Community details
under 5 min (approximate) from Middleton
Middleton: Playground Series
Wildwood, Sumter County, 34762 · Now selling · age rule: None
Developer: The Villages Development Company, LLC. Builders: Sold by the developer through the Middleton Welcome Home Center; no outside builder named.
Single-family, 2 bed, 2 bath, 1-car plus golf car garage (plans include Follow The Leader, Duck Duck Goose, Farmer in the Dell). 1,403 to 1,522 total sq ft; 974 to 1,041 sq ft under air
- Neighborhood recreation areas with playgrounds, swimming pools, basketball and pickleball courts, dog parks and open space
- Parks including Thurston Park, Lake Harlow Park and Dry Creek Park
- Downtown Middleton shopping and dining
- Trail and pathway network for bikes, scooters, golf cars and walking
- The Villages Charter School campus (enrollment tied to qualifying employment)
What to verify: No age restriction is published on the homes pages. The Villages corporate site describes Middleton as built for people who serve and care for The Villages community, so ask the Welcome Home Center (2219 Dr. Randy McDaniel Way, 352-751-7700) whether any purchase eligibility rules apply. The developer's cost sheet is dated May 2025, so confirm current development district figures. Individual plan pages show Duck Duck Goose starting at $203k and Follow The Leader at $208k.
Sources: Middleton home series overview · Middleton estimated cost of living by series (PDF, May 2025) · Middleton homepage · Playground Series page. Checked October 16, 2026.
under 5 min (approximate) from Middleton
Middleton: Recess Series
Wildwood, Sumter County, 34762 · Now selling · age rule: None
Developer: The Villages Development Company, LLC. Builders: Sold by the developer through the Middleton Welcome Home Center; no outside builder named.
Single-family, 2 to 4 bed, 2 or 2.5 bath, 1 or 2 car garage; personalization offered based on availability. 1,570 to 2,812 total sq ft; 1,094 to 2,076 sq ft under air
- Neighborhood recreation areas with playgrounds, swimming pools, basketball and pickleball courts, dog parks and open space
- Parks including Thurston Park, Lake Harlow Park and Dry Creek Park
- Downtown Middleton shopping and dining
- Trail and pathway network for bikes, scooters, golf cars and walking
- The Villages Charter School campus (enrollment tied to qualifying employment)
What to verify: No age restriction is published on the homes pages. The Villages corporate site describes Middleton as built for people who serve and care for The Villages community, so ask the Welcome Home Center (2219 Dr. Randy McDaniel Way, 352-751-7700) whether any purchase eligibility rules apply. The developer's cost sheet is dated May 2025, so confirm current development district figures.
Sources: Middleton home series overview · Middleton estimated cost of living by series (PDF, May 2025) · Middleton homepage · Recess Series page. Checked October 16, 2026.
under 5 min (approximate) from Middleton
Middleton: Field Day Series
Wildwood, Sumter County, 34762 · Now selling · age rule: None
Developer: The Villages Development Company, LLC. Builders: Sold by the developer through the Middleton Welcome Home Center; no outside builder named.
Single-family, 3 or 4 bed, 2 or 3 bath, 2 or 3 car garage plus golf car; personalization offered based on availability. 2,067 to 2,900+ total sq ft; 1,400 to 2,200+ sq ft under air
- Neighborhood recreation areas with playgrounds, swimming pools, basketball and pickleball courts, dog parks and open space
- Parks including Thurston Park, Lake Harlow Park and Dry Creek Park
- Downtown Middleton shopping and dining
- Trail and pathway network for bikes, scooters, golf cars and walking
- The Villages Charter School campus (enrollment tied to qualifying employment)
What to verify: No age restriction is published on the homes pages. The Villages corporate site describes Middleton as built for people who serve and care for The Villages community, so ask the Welcome Home Center (2219 Dr. Randy McDaniel Way, 352-751-7700) whether any purchase eligibility rules apply. The developer's cost sheet is dated May 2025, so confirm current development district figures.
Sources: Middleton home series overview · Middleton estimated cost of living by series (PDF, May 2025) · Middleton homepage · Field Day Series page. Checked October 16, 2026.
under 5 min (approximate) from Middleton
Middleton: The Range Series
Wildwood, Sumter County, 34762 · Now selling · age rule: None
Developer: The Villages Development Company, LLC. Builders: Sold by the developer through the Middleton Welcome Home Center; no outside builder named.
Single-family, 3 to 5 bed, 2 to 3.5 bath, 2 or 3 car garage plus golf car; 25 floor plans. 2,646 to 4,300+ total sq ft; 1,586 to 3,300+ sq ft under air
- Neighborhood recreation areas with playgrounds, swimming pools, basketball and pickleball courts, dog parks and open space
- Parks including Thurston Park, Lake Harlow Park and Dry Creek Park
- Downtown Middleton shopping and dining
- Trail and pathway network for bikes, scooters, golf cars and walking
- The Villages Charter School campus (enrollment tied to qualifying employment)
What to verify: No age restriction is published on the homes pages. The Villages corporate site describes Middleton as built for people who serve and care for The Villages community, so ask the Welcome Home Center (2219 Dr. Randy McDaniel Way, 352-751-7700) whether any purchase eligibility rules apply. The developer's cost sheet is dated May 2025, so confirm current development district figures. A May 2026 developer post says new Range homesites are coming to The Landing at Lake Eleanor (phase three), some with waterfront views.
Sources: Middleton home series overview · Middleton estimated cost of living by series (PDF, May 2025) · Middleton homepage · The Range Series page · New homesites at The Landing at Lake Eleanor (May 2026). Checked October 16, 2026.
about 12 min (approximate) from Middleton
Sumter Villas
Sumterville, Sumter County, 33585 · Now selling · age rule: None stated
Developer: Not published. Builders: Century Complete (Century Communities).
Single-family, one and two story; 8 floor plans. Not published as a range; listed homes are 1,666 sq ft, 4 bed, 2 bath
What to verify: Builder promotes a government-backed financing option and online purchasing; confirm any loan program with your own lender. No HOA or amenity details published; some MLS-based sites file these homes under Bushnell, so confirm the city by address.
Sources: Century Complete: Sumter Villas. Checked October 16, 2026.
about 21 min (approximate) from Middleton
Cedar Landings (single-family and townhomes)
Leesburg, Lake County, 34748 · Now selling · age rule: None stated
Developer: Not published. Builders: Ryan Homes.
Single-family homes (Aurora, Brooks, Patterson, Serena and others) and townhomes (Biscayne). Single-family plans from 1,590 sq ft (Aurora) to 2,081+ sq ft (Patterson) and larger; townhome 1,787 sq ft
- Resort-style amenities (single-family page)
- Dog park and playground (townhome page)
- Landscaping included (townhomes)
What to verify: Townhome section says it is nearly sold out with 2 homes left, so treat townhomes as Final homes. Single-family page advertised a limited-time upgrade promotion in October 2026; confirm current terms in writing. Confirm HOA amount.
Sources: Ryan Homes: Cedar Landings Single-Family · Ryan Homes: Cedar Landings Townhomes. Checked October 16, 2026.
about 21 min (approximate) from Middleton
Parkwood Communities
Wildwood, Sumter County, 34785 · Coming soon · age rule: 55+
Developer: Not published. Builders: Nobility Homes (manufactured home make listed).
Manufactured homes in a 55+ age-qualified community. New-construction listing is about 1,022 sq ft, 2 bed, 2 bath
- Community swimming pool
- Shuffleboard courts
- Billiard facilities
- Organized activities
What to verify: The listed new home is marked coming soon and under construction. Confirm whether the land is owned or leased, any monthly lot or community fee, and age-verification rules before comparing cost with site-built communities.
Sources: Parkwood Communities new-construction listing. Checked October 16, 2026.
about 20 to 40 min depending on the village (approximate) from Middleton
The Villages (reference row)
The Villages area (Sumter, Lake and Marion counties), Sumter, Lake and Marion County · Now selling · age rule: 55+ (HOPA)
Developer: The Villages Development Company, LLC. Builders: Sold by the developer; no outside builder named.
Patio Villas, Cottage Homes, Courtyard Villas, The Verandas, Designer Homes, Premier Homes; also The Lofts at Brownwood apartment rentals. 2 to 4 bedrooms depending on series; square footage not published on the series page
- Free golf on executive courses (trail fee for golf car use on executive course trails)
- Swimming, tennis, pickleball and bocce facilities
- 3,000+ organized activities weekly
- Town squares with shopping, dining and entertainment
- 24 hour community watch service
What to verify: Included as one reference row. The developer's site calls it a 55+ community; confirm age and occupancy rules in the deed restrictions. The amenity fee is separate from community development district bond and maintenance assessments, which vary by village and are not shown on the series page.
Sources: The Villages home series · The Villages FAQ · The Villages new neighborhoods. Checked October 16, 2026.
about 20 to 30 min (approximate; sales center address 6000 Cliffbow Loop not mapped) from Middleton
Groves at Whitemarsh
Leesburg, Lake County, 34748 · Now selling · age rule: None stated
Developer: Not published. Builders: Stanley Martin Homes.
Single-family. 1,589 to 2,856 sq ft; 3 to 5 bed, 2 to 4 bath
- Cabana
- Tot lot (per third-party listing)
What to verify: Builder site did not return community details; price and fee come from new-home portals. Confirm with Stanley Martin directly. Stanley Martin also acquired Holiday Builders in 2026.
Sources: NewHomeSource: Groves at Whitemarsh · Jome: Groves at Whitemarsh. Checked October 16, 2026.
about 26 min (approximate) from Middleton
Woodland Crossings (Highland Homes)
Wildwood, Sumter County, 34785 · Now selling · age rule: None
Developer: Not published. Builders: Highland Homes.
Single-family, 15+ floor plans, some with in-law suites; 2 or 3 car garage. 1,479 to 3,162 sq ft; 3 to 6 bed, 2 to 3.5 bath; lots 50x120 and 60x120
- Swimming pool and cabana
- Playground
- Pickleball courts
- Multi-purpose play field
- Trails
- Ponds and open space
What to verify: Amenities are listed as in development, not finished. Highland advertised a limited-time fall incentive in October 2026; confirm current terms in writing. Ask for the CDD amount, which the page does not give. Model center: 8818 Wildflower Field Lane.
Sources: Highland Homes: Woodland Crossings · Highland Homes Fall sale terms · Highland Homes blog (Feb 2026). Checked October 16, 2026.
about 26 min (approximate) from Middleton
Woodland Crossing (Ryan Homes)
Wildwood, Sumter County, 34785 · Now selling · age rule: None stated
Developer: Not published. Builders: Ryan Homes.
Single-family, one and two story; plans Canary, Mahogany, Palm, Sweet Bay, Willow. 1,302 to 2,240 sq ft; 3 or 4 bed, 2 to 2.5 bath, 2-car garage
- Resort-style pool and cabana
- Pickleball courts
- Playground
- Multi-purpose play field
What to verify: Same street (Wildflower Field Lane) as Highland's Woodland Crossings, so this appears to be a second builder in the same community; confirm the shared amenity plan and whether CDD figures match. Ryan's sitemap labels it Grand Opening.
Sources: Ryan Homes: Woodland Crossing. Checked October 16, 2026.
about 26 min (approximate) from Middleton
Twisted Oaks (D.R. Horton)
Wildwood, Sumter County, 34785 · Now selling · age rule: None stated
Developer: Kolter (per GrowthSpotter). Builders: D.R. Horton.
Single-family, 1 and 2 story, 22 floor plans. 1,402 to 2,836 sq ft; 3 to 5 bed, 2 to 3.5 bath, 1 to 3 car garage
- Pools
- Clubhouse
- Exercise room
- Dog park
- Pickleball
- Yoga lawn
- Activity lawn
- Playground
- Golf cart parking
- Concrete block construction
What to verify: Twisted Oaks is a multi-builder master plan (D.R. Horton, Pulte and Park Square). Some MLS listings here show a Bushnell mailing city. D.R. Horton banner says 'Big home savings end November 1.' HOA and CDD not published; ask.
Sources: D.R. Horton: Twisted Oaks · GrowthSpotter: Wildwood development roundup. Checked October 16, 2026.
about 27 min (approximate) from Middleton
Highfield at Twisted Oaks (Park Square Homes)
Wildwood, Sumter County, 34785 · Now selling · age rule: None stated
Developer: Kolter (Twisted Oaks master plan, per GrowthSpotter). Builders: Park Square Homes.
Single-family, 12 floor plans. 1,335 to 2,384 sq ft; 3 to 5 bed, 2 to 3 bath, 2-car garage
- 1G fiber internet
- 3 pools
- Cabana and event space
- Dog parks
- Sport courts including pickleball
- Gas range and tankless gas water heater included
What to verify: Advertised a limited-time financing promotion in October 2026; get any incentive and lender terms in writing. HOA and CDD not published. Sales center 9008 Wildlight Trail.
Sources: Park Square Homes: Highfield at Twisted Oaks · WFTV: Park Square project near The Villages (Mar 2024). Checked October 16, 2026.
about 27 min (approximate) from Middleton
Arbor Park
Leesburg, Lake County, 34748 · Now selling · age rule: None stated
Developer: Not published. Builders: Adams Homes.
Single-family, 1 and 2 story, 2 or 3 car garage. 1,635 to 2,405 sq ft; 4 bed, 2 to 2.5 bath
- Pool
- Playground
- Dog park
- Nature trail
What to verify: Builder headline reads 'Now Selling with Incentives!' and move-in homes show up to $15K flex cash with an approved lender. Several move-in homes are listed below the headline starting range, so compare actual list prices. HOA and CDD not published.
Sources: Adams Homes: Arbor Park. Checked October 16, 2026.
about 28 min (approximate) from Middleton
Triumph South
Wildwood, Sumter County, 34785 · Now selling · age rule: None stated
Developer: Not published. Builders: D.R. Horton.
Single-family, one story; plans Aria, Cali, Lakeside. 1,672 to 2,077 sq ft; 3 to 5 bed, 2 to 3 bath, 2-car garage
- Playground
- Bocce ball
- Concrete block construction
- Smart home technology
What to verify: Builder says the next phase is selling. Several listings show reduced prices and a 'Big home savings end November 1' banner. HOA and CDD not published. Model: 8443 Clearway Drive.
Sources: D.R. Horton: Triumph South. Checked October 16, 2026.
about 28 min (approximate) from Middleton
Tillman Oaks
Wildwood, Sumter County, 34785 · Now selling · age rule: None stated
Developer: Not published. Builders: Holiday Builders.
Single-family; Cornerstone, Value and Inspire collections; plans Pindo, Palmetto, Fishtail, Queen, King, Harmony (multigenerational). 1,250 to 2,104 sq ft; 3 or 4 bed, 2 or 3 bath, 2-car garage
What to verify: Holiday Builders announced in 2026 that it was acquired by Stanley Martin Homes; confirm warranty and contract entity. One move-in home lists at $246,990, below the headline range. No amenities, HOA or CDD published.
Sources: Holiday Builders: Wildwood (Tillman Oaks) · Holiday Builders homepage (acquisition post). Checked October 16, 2026.
about 28 min (approximate, next to Tillman Oaks) from Middleton
Tillman Villas
Wildwood, Sumter County, 34785 · Coming soon · age rule: None stated
Developer: Not published. Builders: LGI Homes.
Townhomes (128 lots, about 24 by 120 feet). Not published
What to verify: Announced, not selling. GrowthSpotter reports LGI bought a 19.8-acre parcel next to Tillman Oaks; a new-home portal lists it as coming soon. No LGI community page found as of this check.
Sources: GrowthSpotter: Wildwood development roundup · Jome: nearby coming-soon communities. Checked October 16, 2026.
about 29 min (approximate) from Middleton
Twisted Oaks (Pulte Homes)
Wildwood, Sumter County, 34785 · Now selling · age rule: None stated
Developer: Kolter (per GrowthSpotter). Builders: Pulte Homes.
Single-family, 1 and 2 story; Regal series (Candlewood, Daylen, Pinecrest, Mill Run) and Signature series (Crestmere, Heston, Medina, Tilden, Valen). 1,433 to 2,386 sq ft
- Resort-style pool
- 3 pools with clubhouse
- Fitness center
- Pickleball courts
- Yoga lawn
- Dog park
- Parks (listed as coming soon)
What to verify: Pulte page shows quick move-in homes with prices cut about $5,000 to $10,000 from earlier prices. HOA amount not shown. Shares the Twisted Oaks amenity plan with D.R. Horton and Park Square.
Sources: Pulte: Twisted Oaks. Checked October 16, 2026.
about 29 min (approximate) from Middleton
Grand Oaks Manor
Oxford, Sumter County, 34484 · Now selling · age rule: None stated
Developer: Not published. Builders: Lennar.
Single-family; Grand Oaks Manor 40s and 50s and 60s collections. Listed homes 1,654 to 2,454 sq ft (portal shows plans to 2,836 sq ft)
- Resort-inspired clubhouse
- Resort-style pool and spa
- Fitness center
- Sports courts including pickleball
- Playground
- Outdoor gathering areas with barbecue stations and fire pits
What to verify: Lennar labels it 'Actively selling.' Available homes show a $35K figure beside each price, which appears to be a savings or incentive; confirm what it covers. Some portals file it under Wildwood; Lennar uses Oxford.
Sources: Lennar: Grand Oaks Manor · Jome: Grand Oaks Manor. Checked October 16, 2026.
about 29 min (approximate) from Middleton
Mirror Lake Village
Fruitland Park, Lake County, 34731 · Final homes · age rule: None stated
Developer: Not published. Builders: Park Square Homes, D.R. Horton (per MLS listing).
Single-family, 9 floor plans. 3 to 4 bed, 2 to 3 bath, 2-car garage; remaining home 1,501 sq ft
- Playground
- Near Mirror Lake and Lake Griffin State Park
What to verify: Park Square labels it 'Final Opportunities' with 1 quick move-in home. Fall promo offers reduced initial payments for 2 years. An MLS feed also shows a D.R. Horton new build here; confirm which builder has inventory.
Sources: Park Square Homes: Mirror Lake Village · Momentum MLS summary: Fruitland Park new construction. Checked October 16, 2026.
about 34 min (approximate) from Middleton
Densan Park
Oxford, Sumter County, 34484 · Now selling · age rule: None stated
Developer: Not published. Builders: Adams Homes.
Single-family, 1 and 2 story, 2 or 3 car garage. 1,348 to 2,705 sq ft; 3 to 5 bed, 2 to 3.5 bath
- Gated
- Tennis
- Playground
- Dog park
- Pickleball
What to verify: Builder headline advertises price reductions. Some MLS sites file these homes under Bushnell. Model: 12614 NE 48th Street.
Sources: Adams Homes: Densan Park. Checked October 16, 2026.
about 34 min (approximate) from Middleton
Saddle Hill
Fruitland Park, Lake County, 34731 · Now selling · age rule: None stated
Developer: Not published. Builders: Terrata Homes (LGI Homes brand).
Single-family, one story, 4 bedrooms, half-acre lots. 2,115 to 3,389 sq ft
- Covered outdoor kitchens
- Designer upgrades included
- Half-acre homesites
What to verify: Builder advertises immediate move-in homes and builder-paid closing costs. Highest price point in this tracker. HOA and CDD not published.
Sources: LGI Homes: Saddle Hill. Checked October 16, 2026.
about 35 min (approximate) from Middleton
Hammock Oaks (Ryan Homes villas and single-family)
Lady Lake, Lake County, 32159 · Now selling · age rule: None
Developer: Not published. Builders: Ryan Homes.
Paired villas (lawn care and exterior maintenance included) and single-family homes (lawn care included). Villas 1,509 sq ft (3 bed) up to a 3,006 sq ft multi-gen plan; single-family 2,021 to 3,021+ sq ft
- Community pool with cabana
- Playground
- Dog park
- Resort amenities
What to verify: Ryan describes the villas as being in an all-ages community. HOA covers lawn care; amount not published. Hammock Oaks also includes Meritage homes and the separate 55+ Cresswind section.
Sources: Ryan Homes: Hammock Oaks Villas · Ryan Homes: Hammock Oaks Single-Family. Checked October 16, 2026.
about 36 min (approximate) from Middleton
The Reserve at Hammock Oaks (Meritage Homes)
Lady Lake, Lake County, 32159 · Now selling · age rule: None stated
Developer: Not published. Builders: Meritage Homes.
Single-family (Classic Series) and townhomes (Townes). Classic 1,269 to 2,387 sq ft; Townes about 1,485 to 1,566 sq ft
- Clubhouse
- Resort-style pool
- Kids splash pad
- Pickleball
- Sand volleyball court
- Playground
- Dog park
- Trails
What to verify: Townes page says now selling but no starting price was captured. HOA and CDD not published. Sales office: 707 Sunshower Drive.
Sources: Meritage: Reserve at Hammock Oaks Classic Series · Meritage: Reserve at Hammock Oaks Townes. Checked October 16, 2026.
about 36 min (approximate) from Middleton
Cresswind at Hammock Oaks
Lady Lake, Lake County, 32159 · Now selling · age rule: 55+
Developer: Kolter Homes. Builders: Kolter Homes.
Single-family, 2 to 5 bedroom plans with flex rooms, gated. About 1,434 to 2,776 living sq ft
- Private resident-only clubhouse
- Fitness center with EGYM SmartFIT
- Pickleball and tennis courts
- Walking trails
- Resort-style pool and spa
- Lifestyle program
What to verify: Kolter describes it as a gated, boutique 55+ community about 3 miles from The Villages. HOPA status, HOA and any club fee are not published; ask for the declaration and fee schedule.
Sources: Kolter: Cresswind at Hammock Oaks · Kolter Homes community list. Checked October 16, 2026.
about 35 to 40 min (approximate; model address not mapped) from Middleton
Orange Blossom Hills
Summerfield, Marion County, 34491 · Now selling · age rule: None stated
Developer: Not published. Builders: Adams Homes.
Single-family, one story, 2-car garage. 1,540 to 3,000 sq ft; 3 or 4 bed, 2 or 3 bath
What to verify: Adams community list shows '$15K Flex Cash on EVERY Home.' No amenities, HOA or CDD published. Model: 8636 SE 164th Place.
Sources: Adams Homes: Orange Blossom Hills · Adams Homes Florida communities. Checked October 16, 2026.
about 42 min (approximate) from Middleton
Boulevard Oaks
Lady Lake, Lake County, 32159 · Now selling · age rule: None stated
Developer: Not published. Builders: D.R. Horton (Express Series).
Single-family, 1 and 2 story, 8 floor plans. From 1,328 sq ft; 3 to 5 bed, 2 to 3 bath, 2-car garage
- Clubhouse
- Pool
- Pickleball
- Walking and nature trails
- Smart home system
What to verify: Community header says 'Call for Information' instead of a from price; the price above is the lowest plan price shown. Same 'Big home savings end November 1' banner. HOA and CDD not published.
Sources: D.R. Horton: Boulevard Oaks. Checked October 16, 2026.