Posts filed under Winter Haven Community Focus


Weekly Community Focus! Welcome to Lakeside Landings!

Tue, Feb 10th 2026 12:37 pm by David Shippey Winter Haven Community Focus

This Community was built by DR Horton. This Community includes approximately 400 homes comprised of two, three, four, and five bedroom single-family homes. Lakeside Landings also has a Gated 55+ section in the community. The Community was built between Lake Fannie and Lake Hamilton which are on the Winter Haven Chain of Lakes. Some of the homes offer Lakefront living on Lake Fannie. The homes were built between 2008 and 2021.

This community is in Northeast Winter Haven FL off Lucerne Park Rd. The location is close to shopping, restaurants, lakes, and downtown. There is easy and quick access to Highway 27.

This community has a homeowner's association and a Community Development District (C...



No comments

Weekly Community Focus! Welcome to Orchid Springs!

Tue, Feb 3rd 2026 2:41 pm by David Shippey Winter Haven Community Focus

​The Community was developed by Talbot Lewis with a Caribbean architecture in mind. The homes were built by Al Cassidy. Talbot created a beautiful retreat with winding paths, exotic gardens and a lake with Orchids everywhere which is why they gave it the name of Orchid Springs. Everything connects to a small shopping area for the residents.

This Community is a combination of condos, patio homes, and a 55+ section of homes with a total of approximately 400 homes comprised of one, two, and three bedroom homes to accommodate different sizes and lifestyles. Most of the homes were built from 1970 to 1987.

This community is in Southeast Winter Haven FL off Overlook Dr. The location is close to sh...



No comments

Weekly Community Focus! Welcome to Cypresswood!

Tue, Jan 27th 2026 5:59 pm by David Shippey Winter Haven Community Focus

​The Community was developed and primarily built by John Wood Homes. This Community includes over 1,000 homes comprised of Custom Single Family Homes, Villas, Condominiums, Patio Homes, and Townhomes to accommodate all lifestyles. The homes are mostly two, three, and four bedroom homes. The first homes were built in 1975. Most of the homes were built out by 2007. But, there are still some Custom Homes being built in 2025.

This community is in Southeast Winter Haven FL off Dundee Rd (Hwy 542). The location is close to shopping, restaurants, and downtown. There is easy and quick access to Highway 27 and to Orlando.

It is a Gated community with a full time security guard. The community does ...



No comments

​Weekly Community Focus! Welcome to Hamilton Pointe!

Tue, Jan 20th 2026 3:19 pm by David Shippey Winter Haven Community Focus

Hamilton Pointe is a Custom Home community with approximately 100 homes comprised of three, four, and five bedroom single-family homes. The homes were built from 1991 through 2004.

This community is in Northeast Winter Haven FL off Country Club Rd. The location is close to shopping, restaurants, and LegoLand Theme Park. There is easy and quick access to Highway 27.

The community is very well maintained. The homeowner association dues are very low and they do not have a CDD (Community Development District) fee in the property taxes as some communities do.

Many of the homes offer Lakefront Living on Lake Hamilton which is on the Winter Haven Chain of Lakes. The Chain of Lakes offers fish...



No comments

Weekly Community Focus! Welcome to Ruby Lake!

Tue, Jan 13th 2026 12:10 pm by David Shippey Winter Haven Community Focus

​This Custom Community was built by Cassidy Homes. This Gated Community includes approximately 220 homes comprised primarily of three and four bedroom single-family homes. The first homes were built in 1998. The community was built out by 2004.

This community is in Southeast Winter Haven FL off Cypress Gardens Blvd. The location is close to shopping, restaurants, and downtown. The LegoLand Theme Park is nearby. There is easy and quick access to Highway 27.

It is a Gated community with homeowner association dues. The gate stays closed and prevents solicitors. They do not have a CDD (Community Development District) fee in the property taxes as some communities do. Some of the homes offer La...



No comments

Weekly Community Focus! Welcome to Terranova!

Tue, Jan 6th 2026 3:07 pm by David Shippey Winter Haven Community Focus

​The Community has three primary builders which are Southern Homes, Adams Homes, and Cassidy Homes. This Gated Community has approximately 400 homes comprised of three, four, five, and six bedroom single-family homes. These homes were built between 2002 and 2012.

This community is in Southeast Winter Haven FL off Eloise Loop Rd. The location is close to shopping, restaurants, Legoland theme park, and Highway 27.

This Gated community has a homeowner's association. The gate stays closed and prevents solicitors. The community is very well maintained. They do not have a CDD (Community Development District) fee in the property taxes as some communities do.

If you are looking for a gated commu...



No comments

​Weekly Community Focus! Welcome to Traditions!

Tue, Dec 30th 2025 10:46 am by David Shippey Winter Haven Community Focus

The Community was built by Lennar. This Community is 55+ with approximately 600 homes comprised of two, three, and four bedroom single-family homes and attached villas for different lifestyles. The homes in this community were built from 2005 to 2020. There is another section of Traditions which is comprised of townhomes that is not age restricted with approximately 75 homes outside of the primary community called the Verandahs.

Traditions is in Southeast Winter Haven FL off Thompson Nursery Rd. The community includes a north and south entrance as the community crosses Thompson Nursery Rd. The location is close to shopping and restaurants. The LegoLand Theme Park is nearby. There is easy...



No comments

Weekly Community Focus! Welcome to Lake Ashton!

Tue, Dec 23rd 2025 11:28 am by David Shippey Winter Haven Community Focus

This Community was developed by Century Residential and the Custom Homes were built by Mastercraft Homes. This Community is 55+ with approximately 1,700 homes comprised of two, three, and four bedroom single-family homes and condos for different lifestyles. The homes were built from 2002 to 2021. Lake Ashton is set on 1,200 acres across the cities of Lake Wales and Winter Haven.

The Winter Haven entrance is in Southeast Winter Haven FL off Thompson Nursery Rd. The location is close to shopping and restaurants. The LegoLand Theme Park is a short drive away. There is easy and quick access to Highway 27.

The homes are in a Gated community with a guard to insure privacy. Lake Ashton has a h...



No comments

Weekly Community Focus! Welcome to Villamar!

Tue, Dec 16th 2025 12:01 pm by David Shippey Winter Haven Community Focus

The Community includes several builders including Casa Fresca, Meritage Homes, D R Horton, Maronda Homes, Lennar, Highland Homes, Adams Homes, and Ryan Homes. This community started building homes in 2020 and are still building homes in 2025. This Community reports over 1800 homesites comprised of three, four, and five bedroom single-family homes.

The community is located in Southeast Winter Haven FL off Eloise Loop Rd. The location is close to shopping and restaurants. The LegoLand Theme Park is nearby. There is easy and quick access to Highway 27.

The community does have a homeowner's association and Community Development District (CDD).

Amenities include a Playground and Community P...



No comments

Weekly Community Focus! Welcome to Harmony at Lake Eloise!

Tue, Dec 9th 2025 5:02 pm by David Shippey Winter Haven Community Focus

The builders started building this community in 2023. The builders are DR Horton and Casa Fresca. The community does have a homeowner's association and Community Development District (CDD). There are approximately 650 homesites comprised of three, four, and five bedroom single-family homes. The builders are still building homes.

This community is in Southeast Winter Haven FL off Eloise Loop Rd. The location is close to shopping and restaurants. There is easy and quick access to Highway 17.

The homeowner association dues are $69 a month for single family homes. This community does have a Community Development District (CDD) fee in the property taxes.

The Amenities include a Community Po...



No comments

Weekly Community Focus! Welcome to Vienna Square!

Tue, Dec 2nd 2025 2:30 pm by David Shippey Winter Haven Community Focus

The Community was developed by Century Residential and the Custom Homes are built by Mastercraft Homes. This Community is 55+ with approximately 210 homes comprised of two and three bedroom single-family homes and attached villas for different lifestyles. The first homes were built in 2007. The builder is still building new villas.

This community is in Southeast Winter Haven FL off Overlook Dr. The location is close to shopping, restaurants, and downtown. The LegoLand Theme Park is nearby. There is easy and quick access to Highway 27.

It is a Gated community with homeowner association dues ranging from $290 to $430 a month depending on single-family home or villa. The gate stays closed ...



No comments