Winding Ways, NJ homes for sale & real estate

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12 Portebello Rd, Jackson, NJ 08527
12 Portebello Rd, Jackson, NJ 08527
12 Portebello Rd, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
Located on a premium private lot within the highly sought-after 55+ gated community of Winding Ways, this beautifully updated 2-bedroom, 2-bathroom ranch-style home with a 2-car attached garage offers the perfect blend of comfort, style, and low-maintenance living. As an added bonus, the home features solar panels, providing excellent energy efficiency and long-term utility savings. From the moment you arrive, you'll be charmed by the professionally landscaped front entry and inviting curb appeal. Step inside to find a spacious open-concept layout filled with natural light, vaulted ceilings, and elegant finishes throughout. The expansive living and dining rooms provide the ideal space for e

$439,000

2 beds2 baths1,736 sq ft

12 Portebello Rd, Jackson, NJ 08527

5,662 sq ft lot • 2 garage spots • Pool

41 Dowing Ln, Jackson, NJ 08527
41 Dowing Ln, Jackson, NJ 08527
41 Dowing Ln, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
Relax and enjoy life in this well maintained 3-bedroom, 3 full bath home with open space, high ceilings AND an expansive loft area in the 55+ Community of Winding Ways. Extra features include a marble surround gas fireplace in family room, Impressive palladium window with built in window seat in living room, newly installed high-end light oak laminate flooring, quality window treatments, and oversized 2 car garage w/ attic storage. The community of Winding Ways boasts a 15,000 square-foot clubhouse with a ballroom, hobby rooms & fitness center. Outdoors, residents can play bocce ball, tennis, horseshoes, or shuffleboard. When it is time to relax, they can cool off in the sparkling out

$489,000

3 beds3 baths2,350 sq ft

41 Dowing Ln, Jackson, NJ 08527

4,792 sq ft lot • 2 garage spots • Community pool

(609) 259-0200

4 Penny Ln, Jackson, NJ 08527
4 Penny Ln, Jackson, NJ 08527
4 Penny Ln, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
Ready to Simplify? This Home Is Tailor-Made for Easy Living. Beautifully updated Belmont Model in the vibrant 55+ gated community of Winding Ways will be available mid-July! Freshly painted with new floors throughout, this move-in-ready home features a bright, modern kitchen with brand-new cabinets, upgraded countertops, appliances, and lighting. Enjoy a private patio with peaceful, tree-lined views. The spacious primary suite includes a walk-in closet and a refreshed bathroom with new vanity and fixtures. Winding Ways offers incredible amenities including a clubhouse, fitness center, game rooms, library, party room, one of the largest pools in any adult community, 24/7 gatehouse security,

$429,000

2 beds2 baths1,458 sq ft

4 Penny Ln, Jackson, NJ 08527

4,792 sq ft lot • Garage • Community pool

(609) 921-1411

2 Dowing Ln, Jackson, NJ 08527
2 Dowing Ln, Jackson, NJ 08527
2 Dowing Ln, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
Beautifully maintained Stratton 2 story in Winding Ways! This Large home features a formal living and dining room, family room w/ vaulted ceiling and gas fireplace, big kitchen with breakfast area and oversized patio w/ private yard sure to make entertaining a dream! Primary suite includes a large walk in closet with organization system, bath w/ double sinks, soaking tub and seperate shower. 2nd bedroom and bathroom finish the main floor. Second story boasts a huge loft area with ample closet space, 3rd full bath and 3rd bedroom. A direct entry two car garage further adds to what this home has to offer! Enjoy all Winding Ways has to offer including a resort like pool and various other ameni

$450,000

3 beds3 baths2,082 sq ft

2 Dowing Ln, Jackson, NJ 08527

4,356 sq ft lot • 2 garage spots • Pool

9 Penny Ln, Jackson, NJ 08527
9 Penny Ln, Jackson, NJ 08527
9 Penny Ln, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
Welcome to the desirable adult gated community of Winding Ways. Well maintained 2 bedroom 2 full bath home also offers an additional Den/Bonus room. Kitchen with granite counter tops, ceramic backsplash, built in microwave and all appliances included. Breakfast nook area with sliders to back patio to enjoy your morning coffee or to BBQ. Open floor plan with skylight in Family room and vaulted ceiling in living room / dining room area. Primary bedroom with huge WIC and full primary bath with double sinks/vanity, soaking tub, and shower stall. 1 car attached garage with auto door opener and direct entry to home through laundry area with washer and dryer included. This community offers a pool,

$395,000

2 beds2 baths1,712 sq ft

9 Penny Ln, Jackson, NJ 08527

5,227 sq ft lot • Garage • Pool

Property at 17 Kildare Ln, Jackson, NJ 08527, 2 beds, 2 baths

$389,000

2 beds2 baths1,492 sq ft

17 Kildare Ln, Jackson, NJ 08527

Property at 6 Thatcher Ct, Jackson, NJ 08527, 3 beds, 2 baths

$439,000

3 beds2 baths1,910 sq ft

6 Thatcher Ct, Jackson, NJ 08527

Property at 18 Stewart Ct, Jackson, NJ 08527, 2 beds, 2 baths

$350,000

2 beds2 baths1,529 sq ft

18 Stewart Ct, Jackson, NJ 08527

Property at 23 Dexter Ln, Jackson, NJ 08527, 3 beds, 3 baths

$470,000

3 beds3 baths2,082 sq ft

23 Dexter Ln, Jackson, NJ 08527

Property at 12 Thatcher Ct, Jackson, NJ 08527, 2 beds, 2.5 baths

$475,000

2 beds2.5 baths1,559 sq ft

12 Thatcher Ct, Jackson, NJ 08527

Property at 18 Tudor Ct, Jackson, NJ 08527, 2 beds, 2 baths

$444,900

2 beds2 baths1,440 sq ft

18 Tudor Ct, Jackson, NJ 08527

Property at 13 Sedgwick Sq, Jackson, NJ 08527, 2 beds, 2 baths

$335,000

2 beds2 baths1,254 sq ft

13 Sedgwick Sq, Jackson, NJ 08527

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Nearby homes that match your criteria

16 Bridge Ct, Jackson, NJ 08527
16 Bridge Ct, Jackson, NJ 08527
16 Bridge Ct, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
Beautifully upgraded Colonial on a quiet cul-de-sac in Jackson. This 4 BD, 3.1 BA home features a stunning kitchen w/ granite island & stainless steel appliances, hardwood floors, a luxurious master suite w/ spa-like bath, and a fully finished basement w/ bar, rec room, and gym space. Enjoy your private backyard oasis with in-ground pool, paver patio, gazebo & firepit. 2-car garage, central A/C. A must-see!

$999,000

4 beds3.5 baths2,518 sq ft

16 Bridge Ct, Jackson, NJ 08527

0.67 acre lot • 2 garage spots • Built 1987

25 Merion Ln, Jackson, NJ 08527
25 Merion Ln, Jackson, NJ 08527
25 Merion Ln, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
ONE & ONLY OPPORTUNITY TO LIVE IN A FABULOUS 3BD/3BA LOFT HOME IN WESTLAKE GOLF & COUNTRY CLUB WHICH WAS BUILT BY A CUSTOM BUILDER & BRAND NEW IN 2014. SITUATED ON WOODSY GOLF COURSE LOCATION & FEATURING PROF'L LANDSCAPING, BRICK PAVER WALKWAY, COVERED DOUBLE DOOR ENTRY, OPEN FLOOR PLAN, HARDWOOD FLOORS, LIV RM W/ GAS FIREPLACE, HUGE DINING RM, EXPD'D GREAT RM W/ VAULTED CLG, CUSTOM KITCHEN W/ ELEGANT CABINETRY, GRANITE COUNTERS, SLIDER TO BRICK PAVER PATIO, MASTER BDRM W/ OVERSIZED WALK-IN CLOSET, UPGRADED CERAMIC TILE BATHRMS, WROUGHT-IRON BALLISTERS SURROUND A BEAUTIFUL OPEN LOFT W/ INCLUDES A LARGE 3RD BDRM & 3RD FULL BATH, ABUNDANT CLOSET SPACE. EXTENDED G

$689,800

3 beds3 baths3,072 sq ft

25 Merion Ln, Jackson, NJ 08527

2 garage spots • Pool • Built 2014

4 Friar Ct, Jackson, NJ 08527
4 Friar Ct, Jackson, NJ 08527
4 Friar Ct, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
Don't miss this opportunity to own an expanded Bi-level on a quiet cul-de-sac, set on over half an acre of prime property. This unique home sits on an oversized lot rarely found in the area, with a backyard that feels like a private oasis—featuring multiple distinct sections, including a beautiful in-ground pool, spacious patio and deck, charming gazebo, and a tranquil fishpond. Inside, the home offers a thoughtfully designed layout with generously sized living spaces. The extended kitchen provides ample cabinetry, abundant counter space, and plenty of room for dining and entertaining—perfect for everyday comfort and hosting guests.

$850,000

4 beds2 baths— sq ft

4 Friar Ct, Jackson, NJ 08527

0.57 acre lot • Garage • Pool

1 Rye Ct, Jackson, NJ 08527
1 Rye Ct, Jackson, NJ 08527
1 Rye Ct, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
Step into this spacious and well maintained Manchester Model—a 2 bedroom, 2 bath home in one of the area's most desirable adult communities. This home offers an expansive layout perfect for both relaxing and entertaining. Enjoy multiple living spaces including an office, sunroom, formal dining room, and a cozy living room with a gas fireplace—perfect for cooler evenings. The eat-in kitchen is ideal for casual meals and morning coffee, while the paved patio with a built-in gas grill is ready for outdoor gatherings. You'll love the tile flooring in the main living areas and entryway, complemented by wall-to-wall carpet in the bedrooms, living, and dining rooms for added warmth. Th

$515,000

2 beds2 baths2,178 sq ft

1 Rye Ct, Jackson, NJ 08527

7,840 sq ft lot • 2 garage spots • Community pool

36 Medinah Ct, Jackson, NJ 08527
36 Medinah Ct, Jackson, NJ 08527
36 Medinah Ct, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
Enjoy golf course living in this beautifully maintained 2-bedroom, 2-bath home located on the 17th hole with views of the tee box, green, and a picturesque pond with fountain. This light-filled home features an open layout, energy-efficient solar panels, and a peaceful setting perfect for relaxing or entertaining. Located in a sought-after community, it offers the ideal blend of comfort, convenience, and natural beauty.

$425,000

2 beds2 baths1,916 sq ft

36 Medinah Ct, Jackson, NJ 08527

6,098 sq ft lot • 2 garage spots • Pool

24 Oakmont Ln, Jackson, NJ 08527
24 Oakmont Ln, Jackson, NJ 08527
24 Oakmont Ln, Jackson, NJ 08527
ABOUT THIS HOME
Winding Ways, NJ Homes for Sale
LOCATED IN ONE OF THE YOUNGEST PHASES OF WESTLAKE GOLF & COUNTRY CLUB, THIS TOLL BROS SAN REMO LOFT OVERLOOKS THE 8TH HOLE OF THE 18-HOLE CHAMPIONSHIP GOLF COURSE W/ THE ADDED BONUS OF A LARGE WOODED AREA FOR PRIVACY. FEATURING A PARTIAL BRICK FRONT, KITCHEN W/ GRANITE COUNTERS/BACKSPLASH, WALL OVEN, COUNTERTOP STOVE & CORK FLOORS. DINING RM, EXTD'D GREAT RM W/ SLIDERS TO A 400 SQFT PAVER PATIO. PRIVATE OWNERS' SUITE FEATURES ITS OWN SITTING RM W/ FRENCH DRS & CAN ALSO BE A DEN OR HOME OFFICE. TWO ADD'L GUEST BDRMS PLUS PRIVATE LOFT W/ AN OVERSIZED WALK-IN CLOSET. SOLAR PANELS ADD TO THE COST-EFFICIENCY OF THE HOME. ENJOY THE SOUGHT-AFTER LIFESTYLE OF WESTLAKE GOLF &

$619,800

3 beds3 baths2,751 sq ft

24 Oakmont Ln, Jackson, NJ 08527

2 garage spots • Pool • Built 2005

Property at 102 Buckingham Dr, Jackson, NJ 08527, 4 beds, 1.5 baths

$749,999

4 beds1.5 baths1,800 sq ft

102 Buckingham Dr, Jackson, NJ 08527

Average home prices near Winding Ways, NJ

Cities

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$1,474,000
Asbury Park homes for sale
$745,000
Point Pleasant homes for sale
$750,000
Lavallette homes for sale
$2,744,500
Long Branch homes for sale
$1,474,500
Belmar homes for sale
$1,137,000
Spring Lake homes for sale
$3,359,500
Toms River homes for sale
$522,000
Rumson homes for sale
$2,824,999
Freehold homes for sale
$479,900

Neighborhoods

Country Place homes for sale
$799,000
South Knolls homes for sale
$499,350
Jacksons Mills homes for sale
$525,900
Whitesville homes for sale
$899,000
A Country Place homes for sale
$1,150,000
Hyson-Bennett Mills homes for sale
$749,900
South Lakewood homes for sale
$1,200,000
Westlake Village homes for sale
$579,000
Town Center homes for sale
$995,000

Winding Ways, NJ real estate trends

$345K

Sale price

-11.5%
since last year

$233

Sale $/sq ft

-1.3%
since last year

Under list price

2.1%

Days on market

Down payment

—

Total homes sold

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