expansive lot allows for a net buildable home of nearly 9,200 square feet. The westward-facing lot provides breathtaking sunsets while the lake's tranquil setting makes it a pleasant spot for leisurely activities. Located directly across from the exclusive Windsong community, this prime location is just 2 miles from the iconic Park Avenue.-----New custom home plans available upon request-----

Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

VACANT - WATERFRONT in desirable Winter Park! This opportunity sits on the picturesque shores of Lake Berry, a 76-acre, private, skiable lake. If you're searching for an oversized lot to build your next dream home, look no further! This expansive lot allows for a net buildable home of nearly 9,200 square feet. The westward-facing lot provides breathtaking sunsets while the lake's tranquil setting makes it a pleasant spot for leisurely activities. Located directly across from the exclusive Windsong community, this prime location is just 2 miles from the iconic Park Avenue.-----New custom home plans available upon request-----

643 Balmoral Road, Winter Park

$2,300,000

Are you ready to build your dream home? Presenting a rare opportunity to build a custom home on one of the most coveted streets in downtown Winter Park, this spacious lot is just shy of half an acre and located minutes from Park Avenue. Across from the lakefront homes on Pinetree Road, this fabulous lot is cleared and ready to build. Fantastic location with a neighborhood trail that leads to the side entrance of the Winter Park Racquet Club. And just a short ride over to Kraft Azalea Gardens, Phelps Park, or the Winter Park YMCA. This location is zoned for great schools: Dommerich, Maitland Middle, and Winter Park High.

Sicilian Shores SubDv. ⋅ 32789 Zip Code

Are you ready to build your dream home? Presenting a rare opportunity to build a custom home on one of the most coveted streets in downtown Winter Park, this spacious lot is just shy of half an acre and located minutes from Park Avenue. Across from the lakefront homes on Pinetree Road, this fabulous lot is cleared and ready to build. Fantastic location with a neighborhood trail that leads to the side entrance of the Winter Park Racquet Club. And just a short ride over to Kraft Azalea Gardens, Phelps Park, or the Winter Park YMCA. This location is zoned for great schools: Dommerich, Maitland Middle, and Winter Park High.

620 Pinetree Road, Winter Park

$280,000

Who wouldn’t want to live on a street called LOTAFUN? This is your opportunity to build your dream home on a quiet street with convenient access to Winter Park, Maitland and Orlando as well as Interstate 4 either from Lee Road or Fairbanks Avenue. This beautiful vacant lot has 75-feet of frontage and is 100-feet deep. This has a Winter Park address but is located in Orange County. An established tree canopy lines both sides of the road for a soothing drive home. The lot is already fenced on all four sides. There are a variety of mature trees on the property. Take a look at the schematics in “attachments” as samples of what a local Custom Home Builder, Brannon Construction, could build for you on this lot.

Justamere Camp Rep SubDv. ⋅ 32789 Zip Code

Who wouldn’t want to live on a street called LOTAFUN? This is your opportunity to build your dream home on a quiet street with convenient access to Winter Park, Maitland and Orlando as well as Interstate 4 either from Lee Road or Fairbanks Avenue. This beautiful vacant lot has 75-feet of frontage and is 100-feet deep. This has a Winter Park address but is located in Orange County. An established tree canopy lines both sides of the road for a soothing drive home. The lot is already fenced on all four sides. There are a variety of mature trees on the property. Take a look at the schematics in “attachments” as samples of what a local Custom Home Builder, Brannon Construction, could build for you on this lot.

2446 Lotafun Avenue, Winter Park

$820,000

Build your dream home on Winter Park’s iconic Park Avenue! This beautiful, oversized 97 x 148 lot is a short walk to Park Avenue’s incredible restaurants, boutique shops, and train station. Enjoy Central Park’s art festivals, farmer’s market, concerts and movies in the park. There is a home on the property, but the value is in the land. The 14,290 SF lot is zoned for Lakemont Elementary, Maitland Middle and Winter Park High schools in the heart of Winter Park!

Villa View Park SubDv. ⋅ 32789 Zip Code

Build your dream home on Winter Park’s iconic Park Avenue! This beautiful, oversized 97 x 148 lot is a short walk to Park Avenue’s incredible restaurants, boutique shops, and train station. Enjoy Central Park’s art festivals, farmer’s market, concerts and movies in the park. There is a home on the property, but the value is in the land. The 14,290 SF lot is zoned for Lakemont Elementary, Maitland Middle and Winter Park High schools in the heart of Winter Park!

1655 N Park Avenue, Winter Park

$2,900,000

Presenting a once-in-a-lifetime opportunity to own a prime piece of property on one of Winter Park’s most prestigious streets in the Via’s, surrounded by multimillion-dollar homes. This oversized 0.63-acre lot, (27,530sf and 180x156x180x149) located at the bottom of Via Lugano and cornering Pinetree Road, is just steps away from the entrance to the exclusive Isle of Sicily. The existing home is ideal for significant renovation or teardown, offering great potential. With endless potential and located in one of Winter Park’s most desirable neighborhoods, within walking distance of the Winter Park Racquet Club. It is zoned for excellent public schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School, and is conveniently near several private schools. The home is being sold as-is and offers a rare chance to build a custom home in an unparalleled location.

Keisers Rep Sicilian Shores SubDv. ⋅ 32789 Zip Code

Presenting a once-in-a-lifetime opportunity to own a prime piece of property on one of Winter Park’s most prestigious streets in the Via’s, surrounded by multimillion-dollar homes. This oversized 0.63-acre lot, (27,530sf and 180x156x180x149) located at the bottom of Via Lugano and cornering Pinetree Road, is just steps away from the entrance to the exclusive Isle of Sicily. The existing home is ideal for significant renovation or teardown, offering great potential. With endless potential and located in one of Winter Park’s most desirable neighborhoods, within walking distance of the Winter Park Racquet Club. It is zoned for excellent public schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School, and is conveniently near several private schools. The home is being sold as-is and offers a rare chance to build a custom home in an unparalleled location.

585 Via Lugano, Winter Park

$590,000

Discover the ideal site for your dream home on this cleared, build-ready lot in one of Winter Park's established neighborhoods. Just minutes from the vibrant shops and restaurants of Baldwin Park Village Center and trendy Corrine Drive district, this location offers the best of Winter Park living with easy access to nearby amenities. Zoned for the well-regarded Audubon Park K-8 and Winter Park High School, with an easy commute to downtown Orlando and Orlando International Airport, this lot combines accessibility with charm of a sought-after community. Don’t miss this opportunity to create a custom home in an exceptional area!

Lake Forest Park SubDv. ⋅ 32789 Zip Code

Discover the ideal site for your dream home on this cleared, build-ready lot in one of Winter Park's established neighborhoods. Just minutes from the vibrant shops and restaurants of Baldwin Park Village Center and trendy Corrine Drive district, this location offers the best of Winter Park living with easy access to nearby amenities. Zoned for the well-regarded Audubon Park K-8 and Winter Park High School, with an easy commute to downtown Orlando and Orlando International Airport, this lot combines accessibility with charm of a sought-after community. Don’t miss this opportunity to create a custom home in an exceptional area!

2228 Howard Drive, Winter Park

$1,200,000

Value is only in the land. Property being sold as-is.

Forrest Hills SubDv. ⋅ 32789 Zip Code

Value is only in the land. Property being sold as-is.

250 W Reading Way, Winter Park

$755,000

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

Maitland Shores Second Add SubDv. ⋅ 32789 Zip Code

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

1000 Howell Branch Road, Winter Park