5 Bedroom homes for sale & real estate in Riverhead, NY

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NEW 14 HRS AGO

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
Renovated throughout, this 5-bedroom, 2-bath Hi-Ranch in Jamesport sits on a 0.60-acre lot with a two-car garage. The home features a new kitchen with quartz countertops and stainless steel appliances, hardwood floors, and 2 new bathrooms. The finished lower level includes two of the five bedrooms, a full bath, a den, a separate exterior entrance, and is plumbed for a potential second kitchen. Enjoy the North Fork’s vineyards, farm stands, beaches, boating, local shops, and farm-to-table dining. Some photos are virtually staged. Exterior photos show future landscaping with enhanced grass and gravel driveway to be completed.

$999,000

5 beds2 baths1,824 sq ft

29 Herricks Ln, Jamesport, NY 11947

Quartz countertops • New kitchen • Hardwood floors

Listing by BH&G R E Realty Connect

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
Cape cod-style home offering 4 bedrooms, 2 full bathrooms, and a converted garage providing a 5th bedroom with CO's. This home also features a full unfinished basement and sits on a spacious 0.62 acre lot with plenty of room to create your dream outdoor space! This property offers an opportunity for updating and personalization.

$590,000

5 beds2 baths1,816 sq ft

938 Ostrander Ave, Riverhead, NY 11901

0.62 acre lot • Built 1953 • Listed 15 days

Listing by BH&G R E Realty Connect

VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
WATERFRONT + BOAT SLIP + PRIVATE BEACH ACCESS + SUMMER RENTAL POTENTIAL! Expanded from a Cape to a spacious 2,500 sq ft Colonial, this exceptional waterfront property offers the opportunity to enjoy a private waterfront retreat opening to Flanders Bay and quick access to Peconic Bay. The property includes a deeded boat slip with deep water access for boats up to 24' and new floating dock (2026), marina access, private beach and outdoor shower bringing the full waterfront lifestyle right to your doorstep. Water views are enjoyed from nearly every room, while a deck extends from the kitchen to the den/sunroom for seamless indoor outdoor living. The home features hardwood floors throughout, ab

$999,990

5 beds2 baths2,214 sq ft

55 Leafy Way, Aquebogue, NY 11931

Water views • Private beach access • Deck

Listing by Coldwell Banker American Homes

FLOOR PLAN

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
Welcome to this beautiful new construction family ranch, ideally situated in a quiet and serene setting on the sought-after North Fork. Offering 5 bedrooms and 3 full bathrooms, this spacious and thoughtfully designed home provides the perfect blend of modern comfort, style, and functionality. Designed for today's lifestyle, this exceptional home features a flexible and inviting layout with generous living spaces, ideal for both everyday living and entertaining. The full basement offers endless possibilities for additional living space, recreation, a home gym, office, storage, or whatever best suits your needs. Step outside to your own private backyard oasis. Beautifully landscaped and surr

$1,595,000

5 beds4 baths18,595 sq ft

189 Shade Tree Ln, Aquebogue, NY 11901

In-ground pool • Landscaped property • New construction

Listing by Serhant East End LLC

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
Spacious waterfront residence situated on approximately 0.55 acres (23,958 sq ft) overlooking scenic Merritts Pond. This expanded Cape-style home offers 5 bedrooms, multiple living and gathering areas, and a flexible floor plan suitable for a variety of living arrangements. Large windows throughout the main living areas provide abundant natural light and water views. The property features an updated kitchen, spacious family room, formal and informal living spaces, hardwood flooring, and a full basement offering additional storage and utility space.

$770,224

5 beds3 baths3,753 sq ft

888 Pondview Rd, Riverhead, NY 11901

Hardwood flooring • Full basement • Waterfront residence

Listing by REALHome Services & Solutions

Property at 982 Roanoke Ave, Riverhead, NY 11901, 5 beds, 2.5 baths

$595,000

5 beds2.5 baths2,116 sq ft

982 Roanoke Ave, Riverhead, NY 11901

Listing by HomeSmart Dynamic Realty

Property at 418 Lincoln St, Riverhead, NY 11901, 5 beds, 3 baths

$779,998

5 beds3 baths2,614 sq ft

418 Lincoln St, Riverhead, NY 11901

Listing by EXP Realty

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NEW 10 HRS AGO

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
REIMAGINED EAST QUOGUE RETREAT W/ RESORT-STYLE LIVING This home is set on 0.42 Acres+/- in the heart of East Quogue, 5 Halsey Avenue offers 2,876 SF+/- of thoughtfully designed living space across two levels, complemented by expansive outdoor entertaining areas and lush, mature landscaping. Featuring five bedrooms and four full baths, the residence combines open, light-filled interiors with exceptional privacy and convenient access to the surrounding Hamptons villages. Vaulted ceilings of 14'+/- lend an airy, open feel to the main level, where wide-plank hardwood flooring flows throughout the interconnected kitchen, dining, and living areas. Designed for both everyday living and entertainin

$2,175,000

5 beds4 baths2,876 sq ft

5 Halsey Ave, East Quogue, NY 11942

Custom cabinetry • Quartz countertops • Vaulted ceilings

Listing by Hampton Estates Realty LLC

NEW 30 HRS AGOFLOOR PLAN

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
New to the market, this beautifully renovated 5-bedroom ranch offers generous living space and an inviting blend of comfort and style. The main level features an open living room and dining room, a sunroom, an eat-in kitchen, and 3 bedrooms with 2.5 baths, including two primary en suites and one-half bath with hardwood floors throughout with central airconditioning. The expansive air-conditioned lower level offers two additional bedrooms, a full bath, and a spacious den, providing exceptional versatility for guests, recreation, or extended living. The spacious backyard is perfect for relaxing and entertaining, featuring a patio and a welcoming 20' x 40' inground pool. An attached one-car ga

$1,100,000

5 beds3.5 baths2,800 sq ft

5 Fairline Dr, East Quogue, NY 11942

Open living room • Sunroom • Renovated ranch

Listing by William Raveis New York LLC

FLOOR PLAN

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
Welcome to 1320 Breakwater Road, where modern elegance meets the relaxed coastal charm of Long Island’s North Fork. Situated on 1.08 acres of beautifully maintained, level property in the heart of Mattituck, this completely renovated 5-bedroom, 2.5-bathroom residence offers approximately 3,000 square feet of thoughtfully designed living space, combining contemporary finishes with warmth, comfort, and exceptional versatility. Step inside to discover a bright, open-concept layout where natural light pours through brand-new windows, seamlessly connecting the spacious living room, dining area, and beautifully appointed kitchen. A charming wood-burning fireplace adds warmth and character,

$1,698,000

5 beds2.5 baths3,000 sq ft

1320 Breakwater Rd, Mattituck, NY 11952

Unfinished basement • Deeded beach rights • Completely renovated

Listing by Compass Greater NY LLC

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
Welcome to your East Quogue retreat, situated on 1.97 acres of landscaped grounds offering exceptional privacy, luxury, and resort-style living. This impressive residence features 5 spacious bedrooms, 5 full baths, and 1 half bath, including a desirable first-floor primary suite. The newly renovated chef’s kitchen showcases elegant quartz countertops, premium Bosch and Fisher & Paykel appliances, and a convenient pantry. Designed for both relaxation and entertaining, the outdoor space features a heated 20x40 in-ground pool surrounded by expansive Trex decking with southern exposure, an all-weather tennis court, and generous lawn space for outdoor activities. Additional highlight

$2,195,000

5 beds5.5 baths3,500 sq ft

133 Old Country Rd, East Quogue, NY 11942

Quartz countertops • Landscaped grounds • 1.85 acre lot

Listing by Douglas Elliman Real Estate

OPEN NOV 14, 11AM TO 1PMVIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
Secluded Bluff-Top Retreat on the Long Island Sound Set 242 feet above the Long Island Sound behind a newly gated entrance and new stone pillars, 3172 Sound Avenue offers rare privacy, wide-open water views and access to a secluded beach. The approach located 1/2 mile from Sound Ave down Terry Farm Road with a raised tree canopy, the approach to the house feels magical. The Mediterranean-style stucco villa sits among manicured lawns and mature woods, with arched windows, wrought-iron balconies, covered loggias and wraparound Ipe decks on both levels facing west for sunsets over the water. Inside, the two-story great room is built around an indoor pool under a wall of arched clerestory windo

$2,590,000

5 beds6 baths5,006 sq ft

3172 Sound Ave, Baiting Hollow, NY 11901

Recreation room • Sweeping views • Tesla charger

Listing by Compass Greater NY LLC

VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Riverhead, NY
Luxurious Bayfront Haven with Unmatched Water Views, Pool & Dock. Experience the pinnacle of coastal elegance in this extraordinary two-story bayfront home, within the sought-after Shinnecock Shores private community. Offering 5 bedrooms and 4.5 baths, set amidst over 150 feet of canal frontage and 100+ feet of stunning bay frontage. This property is a true gem for those seeking the perfect blend of luxury and waterfront living. On the first floor, two inviting guest ensuites await, including an oversized suite with double sliding doors leading directly to the expansive pool deck—perfect for hosting guests or enjoying tranquil afternoons by the heated pool. The open-concept livi

$3,850,000

5 beds4.5 baths3,969 sq ft

43 Tarpon Rd, East Quogue, NY 11942

Bayfront home • Bay frontage • Pool deck

Listing by Compass Greater NY LLC

Property at 20 Pheasant Run, Quogue, NY 11959, 5 beds, 3 baths

$2,725,000

5 beds3 baths2,812 sq ft

20 Pheasant Run, Quogue, NY 11959

Listing by BH&G R E Realty Connect

Property at 38 N Bay Ave, Eastport, NY 11941, 5 beds, 3.5 baths

$1,729,000

5 beds3.5 baths4,041 sq ft

38 N Bay Ave, Eastport, NY 11941

Listing by Coldwell Banker Reliable R E

Property at 71 Romana Dr, Hampton Bays, NY 11946, 5 beds, 3 baths

$2,799,000

5 beds3 baths2,738 sq ft

71 Romana Dr, Hampton Bays, NY 11946

Property at 90 Rogers Ave, Westhampton Beach, NY 11978, 5 beds, 3 baths

$2,250,000

5 beds3 baths3,000 sq ft

90 Rogers Ave, Westhampton Beach, NY 11978

Listing by Douglas Elliman Real Estate

Property at 131 Red Creek Rd, Hampton Bays, NY 11946, 5 beds, 3.5 baths

$1,099,000

5 beds3.5 baths3,526 sq ft

131 Red Creek Rd, Hampton Bays, NY 11946

Listing by Douglas Elliman Real Estate

Property at 2200 Laurel Trl, Laurel, NY 11948, 5 beds, 4.5 baths

$2,100,000

5 beds4.5 baths4,000 sq ft

2200 Laurel Trl, Laurel, NY 11948

Listing by STOEBE & CO

Property at 18 Sophia Ct, Westhampton, NY 11977, 5 beds, 6 baths

$2,750,000

5 beds6 baths4,000 sq ft

18 Sophia Ct, Westhampton, NY 11977

Listing by Brown Harris Stevens W Hampton

Property at 17 Sophia Ct, Westhampton, NY 11977, 5 beds, 5.5 baths

$3,150,000

5 beds5.5 baths4,000 sq ft

17 Sophia Ct, Westhampton, NY 11977

Listing by Brown Harris Stevens W Hampton

Property at 15 Sophia Ct, Westhampton, NY 11977, 5 beds, 5 baths

$2,900,000

5 beds5 baths3,100 sq ft

15 Sophia Ct, Westhampton, NY 11977

Listing by Brown Harris Stevens W Hampton

Property at 26 Sunset Ave, East Quogue, NY 11942, 5 beds, 4 baths

$4,999,000

5 beds4 baths4,100 sq ft

26 Sunset Ave, East Quogue, NY 11942

Listing by Daniel Gale Sothebys Intl Rlty

Property at 95 N Summit Blvd, Westhampton, NY 11977, 5 beds, 5.5 baths

$2,295,000

5 beds5.5 baths4,500 sq ft

95 N Summit Blvd, Westhampton, NY 11977

Listing by Corcoran

Property at 3875 Hallock Ln, Mattituck, NY 11952, 5 beds, 7.5 baths

$5,750,000

5 beds7.5 baths8,505 sq ft

3875 Hallock Ln, Mattituck, NY 11952

Listing by Douglas Elliman Real Estate

Based on information submitted to the MLS GRID as of Sun Nov 08 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

5 Bedroom Homes for Sale in Riverhead

There are currently 7 5 bedroom homes in Riverhead. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Riverhead stay on the market for 67 days and receive 3 offers. Popular neighborhoods include North Fork, The Hamptons, Downtown Riverhead, and Long Island. This map is refreshed with the newest listings in Riverhead every 15 minutes.

In the past month, 4 homes have been sold in Riverhead. In addition to houses in Riverhead, there were also 11 condos, 1 townhouse, and 2 multi-family units for sale in Riverhead last month. Find your dream home in Riverhead using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Riverhead are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Riverhead. Our Riverhead real estate stats and trends will give you more information about home buying and selling trends in Riverhead. If you're looking to sell your home in the Riverhead area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Riverhead with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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