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Wildwood, FL Homes for Sale under $500,000

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  • /57

    $438,900

    • 3 Beds
    • 2 Baths
    • 1,497 Sq Ft

    1669 Cadorette, The Villages, FL 34762

    Discover your new Charlotte Model in Moultrie Creek- Matthew Villas. This home boasts approx. 1492 Sq ft and is Lovely 3 Bedroom 2 bath with 2 full car garage home is being sold turn-key (all furniture, plates, silverware, sheets, bedding etc with golf cart) professionally furnished and decorated . This home sits conveniently between Eastport and Middleton town squares, putting you in the center

    Agent Photo

    Timothy Millson

    REALTY EXECUTIVES IN THE VILLAGES

    (352) 352-8825

    1669 Cadorette, The Villages, FL 34762
  • /86

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,534 Sq Ft

    800 Crestview Cir N, Wildwood, FL 34785

    Stunning Pool Home with In-Law Suite Near Brownwood! Experience Florida living at its finest in this beautifully updated 3-bedroom, 2-bath pool home featuring an additional 2-bedroom, 1-bath in-law suite conveniently located in the converted garage. Nestled in a desirable Wildwood neighborhood, this home offers the perfect blend of comfort, style, and flexibility—just minutes from Brownwood

    Agent Photo

    Melissa Barnes

    ERA GRIZZARD REAL ESTATE

    (352) 706-0992

    800 Crestview Cir N, Wildwood, FL 34785
  • /34

    $429,900

    • 3 Beds
    • 2 Baths
    • 1,839 Sq Ft

    5087 NE 121st Ave, Oxford, FL 34484

    Welcome to BISON VALLEY — A Charming All-Age Golf Cart Community with Access to THE VILLAGES!Nestled in the heart of convenience and comfort, this beautifully maintained home offers a lifestyle of ease and luxury. Located just minutes from all the amenities that Oxford and The Villages have to offer—including some of The Villages Charter Schools—this home is perfect for both growing

    Agent Photo

    Gerrie Cosme Matias

    RE/MAX PREMIER REALTY LADY LK

    (352) 713-0709

    5087 NE 121st Ave, Oxford, FL 34484
  • /9

    $458,990 New Construction

    • 3 - 4 Beds
    • 2 Baths
    • 1,966 Sq Ft

    Margate II Plan at Twisted Oaks - Highfield, Wildwood, FL 34785

    Discover the conveniences that accompany the graceful style of the Margate II. As you move from the front porch to the impressive foyer, you will find a spacious study or play room with optional French doors. Located near your garage entry door is a perfectly placed drop zone ideal for school bags, organizing mail or kicking off your shoes. The open-concept feel of this home continues as you

    Park Square Homes Builder
    9008 Wildlight Trail Unit 36500980, Wildwood, FL 34785
  • /35

    $440,000

    • 4 Beds
    • 2 Baths
    • 1,796 Sq Ft

    5008 NE 125th Loop, Oxford, FL 34484

    DO NOT MISS THIS STUNNING 4/2/2 HOME IN DENSON PARK! Experience effortless Florida living in a beautifully maintained property featuring luxury vinyl flooring throughout, a chef-ready kitchen with stainless steel appliances, quartz countertops, an eat-in island, gas range, and tankless water heater.Enjoy peaceful mornings and golden-hour views with a tree-lined grassy field behind the home—no

    Lisa Manns ERA GRIZZARD REAL ESTATE

    5008 NE 125th Loop, Oxford, FL 34484
  • /2

    $495,000

    • Land
    • 6.5 Acres
    • $76,154 per Acre

    TBD S US Hwy 301, Wildwood, FL 34785

    This 6.5 acres with 330' frontage on US Hwy 301 could provide your next opportunity to build/develop on this busy highway between Wildwood and Coleman. This property is contiguous to The Villages and a great place to serve that population...and most of Sumter County conveniently. Currently in the County, the City of Wildwood staff would be favorable to annexation and zoning change, providing City

    Reggie Caruthers OXFORD LAND COMPANY

    TBD S US Hwy 301, Wildwood, FL 34785
  • /6

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,471 Sq Ft

    9300 County Road 128c, Wildwood, FL 34785

    This charming home with a fully fenced in back yard with plenty of room for your animals or future garage is ready for you to make it your next home. If you are ready to experience country living within minutes of all of the features of modern living this home is for you. This split floor plan provides for a large master bedroom with its own master bathroom. The open floor plan provides for

    John Coleman, III HOME LAND REAL ESTATE INC

    9300 County Road 128c, Wildwood, FL 34785
  • /59

    $465,500

    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft

    4684 Arbor Way, Oxford, FL 34484

    This GORGEOUS, immaculately kept Willow model home in Grand Oaks Manor, Oxford FL, is ashowstopper! Fully furnished (option), offering a unique combination of modern elegance,comfort and privacy. Don’t miss out on this rarely available Willow model featuring 3bedrooms/2 bath/oversized 2 car garage with an open split floor plan and SOARING 12’ ceilings.As you enter the great room

    Stephen Hachey FLAT FEE MLS REALTY

    4684 Arbor Way, Oxford, FL 34484
  • /54

    $429,800

    • 3 Beds
    • 2 Baths
    • 2,066 Sq Ft

    10063 Lake Miona Way, Oxford, FL 34484

    Your Permanent Vacation Awaits! This immaculate 3-bedroom, 2-bath home in Oxford isn't just a place to live—it's the key to the lifestyle you've been dreaming of. Step inside your private retreat; 2,066 sq. ft. of bright and airy space is where good times are waiting to happen. Perfectly blending SHOWPIECE DESIGN with workspace functionality, this kitchen is the natural social hub of the home,

    Lia Peterson WORTH CLARK REALTY

    10063 Lake Miona Way, Oxford, FL 34484
  • /86

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    9362 County Road 125b, Wildwood, FL 34785

    **COMPLETE REAR PRIVACY**ROOM FOR A POOL**UPDATED HOME**2023 ROOF**OVERSIZED HOMESITE** Welcome to this beautifully renovated 3-bedroom, 2-bathroom home located in the highly sought-after Fairways of Rolling Hills community in Wildwood. Built in 2004, this residence offers 1,856 square feet of thoughtfully designed living space under air and sits on an oversized homesite that provides exceptional

    Anthony Filone LPT REALTY, LLC

    9362 County Road 125b, Wildwood, FL 34785
  • /40

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,569 Sq Ft

    2202 Landrea Loop, The Villages, FL 32163

    NEW PRICE 3-bedroom, 2-bathroom "EATON FLOORPLAN" Veranda home in the Village of St. Johns. The home features open layout and the seamless blend of tile and luxury vinyl plank flooring, NO CARPET. The spacious living and dining area flows naturally into the EXTENDED birdcage lanai, with extended PAVER PATIO. The kitchen features modern finishes, ample storage, and convenient workspace AND LOTS OF

    Robyn Cavallaro FLORIDA REALTY INVESTMENTS

    2202 Landrea Loop, The Villages, FL 32163
  • /31

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,810 Sq Ft

    7764 June Ln, Wildwood, FL 34785

    4.49% Assumable VA Rate with Roam! OPEN LAYOUT!!! Welcome home to this charming property in a quiet Wildwood neighborhood, perfect for family living. This spacious home features LAMINATE AND TILE FLOORING, a NEW BACKSPLASH in the KITCHEN, and NEW CEILING FANS and BLINDS throughout. Enjoy peace of mind with a 2021 ROOF and 2021 HVAC. The home offers a functional layout with generous living areas

    Matthew Blanco MARK SPAIN REAL ESTATE

    7764 June Ln, Wildwood, FL 34785
  • /22

    $424,900

    • 5 Beds
    • 3 Baths
    • 2,520 Sq Ft

    5308 County Road 122, Wildwood, FL 34785

    Discover your dream home just minutes from The Villages! This stunning 5-bed, 3.5-bath property has been fully renovated with a timeless feel and modern upgrades that elevate every inch of the space. As you step inside, you’re greeted by an open-concept layout designed for both comfort and entertaining. The spacious living room, anchored by a classic wood-burning fireplace, creates the perfect

    Roseli Pereira IDEAL REALTY GLOBAL

    5308 County Road 122, Wildwood, FL 34785
  • /53

    $474,900

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    1818 Trimarche Terrace, Sumterville, FL 33585

    WELCOME TO FLORIDAS FRIENDLIEST HOME TOWN! THE VILLAGES! Come see this beautifully maintained rarely available Arlington Courtyard Villa located in Monarch Grove, Lilly Villas offering 3 bedrooms and 2 baths. Step inside to a spacious open floorplan featuring upgraded quartz countertops, RevWood laminate flooring throughout, oversize walk in pantry with solid shelving and plantation shutters for

    Barbara Hemingway MEB REALTY

    1818 Trimarche Terrace, Sumterville, FL 33585
  • /55

    $426,000

    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    5407 County Road 125, Wildwood, FL 34785

    THIS IS THE BEST CHRISTMAS PRESENT EVER! Discover incredible value in this beautifully updated 3-bedroom, 2-bath home on an oversized .34-acre lot in a quiet neighborhood of The Fairways that abuts The Villages Redfish Run golf course adjacent to The Village of Buttonwood. From the moment you arrive, step inside the welcoming double-door entry and you’ll find soaring cathedral ceilings, luxury

    April Connolly FLAMINGO REAL ESTATE & MNGMT

    5407 County Road 125, Wildwood, FL 34785
  • /67

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft

    5617 Stricklin St, The Villages, FL 32163

    Welcome to 5617 Stricklin Street, a beautifully enhanced home tucked away in the highly sought-after Village of Hammock at Fenney, right in the heart of Palmetto Villas—one of the most picturesque and naturally serene pockets of The Villages. From the moment you arrive, you’ll notice the thoughtful care poured into this home, beginning with upgraded landscaping in both the front and back, outdoor

    Denis Milonas KELLER WILLIAMS CORNERSTONE RE

    5617 Stricklin St, The Villages, FL 32163
  • /62

    $418,000

    • 3 Beds
    • 2 Baths
    • 1,459 Sq Ft

    6370 Danielson Loop, The Villages, FL 32163

    DON'T MISS THIS NEW LISTING! You are going to Love this beautiful 4 year old, 3 Bedroom, 2 bathroom TALL PINE DESIGNER HOME in the Village of Citrus Grove WITH OVER $50,000 IN UPGRADES! Lovely natural landscaping and cheery Floridian outdoor accent colors greet you as you arrive making this home stand out from the rest. LARGE 2 CAR GARAGE plus GOLF CART GARAGE with durable Epoxy coating provides

    Donna Pulliam SALLY LOVE REAL ESTATE

    6370 Danielson Loop, The Villages, FL 32163
  • /42

    $499,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,256 Sq Ft

    2786 Alder Ave, Middleton, FL 34762

    One or more photo(s) has been virtually staged. Welcome home to Middleton, where small-town charm meets modern living. Built by The Villages, this all-age community offers a vibrant and thoughtfully designed place to live, work, and play. This beautifully upgraded and expanded 2-year-old Double Dutch model is situated on an oversized preserve-view lot and is truly better than new. The home

    Tyler Wilson GILBO REALTY LLC

    2786 Alder Ave, Middleton, FL 34762
  • /61

    $449,700

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    4846 Audrey Marie Ct, Oxford, FL 34484

    Welcome to the IDEAL HOME, situated in the highly sought-after GATED community of Lakeside Landing — adjacent to The Villages & free of bonds & CDD fees! This beautifully maintained 4-bedroom, 2-bathroom block home offers approximately 2,200 sq/ft under HVAC & sits on a sprawling 0.62-acre lot — 1 of a kind in this community! Enjoy a low-maintenance lifestyle as lawn maintenance is included in

    Carlos Fuentes SALLY LOVE REAL ESTATE

    4846 Audrey Marie Ct, Oxford, FL 34484
  • /39

    $494,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    6230 Dingman Way, The Villages, FL 32163

    WATER VIEW WITH PRIVATE BACKYARD! Motivated Seller! Up to $2,500 Toward Closing Costs! Welcome to Dingman Way in beautiful Florida! This charming 3-bedroom, 2-bathroom home sits in a peaceful, well-kept neighborhood and offers the perfect mix of comfort, convenience, and Florida fun. Step inside your screened porch and into a bright, open floor plan that feels welcoming the moment you walk

    Jennifer Harman SCUTTINA SIGNATURE REAL ESTATE

    6230 Dingman Way, The Villages, FL 32163
  • /24

    $422,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,537 Sq Ft

    Hawthorne Plan at Twisted Oaks, Wildwood, FL 34785

    This one-story, all concrete block constructed home has a truly open concept plan, featuring a large great room and a well-appointed kitchen with a dining area that flow out to a covered lanai. Bedroom 1 with an ensuite bath is located at the back of the home for privacy. Three additional spacious bedrooms, one with its own Bathroom 1 and walk-in closet, share the front part of the home, as well

    D.R. Horton Builder
    3181 Canopy Oak Blvd Unit 36201852, Wildwood, FL 34785
  • /81

    $409,000 New Construction

    • 4 Beds
    • 2 Baths
    • 1,754 Sq Ft

    10593 Grand Oaks Blvd, Oxford, FL 34484

    Under Construction. Nestled along the scenic Grand Oaks Boulevard, this delightful Oleander Model Home offers 4 bedrooms, 2 bathrooms, a rear-entry two-car garage, a dedicated office, an inside laundry room, and a welcoming lanai. Thoughtfully designed with nearly 2,700 sq. ft. of quality craftsmanship, the home includes 1,754 sq. ft. of living space, a 660 sq. ft. attached garage, a 145 sq. ft.

    April Connolly FLAMINGO REAL ESTATE & MNGMT

    10593 Grand Oaks Blvd, Oxford, FL 34484
  • /26

    $450,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,836 Sq Ft

    Camden Plan at Twisted Oaks, Wildwood, FL 34785

    This one-story, all concrete block constructed home has a truly open concept plan, featuring a large great room, separate dining room, and well-appointed kitchen with dining area, all overlooking a covered lanai. This single-story plan features two bedrooms at the front of the home that share a jack-and-jill full bathroom, as well as a multi-gen living space past the powder bath and laundry room.

    D.R. Horton Builder
    3181 Canopy Oak Blvd Unit 36201853, Wildwood, FL 34785
  • /40

    $412,990

    • 3 Beds
    • 2 Baths
    • 1,647 Sq Ft

    2467 Rogers Rd, The Villages, FL 32163

    PRICE IMPROVED!! Welcome to this beautifully appointed Melrose model villa nestled in the highly sought-after Village of DeSoto in The Villages, Florida! This exceptional 3-bedroom, 2-bath home combines comfort, quality, and convenience—perfect for those ready to start enjoying The Villages lifestyle immediately. Every inch of this home has been meticulously maintained and thoughtfully upgraded

    Linda Sears WORTH CLARK REALTY

    2467 Rogers Rd, The Villages, FL 32163
  • /40

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,003 Sq Ft

    11216 Hess Way, Oxford, FL 34484

    FABULOUS 4/2 Putnam Model with POOL on a PRIVATE, FENCED LOT overlooking a PRESERVE in the in the highly desirable, family-friendly, non-age-restricted, GATED community of Oxford Oaks! JUST MINUTES from The Villages retirement community, The Villages Charter Schools, and CR466 offering easy access to a plethora of shopping, dining, banking, medical and more! Tropical landscaping with curved

    Matt Roberts RE/MAX PREMIER REALTY LADY LK

    11216 Hess Way, Oxford, FL 34484
  • /45

    $400,000 Open Tue 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,647 Sq Ft

    944 Horton Terrace, The Villages, FL 32163

    One or more photo(s) has been virtually staged. FABULOUS 3/2 Melrose Cabana Villa with SCREENED FRONT PORCH, ENCLOSED LANAI, PRIVATE FULLY FENCED REAR and SIDE YARDS - with ROOM FOR A POOL! - and a FULL 2-CAR GARAGE located in the Austin Villas in the highly sought after Village of Chitty Chatty! Built in 2020, this nearly NEW home offers LOW-MAINTENANCE peace of mind with CONTEMPORARY DESIGN!

    Matt Roberts RE/MAX PREMIER REALTY LADY LK

    944 Horton Terrace, The Villages, FL 32163
  • /76

    $425,000

    • 6 Beds
    • 3.5 Baths
    • 3,074 Sq Ft

    703 & 705 Cleveland Ave, Wildwood, FL 34785

    ATTENTION investors, business owners and landlords! Located on the main thoroughfare of Cleveland Ave/Highway 466A, this property offers so many options. The sky is the limit for potential uses. An investor purchase leads the way to renting opportunities with a main home, as well as, multiple apartments in the rear! This property could be turned into a business with the incomparable visibility on

    Tammy Freilich RE/MAX PREMIER REALTY

    703 & 705 Cleveland Ave, Wildwood, FL 34785
  • /38

    $429,990

    • 3 Beds
    • 2 Baths
    • 2,059 Sq Ft

    10069 Lake Miona Way, Oxford, FL 34484

    This beautiful home offers a rare combination of privacy, space, and resort-style living. Nestled on a pie-shaped homesite backing to a charming 4-board fence, there’s ample room for a future pool — and with a sneak-a-peek of Lake Miona, the view would be even more impressive with a pool or birdcage addition. The exterior features brick paver walkways, stacked stone accents, and low-maintenance

    Chris Day WORTH CLARK REALTY

    10069 Lake Miona Way, Oxford, FL 34484
  • /8

    $400,000

    • Land
    • 3.8 Acres
    • $105,263 per Acre

    TBD S Saint Clair St, Wildwood, FL 34785

    ****Highly Motivated Seller, Bring All Offers***Prime 3.8± Acre Opportunity in the Heart of Wildwood. NO SEWER HOLDZONED R3 MEDIUM DENSITY RESIDENTIAL, great for apartments or townhomes. With over 260’ of road frontage, and utilities close by. The city allows up to 9 units per acre!Discover the rare chance to own nearly 4 acres of undeveloped land in the thriving city of Wildwood.

    Kody Ondriezek FLAMINGO REAL ESTATE & MNGMT

    TBD S Saint Clair St, Wildwood, FL 34785
  • /35

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,966 Sq Ft

    6649 Tammy Ln, The Villages, FL 34762

    STUNNING 3/2 Hudson Veranda with PRIVATE ENCLOSED BACKYARD, SCREENED LANAI, and OVERSIZED 2-CAR + GOLF CART GARAGE nestled in the VIBRANT, CONTEMPORARY Village of Newell! JUST MINUTES to Sawgrass Grove; Franklin, Homestead, and Ezell Pool and Recreation Centers; and Southern Oaks Championship Course! Built in 2022, this nearly NEW home offers LOW-MAINTENANCE peace of mind with MODERN DESIGN!

    Guy Williams, Jr. RE/MAX PREMIER REALTY LADY LK

    6649 Tammy Ln, The Villages, FL 34762
  • /2

    $422,000

    • 3 Beds
    • 1 Bath
    • 904 Sq Ft

    3691 E County Road 466, Oxford, FL 34484

    Prime location with future possibilities! This property offers a unique opportunity for investment, with the potential for commercial zoning in the future. Positioned in a high-traffic area with excellent road access, it presents versatility for residential use or future development. The solid block home with a durable metal roof adds immediate value, while the location itself makes this a

    Clinton Hicks AFFINITY HOMES LLC

    3691 E County Road 466, Oxford, FL 34484

Home Trends in Wildwood, FL

Housing Trends

Median Sale Price
$309,455
Median Single Family Sale Price
$315,990
Median Townhouse Sale Price
$234,990
Average Price Per Sq Ft
$180
Number of Homes for Sale
158
Last 12 months Home Sales
399
Months of Supply
4.80
Median List Price
$319,990
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-6%
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